Dating

Big girl: Eww! I miss the days I went out with Eric.
Friend: Why? He was an asshole!
Big girl: He took me out so much, I swear I went to every cool spot in New York City.
Friend: Wait, so bascially he wined and dined you?
Big girl: Yep!
Friend: What the fuck, I thought fat girls didn't get wined and dined!

–Coffee Shop, Union Square

Girl #1: So I texted everyone and told them he was gay, but no one believed me.
Girl #2: Of course he's gay. You used to date him.

–M-15 Bus

Overheard by: peter

Young man to friend: So, about your girlfriend…I think she and I should fuck.

–Union Square West & 16th St

Street hawker selling datebooks: Wanna cheat on your husband? Plan it out! Get a daily planner, write it in red!

–Herald Square

Overheard by: MPW

Hipster teen girl to friend: Dude, don't worry about it. Whenever I want guys to cheat on their girlfriends with me I always just take off my pants and start singing Afroman.

–Mulberry St

Chick to friends: Seriously, it's a full-on dating service for married people. (pause) Like, adulterers.

–Broadway & Avenue of the Americas

Overheard by: Chuckles

Guy to another: Have you been cheating a lot? Does she know you're gay?

–6 Train

Hobo: So would all unhappily married women please step forward? I know there are some unhappily married women out there, and I'm willing to satisfy your needs. (pause) I know you're out there!

–Times Square

Overheard by: John

Chick: You rotate girlfriends like handkerchiefs.
Dude: If they are confused bitches who like making me uncomfortable.

–Roebling Tea Room, Williamsburg

Girl #1: I don't think I'll be dating anyone anytime soon.
Girl #2: But why? We'll be going to college in a few months.
Girl #1: I know, but I just don't think I can settle for anything less than an Italian R&B singer.

–77th & 3rd

Woman on date: So tell me about your trip through Asia.
Man on date: Um… Yeah, so after dinner, do you want to go to K-Mart so I can watch you buy sheets? Because it would really turn me on if I could watch you buy sheets.

–East Village

Woman on cell: That's why I moved to Brooklyn: I hate people!

–Carrol Gardens

Overheard by: Smegma

Man on cell: No, no, no! You go to Brooklyn and suck that sweet white dick for free!

–35th & 8th

Brooklyn guy to date: I would walk all over Brooklyn for you! I would even walk all over Queens for you, you're so sweet!

–Tonio's Restaurant, 7th & 8th, Park Slope

Overheard by: D-Law

Train conductor: Because of a sick passenger at Clark Street, some of us may not be making it to Brooklyn…I'll let you know.

–Downtown 3 Train

Overheard by: D-Law

Conductor: This is York Street, the first stop in beautiful Brooklyn…yay!

–F Train

Snarky girl, about friend's prospective date: So, let's approach this like from a business perspective: Which option would give you the greatest return for the least amount of effort?
Hipster guy with Texan accent: Going into the bathroom, masturbating, and coming out to join a game of charades.

–Fort Washington & 180th

Asian dude, adoringly: Honestly, if you were a guy, you would date you.
Asian chick: No.
Asian dude: Why?
Asian chick: I'm so good in bed. I intimidate me.

–E Train

Overheard by: Injun Mofo

Guy: So, Plaxico Burress shoots himself with an illegal gun, and now he's going to be the next Senator from Illinois?
Girl: Sometimes I have no idea why I dated you.

–R Train

Overheard by: Yeah, it took me a second, too.