Anal sex by girlfriend for a consecutive 7 days with no vaginal intercourse
ME: Yo bud, your girlfriend is hot. Has she completed the 7 day challenge?

FRIEND: The 7 day challenge? What's that?

ME: Anal every day for 7 days with no vaginal penetration.

FRIEND: Nah bro, she's as plain as vanilla ice cream.
by Phil6590 June 7, 2017
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Drinking 4 tilts and a 250ml bottle of jack Daniels in under 2 hours without puking and stand the entire duration. If completed the challenger must pay 20$ covering double the price of the drinks.
At casa de win I did the 4 tilt challenge, that was a crazy night I blacked out hahaha.
by casadewin November 18, 2011
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When a person consumes five 16 oz bottles of chocolate milks in a minute without aid or throwing up. If one throws up, then they have to start over.
Mike: "I bet you I could do the Darigold Milk Challenge."
Daryl: "Ok, prove it. I'll count for you."
Mike: "Ok, here goes." *chugs*
Daryl: 1
Mike: *chugs*
Daryl: 2
Mike: *chugs another*
Daryl: 3 in 30 seconds.
Mike: I'm gonna puke, *chugs...*
Daryl: 4, keep going!! 1 more
Mike: *barfs up all the chocolate milk*
Daryl: Bro cmon, not on my counter, that's where we eat. Now you have to start over and clean it up.
by Anarchist666 May 23, 2013
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you may ask urself:
“wtf is the soulja boy crank that twerk challenge: dark web edition?!”
welp it’s quite simple. u do the crank that by soulja boy at 3am and proceed to throw that ass then throw it onto the dark web
there is much more to it if you are a part of the SBCTTC:DWE community but if you’re a starter this will do just fine.
friend 1:“yo have you heard of the SOULJA BOY CRANK THAT TWERK CHALLENGE: Dark web edition?!”
friend 2: “fuck yeah i been doing that shit for years catch up lil dweeb
by mdizzzle May 28, 2023
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friend 1: omg look at that person over there!
friend 2: haha! talk about being vertically challenged!
by cherrychambers06 December 27, 2022
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