I'm 35, male, straight, intelligent, not unattractive, introverted, Aspergerish (not diagnosed), wealthy (I'm stating this not because it's really relevant, but to remind everyone that it's not). Generally confident, though when things are stacked too heavily against me I lose my confidence; and also, I'm always trying to be humble, which often conflicts with seeming confident.
I have never engaged in sexual intercourse.
I can think of multiple reasons why that is. When I was young, I had unhealthy notions about sex, thought of it as something dirty that I shouldn't involve myself with. I snapped out of it eventually, but by the time I was more open to pursuing a relationship, I was behind in the relevant development.
In most of the years since then I've focused on my career, and objectively speaking I've got that part of my life covered; but it didn't offer many opportunities to meet women.
In what little time I did dedicate to pursuing a relationship, not much came of it, partly because I lack the procedural knowledge on how to start a relationship. I believe that most of my best qualities can only be appreciated after getting to know me, which can be a problem if based on first impressions I'm never given the chance.
Obviously, I'm not happy with this state of affairs. There's a physical sexual urge, of course. And going forward, I wish to form a long-term relationship and start a family.
But at the moment, what bothers me most of all is how the very fact I am a 35 year old virgin makes me feel about myself.
There's a stigma against virgins, and while I very rarely encounter it, when I do it hurts and stays with me for a long time (case in point, I vividly remember a minor incident from 3 years ago). Sometimes people deduce from my demeanor that I am a virgin, and make snide remarks to that effect. And it bothers me that they're right. I feel like I'm a walking cliche and worth less as a person. I imagine that even if I weren't a virgin, I would still seem that way to some - and in that case I would really like to be able to say, to myself and them, "haha, joke's on you. I'm not a virgin."
Furthermore, it seems being a virgin can hinder my attempts at relationships. Potential partners, once they learn of my status, might conclude that there's something very wrong with me, and that I'm less valuable and desirable. Regardless of what they think, my concern that they might think this - and that they might be right - hurts my confidence, which itself makes me less eager to pursue a relationship, and less attractive when I do. There's also the matter that if I ever do get into an intimate situation, I might be expected to know WTF I'm doing, mechanically speaking, when I really don't.
Needless to say, the longer this goes on, the greater the problem becomes. But recent events have really driven the point home for me.
There's a girl at work whom I've known for a few years. Recently I've asked her out, and she agreed. The fact we've known each other previously made things easier, because I could just circumvent the whole problem of first impressions. And it seemed promising, because if she wants to go on a date based on several years of knowing me, chances are she'll want more than one.
And things were going well... For a while. She ended things, mostly because she realized she was mutually attracted to someone else from work (whom we've also both known for a few years) and preferred to be with him. Can't really blame her - I must say he seems like a better fit for her than me.
For me it was devastating. To be completely honest, I was hoping that even if the relationship did end, it would be only after we've had sexual intercourse at least once. I imagined what it would have been like to do that - not in the physical sense (though I'm sure that would be great as well), but in the sense of how it would make me feel about myself. To know that I am capable of doing that. That I am desirable. That I'm not doomed to die a virgin, and I no longer have to carry the label. That even if this relationship didn't work, I can now approach relationships with new-found confidence.
But that didn't happen, and now I'm back to square one. I feel like I've missed my one chance to break the cycle, and who knows if such an opportunity will ever present itself again in my lifetime. This makes me despondent, frustrated and depressed - even more so since I know I was so close, and that if the timing was slightly different, my life could have been significantly and permanently altered for the better.
It's been a few months now. She and I were friends before all that, and we're still friends now, even closer than before... But when I see her (and also whenever I think about relationships), all these emotions rise to the surface. It's difficult. I now understand why people don't usually stay friends after a breakup.
So that's my story. I'll be happy for any concrete advice, as well as help in coping with my situation.