Lauren's Ruler

Lauren's Ruler

Chapter 3: Here comes the pain.

By The Dom In The Hat

Constructive comments and feedback are welcome and can be sent to: TheDomintheHat at gmail dot com

I had Lauren turn around again and face the bed while I took the handcuffs off. When her wrists were free, I reached around her and fondled her breasts in my hands. I felt her nipples were hard with fright. I toyed with them while I leaned in and spoke into her ear, "You're going to be a good girl for me now and lay down on your back on my bed. You will put your arms up and hold the bed frame and you will spread your legs as wide as you can. You are going to count each stroke and you will stay in position. If you move I will restrain you. Now do it." I let go of her and she hopped onto the bed and laid back with her pretty head supported by two of my pillows. She spread her legs so wide, I could see the muscles in her creamy smooth thighs straining and her pussy opened up a bit despite her virginity.

"Good girl, are you ready for your punishment now?"

"Yes Sir, please don't hurt me."

"Aww that's  so cute, this is probably gonna hurt quite a bit, let's just see how much."

I picked up the riding crop and I stuck out my left arm. I swung it so I hit myself hard on the inside of my forearm. There was no doubt about it, this thing stung like a bitch and left a light rectangular mark on my arm. I was really excited to see how Lauren reacted to being flogged on her breasts and nipples with it.

"Alright Lauren, this is gonna hurt, you know you deserve it though so do your best to hold still. If I have to restrain you I am going to add strokes. You do understand that this is because you disobeyed me right?"

"Yes Sir, I was a bad girl and I should have come out of the bathroom."

"Good Lauren, you're learning."

Her eyes lit up with this condescending praise, perhaps in hope that her sentence would be commuted. I stroked the end of the crop against her glistening sex, getting a bit of her moisture on the tip. Despite her fear, I knew she had to be horny as hell from all the fondling and fingering I had done to her. I slid it up her body and over her breasts and then I held it in front of  face and said "Kiss it."

She looked at me for a moment but my eyes told her I was serious. She lifted her head slightly and gave it a little peck.

"Good girl, now we can begin."

I took a few practice strokes in the air and then I sent the crop flying towards the top of her left breast, whistling through the air and landing with a distinct crack. It took about a quarter of a second for the pain to register but she let it out.  Her whole body tensed and she gripped the bed posts hard and her legs flailed to try and relieve the pain as she cried out.

"ahahahahahhahahahah Oh my god I can't do this, please no more ahahahaha"

After about ten seconds her cries had reduced themselves to a teary whining and she managed to blurt out

"One Sir."

The next one went to the same spot on her right breast. She was better prepared for it this time.

"ahaha two Sir."

I went just above the nipples for the next two.

crack

"ahaha three sir, please not on the nipples I can't take it"

crack

"ahahah four Sir"

I skipped to beneath her nipples and sent another one flying to her left breast.

"ahahah five sir, thank you for not hitting my nipple sir."

She was becoming such a good girl.

I put the sixth one on the underside of her left breast. She was expecting me to switch sides but I surprised her.

"ahahahahahah that really hurts, six Sir. Please no more"

"Are you sure that's six, I thought it was five." I mocked her but I think the joke escaped her judging by the horror on her face as she realized that the only real limit on how much I hurt her tonight would be set by me and not by any particular number of strokes.

I put the next two down on the lower half of her right breast. The marks were coming out really nice. I'd definitely spend some time playing with her tits later. She counted and cried.

"Alright Lauren, you've been a good girl, now there are just two more to go."

I swung it down and caught her directly on the right nipple.

"ahahah that hurts so much I'll be a good girl I learned my lesson. I'll never disobey you again ahahaha. Nine Sir."

"Just one more to go."

I swung extra hard this time to her left nipple. If it were possible to have whipped it off her chest, it probably would have.

"ahahahahahhahahahhahahahahahhahah" Her legs flailed again and she gripped the bed hard to keep from reaching down to rub her abused tits. She wisely guessed that to do so without permission would be grounds for further punishment. Her legs had come together and her whole body strained at the intense pain.

