CHERYL
By Apollon
A young boy learns with a young girl…and her mom. Bg, Fb.
Now that it was warmer, my friend, Bill and I regularly walked his girlfriend, Janey, home from Jr. High school. She was a year younger than us but had the body of a high school girl. She filled her skirts and sweaters and was the envy of most of the Jr. High boys. I was often the “third wheel” when we walked to Janey’s house. Her mom worked until 5 and didn’t get home until after 5:30 leaving Janey alone, at least most of the time, for two or three hours. I would read or watch the black and white TV while Bill and Janey made out. They weren’t shy in front of me and I’d see flashes of Janey’s tits before Bill would jump up and lead Janey to the bedroom.
Bill was good-looking, tall with wavy black hair and not at bashful about giving me details of what he and Janey had done; and they had done it all. Bill provided enough details on his exploits to fuel my jack off fantasies that I would take care of at home. Janey must have felt a little sorry for me as she kept trying to line me up with her friend, Cheryl who lived a few doors down from her in the sub division.
Cheryl was a year younger than Janey even, and at first, I considered her too young for me. But Janey kept bringing her up to me. “She’s not very developed yet,” she would say, “But she’s cute, and horny and she really likes you.” We had only seen each other a few times, at Janey’s house or waving as Bill and I walked home past her house. She seemed to be around a lot and gave me funny side-ways looks when she saw me. So naïve and desperate as I was for female companionship I started noticing.
I was a typical fourteen-year-old boy, well into puberty and with rampant hormones. Bill and Janey “did it” regularly and several of my other friends had “done it” as well. There were several girls in Jr. High that would “do it” I was led to believe, but I was never lucky enough to get with one of them. I was not one of the popular boys and still a virgin. I could never seem to get past second base at the make out parties.
We were out of school early one day and Janey arranged for Cheryl to show up at her house. I was still dubious since the girl was only twelve but still curious. When she arrived shortly after we got to Janey’s house I was surprised. She looked for all the world like a Jr. High girl and much better that many of the girls I had classes with.
She was tall and sort of gangly from a recent growth spurt. Her blonde hair that she usually wore down was tied back in pony tail and her blue eyes were wide with excitement. There was a hint of makeup on her narrow face but she was naturally cute and really didn’t need it. She was wearing a short yellow skirt that showed a lot of her long legs and a knit top that hinted of bumps beneath it. This was clearly an example of a young girl just budding into a woman.
Janey produced cokes put some records on her 45-rpm record player, and we settled in the living room. Janey plopped on Bill’s lap on a big chair and Cheryl and I sat close on a large vinyl sofa. Bill and Janey immediately started making out. I put my arm around Cheryl.
We watched our friends for a few minutes. It was obvious that Cheryl was nervous and I didn’t know how to start with her. Finally, she turned her face to mine and I kissed her lightly on the lips.
The second our lips touched her arm went around my head and she kissed me back with a passion I had never felt with any other girl. In a very few minutes of making out her lips parted and we traded tongues. I wondered where a twelve-year-old learned about French kissing.
As our kissing progressed, I could feel both of our hearts beating faster and I felt the stiffness grow in my Levi’s. Glancing sideways when we came up for air, I could see Bill’s hand under Janey’s fuzzy sweater firmly gripping the cup of her bra. As I watched he pushed the white cotton cup up and exposed one of Janey’s magnificent breasts. I had seen them briefly before when they had made out and was always impressed at their size and shape for a thirteen-year-old. I was also inspired.
I let my hand slip under the hem of Cheryl’s top and slid slowly up her front. Not only did she not stop me, she arched her chest when my hand fell over the little cone of her budding breast that was not incumbered by a bra. When she felt my hand on her she moved her head next to mine. “I don’t have much up there yet,” she whispered.
“You have plenty,” I whispered back, not knowing what else to say. I felt a little more emboldened and pushed her top up baring the rest of her chest and giving me a good look at her pointed nipples resting atop swollen little cones. I let my lips slide down and gently sucked one nipple. Cheryl gasped slightly and I could feel her heart beat faster. Beside us I could see that Janey’s top and bra had been pushed up and both of her magnificent tits were exposed. Bill’s hand was snaking under his girlfriend’s skirt.
