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Posts Tagged ‘sex with babysitter’

Babysitter – hide n’ go suck

Sunday, October 23rd, 2016

Okay so; when I was about 13 years old I was in that stage of life when I was getting interested in girls and could not keep my hands off of myself. If I saw a hot girl than I was right off to the bathroom to rub one out. Especially when my parents went out and they hired a babysitter to look after me. She was so hot and sexy that I had no control over my penis when she was around. It was just up and down and up and down.

So when my parents went out one night and I was alone with my babysitter Sarah we decided to play hide-n-go-tickle which was really hide n’ seek but one of us gets tickled at the end. So I was hiding once and I was in the closet in my room hiding. I know it seems a little childish playing hide n seek at 13 but it was fun with the huge house we had to play in.

So when I was in the closet with the closet door cracked open a little. I saw Sarah come into the room and she was looking around for me. She looked behind the door and behind the crawl space but she didn’t find me. Then she looked under the bed and then I saw it; her ass was facing my way and the way that the light hit it was very good to see the curves and bubble like structure of her awesome ass. I could feel myself become hard within a matter of seconds by looking at her ass.

Then I accidentally made the floor board below me creak as I was trying to get a better look and she heard it. She came over to the closet in a rush and opened the door and found me. She suddenly tickled me and I collapsed to the ground where she tickled me even further. I had forgotten about the boner I had in my pants until she found it.

“Oh… wow… Sam.” Sarah said as she noticed my boner which for my age was impressive so I was told.

I notices what she was looking at and felt completely embarrassed. I went red with blush and felt completely guilty for looking at her. “I’m sorry; it just happens sometimes.” I said, pathetically.

“It’s okay; it happens to everyone. I should know.” Sarah said as she looked at my boner. I think it was fascination in her eyes as to how big I was.

“Um…” Sarah started.

“What is it?” I asked.

“Do you want me to take care of it for you?” Sarah asked.

“How?” I asked. I had no idea of how she could help me with it but I hoped she could teach me how to control it.

“Just relax and let me take care of it for you.” Sarah said as she grabbed my shorts and boxers and pulled them from my hips and down to my ankles. I couldn’t believe that I was naked in front of Sarah. I felt a little more embarrassed now. I wasn’t sure if I was big enough for a girls liking or if this was even a normal thing.

“Wait, Sarah…” I started but she shushed me with a finger to my mouth.

Suddenly; I was thrown into a world of bliss as she lowered her mouth on to my hard boner and started sucking on my cock. It was so good that I didn’t know how long I would last. I had never had my cock sucked before and I didn’t know that girls did that. I was new to the world of sex and all that stuff but Sarah was my guide now.

I couldn’t believe that my babysitter had her warm wet mouth around my cock and sucking on it like a lollypop. It felt so good. The suction was hard to bear as she went on. Eventually she would come up for breath and then go back to doing what she was doing. She would go all the way down, maybe gag a little and then with incredible suction, come back up and do it all again.

“Does that feel good?” Sarah asked me.

“Yes.” I said. I didn’t know what to say to her but I was over joyed with the pleasure she was giving me.

“Good.” Sarah said before going back to blowing me.

A moment later; I felt something rising up in my balls and cock. It was building fast and hard. I started panting a little faster and getting ready for what was about to come next. I had had about 30 orgasms in my life by this time and none had felt close to what happened next.

“Sarah… I’m…I’m…” I said as I was reaching the point of no return. What ever I did; I couldn’t stop it and I didn’t want to stop it. I didn’t care if I died after this orgasm because it was feeling too good to stop.

“You getting ready to cum?” Sarah said as she released my cock from her mouth. “Good, I want you to cum for babysitter, Sarah okay. cum in my mouth.” Sarah said before she went back to giving me a blowjob or deep throat. Deep throat is when you can feel your cock go into their throat right? I hope it is; maybe that means I’m big enough. And I’m still only 13. 🙂

“Okay… Okay… Okay…” I kept saying as my mind went blank with the bliss of her blowjob / deep throat. The problem was that all of my blood in my brain was now in my cock and I blame god because he gave us a brain and a cock and only enough blood to run one at a time. 🙂

So back to the blowjob; I was at the point of no return so I gripped onto old shoe boxes in the closet and let out a great moan or groan as I started to cum in Sarah’s mouth. I was at the stage where I could ejaculate some sperm from my cock but not as much as I’ve been told in sex-ed. I may be half-way there I think at 13.

So; I came in Sarah’s mouth and now she went into a frenzy and went faster and harder to suck out all of the cum that I could give and give me the best head of my life yet. I doubt anyone could give better but at the time, she was my first.

My orgasm must have gone on for about 10 seconds or more before it started to calm down and eventually stop. But the high from such an orgasm was mind-blowing. I couldn’t focus, hear properly and my body felt all limp.

I heard a gulp from Sarah and looked up at her to see her wipe away some of what I think was cum that had leaked out of her mouth. She looked so happy and it was because she blew me?

“Did that feel good?” Sarah asked with a happy yet concerned motherly tone.

I steadied myself and looked at my throbbing cock, still coated with her saliva and a little of my cum and then smiled up at her. “Can we do that again?” I asked.

