When you clench your asshole and your get temporary control of your penis.
Ed: Hey roger why is your pants pulsing?
Roger: Yeah Iโm monkey tailing it right now!
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Taking a nice long dump without stopping to pinch off
Dude, after that T-bell I had to curl a monkey tail something fierce!
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I'm waiting for Melissa, cuz she's growing a monkey tail.
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Verb. When a gentleman chokes a woman at the time of orgasm, making the woman's anus tighten up, making things a whole lot better for the man
Jerry: Dude i gave a girl a "Montgomery Monkey Tail"!
Bob: Dude thats awesome
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I'll be right back, I gotta go snap off a monkey tail!
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The sexual act of deficateing your partners mouth and then receiving oral sex giving the male appendage the look of the classic chocolate covered banana treat the monkey tail
Yo I pooped in this chick's mouth and she gave me a monkey tail
When you wait too long to poop and a turd starts to extend past your butthole involuntarily. Similar to a turtle head or a prairie dog, but possibly describing a more severe scenario.
Wait; I gotta call you back from the toilet. Iโve got a monkey tail situation going on.