Cheryl’s short skirt had ridden up showing her smooth thighs and I decided to follow Bill’s lead and rest my hand on the back of Cheryl’s leg, Then I slowly slid it up expecting the girl to stop me any second. She didn’t and as I kept my hand moving, I felt the curve of her firm butt and cotton fabric of her panties. There was some rustling across the room and Janey stood up pulling Bill up with her. She had lost her shirt and bra and was bare from the waist up as she pulled Bill toward the bedroom.
I became bolder and tugged at Chery’s top. She had seen Bill and Janey stand up and actually helped as I pulled it over her head baring her chest. “I told you I don’t have much,” she said.
“They’re really nice,” I said covering one small tit with my hand. “And besides…any more than a mouthful is waisted,” I added, quoting a saying I had heard. I bent my head and touched a nipple with my lips and sucked gently bringing a groan from Cheryl. I moved my hand back along Chery’s leg where it had been and slowly slid it under her skirt. I reached the curve of her butt again and let my hand wander over her cotton panties. I pressed around the front to her feminine mound and felt the warm crevice under the fabric.
My fingers found the elastic at her leg and I ran one around the leg hole feeling the flesh underneath. In a few minutes I moved my hand up to the elastic at her waist and my excitement boiled up. As I pulled gently at the waistband Cheryl and I slipped sideways on the couch. Her skirt had ridden up even more and her white cotton panties with little pink and blue flowers were fully exposed. As I pulled some more on the waist band, I felt her hips raise slightly making it easier for me to slip her panties down. I could feel my heart beating faster; I had never been past second base before. I wondered if this was the day and this was the girl.
We fumbled around on the couch as I finally got Chery’s panties down and off. Without looking down I rose up to kiss her as my hand explored the soft flesh between her legs. There were a few soft hairs at the top of her mound but the rest was virtually hairless. I could feel heat and moisture and probed at the separation of her soft lower lips. I rubbed my finger up and down final finding a hole and slipping it in a little way. When we broke for air and my face was next to hers, Cheryl whispered, “I think they’re doing it.”
There was no doubt in my mind that Bill had his dick in Janey and they were humping away. I had witnessed his bare butt pumping up and down between her legs through a crack in the door a couple of times. My own dick was steel hard, I felt a fire burning and wondered if what Cheryl had said was a suggestion. I slid down taking one of her firm nipples in my mouth and fumbling at my belt and fly.
As I moved up her body again Cheryl spread her legs allowing me to nestle between them. My dick was out, in my hand and I aimed where I knew her treasure to be. I urgently probed the moist valley slipping up and down and past the hole a couple of times. Then Cheryl reached down, guided me to right spot and I pushed in feeling a tightness around my helmet like a rubber band.
Cheryl immediately winced and uttered a quiet “Ouch” as I pushed in. “I’ve never done this before,” she whispered.
“Me either,” I admitted. “Go slow,” she cautioned. I did for a few seconds slowly pressing in a little deeper. It was warm and wet and tight but it felt wonderful; much better than what I had felt with a tentmate at scout camp a couple of years ago. Then lust and instinct took over and I started moving; I was actually fucking a girl for the first time in my life. I wanted to make it last but I only lasted a few minutes before my hormones took command and I blasted a small salvo of thin boy come into the willing girl.
I sort of wilted and we lay still feeling my once rigid boy pole start to soften and slip out. Cheryl must have felt some leakage and she sort of wiggled out from under me holding a hand to her crotch and headed for the bathroom. I fished a handkerchief out my hip pocket and wiped the issue from my dick and the little bit that was on the vinyl couch. I noticed that a little bit of pink was mixed in with my creamy boy come. I had heard that some girls bleed a little the first time.
I pulled up my pants and heard Janey join Cheryl in the bathroom. I sat on the couch pleased with myself at finally doing it but a little concerned; the girl was really young and she obviously hadn’t done it before. Then Janey came out of the bathroom, still topless, and gathered her and Cheryl’s shirts and Cheryl’s panties. She grinned at me as she turned. “You got her cherry”, she said, “And she’s pretty pleased about it.”
