Archive for the ‘Preppies’ Category

Wednesday One-Liners Too Ashamed to Wear Last Year's Blahniks

Lady looking at another woman's Roman sandals: I don't like those Jesus-lookin' sandals!

–The Village

Girl: Do flats make your butt look big?

–9th St & 3rd Ave

Overheard by: Matt Morgan

Guy with faux-hawk: You know in Pee-wee's Big Adventure, after he loses his bike and everyone around him is riding bicycles? I feel that way with high-tops right now.

–14th & 1st

Overheard by: Heather

(trendy, skinny, Upper West Side woman on sidewalk is staring down at her feet and looking concerned)
Preppy 30-something boyfriend: I think your toes look better in those sandals.

–86th & Broadway

Overheard by: Sushene

Girl: My uncle is gay, like, flying-out-of-his-loafers gay.

–W 67th & Broadway

Overheard by: magical-newyork.blogspot.com

Female cop to two male cops: So he's standing there, really well dressed, nice shoes, and all of a sudden he pulls out this big, big (voice drops) boner, and says "Give me the shoes!"

–Continental Ave Station, Forest Hills

Wednesday One-Liners Fail the Purity Test

Girl: I’m done with threesomes. Someone always gets hurt. It’s four-gies only from now on.

–Duane Reade, 32nd & Broadway

Overheard by: Jaina Wald

Man on cell: You got the what? The what? So you got the queen-sized bed!! You whore! You whore!

–Wall & Water

Overheard by: Aubrie

Man: Hey, anyone want to go to an orgy?

–Central Park

Loud teen boy: Dad, do we need condoms?

–Pharmacy, 82nd & Columbus

Girl on cell: Well it’s not even like anyone there had any real porn background!

–Union Square

Overheard by: Natalie

Guy on stoop: Dude! I did not give that girl VD.

–22nd & Broadway

Loud female suit: Well, at least he wasn’t sleeping with an intern!

–45th & Lex

Preppy girl on cell: Hey, girly, I got myself two tickets for us to go to the Dominican Republic for next week, and you know what that means: 7 days of Dominican cock. Yum!

–34th St

Overheard by: naidababy

This Just In: Jackson Daughter’s Move to Iran Has Unintended Consequences

Preppy girl: So, like, Salman Rushdie had to move to America because that guy issued this fatwa thing against him.
Hipster guy: You mean the Ayatollah?
Preppy girl: I think it’s pronounced “aya-toy-a.”
Hipster guy: Ummm…Yeah, if he were Spanish!

–Columbia University

Overheard by: not an Ivy-Leaguer

Nice Hat, Though

Preppy guy #1: Oh, man, I can’t believe you. You’re just such a… a gay cowboy.
Preppy guy #2: Haha, Brian’s* not a cowboy.
Brian*: Oh, thanks, dude. Thanks.

–Macy’s

Overheard by: greg

He’ll Be Happy to Share Some WD-40 Memories with You, Though

Preppy guy #1: I hate geese shit on fields.
Preppy guy #2: It’s not so bad. It’s a good lubricant for when you slide-tackle people. You know, you just keep sliding…
Preppy guy #3: Dude, I can’t remember the last time I jerked off using geese shit. It can’t be that good a lubricant!

–Central Park

The Mysterious Fratboy Mating Dance

Guy #1: I think I’d come in third.
Guy #2: Why third? Why not first or second?
Guy #1: I don’t know, I probably don’t have the biggest, but it isn’t the smallest either, so I figured third.
Guy #3: Wait, then whose dick do you think is the smallest?
Guy #1: I don’t fucking know! I just don’t think I have the smallest, so I’m sure I beat one of you motherfuckers.
Guy #4: Dude, sounds like you got a small dick.

–24th & Lexington

Overheard by: paul10003

Isn’t It Time You Talked to Your Kids About Wednesday One-Liners?

Creepster: Hey there… do you like drugs? … How about Gandhi?

–Chambers &and West Broadway

Girl on cell: So I opened the envelope on the train… Yeah it was heroin.

–W 46th Ave

Bum: Excuse me! Hey, hey! Excuse me! Check it out! I am going to smoke crack all fucking night, and there isn’t anything anyone can do about it, because that’s what I’m going to do, I’m going to smoke so much crack!

–West 4th at Washington Square Park

Overheard by: Cory

Guy to hungover girl: Everyday you look more and more like you do heroin.

–Relish Bar & Grill

Preppy dude: I like doing drugs too much to be a Buddhist.

–Arlene’s Grocery

Mom to ten-year-old son: … But that’s like saying heroin is the only drug to try!

–14th St & 9th Ave

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