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Rusty Jackhole
When you have just the tip of your dick in a asshole, and you proceed to stroke your shaft until you unload your load of baby batter.
Rusty Jackhole by Alex the cock Cannon April 12, 2019
Toxic Jackhole
A narcisistic ex or current boyfriend who strings you along and keeps you hopelessly in love with him by telling you everything you want to hear, including, but not limited to, "you are my soul mate", "I've never had a connection with anyone like this in my life", etc. in attempt to fill his black hole of a soul. He is of course incapable of loving anyone but himself.
I changed Aaron's contact information in my phone to read Toxic Jackhole to prevent me from receiving his texts or phone calls.
Toxic Jackhole by I'm Done 888 April 24, 2011
jackhole
To clarify, it was Jimmy Kimmel and Adam Carolla who invented the word while they were working on the Kevin & Bean morning show on KROQ.
Ah, those were the days.
Ah, those were the days.
Jacksonsexual
Jacksonsexual by Grey's anatomy 17 January 4, 2021
Jackhole
it is a combination of Jackass and Asshole and I started using the word back in 1985 at Perry High School
Jackhole by Byron Woody May 30, 2018
More from Urban Dictionary
wrongun
anyone who succeeds in disgracing/over indulging themselves in the throws of clubland
square grouper
Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the US Coast Guard in the area of Southern Florida.
square grouper by slipsheet November 6, 2004
Word of the Day on October 7, 2026
Bunhead
A girl who does ballet and only talks about ballet. Her schedule is filled with dance classes which does not allow her to do any other activity.
trucker's tan
A sunburn or suntan focused on the left arm. It is caused by the left side of the body being the only half that gets exposed to sunlight while driving. Presumably, it would be located on the right side of the body in countries where they drive on the left side of the road.
trucker's tan by population361 May 30, 2006
Word of the Day on October 5, 2026
kidulting
Every time I walk into the toy aisle, I catch myself kidulting over the latest action figures and LEGO sets!
kidulting by Emotional Cruiser October 12, 2025
Word of the Day on October 4, 2026