18/male/slave seeks mature mistress in New York

Columbia student, works out regularly, intelligent, somewhat shy, the guy next door type except for my interest in rope bondage, discipline, and pain seeks mature mistress who will make me her slave and instruct me in how to satisfy a woman sexually.  PM me telling about yourself and why you want to be my mistress, include a photo.  If we seem to click we will arrange a meeting in a public place of your choice in the city.

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Today was my 18th birthday and I had dreamed of having an older women enslave me and instruct me in sexual delights.  Now I was 18 and it was legal for an older woman to have sexual relations with me.   I lost no time, the second I was awake I went to my laptop and composed this post for the getDare slave/master area.  My roommate asked why I was up so early and I told him I was just answering some emails.  He said "Happy Birthday" turned over and covered his head with his blanket.  I clicked the "Submit" button and started on my first adventure as an adult.

My day was busy since most of my friends were older they made a big deal of me being 18.  They threw a party for me which was fun but I really just wanted to get back to my room, log on and see if I had any replies to my slave post.

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Mistress Samantha

Hi Slaveboy,

Since I turned 30,  I have been having fantasies of enslaving a strong, handsome, intelligent young stud.  I want to have a man who is young enough to still  be completely obsessed with having sex in any and all ways.  I imagine restraining him in tight bondage and teasing him for hours forcing him to excite me and give me orgasm after orgasam and if he pleases me I may let him cum or maybe I will just enjoy keeping him at this peak of sexual excitement for another day or two.  I really enjoy the devoted attention a sex starved man gives me!  Your sexual gratification and release will be entirely under my control,  if you get release yourself you will be severely punished and forced to wear a chastity device until I feel you can be trusted again.

You have to obey me in all things at any time and any place and I promise to do nothing that permanently injures you.

In addition being my sex slave, I want you to be a presentable escort and accompany me to major social events in the city.  My fellow Wall Street financial vice presidents have shed their wives and partners for young women about your age.  I want to show them that I have the same right to openly display my relationship with a young handsome stud.  (I guess I am down on men in general, maybe this is a reason I daydream about torturing a young hunk.  But since you say you like pain, this is probably a plus for you.)

As you can see from the picture of me in my gown at the opening night of the Met, I look very good and any man should be proud to be with me.  The other picture in my bikini on the beach at Bonaire shows that I have kept my body desirable.  Please send pictures both dressed and naked with a full erection.  I hope I won't be disappointed.

You will be my first slave so we will be learning and exploring BDSM together.  I find exploring new experiences together exciting and I hope you do too.

There is a Starbucks about a block south of the Pleasure Chest sex store, I think this would be a good place to me. Is that OK with you? If we like each other I would love to take you shopping for a few toys. (Of course this all depends on your pictures.)

Your future Mistress,

Samantha 

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Mistress Samantha,

Your pictures were great.  You are the star of my nightly fantasies!  Can't wait to meet you.  I hope you'll like my pictures as much as I like yours.

You have great plans for using me especially "torturing a young stud".  That is scary but very exciting.  

Being you escort would be fun.  Since I came to New York. believe it or not, I have been exploring all the cultural opportunities.  For a guy from a small town, this is wonderful.  I really enjoy concerts, opera, museums and it would be great to share our interests.

I have afternoons free on Tuesdays and Thursdays, so if my body makes the grade let's meet for lunch at the Starbucks at 12:15 either Tuesday or Thursday.

  

Your obedient Slave,

Tom 

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Hi Slaveboy,

Your pics are great.  I like your build, good development but not overdone.  I liked the touch with the rope harness that just makes your erection so much more tempting.  I even liked how you look when you are dressed,  can't wait to show you off!

See you Tuesday!

Your future Mistress,

Samantha  

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The meeting

I got to the Starbucks about ten minutes early, I thought it wouldn't be good for a slave to keep his mistress waiting.  I came from class dressed like other students, Levis, black T-shirt showing a snow boarder and saying "Crested Butte - Double Black" like I told her I would wear.  I was starting to wonder if she had been just playing with me and wouldn't show when I saw this gorgeous brunette enter,  what she wore was feminine and attractive but also definitely said "I'm in control, don't mess with me".  I don't know much about clothes but she certainly didn't shop at K-Mart. I stood up and motioned to the empty seat at my table.  

We shook hands and greeted each other rather formally and sat down.  She started asking me questions about the small town where I grew up and told me that she was also from a small down and like me never really felt accepted in high school.  I told about my science teacher who encouraged me to break away, getting me a summer job at the YMCA camp leading kids on hikes, encouraging me to apply to big city schools like Columbia, because I had enough credits. arranging for me to spend my last winter quarter on a self-study project working at a ski area.  Samantha was real easy to talk to.  She asked what I liked about the mountains.  I told her I liked climbing "14ers",  mountains over 14,000 feet high.  I told he about the first one I climbed a 14er with a friend from the YMCA camp,  we started really early and pushed hard, we wanted to be the first on the summit and have a little time by ourselves at the top.  My smile betrayed me and Samantha asked, "You're leaving something out, exactly why did you want to be on the top before anyone else got there?"

Trapped, I answered, "Our goal was to get to the top, looking out over a hundreds of miles, face the sun, drop our pants, and jerk off." 

She laughed real load, "You are so cute, I love the way you young guys think about sex and have so much fun thinking about unusual ways of doing it.  Exactly how many 14ers have you marked in this way?"

"31, and our goal is to do all 53 before I  graduate."  She told me about the hikes and treks she had done all over the world.  We were really clicking, I actually liked her and sensed she liked me too.  We got up and ordered sandwiches, I started to pay for mine but she told me that she would pay for everything when we were together, I would be her "kept man".  I sort of liked the idea, it was part of her domination of me.  

We discovered we liked the same type of runs, steep and deep powder runs.  She was definitely a risk taker and she understood that I was also.

After lunch we walked to the "Pleasure Chest" and browsed through the merchandise.  We agreed on a couple books "SM 101" and "Erotic Rope Bondage", she would read "SM 101" first and I start with "Erotic Rope Bondage".  We went to the counter and looked at the restraints, she asked the salesclerk to take out some restraints and some different ropes for us to try.   "Strip off your shirt, Slaveboy!", my mistress ordered.  The clerk smiled, looked amused, and didn't say anything.  There were a few other customers in the store and I would be the show.  I felt like I was at the top of a double black diamond run, watching little balls of snow dislodged by my board roll down hundreds of feet to the bottom,  once I started there would be no turning back.  "Yes, Ma'am", I said loud and clear, as I stripped off my shirt.  I had made my decision, there would be no turning back.  With the help of the clerk, Samantha restrained my hands behind my back trying handcuffs, leather cuffs, padded cuffs, finally deciding on a soft hemp rope and the crossed wrist tie the clerk had shown her.  Samantha rubbed the bulge in my Levis saying, "I see you enjoy being restrained, Tom." 

"You bet, you're great, ma'am!"

Samantha had the clerk put out a selection of whips and paddles.  One by one the clerk showed how to use each one, Samantha hit me on the back with a riding crop, a leather strap, a bamboo cane, a flogger, and several others.  I liked feeling the pain she inflicted and hardly noticed the other customers watching. The clerk and Samantha decided the leather strap was best for novices. The clerk brought out a sample of clamps but after trying a few which were very painful and brought tear to my eyes, Samantha decided we should wait until we are more experienced before buying any.

As Samantha paid for our toys, the young women at the register told Samantha about the femdom BDSM play party that took place every Friday night at 8 PM.  She said it was a good way to start because we could see from others how BDSM play is done, she smile at me and said she realy hopped to see me there.  She wrote the address on a note and signed her name, she said this would get us in.  Then she told us, the mistress should wear an outfit hinting at being a dominatrix and of course all male slaves had to strip naked as soon as they enter the play area.

Samantha said, "That won't be a problem, will it Tom?"

"No Mistress Samantha, Ma'am, whatever you ask!"

My mistress told me she would pick me up in a cab in front of my dorm Friday at 7:30, "Oh, one more thing, your training starts now, you must not have any sex including jerking off unless I give you permission, understood Slaveboy?"

"Yes, Mistress, I understand."

"If you disobey, you will be severely punished and we will go back to the sex store and buy a chastity device for you to wear."

"I will obey, ma'am." I said but thought how long it was until Friday night and there wasn't even a certainty then.  It's been a long time since I went even 24 hours without jerking off, it was going to be tough to last until Friday.  

I was now shirtless on the crowded street as I helped Samantha into her cab.  She turned to me, kissed me on the cheek, and laughing said, "I remembered but was just testing, you may put your shirt back on, Tom." 

By Wednesday evening I was feeling real horny as I was reviewing my notes on my laptop when I got an instant message from "MistressSam" at Hotmail.com.  "What are you thinking about at this moment, Slaveboy?  Are you alone? If so turn on your webcam.  Sorry but I don't have a webcam or microphone on my laptop, usually security checks for those before they let us take our laptops into conferences."

"How is this, is the volume  OK? and the picture?  Great to hear from you.   I'm thinking about sex of course, you tormenting me and rubbing my cock until I can't stand it any more, then finally letting me cum.   That no sex rule is pretty tough, can you have a little pity on me?  I'm alone, my roommate won't be back for another hour."

"You look just great, you know, you are really cute in a boyish sort of way.  Now I understand the guys at work, young sex objects are a lot of fun! I'm in Dallas and it was hard to concentrate during the meetings, all I could think of was you at the top of Longs Peak jerking off in the sunlight, what a mental picture!  Yes, I think we can negotiate a favorable settlement of your situation.  First I want you to strip naked, but do it slow and sexy!"

"Yes, ma'am, will do! Thanks!" I take off my shoes then slowly bend over strip off each sock and toss it at the webcam.  I do a little strip tease dance, slowly pull up my t-shirt showing off my abs, then up to my armpits, play a little with my nipples, take out my arms, rub my abs with my hands, finally pull the shirt off my head and throw it at the webcam.  I slowly unzip my Levis and pull them down a bit.  It is clear I am wearing no underwear.  My hard cock pops out and I shake it around a bit by moving my hips.  Finally I pull off the pants and throw them aside, still dancing and seductively rubbing my body all over.

"Oh, I love your cute smooth sexy body.  OK now show me how you jerked off on Longs Peak."

"We had a dare to see who could last the longest before he came, so this may take awhile!"  I began rubbing my cock, fast at first then as I got harder, slower and slower,  keeping me going but not fast enough for me to cum.  My expression showed intense concentration and pleasure.

"10 minutes and going strong,  I never knew how much skill you guys have in jerking off but I guess you have a lot of time to practice!  Fire when ready!"

I worked a few more minutes, licked the palms of my hands to lube up then started stroking at a furious pace, I started cumming over and over, one shot hit the webcam and took a few seconds to drip off before the picture cleared.

"That was even better than I imagined it.  By the way, I came also by masturbating myself while I watched you.  I don't know how much this will help me concentrate tomorrow, but it was fun.  Goodnight Slaveboy, See you Friday!"

