Moms at Play

I was jacking off when Dad’s girlfriend walked in on me. She totally surprised me. She was by my bed before I even knew she was there. I was so embarrassed I practically jumped out of my skin when she asked me what I was doing. I hadn’t known she was in the house. Heck, I didn’t even know she had a key to the house. Dad had only been seeing her for a couple weeks. Ms. Ashley didn’t yell at me or anything. She just stood over me looking down as I lay on Dad’s bed with my hand wrapped around my huge erection. And a pair of her panties that I’d found draped over my nose. I’d been too surprised and ashamed to even move. I’m fifteen so I jack off a lot but I’m really shy around girls. I’ve never had a girlfriend. I’ve never even kissed a girl much less made out with a girl. Having a gorgeous and sexy twenty year old standing over me and smiling at me and giggling while pre-cum oozed from my prick froze me in place.

“You’re a freak Michael. Get my panties off your face you little creep. Tell me pervert, what do you think we should do about this.”

    Immediately I thought of my friend Jimmy and what his Mom had done to him when she caught him jerking off last month. When Jimmy’s Mom caught him playing with himself in her bed she beat him silly. Of course Mrs. Simpson beat her son Jimmy all the time. The woman drinks too much and then she gets really mean. Really, really mean. When she’s in a mean mood she whips and slaps and beats Jimmy something awful. I know because I’d seen her slap her son. Heck, she’s slapped me more than once after she’s gotten all worked up about something.

    Jimmy told me after his Mom caught him jerking off in her bed she beat his butt with a hairbrush until it was so red and sore he could barely stand it. Then she started punching him in the balls. And raking his dick with her long sharp fingernails, digging the wicked things into his cock head until she drew blood. When all that punishment didn’t make him lose his boner completely Jimmy’s Mom made him follow her to the garage. She grabbed him by the balls and pulled him so fast he fell down several times. Jimmy showed me his knees after. They were all bruised and cut up from where he fell on the hard tile floor. His Mom didn’t care. She kept hold of his nuts and laughed when he struggled to get up. Once she had him in the garage she had him stand against the wall and then she kneed him in the balls until his dick got small. She made him stand there crying while she wrapped duct tape around his penis. She wrapped it real tight and told my friend he had to wear it until she cut it off.  Jimmy didn’t know if she meant cut off the duct tape or cut off his penis. She said if he took it off before she was ready for him to she’d hurt him real bad.Like she hadn’t already hurt him pretty bad.

    I know all this cause Jimmy and I are best friends and he came over to my house after his Mom did that to his cock. He showed me his tape covered penis. And the hole his Mommy had burned in the tip so he could pee. She’d used her cigarette. Jimmy said when she burned through the tape she burned the end of his penis a little. It hurt like hell he said. He’d cried. But that just made his Mom madder. So she got some car battery charger cables and attached the clamps to Jimmy nipples. She clipped the red clamp on his right tit then tossed the cables over a rafter in the garage and snapped the other clamp, the black one, on Jimmy’s left nipple. Then she made him stand there like that on his tippy toes while she went back inside for a couple of drinks. She’d told my friend that if the clamps came off while she was gone he’d be sorry.

Mrs. Simpson has a mean streak. I think she hates men. And boys. She works at a strip club downtown. She used to dance but now she works tending the bar. Which isn’t a good job for her. She drinks too much. And she’s always bring men home from the club. Jimmy says she can hear his Mom and these strange men going at it all night. He knows she’s fucking all these guys. She does it for money and she does it cause she’s some kind of sex fiend Jimmy says. He doesn’t like it but what can he do. He’s just a boy. His Dad never even married his Mom. Jimmy’s not even sure who his Dad is. All Jimmy has is his Mom. And me. I’m probably his only friend.

