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jacktation

When a woman masturbates a man's penis with her breasts. (derived from the word "lactation," when a woman secretes milk from her breasts.)
Rick was tired of handjobs, so Barb got him off with jacktation instead.
by Led Zeppole September 30, 2003
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Jackwagon

A useless piece of equipment, usually military, used to refer to a mule-drawn freight wagon which had been pieced together from dicarded or substandard parts, and subject to frequent breakdowns. Jackwagons typically were good for only one or two uses, then abandoned or discarded along roadsides and in ditches, and were often re-cannibalized to create new jackwagons.
"Maybe we should trot on over to mambypamby land and get you som confidence - you jackwagon!" Geico commercial
by LTC's Daughter-in-law December 27, 2010
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jackamonkey

A hybrid of a jack-ass and butt monkey. An incredibly stupid and annoying person.
Dude, quit acting like a goddam jackamonkey! You're pissing me off!
by Paul September 7, 2004
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Jackathon

When you masturbate so much with a smart watch on and it says you ran a marathon.
“I jacked off so much during Dick destroying December my watch says I ran a marathon. A real jackathon was completed.”
by MaBrain September 14, 2018
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jackwagon

When something goes awry; someone who fouls something up, i.e., plans, projects, etc.
1. The vacation plans were jackwagoned.

2. I can't believe he messed up the vaction plans, what a jackwagon!
by David J. July 2, 2005
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Jackathon

Where you see how much you can jack off in one day before you can't get an erection anymore.
Hey Ryan wanna do a jackathon?
Me: Fuck yea, I'll be sure to stay stiff the whole time
by ItsMaybeEthernet March 27, 2015
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Jackaroni n' cheese

The act of putting one's penis into a medium to large bowl or pot of macaroni and cheese and then ejaculating.
Stacy: Did you hear what Kyle did?
Megan: No, What?
Stacy: He had a jackaroni n' cheese!
Megan: No way!
by Lonely_Bigcock August 9, 2013
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