by ghetto jake January 5, 2011

When you bend your non-erect penis into a U shape and stick it inside the significant other using the bend to see how long it will take to get hard and snap.
Person 1: Yo bro what's the matter, you look pretty sad.
Person 2: I broke my penis last night. :(
Person 1: Bruh what- how!?
Person 2: She wanted to do candy cane anal.
Person 2: I broke my penis last night. :(
Person 1: Bruh what- how!?
Person 2: She wanted to do candy cane anal.
by THOT_EXTERMINATOR69 January 31, 2023

by ItaDick March 15, 2017

by Giggly_Shit September 26, 2017

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

My cousin Walter said that even after him and his lady broke up, she’d call him every year around Christmas, looking for another “caning.”
by The Pizza Parker June 26, 2021
