Men

Hermit-looking man at bakery counter: Euhh… Yes, I want cake. One will say “Kenny's dead.” No! Wait! One will say “I killed Kenny, and I'm not sorry!” And the other will say… it will say, “Obama is my homeboy!”
20-something hipster girl, staring at man: Are you… for real?
Hermit-looking man: Yes, sweetie.
20-something hipster girl: You… you win at life, sir.

–167th & Broadway

Man #1: What happened?
Man #2: I was straddling her, and then everyone got turned on.

–Washington Heights

Man: You look like the black Sigourney Weaver.
Woman: I’m not black.
Man: Are you Sigourney Weaver?

–Oasis coffee shop, Hunts Point

Overheard by: Jake Glazier

Man, after looking around store: Where do you get most of your clothes from?
Crazy store owner with face paint on: The moon.
Man: Wait, where?
Crazy store owner with face paint on: Mostly from the moon.

–Clothes Store

Guy saying goodbye to lady friend: Then I masturbated, and rubbed this sandwich all over myself! (proceeds to rub sub sandwich over his chest)

–46th St & Broadway

Overheard by: James

Man to woman pushing stroller: That guy's kid beats the meat all day long!

–66th St & Broadway

Overheard by: Wow.

Guy in trench coat: He masturbated the other day in order to expel…

–Union Square

Overheard by: Amused

Girl: You really need good hand-eye coordination to masturbate.

–Bard High School, Queens

Overheard by: Sunny

Guy on phone: So, even though we're not together anymore, you don't want me seeing other people? (pause) What am I supposed to do? (pause) What do I need to use my hand for?

–White Plains Road

Overheard by: Chad

Man #1: Are you serious?
Man #2: Yep.
Man #1: She really did that?
Man #2: Yep, took everything and left me.
Man #1: God, your mom's a bitch.

–Times Square

Overheard by: Gir

Woman on phone: The point is, I asked you to marry me and you hesitated. You hesitated!

–Grand Central Terminal

Acting professor: Act as if you're fascinated by what they're saying, while thinking about something else. That's what boys learn to do when they get married.

–NYU

Overheard by: Lisa

Man, advising another flirting with hot woman: You gotta go for it–unless she's married!

–2 Train

Five-year-old boy to another: Yeah, well… I'll let you marry my daughter!

–10th St & University

Overheard by: Ricky

Man to male friend: So basically, I took her to a gay bar on our wedding night.

–Central Park

Chick to guy: Are we *seriously* arguing about whether or not aunt Jemima would support gay marriage?

–Park Slope

Overheard by: Ladle

Tall man to fat woman (after pouring two glasses of water): You want a glass?
Fat woman: No, thanks.
Tall man: God told me to pour two glasses. He talks to me all the time.
Fat woman: Okay, if your god told you, I have to take it.

–Montefiore Medical Center

Overheard by: Juantanom Bay

Dude #1: So I’m totally fighting with Mark–
Dude #2: You mean physically fighting, or metaphysically fighting?
Dude #1: Metaphysically. But does it make a difference?
Dude #2: Well, dude, you can’t get punched in the face, metaphysically.

–West 3rd & Mercer

Overheard by: Dev Nille

Man: I'm not going to have this conversation with you!
Woman: Why not?
Man: Because that's just setting myself up for an open-ended ass kicking.

–Prospect Park

Overheard by: Blueshmoo