Paying someone a sincere compliment is a regular part of flirting. After all, who doesn’t like to hear that they’re enchanting or that they’re the only cactus in your garden? However, most men go straight for complimenting a woman’s looks. 9 times out of 10, this is a mistake. Under the best of circumstances, complimenting someone’s looks is both boring and unoriginal. You’re almost never the first person to suggest that maybe she could be a model or how great her legs look or her boobs. Even “you’re hot” is lame – inoffensive, relatively speaking, but lame. It shows absolutely no imagination, creativity or confidence.

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Furthermore, the other thing about complimenting a woman’s looks is that you’re signaling that you really don’t know anything about her that isn’t all surface. Most attractive people put a significant amount of work into looking good; complimenting someone’s looks is complimenting the end result but without noting the effort it took.

Moreover, Compliment a co-player on how she put her costume together. Tell someone her outfit looks great. Ask a good question about something in the photo, so she has something to respond to. This is why, you should spend even five minutes learning enough about women’s clothing to say something intelligent about it. If you can put in the time to breed a shiny Pokemon or grind your MMO character to the level cap, you can put in even a little effort towards learning how to recognize kitten heels. It will pay off far more than any comment about her tits.

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Finally, and while I’m at it: the “gentlemanly” compliment of “you have such a lovely face, you shouldn’t have to show off your body” isn’t going to win you any favors. It just says “Yes, I stared at your boobs, but you should know I didn’t like it because I’m a Nice Guy.” If your compliment can be followed up with “m’lady…” then you need to rethink it.