"Sweet dreams, Mistress.  Hope I'm in them!" 

 The Club

I began preparing for our big date. I showered carefully following the instructions of my mistress.  I soaped up my entire body, scrubbed hard with a washcloth on my armpits, ass crack, feet, and especially my cock.  I rinsed off then repeated the whole procedure.  My cock began to harden as I remembered how her email had said that every inch of my body had to be clean enough so she would enjoy kissing and licking my skin anywhere.  I hoped no one would notice the bulge in the towel wrapped around my waist as I returned to my room.   Per her directions I did not put on deodorant or any other scent, she told me the best smell was that of a real clean young stud. I dressed as she had instructed, black t-shirt, worn Levis, no underwear, flip-flops.  I only got harder as the rough denim rubbed my cock and ass.  Minimal and easy to shed once I entered the club.  I double checked that my ID was in my otherwise empty wallet.  Samantha insisted that I have no money or credit cards when I was with her so that I would be completely dependent on her.  

I stood on the corner in front of the dorm for a few minutes.  A cab stopped in front of me and Samantha flung open the door. "Hop in, Slaveboy!"  As soon as I got in she hugged and kissed me, she looked sexy in all black especially the leather skirt.  The cabdriver laughed, either he was amused by me being her "Slaveboy" or his English was bad and he smiled at everything he didn't understand. She gave the address to the driver.

"Thanks, Mistress.  I am really excited about going to a femdom club!"

She slipped her hand inside my Levis and explored feeling my boner and lack of underwear, "Yes you are excited and you do follow directions.  I like that in a slave."

The cab stopped by a bare black door in an old brick building.  We were uncertain until we saw a woman in a black leather skirt leading a guy with a leash attached to a slave collar around his neck enter through the door.  

We were greeted by the clerk from the sex store.  She carefully checked the age on my picture ID,  "You are so cute, it's hard to believe but it says you're 18.  First time slaves must strip in the center of the room with everybody watching.  It's going to be a real treat to see you strip naked!"  She led my to the center of a dungeon decorated with a feminine touch and had me stop on a Persian rug by some restraints hanging from the ceiling.  A crowd of dominatrices and a naked slaves gathered to watch. 

I took off my flip-flops when my mistress ordered, "I love the way barefoot boys look so cute and subservient" she said as she rubbed the tops of my feet with her black stiletto heeled shoe. She grabbed my T-shirt and pulled it up and began rubbing my abs and chest, toying with my nipples,  "I love to explore my Slave's sensitive spots.  You like to don't you?"

Standing as the center of attention while slowly being stripped turned me on, my skin was hyper-sensitive, each touch made me startle, breathing heavily I replied, "It feels good, real good, Mistress!"  She pulled the T-shirt over my head but left it on my wrists so my arms were extended upright.  Her hands played with my armpits driving me wild.  She removed the shirt completely and had me hold my arms behind my back.  One of the doms gave her some handcuffs which Samantha snapped onto my wrists. Helpless, excited, sweating, I submitted as she teased every bit of exposed skin.  She unbuttoned my Levis and twisted my exposed pubic hairs.  She unzipped me and my boner bounced out, she rubbed and caressed it.  She let my levis drop and had me step free of them stark naked.  She was handed a slave collar which she locked around my neck then a leash which she snapped to my collar.  The clerk introduced Samantha to the other mistresses as I followed at the end of the leash, each dom was given an opportunity to tease or torment the helpless new Slaveboy.  Samantha took a long time watching other doms and subs in scenes of bondage and torture, I could see she was observing everything about how to make her slave suffer safely.

She decided to start with the whipping post, she unclipped the handcuffs and climbed on a step stool  to buckle my wrists into padded leather cuffs attached high on the post.  Hanging from my extended arms, I was facing the post with my back and ass exposed, toes barely touching the wooden floor.  One of the experienced mistresses handed Samantha a black soft leather flogger and went over the basics: aiming for wide fleshy area such as back, ass, and chest, Avoiding areas such as kidneys,  holding and snapping to inflict maximum pain,  watching carefully for broken skin.   Samantha learned fast, the first few strokes with the flogger didn't hurt but soon I dreaded each painful strike.  I tried to be brave and endure the beating silently,  I didn't yell out but I gasped each time a stroke was extremely painful.  Samantha started enjoying inflicting pain on me.  She learned to vary the strokes so I never knew where or when the next pain would strike.   She learned that it is more effective torment to give the flogger strokes over an hour or more rather than all at once.  I learned that I enjoyed it when my mistress inflicted pain on me her helpless slave, I learned it made me get really hard.

The other mistress had Samantha turn me around so I was facing her, she showed Samantha how to tie my feet to the post so that I couldn't kick.  She handed my sadistic mistress a riding crop...   

OUCH!

The mistress showed Samantha how to hold the riding crop and how to snap the crop so that the leather tip stings painfully.  Samantha practiced on my abs and quickly learned to make the tip sting.  She learned to vary the pain of the sting from a little tap to sharp intense pain.  She whipped the sensitive skin on the inside of my arms, she tormented my armpits, she whipped my pecs circling my nipples.  I loved the excitement I saw in her eyes as she explored the pain she could inflict upon me with this simple implement. Those eyes kept darting to my nipples but she shock her head and whispered, "Not yet, my love."  I tried to endure the pain silently but I could not help yelling when the stings were particularly painful.  My screams seemed to please her, she increased the sting just to hear me yell.  Finally I felt a tap to each nipple then she applied stronger stings to my abs before returning to my nipple with a smart sting.  

The mistress grabbed my cock and gaged its hardness, "Your first slave and you found a sub that loves pain so much.  I envy you, let me know if you ever tire of him! Feel his cock." Samantha hefted my cock and smiled as she felt that it was rock hard.  "When a Slaveboy loves pain you can be guided by his cock to determine how much pain to give him.  As long as his cock is hard he is enjoying your torture, don't pay any attention to his screams of agony as long as his cock is telling you he wants more.  Of course, with a pain slut like yours, it's up to you to be alert so you don't damage your slave's helpless body."  She strokes my cock, "Yes, you  must be careful with him".  She handed Samantha a black handkerchief, "Blindfolding your slave makes him feel more vulnerable and not being able to know where the next lash will strike adds to his torment and excitement."

Samantha ties the blindfold around my face isolating me. I feel her tracing figures on my chest then a sharp snap on my nipples then more tracing around my abs, along the bottom of my shaft, around the tip, back along the top of my rock hard shaft, and back to tracing circles on my abs. A few hard painful lashes on my abs.  Then gentle snaps moving up my shaft ending with gentle lashes on the tip of my cock.  I struggle against the the restraints, I breath hard and fast, I feel soaked with sweat.  I beg for my only desire, "Harder Mistress, harder please!" My mistress laughs and slowly increase the power of the whip blows.  She staggers the interval and location so I never know when the next pain will strike.  The pain becomes searing! When the crop strikes the tip of my cock, the pain is indescribable but it also turns me on so much that I still beg "Harder, harder, mistress, please!"

"Easy Slaveboy, that's enough pain for now!" soothes Samantha as she rubs my chest and abs, plays with my nipples, gently, slowly strokes my cock until I feel I am about to cum.  She rubs my hair and laughs, "Time for a break, Tom we don't want you to lose any of your precious bodily fluids!" She takes me to the edge over and over but always denies me release.  I plead for her to let me cum but she just teases me more.

Finally I feel my legs being untied and my wrist being unbuckled.   I hear the leash being clipped to my collar and my hands are handcuffed behind my back.  My mistress tells me to step into my Levis and helps pull them up.  She shoves my boner in and zips up the fly.  I follow when she jerks the leash and feel the cool outside air on my bare chest and the rough concrete of the sidewalk with my bare feet.  I hear a car stop and the door open.  She puts her hand on my head and guides me into the car and tells the driver an address.

"Excuse me Ma'am, but where did you pick up that kid?"

"He lost a dare and will be my slave this weekend and he is eighteen if you must know."

"Lordy, you women are sure wild nowadays!"

Room with a View

The cab  jerked to a stop.  Samantha paid the driver and said, "Just a minute, until the lobby is clear. OK Slaveboy, let's go!" She guided my head out of the door and I felt the cool night air on my shirtless chest. We entered an automatic door, the air was warmer and my bare feet felt a smooth tile floor.  "Trevor, this is Tom.  I just won him.  He lost a dare and will be my slave this weekend."

"Evening, Tom.  Evening, Miss Wilson.  I guess you're going to show him the ropes!" Trevor laughed.

"Evening Trevor" I answered even though I couldn't see anything through my blindfold.  I guessed he was a security guard. 

"That was a bad pun even for you, set the elevator for a non-stop ride to my apartment."

"Will do, Ma'am.  And I haven't seen anything!"

"Thanks, Trevor."

So she was taking me to her apartment.  I would be her slave, retrained and vulnerable. Completely at her mercy.  This had been my dream since I was a kid, now it was happening.  Can I really trust her? How much will she hurt me? Will she go too far? I concentrate on being cool, like there was nothing unusual about being barefoot, half naked, and led by a beautiful powerful woman holding a leash attached to a slave collar around my neck past the guard at a luxury apartment  building.  I liked the way Trevor didn't question her, he knew how to deal with these rich assertive women.  

Samantha jerked the leash and I followed her. I felt the acceleration of a fast elevator. "How are you doing Slaveboy?"

"Scared shitless but so excited I can't stand it, Ma'am!"

"I sort of feel the same.  Isn't the feeling great? It makes me feel so alive."

"Yes, mistress.  It feels great.  So vulnerable and not knowing what will happen. Like being a kid the first time on a high dive knowing you will have  to jump." I felt her hands on my hair as she pulled my lips to hers.  We kissed passionately as the elevator slowed.  When the elevator stopped she told me to wait, I think she was checking that no one was in the hall. 

She jerked my leash and I followed her, after only a few steps the leash went slack and I stopped.  "There are only four apartments on each floor, so there is not much chance of seeing anyone.  Besides, my neighbors would enjoy the thought of me bringing home my own sex slave." I heard her open a door and followed the tug on my leash.  From the elevator ride her place was on one of the top floors.  My bare feet felt cold rough ceramic tile, probably the foyer, pretty big too, this must be quite a pad.  I followed the pull of the leash over a soft carpet for quite a ways then onto a wooden floor.

She unclipped the leash and glided her hands softly from my face over my shoulders, chest, and abs. "I love the feel of your skin, it's so smooth and perfect.  Let's get these off so I can see all of you!." She unbuttoned and unzipped my jeans and they dropped to my feet while my boner bounced up free.  I stepped out of the Levis and kicked them aside.  While she fondled my cock and balls, my lips and tongue found her neck and I softly nibbled.  My lips felt their way until they found her tit and started sucking.  "Oh! That feels so good, keep sucking! .... I must stop before you seduce me Loverboy!"

She guided me to a firm bed and had me kneel on it. She had me move back until my feet were over the end of the bed and on a cold metal tube.