We were both quiet as I walked Cheryl home. She lived a few houses down on the same side of the street. We paused at her back door and I pulled her to me glancing around to be sure no eyes were on us. I kissed her gently on the lips and she gave me a shy smile. “Sorry I went off so fast,” I said.
“It’ll be better next time,” she said. I walked on a cloud all the way home.
A couple of weeks went by; school was out. There was the usual year end chaos and I hadn’t seen Cheryl. I was limited to recollection on her softness and the grip of my hand. Then Bill called and said we were going over to Janey’s house, Cheryl would be there, but no one else would-be home. The implications caused a swelling in my jeans.
We arrived to find both girls dressed alike in jean shorts rolled over their knees and oversized white shirts worn outside. Knowing both girls had single moms I wondered where the shirts came from. Cheryl had spent the night with Janey. It didn’t take long before we started to make out. Then Bill announced, “Something’s missing,” as his hand disappeared under Janey’s shirt. Janey just grinned. There was a little more making out when Bill announced we should play strip poker. We moved a coffee table and gathered on the floor on the shag carpet. The rules and the hands were discussed; all present were wearing three items confirming that Janey wore no bra. Bill and I were in traditional jeans, tee shirt and Jockeys.
With all the losers losing clothes it didn’t take long for us all to be naked. Bill had won and in the name of sportsmanship had doffed his jockeys rendering all of us naked. I had seen Bill naked on many occasions as he had seen me. We regularly engaged in jack off sessions but were wary of touching each other with the fear of being considered “homo”. Bill was bigger than I was but not by much. He had an ample thatch of dark hair around his dick where my sandy colored pubes were still sparse. We both were endowed with around five inches of boy meat that was at full attention in the presence of naked girls.
Despite having “done it” with Cheryl already it was the first time we had seen each other completely naked. She was definitely not as developed as Janey who flaunted her ample, cone shaped tits at every opportunity. But Cheryl was cute and, at a year younger than her friend, just starting to bud. Her tits were scarcely more than pointed nipples over swollen little cones on a still boyish chest. But she had a definitive feminine waist line and beautiful long legs. There were pale little triangles over her small breasts where she had obviously been sunning with a bikini top. She had sparse little hairs that adorned her mound but they did nothing to hide the crevice and puffy lips below. I felt her eyes on me looking squarely at my hard on. She blushed shyly as our eyes met.
Bill and Janey immediately started making out and his hand went quickly to her breast. Cheryl and I leaned back on the front of the couch and I let my arm go around her shoulders and kissed her gently. Making out progressed rapidly. Bill’s hands were all over Janey and I was busy with one hand as well. Our two friends slumped over and Bill quickly crawled between Janey’s legs. There were some whispered protests from Janey as Bill positioned himself. “They know what we’re going to do and they’re going to do it, too,” Bill responded quietly but just enough for us to hear.
Janey emitted a stifled groan that I assumed meant that Bill’s dick had found the target. I sort of pushed Cheryl down on the shag carpet and slipped over one leg. She stiffened fir a moment and I glanced at the other couple. I could see Bill’s naked butt moving between a still protesting Janey’s legs. I was inspired; we were having an orgy. Just then Janey wiggled out from under Bill, pulled him up, and led him to the bedroom, his glistening dick pointing the way.
Cheryl was still stiff and I was wondering if she was going to let me do it. I kissed her liberally on the mouth and slid my lips down to her budding breast. Slipping first one then other little pointed nipple between my lips I sucked her little titties, causing her to groan and relax a little. She looked wonderful. Splayed out on the shag carpet. Despite not having big boobs her hips were nicely rounded and a girlish waist accented them. I looked down at her mound and the sparse pubes that had recently sprouted at the top of her cleft. I remembered something I had read and heard and moved my lips down her front.
I felt her gasp as I tracked downward with my tongue past her navel and over the sparse pubes of her mound. She spread her legs and I felt one hand on my head. She knew what I was going to do almost as soon as I did. I found the crevice with my tongue and let it slide between the lips. It was warm, moist and tasted sort of salty, but not unpleasant. Cheryl gasped again when my tongue passed over her little bump and I committed that to memory. I let my togue probe further and she rolled her hips to give me better access. I found the little hole and pushed my tongue in probing for several minutes. I munched like I had read about bringing groans from the girl and causing her legs to flail about.
