Why do guys joke about the Holocaust? Or rape? Because they're insensitive and/or enjoy pushing the boundaries. As a comedy writer, I can't tell anyone what they can or can't joke about. But while I don't believe in censoring humor, I'm not okay with jokes that exist for the sole purpose of hurting someone. And if your guy is constantly cracking jokes about cheating on you, you have more than enough reason to dumb his unfunny ass. Cause that sort of thing is worse than Carlos Mencia.

While the best jokes contain a kernel of truth, the fact that he's cracking wise about infidelity doesn't mean he's actually cheating. That said, if he jokes about cheating on you in your presence, he's a douchebag. If he cracks jokes about cheating on you to his friends, he's a douchebag. If he jokes about his friend or, say, Tiger Woods cheating, whatever. When it gets personal, whether he's serious or not, that's when he's gone too far. I don't think any guy would be stupid enough to joke about cheating in front of his wife or girlfriend and also mess around on her behind her back. However, constantly joking about cheating, even if he thinks it's harmless, is disrespectful to you and could be his way of voicing his unhappiness in the relationship.

If you're uncomfortable with your guy's jokes, let him know. Don't let him hide behind, "It's just a joke." Hopefully he'll realize that what he's saying is hurtful and tone it down. But if you're around a group of guys and they're making jokes about cheating on their wives and girlfriends, well, maybe you need a new group of friends. If you don't like their jokes, fire some back. As long as the jokes aren't directed at you or someone you know, don't let it bother you. Chalk it up to the fact that some guys have terrible senses of humor. If there weren't guys with bad comedic taste, where would your Jay Lenos and Dane Cooks be?