Well the answer is easily derived. Shy men are usually thankful to have you approach them. They may be in absolute love or lust with you but feel like it will never happen because they cannot stir up the nerve to approach you.
Just like we sometimes think guys are out of our league, men sometimes feel the same way about us. They are afraid of being ridiculed and rejected. A shy guy may have great fear in approaching a woman.
By approaching him, you take that pressure away. Do it slowly. Strike up a conversation the first time. Invite him for coffee the next, etc.
Try to get him to laugh at a joke. Humor is a great way to break the ice and put him at ease.
Also give him body language signs that you are interested.
I will break this down in to three parts:
1) How to Flirt – You can do more flirting with your eyes than with any other technique. Look at him then look away then look back again. Or stare him right in the eyes and hold his gaze then smile real slow.
Use the quick lip lick. The hair toss. The hair curl around the finger technique.
Try this eyebrow raise. Do a double to really get his attention.
We are all born with the ability to flirt. Look at any two year old and you can see it. We start flirting young then end up feeling guilty out of doing it or warned against doing it because of office politics. You know how. You are simply out of practice. So that is your fun assignment for the day – practice, practice, practice.
2) When to flirt – Flirt when you are truly interested, flirt when you want the other person to feel good, flirt when you are feeling good yourself. There is no hard and fast rule about flirting.

Walk into the situation knowing that you are gorgeous, attractive, fun loving and intelligent. You may end up being the one to ask him out.
A secure and confident woman always looks more attractive and eye-catching. Do whatever it takes to achieve that confident good looking outlook that would be a magnet to men.
1) Take the time to fix yourself up before leaving home.
2) Put on a scent that makes you feel sexy.
3) Dress in a way that makes you feel desirable without exposing too much.
4) Plan topics of conversation ahead of time, if you like.
5) Take beauty classes or etiquette classes if you feel that will help.
6) Develop one area of yourself that you excel at and you will have a topic of conversation that you can talk passionately about. That passion will come through in the flush of your cheeks and the sparkle in your eyes.
2) Put on a scent that makes you feel sexy.
3) Dress in a way that makes you feel desirable without exposing too much.
4) Plan topics of conversation ahead of time, if you like.
5) Take beauty classes or etiquette classes if you feel that will help.
6) Develop one area of yourself that you excel at and you will have a topic of conversation that you can talk passionately about. That passion will come through in the flush of your cheeks and the sparkle in your eyes.
Once he understands that you really like him, Mr. Shy guy may be ready to direct a few interesting suggestions in your direction.
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