Too quiet for my own good

By nature, I think I'm the quiet, listening type.  Trouble is, this tends to work against me, especially with women. If I see a cute looking girl in my daily wanderings, there's a weird reaction in me that stops me from just walking up and saying hello.  I'm the sort of guy who needs a wingman to give me a shove in the right direction and a thumbs-up.  Oddly enough, once I do start talking, I lose any shyness fairly quickly.  I suppose I need to relearn how to talk to strangers or something like that.  Still, walking behind a nice looking lady isn't all bad, if you know what I mean.