Same situation here, but what works best for me is being honest. Give it a cute spin though.
Example:
(So we've been talking, been hitting it off)
HB: So, how many girlfriends have you had?
Me: Zilch! Yeah, I was a real shy guy throughout highschool. *Smile, but don't show teeth* (Girls usually will call me out because now I'm very confident, they find it hard to believe)
HB: No way! You're not shy at all!
Now I can either play it as if I actually am, but when I saw her I really wanted to take that risk, like:
Me: I know, I know! Normally I wouldn't even think about doing this sorta thing but I knew I'd smack myself forever if I just let you pass.
(Note: This only works if they're the romantic type in my experience)
Or I can just be straight and say that college gave me a ton of confidence. If you're going to be honest say it with a straight face, usually they'll think it's cute and endearing and whatnot.
The only thing you NEVER want to do is be ashamed of it. If you show you're ashamed of it you're showing them that you have tried and failed, and if you failed with another woman why should she let you succeed?
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