So I went out with this cute girl, shes one of those smart girls who are pretty but are very, very shy. We made great conversation and there wasn't a dull moment (all thanks to learning some Pick Up Convo tactics) but they never escalated to something sexual nor emotianal giving me no opportunity to make my move and kiss her for instance. As for Kino, I made light Kino during the beginning like just touching on the arm and Kino prior to what we were talking about (for example, we ended up talking about how she wanted to be a Neuro-Surgeon so I ended up touching the top of her skull as a joke which I don't really remember but it had a connection). When I was waiting with her for the bus (She came an hour bus ride around just to go out with me) she sat parallel to me and her legs were crossed opposite my direction and was barley making eye contact with me (even though I was constantly looking in her eye direction and I felt as if I haven't had any options to escalate and my light Kino wasn't doing any good. She left and I gave her a peck on the cheek and we are suppose to go out again next week. I though this would be easier (Never went out with shy women) but I can't say I failed completely. Any suggestions on how to escalate on my next date with this shy girl?

Hand-hold, try to go in for a kiss, keep escalating. Invite her to a private location if possible.

Play the 5 lies game. I learned it from Style.

Here's how you do it:

You say to her:

"Ok, let's play a game. I ask you 5 question, and on each one you have to lie and not tell the truth. And
if you fail, you have to give me a kiss. Deal?"

There is a trick in the game.

First question: Where are we?

She lies, says something like Antartica.

Second question: What would you buy your boyfriend for a birthday present?

She lies, says something like "Lion urine"

Third question: What would you buy your boyfriend for Valentines day?

She lies again and not you do the trick. You say,

Ok so where was I, how many questions was that?

At this point, she'll say 3, which will be the truth, and she wil lose. And she will have to give
you a kiss.

I've used it on shy girls before, and it really works.

Try it and have fun with it

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Well that was kind of my intention, i did end up taking her to a place less public but still with not many people around. I guess i got used to just game over the phone where time is less assential and there is less pressure. It sounds stupid but maybe I didn't let myself into a more intinimate zone and I preferred to play it safe.

It sounds pretty awesome. I guess I would have to lead to some mild laughing before and more Kino to make it as natural and less awkward as possible.