Union Square and East Village

You Put That in Your Wednesday One-Liner?

Woman, to friend: he was so excited, I thought his butt plug was going to shoot out of his ass.

–Spring Street and 6th St

Overheard by: Sarah O.

Dude in fur coat and construction boots: My mom asked me if I had a razor in my butt…

–Downtown ‘1’ Train

Husband to wife:
I can’t believe you just put your finger up my butt hole!

–Grand Central Terminal

Overheard by: bonifacia

Transvestite prostitute: I just got off my second and last date tonight… Man paid me 4 bills to stick my fingers in his booty.

–Meat-packing District

Overheard by: Erin

Guy on cell: you have to get drunk enough not to puke, but enough to take the piece of glass into your ass!

–Bleeker & Barrow

Overheard by: ivy270

Guy on cell phone passing by: normally when you say that, my asshole starts puckering!

–Union Square

Christianity, Everybody’s Favorite S&M Religion

Guy to girlfriend, watching Easter Passion procession, complete with Christ carrying cross: Oh my god, they’re whipping him! That’s great, that’s brilliant… I love this neighborhood.

–12th St & Ave A

Overheard by: Porkido

Wednesday One-liners Smoke ‘Em if They Got ‘Em

Girl on cell: Hello?…Hi. Sorry about that…Yeah, I was getting bothered…a transvestite who wanted a cigarette…yeah, then she growled at me.

–4th Street & 2nd Avenue

Would You Like Me to Hit You in the Face?

Drunk girl: So, how have you been doing lately?
Jewish guy: Oh, fine, I guess. I’m just — ugh — like, so sick of having to play the part of the Jewish fucking intellectual who likes to go see plays. I hate fucking seeing plays. I would rather get hit in the face than go see a play. I’m sick of having to lie to my Jewish friends when they ask me, ‘Oh, have you seen that new play?’ And I have to say, ‘No, but I want to go see it!’ I don’t want to go see the fucking play!
Drunk girl: Hmmm… Yeah, that is rough.

–E 3rd & 2nd

It Told Me to Kill My Neighbor

Man: …I’m a real East Village type of guy. I mean, I have a bird that talks.

–East Village

Wednesday One-Liners Do Not Pass “Go”; Do Not Collect $200

Guy: I don’t think you’re supposed to like being incarcerated.

–St. Mark’s Place

Overheard by: mkb

Middle-aged man on phone: I’m telling you, if I turn myself in now I won’t be in court for six months.

–50th & 8th

Grungy guy to his friend: …Dude, you have no idea how many times I’ve been in this courthouse…

–Giants Parade, in Front of the Courthouse

Overheard by: Julian

Guy on phone: We really got ourselves in some deep shit with this one. I hope he gets out sooner for good behavior. We should have never gotten involved.

–JFK Airport

Woman, yelling in stall: I will read you your Miranda rights, bitch! I will arrest you!

–Port Authority Women’s Bathroom

Overheard by: unsure if she is crazy or on the phone

Cashier on phone: No, you don’t understand, miss. That is perjury. If I do that, I will go to jail… No, you are not listening to me. I would be arrested. I would serve time…[hangs up, turns to customers.] Can I help you?

–Harlem U-Haul

See? Saw!

Mother, pointing to a woman playing the musical saw: She is singing!
Son: No, She’s playing the saw.
Mother: There is an orchestra playing!
Son: It is a tape.
Mother: And she is singing?
Son. No. She is sawing.
Mother: What did you say?
Son: Go, have a look.
Mother: …….
Son: And?
Mother: It’s like singing.
Son: That’s it, the saw.
Mother: What a nice voice she has!
Son: She is not singing. It’s the saw that’s singing.
Mother: No way… She is singing into the saw?
Son: No, no singing. Just sawing.
Mother: But she is opening her mouth.
Son: She is breathing.
Mother: Are you sure she is not singing?

–Union Square subway station

Young Whoopi Goldberg Knew She Had to Be Funnier Than This Guy

Comedy show promoter: Miss! You dropped a dreadlock!
Black woman with dreadlocks: Where? (worriedly searches the ground)
Comedy show promoter, holding flyer in her face as looks up: Just kidding! You like comedy?

–Union Square

The Astoria Poster-Children Were Fired Shortly Thereafter

Young punk #1: Where's the fucking n train? Can we get NRW in this shit… (pause) So my friend was all coked out and fucking this girl in the ass, then he totally lost it and started pissing right in her asshole.
Young punk #2: Woah…did she notice?
Young punk #1: Of course she noticed, he was pissing in her fucking asshole! (train arrives) Oh, sweet, it's the n!
Young punk #2: Yes! Astoria represent!

–Union Square, Waiting for the NRW

He Tricked Me!

Cute girl #1: So you know how my New Year's resolution was to… keep my legs closed a little better?
Cute girl #2: Yes. I did know that. Good one.
Cute girl #1: Well, I had my first slip-up in upholding it.
Cute girl #2: But it's January 2!

–Bleecker & Bowery

Overheard by: Unimpressed, but amused

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