"Count it girl and get your legs spread again." I commanded

"ten Sir sorry Sir." she seemed relieved her breast cropping was over and she spread her legs out wide again.

When she had calmed down a bit she asked me, "is there any way you won't whip my pussy Sir?"

"Lauren, you were a disobedient cunt and you must face the consequences. I am going to give you a little rest. Stay in position."

"Yes Sir."

I leaned over her and laid the crop down on her flat stomach and then I put my left hand down on her stomach and tickled her down to where her little bush had once been but now stood smooth and silky skin. I pushed on her hood and started to rub her clitoris as it peeked out from it's sheath. She breathed deep and closed her eyes to enjoy the sensation between her legs and with my other hand I started to flick her nipples with my fingernail. She opened her eyes again and squeaked a bit at each sadistic act but soon got used to the recurring burst of pain on her sensitive nips that accompanied her growing pleasure below. With each flick I could see her hands strain to grip the bed frame tighter. I kept up the stimulation for a few minutes and got her really worked up. She was breathing heavy and moaning and writhing, still managing to hold onto the bed frame.

"Your being a really good girl now. Do you want to cum?"

"Yes Sir. Please don't stop. It feels so good."

"Good girls always ask permission to cum, understand?"

"Please Sir, may I cum? I'm so close." I sped up my massaging of her clit.

"Yes, Lauren, cum." It took a few seconds and then I watched as the spasms took her.

"uhg ugh uhh uhh" She was quite vocal and I could feel her cunt muscles squeezing deep inside her, she'd be a great fuck someday, soon if I had my way. I stopped flicking her nipples and instead I grabbed her left one and twisted it as hard as I could as she climaxed.

"ahahahahha uhg oh god oh oh ahahah my nipple uhmmm."

I released her nipple and took my hand from her pussy, my index finger dripping with her juices. I put it up to her lips and commanded her "suck", without protest she took it in her mouth and swirled her tongue around it to clean it.

I moved my hands to cover both of her breasts and I kissed her on the mouth, squeezing her breasts and rolling her nipples back and forth. She opened her mouth up and I probed her with my tongue. She started to kiss back. I made out with her for about a minute and pulled away.

"What does a good girl say when she is allowed to orgasm?"

"Thank you for letting me cum Sir." She was learning so well.

Just then the phone rang. I left her to go answer it. It was Bill.

"Hey Jason, I just wanted to let you know that Lauren's mom is in the hospital again, we're gonna do the appendectomy, and it would really be a help if Lauren could stay with you tonight as we discussed earlier. Is it OK If I pick her up later on tomorrow?"

"No problem at all, she can stay here as long as you need." I said.  Lauren sat up a bit to eavesdrop as she realized the call concerned her.

"Thanks buddy, is she behaving herself?"

"She was a bit of a handful earlier but she is learning her place now."

"Great to hear."

"Oh Bill, the stuff in that bag, what are the tubes for?"

"Heh, that's an enema kit, just put that hose in her ass and connect a full bag of water to it, she hates it a lot and you can make her hold it in for a while. That's her punishment when she stays in the bathroom too long."

"Oh, really" was all I could think of to say and I didn't want to give away the details of what I'd just learned to Lauren.

"Jason, almost forgot, there's some Icy Hot in the bag and if you want to see her really squirm just put a little of that stuff on a finger and put it in her ass or around her pussy or nipples. She'll be in tears for hours and there is no way to wash that stuff off. "

"Oh that sounds harsh." I said as I looked right at Lauren, enjoying her terror at what was being said on the other line.

"It sounds like you have things well in hand, my boy. I'll let you go now. Wouldn't want to keep her waiting. Adios amigo"

"Adios."

I hung up and looked at Lauren.

"Well the bad news is that your Mom is still sick and she went back to the hospital. The good news is that she's gonna get an appendectomy and she should be fine. The really good news is that you'll be spending the night here and probably most of tomorrow. That leaves us plenty of time to get to that pussy whipping and get to know each other a bit better. " She didn't seem too happy to hear that she'd be staying the night.

