Age/Aging

Woman to younger boyfriend: Honey, that Chinese food that you brought over is still in my fridge. I was going to throw it out.
Younger boyfriend: No, I'll eat it.
Woman: You don't think it's gone bad?
Boyfriend: It's only two days old. You're 31, and you haven't gone bad yet.
Woman: That makes no sense, and in any event, you haven't eaten me in a while either.

–Upper East Side

Thug #1: Nigga, you all old-like 'n shit. You be like, sixteen goin' on sixty.
Thug #2: Me?! Nigga, you got that shit all backwards. Look at Jerome. He be sixteen goin' on dead.

–Fulton & Nassau

20-something #1: You are so different than you were in middle school!
20-something #2: I know, I just quit smoking.

–68th & Columbus

Overheard by: Allison

Guy: Okay, we can invite him too, but you have to remind him that pants are a requirement, not a mild suggestion.

–Uptown 2 Train

Middle aged man at the end of police show (exhausted from dancing around the suite all night): Wow, I can't believe I kept my pants on!

–MSG Skybox

Overheard by: Russ Beef

Man to friend: And like, man I wasn't gonna drink anything, but I smoked like one hundred blunts and was so high and I was like taking my pants off and shit.

–1 Train

Overheard by: batou187

Ghetto guy to ghetto friends: I remember the day I got my Reeboks like I remember the day that I peed my pants…when I was too old to pee my pants.

–A train

Overheard by: Hannah

Guy on phone: I think that may be slightly humiliating though, if the pants actually come off. And someone feels the chicken cutlets inserted in your underpants for some added power.

–19th & 8th

Overheard by: Joey

Middle-aged woman (excitedly): So I met a great 75-year old man!
Middle-aged man (also excitedly): Are you going to marry him?

–W 13th St b/w 5th & 6th Ave

Overheard by: NYU girl

Older thug to hot teen walking by: I started commitin' sins when you was still playin' with barbies.
Hot teen: (gives him the finger)
Older thug (singing): “They tried to make me go to rehab and I said no no no…”

–Broadway & Madison

Overheard by: Anne

Guy on cell: I'm 35. What? That's too old for you? Age ain't nothing but a number, baby. And, I work sometimes too. And I don't smoke. Well, I smoke, but I don't smoke smoke, ya know. And, I've only been in jail once, but that was a long time ago and I've learned. I even read now.
Girl nearby to friend: See, I told you signing up for match.com would be a bad idea. You can never tell who'll answer your ads.

–Atlantic Ave & 5th Ave

Overheard by: Susan

Guy #1: There are grown men who get with, like, 12-year-old girls. It's sick.
Guy #2: It's not sick, it's awesome!

–39th & 7th

Headline by: Chris

Runners-Up:
· “Another Undercover Cop Passes the R Kelly ‘New Friend’ Test” – Bassmanbish
· “Fetal Attraction” – Jonathan
· “Henry Regrets Naming His Daughter Lolita” – Vasyl
· “In Prison, Greg Still Couldn’t Understand How the Sting Operation Worked.” – not impressed
· “Those Girls Are Considered 16 in China…” – David M
· “Welcome to Thailand” – the Sex tour operator

Click here to see the new Headline Contest

Yelling man: Excuse me, attention please, girls only! Two years ago we were blessed by an earth angel, and that earth angel is me, in this body! If you want to come with me, girls, to heaven, I can give you some pamphlets, information…but there is a catch! Only girls under the age of 29 may come with the earth angel! Girls above the age of 29 are destined to the infernal afterlife!
Queer Latino to lady friend: Guess you're gonna burn.

–4 Train

Overheard by: nooners

(group of drunk teen girls are walking down the street)
Slurring girl (shouting): I made out with a 26-year-old! I feel kinda bad about that, but… But he was fucking hot!
Friend: It's only hot if he knew what age you were…

–73rd & 1st

Overheard by: Inquisitor