First experiences

Transitioned from a girl to a woman underneath my fifteen year old brother when I was almost eleven. Our parents never found out how active we were up until I had my first period. He and I don't recall or talk about it as adults. No regrets though. 

I was 11 and on vacation in Mexico with most of my family. I went to a baseball game with one of my uncles and another boy a year older than me that became one of my friends while I was staying there. After getting some snacks, he asked me if I was bored and we could hang out at the park nearby. I definitely was so I agreed and we left. On our walk our conversations switched from sports to sex. We talked about how he would steal his dads magazines and watch porn when he wasnt around and how good it felt to masturbate. He then brought up the fact he keeps a porn stash and vaseline in an abandoned truck somewhere near the park where he jerks off and no one can see him and if id wanna see his stash. I got hard from our convo so I quickly agreed. We got to the truck and there were tons of magazines in there. We didnt hesitate and took off our clothes when we got there. His cock was the first Id seen in person that wasnt mine. His was a bit longer than mine but mine was definitely fatter. He gasped, "Wow you got a fat cock!" We started jerking off for a bit before he made a suggestion. "Why dont we do what they do in the magazine? We can take turns being the guy and the girl" Im usually kinda shy but I was so hot and turned on at what we were doing. The truck was in a field and nobody could see us but I still felt like the world was watching and it was such a turn on jerking off outside in public. We made out at first before we got to touching each other dicks. "You should be the girl first, you have a nice ass and Ive been wanting you since we were watching the game." I obeyed and bent over. I could feel his fingers rubbing vaseline all over my ass when I felt a nice sensation in my ass. He was fingering me and it felt so fucking good. I was mesmerized by how it felt to be fucked by his fingers. I begged him to fuck me. After a short struggle, I felt what I was craving. His cock was in and I could every stroke. He was going slow and the rhythm wasnt perfect but it was perfect for an anal virgin like me. He kept going and it kept going in deeper. Omg did it feel good to submit and be his girl. I was moaning loud af with every stroke when he slid it out and blasted me with several ropes. I bent him over and I was more rough. I used a lot of vaseline and I slid it in all the way. I was horny and wanted to fuck so bad. The way he took it made me realize this is not his first rodeo. I got on top of him and mounted him so he could feel our bodies close together and my cock deep in his round ass. I kept pounding away untill I couldnt take it. I slid it out and returned the favor, blasting him with as much as I could. After we got done he said he had fun and we should do it again. Sadly, I never got to see him again before I had to leave but man does he pop up in my brain from time to time.

My first was with an adult male when I was still a child too.

Gave my first time to my older teenaged boy cousin when I was around eleven and couldn't get pregnant by him but by the third time I definitely realized it was all centered around only his pleasure and I threatened to tell on him and it all anruptly stopped.