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Learned this from some source years ago, I would cite it if I could remember.
Walk up to girls you normally would be too shy to speak to. Start a conversation. Do this for two weeks. The difference? For those two weeks talk to these girls with zero intention of asking them out. Because there is no goal other than small-talk you remove a great deal of the pressure you would normally feel to 'work up' to asking them out. If you bomb who cares? You weren't going to get a date anyways. This lets you focus more on quality conversation. Later on when you meet someone you really like the 'talk' will come naturally and you will feel, and be, more confident.
I agree with genuinegirly that you're a lot more likely to find a match while in a group of like-minded people. However, for practice making conversation it's often better with total strangers that you won't have to see over and over again.
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