Sexual act where a man is engaging in sexual intercourse in the doggy-style position and shifts his weight on top of his partner, while keeping his penis inserted, to the point of where he is balancing on top of her with arms and legs out-stretched (not touching the ground or holding on to anything) but is still able to pump.
Man, that guy in the porno pulled a flying squirrel!
by MJizzelness August 13, 2010
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Essentially, the "rick roll" of sex positions. It is done from the missionary position, although can be managed from doggy style, by extending arms and legs outward in the position of a flying squirrel or a skydiver. Upon doing the "flying squirrel" you must scream "FLYING SQUIRREL" while balancing on your mate. This has been known to stop sex immediately, ruining all chances of a climax.
"this is going to feel great...FLYING SQUIRREL!!!!!!"
-end sex-
by Special Ops Squirrel October 2, 2009
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Humble, but stunningly talented. Starts off on the ground, but reaches impressive heights.
At first, I wasn't very interested in the job, but then I found out that the company is flying squirrel.
by Clara Anderson April 19, 2011
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A man holds a woman up in the air, belly down, by her hips with her legs wrapped around his and her hands pressed against the wall to hold the rest of her body upwhile his penis is in the anus or vagina as he thrusts.
I was about to cum so I lifted her up for a Flying Squirrel and starting humping her like a jackrabbit.
by SavageSmack November 15, 2016
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This is the greatest Asian sex move of all time. Essentially it is a standing 69. Using gravity boots, the female hangs upside down (lowered to the appropriate level or the male can stand on a stool) and the male does his business. The male then leaves the female to get herself down. For added spice, one can make it difficult, i.e. ejaculate in her face.
Your mom and I did the flying squirrel, and afterwords I jizzed in her face.
by Pina Slicker March 18, 2010
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When your left testicle is stuck to the inside of your left inner thigh and your right testicle is stuck to the inside of your right inner thigh. As a result your testicles resembles the image of a flying squirrel's arms spread far apart with your scrotum and its skin being the skin on the flying squirrel's arms that droops down.
This happens often when you have been sitting down for a long time (like on an airplane or cramped bus/car) and your thighs, testicles, and scrotum start sweating and since you're so cramped and your legs aren't spread far apart, they adhesively stick to both thighs.
Person 1: Wow we've been sitting on this bus for 8 hours.
Person 2: Yeah both of my testicles are sticking to my thighs.

Person 1: Yeah me too, I've got the worst flying squirrel right now.
Person 2: Yeah I wish I could stand up and pry my testicles/scrotum off my thighs.
by yallreadyknowduke April 6, 2015
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When a person who has lost a lot of weight resulting in large skin flaps nibbles your nuts while spreading their arms wide, as if in flight.
I'm glad her gastric bypass was a success, however, bitch look like she swooping from trees and shit when she gobblin' deez nuts. She be giving me a flying squirrel fo' sho'.
by SmellzBellz February 23, 2017
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