Hobos

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

Hobo to college graduate in cap and gown: Oh yeah boy! You got it going on! I bet you get all the bitches!
College grad: Well…

–Penn Station

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

Drunk 20-something girl: Can I get fries for four dollars? I have four dollars. I need fries.
Waiter: No.
Sober 20-something homeless guy: I'll buy you fries.
Drunk 20-something girl: Oh my god, you're such a lifesaver. Do you want some weed?

–Diner, 14th St & 6th Ave

Barefoot hobo: World War II was the best day of my life til my big sista was born in 1812. That was them Spaniard War… (silence, then in a really loud voice) Dammit, who stole my chicken?
Nervous white woman to friend, whispering: That's what happens when you send your kids to public school… (a minute later) Did he even have chicken?

–F Train

Student to professor: Yeah, man, you know, because every time I slap you five, now I feel like I'm slapping your father's ass.

–Suffolk County Community College

Overheard by: Wish I was paying attention

Trashy sista' on cell: Did you know you've been nominated for an award? (pause) Yeah, I know! I mean, it's just nice to even be nominated, issa' honor. Yeah, you wanna know whacha been nominated for? You been nominated for the world's biggest deadbeat daddy!

–Duane Reade

Overheard by: I don't work here

Demi-bum to another, looking at postcards at a convenience store: Oh, I want to send a postcard to my father: Doing shitty, wish you cared!

–Fulton & Water

Teen girl to friend: Of course I got him tested!…but he wasn't the father either.

–145th & Broadway

Guard: Did you hear about that 9-year-old girl who gave birth to her own twin? I'm serious! It was inside her stomach and then she gave birth to it. And the craziest part is that the twin was from another father!

–74th & Madison

Latina girl to friend: You know, I don't even know what I saw in that loser. I should've dumped his ass the first time he tried hitting on my dad!

–58th & 6th

Overheard by: Tim J.

Long-hair hobo: All America is an insane asylum.
Hobo friends: (chuckle)

–18th St & 6th

Overheard by: Moose

Student: A lot more people would definitely vote if there was free pizza at polling places.

–Queens College

Overheard by: Suze

Hipster: Papa John's makes me want to have Aids.

–Williamsburg

Overheard by: Matthew K. Johnson

Drunk person: Hey! This isn't the original Ray's!

–Ray's Pizza

Overheard by: Darwin

Girl to friend: So you only need a slice of pizza to get you wet?

–Slaughtered Lamb Pub

Overheard by: sinko

Old dude carrying blue plastic bag to pigeon: Pizza! My darling! Pizza! My pizza!

–9th St & 1st Ave

Hobo to passers-by: You need a dog! Don't eat the pizza, you will get fat!

–Union Square

Overheard by: Lily

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

(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