    Mrs. Simpson left Jimmy to hang from the rafter with those big tight clamps on his nipples for two hours. When she came back Jimmy said she asked him if he was going to jerk off again. He said “no Mommy, I promise Mommy”. Mrs. Simpson just laughed at him and said of course he’d do it again. He couldn’t help himself. He was a useless worthless boy. Just like all men were useless and worthless. She laughed when she taunted him and said he’d have to keep the tape on his dick until she cut it off. She laughed then and said she meant cut the tape off, not his dick. That’s what she called it. Jimmy’s dick. His Mom’s like that. She doesn’t care what she says in front of us. Or what she does apparently.Causewhen Jimmy asked if she could cut the tape off right away cause he had to pee that’s when she used her cigarette to burn the hole in the end of the tape and she singed the skin around his pee hole. Jimmy said his Mom took her time burning that hole. He kept shouting that he could feel her cigarette burning his penis but she didn’t care. She said she’d just as soon cut or burn his dick off him if he wanted but if not he’d wear that tape until she was satisfied he’d learned his lesson.

     When Jimmy told me all this all I could think of was how glad I was it was just me and Dad at home. My Mom died when I was five. I guess one advantage of growing up with just my Dad was I didn’t have to worry about a Mom who punished me when I jacked off. Cause I did it all the time. The only Mom I really knew was Jimmy’s. As far as I knew all women beat and whipped and burned the little boys they caught them jacking off. So when my Dad’s girlfriend found me in Dad’s bed whacking off I was afraid she’d get mad and do things to me like Jimmy’s Mom did to him. But Ashley did get mad. She laughed. And called me a freak. I thought it was because I was jerking off. Or more likely because I had a pair of her panties hanging on my face.  So I could smell Ms. Ashley. That’s why I was in Dad’s bed instead of my own. Her perfume and her scent were on the pillow. And of course her musky erotic scent was all over her panties.

    But that wasn’t it. She sat on the bed next to me and asked me why I was a freak. I mentioned the jacking off. She smiled and shook her head no. I asked if it was the panties. She giggled and said no, that wasn’t it. I was stumped. And pleasantly surprised Ms. Ashley wasn’t mad at me. She was laughing and smiling and seemed to be in a good mood. Which was the exact opposite of the mood Jimmy’s Mom seemed to be in all the time. So I laid there on my back in my Dad’s bed, my jockey shorts down around my ankles and I got even more aroused than I had been. My penis got soooo stiff and big and I wanted to grab it and stroke it soooo bad. But Ms. Ashley beat me to it. She beat me off. Kinda. She wrapped her long slender fingers around my cock and squeezed real gentle. Then she ran her hand up and down my shaft real slow and told me why I was a freak.

“You’re a freak of nature darlin because of that dick. Jesus it’s big! You have a huge cock Michael! It must be ten inches at least. I seldom see pricks this big on grown men. You’re a good inch and a half bigger than your Dad. It’s freakishly big baby. But that’s OK. In fact, that’s fucking great. Because I really like boys with big dicks.”

     I was relieved. She hadn’t said anything about the panties or me jerking off. Still, it seemed wrong what I’d done. And getting caught at it too. So I asked her if she was going to punish me. And a funny thing happened. As soon as I asked about getting punished I got even harder. And a little bit of cum started to ooze out of my prick. Ms. Ashley noticed. But it didn’t make her mad. If anything it seemed to put her in an even better mood.

“Do you need to be punished sweetheart? Is that what this is about dear? You want me to punish you? I can if that’s what you want Michael. I can hurt you hon. I can hurt you bad if you need it. But just to help you remember this day forever. I’m not mad at your for playing with yourself. But from now on don’t do it. Leave your penis alone unless I’m with you. OK baby?”

    God I was confused. She kept playing with my dick while she asked me if I wanted her to punish me, to hurt me. And she said she’d play with it gain. At least I think that’s what she was implying when she sid I shouldn’t play with it. It felt so good the way her fingers slid up and down my erection. I was freakishly big. I knew that. It’s why I’d quit the soccer team. The other boys made fun of my big dick. Even limp I was over seven inches. In public restrooms I pee sitting down in a stall rather than stand at a urinal. I hate the way other guys look at me when they see how big I am. So yeah, I have a hang up about my big dick. And I feel like a freak. So maybe I do need to get punished.

