Clothing

Thin Alcoholics, Though

Waspy girl #1: My mom and I are in a huge fight right now.
Waspy girl #2: Really? That sucks.
Waspy girl #1: Yeah, especially because to punish me she's taking me shopping.
Waspy girl #2: What?
Waspy girl #1: We go to all these stores and she makes me try on all these clothes while she makes comments about how fat I'm getting. And then she doesn't buy me anything because according to her I'm a whale.
Waspy girl #2: Wow.
Waspy girl #1: Yeah, I know. And people wonder why Wasps tend to be such alcoholics.

–Metro-North Train

Covered in Sailor Cum.

20-something: Oh, and remember, when we go to Jen's apartment, don't touch anything. Both of her roommates just found out they have genital herpes. And she's afraid she has it now too.
Friend: Well, that's what you get for wearing ten-dollar clothes.

–Broadway & 52nd St

Wednesday One-Liners Paint with All the Colors Of the Wind

Young guy: If I see another blue penis it would be too soon!

–42nd St

Overheard by: alecko

Girl on cell: She just bought a merkin… It was pink, you know, to match her hair. (pause) Would you want to rub toxic dye down there?

–Williamsburg

Girl to another: Just because he is wearing a different colored shirt, he's still the same guy.

–Central Park

Flamboyant guy, shouting to girl in very short orange dress: I have that same orange dress in purple!

–South Street Seaport

Overheard by: Green Star

Mother to four-year-old wearing pink shirt and shoes: Not *everything* has to be pink, honey.

–Rite Aid, Carroll Gardens

Overheard by: Sunny

Well Played, Little Man. Well Played.

Little boy: Where's my hat? I need my hat!
Mom: Where's some manners? You need some manners.
Little boy: Actually, they're in my hat.

–Brooklyn

Wednesday One-Liners, for Purely Medicinal Purposes

Guy wearing a promotional cardboard to another: I think I'm going to treat myself to health insurance next month.

–Broadway & 43rd St

Overheard by: Maria

Woman on phone: My urologist wanted to stick a microscope up my urethra! (pause) No! (pause) Because it's going to hurt!

–Vandam St & 6th Ave

20-something woman on cell: Yeah, the doctor told me not to exfoliate my labia.

–R Train

Overheard by: Note to self….

Bartender: I gotta get sexy for my doctor tomorrow. I'm gonna be like, "doctor, I need you to examine me. I need you to remove my garments." Nah… I'm just playin'. My doctor's cute, though. For real. I'm just gonna show some cleavage or somethin'.

–Jamaica, Queens

Woman on phone: She wants to be a doctor. She likes it when the guts fall out. (pause) No, she wouldn't do that. She's too lazy to be a serial killer.

–Fox Newsroom, 6th & 48th

Overheard by: Newsbunny

Did You Just Say Something Was More Tranny Than a Jumpsuit?

Gay guy #1: Girl! Why are you wearing that coat? It's hot outside!
Gay guy #2, in huge black faux fur coat: It's to cover up the jumpsuit!
Gay guy #1: I think the coat makes you look more tranny than the jumpsuit.

–L Train

New Yorkers Aren't Impressed When You Put on the Dog

Woman to waiter: Oh my god! I left my mink stole here. Oh please don't let it be gone. (goes to table, finds stole) Oh, thank god I found my mink stole and no one took it!
Woman at next table: Oh, please, bitch, ain't nobody want your German Shepherd!

–The Diner Restaurant, Midtown

The Jersey Don't Lie

Yankee fan #1, in crowded station exit: I think this is the way to Yankee Stadium.
Yankee fan #2, pointing to guy in Jeter jersey: Yeah, there's Derek Jeter up there.

–B/D Station, 161st St

Overheard by: Xiao Hoah Dze

Wednesday One-Liners Stimulate the Economy

Tourist, loudly and proudly: They have this store at the mall!

–Louis Vuitton, 5th Ave

College girl: The second floor was pointless. It was, like, just furniture.

–Ikea, Brooklyn

Woman on cell: I'm not in a store! I know what a store looks like!

–Tompkins Square Park

Perturbed NYU chick, about New Orleans: Hopefully I will survive there for two years. They don't have H&M! Or Bloomingdale's or Anthropologie. They don't have Loehmann's…

–NYU Office

Overheard by: Melanie

Middle-aged guy passing clothing store with shirtless male models at front doors: Hollister? What is it, a ladies club inside?

–NoHo

Overheard by: Arielle

Wednesday One-Liners Were “Working Late”

Girl on phone: I'm so sick of this! He keeps making excuses not to see me! I feel like I'm being used! (pause) No, really. (pause) I just can't deal anymore! We only hang out when he wants sex! (pause) And his excuses! Ohmigod! They are getting so lame. (pause) If it's not his work or boss, it's his nanny or his wife or his kid. (pause) I mean… what's his deal?

–Broadway & 20th St

Overheard by: Cali in NYC

Hispanic woman: And meanwhile the husband is in fucking Iraq, and she cheats on him with the UPS guy! What can brown do for you!

–7th Ave, Park Slope

Suit on cell: The love, the dirty sex, and the money… It's all going so well, and yet so sneaky. (hangs up, then dials another number) Mary, I think he's finding out… (pause) It's not my fault I am fucking my best friend's wife.

–79th St & Madison

Overheard by: Anna

Girl yapping on cell: It was amazing. I mean, I looked hot. (pause) Yes, I wore the naked dress. He took one look at me and had the "Uh-oh, can't control myself" expression. (pause) No, girl, his fucking wife is in town! I mean, whatever.

–51st St & Lexington Ave

Woman: He cheated… On JDate!

–26th & 8th

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