69 Sex Questions with Nightlife Notables

We probed NYC nightlife notables with 69 questions all about that three-letter-word.
March 15, 2016

This year, our annual Sex Issue probed NYC nightlife notables with 69 questions all about that three-letter word we love to talk about. From party promoters to porn stars to drag queens galore, we uncovered some personal and hilarious hidden truths.

Lady Bunny, drag queen

What do you think people are thinking about when they're having sex with you?

Someone else who is younger and more attractive, “When do the date rape drugs kick in and where is her purse? Or "This is fantastic! I thought that Phillip Seymour Hoffman was dead!"

Where is the strangest place you've had sex in New York?

In a snack delivery van outside a grocery store on 6th Ave. The delivery man was all that and a bag of chips!

In 140 characters or less, describe your ultimate New York sex fantasy.  

Fluffing at Tommy G's Monday night stripfest at Nowhere Bar in the East Village. 

What is the most embarrassing thing to happen to you during sex?

Sometimes tranny chasers from Craig's List like to pull your head down on their boner as you blow them. Since I stuff my wigs with whatever is handy, I often giggle when wondering what they must think when they grab my "hair" and that plastic stuffing rustles. I can't imagine what they think when they hear that sound. 

On a scale of 1 - 10, how good in bed are you and why?

I can't rate myself though my hand is exceptionally skilled. I'm not versatile, but I'm told that I'm very good at what I do like to do. I also adhere to very safe sex and sadly, that's a turn-off for many.

What turns you on?

Horse-hung drug dealers who style wigs!

Boomer Banks, porn star

What do you think people are thinking about when they're having sex with you?

Did I leave the stove on?

Where is the strangest place you've had sex in New York? 

I would like to buy a vowel  

In 140 characters or less, describe your ultimate New York sex fantasy. 

Already happen I fucked in front of thousands of people at Roseland Ballroom before it was torn down and it was filmed.

What is the most embarrassing thing to happen to you during sex? 

Somebody threw up their entire dinner on my dick. It was an uneventful night clearly.

On a scale of 1 - 10, how good in bed are you and why?

I'm a 10x6 not counting my foreskin .

What turns you on? 

Train rides. Something about the way my taint vibrates.

Daniel Nardicio, party promoter

What do you think people are thinking about when they're having sex with you?  

"I am getting a ride on the D Train!"

Where's the strangest place you've had sex in New York?  

During Joan River's funeral   

Where does your ultimate New York sex fantasy take place?    

The rooms at The Standard. The windows face the Highline. I'm not an exhibitionist, but there are some things you just can't resist.

Brad Callahan, designer

Where's the strangest place you've had sex in New York? 

The bathroom of the Empire State building. 

What do you think people are thinking about when they're having sex with you? 

Hopefully only positive thoughts.

Cherry Jubilee, drag queen

What do you think people are thinking about when they're having sex with you?

Wow, she’s got a really big clitorous!

Where's the strangest place you've had sex in New York?

In the back of a Time Warner truck. It was the only time I didn’t have to wait for a Time Warner guy six hours to come.

In 140 characters or less, describe your ultimate New York sex fantasy.

New York Jet’s wide receiver Eric Decker taking me in the locker room of the stadium with the rest of the team watching.

What is the most embarrassing thing to happen to you during sex?

Some guy kept yelling, “Sherry! Sherry!! Oh yeah Sherry!” He thought I was Sherry Vine. Apparently he had a thing for the elderly.

On a scale of 1 - 10, how good in bed are you and why?

10! I’ve had a lot of experience.

What turns you on?

An open-minded guy with a sense of humor. And a really big cock

Sherry Vine, drag queen

What do you think people are thinking about when they're having sex with you? 

Oh my god, when will this be over?  And, "Is this bitch paying me?"

Where is the strangest place you've had sex in New York? 

I guess public toilets aren't that strange but how about on a ladder in a broom closet minutes before going onstage?

In 140 characters or less, describe your ultimate New York sex fantasy. 

Tom Hardy, in full Mad Max drag, ravaging me - in my bed which is in NYC.