"Where will I sleep," she asked, forgetting to say Sir but I'd let it slide.

I walked over to her and started to play with her tits again. "Well, Lauren if you are a good girl, you can sleep in that bed with me. If you are naughty, then you will probably not be getting much sleep." Two images of the night rolled around in my head. One of us laying in bed side by side, me fondling her, stroking her pussy while she sobbed quietly and then another of her bound wrists attached to the bed frame, her legs held wide by the spreader bar, and me fucking her ass while she screamed in pain. I liked both images.

I kept stroking her tits and I moved to put my hard dick near her face.

"Lick it,"  She stuck out her tongue and started to service me.

I was thinking about whipping her pussy right away but I really needed some relief myself. I had already had her mouth, her pussy was off limits, that left only one option. I smiled at her cruelly and asked, "Lauren, have you ever been fucked in the ass?" Her expression told me even before she did that she was an anal virgin.

"uhh no Sir." She tearfully replied.

I looked at my watch and it was only four o'clock. I still had plenty of time and if memory served, a whole canister of Vaseline in the medicine cabinet. I squeezed her nipple with one hand and caressed her face with the other.

"Don't go anywhere, I'll be right back." I smiled at her as if to say "I own your ass."

I walked into my closet thinking about the spreader and and what it was going to feel like to squeeze inside her virgin ass. She was only 5'2'' and probably not even 100 pounds so it was gonna be a tight squeeze.  I was about to pickup the bar and the wrist cuffs and then my eyes glanced over the maid outfit and the collar and leash. I considered for a moment what would be more fun, raping her sweet ass now and then laughing as she waddled around the rest of the day or having her wear her new costume as my little pet all afternoon. I realized that it would be so much more satisfying to hold the inevitable anal rape over her head for the rest of the day, after all, she is gonna have a hard time crawling around as my pet with her ass all torn up. I decided to save that pleasure for later on tonight. There was still plenty to do and she still had five strokes to her bare little cunny before her current punishment was over. I'd take care of that first then I'll have her put on her degrading outfit and the leash and I can pull her over to fondle while she sucks my cock again. I picked up the spreader bar turned and walked back towards the bed, picking the handcuffs off the carpet as I approached.

"Change of plans dear, I'm not gonna fuck your asshole right now." She looked so relieved. It was so much fun to build up her hopes and crush them back down.

"It's time for your pussy whipping instead." I said in many ways imitating Miss Hanigan from Annie, where she informs the orphans that there will be no hot mush today to their cheers and then reveals that it will be cold mush instead. I could almost hear them go "awww" Of course Lauren's reaction to her impending dose of pain on her delicate little flower was a bit more pronounced. She started begging again, it only made me want to do it more.

I stepped back over her with the restraints. I am gonna make this easier for you so let's have your hands up on the bed frame again. She held her hands over her head and I cuffed one and then wound the chain around one of the bars that made up the bed frame and I took her other wrist and cuffed that one as well. She shuffled further up on the pillow to relieve the strain on her wrists. She did not look too happy to be chained to the bed. I took one of her legs and attached the spreader bar to it and then to the other. It was a telescoping bar adjustable from 24-60 inches and I pushed her legs out to it's maximum range and turned the bar to lock it in place, leaving her beautifully spread for what I had in mind.

I reached over her head and took a pillow from the far side of the bed. I gave Lauren a little slap on the ass.

"Lift your ass up a bit, girl." She did it and it pushed her pussy out wonderfully. I slid the pillow under her and she sat back down. She just wasn't quite where I wanted her with her weight on the pillow. I was going to grab a second one and then I had my cruelest idea yet.

"Lauren, have you ever been pussy whipped before?"

She shook her head.

"Answer me slut." I commanded sternly

"uhhhh no Sir."

"Well I've never whipped a girl between her legs before so this will be new to both of us. I imagine that you'd be a little better protected with pubic hair, but that would defeat the purpose I suppose. And I have to say that your pussy was just born to be hairless." I ran my fingers down her stomach and through her slit as I spoke and she blushed at the reference to her forcible denuding at the hands of her father the day before as well as from my unwelcome touch. I started to massage her sex. I wanted her to be nice and aroused so it would hurt more. I continued my cruel instructions as I molested her.

