Smiley man: How you feelin’? How you feelin’?
Little girl: Who’s that?
Mom: That was just a nice man sitting on the sidewalk saying hello.
Little girl: Really?
Mom: Yeah, he was talking to you.
–14th St & University Place
Overheard by: Alexandra
Man: Let me explain it to you. It’s like this…when I’m more than fifty miles from the city, I’m a bachelor again.
Woman: How’s that?
Man: Well, yeah…when I’m closer to the city, she hears shit.
–24th & 8th
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: I directed a show at a musical theatre awards dinner last night. All the great, older musical writers were there: Kander, Ebbs, everyone. You should see their wives. They’re gorgeous.
Woman: They have wives? I thought they were gay.
Man: Oh, no. They’re Jewish.
–LES
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
Hat Tip 🎩 to The Marketing Scientist