After a few minutes I moved my mouth back up and finding the little bump much stiffer now I licked it and sucked it between my lips. Slowly I let a finger probe the little hole where my tongue had been and began moving it in and out. In a few more seconds Cheryl gasped and I felt a shudder go through her body. Then she pulled me up over her. She was inviting me to do it. Without any hesitation I found the target with my dick, nestled the head at the opening and pushed. It was still small and tight but I managed to get it started and pressed in. It was a little easier being moist from my saliva and her juices, and slowly went in. I was glad that I had jacked off already this morning so I could make it last longer.
The girl was only twelve, barely pubescent, and I was a novice, still trying to figure girls out, but in a few seconds, we were fucking like rabbits. All my inhibitions had left with hers. I felt her legs go around me and it was as if she was willing me deeper. We lasted several minutes this time and I felt her body spasm a couple of times before mine did and I shot another salvo of thin boy come into my pre-teen lover.
We lay there for several minutes, still joined and feeling that aura of satisfaction. Then Janey and Bill emerged from the bedroom and I felt my softening penis slip out of Cheryl. We got up from the floor and grabbed tissue in the bathroom to catch any leakage. Cheryl ushered me out and closed the door to pee.
Bill and Janey were in the kitchen, still naked, as Janey rustled up some cokes. They grinned at me and Bill said, “How was it?” Bill’s dick and balls were hanging loosely from his ample patch of pubic fur and we both watched Janey’s gorgeous body as she dropped ice in glasses. I couldn’t help but notice a small amount of moisture on the inside of Janey’s thigh. Just then Cheryl reappeared. She was still naked as well, and my attention was quickly diverted to the budding young girl.
We sipped our cokes in the kitchen for a few minutes. Bill leaned toward Janey and kissed her lingering a little. His adolescent boy cock began to inflate again and they retired to the family room. I turned Cheryl around from the counter and kissed her pulling her tightly against me. I wanted to feel her nakedness against me. Taking advantage of her total nudity I ran my hands over her budding body, feeling her firm butt and pulling apart a little to let my hand drift over her tiny boobs and down to her crotch. I was a little surprised when I felt her hand boldly take hold of my swelling weenie. She moved he hand gently until I was completely hard again.
She lifted her head to my ear and whispered, “It was much better this time.” I took her hand and led her back into the family room. Apparently, Janey had lost the inhibition that she displayed before. They were on the big chair again but this time Janey had straddled Bill’s legs and it was plainly visible where they were joined. “We couldn’t wait,” Bill said over Janey’s shoulder as she rode him.
Cheryl and I both stared for a few seconds watching Janey hump the flesh pole that stuck up from Bill’s body and disappeared into hers. I felt my penis pulsing at the sight and felt Cheryl’s slim fingers go around it again. Then we sort of grinned at each other and moved to the black vinyl couch. I sat back and motioned for her to mount me like Janey had done Bill. She spread her legs and straddled mine reaching for my pulsing pole. She aimed it then settled slowly impaling the tightness on me. We tried it this way for a few minutes never really getting into a rhythm. So, without pulling out I rose up and turned her over onto the couch. With her knees up and mine over the edge I plunged in and out. Before, we made love; this time we just fucked, and it was good.
A few days later I walked over to Cheryl’s house. I knew her mom would be at work and she would be alone. She met me at the door wearing shorts, a crop top, and she was barefooted. She melted into my arms we kissed and in minutes we were both naked. It seemed like she had blossomed overnight and her body was filling out quickly. We made quick use of her bed and then explored each other thoroughly before doing it again. I went down on her again, ignoring the taste of my own semen and then we fucked until she was too sore to continue.
We lay naked for a while, just enjoying each other and talking. She had learned about sex a couple of years ago. She had bumped into her mother’s boyfriend coming out of the bathroom one morning. He had been there all night and was stark naked. She had never seen a naked man before and marveled at the size of the thing that hung from his groin. Shortly after that her mom had “the talk” telling her some things she hadn’t learned in school.
