So I went on a date with someone I met on okcupid yesterday. It went pretty well, but I was unable to escalate to kissing for anxiety reasons even though I'm pretty sure she wanted me to. She gave me a hug at the train station. The thing is, I've never had a sober sexual experience of any kind. Should I just call her and tell her that, or try to play off the last 20 minutes of physical awkwardness as "oh, I met you on the internet, not totally sure of protocol".

Don't even address it, just plan another get together with her and relax about kino, it's natural man, don't let it become more than what it is in your mind.

If she's isn't ok out with what went down she'll probably just be 'busy' when you try and make future plans with her. If this happens don't sweat it and move on, but don't assume she's weirded out by what went down.

You might be right, but I'm not sure if I'll be able to go in for a kiss or more on a future date with her or anyone else if I'm not some kind of intoxicated, and I don't want to get a reputation around my school as being afraid of women. She goes to a different school, so no harm done if I "confess" and she's weirded out or wants to gossip or something.

Why exactly? What is this overpowering apprehension you have about kissing a woman? Isn't it something you like to do?

If you want to discuss it with her you can, but my guess is it will lower her attraction for you, in fact what happened might actually have helped your chances with her, let me explain:

When I was younger and worse with women, I still managed to find myself in opportunities. Two woman I dated for almost a year a piece told me the exact same thing later on in our relationships, it was something in regard to our first dates. Brunette and I were in her car outside my place after a pretty fun first date, she's looking at me waiting for me to make a move (I had no idea, like I said, worse with women) I wait for a few moments and then say goodbye and step out of the car.

Second girl was a blond, after a nice dinner where we decided to hit up a second venue for drinks and some pool because things were going so well, I drove her back to her house. I get out of the car and walk her up to her front door... and leave without kissing her.

Later on in the respective relationships, both girls admitted to me they were confused as hell when I didn't kiss them on our first dates. Things were going so well, they definitely wanted to be kissed, and when I didn't it sent them both into analyzing why I didn't kiss them. Now, women being women, they both concluded that maybe I wasn't as interested (insecurities are funny, both women were smoking hot) as they'd assumed. It got them thinking about me, feeling like they were the ones pursuing instead of the other way around.

This serves as a nice example of how incredibly powerful being unpredictable can be, once a woman who is used to getting physical intimacy on her terms is faced with not getting it, it can really stir up all kinds of feelings in her. Whenever you're making her feel something (other than disgust, but even that can be a good thing if she's already attracted) you're reinforcing the bond between you. A man's connection to a woman is founded on the emotional experiences she associates with him.

Bottom line: Don't bail her out by explaining that you have major anxiety with physical intimacy. This is going to communicate that you aren't successful with women, which is going to turn her off in a hurry. Chicks don't want a project, they want a confident experienced man that will make them cum, lots.

Also, the more you think about your anxiety with this the harder it will be to move past it. By bringing it up with her, or 'confessing' or whatever, you're making the issue larger. Whenever you bring something out of the past and into the present you're increasing it's importance, and making it harder to forget, for you and for her.

My two cents.