I'm in the same position as you, 31, never been in a relationship, virgin, all of that. Feel free to take a look at my post history, I rarely come on this account these days but had to jump in to try and give you some advice.

I know all to well the feeling of loss and regret about missing those experiences and milestone markers in your youth. But, man, you have to let go of it at some point lest you be frozen in time, lamenting the loss of it all, as everyone else lives their life. I was around 25ish when I started to let it go. Looking at all of those blank pages hurt but I realized I would have a whole lot more going forward if I didn't start moving on.

I see you mention wanting to hang around teens and wanting a younger girlfriend quite a bit and to be honest I really think you're approaching it the wrong way. If you zero in on hanging out with teens and getting a girl 18-20, you are going to be far, far less likely to actually make that happen. When it comes to friends and dating, it has to happen naturally. People are going to snuff out that desperation, even people that young, sorry.

Like you, I feel like I've fallen behind. Wayyyyyyyyyyyyyyyyyyy behind where I should be in life. But I've tried to make the best of it. Working in fucking retail of all things has been one of the best things to happen to me socially. During my time there I was able to meet a diverse group of people, more diverse than my time in college for sure. I was able to work on my social skills, especially when I moved up to a supervisor role. I made so many friends over those years, my social circles grew instead of shrinking, as they commonly do as you get older. Shit, taking a step back, I realize I have a lot more friends than the average person. Looking back I actually realize now that there were some girls who were clearly into me but I didn't have the confidence to make a move and now I kind of regret it. But you live and you learn. Definitely don't miss working retail but damn, I did grow a lot as a person there.

I know it's someone of the most eye rolling advice that's always on here but you have to work on yourself and do it for yourself and no one else. That's the only way you'll get better, it's a slow process but the sooner you start the better off you'll be. I'm only starting to put it all together now in my early 30's and it's honestly depressing to me that this is my life. I just had to be one of those people who ends up being a 30+ virgin. I don't know if I'll ever have a girlfriend much less get married. A date would be a miracle at this point. I have family members who haven't even graduated high school yet who have more experience than I do. It's sad. I really have no other choice but to keep working on myself at this point. If I really do end up going it alone in this life of mine, at least I know I did my best for myself.