I felt her tie my feet to the metal tube with a smooth silken rope, each foot held firmly and exposed to her mercy.  She tied the ring on my slave collar to something hanging from above so I couldn't bend down or move much. She untied my blindfold but the room was dark.  "Now for my surprise, I hope you like it!" She hit a button and drapes open from a corner in front of me revealing Manhattan at night from high above, lights from the windows of hundreds of buildings dimly lighting the room.  The bed was diagonal facing the corner of the room with the cityscape on two sides.

I was bound kneeling on a bed, arms handcuffed behind my back,  restrained by a rope attached to my slave collar from the ceiling, completely vulnerable, with a huge boner looking out onto the city. I understood, being exposed naked in a private room is one thing, being exposed naked to the whole city is a real turn-on.  "Mistress, this is so awesome! I feel my naked body and everything you do to it is exposed to the whole city.  I know they really can't see into this room, but I feel everyone is looking at me and that's what excites me!"  In the dim lights, I saw my mistress circling the bed with her riding crop in one hand and a smile of anticipation on her face.  When she was behind me I felt the fingers of her other hand feel to vulnerable soles of my bare feet. 

She stood in front of the bed, you look scared and frightened, "What's are you afraid of my helpless sex slave?"

"I'm afraid you are going to hurt me, Mistress!"

"That's silly, Of course I am going to hurt you.  That's why you came to me.  What is really bothering you?"

"That you will hurt me more than I can take, Mistress.  I'm afraid I will scream or break down."

"I admire you for being stoic and taking pain silently.  That a guy thing and one your best qualities.  Don't worry about screaming, I guaranty that I will make you scream but since I am a light sleeper my room is completely sound proof.  Triple glass windows, double walls, and sound deadening floor and ceiling.  Scream as loud as you like, no one will be bothered and no one will hear and no one will come to help you."  She continued to circle now giving light taps with the leather tip of the riding crop to my chest, abs, and thighs, my back, ass, and soles of my feet.  Each time she circles the lashes became harder, now my nipples, now my toes.  Another circle and my eyes water when she strikes the tip of my cock, then each one of my tender toes, then each of my balls.  Finally she stops behind me and get serious, hard painful snaps cover my back, when I adjust to this pain the painful lashes center on my ass the when that also dulls she move to my feet.   The pain is intense, I struggle but my bare feet are securely tied in their vulnerable position.  My eyes water and I begin to groan at each stroke.  She starts using the rod of the crop as a cane to beat the sensitive soles of my bare feet. I start to scream at the more painful blows, my eyes water but I resist begging her to stop.  In fact I am beginning to savor the pain and don't want her to stop.

She stands in front, gives a painful load snap with the leather tip to each of my nipples.  She puts down the implement and slowly removes her stiletto heels, her stockings, her top, her leather shirt, her bra, and finally stuffs her panties into my mouth. "You seem to enjoy pain now let's try some pleasure."  She kneels in front of me on the bed, "I am always fascinated by how guys nipples are so sensitive, maybe even more sensitive then ours.  Let's see how yours are!"

She rubs and circles my nipples with her fingers.  I start breathing real hard.  She continues with the tips of her nails.   She ups the ante with her tongue, then by biting with her teeth. "Most guys can only stand nipple play a couple minutes, then it becomes too intense, almost painful and they pull away and start playing with the girl's tits." I am breathing hard, sweating, and struggling.  "It just occurred to me, you can't pull away.  I wonder how you will feel after 10 minutes, a half hour, an hour? "  She continues the intense nipple play.  I knew pain can become pleasure, now I discover pleasure can also be turned to pain.  I mumble into the panties for her to stop but she laughs, "Oh, you want more!" and she continued the extreme nipple play enjoying my struggles for at least an hour.  

"She looked down and smiled, "Slaveboy, it looks like you sprung a leak!"  I glanced down and saw pre-cum dripping from my cock.  She gently wipes the pre-cum off with her finger, pulls the panties out of my mouth with her other hand, and holds her dripping finger up to my mouth.  I eagerly suck the pre-cum from her finger.  She puts her finger into her cunt and then up to my mouth, I eagerly such her juice, "Bad Boy, see what you did? You've got me excited too!  What should I make you do about that?"

   

Dice Dare

Samantha looked at me kneeling on the bed, my feet tied to the bar at the end of the bed, my arms handcuffed behind my back,  a rope tied to my slave collar restraining any movement, my rock hard boner dripping pre-cum, my hazel eyes pleading for relief.   "I want to have sex with you so much, your young strong body giving me pleasure, but I also love tormenting you by teasing your helpless body,  watching you struggle.  It get me so excited I couldn't think what to do.  Then I found the solution, a dice dare with various ways to torment your smooth sensitive body and one number that says "SEX" and gives you relief and me pleasure.  The dice dare is:

1. SEX

2. Kiss and fondle nipples, balls, and cock

3. SLOW masturbation

4. Tickle feet cock, balls, nipples

5. Assplay with rubber glove and finger up the ass hole.

6. Foot play with cock, balls, nipples.

Take the dice in your mouth, spit it out  and let's see if you are lucky!"

I took the dice, prayed for a "1" amd spit it out. It came up a "6".  

"Great! That was always one of my favorite fantasies!" She lay naked on the bed with her feet facing me. She lifted one leg and put her foot to my mouth. "Slaveboy, suck each toe!" As I sucked each delicate toe, the humiliation turned me on.  I was her foot slave.  I licked the sole of her foot gently and she gasped, "Yes! Yes!"  At last she started to pleasure me, she raised her legs and rested her feet on my chest and began to use her toes to toy with my sensitive nipples.  She rubbed my abs with her soft feet, explored my cock and balls with her toes.  I was breathing fast and hard it was so stimulating.  Pre-cum oozed from my cock. Then she gripped the shaft of my cock between her big and second toe and began rubbing it slowly.  I got more and more excited until I felt I was almost going to cum, I felt her give my cock a hard painful tug pulling it with her toes. The pain stopped my cum.

"You need a break, we need to save that joy juice for the main event! I'll be back, don't do anything without me!" How I tried to touch my cock, how I wanted to jerk off and end this torment.  I could only wait for her return and my next chance.

It seemed like forever and my excitement had calmed when my mistress returned.  I spit out the dice and this time threw a "3".  Masturbation seemed great, just what I needed. "I love slow masturbation.  It is supposed to be the most intense stimulation a girl can give a guy.  She is in control.  No guy can take the exquisite torment unless he is bound and helpless. The girl takes him to the edge then decides what happens!" She lubed me with oil then began rubbing the length of my cock from the base to the tip, she went went slowly maybe 30 seconds or more for each stroke. After a dozen or more intense, maddening, slow strokes she gave me about five quick strokes almost enough to make me cum.  Then returned to the slow strokes. Slow then fast, slow then fast, I struggled, I begged, slow then fast.  She started doing only a couple fast stroke because I was very excited.  Then slow and only one, then slow and when I started tensing my abs, a painful pinch to the head of my cock to stop the ejaculation.  She left me alone again suffering from denied orgasm.

Next I drew a 3.  She lubed my ass and put on a surgical glove.  She toyed with my ass, played with my crack, pulled the hair around my ass hole.  Slowly pushed her finger inside me.  "I never have done this before.  I love the way you struggle and your hole grabs my finger so tight.  What is this I feel? Let me rub it!" I felt a weird intense pleasure building inside me.  She watched my reactions and eased up when I got too excited.  "I never thought I could have so much power over a guy with just my little finger.  I could do this forever."  It seemed like forever to me, the feeling was wonderful but she never went far enough.  Always just a little more and I could cum.  Always denied.  I was covered with sweat from my struggles.  At last she withdrew her finger, and left me alone again.

I had lost hope when I spit out the dice again.  She grabbed me about the neck an kissed me, "We won, you can have sex! Even better, so can I!"  She kissed me, played with my nipples and balls until I was rock hard.  She rolled a condom on me and lubed me up.  She got down on all fours in front of me, god was she hot! I tried to reach her with my cock but couldn't make it.  She backed up a little and guided the head of my cock inside her. I began moving, I couldn't reach far but it felt so good.  She liked feeling me just inside her a lot.  I kept struggling and rubbing my cock inside her.  She started moaning and yelling.  She backed up closer to me.  I could reach deeper into her.  Not deep enough to cum but it felt so good.  She backed up more and I thrust all the way in, I pushed hard and deep.  Faster and faster.  We yelled together yes, yes.  I began to cum.  The hours of frustration poured out in shot after shot of cum, in extreme pleasure, in long awaited relief, in contented relaxation.  It was the best ever.  She told me how great it was for her.  After a few minutes she pulled out, gently removed the condom, put it to my mouth.  I savored the salty taste and she kissed me deep and shared the taste.  

She untied the rope from my collar and my feet from the the end of the bed, and uncuffed my hands.  We lay in each other's arms more lovers than mistress and slave.  We held each other all night until the light of the sunrise on the awakening city woke us.

The Party

I was on top of her feeling the warmth and softness of her body with my whole body.  I began to kiss her softly then kissed her neck and breasts.  I supported my weight on my arms and looked deeply into her eyes and was about to ask her if she wanted sex.  Before I could speak she smiled and said simply "Yes, my Slave, I want you! You really look sexy with the slave collar around your neck."  She took a condom from the bedside table and rolled it onto my throbbing cock then slowly and gently lubed it up until my cock was rock hard and throbbing.  Supporting my weight with my arms, I played inside her cunt with the tip of my cock.  I explored until I found that magical spot that drove her crazy with desire.  Her pleasure slowly built until she was pleading for me to go deep inside her.  Slowly I thrust  my cock all the way in.  I moved slowly in and out enjoying my power to pleasure and excite my mistress.  I paced myself as long as I could until I could no longer hold back and we moved together in powerful spasms release wave upon wave of sexual release.  We held that embrace in relaxed contentment with me still enjoying being inside her and her enjoying the feel of a young man at his sexual prime. 

We spent a great day together.  We took a shower together soaping each other up and touching  all over our naked wet bodies then dried each other off with thick, fluffy, white towels.  She put on a thick white robe which made her look even more sexy than when she was naked. She told me that she preferred me naked because I had such a great body and she loved looking at it.  I cooked breakfast and explained to her all the tricks about cooking that I learned while working as a short order cook in a diner in my home town.  She got a kick out of being served by a naked teen and loved it when I started getting an erection again.  We ate sitting across from each other at the small table in the kitchen.  Soon I felt her feet in my crotch playing with my hard  boner and balls while I pretended nothing was happening and continued to eat.  Both of us finally broke out laughing.  

She showed me her balcony onto which the mid-morning sun was now shining. It was cleverly screen from view.  She put down a quilt and took off her robe.  We sunned nude next to each other for a long time.  Samantha explained how morning sun is the best way to get a tan.  We played with each other's bodys like a couple of junior high kids discovering sex and had a great time.

