I can never go for the kiss... I always talk myself out of it. I just don't know when to do it... I hear I should watch for 3 IOI's but then there could be other factors like her friends are near her etc.
I think I chicken out because I'm not very experienced therefore I get nervous for example last night I had a girl sleep over (i know she likes me so it was on) and had the perfect chance to get with her (everything but sex) but I did nothing due to my anxiety that I would suck. It's a catch 22 situation... I'm gonna suck but the only way to get better is to practice it so I have to bite the bullet.

do you still have approch anxiety?
it might be only that you havent been deflected or rejected enough times to know it isnt that bad...
i personaly dont ask "would you like to kiss me?" or do you want to kiss me ,it freaks me out...
i usually try looking her in the eyes and just saying come here one second, she has to understand you mean come here to kiss and she shouldnt think youre gonna tell her a secret or something...she can understand that by kino, and by the way you speak to her a minute before!
i actually yesterday didnt kiss this one girl because of who the people were sitting with us were, and because i was a chickhen...
she was actually playing with my hair for like 5 minutes and she was going deep and grabing it but i dont know what happend to me ,maybe because she already showed me like 5 months ago that she didnt want me...but i was just starting with the game, now i was the best player in the party even though i didnt even kiss!!