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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.
“She wouldn’t let me go deep. All I could get was a rusty jackhole”

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.
Doc, the news guy, is a complete and utter jackhole!!
jackhole by Walking E July 13, 2006

Jackhole 

it is a combination of Jackass and Asshole and I started using the word back in 1985 at Perry High School
you are a jackhole if you think Jimmy Kimmel and Adam Carolla started this
Jackhole by Byron Woody May 30, 2018

Jackhole 

Someone who is an irritating, annoying, stuck up ding-dong. Not as bad as a**hole however is equivalent to a**hat.
Martha: OH MY GOD he is such a jackhole
Abby: Oh ya that's David

jackhole 

1. A combination of the words "jackass" and "asshole". Often used on the radio, because the FCC lets it through. Assumed to have the same impact as "fucktard" or similar words.

2. Jackhole Industries -- the production company of Daniel Kellison, Jimmy Kimmel and Adam Carolla. They produced shows such as "The Man Show" and "Crank Yankers."
"That jackhole... nearly cut me right off the road."
jackhole by Jason L. July 29, 2005
More from Urban Dictionary
The number of years you are still sexually active
While our lifespan is the number of years we will live, our healthspan is the number of healthy years we will have and our sexspan is is the number of years we will continue to be healthy enough to continue having an active sex life.
sexspan by Dr Kat April 21, 2022
Word of the Day on October 28, 2026
A lighthearted reaction upon receiving disappointing news of some sort. Usually something that isn't a particularly a big deal, esp. when it primarily affects someone else - sort of a mild schadenfreude. Sometimes doubled or tripled, and possibly said in a sing-songy voice for added comedic effect to imitate a muted trumpet, which is how the meme originated.
You didn't get any napkins with your takeout pork fried rice? Womp womp.
womp by 175623226 November 3, 2011
Word of the Day on October 27, 2026
When your wife’s boyfriend let you sleep past 8pm 😎😎
Wife’s boyfriend: You have 5 more minutes
Me: Poggers!
Poggers by Just_Charles April 14, 2020
Word of the Day on October 26, 2026

Oblication 

A vacation, feeling more like an obligation, that involves visiting or staying with family.
So Joe where are you taking the kids for spring break vacation? We are going on an oblication to Boca to visit my mother-in-law.
Oblication by kimmerr May 5, 2011
Word of the Day on October 25, 2026

Surf Dracula Syndrome 

A phenomenon in film/television series, most notably streaming series, where the main premise is drawn out to such a point that it takes an entire season or more to get the parts of the series the audience is actually interested in seeing.

For example, if a series is titled "Surf Dracula," a majority of viewers would tune in expecting to see Dracula surfing by the first or second episode. However, the entire first season would instead be tedious padding and backstory before finally ending with Dracula surfing in the last five minutes of the season finale.
I watched "Smallville" on Netflix the other day. Dude, it was ten seasons of filler before he finally flew! Major Surf Dracula Syndrome!
Word of the Day on October 24, 2026

Northstarring

Finding your way back to the truth by fixing on one verified fact and working out from there, the way you navigate by the North Star when everything around you is spinning.
Rumours were flying everywhere, so she went northstarring — one checked fact at a time.
Northstarring by Light Bearer October 22, 2026
Word of the Day on October 23, 2026
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