We started getting hungry, she took us out to a great deli. Seated across from each other in the crowded restaurant, I could see when she got the idea.  She slipped off her shoes and I felt her feet start to play with my crotch.  Since I wasn't wearing underwear, it felt pretty good even through my Levis.  "I've got to buy you some good new clothes if you are going to be my escort.  Besides this would be a lot more fun if you were wearing shorts!"  After lunch she took me to some very expensive shops.  She decided that the preppy look was best for me, clean cut, boy next door, but with a little kink.  The clerk laughed when she bought me some skimpy white briefs then handed me the package and I went into the changing room and came back with the empty package.  Obviously, I had been going commando.    She found the right shorts, sort of loose and pretty short so her feet could easily work their way to my goods.  After a couple hours she said that we had to get back and mentioned something about a party. As we passed a sex store she told me to wait outside while she bought me something special.  When she came out, she reached up to my neck and locked a stainless steel chain around my neck with a small brass lock.  She stepped back and admired her gift, "Subtle, you can wear that chain anywhere and only people into bondage will know you are a slave." I tried to guess what was in the other package but she wouldn't give me a clue as I carried the packages back to her condo.  I liked the feeling of looking good: expensive blazer, khaki slacks, Italian loafers. It felt good knowing that the women and a few guys who stared at me did it because they liked the way I looked. 

It was getting dark when we  returned to her condo.  Trevor admired my new clothes, "You're a pretty sharp looking Dude, I like the preppy look, Tom.  That steel chain locked around your neck with a little brass lock is clever.  Most people would think it was just a goth fashion quirk but in means 'Slave' to those into bondage."  We zipped up to her floor and entered the foyer. Samantha opened a door, "This is your closet, Slaveboy.  It is very convenient since as my slave you will strip naked immediately when you enter my apartment and put your clothes away neatly and properly.  Being naked while I am dressed is a sign of my domination over you.  Besides I love looking at your beautiful young man's body when you are nude!"  After I put away my expensive new clothes, my mistress led me to her room.  

Through the windows the clouds were glowing with the sunset and filled the room with a soft reddish light.  I stretched out on the bed forming an "X" by spreading my arms and legs as my mistress instructed.  She carefully tied a French bowline around my left wrist while explaining how this knot spread the pressure and would not tighten when pulled so it was perfect for putting a submissive in tight but safe bondage.  Feeling her hands on my arms and wrist and the tightness of the rope was almost sensuous. I feel a firm pull on my arm as she tied the free end of the rope to ring fitting at the corner of the bed.  Slowly, gently, and firmly she bound my other arm so it was stretched to the opposite corner.  My mistress tied French bowline knots around each of my ankles.  She took my right leg and pulled as hard as she could before tying the free end to a ring fitting at a corner of the foot of the bed, she used a prussic knot so she could easily take up slack whenever it was needed to keep the tension on my stretched out body.  I tested the ropes and only confirmed how vulnerable my body was to my mistress, I had to trust her completely as I was completely helpless.  She bent down and kissed my forehead tenderly as a mother would do to a child she was putting to bed.  "I'm going to slip into something a little more comfortable, I'll be back in a while.  This will give you sometime to think about your helplessness and my absolute power over you!" 

 Alone I pulled and tested the ropes and felt the comforting tightness gripping my wrists and ankles.  I moved my feet in circles thinking how vulnerable they would be to caning or tickling.   As I waited for her return I couldn't help concentrating on different parts of my body and felt the sensations each was giving me.   Lying tied naked to a bed make a guy feel pretty horny and more horny the more he waits.  My feet itched to be touched and rubbed, my lips still felt her kiss,  my nipples burned to be pinched and played with, my cock grew hard waiting for any touch.  Only the dimming of the city gave me a vague sense of time. I heard her footsteps and saw her standing at the foot of the bed looking at me tied spread eagle on the bed.  She began rubbing my feet, massaging the soles with her thumbs, my cock began to harden, "Oh, that feels so good.  It's so good that you are back." She rubbed my legs from my feet up to my crotch, slow, and gentle. "Yes, keep going!"  She sat astride me and moved her hands down my arms, played and tickled my armpits, down my chest, my abs, then back to my nipples and began toying with them.  "That's it , yes, keep doing it, Ma'am!" I was really excited, being helpless and unable to escape made it more exciting.  She kept playing with my nips.  I wanted her to stop, I wanted to move away, I struggle but couldn't get away.  

"I love this giving you so much pleasure that you can't stand it.  No matter how you struggle, I just keep toying with you!" It felt real good.  My cock was rock hard and throbbing, but it was torment because she would not stop the intense stimulation.  I struggled and pulled the ropes, I was moaning and wet with sweat, breathing hard.  Finally she stopped.  She moved back and began slow very slow strokes the length of my cock. The stimulation was even more intense but so slow that relief was impossible.  I could see how much see was enjoying tormenting me.  At last she stopped and kissed me, "I am having a party tonight and have to get ready.  I'll be back to see how you are doing, Enjoy!"  Again I was alone in the dim room, concentrating on all the sensations I could feel in my body.  Aching with the need to ejaculate, knowing it was impossible until she decided the time was right.  

At last she returned, she clipped two clothespins to my abs, a mild sort of fun pain and also put something leather on the bed that I couldn't make out.  "Time to get you ready.  You will be tied here on this bed while I host my party, i'll leave the door open so you can hear us having fun.  I think it will be exciting thinking about you suffering in rope bondage while I'm having fun and free.  Don't worry it shouldn't last more than four hours." While she was talking, she was rubbing my body all over: stretched arms, armpits, chest, nips, abs, taut legs, balls, cock. I wished she would continue then bring me to climax. "I'm a little worried that you might scream in pain and disturb my guests so I bought you a present." She took the leather object, it was a black leather strap with a soft stuffed leather ball attached to the middle of the strap.  She placed the leather ball against my lips, I understood and opened my mouth.  She stuffed the leather ball into my mouth then buckled the leather strap around my head.  The ball filled my mouth, it was a very effective gag.  "Yell, Slave, let's see if this works!"  I tried to yell but only a soft muffled sound came out.  "Good, nobody will hear that with the music playing."  But what would make me scream? I soon found out.  She removed one clothespin from my abs and put it on my right nip.  It was painful but I could handle it.  She played with the pin and watched me writhe as the pain increased.  She put the other clothespin on my other nipple but this time she put it on the very tip.  I screamed into the gag because of the intense pain but only a muffled sound came out.  Samantha was pleased and adjusted the first pin so it also was on the very tip of my nipple and inflicting incredible agony.  She gently kissed me on the lips then on the head of my rock hard cock, "Goodnight, Slaveboy! I can't wait until after the party when we can have sex!" I heard her leave, I could hear her steps going down the hall, she had left the soundproof door ajar.  I struggled helplessly in agony against the tight strong ropes, my body became covered with sweat form my exertions.  I heard the doorbell and my mistress greeting her guests.  How could I stand this torment four hours? I knew I would endure the agony, I had no choice, I was her slave.

I was afraid the first time I heard someone walking down the hall and I knew from the sound that it was not Samantha.  If they came into the room and saw me tied, gagged and tortured, it would be a disaster. Samantha and I would be ruined, she would lose her job and I would be expelled. I Knew my fears were over the top but you can't expect perfect reason from someone who has been alone, isolated, and tormented for hours. The steps stopped, a door closed, and soon I heard a flush.  They had just used the hall washroom. You would think my fear would stop, but each time I heard steps I was sure I would be discovered.  Samantha had be fiendish in devising this psychological torment.  I must have been stuggling in pain and fear for hours.  I had to concentrate on forcing my drool past the ball gag and out of my mouth.  I could feel my face covered with slobber.  At first I let the drew stay in my mouth but then I choked on my saliva, could not cough properly, and was afraid I would drown in my own spit, I couldn't call for help and was really frightened but eventually it cleared itself.  

I heard steps of high heels coming down the hall.  When I expected them to stop, the continued tapping down the hall.  I heard the door to the room open and saw a tall well dressed woman standing in front of me.  She had a astonished and curious expression on her face.  It happened, I was exposed as a teenage perv enslaved by an older femdom dominatrix and I was terrified, humiliated, but most of all I was excited, I wanted her to rub and touch me, I wanted her to make me cum . She went and closed the door then she wiped the slobber off my face with a towel Samantha had dropped on the bed earlier.  "That's better!" she gently traced my arms to my chest, abs balls, thighs, legs, and slowly down to my feet.  She stroked my cock and felt its hardness, I was almost exploding with desire but she stopped.  "I don't want to spoil Samantha's fun after the party!" She unfastened the black leather of the ball gag and eased the leather ball out of my mouth.  "You look like just a kid, how old are you?" 

My mouth and throat were dry and I couldn't talk. She took a glass of water from the table and let me drink and rinse my mouth.  "I just turned 18 and am a student at Columbia.  I'm legal." 

"Are you alright?"

"Yes, I'm alright.  I like bondage."

She gently stroked my cock again and felt its hardness, "I can see from your boner that a some level you are enjoying this but I can also see you are in terrible pain, Are you alright?"

"Yes, bondage and pain are my thing.  Samantha And I found each other through Getdare.  Yes, I am alright, but if you could jerk me off I would be even better!"

She laughed  real loud, "I learned in kindergarten not to play with other girl's toys." She flicked the clothespins on my nipples and I groaned from the new level of pain.  "You're absolutely sure you are alright?"

"Yes, I am absolutely sure I want to be left here tied and tortured until my mistress releases me."

She removed the clothespin from my nips.  It was a shock and even for a while the pain seemed greater.  She waited a bit then turned one clothespin 90 degress and reattached it to the very tip of my right nip, I yelled in pain but fortunately the sound proof door was closed.  This woman was an expert at inflicting pain.  Then she clipped the other pin to my left nip and again I yelled in pain.   "I'll wait until you think you can endure the pain without  making noise.  We don't want everbody discovering Samantha's cute little secret. I will take the ball gag and discretely give it back to your mistress.  A gagged sub should never be left alone, but I gather you two are still new to this.  Should I leave now?"

"Yes, you may leave, tell her that I will endure the pain and not yell until she returns."

She kissed me on the lips, "You sure are a cute boytoy! Hope the Ice Queen gives you good sex tonight and if she ever tires of you, look me up. I'm Amy." 

"Ice Queen?" I ask.

"That's her nickname on Wall Street.  Anyone who has dealt with her knows that she's the best at getting what she wants and very cool and regal. Therefore 'Ice Queen'."  

I know she left the door open a bit because I can her her heels tapping down the hall. 

I concentrated on not yelling.  I bit my tongue to keep quiet. The pain was worse since Amy had adjusted the clothespins. I struggled and became wet with sweat.  It all depended on me, if I yelled we would be exposed.  I couldn't let that happen not matter how much my nips hurt.  I heard the guests leaving and I had to hold on only a few minutes more.  At last I heard her footsteps and heard her close the soundproof door. I no longer had to control my pain, I let out a bloodcurdling scream.  Samantha kissed me, "My hero! I knew the pain must have been awful, Amy is very experienced!  But I knew I could depend on you,  no matter how much pain you had to endure, you would not betray us.  Although when my friends kept hanging around and not leaving I started to get a little worried.  It was so exciting."  

