Caveat lector.

 

If you don't like sex stories, don't read it.

If you don't like stories about sex with underage children, don't read it.

If you don't like stories bout forced sex, don't read it.

If you are below the arbitrary age set for your area, don't read it.

If for any reason it is illegal for you to read this story, don't read it.

 

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http://www.asstr-mirror.org/files/Authors/normdeploom/

 

Copyright © 2003 Norm DePloom.  ALL Rights Reserved

This story may not be reproduced in any form for profit without the written permission of the author.  This story may be freely distributed with this notice attached.  The author may be contacted at 'MyStories at normdeploom dot com'

 

All the characters and events in this story are fictional; any resemblance to real people or events is entirely coincidental.

 

Baby Sitting Jeremy

The adventures of that cum slut and sex toy known as Little Whore Ellen

Part 01

 

By

Norm DePloom

 

I'm sure the statute of limitations has run out by this time, but I'll change our names anyway, just to be careful.  I must have been about sixteen when I started babysitting for Jeremy.  He couldn't have been more than ten at the time, if that.  To say that Jeremy was percosious would be a serious understatement.  I really enjoyed babysitting, I would have enjoyed it even more if I could have done it without the kids.  Babysitting didn't pay much, but it gave me time away from home and, if the kids went to bed early enough, or were bribable, I could have my boyfriend over for a make-out session. 

 

Don't get me wrong, I wasn't a slut.  I loved kissing my boyfriend and I loved the way he touched me, but only on top of my clothes, above my waist, and hands off my breasts.  Although I did pretend not to notice if his fingers occasionally strayed onto the sides of my tits.   The first time I babysat for Jeremy I didn't try to sneak my boyfriend over, I wanted to get to know Jeremy and get an idea how bribable he was.  He seemed to be a quite well-behaved, intelligent young kid.  More than anything else he wanted to impress me with how much he knew about dinosaurs.  He impressed me alright, he knew more about them than I ever will.  The second time I was over, I broached the subject with him shortly after his parents left for their evening out.

 

"My boyfriend is going to come over for a little while," I said in as casual and off-handed manner as possible, trying to sound like it was no big deal. 

 

"Mom and dad won't like it," Jeremy responded looking at me out of the corner of his eye.

 

"Well," I said, still trying to pretend it didn't really matter to me one way or the other, "we don't have to tell them, do we?"

 

"What's in it for me?"  That answered my question; Jeremy was bribable, now to haggle over price.

 

"I'll let you stay up and watch anything you want on television," I offered. 

 

"No," he said after a moments thought, "there isn't anything good on tonight"

 

"I'll make you some chocolate pudding."  He seemed to be giving that serious thought.

 

"No," he finally answered, "that's not what I want." 

 

"Well, what do you want?"  Illicit TV or extra deserts were usually enough.

 

"I want," Jeremy said with a mischievous grin, "to see your boobs."  My chin almost landed in my lap.  I opened and closed my mouth several times before I managed to answer. 

 

"No way," I practically yelled at him.  I had recovered enough to try to hide how flustered I was by his demand.  I wasn't ready to admit even to myself that there had been just a hint of 'bad girl' thrill in the pit of my stomach when I heard what he wanted as payment for keeping quite.

 

"Then you better tell your boyfriend not to come over."  Jeremy managed to make the word boyfriend sound like a terminal disease.  I spent the next hour trying to bargain with him, but he wouldn't even consider anything else.  Then I called my boyfriend and told him he couldn't come over.  I was almost in tears with frustration, and I must admit I was mean to Jeremy the rest of the evening, but he seemed to be unfazed by my attitude, he didn't even argue when I sent him to bed ten minutes early just out of spite.

 

Jeremy's parents finally came home and, after paying me, his mom drove me home.  On the way it occured to me that if Jeremy's dad was anything like his son maybe Jeremy's mom couldn't trust him to give me the ride.   It was fairly late when I got home so I kissed my mom and dad on their cheeks and told them goodnight then headed upstairs to my bedroom.

 

I may not let my boyfriend touch me, but that doesn't mean I don't touch myself.  Since I first discovered I could do it, I've always thought that an orgasm was just the thing to help me relax and get to sleep at night.  I shocked myself that night.  Instead of thinking about letting my boyfriend do more than just kiss me, or even about a faceless stranger coming  into my bedroom and forcing me to do 'things' (still my favorite fantasy for those times when I have to take care of my own needs), I imagined myself actually showing Jeremy my breasts.  My nipples got hard, and I got even wetter than usual, and I had to pull a pillow over my head to muffle the little squeals that signal a really good, as opposed to just average, orgasm.  I fell asleep thinking that I just had to be some kind of perv to have gotten that excited thinking about showing my boobs to a little boy.  When I woke up the next morning, it seemed to me that I had spent the whole night dreaming about being naked in a whole room full of Jeremys.  I don't usually touch myself when I first wake up, but that morning I couldn't keep my hands off myself.  I was even wetter than I had been the night before. 

