A shy guy who likes a girl, but is not that shy wants to ask you out act like?

"Shy" is really not an accurate way of labeling someone.

He may be a quiet person in general. If this is the case, he may not get so nervous talking to you, but he doesn't talk a lot.

He may not be a confident guy when it comes to girls. He may of been rejected by a girl previously, and thusly he gets nervous around girls and extremely nervous around a girl he likes.

It may be easier if you have some behavior examples of what he is doing.

Well anyways, being a more quiet guy (and not exactly shy...) I'd first try to find out what the girl is like first.
Observing how she acts to people, seeing how she reacts to me being around, asking (or listening) for people's opinions about the person, etc.

I'd try to find a way to introduce myself. If the person is friendly, then I try to have some kind of conversation. (I'm not one to flirt though...)
If I get the impression that the person is friendly to me, then I'd try talking to them again. (Like a day later.)
If I think they were just being polite then I would wait a few days. Although after a few attempts at conversation where I feel they are not interested I will stop.

If after a few conversations where I think they may like me, then I would ask if they would want to hang out. (Usually this means inviting them to something I'm doing with my friends.)

However, I'm a bit more gun-shy than he may be. (I not exactly that confident so I usually assume that people are not interested...)

At any rate, if you like him than try approaching him to talk. The thing is about shy guys is that we tend to try to be friends first. (Which can mess us up, but we do it anyways...) So try being his friend. (Although you may want to try for a more 'flirty friend'.)
You could also 'kiddingly' ask how come he never wants to hang out with you...(assuming you don't.)
You could also drop hints about activities that you like.

For instance, I found out that one girl I was interested in like a certain band so I bought two tickets to the concert. Although before I asked if she wanted to go I found out she already had a boyfriend. (D'oh...)

Anyways, the point is that while you could ask him out, you also have the option of making it easier for him to ask you out. (If he knows what he could ask you out to do that you'd already be interested in, then he may think that you'd probably say yes...)

Hey shy guy,
Use your confidence to your advantage! if you like her try approaching her a couple of times. Play it cool and see how she reacts. If she's interested she'll start to approach you. Hope I helped :)


Good Luck,
Cute_poisonxxx