I thought she would immediately take those dreadful clothespins off, but instead she enjoyed watching me suffer. She sat astride me pressing her cunt to my mouth.  I understood, I had to make her climax with my tongue and get her so excited she would want me inside her, and want wild sex. My tongue was inspired by the pain.  It searched her crevice finding each sensitive area.  Darted around slow then fast until she was moaning, "More, More, More." She move back and despite her excitement she 

rolled a condom on my cock and lubed me up. She mounted me from the top putting just the tip of my cock inside her cunt and playing with it like a dildo.  I was going wild with stimulation but she made sure not enough for me to come. She lowered herself slowly so my cock was entirely inside her and started twisting the clothespins to inflict more pain.  She stared moving gliding up and down, a helped by thrusting as much as I could while being tied down.  

Faster and faster she moved, twisting the pins to inflict more pain.  "Faster, faster, ma'am.  More pain, faster, make me know what it is to fuck the "ice Queen!"  She moved faster, clinched me hard with her cunt, twisted the pins so the pain kept my urge in check.  Faster and harder until my abs tightened, she ripped the clothespins off just as I was about to shoot and the surge of pain forced the hardest and longest shooting of cum I ever had.  It seemed minutes as she held me and I emptied my load in spasm after spasm.  

She held me a long time then gently untied me, massaged my sore limbs, and we cuddled together watching the lights of the city until we both fell asleep.

(Do you think this couldn't happen? Read this Savage Love advice column to find out if id did! http://www.thestranger.com/seattle/SavageLove?oid=309736 )

    

 

My Mistake

Samantha was returning after a five day conference in Paris.  I had just gotten back from my Saturday rehearsal with the opera. I was what they call a supernumerary or sometimes a "spear carrier".  My mistress thought it was a great idea for me to be Cleopatra's slave and since she was a contributor I passed the audition easily.  As a cast member, I would attend the opening gala in costume.  She really got a laugh out of me dressed as a slave attending the party with her as her slave.  I got a look at the sketch for my costume at the rehearsal and it sure won't cost much.  It was just a skimpy loincloth that would leave me almost naked in front of a thousand people.  That's what I liked about my Mistress, always coming up with something clever to test me.

I was living most of time at her place.  She had me convert one of the two large closets in her bedroom to a small room for me, furnished sort of like a cell.  A single bed with a sturdy steel frame stood in the center of the room.  There were hooks and shelves for Samantha's growing collection of BDSM toys.  One wall had eye-bolts where I could be tied to the wall to spend a night in bondage torment without disturbing my mistress's sleep.

I heard the doorbell and her key opening the door. I looked at her smartly dressed figure with desire but as her slave I bowed low to the floor and kissed the tops of her shoes to show my submission.

"Rise slave! You may kiss your mistress."  As I stood up, she looked at my cock rising up at an upward angle.  She laughed grabbing my cock and fondling it, "Not exactly what I meant by 'rise' but it works." She grabbed my hair and pulled my mouth to hers and we kissed deeply and eagerly.  Finally she pulled away, "That's enough for now Slaveboy.  Help me get changed and showered then I'll feel more like enjoying you."

I helped her take off her coat, was tempted to kiss her neck, but remembered the beating she had given me the last time I had been presumptuous. I hung her coat in the closet and followed her into her bedroom wheeling her carry-on. As usual I had set out her thick soft white bathrobe and, by her request when we talked last night on Skype, her favorite outfit: black leather skirt, silk bra, stiletto heels.  I was excited because that outfit meant an intense session of torment and sex tonight.

Slowly item by item I undressed her, touching and fondling the skin each removed item revealed.  This was not presumptuous of me, my mistress had instructed me to undress her in this sensuous way. 

I turned on shower, adjusted, and tested the temperature until it was just right for my mistress.   She entered the large shower and I followed soaping her body with my bare hands then took a washcloth and cleaned every millimeter of her body.  She teased me by soaping my chest, abs, and then taking a long time soaping my throbbing cock.  We stood under the hot steaming water as she hugged me tight and kissed me.  We stood there a long time until she was refreshed and relaxed.  I dried  her off with a big soft fluffy white towel and helped her into her robe.  She reclined on the sofa in the living-dining room while I fixed her a martini in her special way. When I brought her the drink, she ordered me to kneel and massage her feet.  She had me finish by kissing the tops and bottoms of each foot and sucking each toe. 

While I fixed salmon for dinner she asked my about my week.  I told her about the rehearsal and the skimpy costume I would have to wear.  She laughed said she couldn't wait to see me at the gala in my slave costume.  I told her about how I had been having trouble in my drawing class and that one of the senior students, Cindy, was helping me.  She laughed when I told her that after almost a week apart and her orders not to jerk off, I was having boners all the time like a junior high kid.  We sat down to dinner, Samantha in her robe and me naked. She told me about Paris and said maybe during break I could come along on one of her trips.   She asked me how Cindy looked.  I told her Cindy had dark hair and complexion and was attractive in a starving artist sort of way.

After dinner we went to the bedroom where I dressed her in her mistress outfit, again slowly, item by item until she stood there transformed into a black clad stern dominatrix.  She tightly buckled soft black leather cuffs on my wrists and ankles.  She clipped the ankle cuffs to rings spaced a few feet apart in the floor then touched a switch on the wall that lowered cables down from the ceiling.  I stood there with my cock throbbing in anticipation of the helpless bondage I would soon be in.  She clipped my wrist cuffs to the cables then touched the switch so the cables slowly pulled me up until I was hanging with my toes barely touching the floor. 

My mistress started to slowly tease me playing with my nips until the pleasure began to be almost pain.  She asked me, "Cindy seems like a nice girl helping you with the class."

"Yes, mistress, she is nice.  My grades really improved in drawing."

"You must have really appreciated the time she took.  Were you able to help her with her work? Maybe in English?"  I sensed our talk had become interrogation.  I was a terrible liar so I had to tell the truth.

"I helped her with her nude sketching class, Mistress."

"I'm impressed.  Just a couple months taking a basic drawing class and somehow you are helping a talented female artist with her nude sketching.  Please explain, Slaveboy?" She punctuated her question with a couple strong lashes on my abs and chest with a leather flogger.

"After the drawing class was over, the prof let her use the studio to do her nude sketches, Ma'am."

My mistress went to the wall and the cables tightened so I was hanging there all my weight pulling on my arms.  My toes no longer touching the floor.  "Did your friend have a nude model? Male or female?" Again lashes from the flogger struck my abs and one extremely painful blow struck my cock.

I realized the game was up.  I could draw out the questioning but it wouldn't do any good.  "OK, Ma'am, I'll come clean. I was Cindy's nude model.  I stripped nude for her three days after class.  Her drawings were real good, you'd like them.  That was it, I just posed for her, nothing else."

It is very bad when your mistress has you in helpless bondage and then gets real angry at you. I felt Samantha lean her full strength into the flogger hitting my back then my abs.  "Whose body is this, Slave?"

I said, "It belongs to me, mistress." 

"Wrong, try again!"  More lashes rained down, even harder if that were possible.  I struggled and screamed at each blow and was soon dripping with sweat.  Confused I hesitated.  I looked at her, she was sweating also from the exertion of whipping me. I was scared, this was the first time she looked as if she had lost control driven only by anger. 

More lashes, finally it dawned on me, "It is your body mistress.  It belongs to you for your pleasure.  I am sorry I displayed my nude body to another woman."    I was relieved as she hesitated and I saw her change back into the 'Ice Queen', completely in control, contemplating how best to enjoy making me suffer for my transgression and how to discover the limits of my transgression.

She began to beat every part of my body stopping after each beating to ask "Who do these arms belong to?" and I answered each time "These are your arms, they are for your pleasure!" She continued to chest ass, legs, ending at searing blows to my feet both to the tops and the sensitive bare soles.  My arms ached from the weight of my writhing body and there was hardly a place on my body that did not sting from the whipping.  She hadn't forgotten those places.  She went to my room and soon returned with some items.   She took the small leather flogger in her right hand and pulled my cock away from my balls with her left and then began to whip my balls until I was screaming in constant pain and tears streamed from my eyes. Each lash felt like a kick in the balls.  I begged,  "Please stop Mistress, I can't take the pain anymore!"

"Don't be silly Slave, of course you can take, it you don't have any choice and I certainly don't have any mercy for you after you stripped naked for that girl!  Besides your cock is still hard as a rock so I think you are enjoying this beating."

"Yeooow, I'm kinda mixed up, pain gets me so hot and excited but this is the most you ever hurt me, ma'am.  But my cock is right - I don't want you to stop.  I like the way you give me pain." She stopped after a few more minutes but my balls still throbbed with pain.  Time for my line,"These are your balls mistress.  They belong to you and I hope they still work and can continue to give you pleasure."   I regretted my smart ass remark the minute I said it and I watched the anger grow on her face then a little smile, then a hearty full out laugh and I knew I had lucked out this time.

She began to whip my cock with the small leather flogger, small enough it would not permanently damage my cock but excruciatingly painful. Within minutes my cock was bright red and throbbing in pain.  I saw that my pain excited her and she was driven to increase my pain and her excitement.  Occasionally she would hold my cock to judge if it was still hard enough to permit her to increase my torment.  Each time she touched my swollen member, the pain of her touch on the tender skin and cock head shot through my body like a shock and was double as she squeezed it to test its hardness.  She saw the pain this caused and she delighted in squeezing harder.  The squeezing of my cock did not excite me much, although my cock burned and stung at her touch, the sensitivity had been dulled by the whipping.  She continued to whip my cock until my body dripped with sweat from writhing against my restraints and I was screaming in constant pain with tears streaming from my eyes.  When she finally stopped I sobbed my line, "This is your cock mistress.  It belongs to you for your pleasure."

She thought for a minute the smiled deviously,"Slaveboy, it has been a week since you pleasured me with your cock and I was expecting to enjoy you tonight.  I will not be deprived of the pleasure of my slave's cock just because he was a cheating asshole and stripped naked for some little bitch! You will use that overgrown worm to fuck me and give me pleasure until I am completely satisfied!"

She touched the switch on the wall and eased the tension on my arms until my feet were standing solidly on the floor and the pain in my stretched arms began to go away.  "Yes, mistress.  You have gotten me so excited by tormenting me, I am sure this is going to be something special!"

