I lost my virginity when I was 24. Long story, short I was raised in a religious cult that taught that sex outside of marriage was wrong and it took me forever to let go of that idea. So at 23 I moved to a new city for graduate school and started dating like crazy. At one point, I told all 3 of the guys I was dating that I was a virgin and wanted to have sex and one by one, all 3 of them declined. I think they were afraid I would be clingy after and it's really their loss because I really just wanted to experience sex and be done with them. I was pretty chubby at the time but not in bad way, just a young woman way. I think it made me look younger and more naive than I was. Anyway, I started getting off on my own and trying to use small dildos on myself just so I could experience what different orgasms were like. I told myself the next time I found someone I was attracted to that I was going to figure out a way to seal the deal. Over time, I developed a crush on a friend from grad school who looked like Brad Pitt. I'm biracial, but most people assume I'm Asian, I had not dated anyone like him and assumed I wasn't his type. One night we went out with a group of friends and I felt like he was flirting with me so I leaned into it. He lived in an apartment half and block from me and after our friends dropped us off he made what I now know was an excuse to come upstairs (his shower broke and could he please use mine before heading home..lol). We started talking about different things, including my racial identity (and everyone mistaking me for being Asian). We started making out and I made the conscious decision not to tell him it was my first time. He went down on me (one of the few guys I've been with who is actually good at that) and put a condom on. I was SO wet... even so he had such a hard time getting inside it took about 10 minutes for him to get fully in and when he made it halfway he kissed me, smiled and looked in my eyes and asked "Are you sure you're not Asian"? We both laughed. When he finally got all the way in, he came after 3 strokes and was really embarrassed about it. He wanted to do it again, I am guessing to redeem himself. I wasn't into doing it again, though. Already off to more adventures.

Also: in a hilarious twist of fate: in the years since the first time I had sex, all three of these guys who were afraid to take my virginity tried to fuck me and I was able to turn each of them down :-)