When Ms. Ashley asked me again if I needed to be punished all I could think of was Jimmy and what his Mom did to him when he got caught jacking off. So I told Ms. Ashley all about Jimmy and about how his Mom beat him then wrapped his cock with tape then burned a whole in the tape and in Jimmy’s penis.And when I told her I kind of shot off. Not all the way. But a whole bunch of cum leaked from my dick. I would have shot my whole load but Ms. Ashley dug her fingernails into my penis and it hurt just enough I didn’t reach climax.

    I whimpered some at the pain. Ms. Ashley laughed and lit a cigarette. She blew her smoke right in my face and my hips started to pump all by themselves and I started  leaking a lot of pre-cum again. Ms. Ashley smiled at me and it seemed like the greatest smile I’d ever seen. Then she took my cock in her hand and started to slowly jack me off with the hand that held her cigarette. Every time her hand slid down my throbbing shaft the tip of her hot cigarette brushed against my balls. It was hot and it hurt a little but it wasn’t bad. It wasn’t like the tiny burns Ms. Ashley was giving me would leave a permanent burn mark on me the way the burns Mrs. Simpson gave Jimmy did.

Igot kind of mesmerized by watching her hand move up and down my dick. After a while I was pushing my hips up to meet her down stroke so her cigarette would burn my balls longer. I don’t know why I did that. It just seemed like I had to. Ms. Ashley laughed and said I was a natural born subbie. Just like my Dad. I had no idea what she meant but if being a subbie meant you got slowly jerked off by a really sexy dirty girl then I was all for being a subbie. Even if my balls were getting branded by her cigarette.  She’d finished smoking her cigarette. She snubbed it out on my left ball then teased me about sniffing her undies.

“So you like sniffing my dirty panties little boy? How’d you like to smell the real thing Michael? Want to stick your nose up my slit baby? Have you ever eaten a girl? No? Is Mikey a virgin? Well we can fix that can’t we. And there’s no time like the present is there freak.”

    I just looked at her and nodded my head like a fool. Yes I wanted to get my lips on her pussy! Hell yes! I’d read about that and boys at school talked about it. It was supposed to be almost as god as fucking a cunt with your dick. Some guys even said they liked it better. So I nodded yes over and over again.

“Use your words sweetie. A boy with a big dick like yours is old enough to use his words. Want to eat my pussy slut?”

“Yes Ms. Ashley. I’d love to lick your pussy.”

“Are you sure you can do it Michael? Do you want to do it now honey?”

I didn’t really know how to eat a girl but I had an idea. I knew it was close to like having sex. So I nodded yes. Ms. Ashley slapped me hard. And laughed.And whispered I should use my words. I was kind of getting into the whole teasing and slapping and dick stroking and ball busting. It was the first time I’d been naked with a girl and the first time a girl had ever touched my penis. Now she wanted me to lick her between her legs. I had a boner so stiff it stuck straight out from my body and seemed to vibrate it was throbbing so hard. I almost shot off when Ms. Ashley pulled off her jeans. Then she told me to pull her panties off her. I started to but when my fingers slipped under the elastic she slapped me real hard. Then punched me in the balls half a dozen times.

“Use your mouth Michael. No hands darlin. I want to feel your lips on me. And don’t slobber. Or I’ll burn your dick so bad you’ll never pee right again.”

“Yes Ma’am.”

     I used my teeth and very gently pulled her panties down. She made me pull them all way down just using my mouth. When I got them just below her knees Ms. Ashley bumped my nose with her knee. It could have been an accident but she did giggle. And she did manage to ‘bump’ my nose real hard several more times. She kept slamming her knee into my face until I couldn’t feel my nose or my lips. She’d pop me good in the face then clamp her legs around my head and I’d smell her erotic woman scent and I’d get hard and leak pre-cum and she’d laugh and grab my hair and grind her crotch against my face so long and hard pubic hair would scratch my cheek and chin and it’d hurt all the next day. But I didn’t care. I loved having my face between her legs. I loved smelling her cunt juice. And I loved hearing her sexy dirty laugh as she used me to satisfy her sexual needs.

