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There are a bunch of technical things and routines MM and RSD will tell you but just don't think about it. Just befriend a group of girls, get your buddy into it, tell some kickass funny sarcastic story about your friend being a badass, and then discreetly freeze out his target. She'll look for confirmation and your friend will come in.
Both good advice above, another method I use is to redirect any lifestyle/attraction questions onto my mate. For example:
Her: OMG I'm so into arts, I love films hehehehehe blahdeblah
Me: Oh man I wouldn't know much that kind of thing, <mates name> is amazing with film tho.
^
This is good practice for him as well as it forces him to think on his feet even if he hates the subject at hand.