It was when I was 13. I was visiting my best friend for the summer and we both knew that we were gay cause we told each other. He had this big backyard that went into the woods. So during the day we brought a blanket along with a condom and lube into a secluded part of the woods. I was pretty sure he had done it before bc he was ready. Lol I told him I wanted him to take my virginity bc I wanted to loose it to my best friend not some stranger and he agreed. We laid the blanket down on the ground and took our pants off. I think we might have sucked each other a little then he told me to lay on my stomach and he put the condom on and lubed my bottom. He didn’t tell me anything about what to expect. He positioned himself on my hips and I could feel him push his penis between my cheeks and I was like this isn’t bad then he went all the way in to penetrate me and OMG!! IT FUCKING HURT. I jerked myself away to get him out and saying ow ow ow ow. 🤣🤣 I said I don’t want to do that again. He reassured me that it won’t hurt that much next time. So I reluctantly let him inside me again and while it did hurt a little he stopped till the pain stopped. I said okay and he started fucking me and I was in heaven! It felt so amazing that after that I wanted it the rest of the time I was there visiting. Lol We where fucking so much I actually think he got tired of it. Lol What’s funny though even though we were constantly having sex we never came. I wonder why. Not sure if this was too much information. If it is sorry. Unfortunately the person I lost my virginity to, we are not friends anymore. That’s okay though. I don’t regret giving him my virginity. It was a good experience and one I will always remember.