Where it happened: Bed
Langauge: English
Sex: Female
Rating: 6
Category: Straight
Frankie was a boy who I really had a crush on while I was in school but I never spoke to him at all so it didnt go anywhere. I told my friends that I really liked him and one of them then must have told him.
To my surprise one day he phoned my house and asked me if Id like to go out with him to the pictures. I met him there and then we sat down at the back and then as soon as the lights went out we started kissing and he began to feel me up. I didnt stop him. He was much older than me and I didnt want for him to think I was a prude.
Then when it was over he walked me home but then not far from where I lived we went into some bushes behind my school and then began to kiss and make out. I was hot for him. I was really getting all worked up and soaking wet and he asked me if Id like to have a root. It was obvious I was a virgin and I told him that I wanted to wait till I was married.
He tried a few times before finally I told him that I needed to go home. I could tell that he was disappointed and didnt even kiss me when he took me to the gate and I wondered if he would ask me out again but I really didnt want for him to think that I was easy.
A month passed. Frankie didn’t phone or ask me out or talk to me again and then one Saturday when I was at home by myself and my mother was at work I was masturbating in my bed as I thought of what it might be like to be with him and feel his dick inside me. I was horny and then quite suddenly my pride all went out the door and I found myself on the phone trying to get a hold of him.
His mother answered and I asked if he was there and when he got on the phone I asked what he was doing and I told him I was by myself and my mother was at work and he suggested he could come and see me if I wanted. I said okay.
I was wearing my pajamas when he arrived and we ended up going straight into my bedroom and started kissing.
It didnt take him long to have me naked and then he took his cock out. He hadnt even taken off his pants! His cock was really really stiff and I wondered if it might be way to large?
I lay there as he began to put it in between my lips. My hole was far too small. He used his cock to tease my clit and then as I began responding with my hips I felt his cock go in me just and inch. I gasped! The twitch of pain! I felt it going in me and then we had a root.
A moment later it was over. It had hurt and he was lying there beside me on my bed as his cock began to shrivel and get small! I could hardly believe that this was all there was to it! It was over and I didnt like the way it felt and I was bleeding from where he broke my hymen.
I saw him out the door. He really thought I liked it. Now I didnt really like him much at all!
It took another year before it happened again. Sadly he was married. I used to babysit their kids and he and I would talk as he would drive me home and then we started getting kind of friendly with one another and I felt that I could share my deepest secret with him.
I told him of the root I had with Frankie and how he got me naked on the bed and rubbed his cock against my clitoris and got me so worked up I couldnt stop him. He told me of the first root that he had and once where he had been seduced and had done it with his best friends older sister. She had been married just two months when she had fucked him.
He parked the car. I was intrigued, perhaps infatuated by the circumstances that might happen. He asked if I had liked the root I had with Frankie. I told him no. I told him it had hurt and it was over in a minute. He said it should have taken twenty minutes and that having an orgasm with a mans cock inside her was incredible for most women!
He had his arm around me. I knew that it would happen! He rubbed my thigh and then began to feel my mick and marvelled that I had gotten myself so wet! No other words were spoken as he then took off my panties. His cock was enormous and really stiff and so much bigger than the one that Frankie had.
It was awkward trying just the best we could to lie down on the seat of his car and I found myself now as anxious as he was to feel his cock go in me! I was on top of him with my legs now straddling him and his cock began to rub inside my lips. I gasped! I liked the way it made me feel and then a moment later I felt it going in. I heard him gasp. He said that it had been a long time since he had had a girl this tight! His cock then all went in me! I thought Id gone to heaven as I felt myself react!
We rooted. I realized that a girl could orgasm several times as it was happening and by the time that he was done with me we both were overwhelmed by what had happened! I wanted him to root me every time that I came over and made him promise! He agreed though it only ever happened just that once. He felt bad for having cheated on his wife and I was never asked to babysit for them again.
Thats the story of my first time(s) and how at sixteen years of age I found myself to be a woman!
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