"Lauren, you will receive five strokes on your bare little pussy with my crop." I held it up in my right hand for her to see while I stroked her with my left. I will cut you a break and you will not have to count." I started to probe her moist folds with the shaft of the crop and ran it between her labia as I had done before. "Before each stroke I will tap you with the crop and you will push up your hips and present your pussy for punishment. If you don't obey my command then the stroke won't count." She broke down into a sob again. I don't think I will ever tire of her tears. I leaned over and licked one right off her face, tasted nice. I pulled the crop away from her pussy and wiped another tear from her eye with it before presenting it over her mouth. "Now kiss it and we will begin." She puckered up and kissed the end, tasting and smelling her own juices on it. She'd obviously enjoyed the rhythmic attentions of my fingers and the crop because she was now quite wet and the whole area was bright pink. It's about to get a whole lot brighter, I thought.

I tapped her right over her clit, the signal to rise and present her pussy at its most vulnerable for the stroke that would cause a kind of pain that would probably have her screaming and begging in no time.

She slowly arched upwards and I lashed the end of the crop down right onto her left labia. She screamed and cried pitifully, bucked her hips in an erotic dance of pain I will never forget. She quieted down but between heavy breaths  and sobs, I could hear her softly begging, "no more please" over and over. I tapped her again with the crop and again she pushed out her hips and I lashed right into her beautiful pink pussy, right on the other lip, leaving an identical mark and renewing her sweet dance of pain with her screams like the music. It went on for about thirty seconds and then I could hear that sweet soft begging again, "I'm a good girl, I'll be good, please no more, please it hurts so much, please don't please don't..."

I tapped her again, she rose up once more although with considerable shuddering in her body as she did and not quite as high as the other two times. This time I lashed right in the middle of her pussy lips. The effect was about the same. She bucked and twisted and cried out and that begging. It was the begging that I couldn't get enough of and I leaned in to hear it in all it's sweet hopeless splendor.

I knew from the beginning that I wanted to land the fourth and fifth strokes down right on her clitoral area. I had heard of people passing out from pain and I figured that if it was true then this was a sure way to put the idea to the test. I tapped her right over her clitoris and she rose up, her whole body shaking. I admired her strength of will but I suppose that she felt that any alternative to obedience would be worse. I wasn't exactly sure how I would go about making it any worse for her if she refused to do her part in making her pussy rise for the riding crop, but I suppose that I could just keep adding strokes and I guess that was her thought as well. I laid down the first stroke to her clitoral hood.

She screamed so loud that even though the unit next door was vacant, I was concerned that the unit on the far side of that one could hear. The whole bed shook as she struggled against the restraints. I knew she just wanted to rub the pain away. I reached over and rubbed her pussy with my hand very gently, feeling the indentations left by the first three strokes and I stroked her clitty until she calmed down a bit. "That's my good girl just one more to go." I said trying to soothe her. She was shaking her head back and forth and begging so much I wasn't sure if she could hear me. "oh god please please no more please I'll be sooooo good, I'm a good girl...I'll never be bad again...I'll do anything...please don't hurt me any more."

I got back to my position and tapped her again, it took a few seconds but she managed to just barely move in the direction of raising her hips. I took pity on her and laid the last one down about half as hard as the other four, but still onto her engorged clit. She bucked and cried out but not nearly as loud as the last one.  I dropped the crop and went back to massaging her hot sex and I rubbed her breasts as well. I soothed her, "it's all over now you were a good girl for me." I stroked her face and she showed a small expression of contentment as I let her rest for a moment. When she seemed herself again,  I crawled into bed with her and straddled over her chest, my engorged penis just an inch of her lips. "What do good girls say after they've been punished?" "Thank you for punishing me Sir, I will try to be a good girl," she said though a few tears remained.

