I used to be shy and reserved. Fortunately, chicks always made the first move on me so my shyness didn’t hinder getting laid. I used to play in several hard rock bands and part of being in a band is selling the band to chicks. In between sets, we’d flirt with every single chick in the bar and get them to come to our next gig(s). When you’re in a band, if you can bring the girls in, the guys will follow. If the bar is packed, then you’ll get more gigs and exposure.
That made it easy for me to break out of my “shyness shell” and since then, I’m “Nada Shy Guy”.