What is the most embarrassing thing to happen to you during sex?

LOL - true story - someone came in my eye also right before going onstage and my eyelashes were glued shot and had to do the show with one eye open!  Not cute!

On a scale of 1 - 10, how good in bed are you and why?

If all the stars are aligned and I'm really turned on I'd say I'm a 10.  Sex for me is joyful and fun and I'm not afraid to be silly.  And I have no gag reflex!

What turns you on? 

Someone who can go between being aggressive and silly and just relaxed. There's nothing worse than sex with someone who is uptight, tentative or high.

Michael Lucas, porn mogul

What do you think people are thinking about when they're having sex with you? 

"Is it inappropriate to pause and take a selfie." But on a serious note, I hope they are thinking they want to come back again.

Where is the strangest place you've had sex in New York? 

On a paddle boat in Central Park.

In 140 characters or less, describe your ultimate New York sex fantasy. 

Having spent so much time in front of the camera, I’ve always wanted to make my Broadway stage debut. Ideally with a guy named Tony.

What is the most embarrassing thing to happen to you during sex?

I met a really hot guy in a club, brushed everyone off and brought him to the darkest corner. Minutes into it we paused and started up again. We left together and I realized it wasn't the same person who I started with.

On a scale of 1 - 10, how good in bed are you and why?

100+ ... I am a professional after all.

What turns you on? 

A recently filled prescription of Truvada.

Gerry Visco, writer

What do you think people are thinking about when they're having sex with you?

People are thinking about having an orgasm! If they're thinking about money then they're obviously in the wrong ballpark because I don't have that much money. And also I don't have power in order to help them while they're having sex with me. So who knows what they hell they're thinking about!

Where is the strangest place you've had sex in New York? 

I've had sex in rest rooms at various locales, and at Plato's Retreat back in the day when it was at the Ansonia. I haven't had sex on the subway, at the post office, or at a supermarket yet, but I'm ready!

In 140 characters or less, describe your ultimate New York sex fantasy.

I'd say having sex at all is a New York sex fantasy but how about it starts in my apartment or in a fancy hotel room, then goes to a fabulous dinner with drinks, Or another cool NYC sex fantasy could be to have sex in the subway or on the street.

What is the most embarrassing thing to happen to you during sex?

Well, there's so many embarrassing things. For example, I fell asleep once when my ex-husband was trying to have sex with me. Or one of my boyfriends became impotent due to getting diabetes and he couldn't get it up anymore -- that was embarrassing and annoying as fuck!

What turns you on? 

I tend to fall in love with people who like me but who I don't have sex with. Guys chasing after me (which happens all the time) isn't that much of a turn on! I tend to fall for gorgeous hotties who flirt with me but who don't put out. I also like to be a voyeur and watch a boyfriend doing it with someone else!

Justin Sayre, actor

What do you think people are thinking about when they're having sex with you? 

I never read reviews. But I've often thought of myself as artichoke paste. You see it in the grocery store and think, "What the hell is this?" But then you get it home and it changes your damn life. Also, I have an enormous penis. 

Where's the strangest place you've had sex in New York? 

The F train. It all was just too good of a story. 

Where does your ultimate New York sex fantasy take place? 

Bergdorff Goodman. All my New York fantasy start or end at Bergdorff Goodman.

Katie Rex, DJ

Where's the strangest place you've had sex in New York?

Not so much strange, but the Empire Room of The Standard Highline was remarkably memorable, the room was actually built for sex... Pre-existing semen stains can be found on every fabric surface of that room.  We went up against the windows with a near 360 degree view of the city, on the two couches, in the bubble bath next to the bed, on the bar, in the Manhattan bedroom sized shower... oh and I guess there was a bed too.  You get where I'm going with this...

In 140 characters or less describe your ultimate New York sex fantasy.

Poly/Pansexual BDSM techno parties in penthouses with 6-figure plus creatives wearing nothing but Atsuko Kudo, La Perla, Chromat, and Zana Bayne.

What's the most embarrassing thing to happen to you during sex?

