The only girls I've dated were either friends of friends, or people I met through the Internet (or both)...both situations make the whole ordeal a whole lot easier.
Of course, there's still the awkward "Oh, thought you should know, I like like you." parts, and the parts where it doesn't quite work out...but they're a lot easier than they seem once you get there.
Plus, even if it doesn't work out, it's a good learning experience for the future.
I have no idea how it works for females though, like how much it's different, or whatever.
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I'll brave the storm to come, for it surely looks like rain...