Where it happened: a girls house
Langauge: English
Sex: Male
Rating: 5
Category: Straight
When I was 13 there was a guy at our school, Mark, who was more developed than most of us guys. He seemed to have every girl in the school under his command (the slutty ones mostly).
One day I was talking to him after sports practice and the conversation turned to girls.
He asked me if I’d fucked a girl and I told him no.
Then he asked me which girl I liked. I told him I liked Mandy who was pretty but quiet.
I didn’t think much more about it until a few days later Mark told me he could arrange for me to get together with Mandy after school, but it would cost me $20!
That night I raided my piggy bank and found $15 then I asked my father for $5 to go to the movies with my friends after school.
Next day I told Mark I would pay him when the deal had gone through. He told me to meet him by the school gates after school.
After school I saw Mark with a girl by the gates, it wasn’t Mandy but a girl called Gillian. She looked at me and smiled when I went over. At first I thought the deal must have fallen through but then Mark took me aside and said “have you got the money?” I handed him the $20 and he took $10 and gave Gillian the other $10. “Just go with her” her told me.
Gillian and I walked nervously to her house. Her parents weren’t home so went up to her room.
“So do you wanna kiss” she asked “Ok” I said.
She was a lot taller than me so we sat on her bed.
We were both nervous but Gillian kept things moving (I guess she knew what she was there for). Soon I was fingering her pussy underneath her school kilt and she opened her top and took off her bra. She had small tits and wide hips. Her pussy had a bit of hair at the top but just looked like a fleshy slit .
Then Gillian said “Mark gave me this condom for you” I rolled it onto my cock and she lay back with her legs spread.
Our first few attempts at penetration were unsuccessful so she spat on her fingers and put the spit on my cock. This time my cock eased through her pussy lips. My god it felt great, her twat was so tight I could only get my cock about halfway in. A couple of times she jumped in pain as I tried to thrust into her but eventually we found a rhythm. I distinctly remember her bed creaking and a sloppy squishing sound as I fucked her.
I orgasmed pretty quickly.
She was my first girl, I asked her out but she said no.
I wasn’t really attracted to her anyway.
I suppose she was my first (and only) prostitute in a way.
I often wonder what happened to Gillian.
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