A few years ago at SXSW I hooked up with someone, and upon waking up in the morning it was a little difficult to open my eyes.  Assuming it was just a side effect of my hangover, I stumbled over to the bathroom. To my disgust, my face was completely swollen.  Think Quasimodo eyes, upper-lip blue and so enlarged it covered my lower-lip, and my nose had doubled in width.  I have terrible food allergies, so the person I spent the night with must have eaten something I was allergic to the night before.  I threw my clothes on and had to do my walk of shame across the entire city of Austin with a dead phone and a scarf wrapped around my face à la Invisibe Monsters. The bus driver let me ride for free that day.

What turns you on?

Modular synthesizers, Sisters of Mercy, leather, and a tight grip around my neck.

Cazwell, rapper

What do you think people are thinking about when they're having sex with you? 

They’re probably thinking that I’m gonna vote for Bernie.

Where's the strangest place you've had sex in New York? 

On my street, on the sidewalk while walking my dog. 

What is the most embarrassing thing to happen to you during sex?

The typical thing that happened when the bottom ain't squeeky. 

On a scale of 1 - 10, how good in bed are you and why?

It completely depends on chemistry. With some guys I'm sure I'm a 20 and with some I may be a negative 7. That's why I like to get a feel for the person before i commit to gettin my sheets dirty. 

What turns you on? 

Super sexy guys with brown eyes that are actually nice guys. Nice, compassionate and loving people are sexy people.

Frankie Sharp, party promoter

What do you think people are thinking about when they're having sex with you?

My boyfriend is probably thinking how in love with me he is and whats for dinner after.

Where's the strangest place you've had sex in New York?

New York is pretty strange.

Where does your ultimate New York sex fantasy take place?

California.

Scooter LaForge, artist

What do you think people are thinking about when they're having sex with you?

I often wonder the same thing. I hope they would be wondering where have I been all their lives.  SEX for me is a total conquest of the mind and body.  I want to be in that persons mind for days ... yes, I am that good. 

Where's the strangest place you've had sex in New York?

In an office in a place I used to work with a colleague who worked in the building across the street.  Also, in a changing room while trying on jeans with a stranger who was also shopping in the same store.  He looked like Jared Leto.  I thought he was very sexy.  He was very slim and was trying on ladies jeans.  

Where does your ultimate New York sex fantasy take place?

If I am in the mood, I can be an exhibitionist.  So, I think the Highline Hotel. 

Kemar Jewel, voguer

Where's the strangest place you've had sex in New York? 

Let's just say I was at a party and there was a lot of cake! 

In 140 characters or less, describe your ultimate New York sex fantasy. 

To be seduced during an audition.  

What is the most embarrassing thing to happen to you during sex?

I met this guy online and he was talking all this game about how he's the "best bottom" I'll ever meet blah blah blah. So he came over and while I was topping him, he umm...had an accident...all over me and my brand new sheets.  

On a scale of 1 - 10, how good in bed are you and why?

I'm Jamaican. I'm a Dancer. I have a long tongue. I wear a size 13 shoe...You do the math. 

Kit Williamson, actor

What do you think people are thinking about when they're having sex with you? 

Probably the cat. The cat takes up a lot of real estate in both of our minds. It's probably because of that cat parasite that is also making us schitzophrenic. 

Where's the strangest place you've had sex in New York? 

Trump Tower. 

In 140 characters or less, describe your ultimate New York sex fantasy. 

We break into Trump Tower, knock out the security guard and infiltrate Trump's personal penthouse. We crack open the safe and pull out all his money and throw it on the bed. We make sweet love on it and donate it all to the HRC.  

On a scale of 1 - 10, how good in bed are you and why?

Going with an eight to exhibit false modesty. 

 

Marti Gould Cummings, drag queen

What do you think people are thinking about when they're having sex with you? 

I wonder if she is gonna mention this on stage

In 140 characters or less, describe your ultimate New York sex fantasy.

My boyfriend fucking me with a room full of people watching 

What is the most embarrassing thing to happen to you during sex?

I farted my exes dick out of me when he was fucking me once and then shit. I had the flu and thought I was better - but I wasn't .