"Now be a good girl and suck me. Take it all." She opened up and I pushed into her mouth. She swirled her tongue along my shaft and head like a champion, and for the first time I felt her apply a generous amount of suction. She took me all the way to the back of her throat and I could hear her labored breathing around my cock. I looked right down into her big green eyes the whole time. It was the best BJ I'd ever had. I blew my load in just five minutes. She sucked hard as I came and swallowed it all. I pulled out and without prompting, stuck out her tongue and started bathing my head and shaft to clean me. I grabbed the handcuff key from the night stand and uncuffed her wrists. I slid off her and leaned over her chest and sucked and bit at her breasts and nipples while I savored her sweet scent of sex and sweat on her firm nubile body.

I released her ankles and left her on the bed. I retrieved the collar and leash from my closet and returned. When she saw the collar, she wasn't sure what to make of it. It slid on easily enough though. When I held the leash in front of her, she realized what was happening and turned a bit pale but offered no real resistance. I was glad that I had not totally broken her will already. There is simply no fun in tormenting a girl who no longer cares. I attached the leash. It was time for her to learn to crawl as my new pet.

"Alright Lauren, time to get out of bed." She hesitantly closed her legs fearing that it would cause her more pain but there was little damage to her sweet young pussy, just a few light marks like those on her breasts and ass. She slid off the bed and onto her feet.  "Down on your hands and knees."  She dropped to her knees and got into the classic doggie position ready to crawl. I left her on the floor for a moment and pulled my pants back on. As I took the leash in my hand and started to lead her out of the my room and down the stairs I enjoyed the contrast of me being fully dressed while Lauren was nude aside from the collar. I walked, she crawled. I was the master and she was my pet. Or my slave?

When we got downstairs I lead her over to the couch and sat down. I enjoyed the sight of her on the cold floor in front of my feet. I checked my watch, it read five o'clock and the afternoons festivities had taken quite a bit out of me. I was starting to feel a bit hungry. There wasn't much in the fridge so I figured pizza would be mutually agreeable.

"Lauren, what do you like on your pizza." Lauren looked at me a bit surprised since this was the first thing I'd said to her all day that didn't involve her submitting to me. It took a moment but she found her voice, the voice of a typical teenage girl. "Uh, plain cheese or pepperoni is usually what I get."  "So do I." I replied as if we were just friends hanging out. I pulled my cell phone from my pocket and ordered up an extra large half cheese and half pepperoni from the neighborhood spot. They told it would be about 45 minutes for delivery and I hung up. Now what could I do for forty-five minutes? I looked down at the sexy young teen on her knees in front of me and thought that I'll just take it easy on her while we wait for the pizza.

"Come on up here and lie over my lap."

"uhhh why I've been good, I shouldn't be spanked anymore." She whined in panic.

"I'm not going to spank you, just do what I say," I ordered.

She appeared less than convinced but she obediently stood up and then she laid down flat over my lap. I started to stroke my hands through her hair. I wanted to spend some time just exploring her body. I moved my hands down to her neck and felt how tense she was. I spoke softly to her "Just relax Lauren, I'm not going to punish you anymore unless you are bad." She turned and glanced at me in a way that told she was not entirely convinced, but it's not like she had any choice in the matter. I slid my hands along her back charting her soft skin and then I dragged my fingernails lightly across her ass, giving her the shivers and producing goose bumps. After a few minutes of my caresses, she began purring softly as my hands roamed along her skin. I remember thinking how easily she started to act as if I am just some guy she'd willingly spend time with when I show her the slightest affection. I enjoyed toying with her emotions almost as much as her body.

Once she had relaxed and was comfortable with my hands on her, I decided to test her.  I placed my index finger to her lips and started to probe. She didn't respond at first but once I forced it into her mouth she understood and sucked on it and swirled her tongue around like it was my cock. I kept moving my digit around inside her mouth and tried to get it coated with her saliva. I continued to gently stroke her back and ass with my other hand as I planned my next violation of her body. You see, I wasn't just having her suck my finger for no good reason. I was lubing it up for her. She didn't know that yet, it was going to be a bit of a surprise. I admit though I was a bit torn by the two alternate reactions I could expect from her. If she panicked when I started to play with her sphincter then I would have an excellent excuse to punish her further, but if she submitted to the fact that her body was mine to do with as I wished until tomorrow afternoon then I could have considerable fun pushing her to see how far she was willing to go to avoid further pain and of course I would take great pleasure in humiliating her when she showed signs of enjoying it.

