For my SHY brothers...
I used to have this problem with being way too shy with chics... I was real shy. I met some really out going brothas though and that all changed.
We started a game (at Hampton) where if you ran with my crew of fellas, if you started whining and talking about how "dope" or "hot" or "cute" some chic was standing across the room, you was to "get ta steppin'" otherwise somebody else in the crew was going to IMMEDIATELY go tell the chic that you like her and introduce you to her.
It worked like a charm! Soon, I was talking to all kinds of honeys just so my friends would not embarass me hehe.
Try it... and let me know if you get slapped a coupla times to warm you up haha.