I'm a bit confused. I've slept with both men and women, but a woman was my first and I considered myself a lesbian for the longest time. So I guess I'll use my first experience with a guy?
I was 16 and had this friend who would come over to my house a lot. We'd watch movies and cook together, and it was never really physical aside from goodbye hugs whenever he had to go home. I guess he flirted at me a lot, but I was completely oblivious and uninterested even though my girlfriend at the time was okay with me experimenting sexually. One night--and he has since admitted that this was intentional--he stayed a lot later than usual and missed the last bus home. My mom didn't want to drive him, so she said he could spend the night. I, being the most naive mother fucker on the planet, said, "I don't like making my friends sleep on the couch, come sleep in my bed with me and my girlfriend". There was no intention of even cuddling from my end. However, after we had all settled in and my mom went to bed, he did his thing and started cuddling me, then started touching me, and then started kissing my neck. At that point I made him stop, but you know teenage girls; I was already wet and kind of really wanted him to continue. So, we ended up having a threesome with my girlfriend where her and I ate each other out while he basically just sat there and jerked off while fingering me. It was nice, but after my girlfriend fell asleep, we ended up having sex and it was...not what I expected? It felt better than I had thought, but I was extremely awkward and stiff as a board, so I didn't really enjoy it and didn't sleep at all afterwards. I enjoyed the cuddles! I also enjoyed that he volunteered to make breakfast and coffee in the morning. But at the time, my opinion was that I'd rather just do my girlfriend instead.
Her and I broke up a year later, and I am going to be marrying this man next month.
