Pick-up Lines

Crazy hobo with guitar to stranger: Damn… you invited a lot of people.

–1 Train

Hobo to young married couple: I have found the promised land. Seriously. I'd get a plane ticket right now, but it'd be cheaper to go to confession for a week and then get hit by a bus. Remind me to tell you about this later.

–Times Square

Overheard by: Oliver

Grimy hobo: Hey, do you guys have any change? Hey, do you guys have any change?
(20-something girl walks past him, with businessman a few steps behind) Hey, do you guys want to have sex? Uh, I mean…

–W 3rd & Thompson

Hobo, taking donations to help the homeless, counting coins: 25…50…60… (grabs fistful of coins sticks in pocket) Tax rebate!

–Union Square

Guy #1: Hey, that girl’s pretty cute.
Guy #2: Yeah, except the hat is kind of Inspector Gadget.
Guy #1: Yeah, or Peter Sellers. She’s got kind of a Peter Sellers look going on.
Guy #2: “I love the way you look like Peter Sellers… but hot.”

–6 Train

Hobo #1: I love you.
Hobo #2: Get the fuck out of here.
Hobo #1: What?
Hobo #2: You are going to fuck with me and you are going to get yourself hurt. I mean it!

–Penn Station

Overheard by: bebe

Blonde in convertible: Hey, cutie!
Suit: (turns around briefly, keeps walking)
Blonde: Hey! With the nice ass, we were talking to you!
Suit, walking back to convertible: Yes?
Blonde: My friend here thinks you're cute and wants your number.
Suit: Uh… I'm flattered, but I have a fiancee, so I'll pass.
Brunette driver: I didn't ask if you were single, I said you had a nice ass and I want your number.
Suit: Again, thanks, but no.
Brunette: How about I give you mine?
Blonde: You know, for when the marriage doesn't work out.
Suit: Yeah, no. But you girls have a great day.

–3rd Ave & 46th St

Man: You got the prettiest laugh I’ve ever heard!
Pretty girl: Aw…
Man: If you pee on me, I’ll let you laugh a lot more!
Pretty girl: Oh. I was going to say that was the sweetest catcall I’ve ever heard, but then…

–Mulberry & Spring

Overheard by: has that ever worked for you?

Weary black lady squinting at bag of meds: Could you read this to me?
Young white guy: It says, ‘Add two drops to each eye twice a day.’
Weary black lady: Thanks. You married?
Young white guy: Uh, yeah.

–Duane Reade, 23rd & 6th

Skinny white guy: I’m like, really excited for that Israel parade. Like, I think it will be a really nice experience for me.
Jewish girl: Mmhmm.
Skinny white guy: No, I’m serious. I love Jews. And like, I’m not just saying it to get into your pants.

–Penn Station

Young black man outside barber shop: Hey, lady!
White lady, digging through her purse: Oh, hi…
Young black man, sitting and gesturing: What you digging for? My heart is right here!

–Jamaica Ave & Parsons

Overheard by: Lady Walking By

Drunk guy: You’re the best lookin’ thing in here.
Waitress: Number 1, I’m not a thing. Number 2, thanks!

–1849, Bleecker Street

Overheard by: Chumbodonk

(guy sits next to perfect stranger)
Guy: Are you dating someone?
Girl: No.
Guy: Can I have your number?
Girl: No.
Guy: Is it because I’m black?
Girl: Of course not.
Guy: Is it because you’re a lesbian?

–C Train