Hey, I used to be a lurker here. Needs final advice now, I guess. I'm 23m and a virgin.

It's a bit hard to explain why. Despite being quite okay looking if not better, having a great job, many friends including women, and being definitely ok at social skills. Combination of being shy, insecure, falling for the wrong girls, and it being easier to avoid the subject than do anything about it. Anyway, I read here for a while, and read Models, and that was enough to convinced me to get going.

So far, once I've started, my experience was amazingly easy and pleasant. I discovered my self-esteem was much stronger than I thought. I had no problems dealing with being rejected. I didn't do any PUA stuff or lines, just talked naturally with some added kino. I dated a few girls and even when it ended, generally I was always quite happy with myself. I even ended up rejecting two girls who were interested, but I didn't like enough. I dreaded having to kiss a girl, but I found it really easy to know when I can kiss her, and I found I easily had the courage to do so. I dreaded kissing itself, but I found it quite natural.

Anyway, so far everything's been going great, and my only complaint is, I have no idea why the fuck I didn't do it for years before. I feel like I missed so much.

So anyway, now I'm dating this girl and it looks good so far. She seems into it, I like her a lot too. She's warm and considerate. Our second date lasted 5.5 hours (!), we've walked on the beach, kissed a lot, had really private conversation and overall had a really lovely time. We didn't want to say goodbye. I'm seeing her again this saturday, and I'm pretty optimistic this is the night of the big one.

My main concern is, well, I'm really wondering whether or not to tell her I'm a virgin.

Why yes? Generally, I prefer telling the truth to lying, I haven't lied to her on anything so far. Also I obviously fear the first time will not be great for her and this can be a reasonable explanation.

Why no? Well, I'm afraid to put extra pressure on her. Also, I don't think it's likely, but I'm afraid of somewhat changing her opinion on me. Thought our meetings, I was confident, assertive, I initiated everything, honestly I'm quite surprised with myself about how well I did – it somehow came naturally. I fear this might somehow break the image I projected.

I thought maybe telling her it's been 'a long time' since I did this, which might explain possible bad performance or anxiety, and not put extra pressure on her.

What do you guys think? What should I do?

Thanks everyone :)

TL;DR - recently started dating, got a good thing going with a girl, was confident so far, wondering whether to tell her I'm a virgin or not.