    She had a couple orgasms. I’d never seen or felt a woman climax before but it couldn’t have been anything else. She arched her back, let out a low guttural growl, pounded her cunt against my face and scratched the heck out of my chest and shoulders. Second time she did that I figured out that’s how women come. The third time her body started humping my face in a frenzy and her legs clamped so tight around my head I couldn’t breathe I got so aroused my own hips started pumping and I arched my back as much as I could with Ms. Ashley sitting on my face. She noticed. And started to punch me in the balls real hard. Then she sat up and put her lips close to my ear and told me I wasn’t allowed to come. She said if I shot off she’d hurt me so bad I’d never have an orgasm again. I believed her. Not because she yelled or spoke to me real mean like. I believed her cause I saw the look on her face.

It wasn’t anger or hate or anything. It was more like she was looking at me like I was a dog, a stray animal she was thinking about adopting. Or a pair of shoes she found useful and pretty and fun and might decide to buy. I knew if I didn’t do what she wanted she’d discard me without a moment’s thought. I knew I was right about how little she thought about me when she said I could eat her pussy as long as I continued to obey her. Then she slammed her fist into my balls three more times and even as I was doubled over in agony and my stomach felt like it was going to rip itself out of my body she pulled my head between her legs again so she could clamp her thighs around me face and push her pussy up hard against my mouth. So I licked. And sucked. And slowly learned how to give Ms. Ashley oral sex the way she wanted me to.

    She must have kept my head locked between her legs for an hour or more. I know she had three more orgasms. I stayed super hard the whole time. Ms. Ashley would grab my balls and squeeze real hard while I continued to eat her pussy. The pain was just enough to keep me from shooting off. By the time she pushed my head away from between her legs I found I was getting aroused every time her hand closed around one of my balls and I felt her start to squeeze until I wanted to cry.

I asked her about that when we were lying in bed after. I asked if all boys got excited when a woman hurt their balls. Ms. Ashley laughed. And brushed my hair real gentle and kissed me on the top of my head and said only the good boys got hard when a woman busted their balls. She laughed again and said if boys were good for her sometimes she let them fuck her. Then she smiled at me. She has a fantastic smile. I felt so good when she smiled at me like that. I told her I wanted to be good for her all the time. All I could think of is how fantastic it would be to poke my big hard dick inside that wonderful pussy of hers. I wanted to fuck her so bad I’d do anything she said. At least that’s what I thought then. I was so sure I’d do anything to have regular sex with her I even told her that.

She laughed then. It was a little girl kind of laugh, full of delight and surprise and fun.  She was still laughing that sexy yet almost innocent laugh when she started punching me in the balls again. She kept punching and laughing and I tried to stay still for her. I tried to be good for her. And I guess I was because things started to go dim for me and I don’t know exactly what happened but one second I heard her laughing and I felt her fist pounding into my balls and I felt so sick to my stomach it hurt so bad but I tried to keep my legs spread wide for her the way she told me to because I wanted to be really, really good for her so she’d fuck me. It hurt so bad! I was sure she was smashing my nuts to a pulp. I got dizzy. Her smiling face started to fade. Then the next thing I knew I was lying on the bed by myself and Ms. Ashley was across the room talking on her cell phone. She noticed I was awake and looked my way.

“Welcome back honey. Did you have a nice rest Michael? You passed out baby. And I only busted you in the balls for a few minutes. I’ve done much worse to men and they didn’t pass out on me. I expect better from the boys I play with. Michael Next time try to do better OK darlin.”

     I just nodded yes. Ms. Ashley whispered something into  the phone then hung up. She sauntered over to the bed, leaned over and slapped me so hard I started to cry. She hit me again. And again.And again. “Use your words Michael.” she said as she smiled down at me. So I did. I told her I’d do better next time. I told her I was sorry. I told her I wanted to be a good boy for her. She just smiled that wonderful dreamy smile at me and stroked my cheek where she’d slapped me. It stung a little but I liked it when Ms. Ashley caressed me like that.

“Would you like to fuck me now Michael?”

“Oh yes Ms. Ashley. I would.”

“Do you really think you’ve been good enough for me hon? You did black out on me. And I saw you leaking pre-cum when I let you lick my pussy. Is that how good little boys behave Michael?”