 

I went to school and spent the entire day squirming in my seat because I just couldn't get the image of Jeremy looking at me out of my mind.  The excitement caused by that image had almost driven me out of my mind by the time I got home and took care of myself while mom thought I was doing homework.  I didn't get a chance to baby-sit again for two weeks.  Two more weeks without the chance to really make out with my boyfriend.  

 

It was still light outside when I showed up at Jeremy's house.  His parents left shortly after I arrived after letting me know they'd be later than usual.  I was a little disturbed by the way Jeremy kept looking at me while I fed him dinner and cleaned up afterwards.  Even while we watched television, I could feel his eyes on my chest.  I kept looking over at him, but never caught him actually looking.

 

"My boyfriend wants to come over."  I finally said.

 

"Then let me see your boobs," Jeremy replied without hesitation. 

 

I'm not sure if it  was because I hadn't had a good make-out session in almost two weeks, or the totally unexpected, naughty rush I got thinking about giving this kid what I assumed was his first look at a girls breasts, but I said ok, and lifted my sweater up to my armpits. 

 

"Without your bra," Jeremy said as he stepped over and stood in friont of me, "I want to see your naked tits, and you got to let me look at them for a minute."  

 

"OK," I, said,"but as soon as my boyfriend shows up you have to go to bed."  I tried to display a facad of bored nonchalance to hide how much it was exciting me to have this kid boss me around, while I reached back and unhooked my bra.  I held it in place for a few seconds to tease him, then pulled it up exposing breasts.  My nipples hardened under the boys intense gaze.  As the seconds passed I could see Jeremy's dick beginning to make a tent in the front of his shorts.  We seemed to be locked together in some sort of motionless dance, each of us staring at the other.  I slid my hands under my breasts and pinched my erect nipples.  I wasn't even really aware that I was doing it until I heard myself moan, then I started to pull my hands away.

 

"Don't stop," Jeremy said, with a half request, half command tone.  Jeremy slipped his hand down to his crotch and grasped himself.  I continued to pinch and twist my nipples while I watched Jeremy stroking his little boy hardon through the material of his shorts.  I licked my lips and struggled to resist the urge to ask him to pull his pants down so I could see him.  I felt like a total perv, and had never been so excited in my life.   I could feel myself getting wetter and wetter.  I was sure that it had been more than a minute, but i had no desire to stop.  Secretly, I think, I was hopping he would request/command that I pull my panties down and show my pussy to him.   We both jumped like guilty kids, which I guess is wxactly what we were, when the doorbell rang.  I pulled my bra back into place and, after reaching back and hooking it, smoothed my sweater down as I walked to the door.

 

"Shit," Jeremy said, when the doorbell rang then, after an angry look towards the door, headed for the back of the house.  I never actually caught him, but I was sure that Jeremy was watching as I made out with my boyfriend.  Showing my naked breasts to Jeremy, and seeing the bulge of his hard dick had gotten me so excited that I let my boyfriend slip his hand under my bra and touch my breasts.  I'm sure he would have been totally crushed if I'd let him know that the whole time he was squeezing my tits I was pretending that it was Jeremy doing it. 

 

I sent my boyfriend home earlier than I really had to, and did something I'd never done before.  Laying on the couch, I slipped my hand down inside my shorts and fingered myself.  I came just moments before I heard the car pull into the driveway, and just had time to get my clothes straightened before the front door opened.  I'm sure it was just my imagination, but I was convinced that Jeremy's mom was giving me funny looks as she drove me home.

 

It was almost a month before I babysat for Jeremy again.  I must admit, the anticipation of bribing Jeremy again was more exciting than the thought of making out with my boyfriend.  Jeremy's parents didn't seem to suspect anything as they gave me last minute instructions and, after kissing Jeremy and telling him goodnight, left the house. 

 

"My boyfriend is going to come over," I said as soon as the car was out of the driveway, "do I have to show you my tits again?"

 

"No," Jeremy answered, then giggled at the expression of disappointment that I could not hide.  "You have to let me feel them."  Jeremy paused, then continued, "just like you let him do last time."  I could feel myself blushing, and getting excited.  Had Jeremy been hiding in the shadows watching me while I fingered myself on the couch?  

