I was a senior in secondary school, and had been dating my best friend’s younger sister, for a few months.
She was open-minded and we tried most of the activities that typical couples like.
One afternoon, my friend and I were playing xbox, and he started to tell me that he and his sister are very open and share a lot of things most brothers and sisters wouldn’t want to talk about. He told me his sister, often talks about how happy she is dating me, and that we have an awesome sex life. It was a little weird, hearing him say that about his sister and I.
I just, told him it’s cool that they are so close. I got the impression that he wanted me to ask what his sister, likes most in bed, but i ignored that.
After beating around the bush, for a few minutes; he told me she liked anal the most, even though she thought she wouldn’t like it when i asked her if she wanted to try it. I told him that I was glad she liked it.
“She said it was the most amazing sensation, you first put your dick up her ass”, he said, still seeming like he had something on his mind.
He asked if I liked doing her in her ass, I told him i had to admit, being deep in her ass was my favorite too.
After he heard that, he stood up and handed me a bottle of lotion, before i could ask why he just gave it to me, he pulled his shorts and underwear down and got on his hands and knees on the floor, asking me to take it slow, because he was a virgin. If he had brought it up any other time, I would have asked if he was joking and change the topic.
Holding the lotion and seeing his asshole, it was too hard to resist. I took off my jeans and boxers, if I had any second thoughts, my rod would have talked me into it. By the time I was naked, my cock was painfully hard.
As i moved closer in behind him, i began to stroke some lotion onto my erection. Then i rubbed some lotion onto his hole, slowly slipping a finger in, just like i did with his sister. He moaned a little, and i could see he was rock hard too. I began rubbing the head of my dick, in little circles around his opening, by now we were both very excited.
I began to slowly push against his hole, gradually increasing the pressure, I told him i couldn’t believe how tight he was. This made him rock back against my cock, pushing me about two inches into his ass. I stayed still so he could get used to it.
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