I haven't been getting off lately when I have sex, and I'm so over fake orgasms. How do I go about letting the guy know I'm enjoying it, even though I'm not coming?
I have a problem with that question. I feel like for me it wouldn't be enjoyable if I'm not coming. There are probably other issues that distract you. It could be an issue with that person, or maybe you're putting all your sexual energy into a creative project, which happens a lot. I think it's time to move on to a different relationship or figure out what the actual problem is. It's probably not the sex, because the sex is a response to something else.
What makes an acrobat sexy and why should I bother sleeping with one?
It's a lot of brute strength, but not bodybuilder strength. I think strength is really sexy.
My S.O. and I invited a couple over tonight so we can have a foursome. What are some good foursome positions?
I think all sexual experiences are made more interesting by the kind of emotional connection you have and the friendships. It's not just penis and vagina or two penises and two vaginas — you do this because you want something more interesting, and having interesting dynamics between people is more interesting than trying to make a four-person human pyramid. Be creative about why you're doing it, instead of how you're doing it.
How can a nice guy get laid?
I believe that nice guys truly do finish last. There's a fine line between being nice and being a doormat, and if you're just nice all the time, the niceness will lose its effectiveness. No matter how nice you are, a little bit of an edge will help you out.
How can I turn on an acrobat while he or she's in midair?
You can't. It's really intense. You're utilizing everything — it's kind of hard to think about anything else. But after that you can tell him that not only did he do a nice job, but talk about the things that were inspiring to you or the things that you enjoyed artistically. Make him feel like you weren't just watching an act, like "Ooh, you're an aerialist, how cool," but you were actually looking at it more in-depth and saw a story in it or saw some emotion in it that you liked.
Keelan Kelly, 26
What's the hottest sex move you've ever tried and why was it so great?
I was bent over backward on stilts in the middle of a club in midtown. She was standing on the couch and I was eating her out. . . on stilts. Then I got asked to leave.
My guy can get really hot and raunchy on the phone, but when it comes to being physical in person, he's very timid. How can I get him to put his words into action?
Alcohol. Preferably strong alcohol. I like whiskey.
How can I tell this guy I've been seeing that I'm a virgin, without freaking him out?
There is no way to tell a guy you're a virgin without freaking him out. No matter how you do it, that's always going to freak him out. And if it doesn't, you should worry more than if it does, because who the fuck likes sleeping with virgins? They're terrible.
How do I look sexy after I've farted during hot and heavy sex?
Girls always look sexy.
My S.O. and I invited a couple over tonight so we can have a foursome. What are some good foursome positions to try out?
The wheel. It's kind of like the yoga wheel, but it's basically everyone's head in everyone else's crotch. It's very rough.
How can I turn on an acrobat while he or she's in midair?
Eye contact. That's pretty much the only thing.
Interviews by Bianca Merbaum. Dating Advice From... appears on Fridays. Have questions for the general public? Send them to .