“This was going to be a great summer,” I thought as I trudged over again, horny as usual. There was a pause after I rang the doorbell, so I knocked softly. The door opened and it was Cheryl’s mom. “Oh, shit!”, I thought, she was supposed to be at work. She smiled at me and invited me in. She was nice looking, fairly tall and slim with dusty blonde hair; the image of what Cheryl would be as an adult. She was wearing a filmy salmon colored long robe or maybe it’s called a dressing gown. “Sit down; Cheryl’s not home; she had a baby-sitting job, and I had the day off.” the lady said, after she closed the door. “But we should get acquainted any way. Can I get you a coke or something?” I shook my head feeling a little uncomfortable sitting down as she got a coke from the kitchen.
She could have been Cheryl’s sister, they looked so much alike. Taller that Cheryl by a head and definitely all woman. She sat opposite me and one bare leg slipped out of her gown. “I know it’s early,” she said, “But I’m having a bloody Mary,” she said, sipping from a tall glass and smiling as she eyed me.
“So, you’re the boy whose fucking my daughter?” It was as both a question and a statement. I felt the blood drain out of my face. Busted. “Don’t panic,” she said, noting my discomfort. “It was bound to happen; at least she picked a cute one to start with. She’s a little younger than I was, but not much, and girl’s grow up faster these days. And she didn’t have a brother with friends like I did.” The more the lady talked the more I began to relax. She had obviously been drinking and said a few more things but my mind wandered.
“You’re a little older than her; are you taking precautions?” she asked. I wasn’t sure what she meant. “I mean, you know she’s started; she could get pregnant.” I paled again. The subject had never come up; I hadn’t thought about that and Cheryl never mentioned it. We just went ahead doing what we did and never gave it a thought. My life with a pregnant girlfriend flashed across my mind. “I was afraid of that,” Cheryl’s mom said. “Well, I’m too young to be a grandma, and once it’s started, I don’t expect you’ll stop, so you have to take precautions. I don’t want her getting pregnant like I did.”
I had noticed that Cheryl’s mom was quite young, and there had been no mention of her dad. “Come on in here, you need to know what you’re doing.” She stood and I followed the lady to her bedroom. The bed was still unmade and a book was lying face down like she had been sitting in bed and reading. She sat on the edge of the bed and reached into a drawer in a small bedside table and pulled out two or three foil packets. “Do you know what these are?” Every boy my age recognized rubbers when he saw them even if he had no access to them. I nodded meekly.
“The next question is; do you know how to use them?” she asked. I shrugged having never even opened one let alone tried to use it. “I suspected that. Well, there’s only one way to be sure,” she added. “Come here.” I stepped over to her and she boldly reached for the snap on my jeans. I froze, not knowing what to say or do and before I realized it, she had my fly open and was tugging my pants down shorts and all. My dick flopped out and was still soft from fear and confusion.
“It won’t work that way,” she said smiling down at me, and without any hesitation she took hold of my flaccid phallus. Her hand was cool but she knew what to do, tugging gently on my unit to get me hard and bringing me up to full attention in a few seconds. “Umm, nice,” she said, cupping my balls, “My daughter has good taste.” I think her hand lingered a little longer than necessary to get me hard. Then she tugged my pants down further and reached for one of the packets. Needless to say, I was almost in shock. She tore one of the foil packs and held the latex up for me to see. “These only go on one way,” she said, “And you have to be hard. If you start and it won’t unroll, turn it over and pinch the end where your come will fill it.” As she explained she demonstrated rolling the rubber on my dick.
“There,” she said, when the latex was clear down my shaft. “It’s a little loose so you’ll have to be really careful when you pull out,” she added, looking at me kind of funny and gently massaging my latex covered dick. “Umm, maybe I better show you,” she said, and opened the front of her gown. She was completely naked underneath, and I felt a little gasp. She had small but firm tits and where Cheryl was almost hairless, she had a thatch of nicely trimmed brown hair between her legs. She lay back on her elbows giving me a good look at the gash between her legs.
“Ok,” she said, “Put it in; you know where it goes.” She lay back on the side of the bed and spread her legs. I was petrified. A few weeks ago, I had scarcely seen a naked girl. Now I was looking at the gash of a fully matured woman who was inviting me to do what I’d been doing to her adolescent daughter. “Come on; don’t be shy. I know you know how,” she said leaning up and reaching for me. I may have been surprised be all this but not stupid. Any horny young teen-age boy would have done what I did. I stepped over between the lady’s legs and buried my latex-covered prick in her willing pussy.
