Age/Aging

HS girl #1: I’m just so tired of school boys.
HS girl #2: Yeah. Me too. I’m pretty much all about investment bankers now.
HS girl #1: Oh my god. I’m so going to invite you to my next investment banker party.

–78th & Lex

20-something grad student #1: You can't sleep with her! Dude, she's in high school!
20-something grad student #2: Dude, she's 18!
20-something grad student #1: Dude…oh…well… Carry on!

–114th St & Broadway

Overheard by: S.W.

Headline by: S.T.

Runners-Up:
· “Bill Finally Accepted That Ted Would Be Having an Excellent Adventure Without Him” – lex
· “Dude, Her Myspace Page Wouldn’t Lie” – the trayster
· “Ethics Majors Cram for Their Final Exams.” – Sandy Paws
· “If She Can’t Get Into College, at Least College Can Get Into Her.” – Matthew N
· “Plus, There’s the Extra Money for Tutoring Her for the SATs” – Steve
· “Then Why Is She a Sophomore?” – Mikey

Click here to see the new Headline Contest

Little girl to people waiting to board plane: You want a grandma? We have hundreds of grandmas here.

–LaGuardia

Overheard by: detective olivia benson

Grandma, about child running with others: He runs faster than… than a little shit.

–Alice in Wonderland Statue, Central Park

Mom to kid: Do you know that purse I stole from Grandma? Hide it. She’s coming over.

–Brooklyn

Overheard by: Jeff

Grandma: If I was 50, boy, I’d be nifty. [Granddaughter stares blankly.] Yeah, if I was 50, I’d wear a leather bustiere.

–C train

Woman on payphone: I don’t care if Johnny was fucking his cousin, that don’t give you the right to steal your grandma’s credit cards!

–125th & Lex

Drunk Hispanic teen: How do I get to Times Square?
Older white lady: I am not sure… Maybe two stops. [Teen whispers to her.] Good Lord, no! I am old enough to be your mother!

–F train, 57th St

50-something guy #1: I mean, I like being with her, I just feel we have nothing to talk about.
50-something guy #2: You have to admit it wasn't really the conversation you got into the relationship for.
50-something guy #1: I know. But I still wish we connected more.
50-something guy #2, exasperated, suddenly much louder: Well, then you shouldn't have left your wife for a 19-year old!

–Asphalt Green Gym

Overheard by: Richard

Little boy in glasses: Excuse me! Do you have big titties?
20-something blonde: What? You shouldn't say stuff like that!
Hobo: Don't you be talkin to ladies like that! She's old enough to be your mama!

–Prince & Elizabeth

Overheard by: kma

Pharmacist: Hi, sir, can I help you?
Old man: I need to refill my pills.
Pharmacist: Which pills, sir?
Old man: You know, my pills.
Pharmacist: Sir, you are on eight different medications. Can you maybe describe the color or shape of the one you want? Or maybe what it does?
Old man: I just want my pills, dammit!
Pharmacist: Sir, I can’t refill them if you don’t tell me what they are.
Old man: My pills! The blue ones! You know, the man-agra!

–CVS/pharmacy

Overheard by: Amused customer in line

Relaxed professor, talking about his past: When I was younger my friends and I would go to McDonald's for the fries, and Burger King for the burgers.
20-something student: My grandmother told me she did the same thing!
Relaxed professor: Yeah, we dated.

–Columbia University

Girl #1: I saw this homeless girl on the street who looked our age and I felt so bad.
Girl #2: So did you give her money?
Girl #1: No, my nails were wet.

–62nd & Lexington

Seven-year-old kid #1, playing with spirit stick: Man I feel like I’m five years old again!
Seven-year-old kid #2: Those were the days!

–Exiting Madison Square Garden

Overheard by: MIchelle