“No Ms. Ashley. I’m sorry. I’ll be good. Honest. I promise.”

“I know you will sweetheart. But as much as I’d like to slip that gorgeous cock of yours up my cunt I think it’d be best to wait on that until you earn it. Don’t you baby? You want to earn a good hard fuck don’t you Michael.”

     I reluctantly nodded yes. Then remembered I needed to use my words so I quickly said yes, I wanted to earn it. I was so disappointed. And so horny. Ms. Ashley noticed. My dick was standing straight up, stiff as a steel rod, quivering with anticipation and need and desire.

“Make it go limp for me Michael.” she whispered. “We’ll fuck tomorrow. Now I want you to make your cock go soft. Be a good boy honey and make your dick small.”

    I tried. I really did. But she was holding cock in her hand and her fingers would tighten slightly then relax and she’d kind of rub her hand up and down along the length of my cock and I couldn’t go soft. If anything I got harder. Ms. Ashley kept laughing and giggling and playing with my dick while she urged me to make it go soft.

“Do you need my help Michael? Do you need me to make it go limp darlin?”

    I thought she was going to jerk me off. So I’d ejaculate and finally my cock would be satisfied and my dirty sexual needs would be satisfied. So I said “Yes, please Ms. Ashley. Help me make my dick go limp.”

   She lit a cigarette. And kept holding my cock with her one hand while she used her other hand to hold her burning cigarette close to my super hard dick. She’d slowly drag the hot tip of the Virginia Slim up and down the length of my erection, moving the glowing hot orange coal just fast enough so it didn’t burn through my skin but slow enough so it was hot and it hurt and it scared me. And it made me even more excited. Cum oozed from the tip of my cock. Ms. Ashley touched the edge of the milky gooey mess on the tip of my penis with her cigarette. I shrieked in agony as the fiery end of her cigarette seared the skin around my pee hole. She laughed.

“Does this help honey? Can you go limp for me now? I bet Jimmy went soft for his Mommy when she burned his prick.”

    I might have gone limp. It hurt enough. And I was terrified she’d do permanent damage to my dick. What if I could never pee again without pain? What if she burned my hole shut? I was so scared I was shaking. That seemed to please Ms. Ashley. She snuggled in close to me and practically wrapped her body around mine. That helped calm me a little. But it didn’t help me lose my erection. I whimpered some cause I was so confused and frightened and horny and it just seemed to overwhelm me.

“I’d like to burn your cock Michael. I want to burn your prick a lot more than you friend’s Mom burnt his dick. But I can tell that upsets you. You’ve been so good for me today.  And I want it to be special the first time I put my brand on your dick. So I’m not going to burn your prick with my cigarette today. OK baby. Does that make it better?”

“Yyyyeessss Ms. Ashley.”I  stammered.

“Good. But we still need this thing to go limp don’t we baby. So I’m going to help. And after I get it soft I’m going to put something on your cock so you won’t get hard again. Until I’m ready for you to. OK darlin. We can’t have my little boy getting erections when he’s not supposed to now can we.”

    She didn’t wait for my reply. Instead she picked up this stick that she’d brought in with her and I hadn’t even noticed till now. It was a thin plastic rod. It was a little more than two feet long and maybe only a quarter inch in diameter and it was real springy when Ms. Ashley waved it around some. Ms. Ashley took it in one hand and told me to get on my knees right there on the bed.

“Put your hands behind your head sweetie. And lock your fingers together. No matter what happens I want you to keep your hand locked behind your head. OK baby?”

“Yes Ms. Ashley” I half whispered.

    She whipped my dick. Hard.Dozens of times. She took that long slender rod and savaged my cock. It hurt so bad! I saw stars. I could barely breathe. I felt sick to my stomach and a couple of times I started to use my hands to push her away. Ms. Ashley looked at me those times and smiled and said she’d have to burn my dick off if I didn’t obey her so I cried and shook and kept my hands behind my head while she whipped and whipped my penis until it was limp and shriveled up and as small as I’d seen it in a long time.