 

"Only if you take off your shorts and let me see you too," I replied.  Jeremy was out of his shorts, and t-shirt, standing in front of me naked, almost before I finished making my demand.  As I watched his little boy cock grew to its full size.  It wasn't as little as I thought it would be, not that I had any real experience with hard dicks at that time in my life.  I pulled my sweater off over my head, then unhooked my bra and let it slip down my arms.  I shivered with excitement as the cool air touched my naked skin and hardened my nipples while Jeremy watched with one hand on his hard little dick.  Stepping close, Jeremy placed one hand under each of my breasts and gently bounced them up and down.  Giving in to temptation, I grasped his hard cock and stroked it and his balls with my right hand.  I felt his body jerk as my fingers moved over the head of his dick. 

 

Jeremy surprised me.  Leaning forward he took my right nipple into his mouth and sucked on it like a starving child.  I thought about taking my panties off and pulling the kid on top of me, but that seemed a bit too perverted, even for me.  We stayed locked together, Jeremy moving his sucking mouth back and forth between my nipples, and my hand gently pulling on his hard cock until the door bell rang.

 

I pulled my sweater down and stuffed my bra into my backpack while Jeremy picked up his t-shirt and shorts and ran, naked, from the room.  On the way to the front door, I caught a glimpse of myself in a mirror hanging in the hallway.  My hard nipples were outlined by the sweater, and it was obvious that I was not wearing a bra.  I knew my boyfriend was going to interpret my braless condition as an invitation for him to have free access.  I led my boyfriend to the couch and kissed him, exploring his mouth with my tongue while he slipped his hands under my sweater and played with my boobs.  Just before it was time for him to leave, I helped him pull my sweater up and, for the first time, for him, allowed him to look at and suck on by breasts.  I viewed it as a sign of how much of a perv I'd become that I didn't find his sucking on my nipples to be nearly as exciting as Jeremy’s had been.  I gave my boyfriend a final kiss, and a goodnight grope of my breasts, then closed the door and put my bra back on.  I got my hair combed and my clothes straightened just in time to welcome Jeremy's parent's home.

 

Even before Jeremy's mother dropped me off at my parent's house, I had decided not to invite my boyfriend over the next time I babysat for Jeremy.  The dirty-ness, the nasty-ness, the just plane unadulterated perverted-ness of what I was planning kept my wrist sore from obsessive masturbation over the next couple of weeks.  Even though I'd been a 'big time' masturbator since I was Jeremy's age, I think my hand spent more time between my legs while I was waiting for my next babysitting job than it had all of my life up to that point.  

 

There was a big dinner dance thing at the country club two weeks later on Saturday night.  I new that both Jeremy's parents, and mine, would be there until the wee hours of Sunday morning, it would be the perfect time to put my perverted plan into action.  I arrived at Jeremy’s parent’s house just in time to serve us dinner.  Partly to be mean, and partly because what I was about to do was scaring me a bit, I didn't say a word about my boyfriend while I dished up the dinner that Jeremy's mother had left for us.  We ate in silence, but Jeremy kept looking over at me with obvious expectation.  

 

"Is your boyfriend coming over?"  Jeremy finally asked after the suspense had gotten to be more than he could bear. 

 

"No, not tonight," I answered with an innocent look on my face. 

 

"He's not?"  Jeremy seemed to be disappointed almost to the point of tears. 

 

"No," I just couldn't make the kid suffer any more besides, my nipples were aching to be sucked on by that cute mouth of his, "but would you like to see me totally naked anyway?"

 

"Totally?"   Jeremy's eyes grew big and round with the possability of seeing everything.  

 

"You'll have to undress me," I announced, standing up from the table.  Jeremy got up and, for the first time, seemed shy as he walked over to where I was standing.  I leaned over and lifted my arms while he pulled my sweater over my head.  I turned my back to Jeremy and forced him to undo my bra hooks on his own.  I felt like I was vibrating with anticipation as his inexperienced fingers fumbled with the back of my bra.  When I felt the bra loosen, I held it in place with my arms and turned around to face him again.  I could see Jeremy's already hard cock pushing against his shorts as he grasped the bottom edge of my bra cups and pulled them off my breasts.  Jeremy seemed to forget about the rest of my clothes as he put his arms around my waist and began to suck on my left nipple.  I also temporarily forgot about my skirt and panties.