Samantha kicked off her stiletto heeled shoes then slowly enticingly removed her black mesh stockings.  She put her arms around my neck and kissed me.  "Yes, this fuck will be very special for you." and smiled a devious smile.   "I'm still not sure you didn't screw that little bitch, so just to be safe I'll put this condom on your cock. " She rolled a condom onto my eager burning cock then she took of her black lace bra, threw it aside, and tauntingly rubbed her breasts against my chest. The pain of the touch of here soft full breasts on the stinging whip welts covering my chest lasted only seconds and multiplied my desire.  I tried to reach her beautiful pink nipples with my mouth and tongue but she teased me by keeping her nips just beyond my reach. "You can if you really try, Slaveboy", she laughed.  I strained with all my strength to pull down on my arms to gain those millimeters.  When I reached her nip, I began to suck slowly and softly then harder as she began to moan. Soon she pressed her other nip to my mouth and I sucked that one until she was was satisfied and pulled back. 

She stripped off here leather skirt and thought, "I'm still a little worried, let me put another condom on you."  She slowly rolled the second condom over the first. I desperately wanted to get inside her cunt and get release after a week of denial so I didn't think much about the second condom.  She seemed to have about the same idea.  She put her arms around my neck and hugged me tightly rubbing her breasts against my sweat covered chest.  “I just love the feeling of a strong young helpless man, I love the smell of fear that mingles with his sweat.” Samantha rubbed her lace panties against my swollen throbbing cock still sensitive and sore from the beating.  The rubbing was painful but the pain made it even more exciting.  Her mouth found mine and I kissed her hard and deep. I had to excite her so much that she would order me to fuck her because as a slave I was not permitted to ask for her pleasures.  She pulled away, stripped off her panties, grabbed and squeezed my cock, “Slaveboy I want you to give me all the pleasure I desire with this beautiful boner,  I want to feel it all inside me, I want to feel you thrusting with uncontrolled desire.”

“Yes, mistress. Let me give you pleasure!” She pushed her cunt gently against my member and I moved around to stimulate her most sensitive spot.  The tip of my cock burned from the beating and was a little numb but I soon heard sounds of pleasure from her and she pushed herself slowly steadily onto my cock.  I moved slowly in and out trying to control myself against the pangs of desire I felt.  The soreness and pain I felt from the beating my cock endured only added to my excitement. 

“Harder, faster, Loverboy!” she commanded and I thrust madly hard and fast  listening to her moans of satisfaction, faster, I had to cum, just a little harder and I could cum.  She moans “YES! YES! YES!, keep going!” Harder I tried, obsessed with getting to the peak so I could cum, I pounded madly, furiously and was just on the edge.  Each thrust caused pain to shoot through my body from the welts the strap had left on my cock.  “God keep going, That’s it.Yes!”  she moaned and then pushed herself off me. “I need a break, Slaveboy! That was wonderful!” I was in torment, on the edge just about there and now nothing.  She lay on the bed watching me, “Don’t worry big boy, I’ll give you another chance!”

My mistress poured herself a glass of wine and slowly savored the wine and slowly savored the sight of a young sex obsessed man denied release. After a while she came back, pulled herself onto my cock and the made thrusting repeated, her cries of pleasure even stronger, my desperation stronger,  again she paused after several climaxes and watched me from her bed. Finally she spoke, “You’re pretty smart, Tom, have you figured my torture out yet?”

“I don’t know, mistress.  I haven’t had an orgasm for a week, you beat my cock until it was sore and pretty numb, and then you put two condoms on me.  I’m driven to fuck you and get release but my cock can't get enough stimulation so I just stay on the edge.  You’re using me as a human dildo.  That’s cruel!”

“Yes, it’s cruel and I love it! The best part is you are helpless, when I pull myself onto your cock again you’ll be even more driven with a passion to cum and that will make my climax even better.” My mistress again pulled herself onto me and again driven by the intense stimulation after being denied release for a week I gave her climax and climax until she again pulled off and rested.

Samantha  let her gaze wander over the young body she held in her power, she started at her slave’s bare feet on the cold tile floor, close together, with wrist-cuffs clipped to a ring in the floor, up the slave’s strong legs, glistening with sweat over the angry red welts left by her whip.  She lingered at the throbbing erect cock with a growing desire to feel its bulk inside her just one more more time tonight.  She watched the six pack abs move in and out as her slave breathed heavily after his futile for sexual exertions.  See delighted in the bright red marks covering his smooth silky chest, she had shown her slave what it meant to displease his mistress.  Her desire grew as she savored his boyish face crowned with unruly tousled hair, his eyes burning with desire for relief that she had no intention of granting, at least for now.  The handsome mouth that tasted so sweet.  His arms extended overhead in a “V” to where the ceiling cables pulled his wrist-cuffs.  His armpits with just a little curly reddish hair were dripping with testosterone laden sweat.  She loved the taste of his salty sweat and began to fixate on an idea.

“Slaveboy, you have such a beautiful body I just can’t resist enjoying it.”  She began dragging her nails starting at my feet, up my legs, over my abs, up my chest, around my nips, through my armpits, and up my arms.  My whole body  shivered with excitement as the feel of the nails alternated between extreme pleasure when over smooth spots on my skin and extreme pain as the nails raked over the angry welts from her whip.  She began licking my chest, my nips and did not stop as I struggled against the intense sensations.  She smiled and I knew that next would be something she really had been thinking about.  She moved from my nips and onto my armpits voraciously licking the most sexually potent elixir my body produced.  The hungry movement of her lips and tongue on the sensitive skin of my armpits was unbelievable. When she was satisfied, she pulled my head down and let me suck her nipples then held me close and eased her cunt over the tip of my cock.  I moved around slowly sensually and she soon began making sounds of pleasure and pushed herself deeper over me.  As her pleasure increased I built the tempo, our excitement mounted together until she was yelling with mad pleasure.  I moved ever more frantically trying to get enough sensation through the double condoms on my cock.  At last she peaked and pulled off leaving me still without release of the immense pressure that had built up inside me.  She patted my double condom clad cock, and laughed deviously, “Poor little boy.” 

Samantha poured herself another drink and smiled as she watched my discomfort at having been denied an orgasm after she had driven me to the heights of passion.  “That was fun, Slaveboy.  I’d love to do it again but I feel real good right now.” She unclipped my right ankle cuff and put it on a ring farther out.  She did the same on the other side so my legs were spread out and my body formed a “X”.  She went to the wall and touched the switch so that the cables pulled my arms  until I was suspended in the air with my toes unable to touch the floor.  She pulled the condoms off my cock and laughed as the pre-cum dripped from the tip of my boner.  “Still excited I see.  That’s what I like about you, the way you love pain.” She went to my room and came back with a bunch of red painted alligator clips.  Samantha had had me paint the clips we bought with a color code.  She had tried each on my nips and the most painful clips were painted red.  She asked me in a too calm voice, “Tom, now tell me all about the times you spent naked with Cindy” .......................

The interrogation

Samantha gently raked her nails down the sensitive skin of the underside of my left arm now exposed by my arms being suspended from cables. She teased me by pulling the hairs in my armpit and smiled as her other hand clipped the metal teeth of an alligator clip on the fold of skin created by pulling the hairs. “Yeooowww!” I screamed as the intense pain surged through my body. My screaming continued as she intensified my pain by applying a clip to my right armpit. She rested on her bed observing the agony she was making me endure. After a few minutes as I adjusted to the level of pain my cries of pain softened than stopped completely. “That’s very good Slaveboy, I really need to hear your story about you stripping naked for that slut and senseless screaming, although I sort of enjoy it, will only extend your ordeal. According to my book ‘SM 101’ a constant rising level of pain makes the submissive more attentive and co-operative.”

“Mistress, if this is a low level of pain I can’t imagine what a high level of pain would be!”

“Don’t worry about that. Just tell your story, and every time I catch you in a discrepancy or being evasive, I will increase your pain. Perhaps by the end of this session you will know what real pain feels like. I really am looking forward to making you suffer for what you did before I throw you out! Now let me hear your story!”

I quickly told my story in the briefest form I could. Cindy’s project was to do a series of sketches of the male body. She had helped me so much in basic drawing and I had seen nude models of both sexes posing for classes that it didn’t seem like a big deal. I posed like she told me to and she sketched while I held the pose. It was hard to stay in one position for a long time. We talked a little about things while she was drawing. Each session lasted about 45 minutes and then I got dressed an left. She is very good, she gave me one sketch that she didn’t think was quite good enough. It is in by backpack, I think you would like it. 

Samantha goes into my room and returns with the sketch. “You are right, Slaveboy, this girl has real potential. I like the casual confident attitude of the naked young man in this picture and the care with which she defined his body. The face shows what can be done with a few strokes, generic and identifiable only to someone who knows you well but very expressive. The hard erection confidently saluting the viewer with the bulging veins showing the burning desire and passion under that casual expression.” My mistress took another clip and holding the tip of my cock with her other hand, pinched the biting metal teeth on the tender skin on the underside of my cock just below the ridge under the head. My pain level jumped to a new level and I instinctively yelled. “Slaveboy, I like to hear you scream but we have work to do so I can completely understand the depths of you transgression. Perhaps you need a little more pain to co-operate.”

“Ma’am, I will concentrate.” I controlled my pain and began the story again but this time she questioned me on every point. I told her the sessions began in the studio five minutes after class was over. I described the raised platform for the model with the only prop a bare wooden chair. 

“What was the name of this series of sketches your friend was drawing?” my mistress asked punctuating the question with a slap on my hard cock.

I held my breath to absorb the pain then answered,”Young Man Undressing. The idea was that a muscular man was stripping off his clothes for... The reason was to be left to the viewer. Possibly for a lover, female or male, or maybe just to view himself in a mirror, maybe to jerk off. Maybe even a customer who will pay him for his services. We talked about the feelings the subject might be having so that my poses would be more realistic.” 

“Well you didn’t just strip naked immediately, That’s good.” I should have corrected Samantha's her misunderstanding then but I couldn’t face any more pain just then. I explained all the variations we went through. Shoes and socks first then shirt or the other way around, bend over to take them off or put foot on the chair, how far to pull the shirt off when she drew the shirt being pulled over my head, what pose when the shirt is off. That was how far we got the first session, barefoot, shirtless, worn Levis. Cindy did four or five sketches before she was satisfied.

“Tell me how your cock behaved, Slaveboy” my mistress asked while squeezing my cock as hard as she could and twisting.

I paused again to adjust to the pain before answering, “This was Monday and you and I had had great sex before the car picked you up for your flight. I felt a little sexy but my cock behaved. It was full but not erect, Cindy liked the way it looked, said it was perfect for drawing.” I immediately regretted that I hadn’t come clean at the start. I told her that Cindy had asked me to remove all my clothes when we started so she could get a good idea of my body before starting on the sketches. That was when she told me she liked the way my full cock looked. I saw my mistress’s eyes flash with anger before the blank stare of the “Ice Queen” covered her face.

“Mistress, I didn’t tell you that I didn’t strip naked for her immediately. You just assumed that.”

