Man #1: Look at that bum. It’s 2 in the afternoon, and he’s just sleeping in a doorway.
Man #2: He’s homeless. What the fuck else is he supposed to do?
–Charlton & Hudson
Hobo, walking quickly around a lady: You cannot fuck with a power walker!
–60th & 6th
Hobo on corner: Yo man, can I borrow like a hundred dollars plus tax?
–Outside Gray's Papaya
Panhandling teenager: I'm like Obama. I want change!
–Union Square
Overheard by: Canadian Girl
Hobo to self: I don't have anything against people with homes. Why, some of my very best friends have homes!
–E 35th & 6th Ave
Hobo to cops talking him away: Nah, man. I wasn't peeing on no stairs. What you don't understand is that I don't pee for anyone else, I pee for myself.
–145th Street Subway Station
Overheard by: Ben B.
Cashier to coworker: I would rather be homeless sleeping under a bridge than working this shitty job. [To customer] Have a great night!
–Joyce Leslie, 8th St & Washington Sq E
Girl on cell, pacing outside of restaurant: What happened to you? It was so good to run into you, but you look like a homeless person!
–St. Mark's Place b/w Ave A & 1st Ave
Guy to young girl: I think the homeless guy on my block has real self-esteem issues.
–Astor Place
Manager to hobo: Jesus Christ, don't let me catch you here again! The Radisson is right around the corner!
–McDonald's
Power walking suit on phone: I know, I've never actually seen a female hobo before.
–Grand Central
Suit on cell: So like, she was homeless, right? But she look gooood!
–6th & 19th
Overheard by: Sanam Skelly
Woman at red table with water jug: Help the homeless! C'mon! They don't like dat shit!
–Times Square
Overheard by: Cracka Jack
Bag lady: Ladies and gentlemen, my husband and I are homeless. We can’t stay at our shelter during the day so we come on the train to get food. Today we are asking for money so we can do laundry. Anything you can give will help.
Hobo: Why don’t you just admit that you’re gonna buy crack? I’m in the same line of work, don’t believe her.
–N train
Half-asleep hobo, in garbled voice: Can ya help me out, man…?
Passing student #1: What did he say?
Passing student #2: I dunno. If you're gonna beg you should at least enunciate!
–7th St & Ave B
Man: I am living the American dream — I am unemployed, I wake up and play Xbox, and the state pays me! I am going to stay unemployed for as long as possible.
Hobo: The state pays you to not work? Shit, son, what am I doing wrong?
–W 51st & 11th
Suit: Did they tip their 45s to their homies?
–Park Avenue
Overheard by: SuperVixen
Suit on phone: 500 milligrams? That's nothing. First, you need to start looking at the definition of possession…
–Broadway & Reade
Suit to little son: I need to teach you the difference between "homos" and "hobos." You'll understand easily, (giggles) …not much of a difference.
–Doctor's Office, Carrol Gardens
Suit on phone, snickering: Your posts are turd sandwiches!
–4th Ave & 13th St
Overheard by: ris
Suit on cell: I say go for it. You're rich, she's hungry. What could be more perfect?
–47th St & 6th Ave
Overheard by: Adrienne
Black boy: This hobo offered me some weed today on the train.
Mother: Did you take it?
Black boy: Yeah. She kinda looked like grandma.
–Jamaica Center, Parsons Blvd & Archer Ave
Hobo to passerby: Sir, can you spare a thousand dollars?
Passerby: Haha… Oh you’re serious.
–21st & 3rd
Overheard by: Paul
