Caring and sharing- your first sexual encounters

I was 19 and so was he. We were 'just friends', and we decided to 'lose it' with each other.
 
My very first sexual experience was in my girlfriend's dorm room. We'd decided not to have sex at that point...maybe until marriage. We were sleeping in her loft...spooning with me behind her. I was just wearing boxers and she had on some shorts and a tshirt. We were both fast asleep when I suddenly woke up. I had the sensation that I was grinding my cock into her ass as I awoke. It was only a second later as I had an orgasm better than any my hand had ever given me. That was the first of many time throughout my life that I either woke up in the middle of, or was told after the fact, of doing something sexual in my sleep.
 
My best friend's hot sister in high school. Sadly, there had to be a lot of wine involved in an unsupervised house party for her to take me to her bedroom and it never repeated but we talked about it afterwards. It was a gentle experience for us both and very pleasurable.
 
Back
Top