When three or more guys take turns penetrating a blindfolded girl in the ass and she tells them who has the biggest dick, that person is the winner.
As Adam penetrated Lilly's asshole, she screamed that he was the winner of the deep rotation, much to the dismay of Alex and Carson
by SpankMeSideways June 9, 2016

Rachel and I were locked in a hot 69 with her on top and as I was eating her, her brown eye opened and she had a deep hanger.
My girlfriend cut the deep hangers out of my ass.
My girlfriend cut the deep hangers out of my ass.
by Eaton Holgoode January 31, 2018

by nappynoo22 April 6, 2014

My date yesterday was terrible, he only talked about his job and the weather basically - he was so skin deep.
by Haramabe July 14, 2018

Deep Regret is the acute anxiety or inevitable apprehension trigged in the average male by the sudden or unexpected appearance of an immensely beautiful girl he innately knows is way out of his League.
The Theory of "Deep Regret" was introduced by Pete, a friend of Adam Young.
The Theory of "Deep Regret" was introduced by Pete, a friend of Adam Young.
by jypptonga November 15, 2010

1. Adjective, for a male to insert his penis so far into a womans vagina that his testicles are pressing violently against her body.
Similar to balls deep
2. Adjective, to be so deep in conversation that one or all participants burst into tears.
Similar to a deep and meaningfull
Similar to balls deep
2. Adjective, to be so deep in conversation that one or all participants burst into tears.
Similar to a deep and meaningfull
Q. Yo Joshy, you got Thompson deep in that bitch last night?
A. Narr man she wanted to talk to me, but i just got Thompson deep in her moist muff instead
A. Narr man she wanted to talk to me, but i just got Thompson deep in her moist muff instead
by Da Filth January 17, 2009