It went in easily, feeling warm and slick even through the latex. I got clear in and felt her pubic bone; it was much easier that it had been with Cheryl. The lady groaned and I felt her hands grab my naked butt as instinct took over and I started to move. In anticipation of doing this with Cheryl, I had jacked off and come once already in the morning. The rubber dulled the sensation just enough that I was able to last longer and found myself enjoying it.
“Oh, my God,” Cheryl’s mom kept saying. “I forgot how good it feels with a young one.” She gripped my butt and groaned again, a small shudder going through her just before mine hit. I felt several spurts from my penis filling the rubber. We lay still for just a few seconds. “Now before you pull out, reach down and take hold of the rubber on both sides,” she instructed. “Now pull out slowly and be careful not to spill.” I did as I was told.
She let the dressing gown fall off of her shoulders and I stepped out of my shorts following her into the bathroom. After following her instructions for removing the stretchy tube, she handed me some tissue to wipe the residue from my dick. We flushed the rubber and she added a few more instructions and cautions. We stood for a few seconds. She was totally naked and I was naked from the waist down still wearing my tee shirt. I couldn’t help but notice how really pretty she was and how much she and Cheryl looked alike. Maybe that’s why my weenie started to rise again.
“Oh, my,” she said, looking at my swelling unit, “Still horny, huh?” I could feel a blush rush to my face but not as fast as it was rushing to my dick. “Can you manage another one on your own?” I nodded and she led me back into the bedroom. “We don’t need this, any more, do we?” she asked, pulling off my tee shirt and handing me another foil packet. At this point all pretense of instruction was off. Betty, Cheryl’s mom wanted me to fuck her. I tore the foil packet as quickly as I could and climbed on the bed with the naked lady. She reached for my swelling dick and massaged it getting it even harder. With very little more ceremony I slipped the rubber over my once again swollen dick and crawled between the widely spread legs. I took note again of how easily I went in and how different a mature pussy felt on my dick.
“We don’t have to hurry,”
she said, as she felt my enthusiasm increase. “We’ve got
all day;
Cheryl won’t be home until after 5,” she
said, and then added. “And we won’t tell her about
this.” I nodded and kept thrusting. The foxy lady was
insatiable; she muttered a few times about how she had forgotten how
good a young one felt.
Betty took it on herself to show me a few different positions and we rolled around naked for several hours, sometimes engaged, sometimes not. She felt compelled to smoke a couple of times, a habit I loathed but everyone seemed to be doing it. In between trysts she started talking and told me about her first time when she was thirteen and gone for a ride with her older brother and his friend after church one evening. Her parents were very religious, she said, and taught her nothing. She wasn’t concerned about her riding around with her brother and his friend since the boy was the preacher’s son. They should have been.
On a lonely road she let the friend lift her dress, pull her panties down and take her virginity. Her brother took his turn several times after that. She was so naïve she didn’t really know what happened, but she liked it. She commenced to do it whenever she got the chance until she discovered she was pregnant at fifteen. She didn’t seem sure who Cheryl’s father was.
The more we did it, the longer I took between orgasms. We kept at it until my balls hurt and all the rubbers were used up.
Two days later, after I recovered from the marathon with her mom, I talked to Cheryl and she asked me to come over. After telling her I had met her mom, leaving out our activity, she bit her lower lip. “She knows about us, I mean, what we’ve been doing.” I feigned surprise. “We had a long talk; she’s not mad or anything, says you seem like a really nice boy. She told me about some things she did when she was my age and said we needed to be careful. She gave me these.” The girl opened her hand and displayed several of the familiar foil packs.
“I’ve got some, too,” I offered, not telling her how I got them or who gave them to me.
A little smile came to Cheryl’s lips. “I guess we should try them out and see how they work.” She tuned and led me to the bedroom. She pulled her top off revealing a brand-new bra. Cheryl saw where my eyes went and said, “Mom says I need to start wearing one of these. I told her lots of girls don’t wear ‘em anymore and I just started needing one.” She grinned proudly as she unclasped the garment and let it fall. It was slightly padded and Cheryl could get by without It with most shirts and tops, but it was obvious her tits were growing.