She didn’t stop whipping my dick when it went soft though. She must have hit it twenty more times after it was limp and shriveled. Then she used that vicious little whippy rod on my balls. She made me lay down on my back with my hands still locked behind my head and she told me to spread my legs wide and keep them there. And she took that two foot long torture device and smacked my balls so many times so hard it felt like they were on fire. I did what she said though. I kept my hands behind my head and mostly I kept my legs spread for Ms. Ashley. I did scream though. I screamed and cried and begged her to stop. She didn’t Not until she was satisfied my cock would all of a sudden get hard again.

“Now I know how teenaged boys like you get all horny and can’t control yourselves Michael. So I’m going to fix your dick in a way that will discourage you from jacking off until I say you can. You told me your friend’s Mom wrapped his dick in duct tape to keep him from getting a boner. That certainly works but it’s a little primitive. So I’m going to use chastity device on you baby. I keep one on your Dad when I’m not using him. Wearing a tight cock restraint helps to keep his mind on me when we’re apart.  His dick’s not as big as your freak show prick but I think I can get one of his cock cages on your huge thing. With some effort.”

     It took a lot of effort. Even limp and shriveled my cock is much bigger than Daddy’s. At least that’s what Ms. Ashley told me. The thing she wanted to put on my dick fit easily on Dad’s. But the hard plastic tube like thing was really tight on me. Fortunately it split along its length. When Ms. Ashley opened it up to put it around my dick I started to shake again. The inside was lined with tiny plastic teeth. There must have been a hundred of them all inside the plastic dick prison. They didn’t look all that sharp but as soon as she put the bottom side of the wicked looking device on the underside of my dick I could feel those small spikes poke into my ravaged penis. They hurt! Especially when Ms. Ashley closed the top half over my cock and squeezed the two halves shut around my throbbing dick. She pinched some skin in the hinge part and I yelped. Ms. Ashley laughed as she locked the straps around my balls. When she finished my dick was encased in a four inchlong tube of plastic with a thin steel cable wrapped tight behind my nuts that fastened with a small brass padlock.

“There. That should keep you from playing with yourself tonight. If you want me to fuck you Michael then you have to pledge your cock to me and only to me. You can’t jack off anymore sweetie unless I give you permission. OK babe? Will you do that for a fuck Michael? Or should we just forget any of this ever happened. Of course if we do I’ll go back to ignoring you and treating you like you don’t exist. So what’ll it be darlin? Stay in the cock cage and get fucked tomorrow. Or go back to being nothing more than a useless and worthless perverted little boy?”

     I chose to leave the cock cage on. I pledged my cock to her and only her. She made me say it out loud. Twice. I had to say my dick belonged to her. I had to say she could do anything she wanted with it. She kissed me after I said that. Then she took me to my room.

“We don’t need to tell your Dad about this Michael. It will just make him sad. He knows I like to fuck other boys besides him. I even make him watch sometimes when I get a boy with a big huge dick like yours. He doesn’t like it but he does it. Because your Dad’s given me his cock too honey. I own his dick just like I do yours. But for now he doesn’t need to know that yet does he Michael. In fact, why don’t you stay in your room for the rest of tonight.  I’ll bring you some supper after I fuck your Daddy.  Maybe you and I can play some more then. Would you like that sweetheart? “

“I’d like that a lot Ms. Ashley. I’ll stay here until I see you again.”

“That’s my boy. But just to make sure why don’t I tie you to the bed Michael. In case you get restless when you hear me fucking your Dad. If you let me tie you up I’ll answer any three questions you want to ask me.”

“Ok. Ahhhh, do you hurt, I mean, ummmm, do you play this hard with Daddy too?”

“Oh we play much rougher than this sweetheart. Your Dad’s all grown up. It’s not that he’s stronger than you. And you certainly have a much nicer and bigger dick than he does. But he’s an adult hon. He knows who he is and what he wants. Or at least he knows what I want. So yeah, I play this hard with your Dad. Harder even. What else do you want to know Michael?”

