“If you’re dating a guy, right away. If you’re dating girl, I think you’ll know pretty quick if she’s into that. If they’re not bringing it up, it’s not something on their agenda. That’s just realistic. My boxing coach Dirty Phi says, ‘If you stick your pinkie in there, and then another finger, and then another, and she responds happily, then it’s cool.’” — The Hills‘ Spencer Pratt on when to bring up the subject of anal sex with your boyfriend or girlfriend.