How would I let him know that I'm interested?

I seriously doubt any man over the age of 21 thinks any woman is "cheap", so get over that idea. Because of how screwed up the world is and its emasculating effort on most men, you can forget about him asking you out on his own - you need a wing-girl or friend to get this guy to approach you for more then just cookies and milk.


Cheers

I remember a time when I was shy, and I can still sit here and count the number of men I've let slip by because I was too afraid of what they would think - if they knew. Imagine yourself in 5 years, if you never took that chance, then decide if it's worth the regret.

Now that the "freak out" is out of the way. Have you spoken to him, got to know what his likes are, his favorite food etc? If you're simply walking by him with a quick smile and walking away - that won't work. Start with just talking, look straight into his eyes, it' s tough the first time, but keep going at it. If you can touch his wrist or elbow, do it while pointing out to something. Both the touch and the look will make him comfortable around you, Now that you have some physical touch between yourselves, tell him that you are happy/glad you've met him and it would be great to hang out sometime (no pressure).

If he still doesn't ask you out, you'll have to step out of shyness and just ask yourself. Today it's healthy for women to initiate a date - I do it all the time.

Often times, to get a guy to ask me out or to find out if he's interested, I laugh and smile a lot and just be myself. I make sure to bring attention to certain areas of my body that he'll have to take notice, If I'm standing I will kick one of my legs back slowly to adjust a sandal strap, run my finger over the skin showing above my cleavage, etc. Then, I go in for the kill and start with something innocent, like my hands are cold, which is often the case, and I show them off - he usually puts his hands on them to feel for himself, and then it's basically a home-run from there.

Use your assets, it's easier for shy women to speak body language sometimes.