     She was tying me to the bed while she talked. Actually she used cuffs on my wrists. Ms. Ashley had this big black leather bag that had all sorts of things in it. I didn’t see all of the stuff in there but she pulled out several whips and canes to get to her cuffs. And when she went to get the rope to tie up my legs she pulled out a black leather dog collar with studs. She put that on me. She said I looked cute in it. Ms. Ashley buckled the collar real tight around my neck. It didn’t choke me too much. Just a little. But if I stayed still I could almost breath normal. When I was all tied up she asked me what my other two questions were. I’d thought of one. So I asked her.

“Do you punch my balls and burn my cock because you’re angry with me the way Jimmy’s Mom is with him when she gets drunk? Is it because I’m bad. That’s what Jimmy’s Mom says about him.”

    Ms. Ashley stopped tightening the rope on my right ankle and looked at me for a long time. She sat on the bed real close and stoked my cheek real gentle and smiled that beautiful angelic smile she has. Then she pinched my right nipple and twisted it till I shouted in pain. It was like she was going to twist and pull my tit right off. She kept pinching and twisting and jerking my poor nipple back and forth so hard I shrieked. She laughed.

“I’m not mad at you sweetheart. Why would I be mad at my little boy? You did everything I asked you to do Michael. As long as you obey me I won’t get mad. I did those things to you simply because I like to play like that hon. I like to play rough. I like to play by my own rules. You liked it too I could tell. Or at least your prick liked it. I saw how you got harder when I touched the hot tip of my cigarette to your cock. And how you leaked cum when I used my short little cane on your cock and balls. You were born for my kind of games Michael. Just like your father was. Boys who obey me are good boys dear. Just remember that and we’ll get along just fine.”

“Does that mean you’ll play hard with me tomorrow too? Are we going to have sex before you hurt me or after?”

“That’s too many questions dear. You’re all tied up nice and tight for the night Michael. I’m going back to my bedroom to get things ready for your father. You’ll stay quiet for me won’t you sweetie. You won’t make any noise tonight will you.”

“No Ms. Ashley. I promise. I’ll be good for you.”

“I know you will honey. And I’ll let you in on another secret sweetie. I’m going to be your new Mommy. You’re Dad doesn’t know yet. So don’t tell him I’m going to make him marry me. You’ll keep our secrets won’t you Michael. I can count on my little boy can’t I?”

“Yes Ms. Ashley. You can! I’ll keep your secrets.”

“Good boy! It’s going to be fun when I’m your real Mommy. In fact, you can start calling Mommy now hon. Butonly when it’s just us. Now, just to make sure you stay quiet tonight why don’t we put this onyou.”

     From her black bag she pulled out a leather strap with a red ball in the center. When she slipped the strap around the back of my head and centered the two inch red ball over my mouth I figured out what it was. Ms. Ashley was gagging me. I didn’t mind. It’d help me stay quiet for her. I wanted to do that for Ms. Ashley. I wanted to do whatever she told me so we’d have sex tomorrow. I had a plastic sleeve entrapping my cock but I was still horny and aroused. I wanted to have sex with this sultry, cruel and exotic woman. I’d suffered for her today. I’d earn the right to have my fuck.

    She didn’t come back to my room that night. And she played hard with my Dad almost all night long. I was used to hearing Dad and Ms. Ashley moaning and shouting in what I thought was sexual pleasure. But that night I listened to Dad’s cries with a new understanding. She was hurting him. Bad. I could tell. Dad was in pain. And Ms. Ashley was enjoying herself. As I lay awake all night listening to her punish and torment and hurt my Dad I tried to imagine what she was doing. Images of how she’d pounded my balls and burned my penis and slapped me till my head spun filled my brain. And apparently those same visions filled my dick cause I got an enormous boner.

    Except Ms. Ashley had put my dick in a cage so my erection caused the tiny sharp spikes inside the plastic penis prison to bite into my tender  cock flesh. It hurt. I cried and screamed into my gag. And got harder. And thought of how sexy and pretty and desirable and wicked Ms. Ashley had looked when she sat on my bed and jacked me off and then started hurting me. I remember how she said I was a natural born submissive. And I knew she was right about that. And somehow that made me glad. I couldn’t wait to see her again and tell her.