Dating

20-something girl to two girlfriends: We've been dating for two months. Normally in my relationships, it's "he loves me, and I love me," but now I feel like he knows I like him, and that threatens me.

–Penn Station

8th grade boy to another: Aren't I the woman in this relationship?

–Bell Academy

Woman to friend: He said he wanted to dress me up, take me out, and show me off to the world. Instead we'd go out, he'd make me pay, and tell me how great everyone else looked.

–3rd Ave & 37th th

Cute guy in Yankees hat: I need a wild, destructive relationship for awhile.

–Brother Jimmy's, 81st & Amsterdam

Guy: Yeah, I just got over a long-term relationship. You know, two to three months.

–Starbucks, 67 & Columbus

Guy on cell: I don't know if I already told you this, but I don't have a job or a show. So we could go a date until the end of time.

–MacDougal & 7th St

Steve Guttenberg to way-too-young date: I like you and I would like to see you, just not every day.

–Upper West Side

Suit on cell: I mean, imagine our mothers in Playboy

–Borders, Penn Station

Overheard by: I'd Rather Not

50-something suit to others: Ya, we sold ten bags of herb and made $100.

–Wall St & William St

Overheard by: Mike D

Suit on cell: Hey, mom! Ma! 7 cents! You owe me 7 cents!

–5th Ave & 22nd St

Overheard by: Katie

30-something suit to hot female: I can't reassure you about your body while we're in bed, because that would imply that there's something going on between us.

–W Broadway & Houston

Man in suit: Every day I try to do something out of my comfort zone, like hanging out with you.

–Broadway & Murray St

16-year-old girl to friend: Halfway through the date he took out a puppet and started singing.
Excited friend: Really? Oh my god, he is husband material!

–Union Square

Overheard by: Justin

Buff 20-something black guy: Yeah, she was that one I was going out with last summer.
Tall 30-something black guy: So what happened?
Buff younger black guy: She got fat! In like two weeks! And also, she was cheating on me: she never told me she hadn't broken up with her boyfriend at the time!

–Planet Sushi, Amsterdam Ave

Overheard by: Susan Volchok

Teen girl: Anna told me you liked me?
Teen guy: Yeah.
Teen girl: Why didn't you tell me or ask me out?
Teen guy: Well, I was afraid you would say no.
Teen girl: Why don't you ask me now and see what I say?
Teen guy: Do you want to go out sometime?
Teen girl: Sorry, no.

–Starbucks

Overheard by: Hugh

Girl #1: So how was the movie date with Adam?
Girl #2: Good! We saw Watchmen. I really liked it!
Girl #1: Did he like it?
Girl #2: Yeah, but he was upset about the nudity. The cock-to-tits ratio was not in his favor.

–58th & 8th

Puzzled guy on cell: What kind of girl calls you a "cuddly wuddly bear" and doesn't go out with you?

–The Village

Overheard by: Greene

Hobo: Hey there, folks! I'm Yogi Bear! Have you seen Ranger Rick?

–Gray's Papaya

Overheard by: Zach

Woman on cell: I'm glad the evil bear didn't kill you in your sleep!

–113th & Broadway

Overheard by: Ladle

Drunk girl to sober companion: Oh my god, I saw this dog the other day. It was a bear!

–Tick-Tock Diner

Outraged girl on cell: She's anti-polar bear?

–NYU Campus

Overheard by: nina

Preteen boy #1: My new girlfriend told me to meet her there after school.
Preteen boy #2: Why don't you just call her and tell her you'll be late?
Preteen boy #1: I don't have her number.
Preteen boy #2: How is she your girlfriend if you don't even have her phone number?
Preteen boy #1: Cause I kissed her on the lips and she liked it!

–L Train

Sketchy guy to hot girl: Hey, baby girl, I like takin' long walks through the projects, sittin' on a park bench eatin' French fries… (she walks away) Hey baby, come back!

–Christopher & 7th

Guy to girl walking down the street: Hey you…I wanna get on your bus.

–125th b/w Park & Lexington

Overheard by: Reilly

Big dude to hot girl: Hey girl, come talk to me for a minute. (she stays still) C'mon girl, chubby thugs need love too.

–Franklin Ave & Eastern Parkway, Brooklyn

Black thug to white girls: I'm Barack Obama's cousin, wanna go on a date? (they pass) That's gonna be my new pickup line, yo.

–33rd St & 6th Ave

Guy, as a curvy woman struts past him: Shake what yo momma gave you…not what yo momma paid for!

–Shuttle Train

Overheard by: Meredith

Seton Hall jock, leering at female in next seat: Wow, this ticket has more holes in it than I've ever seen before!

–NJ Transit

Drunk guy to girl on subway platform, after Yankees game: I'm a classy guy! I will take you to the fucking Radisson!

–Yankee Stadium Subway Platform

Elderly female employee, out on smoke break: So I met this gentleman at the coffee shop the other day.
More elderly woman: How do you know he was a gentleman?
Elderly female employee: I don't, but I sure hope he's not.

–CVS Pharmacy