How to flirt with a shy coworker?

So there is a guy at work that I'm close friends with and I like him a lot. He is a little shy and in general he's pretty nonsexual.

How can I flirt with him and get him to start thinking of me as more of a sexual girl rather than a friend/coworker? I'm pretty good friends with him so I'm not shy about bringing up most topics, but I still need to keep things slightly appropriate because we're at work.

How to flirt with a shy coworker?
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