Account Login
On ThePornDude Hall-of-Fame
Friend’s Sister
I had a friend in high school who had a younger sister who was hot as hell, or at least I thought so. She was very pretty, dark eyed and had long wavy black hair. We flirted a lot at school, and I would spend the night at their house on the weekends sometimes. One night, I got up to go to the bathroom and on my way back, she met me in the hallway. I was wearing nothing but a pair of tightie whities. She was in a long T-shirt and panties. We just stood there looking at one another for a few seconds, then moved in and started kissing. She slipped both hands into my shorts and started juggling my cock and balls. I was rock hard in 5 seconds. I went up under her shirt and down the back of her panties to grab 2 healthy handfuls of ass while she jerked me off, our tongues halfway down one another’s throats. I blew my load all over her hands and the inside of my underwear right there in their hallway where anyone else in the family could have caught us. We went back to our beds and the next morning shared knowing glances at one another during breakfast, everyone else, including my buddy, completely oblivious as to what went on just a few hours before. That was my first hand job, and I wouldn’t lose my virginity for another 4 years.
Apr 13
I found out that my boy and girl cousins, who are siblings, were having sex from my boy cousin when we were looking at online porn vids getting ready to jerk off together. At first I didn't believe him and we jerked off. Then one day my girl cousin joined us and we both took turns doing anal sex to her.
That's so sexy!
I was like fifteen when I went behind my best friend's back and got his very chubby eleven year old sister, that had a crush on me, to let me do anal sex to her on three separate occasions. I sneaked her to our house when my parents were not home and I pretended to agree to be her "secret boyfriend" so she let me do it to her. She just barely tolerated my erection being inside her butthole's grip as I humped her. Each time I completely came inside of her then I felt obligated to have us kiss a while before getting her to leave without us getting caught. She refused to do it again after that third time because she said it hurt her a lot. So we stopped being "secret boyfriend/girlfriend" couple. I was like very, very lucky as hell that she didn't tell on me.
I lost my virginity to my older sister's best friend. It was the summer before I was to start high school. My sister was popular and would be a senior. Her friend had a reputation for being a slut. Over the years, I'd covered for my sister having boys over when mom and dad were away.
My sister arranged for me to have sex with her friend. Thankfully it wasn't a one and done. She made it clear that we were not an item. So we did it a lot that summer for fun.