Shy guys, like shy women...are just insecure about their bodies and their social skills. Make sure you're telling him that he's cute/hot/handsome whatever you like to use, works (but don't say it if you don't mean it) men don't like to be lead on, just like women don't, even if it is an ego stroke. When dealing with the social skills and awkwardness, make sure he's in a familiar environment. Lots of times men who are shy will FREAK out when they're not in something they know. If you take a nerd and put him in a club, he's probably going to act differently, right? Find something you both find familiar and he should relax at least enough so that he can actually talk. Once he's talking just talk to him as if he was a guy you're into (and god knows what that is since I can't read women for sh*t, ahha)...just talk about things he knows and that you want to know more about, if he's happy, then he'll be open to expressing himself
you will scare them away, but not by anything you're doing
just approach and try to make convo on their ground. find something they like or good at
once you get them talking about something they CAN'T be wrong or ridiculed for not being good at, you're in
this is just one way to flirt with them...it's also a great way to figure out what they really like and decide for yourself if it's someone you're really attracted to
You walk casually up to them and smile. Imagine your eyes are like giant flood lights shining right on him and keep your gaze steady. They're usually "busy" fiddling with something, but when they look up at you standing there, waiting patiently, their jaws tend to drop (either mentally or physically). When you have their attention, say "Hi" and ask a simple question or put out your hand to introduce yourself.
I was around a shy guy once who just kept looking at me and shook my hand about five times while we were saying goodbye. It seems awkward, but it's actually sort of cute if you allow yourself to enjoy it instead of feeling critical or equally awkward in that situation.
Make him comfortable take things easy try to understand them listen to their fears their needs make them laugh don't come on too strong or too crazy they would get scared of that
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Just strike up a conversation and introduce yourself. Talk about things that have to relate were you see him. Just be casual about it and become his friend so he feels comfortable around you. If you continue to have conversation's he'll eventually warm up to you and start conversation's with you. Don't worry about scaring a shy guy away, Most will like it if a girl approached them and take it as a compliment.
maybe you need to start talking about normal stuff not flirt with them out of the blue so after talking you would know a little about them
i don't think you would need to do allot of flirting, just giving them attention and smiling might be enough.
Be comfortable. After all, it's only awkward if you make it awkward.
I have my facade of shyness to keep people at bay :P
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