Dating one woman can be challenging, so it goes without saying that dating several women at a time can pose many potential obstacles—the biggest being not making yourself look like a complete asshole.

Here's how to maintain your integrity, even if monogamy isn't in the cards, with our Gentleman's Guide to Dating Multiple Women.

Send your anonymous sex and dating questions to complexinsiders@complex.com, and we'll answer them in our new advice column, 99 Problems.

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