We laughed a little for a moment before she came in close and said. “Maybe we can do it again before you go to bed. Bed time blowjob? Would you like that Sammy?” Sarah said.

I felt myself rise to full erection right then and there and I was ready to go again and again and again. I was 13 and had an unlimited supply of orgasms for her to suck out of me. I was the luckiest 13 year old ever.

“Yes. I would like that a lot.” I said.

“What time is it anyway?” Sarah asked looking at her phone. It read 8:30 so my bed time blowjob would have to wait an hour.

I felt a little disappointed that I would have to wait an hour until my next blowjob from Sarah and she saw that look.

“Why don’t we have an early night tonight and go to bed right now?” Sarah said.

I jumped up and ran to bed in a flash and Sarah came to. That night; I think I had about five blowjob caused orgasms before I couldn’t handle it anymore and fell asleep.

In the morning; Sarah told me that I couldn’t tell anyone if I wanted to keep having her as a babysitter that would give him blowjobs. So I never told anyone except for these readers. All the names and other certain information is also changed in this story to protect myself and my babysitter.

So; after that night. I was awoken into a new world of sexual obsession and a guide to help me on my long journey.

Every time she came over; she gave me blowjobs, hand jobs, occasional titty fuck and after I turned 16 she let me have her ass for a late birthday present. My parents thought it was strange that ever though I was 16 that I still had a babysitter. They knew nothing and hopefully won’t for a very long time.

My babysitter loved me

Saturday, August 9th, 2014

My babysitter did sexual stuff with me at age 12. She was 19. It lasted for 2 years till I was 14 and she was 21. She was pretty hot and popular and I would get turned on whenever she was around. This led to me having to masturbate in my room or the bathroom sometimes, one night she caught me at it and I was so embarrassed, but she told me don’t be shy and asked if she could stay and watch. So I let her. This progressed from there to her giving me a helping hand.. So the first year she would give me hand jobs and blow me, if I promised to be good. Then when I turned 13 we started having sex, some nights when my parents wouldn’t be back till the next day or away for the weekend, we would sleep in the same bed and have sex 3-5 times during the night.. And again in the morning. It was incredible to me at the time that an older girl like her would be interested in a young inexperienced kid like me, but our secret relationship we had is some of the best memories I have of growing up. She really cared about me and my feelings, She was my first love, being with her I felt secure and loved and I trusted her. Such a shame it’s looked down upon due to the age thing, because it was truly beautiful when we were together. Our last night together when we made love I cried in her arms so much I was shaking, she held and comforted me and told me she loved me more than anyone in the world. I just held her so tight wishing with all my heart we could stay like that forever. When she moved away to go to college, I cried like a baby every night for 6 weeks. But she still came back to visit me whenever she could. We are still best friends. We never did do anything after that though, But the memories last always.

Babysitter made me bi

Tuesday, September 4th, 2012

One of my first memories was of my babysitter. I was 3 years old and my teenage babysitter had disappeared to the bathroom. Being a 3 year old I went to go check on him and he greeted me at the door with a (it seemed enormous at the time) huge erection. He told me to put it in my mouth. I was really confused and ran away. He must have felt bad, as he came out fully clothed and we didn’t speak of it.

I often think back on that event… and wish I did put his cock in my mouth. I would still love to suck his cock. I imagine me taking his throbbing cock in my little mouth and have him pump his hot cum down my chin.

I’m a 27 year old man and I love fucking women. I love everything about women… but sometimes, every once in a while… I fantasize about sucking cock. I want cock in my mouth, on my lips. I want cum in my mouth and on my face. I know this fantasy comes from my babysitter, because every time I suck a man’s cock, I think of him.

If I could meet him again, maybe I’d get over my need to please other men orally. I don’t know.

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Handjob Confession of a Young Babysitter

Tuesday, July 3rd, 2012

While it has been quite a few years since I babysat for a living, the memories of some of the things I did while babysitting still make me cringe just a little inside. I wasn’t your run of the mill “good girl” and probably wasn’t the best babysitter either. But, I was well liked by the dads, so to speak. I remember having such a crush on older men at the time and many times I was unable to control my flirting. Most of the time, I was simply flirting and had no intention of really going through with anything. However, there was one occasion in which I was taken off-guard by a perfectly willing participant.

I had a couple I babysat for almost every weekend and of course had the biggest crush on the husband. Most of the time he would drive me home after the couple arrived back from wherever they had been. One night, as we were riding in the car, I became bold and put my hand on his leg. At first he seemed a bit shocked but then he pulled the car over and just grinned at me. I was a little nervous because I was really not prepared for what came next, no pun intended.

Looking back on the situation, I don’t think he ever really intended to cheat on his wife, not by his definition anyway. Once the car came to a stop he leaned over and kissed me. Before long he had his hands all over me and we were making out right there on the side of the road! I must have had some idea that this would be “romantic” when I started it but instead I wound up giving my very first handjob, and then it was over as quickly as it started.

Needless to say this is when I realized that playing with fire might in fact get me burned. This was the night I learned to play with boys my own age. After this night I never babysat for that couple again, In fact, this might have been the last time I babysat for anyone!

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