Dating

The Adult Film Industry Will Be Happy to Guide You

Cute Asian girl: I feel like I'm in high school again, except the person I'm dating is female and a really good kisser, and the guy I'm plotting to seduce is my professor. What's wrong with my life?
Friend: I think you need to either learn to live without penis, or realize that kissing men isn't scary.
Cute Asian girl: Kissing women is scary too! But I happen to really enjoy kissing Christina.
Friend: Okay, so if you want to do your professor so badly, don't you think he might be a good kisser too?
Cute Asian girl: There are so many things you can do with a guy that don't involve kissing…
Friend: Again… Get over penis or start kissing men!
Cute Asian girl: It isn't that simple!

–Uptown 2 Train

I Can't See the Mediterranean Diet Being Good for My Heart

Chick 1: So he was hot but you didn't call him back because he was descended from royalty and his family was assassinated?
Chick 2: More or less. And he asked me to decorate his apartment 13 minutes after I met him.
Chick 1: But he was half Greek.
Chick 2: And half Syrian.
Chick 1: Oh.

–L Train

A gay man in Chelsea?

Two men walking arm-in-arm down 8th Ave. in Chelsea: “Wait, I don’t get it. You mean you want to date, like, girls?”

Ob La Di

Woman: Two retarded people would find each other. Still, they’ll make a good couple.

–Burger King, Bensonhurst

…If Not, Can I?

Guy: Has anyone ever accidentally dated you and your sister at the same time?

–Diner, 22nd and 9th

Overheard by: Greg Rutter

But You Married Him!

Girl #1: You don't like him.
Girl #2: You don't even like him–and you date him!

–New York Law School

…And Smoke Them on Behalf Of the Recipients

20-something girl to much older date: So do you smoke weed?
Guy: Not so much anymore.
20-something girl: Me either… Not much… I mean, it's been a long time… But I do know this awesome guy on St. Mark's who gives me cheap pipes and has great shit. He always has something new for me.
Guy, after pause: Actually, it sounds like you smoke a lot.
20-something girl, after embarrassed pause: Well… I buy a lot of gifts.

–G Train

…A Professional Man

Hipster girl, clearly on first date: So what do you do?
Hipster guy, in deadpan voice: I'm an animal trainer for the circus.
(unbearably long pause)
Hipster girl: Wow.

–The Gate, Park Slope

If We've Learned Nothing Else from Mike “The Situation” Sorrentino, It's That.

Floozy #1, at fancy restaurant: I don't know if I can date him. Some of his dance moves were just not what I would call “heterosexual.”
Floozy #2: Yeeeeah, but it's really hard to dance heterosexually to house music.

–Monkey Bar, Midtown East

NewsFlash: Romance Outbreak in Chelsea!

Girl #1: Hey, if you were dating someone new and then they told you on, like, the third date or whatever that they had genital herpes, would you continue dating them? I mean, like, would you sleep with someone like that?
Girl #2: I don't know. Maybe. I mean, I feel like a lot of people who have herpes don't even know it, so the fact that they told you probably means they're responsible enough to get checked, and they, like, know how to take care of it and everything. In a weird way you may be less likely to get it from them than from someone who never mentions herpes at all.
Girl #1: That's interesting. I think I could do it if, like, I saw myself marrying them. Cause then I wouldn't have to worry about getting it and giving it to someone else. We could just get married, be in love, and be happy together, and grow old with each other, and with herpes.
Girl #2, seriously: That's so romantic.

–American Apparel, Chelsea

Overheard by: Has a different definition of

© 2026 OverheardinNewYork.com
Hat Tip 🎩 to The Marketing Scientist