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360 tootsie roll

A sexual maneuver in where the participants assume the 69 position and then proceed to rotate on the Y axis 360 degrees.
Man: I 360 tootsie rolled my girl last night
Other Man: I've heard that drives the girls wild.
by keifchief November 28, 2018
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Tootsie-Roll-Smear

Your butthole.
"my tootsie-Roll-Smear itches."
by Heartmonger June 19, 2019
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Tootsie Roll

A 70yo man's penis while watching porn trying to jack off ..
Old man Raymond proved that at any age you can still get that tootsie roll to rise up!
by MR Bownes August 12, 2025
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