Butt play is risky business, especially when there is no preparation. This week, the boys "dive in" to all things anal. Is achieving the brown belt worth it, or should you stick to vaginal sex? One host is courted by a woman on her period, while the other, well... this girl just simply likes it. It appears these two fellas don't know when to quit in this week's episode of How I Didn't Meet Your Mother.