 

"Don't you want to finish?"  I asked, gently, and somewhat reluctantly, pushing Jeremy's mouth away from my breasts, after each of my nipples had received a thorough sucking.  Jeremy smiled up at me shyly, then unhooked the waistband of my skirt and unzipped the zipper.  The feel of the skirt sliding down my legs, leaving me standing naked, except for my panties, in the middle of Jeremy's parent's dinning room, while the young boy stared at me with a hunger that was probably new to him, and was definitely new to me, filled me with lust like I'd never known before.  Jeremy hooked his fingers under the elastic waistband of my panties and pulled them down off my hips onto the tops of my thighs.  He stopped there and, releasing the top of my panties ran his fingers through my pubic hair.  Shivers ran over my skin as Jeremy's fingers combed through my bush. 

 

"Now you take off your clothes," I said as I finished pushing my panties down my legs and stepping out of them.  Jeremy quickly stripped off his t-shirt and shorts then, after telling me to wait right where I was, ran off towards the back of the house.  I was beginning to feel a little oogy about standing around naked when he came back with a book.

 

"Come on," he said as he ran through the dinning room, on his way to the living room, "I want to show you something.  I followed after and sat beside Jeremy on the couch as he opened the large format book.  It was obviously some kind of sex position book that his parents thought they had safely hidden.  I became engrossed by the explicit photographs of a man and a woman having sex in every way I could imagine, and in several ways I never would have imagined.  There were several pictures of the woman sucking on the man's hard cock.  I pushed Jeremy back into the couch and, after stroking his small, but extremely hard dick several times, took it into my mouth.  I had no trouble taking it all, and Jeremy's moans and hip thrusts told me he appreciated what I was doing.  As I licked and sucked on Jeremy's cock his body jerked and spasmed several times as he had cum-less orgasms.  When I stopped Jeremy turned the page, and we found ourselves looking at pictures of the man running his tongue up and down the folds of the woman's pussy.

 

"Your turn," I said as I leaned back and spread my legs.  Jeremy slipped off the couch and, getting down on his knees between my thighs, pulled my cunt open with his fingers then lowered his head and licked up and down my warm, wet folds.  I couldn't believe how much better this felt than it did to touch myself, even though I knew exactly where to touch myself and he didn't.  While he touched and licked my pussy, I teased and pinched my nipples until I moaned loudly with my first orgasm. 

 

"Oh god, that feels so good," I told Jeremy as my hips jerked with orgasmic pleasure.  Jeremy wasn't ready to stop yet.  He kept licking, and fingering me until I had another orgasm.  After I came a second time, we took a break and drank cokes while we looked through the book.  I loved the pictures of the man's big hard cock stretching the woman's pussy.  Jeremy wasn't anywhere near as big as the man in the picture was but, on the other hand, I was still a virgin.  I didn't even use my fingers when I masturbated.  I was pretty sure that Jeremy would feel big enough when He got inside me. 

 

Before we tried fucking we licked and sucked each other a couple of times again, and generally explored every 'nook and cranny' of each others naked body.  I think we were both a little nervous about moving on to the actual act of fucking.  It wasn't until Jeremy was beginning to look a little tired, like he might start falling asleep, that I decided I'd better move things along.  Laying back on the couch, I spread my legs and held out my arms invitingly.

 

"Put your cock inside me," I said.  Jeremy grinned, then crawled up between my thighs.  With what must have been great luck, or considerable natural talent, Jeremy slipped his dick into me on his first try.  I watched the look of almost religious awe on his face with, I’m sure, the same look on mine.  The actual act of intercourse rejuvenated us both and banished all of our tired feelings.  Jeremy pumped his cock in and out of my pussy with wild, joyous abandon.  I quickly discovered I had been right.  In my virgin pussy Jeremy's little boy hardon felt wonderful. 

 

I have no idea how long we fucked.  We both had several orgasms, but didn't stop pumping against each other until we were forced to from shear exhaustion.  With Jeremy still lying between my widespread thighs, and his, seemingly, perpetually hard cock still inside my body, we rested with Jeremy's head laying on my breasts.  I didn't intend to fall asleep, but the next thing I remember was that shrill, screaming female voice.

 

"Oh...My...God," she screamed waking me from a deep sleep.

 

"Well," Jeremy's mother said as she turned and walked angrily from the room, "there is no longer any doubt that he's your son."  I wasn't sure what to do, the still sleeping Jeremy lying between my legs gave me at least a little cover, and my clothes were still draped over the chair in the dinning room

 

"Oh, fuck," was all I could manage to say as I looked down at Jeremy who was still asleep with a thin line of drool flowing from the corner of his mouth onto my breast.

 

"Yes, apparently" Jeremy's father said with a look that managed to be angry and proud at the same time.  After all, his pre-pubescent son had just managed to 'nail' the teenage babysitter, what man wouldn't be proud?