

Your freakiest sex fantasies are only a slightly awkward conversation away... As human beings, we fear rejection, especially of the genital kind. The stone-cold fact is that some people are freaks and some people are not, so "ordering off the secret menu" requires three things: intuition, honesty, and being chill. Intuition means treating anybody you're having sex with like a rattlesnake. Not that they're going to bite and shoot venom into you (unless you're into that sort of thing), but that you should already know their general thresholds. If your girl is strictly missionary-position Yankee Candle sex, she'll probably have to be eased into light spanking. From there: Talk to her! Be honest! Just say you've "always wanted to try" the thing you're asking for. Make it about you—that way she has an out. "Hey, I'd like to try hang gliding someday" gives her the chance to say, "Me, too! Grab a helmet!" Or she could say, "That's fair! But I don't want to die flying into a mountain." But let's assume she's game to hang glide through your sexual fantasies. If she's in, be chill. Plot out when the zany stuff will go down, proceed gently when the time comes, and never act like you just won an all-access pass to Six Flags: Pervsburg. If you get the sense that she's uncomfortable, be chill about that, too. Rejection sucks, but nobody ever got his asshole massaged by being one.