When my finger was as soaked in her spit as it was ever going to be I popped it out her mouth. "Lauren look at me," I ordered her softly.  Lauren didn't seem to mind a break from the simulated fellatio and I wanted to look right into her eyes as I pushed my finger into her asshole for the first time. I didn't even stop rubbing her back with my other hand, since I didn't want to give her any hint as to what was going to happen next. She looked right at me as I reached down to her sexy little ass and before she even realized where my attention was focused I was pushing right into her ass. Her eyes lit up in horror, her mouth opened, releasing the sexiest little squeaking noise that I have ever heard. As I pushed in past her sphincter I could see her eyes lose focus as her mind was directed to the feeling inside her. I wish I'd had a video camera to record it.

She soon found the will to speak."Uhhh take it out."

"Take it out? Why would I do that?" I wiggled my finger around a bit inside of her causing her to emit that squeaking noise again.

"It's...uh...it's... I don't want you to. It's yucky and it hurts."

I started to slowly finger fuck her, in and out as I asked, "does it hurt when I move it in and out?"

"Ahhhh yeah it feels weird. I don't like it...uhhhh...Please take it out," she said as she turned away from me to hide her face.  I think the tears might have started again.

"I told you to look at me, Lauren, now why should I be nice to you when you are disobeying me?" I gave her a sharp thrust as deep as my finger could go to emphasize the point. She turned her head back towards me but couldn't look me in the eye.

"Please take it out I'll be good, Sir."

"Alright then, it's coming out." I slowly slid my finger out of her virgin anus, she emitted another of her little squeaks as it pulled free from her sphincter, but her degradation was far from over. She was visibly upset when I placed my soiled finger in front of her mouth and ordered her to clean it. Her eyes told me she was considering the alternatives. Obey and taste her own shit, disobey and risk whatever alternative form of torment I could come up with. I didn't really expect her to do it, but it gave me another opportunity to punish her. She's a smart girl and I think she rightly calculated that if she submitted to this disgusting order once, she'd likely end the night sucking her shit and blood off my dick. It was a calculated move on her part, figuring that if she stood her ground on this one issue she would be spared this particular fetish and there was no amount of pain short of permanently injuring her that would get her to eat her own shit if she refused. It wasn't like I was going to tear her fingernails out with pliers if she didn't comply and she might have thought that if it came down to it, her father would support her. She chose to refuse, not an easy thing to do when you're a nude fifteen year old girl whose father turned you over to a guy like me for the night. Truth be told, I thought scat was disgusting too. I just wanted to see if she would do it.

"No." She said loudly as she rolled off my lap and stood up to face me, the leash still dangling from her neck.

"What did you say Lauren?"

"I won't do it, you can't make me eat shit."

"What if I hurt you until you do?"

She said nothing but I could see the fear in her eyes.

I took the end of the leash to let her know I was still in charge and then I let her off easy.

"Lauren, you've earned five strokes with the ruler for disobedience. Go upstairs and get it from your bag, and then go to the closet, find the maids outfit I bought for you and bring down the skirt and the top to it."

I let go of the leash but she didn't move. She seemed surprised that I wasn't going to force her after all.

"Now you have ten strokes, get moving unless you want twenty!"

She turned and scurried upstairs satisfied that she proved she still had a will of her own, one that did not want twenty swats with the ruler though.

I'd lost nothing, I figured I'd enjoy hurting her far more than making her eat shit and it wasn't as if I was not going to be plowing her ass later tonight. Perhaps I'd offer her the same choice again later just for an excuse to hurt her again. In the meantime I stood up and went to the sink to wash my stinky finger off with some soap and waited for her return with the ruler and uniform. I checked my watch, it was 5:30pm and the pizza guy should be here soon.

End of Chapter 3