Let’s call my best friend Jemma and her brother, Karl. Jemma has been helping me be more sexual and more outgoing. I did a post on how she helped me get comfortable being naked around others. Her brother would help out and be one of the first people I did stuff with to become more outgoing.
Jemma’s plan from the beginning was to hopefully have her brother take my virginity. While she helped me become more outgoing and got me to use sex toys, she made sure not to do anything that would enter my pussy or ass, so I would be as tight as possible.
At one point of Jemma helping me become more outgoing we decided to make it so I wasn’t a virgin anymore. As you can tell by the title, Karl was the person that I decided to let take my virginity. We did stuff in the past but didn’t have sex, I gave him a bj and a handjob, he ate my pussy and played with my boobs and spanked me. I stripped down and layed down on the bed and rubbed my pussy a bit while Karl stripped down and once he stripped he entered his cock inside my pussy slowly and slowly went back and forth and slowly picked up the pace. He gropped my boobs and we changed positions every now and then. He ended up cumming in my pussy (we didn’t use a condom). After a bit of a break, he put lube on his dick and fucked my ass doggystyle, it hurt but also felt good. He cummed in my ass. Just like whenever I did something outgoing, we recorded it and took photos, and no I won’t share them.