Where it happened: baby sitting
Langauge: english
Sex: Female
Rating: 5
Category: Straight
I have to go back a few years from now to tell you that I was at an out of town football game and on a school bus heading back to our town. Mu boyfriend at the time was rubbing me through my panties and begging me to have sex with him. I kept refusing and he said that Mary, my close friend was having sex with her boy friend. I asked him how he knew that and he said that her boyfriend told him.
All boys talk you know, he said. Well I knew instantly that I wasn’t going to have sex with some one near my age and have it told all over school.
The summer before I was to start the eighth grade, I was sunning in my back yard with a string bikini that my Mom had bought me for that purpose—I was not to wear it to the public pool—too small—shows too much girl. My breasts were 34B and my butt was showing too much with the small front and back patches and strings tied on the side.
My next door neighbor’s son was home from college having just finished his sophmore year in college. He saw me from his upstairs bedroom window and called out the window and asked if I would like to come over and swim in their pool. My Mom and Dad were at work and when a hunk like him invites you for a swim—you go for it.
We were playing, sort of scuffling, and one of my strings came untied. I didn’t realize it until my bottom part slipped down on my legs. I was horrified, standing there with my red haired bush showing. I started apologizing–actually I was scared stiff at what was happening. He said: relax, I’ve seen women before, just never a “red headed one”. I started pulling my bottom back up and he came over and offered to tie it for me. Like a dummy, I let him. Well one thing let to another and we wound up in the pool house. I told him that I was only fourteen years old and had never done anything before. He said that you look as though you could be eighteen or nineteen—your body is terrific. What more could a girl ask for—flattery got him my virginity. He was real easy with me as he obviously had experienc and knew what he was doing.
By the time he got betwee my legs I was as wet as possible after he kissed my pussy and fingered me up to this stage.
He had me pull my knees up to my shoulders and spread my legs so that could get straight in—rubbed his cock on my slit and eased it into my opening real slow and the gradually started in and out, a little bit at at a time. He took several minutes to get it all in. I don’t know how long it was but it was at the bottom or top or what ever you call it and gosh—it felt great–I had my first orgasm with man’s cock in me. I decided that day that I would I would never fuck any one that wasn’t a few years older than me because of their experience. I didn’t want a kid running and telling that he’d fucked me. We got together several more time that summer. He was always prepared, condums and gentleness!! I thoroughly enjoyed my first partner. I was well schooled on sex.
My next time was with the father of a little girl that I was babysitting. I had been recommended to the little girl’s mother by another family that I sat for. I always dressed light the typical teenager, short skirt, snug top but I didn’t do anything provocative when Mommas were around but I’d “accidently” show a leg or clevage when the Daddy was looking. This particular night, the parents had returned home from dinner and a movie, the little girl was in bed, the Momma went to check on her and the Daddy said that he’d drive me home. I squatted down to pick up a toy that was on the floor, showing him my crotch.
When we were getting in the car, I told him that I saw him looking when I was getting the toy and asked him if he liked what he saw. He was dumbfounded but said yes he did.
Want to see more, I asked him and got another yes. I scooted over next to him and put my hand on his cock that was rapidly getting crowded in his trousers. He pulled over into an all-night sore parking lot, unzipped his pants and released a magnificant cock. I immediately went down on him, took the head in my mouth, closed my lips tightly around it, started jacking him while twirling my tongue around it. Didn’t take him long to unload.
I moved back over, turned sideways and let eat me and then fuck me. He was caucious at first and then when I handed him a condom he could hardly control himself. He was a good fuck and brought me to a good orgasm.
When he got me home He paid me for the babysitting and gave me a twenty dollar tip!
I continue sitting for this family two or three times a month and get the same ride home each time.
I’ll tell you more about my sexual encounters in later entries.
By the way, did I tell you that he was thirty-six years old? Twent-one years older than me.
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