Candy Cane Challenge

The dare, challenge, or game in which to see if a woman can hang two normal sized candy canes on her erect nipples.

I dared Yvonne to take off her bra and do the Candy Cane Challenge with two of the candy canes hanging on the tree.

by MakeUSABlue December 13, 2023

7 Day Challenge

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 6, 2017

Vertically Challenged

Very short; without much physical height

My brother is very vertically challenged.

by Dusty Divot June 1, 2018

Barron challenge

The 'Barron challenge' is to fly a kite for life. But he can't know we need him too. Only Don can ask him.

Please Barron complete the Barron challenge for world unifacation.

by Bryn Benn June 27, 2020

seven year challenge

The challenge of hooking up with someone in every class year you will encounter in college, aka a senior when you are a freshman through a freshman when you are a senior

I hooked up with a sophomore last night, I'm one closer to completing the seven year challenge.

by bjork bjork April 15, 2013

bartley challenge

Turning the bartley study rooms into a sex cave where business students leave their VSB virginity behind

Bro: Just put paper on the windows and be quiet.
Sorority chick: Did you reserve this room?
.... 3 minutes later
Bro: I'm a VSB GOD!
Sorority Chick: ehhh... that was quick. (sigh)
bartley challenge being defined as climax

by VSBslut December 15, 2014

Turd Bucket Challenge

When you fill a bucket with turds and pour it over your head

"I nominated my dad for the Turd Bucket Challenge"
"Oh shit, did he actually do it?"
"Yeah, I helped him out in his sleep"

by Tinkle Stinky June 4, 2025