Diego, 25

What do you do for a living? 
I work in art galleries. 
 
Does this job get you laid? 
Not yet. Most of the people I work with are older people, like sixty-year-old  women with bottle-cap glasses and turtlenecks. 
 
Not your thing? 
I mean, I wouldn’t rule it out. 
 
Which of the seven deadly sins best defines you? 
I’m more vain than greedy. Can I make up a word? 
 
Go for it. 
I’m very “vreedy.” I like money, and I’m a narcissist. I’m an only child so… 
 
If an unattractive woman offered to pay your rent for casual sex, would you accept the offer? 
Like fat? 
 
If being fat is unattractive to you, then yes. 
A fat ugly girl? Ugh, yeah, I’d do it. But only once a week. 
 
Do you have any sexual regrets? 
Yeah, back in college. Two words: “Angry vagina.” 
 
As in The Vagina Monologues? 
As in bear trap, as in she was a bitch. Oh, and I got busted by the cops having sex in an alley once. They acted like I was trying to rape her or something. 
 
Why did they act like that? 
Because I was having sex in an alley. 
 
When it comes to dating, do you have any dealbreakers? 
I don’t really date much. But I guess a white Buddhist would probably do it. 
 
As in a white person who is a Buddhist? 
Yeah, because she probably picked it up her sophomore year at NYU. But  honestly, my biggest dealbreaker would be a fat person. 
 
Unless she was paying your rent? 
Right.

Jessye, 27

What do you do for a living? 
I’m a phlebotomist and a nursing student. 
 
Does this job get you laid? 
In a sense. I'm pretty sure my boyfriend has some naughty plans for my nursing-school uniform when I am finished with it. 
 
Do you have any sexual regrets? 
Just one that I can think of. I had revenge sex with my on-again, off-again guy's best friend. I learned my lesson the hard way about guys who talk a big game. The way he talked I was expecting fireworks. Turned out, he had the smallest dick. Ever. 
 
What’s your deepest, darkest fantasy? 
I'm a big fan out outdoor or public sex. It adds an extra thrill when there's a chance you'll be caught. But that's not really much of a secret. 
 
What do you mean? 
I’ve had plenty of outdoor sex. 
 
So you’ve already made your deepest, darkest fantasy come true? 
Hell yes! A few times. At a state park, a little ways off of a hiking trail, on the ridge of a gorge, at sunset with rain lightly falling. It was like something out of a romance novel. And each time it gets better and better. 
 
What’s your most attractive quality? 
I'm told I have a pretty good sense of humor. I'm attracted to people who can make me laugh, and I think a lot of people feel that way. If all else fails, I have pretty big boobs, too. 
 
What’s your favorite sex position? 
As boring as it sounds, missionary. It's very intimate and can be as passionate as you want it to be.
 
Do you have any dating dealbreakers? 
A few: chain smokers, guys who are unemployed, guys who live at home, and cats. Cats are assholes. They smell and shed and are selfish. Also, I'm severely allergic to them. 
 
Got it. So no cat men. 
No cat men. Dog men, yes. Cat men are probably unemployed and living with their mothers, anyway.

Tristian, 29

What do you do for a living? 
I’m a freelance film editor. 
 
Does this job get you laid? 
It’s definitely an asset; I work for myself and enjoy what I do. I don’t think it directly gets me laid, but it’s a good card to play. It speaks to other sorts of attributes that women find attractive. 
 
Which of the seven deadly sins best defines you? 
I’d say lust or pride. Anybody who knows me knows that I talk about sex all the time. And I’m a pretty vain person. I’m really aware of my faults. Which is good. I feel like a lot of people don’t know how they come across to others. 
 
If you had a word for your first time, what would it be? 
Caring. She knew it was my first time, and she just really helped me feel comfortable. 
 
Do you have any dating dealbreakers? 
If you don’t believe in evolution. If religion plays a large part in your life. It’s fine if you’re Jewish and not practicing or whatever. But if it’s a part of who you are, then it’s a dealbreaker. Also, if you don’t drink, and if you don’t listen to music. I went out with this girl who was a filmmaker, and she never listened to music. I was mystified, because she works with it all time. 
 
Do you have any sexual regrets? 
I slept with this girl. It was a total one-night-stand sort of thing. And then I went to my friend’s house a day later, and she was there. They just ended up hanging out in the same crowd. It was just weird how I had no idea. 
 
Why is that a regret? 
Because she was really busted. I mean, like so nasty. Hold on though, I might have a better story. Let me check my phone. 
 
Your phone? 
Yeah, I have a list. 
 
You have a list of the girls you’ve slept with? 
Yeah, I’m just checking it to make sure that I don’t have any more regrets.

Interviews and photography by Sarah Schwab.