First some background: I'm 25, and I've never had sex, never had a girlfriend, I've barely even been on a date before. This is due in large part to my religious upbringing demonizing sexual feelings and not being allowed to date when I was a teenager, which has left me feeling very uncomfortable making the moves on women, but it's also partly due to me not being terribly interested in romance for long stretches of my adult life; for most of college, I just figured I'd start dating once I graduated because I was so busy and didn't want to bother. Since I graduated, I've gone back and forth between having a huge sex drive and desperately wanting a girlfriend, and not caring all that much and continuing to enjoy the single life. Now that I'm considering a gender transition, I'm sort of stuck between a rock and a hard place.
I'd like to have sex as a man at some point before making a decision about transitioning, since I know that HRT can cause problems with penile sexual function, and I'd like to know what I'm potentially giving up. I'd also like to try having a girlfriend as a man, and see how that makes me feel before I decide whether to switch to living as a woman or not. On the other hand, the couple of times I've come close, I've gotten cold feet and backed out because it didn't seem appealing to me at the moment for one reason or another. This has me wondering whether this is something I truly want to do in the first place, or if it's something I'm pursuing because it's a stereotypically male thing that I feel I'm "supposed" to do, and my bursts of high sex drive are some kind of subconcious attempt to defeat my feminine leanings.
I'd still like to have sex before doing a transition, but I'm feeling increasingly scummy about it because it's starting to feel like I'm just doing it to mark it off my checklist instead of doing it with respect and consideration towards the person I'd be dating... plus, I feel like I'm misrepresenting myself by pretending to be a "normal" straight man when that's practically the only thing I feel like I'm definitely not at this point. I really hate the act of trying to get a date, too; besides the baggage I already mentioned, I just don't like going through all the small talk, trying to figure out when and where to ask for more contact info, trying to determine what I actually want out of a partner and if something they mentioned is a deal-breaker or not, etc. Maybe if it's all such a miserable experience, it's just my subconscious telling me that hetero-normative romance isn't my thing, and I should forget it all.
I dunno, I'm kind of just thinking out loud. Anyone else gone through anything similar? Difficulties dating as your pre-transition self? Anxiety over losing sexual function as a result of HRT? Stuff like that?