She pushed down her shorts and panties in one move and stood by the bed as I took off my clothes. She handed me a packet and asked if I knew how to use it. I told her I did but didn’t tell her where I learned the technique. She scooted up on the bed and spread her legs and watched as I tore the packet, encouraged my cock to full hardness, and rolled it on. It was like an experiment in school. She was tight, much tighter than her mother, the condom was a little loose on my teen age appendage, and I had to hold the top to keep her from peeling it off of me. But as her natural juices began, I slipped in and out more easily and was able to pull my hand away. It felt a little different but still fantastic. We watched each other’s eyes smiling at the sensation we were both feeling. The latex make it last a little longer but the feeling mounted and eventually I filled the latex with my thin boy come.
A couple of days later I was back at her house again and we did it again after making out for a while. “My mom’s going to take me to the doctor and get me on the pill,” she announced. “She says it will make me more regular. I think she’s getting a prescription for herself, too,” she added. She grinned when said it. “She doesn’t even try to hide what they do any more when he’s in town and stays all night. And I saw him naked again when he came out of her room.” There was a short silence while the girl gently fondled my teen staff back to attention. When I reached for another foil packet she announced, “Then we won’t have to use these anymore,” and helped roll another on.
We talked regularly on the phone when I could find a time I wouldn’t be overheard. “My mom’s boyfriend has his little boy for the summer,” she said, “And he’s bringing him over here during the day while he makes his calls. I think the boy’s nine or something.” I wasn’t particularly happy about a presence interfering with my fun.
“He’s got this little problem,” Cheryl said when I had walked over a couple of days later. She was talking about the young boy that was in the other room at the time. “He still has skin over the end of his… you know…his thing.” She still resisted calling it a cock, pecker or even penis. “Since he’s growing and doesn’t want the skin cut off, he’s supposed to have some ointment put on it several times a day and his dad said I should do it for him. I said I thought he was old enough to do it for himself but his dad said he’d rather have someone do it for him.” She smirked at the last comment.
Just then the slim boy bounced into the room. He was wearing cotton shorts and a tee shirt. Moving in front of Cheryl he said, “It’s time to put some more stuff on me,” and grinned broadly.
“We just put some on this morning,” Cheryl protested.
“Yeah, but it’s time again,” the boy said. Without any more ceremony or discussion, the young boy pulled the front of his shorts down and his little pecker popped out. It was small, semi hard and was a little red where the skin had been pulled back over the little head. His tiny ball sack looked like a golf ball and was tight against the base of his little penis.
“You’re old enough to do this yourself; I think you just like showing it off,” Cheryl observed, “And having someone else rub it,” she added. The boy grinned like he had been caught in the cookie jar. He pushed his shorts down a little farther and handed Cheryl a wrinkled tube. His little weenie was standing at attention now in anticipation of her cream-covered fingers. Cheryl unscrewed the cap and squeezed a little white cream on her fingers. She reached out tentatively and rubbed a little over the boy’s foreskin. She appeared uncomfortable doing this in front of me, and quickly handed me the tube. “Here; you do this,” she said, and jumped up to wash her hand in the bathroom.
The boy moved over in front of me and pushed his pelvis out in anticipation. I put a little cream on my fingers and reached for the boy’s little stick. “My dad says since I’m getting bigger, and it gets hard all the time, I have to put cream on it so the skin will pull back or I have to have it cut off,” the boys said, looking down as I spread the cream. I curled my fingers around the stiff little shaft and moved them up and down.
“I think you just want someone to jack you off,” I said, tugging on the boy’s little unit. He grinned up at me and pushed his pelvis into my hand. His foreskin was pulled back and for the next few minutes I stroked his little unit.
“You do it really good,” he observed, “I got my babysitter to do this but boys know how to do it better,” he admitted. Then he glanced at the door and added, “I’ll go in the other room and you can close the door if you and Cheryl want to mess around or “do it”. That’s what I did yesterday when my dad wanted to fuck Cheryl’s mom.” I wondered how fourth grade boys got so worldly. About then Cheryl came back in, the boy pulled his shorts up and I capped the tube.
