Height

Older gentleman on phone: I was just calling to ask if you wanted to make love to my nice, long, Lebanese penis again tonight. (pause) Yes, yes, 10 works for me.

–45th & 5th Ave

Overheard by: Morgan

Mother, hissing to girl dancing exuberantly: You stop that! Stop it! Boys will try to sex you! Stop!

–6 Train Station

Girl on cell, yelling: He got soft inside me! That's, like, the worst insult ever!

–23rd & 9th

Girl on cell: Come over to the 7-Eleven anytime. I will fuck you!

–Washington Square West

Overheard by: David Fishkind

Brunching woman to friends: We lived in Buffalo! We could have had sex on the sidewalk, but it was four years before we were engaged!

–Brooklyn

Overheard by: Alexandra

Girl #1: So, yeah, his dick was this big (stretches fingers). I guess the rumors about black guys are true.
Girl #2: Kinda reminds me of my dad.
Girl #1: What?
Girl #2, awkwardly: I was only joking!

–Broadway

(two girls walk by, dressed as Peter Pan and Tinkerbell)
Gay boy: Aww, she's so cute, that little fairy!
Flaming gay boy: (gives gay boy a look)
Gay boy: What?
Flaming gay boy: Fairies have bods. All fairies.
Gay boy (laughing): She wasn't that big.
Flaming gay boy: Bitch, fairies do not have rolls!

–LIRR

Girl #1: Just stop thinking about it, god.
Girl #2: I can't…it's just new, and big to swallow, y'know?
Girl #1: Well, I'm sure he's not thinking about it all the time.

–Elevator, 5th Ave

Overheard by: Kyle

Guy: Yo girl, I gotta song for you.
Girl: Okay. What you got?
Guy, beginning to beat-box: You a five-star bitch, I got a five-star dick…
Girl: Hahahaha.
Guy: Eight inches long and just as thick…
Girl: What!? Hold up!

–W. 110th & Malcom X

Overheard by: The Music Man

Man #1: I was cashing my check in Brighton Beach and this Russian dude almost hit my little brother. So I went and tapped on his window and you know the first thing I did?
Man #2: What’s that?
Man #1: I spit in his mouth. He opened up his mouth and got a mouthful of my spit. Then I started walking away and he got out of his car and was like 6ft 9, all basketball style.

–Nathan’s at Coney Island

Overheard by: Brad Benson

Girl #1: My ass is so big!
Girl #2: I know.
Girl #1: You biyatch!
Girl #2: Wow, way to use a four-year-old pop culture reference.

–Guggeheim

Husband: I can't fucking believe you fell asleep while I was making love to you.
Wife: Yeah, well maybe if your dick was bigger, I would be more inclined to stay up!
(pause)
Husband: Maybe we should get a divorce.
Wife: Why? So you can bore some hot 20-something into falling asleep on your dick?

–In line, MOMA

Headline by: Baby

Runners-Up:
· “Cathy Once Again Uses Her Overwhelming Logic to Get Out Of Divorce” – Erica
· “Isn’t That What Roofies Are For?” – KJM
· “Narcolepsy Destroys Families.” – KJM
· “She Called It His “Snooze Button”” – Taylor-Like-Woah
· “The One Conversation That Every Married Couple Has Had at Least Once” – I know I have
· “This Performance Art Piece Will Be Here All Week” – TV

Click here to see the new Headline Contest

Boyfriend: Well, what cup size are you?
Girlfriend: I'm like an A and a half and a B and a half…it sucks.
Boyfriend: So…that's a full AB plus one.
Girlfriend: You know you can't combine unlike terms!

–32nd St & 6th Ave

Overheard by: Kimberly

Female cashier about to ring up sandwich order: What do you have?
20-something guy: Subway club.
Female cashier, not looking at sandwich: What size?
20-something guy: Mine's 12 inches.
Girl behind in line, to friend: Yeah, I bet.

–Subway Restaurant

Overheard by: Nancy