My older step sister is like this cute little 60’s hippie. She is skinny with short black hair cut like a boy with streaks of color and beads. She usually wears these wireframe glasses that kind of make her a little older. Even though she is my sister I kind of have a thing for her.
We were on a family vacation at the beach and our parents had gotten us our own room, but connecting with theirs. One of the nights when our parents were asleep my sister got in the bed with me. She asked me if I wanted to try doing it with her. I said I wanted to but was afraid she might get pregnant.
She said it would be ok, we would just see what it was like then she would jack me off if I wanted. We pulled off our boxers and tee shirts and she told me she wanted to get on top it would go in easier that way. My sister straddled me then spread open her pussy lips and held my cock between them. It slipped out between her fingers a few times then there was this wonderful warm and wet squeezing and I popped in. She giggled and we looked down, watching about half my cock slide up her pussy.
I asked her if it hurt and she said no it made her have this warm full feeling. I held her waist and lifted up a little, the rest of my cock went in and the tip was squished against the back of her pussy. She said it was a little uncomfortable that deep and lifted up. We both kept looking down while she rode up and down watching my cock getting all wet.
I told her that felt really good but she better get up. She said it was ok she wanted me to squirt it inside her. She opened her knees wider and said to put it all the way in again. When I bottomed out I let go several huge blasts of cum. She laughed kind of loudly and said she felt it.
We saw our parents light come on, she quickly rolled off me and got back in her bed with the covers up. My Mom said we needed to be quiet now, then closed the door part way. My sister still giggling said my cum was leaking out all over her legs.
Lucky she did not get pregnant.