Hi AK. Welcome to PC.

I can sympathize a lot with your position. Though I'm eleven years younger than you, I'm in the same boat, with much the same feelings on the matter. I don't cry myself to sleep as you do, but I do completely understand your dislike of seeing couples out in public. There's nothing on God's green earth I envy more, to be quite honest.

But at the same time, you can't let yourself fall to the trap of envy, you know? It isn't productive in any way, and indeed only really serves to hold you back. Realistically speaking, there's really no shame in being a virgin either. Yes, there's a great deal of societal pressure to punch the v-card, especially for males, but it is not some type of grand failure to have not done so. It is certainly not impossible for you at this stage in your life, and I don't quite think there's a point where you should simply give up. Just try to relax a little regarding it...easier said than done, I know, but generally speaking, I find things tend to happen all in due time.

As far as bringing it up, you have, perhaps, more experience in broaching the subject than I do, as you have according to your post brought it up before. The thing you need to be careful to avoid is sounding like you're interested more in sex than you are her, which (respectfully) sounds like it could be a possibility that you're accidentally communicating based on the way you phrase number 2 in your list. While I do agree with the idea, the phrasing perhaps could be a turn off, as it could imply an undue obligation or responsibility on her part. In all, I think you have the idea correct. It's just a matter of communicating it without muddling your message.

Ultimately, try not to allow envy to fester into bitterness, as that is one of the most self defeating things you could allow to happen to yourself. Try to let go of whatever shame you're feeling about it...there is nothing to be ashamed of. Things, I believe, will come when they will come. Until then, focus on meeting the right girl and working on a relationship with her. The rest will happen naturally.

My best and hugs,
Harley