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A cross between a jock and an asshole. Most notably:

1. An athletic guy in his late-teens or early-twenties
2. One who only talks to cool people and/or girls with certain chest size.
3. Struts around as if they own the world.
4. May/may not wear a jockstrap.
5. May/may not own a large convertible of some kind, perhaps in an effort to make up for small willy size.
X: See that guy with the football?
Y: The one who's making fun of those nerds?
X: Yeah, him. He's a total jockhole, man!
jockhole by dementeddonkey March 3, 2007
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jockholm syndrome 

Feelings of trust or affection felt in cases of a nation being held under the thumb, of being continually told that you are ... "too wee, too poor, too stupid" to govern yourself by your larger neighbour for over three hundred years. The result of three hundred years of being under the thumb has resulted in some Scots wishing to vote against their own independence.
Johann Lamont (Scottish politician) showed her severe case of Jockholm Syndrome when she stated that 'We're not genetically programmed in Scotland to make political decisions.'
jockholm syndrome by Pour1malt March 5, 2014

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