It would be crossing the line if you attempt to "flirt" with him while he has a girlfriend. But if you just want to let him know that you might be interested in him if things with his girl don't work out--just smile at him, laugh at his jokes, etc. I'd suggest you don't get into the playful touching/teasing stuff, because that can create a lot of sexual tension.
I'm not sure what you mean by "crossing the line," but if a girl I like has a boyfriend, I don't flirt with her period. I remain her friend, and if she becomes available, I'd flirt with her when I think she's emotionally ready to handle it. That's my "line"; I'm not saying it should be yours. What I suggested above though, is as far as I think things should be taken when the object of a crush is currently in a relationship. Best of luck.
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