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Posts Tagged ‘naughty babysitter’

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.

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!