Homeless

Mystical store clerk to very serious customer: Yeah, I went through like half the winter like without the appropriate headbands!

–Bookstore

Overheard by: teen

Older woman to younger woman: At least you're not wearing windpants anymore. That's an improvement right there.

–Bedford Ave & N 5th St

Middle-aged businessman to two others: In my life I've seen, at most, three people who look good in spandex.

–40th St b/w 5th & Madison Ave

Teen on cell: I think we're going to need something more supportive than a fanny pack.

–113th St & Broadway

Overheard by: Jeremy

Fabulous hobo: Why does a homeless man wear couture? Because he wants to show off!

–Union Square

Sanitation worker to hobo with cart full of bags: You going to throw them away?
Hobo: Naw, I'm gonna go and do my hustle.

–33rd & 7th

Overheard by: EthanK

Gay man: You know, I have finally come to accept my sexuality.
Woman: Oh, that's good!
Gay man: I'm not even afraid to tell the world: Hey everyone! I like men!
Overhearing hobo, with a hopeful smile: Hey! Me too!

–Times Square

Overheard by: hobos are around at the strangest times

20-something female on cell: But never have I ever had sex with a dirty talker before, so it was something else, to say the least. I signed up to get laid, not play Penthouse Mad Libs.

–23rd St & 5th Ave

Customer, after placing order: …with hardboiled eggs.
Gay waiter: Hardboiled eggs smell like dirty assholes, an I've seen a few dirty assholes.

–Denny's

Overheard by: student-19

Preppy guy on cell: No, dude! I don't know, like…like really dirty girls.

–86th & Lexington

Overheard by: Anne

12-year-old boy to mother: The bum, you know! The dirty man that plays with me.

–Forest Parkway

Overheard by: Jason A

Guy dancing on new lawn: This isn't even good grass! It's dirty, yo!

–Pratt Institute, Brooklyn

(lady with 12-15 hula hoops walks onto subway and sits across a sleepy hobo)
Hobo, surprised: Oh! Why you have all those hula hoops?
Hula hoop lady: Oh, well, I'm a professional hula hooper…seriously!
Hobo: Nah, nah, I see it.
Hula hoop lady: I teach a class with hula hoops.
Hobo: Yeah… (very matter-of-fact) I see the physicality of it. (Hobo gets up and does a gyrating hula hooping motion for five seconds)
Hula hoop lady: Yeah, people really get into it.

–L Train

Overheard by: Rock the Red Sock

PETA representative: Excuse me, ma'am, do you have a minute for animal rights?
NYU JAP: I'm wearing leather boots. Do I look like I give a shit about animal rights?
Panhandler: (applauds)
NYU JAP: (gives panhandler a quarter)

–8th & University

Overheard by: byron

Hobo: Do you have a small sample?
Barista #1: We're not giving out any samples.
Hobo: Do you have a cup?
(barista hands him a cup, hobo starts to walk to back of store)
Barista #2: Sir, where are you going?
Hobo: To the bathroom.
Barista #2: We don't have a bathroom.
Hobo: Can I have some water?
Barista #2: No! And do not come back here! Have a nice day!

–Starbucks, Penn Station

Overheard by: BK

Girl to friend: I helped a tourist the other day. That's not me, I'm a bitch.
Hobo, eavesdropping : Yeah, you are.
Girl: What?
Hobo: You're a bitch.

–Union Square

Chick on cell: Are you sure this is a sex trip and not a "meet-my-parents" trip?

–14th St

Overheard by: Argopelter

Laughing woman on cell: I'm going to be so busy when I get back! My week of relaxation is just going to be ruined by a hurricane.

–Starbucks, Park Ave South & 29th

Overheard by: Rose Fox

Guy to three hot girls carrying luggage: Oh, hello, ladies. I also travel! What a coincidence! (girls walk away laughing) You can run! I will find you! It's only a matter of time!

–Financial District

Black woman on phone: Ya, man, I just got back from Miami. Shit, I'm still jet lagged!

–Wendy's, Flatbush Ave, Brooklyn

Overheard by: oh really?

Blonde girl on plane to another: I figured out on this trip that if you pack your lightest clothes on the bottom of your suitcase it will weigh less! Coming in, my suitcase weighed 54 pounds, and going home it only weighed 46! (second blonde nods knowingly)

–LaGuardia Airport

Overheard by: Meagan O.

Hobo: Hey girls, could you spare some change? Please? It's for my Hawaii fund! I'm gonna wear a bikini and dance the hula. And fuck it, I'm freezing my butt off!

–University Place & 10th St

Overheard by: queenofscots

Middle-aged woman: My work is better than my personality, honestly.

–40th b/w Park & Madison

Overheard by: Jim

Girl on cell: But you don't speak English or Spanish good. Baby, you just aren't that smart, how you supposed to get a job?

–Baskin & Robbins Downtown

Conductor: I really don't give a damn whether or not you stand clear of the closing doors, because regardless of where we go I'm still working.

–1 Train

Overheard by: gefilte fish junkie

Hobo, arguing with another: Don't talk to me like I'm yo' job.

–Harlem

Overheard by: Emily

Whiny lady on cell: Yeah, so I think I am allergic to my office. (pause) Oh, no, no, I am positive I am allergic to something in the office. Every time I am in there, sitting in my chair, I get these pains in my back.

–41st St & Park Ave

Overheard by: you still have a job, ungrateful lady!

Hobo to passers-by: Where are you all going? There ain't no jobs.

–Union Square

Overheard by: Jillian