Hobos

Creepy hobo: May you reach your destination in safety.
Hoochie: Scuse me?
Creepy hobo: May you reach your destination in safety.
Hoochie, cheerily: Thank you, sweetie!

–Outside Pacific Street Station

Overheard by: Rich Mintz

Gay man: I deserved it.
Hobo, jumping into the conversation: I deserve two dollars!

–East Village

Hobo: Once you go black you never go back.
Girl: Oh, but I did!

–9th Street & 4th Avenue

Overheard by: anna k

CEO on phone: Fuck you! Just get me the things I need to make money.

–12th & Broadway

Overheard by: Jeremy

Older man wearing yarmulke, screaming into cell: Hi! I think I left a check for $19,000 in the armoire, can you check if its there? (pause) Oh, good! I was so worried! I will deposit it tomorrow! (pause) Yeah! I'm going over the bridge! (pause) Okay? I gotta go! Bye!

–Q Train

Frustrated girl on cell: I've only got a metro card and $20! I can't take the bus!

–85th & Columbus

Overheard by: Jesse D

Female student: My dad didn't pay two $200,000 for me to be a bartender.

–Central Park

Overheard by: Greg

Singing hobo: I work hard for the money, I work hard for the money, so you better work hard for me!

–W 4th St

Overheard by: DRC

Bursar office attendant: All we do is take yo money.

–Pratt Institute

Hobo: Yo, yo, you think you got problems? I’m homeless! I ain’t got no money, I ain’t got no food, I’m hungry! I ain’t got nothin. You think you got problems? Yo, what’s your problem?
Guy: I’m in law school, I have finals.
Hobo: Sorry, that’s rough.

–Bond Street between Schermerhorn & Livingston, Brooklyn

Little boy in glasses: Excuse me! Do you have big titties?
20-something blonde: What? You shouldn't say stuff like that!
Hobo: Don't you be talkin to ladies like that! She's old enough to be your mama!

–Prince & Elizabeth

Overheard by: kma

Hobo: Hey, can you spare 20 cents?
Girl: Sorry
Hobo: Okay, 30 cents…40 cents…50 cents, but that’s my final offer.

–59th & 9th

Trinidadian hobo: Step into the car and please don't block the doors. There's another train directly behind this one. Biiing-bonnng! That's from the old cars. This is how they do it now: “Dingdong!” (recorded “if you see something, say something” message plays; hobo recites the message along with it, mimicking perfectly.) “Tell a police officer or an MTA employee.” Or tell me, because it might be a bag o' money. Or weed. But if it's only a nickel bag of weed, just turn it in to a policeman. If it's a 500-pound bag, give it to me! I need that haze! Now, here's a picture of my wife. Two years ago, on Easter Sunday, my wife passed away of a massive heart attack. I want you all to know about this because I want you all to know I'm still single. The ladies, that is, not the men. I'm not gay. I have gay friends, but I'm not gay. I'm a lesbian. I'm a lesbian because I love what they eat!

–4 Train

Overheard by: Aloof Loner

Hobo: Pretty, pretty, pretty, pretty girl.
Girl he’s staring at: Thank you.
Hobo: Not you! You ain’t pretty!

–Crosstown bus

Hobo: Hey girl, wanna marry me?
Girl: [whispering] No, sorry.
Hobo: YES OR NO? Damnit, I don’t have forever.

–38th & 8th