Boys

On a related note, I think my pot dealer’s been ripping me off

Teen boy: Yo, why do they call it a quarter to 8? It’s 15 minutes, and 25 is a quarter.
Girl: Huh?
Teen boy: If I say a quarter to 8, what time is it? It’s 7:45, but that doesn’t make no sense, it should be 7:35, a quarter is 25 not 15. You still don’t get it do you?
Girl: No, I get it, I get it.
Boy: It just doesn’t make no sense.

–Q54 Bus, Queens

Overheard by: Emily

Headline by: Brian Q

Runners-Up:
· “At half past eight, he had a profound revelation” – born dumb and in denial
· “Cents and Sensibility” – Jeannine
· “Don’t get him started on “25 or 6 to 4″” – Morgan Charles
· “He may be dumb, but he’s perpetually early” – Josh H
· “Hobo: I’ll take either” – Jedipus
· “How Parking Meters Rip Us Off” – meter man
· “Kid has a point” – ello
· “Metric time claims another victim” – remark
· “Still searching for his 25 minutes of fame…” – C.T. Aiken
· “Time is money, but the dollar is weak” – Mike Britton

Click here to see the new Headline Contest

My Sister's Roommate's Cousin Knows Wednesday One-Liner's Agent

Young thug in crooked baseball hat to female friend: No, everyone should have the right to love Tom Cruise.

–41st & Lexington

40-something Midwest tourist to 40-something friends: Yeah, this is where Miley Cyrus was staying. (points to Sheraton hotel, friends gasp in excitement)

–53rd & 7th

Tourist son to mom: Let's go to the park and watch Jerry Seinfeld play softball.

–67th & Central Park West

Overheard by: Q

Random guy outside on corner: Yo, I just saw Phil Donahue. I just saw him walking down the street… (starts to sing in Cops theme song style) Whatchu gonna do when Phil Donahue comes for you? (pause) Yo, Phil Donahue is a crazy motherfucker!

–Astoria Boulevard, Queens

Girl on cell: Yeah, but I tower over him when I wear heels…and I'm not exactly sure if I'm ready to be Katie Holmes to his Tom Cruise.

–33rd & Broadway

Woman: Everywhere I go, I see either someone I know or a celebrity!

–69th & Columbus

Little boy to mother: Oooh…I thought Malcolm X was a singer.

–Flatbush & Beekman

Overheard by: Chelsea

And You’re Not the Only One

Girl: I need to get something for my boyfriend for valentine’s day. I’m thinking of some panties and an outfit from Victoria’s Secret. What do you think?
Boy: That’s nice. I like dirty panties. Hanes tighty whities for women. I like them real dirty and crusty lookin’, like she just rolled around in some shit.
Girl: You nasty! What’s wrong with you?
Boy: Don’t be hatin’, that’s what I like.

–R Train

Overheard by: Chris

You Can’t Do Something Bad at Times Square Anymore

Teen boy #1: We’re getting back pretty late. What are you going to tell your mom?
Teen boy #2: I’ll say we were at dinner until 10:00, and–
Teen boy #1: No way! We went to dinner at 6:15! There’s no such thing as a four hour dinner!
Teen boy #2: Okay, I’ll say that we went to dinner at 7:15, and that we stayed until 8:45 because it was a buffet…then we went and hung out at Times Square–
Teen boy #1: You should tell her that I did something bad, otherwise she’ll be suspicious.

–N train

Girl #1: I heard on a show that Times Square was getting seedy again.
Girl #2: Times Square should be seedy. Tourists come here and they want to see hookers and pimps and drug dealers hanging around. Not the Prudential Financial display.

–Times Square

Lucky the Cashier Had Completed Customer Service Training and Knew the Answer

Boy, looking at fish skull in glass case: Where is this fish native to?
Cashier: The ocean.

–Maxilla & Mandible

Overheard by: Aidan Shepard

That's Not All We Were Hitting, Sweet Pea.

Mother: I ran into cousin Seth here the other day.
Two-year-old son: You mean, you hit heads? (taps forehead)

–Grand Central Station

Overheard by: EthanK

Um…That’s Sarah Jessica Parker

Girl: Whoa! That dog is huge!
Boy next to her: Um… That’s a horse.

–Times Square

Overheard by: I guess that’s a common mistake…

That Happens When We Borrow Money from China

Tourist son: Wow, is this high school?
Tourist dad: Yup, you gotta be like Asian to go here.

–Stuyvesant High School

Bart and Milhouse Are at It Again

Little boy #1: I bet you you can’t do it!
Little boy #2: Oh yes I can! Don’t underestimate me!
Little boy #1: Fine! Steal my soul!

–Broadway

What's a Nice Wednesday One-Liner Like You Doing in a Place Like This?

Guy to girl with afro crossing the street: Hey gorgeous! Gorgeous! Let me massage your kinky tips!

–8th Ave & W 4th

Comedy club promoter to hot girl: Hi, do you like comedy? (girl keeps walking) Okay, do you like skinny white guys then?

–42nd & Broadway

Overheard by: Galina

Young boy reading aloud in halting monotone: I like that outfit. It would look great crumpled up on my bedroom floor tomorrow morning. You have 206 bones in your body, want one more?

–Borders, Kips Bay

Overheard by: Emily

Fat white guy in Mets jersey to hot blonde: Hello, my name is Tom and I'm horny. (blonde keeps walking)

–Lexington & 50th

Black man to female passerby: S'cuse me miss… Not to seem rude, but to be honest…for a white girl, you got a nice butt.

–5th Ave

Conductor on PA: Ladies and gentlemen, this last weekend I went to a club…never again. I walked in, sat down at the bar and ordered a drink. I saw a beautiful lady across the bar, went up to her and said, "Where have you been all my life?" She said back to me "I think for the first half of your life, I wasn't born." This is 59th, Columbus circle, have a good day, ladies and gentlemen.

–A Train

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