She pinched the head of my cock and yanked it with all her strength, “A slave doesn’t argue with his mistress!” This time I couldn’t stop myself from yelling as she took a thin rope and tied it around my ball sack just below the base of my cock. She used a knot that allowed her to tighten the turns of rope around my ball sack but would not get tighter when the end was pulled. It almost drove me mad with desire for relief as I felt her hands manipulating my testicles and the tension in my balls grew more and more painful. I could see her excitement as she threaded the end of the rope through a ring in the floor centered directly under me laughing out loud as she pulled the rope tight causing excruciating pain to my balls and forcing me to howl in agony. “I can’t believe how much fun it is to torture a helpless stud, I don’t think I’ll ever be content with just sex again. I think I’ll watch you struggle in torment awhile before we take the next step.” She rested on her bed watching me for a long time until I finally adjusted to the new intense level of agony and stopped yelling. 

She went to my room and returned with a flexible wooden cane which she tested by swooshing through the air. Samantha smiled as she eyed my round firm ass, “I think I am really going to enjoy caning that cute little ass of yours. I will lay 10 strokes on you and you must count each one and thank me. If you forget, I start over.” from her tone I knew there was something she hadn’t told me.

She wound up and I heard the cane whistle through the air and then it hit. “Yeoow!” I screamed as the pain hit me. I struggled and jerked by body, “OH good! My balls. I can’t take this! Owwwww!” Now I knew the other part, if I struggled my movements would jerk my balls against the rope my mistress had tied from my balls to the ring on the floor.

“Yes, Slaveboy, it is very important that you take this caning without struggling if you want to preserve your balls! I hope you won’t forget to count this time! Remember, this is what happens when you deceive your mistress.”

I concentrated on counting and thanking my mistress for beating me.... “Seven, Thank you mistress!” This concentration on the count helped me endure the pain but I started to feel something warm drip down my ass, I guessed it was blood. I tried to hold still but it was impossible and by the time I reached ten I felt I had been kicked in the balls by a kick-boxer and didn’t think I would ever get over the pain but down deep I knew it would just get worse. But damn, each stroke of the cane on my ass made me desire her only more and my cock was throbbing with lust for her body. 

She put the dripping red end of the cane to my mouth and had me lick my own blood off it. “Now where were we, yes tell me about your second session with Cindy.”

The pain had me feeling like in a daze and the words tumbled out without my control. I explained how I stripped down to my Levis and she posed me in various ways unbuttoning the fly then with it a little open. She decided she didn’t like my briefs showing so she had me strip down then put the Levis on without underwear. She liked this better the way my pubic hair showed when the Levis were half open. Cindy laughed when my hard cock bounced out and said most guys jerk off before modeling to avoid getting erections. I explained that someone real special was out of town for the week and I had promised not to relieve myself until she returned. I concentrated on doing math in my head and my cock soon was full but soft and we could continue. I posed with my Levis pulled down exposing me completely and with them dropped to my ankles. Cindy noticed she was late for her next class, kissed me on the cheek, and told me the sketches she made were great and rushed out the door.

My mistress looked at me, “So you are standing there naked with your pants around your feet and this girl kisses you? Please explain but first let me give you a little more pain to help you remember to whom you belong!” I was hanging naked completely exposed to my sadistic mistress’s whims. Tears flowed from my eyes, although I had adjusted to each new level of pain, I felt all the pain intensely. I followed her hand as she slowly teasingly moved a red clip to my right nip and then felt blazing pain as the metal teeth bit into the tender skin. With all the pain I was in a sort of fog but also sort of excited too wondering how much I could or would have to take. I screamed and jerked at the new pain and by jerking multiplied my torment as I jerked the rope pulling on my balls. This time she did not wait for my struggles and screams to stop but slowly moved another red clip to my other nip which renewed my screaming and jerking. 

At last the fog returned and I recovered enough to continue. “Mistress, Cindy kisses everybody when she meets them and when she goes, it’s her way of saying hello or goodbye. It isn’t meant to be sexy just friendly. If I hadn’t been so horny, it wouldn’t have even given me a hard-on.”

Samantha began to look angry then relaxed and tousled my hair, “Slaveboy, you sound so innocent and look so cute, I almost want to believe you. But right now you need to suffer for allowing yourself to get excited over that bitch!” She grabbed my throbbing cock in her hand just below the head and slowly moved a red aligator clip to that most sensitive area. 

“No, not that Ma’am, I’ll do anything you want, Please NO!”

“No problem, Tom. Just admit to me that you screwed that skinny artistic bitch behind my back!”

“But I didn’t screw her, ma’am. I was loyal to you, that was why I was getting so many erections. No one can excite me the way you can, Mistress.”

“OK, you made your choice! Enjoy! And you are perverse enough that you probably will.” She pressed to open the clip, positioned it at the top just behind the piss hole and let go. The sharp metal teeth bit in and my mind was a red blur of pain only made worse as my reaction jerked my balls against that damned rope tied to them. It took a long time for my screams to die down but finally they did. “Now please tell me about the modeling session this afternoon.”

“Since I knew I would be posing nude today I went over to the platform and started undressing as the class was leaving. I tried to keep my mind off anything about sex to keep my cock down. Cindy came over and kissed me on the cheek then sat down to sketch me. She suggested a different pose and when I couldn’t get it right came up and moved my arms, legs, and head to where she wanted them. Her touch on my skin started to get me hard. Dwayne kidded me that posing for Cindy would be a lot easier if I were gay. Martha laughed and said that it wouldn’t make much difference because then I would get hot looking at Dwayne. I concentrated on thinking about math and other non-stimulating things. Although my cock was getting a little heavier and full, everything went fine until there was about10 minutes left to go and I started to think about you coming back that evening and how you would but me into bondage. Suddenly my cock popped up into a rock hard boner. Professor Jones came into the studio and laughed telling Cindy she may not want to make this sketch too realistic but she made it very realistic and gave it to me as she kissed me on the cheek and left for her next class.”

My mistress asked who Dwayne and Martha were and I told her they were other art students who hung around and sketched me. The studio was open to any student and it was considered rude not to let others draw your model. She asked about the professor and I told her that he often did his paperwork at his desk while Cindy was sketching me and I got the idea that he liked looking at my body. Samantha asked many detailed questions and punctuated anything the sounded like a discrepancy with a painful stroke of the cane across my ass or abs. “Slaveboy, I am finally convinced that you did not fuck that girl. It is good that I again feel I can trust you and we can continue having unprotected sex with fear of STD. I had no idea how much I could love tormenting you. The greater your pain, the more excited I got.”

“Yeah, Mistress. I have never been more excited but the pain is horrible.”

“I understand and I really can’t play with your cock with these clips on it.” Samantha removed the clip from the tip of my cock and I yelled at the burst of pain that shot through me as she removed it and yelled also when she removed the clip from the skin of my shaft. She pulled a little on the thin rope that was pulling my balls toward the floor. “I heard that I guy cannot cum if his balls are being pulled down, do you believe that, Slaveboy?”

“Maybe Ma’am, I tried it when I jerked off and it seems to work that way but I get excited pretty fast and let go of my balls pretty soon so I really don’t know.” 

“Since you seem to be very desperate to cum, this would be a good time to test whether holding your balls down makes you unable to cum.” Samantha knelt in front of me and began sucking the tip of my cock and teasing it with her tongue. The sensations drove me wild with lust and I struggled against the leather cuffs that held my wrists and ankles and the rope that pulled my balls. I looked down on a beautiful woman dressed as a dominatrix in all black kneeling in front of me, the sight was unbelievably exciting. Although it might have appeared that she was submissive she was really dominating me by stimulating my throbbing member to extreme heights which she could do only because that damned rope prevented me from climaxing. She enjoyed my struggles as she brought me to the edge and kept me there with no possibility of relief. She looked up at the clips on my nipples, smiled, reached up with both hands and twisted them painfully. I howled with pain and she only sucked me harder and deeper. The pain multiplied my sexual desires that she continued to deny. She took me deeper and deeper into her throat, I pleaded for her to suck me a harder so I could cum. My impudence was answered by her turning and pulling the clips on my nipples and left me writhing in agony and pleasure. 

Finally Samantha stopped the blow job and lay on her bed watching my sweat drenched body struggle against the leather cuffs and the rope pulling my balls while I moaned in torment. Slowly and sensuously she kicked off her stiletto heels and threw off her short black leather skirt. As my lust built, she slowly peeled off her black lace stockings and then her black silk bra. She got up and stood on a box in front of me so that if I bent my face down I could reach her boobs with my tongue and lips. “Yes, I want you to lick my nipples and give me pleasure, Slaveboy!” I bent down and started licking and sucking and a frenzy while she giggled with enjoyment. She pressed her panties against my cock and reached to remove the clips on my armpits as my mouth pleasured her. She withdrew and pulled off her panties then stuffed them in my mouth still warm and wet from her juices, the smell and taste were intoxicating. She gave the rope a hard tug and laughed at my scream muffled by her panties but then to my relief she untied the rope from the ring on the floor and relieved the tension on my balls. Her soft hands touching and manipulating by balls was maddening as she untied the other end of the rope from around my ball sack. She laughed, “I’d better be careful, I don’t want you to cum now that there is noting pulling down your jewels.” Her touch felt good although when she touched the welts on my cock I felt a sharp pain that I almost enjoyed.

She touched the switch on the wall and lowered me until my feet touched the floor and I could lower my arms to my shoulders which felt so good. She unbuckled the leather cuffs from my ankles and wrists and let me move around to get the kinks out of my muscles. “That was intense and I really had fun tormenting you but now I want the pleasure of you enjoying my body. Get on my bed and kneel so I can tie up your feet. It really turns me on when you are tied up with rope even if it is mostly symbolic.” I knelt on the bed and felt her tying my feet together at my ankles with some rough hemp rope, just the sensation of her tying me up made my excitement grow. She lay on the bed in the dim light with her legs spread in front of me, I knew what she wanted and bent down and began sucking her cunt starting slowly and softly exploring the sensitive spot with my eager tongue. As she began to moan in appreciation, my tongue ventured further and probed more aggressively as she pleaded for more. She began to climax over and over then paused and had me kneel between her legs so I could fondle her boobs while she played with the clips on my nipples twisting and pulling them to give me sexually exciting pain. I leaned over and kissed her until her excitement built again. “I want you inside of me just your tip at first then more and more until I have all of you, I want to slowly enjoy you until I am at a peak.” She twisted the clips agonizingly, “But Slaveboy, you are not to cum unless I order you. But if I order you to cum, I want to feel all the intensity that built up in a week of denial and hours of torture.”

“Yes Mistress, My Love, I am at your command and will obey your every wish!”
I wasn’t as confident as I made out. The pressure inside me was so intense I hoped I could last until she ordered me to cum. I didn’t even let myself think of the possibility that she would not let me cum tonight. I supported my weight with my arms as I teased her cunt with the tip of my throbbing cock and she played with the clips. We slowly began sweating and breathing heavily as our excitement mounted. She asked me to enter and I slowly pushed my way in pausing often to let my excitement calm then began thrusting very slowly. Now I was happy that my cock was numb from the beating she had given it because that allowed me to continue slowly to bring her to climax. 