True to his promise, the boy strode out of the room and closed the door behind him. I quickly let my arms go around Cheryl and pushed a hand under her shirt and over her thin bra. She grabbed by hand as it rested on her budding breast. “We can’t do anything with him in the house,” she said. “But I’ve got some good news.” I kept my hand over her and looked at her. “Mom went to the doctor to get a prescription and she got one for me, too.” I looked at her questioningly. A smile formed on my face. “We can’t do anything for a few days though,” she smiled and pulled my hand out of her shirt.
She was too paranoid to do anything with the boy in the other room, so we opened the door and went back in the living room. The boy plopped down beside me while Cheryl busied herself in the kitchen. “I thought you two were going to have some fun,” he whispered.
“Nah, she wasn’t in the mood,” I said.
“Too bad,” the boy whispered. “My dad’s always in the mood. I’ll bet he screws her mom when they get home tonight. I think they do it every time he comes to town.” He was corroborating what Cheryl had told me had been happening lately. “My mom does it with her boyfriend, too,” the boy said quietly. “They go in her room and lock the door. Sometimes he brings his little girl with him and I have to entertain her. She’s not very old but she’ll do stuff if I tell her to. I got her clear naked once and almost got to fuck her before we got interrupted.” The stories ended when Cheryl came back in the room. I don’t know why the boy chose me to hear of his exploits.
A few days later, I walked over to Cheryl’s house. She welcomed me in by throwing her arms around my neck and kissing me hard on the lips. I sensed something was wrong and she led me into the living room. We sat on the couch and she began; “Umm, we don’t have to use the rubbers anymore,” she announced, “And I’ve got something I have to tell you.” She was going to admit something and I tensed.
“Umm, the other day, when you came over, and Rocky, the little boy was here…” I nodded, “Well when my mom and her boyfriend got home, they brought pizza and started drinking. He didn’t want to drive back to the hotel and decided to spend the night, like he’s done before. But he had Rocky with him and mom said for me to let him sleep in my room. She said he was just a little boy and it wouldn’t matter. Then they disappeared into her room. I knew they were going to do it. Me and Rocky started watching a movie until he got sleepy and I told him to climb into my bed. He got undressed to his little shorts and he pretended to be asleep when I went in but he watched me undress.” I couldn’t help but grin at the little boy ogling my budding girlfriend.
“When I got in bed,” she continued, “He pushed a hand under my night shirt and grabbed one of my boobs. He had pushed his underpants down and was really horny.” She hesitated as if she was reluctant to tell me more. “Well, one thing led to another…” she said.
“And you did it with him…” I interrupted. I pictured the horny little shit climbing between my girlfriend’s legs and felt myself begin to swell. It was amusing as well as erotic.
She nodded; her face flushed. “I mean, it just sort of happened; I didn’t mean to, I mean, with him, he was just lying there naked; he kept climbing on me, and he may be only nine but he knows all about it. Are you mad?” she rambled then looked at me.
“Of course not; he’s just a little kid,” I said, “It might have been fun to watch.” She punched me lightly on the arm. “Did you like it; was it fun?” I questioned. Her flushed face answered my question.
“We can do it now,” she offered, “And we don’t have to use the rubbers anymore.” I pushed her back on the couch and in seconds had her clothes off. In one quick move I had my pants down and with no ceremony drove my dick into her moist tunnel. I went off like a rocket but left it in, still hard and started to move again.
Cheryl started to shudder and I went off for the second time. Still imbedded I asked, “Was it as good as the little kid?”
She nodded, “Much better, “But with him I didn’t need a tissue afterward,” she added, as she felt me shrink and slip out.
The next few weeks were great. Cheryl’s tits were growing and she sprouted some hair; then came the bombshell…” My mom’s getting married and we’re moving to Texas.”
It happened really fast; in a matter of days, she and her mom were gone. I got in one more afternoon of sex with Cheryl. Then school started, my friend got a new girlfriend and one Saturday morning I got a phone call. It was Janey, my friend’s old girlfriend. “Can you come over? No one’s home and I was hoping we could get together.” In minutes I was on my way to her house.
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