Old lady #1: Why are you dating a 30-year-old guy?
Old lady #2: … Well, he just got a haircut.
–Union Square East, 15th St
Overheard by: Steve Scalici
Old lady #1: Why are you dating a 30-year-old guy?
Old lady #2: … Well, he just got a haircut.
–Union Square East, 15th St
Overheard by: Steve Scalici
Frat boy: Yo, those chicks are hot. Let’s cat-call them. How do you cat-call?
Friend: Ummm…
Frat boy, yelling: Cat-call! This is an official cat-call!
–E Houston & Mulberry
Overheard by: barapa
Middle-aged lady: Look at that girl! Drunk and it’s not even four PM!
Friend: She’s not drunk, it’s just her shoes!
Middle-aged lady: But… Who would wear high heels and be sober?
–1st & 1st
Overheard by: eliza… the one with the heels
Headline by: Lalaith
Runners-Up:
· “British Comedians in Drag?” – Barry P.
· “I’ll Take Old Trades for $100, Alex” – Martin de Bruin
· “She’s Also Not a She. Not Originally Anyway.” – eric bostrom
· “The Same People Who Wear Crocs While Not Stoned Out Of Their Minds” – Cecilia
· “With Ann Coulter, You Can Never Be Sure.” – Jon T
Ice cream vendor: Why don’t you go for it? You are eating for two!
Woman: I am not eating for two.
–Union Square Farmer’s Market
Overheard by: Brownsvillegirl
Doctor: You really think I look like Rick Springfield?
Hobo: Oh, yeah. Could be his twin.
Doctor, singing: Jesse’s girl… I wanna be… [Hobo joins him singing and pees on the bench.]
–Union Square
Overheard by: tantorigor
Hobo: Are the raindrops only falling on me? Does anyone feel this?
Girl: I think it’s everyone…
Hobo: Now that I got you to talk to me, want to go out tonight? [Girl ignores him.] What?! I had a beautiful girl last night — I can’t get a normal one today?!
–Union Square
College guy #1: So I was hooking up with her–
College guy #2: –Dude, she’s kinda…
College guy #1: She’s not that fat! She’s average! I mean, she doesn’t outweigh me or anything.
College guy #2: Dude, if you have to convince yourself that she’s not fat, she’s too fat.
–American Eagle, Union Square
Frat boys in truck: Wooo! Where the ladies at?!
Queer couple, walking arm-in-arm: Right heeere!
–East Village
Overheard by: afro*T*siac
Teen boy: Shit, man, I can’t believe I got an F on that vocabulary test. I didn’t study, but I’m utterly devastated. See? I know the vocab!
Girlfriend: I like the word ‘utterly’ — it reminds me of cows.
Teen boy: It reminds me of boobs.
–Union Square
Overheard by: CeLia
Guy #1: Man, I don’t know what to do! I can’t get rid of my crazy ex! We’ve been broken up for almost a year now and I told her, ‘I don’t want to see you or speak to you any more,’ and she said, ‘I’m going to make your life miserable.’ Then she had the audacity to send my current girlfriend a message on Facebook saying, ‘We need to talk’ and asked my current girlfriend to call her. Then, a few weeks later, she shows up at my office. And just this week she send me a text saying, ‘I know we’re not speaking, but do you want to come out to dinner with me and meet my mom?’ What do I do?!
Guy #2: Oh my god, restraining order?!
Guy #1: And the sad part is that she has a dating column!
Guy #2: You mean she is giving other people dating advice?
Guy #1: Yup.
–Union Square