She began to moan as she approached her peak, “Oh, Tom, you feel so good, keep going. Now I want to feel all your strength, I want you to fuck me hard and
I want to feel your cum fill me up!” I began to move harder and faster and she screamed, “More! More! Harder! Harder!” She twisted the clips until my screams of pain answered her. Each thrust of my swollen whip marked cock was agony and extreme joy. I never had lasted so long, finally her cries of pleasure were answered by explosive shot after shot of my seed until I was completely spent and she had her last climax. I rose up on my arms and kissed her deeply and she removed the clips from my nipples so I could embrace her in my arms while we both fell into exhausted and satisfied slumber.

18/male/slave seeks mature mistress in New York

Threeway

It was almost noon when we awoke.  We hugged and kissed and my red swollen cock hardened, I winced with pain as I entered my mistress and both of us were extremely excited by the pain I had to suffer in order to fuck her.  My cock was still somewhat numb so it took a long agonizing time before I could cum while she was enjoying climax after climax.  "I can't believe how much I enjoy making you suffer! Last night was outstanding, Slaveboy.  This morning too."

After we finished, I got out of bed, each movement was painful from the beating my mistress had inflicted.  Samantha had me stand in front of the 3-way mirror so I could appreciate the penalty for deceiving my mistress.  My chest and back were covered with red welts, my ass bright red with  some dried blood over a few places where the lashes had broken the skin.  "I love the way those marks look on your cute boytoy body.  However, I better call the sex shop to see if they have something so the marks will heal by Friday when you are a slave for the queen at the grand opening of the opera. " She called while I began making Eggs Benedict  for brunch. "She said there wasn't anything good at the sex shop but she has a tube of ointment which she got from a druggist friend.  I heals welts in a few days.  She said she would deliver it as long as she can see the welts on your naked body and help put on the ointment.  I told her OK, it sounds like fun!"  We ate breakfast, Samantha in here white fluffy robe and me naked of course.  As I put the dishes away, the intercom buzzed, "Yes, I was expecting her.   Send her right up."  My mistress smiled,  "Stand by the door and open it the second the doorbell rings.  That'll give her a nice surprise!" 

When the door bell rang I opened the door quickly, "Good morning, Mistress Lydia, come in!"

Lydia slowly looked me up and down, "Brave new world! Boy would I like to play with that body!" then she came in and closed the door.  I took her coat and her mistress outfit with black lacy bra and stockings started turning me on.  She handed my mistress the ointment.  "Sister, you must of been really pissed to beat your slave so hard."

"Yeah, I got carried away a  little, but it sure was fun for me and it turned on this pain slut on too. I never saw him more excited.  Let's go to my bedroom and you can help me put this ointment on my slaveboy." 

I led the way to the bedroom and stood in the space between the floor to ceiling corner windows and the bed and waited for orders.  Samantha dropped her white robe and told me not to move while they applied the ointment.  Samantha stood in back and Lydia in front. They began on my arms, rubbed the stinging salve into my chest and back while I stood still. Lydia stripped off her bra and had me lick her boobs which instantly excited me and I moved to get more tit and felt a hard slap on my face, "Slave, you are not to move!"

"Yes Mistress Lydia, I'm sorry!" The girls delighted in their game, teasing me, rubbing my ass, nips, and cock until I couldn't take anymore and squirmed then they would slap my skin, still sore and tender from last night's beating, hard and painfully.

"He is moving too much, I'll have to hang him spread-eagle so he can't move.  Slave stand with your feet by the cuffs on the floor." Samantha ordered.

As I moved to the cuffs, Lydia said, "I have a better idea.  Bend over and put your hands by the cuffs on the floor." When I bent over she buckled the cuffs onto my wrists.

Samantha understood immediately and went to the switch to lower the cuffs hanging from the ceiling to the floor. "Great idea, this is so much fun.  As long as this is safe."  As Lydia bucked these cuffs to my ankles, I understood and knew what they were up to.  My mistress tightened the ceiling cables and slowly drew my feet up.  At first I was horizontal then inch by inch my ankles feet were slowly lifted toward the ceiling until I was suspended upside down and continued until I was stretched tightly upside down in a "X" position.

Lydia grabbed my erect throbbing cock and gave it a good pull and laughed, "Our little friend won't be moving much any more.  We have to watch to be sure he doesn't lose consciousness but he is in real good shape so I don't expect that.  We should be able to torment him pretty much as long as we want."

It was disorienting to be suspended upside down but not painful at first.  I was held motionless by a firm tension of the cables on the padded cuffs that actually felt pretty good.  Lydia was standing in front of me, I looked up and saw her blow directly onto my throbbing erect cock.  The sensation was extremely sensual and drove me wild.  Samantha was behind reaching between my spread legs to slowly rub the erogenous area between my balls and asshole. There was something about two girls playing and teasing a guy at the same time that is mind blowing.  Because I was hung upside down, Lydia's black leather skirt rubbed against my  face and soon she dropped her skirt and let me smell her black lace panties which I started probing with my tongue.  She encouraged me by gently licking my cock and I bit the panties to pull them down and began exploring her wet cunt with my eager tongue. Meanwhile Samantha's fingers were busy teasing my ass, circling and probing my ass hole, reaching up and rubbing my legs until she reached my bare soles which she rubbed sensuously.  Driven by building desire my tongue thrust harder and faster into the cunt pressing against my mouth and the girl answered by grabbing my hair and pulling my head and mouth harder against her and teasing my cock vigorously with her tongue. Samantha's tongue began licking my ass then licked around my hole and when her insistent tongue probed and pushed into my hole. My whole body shuddered with unbearable excitement but since I was in strict bondage I had to endure that pleasure that reached an intensity that bordered pain.  I channeled all this intensity into my thrusting tongue that pleasured Lydia into moaning for more and harder as she climaxed over and over before she finally relaxed in exhausted bliss and hugged me around my ass resting her head against my cock then Samantha stopped licking my ass and encircled her arms around me and Lydia and gently stroked her hair.

After a few minutes, they whispered together then Lydia went to my room and returned with a flogger made of soft suede leather strips.  Samantha naked stood in front of me and blew on my pulsing boner and pushed her crotch against my face.   My tongue almost automatically began gently traversing this well known area, first the labia, next the clitoris but very softly until her excitement built, then firmer until moans of pleasure started and my mistress's tongue answered by teasing my lustful cock and her hands pressed my head tighter and tighter to her cunt.  Suddenly I felt stinging lashes on my back and my body writhed helplessly to escape this new pain but my movements only excited Samantha more. Lydia explained, "Don't worry Samantha, these soft suede strips will be painful but won't do any more damage to your slave's skin."  The lashes grew in pain as they moved from my back to my ass up my legs then rained on the sensitive bare soles of my feet held motionless by the black padded cuffs which suspended them in motionless vulnerability.  As the pain built, my excitement built and my writhing body and expert tongue brought my beautiful naked mistress to loud cries of joy as she climaxed over and over. Finally her passion subsided and she told me to stop and we hugged tightly for a long time. At last she pulled away from me and dropped exhausted onto the bed.

Lydia joined her on the soft bed and they rested while hugging and caressing each other and enjoying the sight of their helpless slave in growing agony from the inverted bondage and orgasm denial they imposed upon him.  "I think he is really cute the way he endures the pain and how long his cock stays hard. Oh, it would feel so good inside me" said Lydia "Is he as good as he looks."

Samantha giggles, "He is starting to get good.  At first it was all rush but I have taught him that if he wants release he must satisfy me completely first and wait for me to permit him to cum.  He was especially enjoyable last night because of the beating he took on his cock which made fucking me painful and it took him a real long time to cum."

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They were quiet a long time then Lydia asked, "Can I try him out.  We could have a threesome, it would be so much fun!"  They conspired occasionally glancing at my body then more whispering more until there plan was formed.

Samantha went to the switch and lowered my legs to the floor then together they unclipped the cuffs from the cables and ordered me to lie on the bed face up.  They clipped my wrist cuffs to cable leading from the head of the bed and my ankle cuffs to cables attached through the foot of the bed then my mistress went to the switch and tightened the tension until I was tightly spread-eagled across the bed.  Slowly they began to simultaneously tease my vulnerable body, Samantha working down from my hands and Lydia up from my feet, the inside of my arms, the soles of my feet, my tender armpits, the inside of my thighs, my nips, my balls.  They laughed together as I struggled and pleaded for them to stop, that I couldn't take it any more.  My pleading just encouraged them to tease me more.  The pleasure of their touching built into pain as the sensations became unbearably intense.  I became covered with sweat and my breathing became rapid from my intense sexual excitement and my struggles to escape their horribly wonderful touching.

Lydia rolls a condom onto my cock and slowly rubs lube over it enjoying the effect each slow stroke of my swollen cock has upon me.  Samantha straddles my head with her wet moist cunt just above my nose and lips as Lydia straddles my hips lowering herself until just the tip of my eager throbbing cock feels her warm cunt. My tongue licks and tastes the juices dripping from my mistress's cunt which excites her so that she nibbles Lydia's ear which causes Lydia to move her pelvis in a circular motion rubbing and stimulating me as she slowly lowers herself onto my cock.  Slowly Lydia takes me completely inside her and my tongue matches by thrusting completely into the cunt above me lips. My tongue matches Lydia's slow in and out movement.  Samantha completes the circle of excitement by nibbling Lydia's neck and ears.  Slowly our passion builds and although my beaten numb cock responds slowly I am soon struggling to control the urge to yield to my desire.  Lydia begins moaning in pleasure, my tongue answers and now Samantha moans. They both yell for me to go harder and faster.  I return Lydia's movements with strong fast thrusts of my cock while my tongue echos with thrusts into Samantha. Soon we meld into a single organism driven by passion and I cum in powerful spasms. 

We relax and huddle together for a long time until Samantha breaks the spell,  "Sorry, I'd love to do this again but I have to catch my plane to Brussels and the car gets here in a couple hours, but we do have time for a quick shower." We untangle and they unbuckle my cuffs, I get to the shower and adjust the temperature just like Samantha likes. I soap my hands and rub them over the soft smooth bodies of the women.  They return the favor paying special attention to my cock and balls.  We rinse off then I dry them with warm soft towels and Lydia dries me off including my now flaccid cock.  I help Samantha into her robe, gather Lydia's clothes and help her dress.   The three of us say goodbye at the door, Lydia looks at her friend who nods and Lydia kisses me as she leaves.

I help my mistress pack and then help her dress.  I say that I will tell Cindy I can't pose nude any more.  Samantha tells me I am to continue posing.  She likes imagining me explaining all the whip marks to Cindy.    I'm to give Cindy $200 for the sketch of me nude and tell her my mistress would like to discuss a series of sketches of me in bondage.  Samantha would return Friday evening to attend the opera and see me in my slave's costume then would meet me backstage and we would go to the opening gala.  The doorbell rang and we kissed then I hid behind the door as her driver picked up her bags.