Top Definition
The "turtleneck-like" skin that glides loosely on the shaft of a penis. More plentiful on an uncircumcised penises.
"That guy's Gildersleeve was unusually covered with hair."
"Did you see that old woman's neck? It looked like a Gildersleeve."
" That room was as moist as a Gildersleeve on a humid day."
by Banana Blue October 26, 2008
A Blowjob climaxed with smelly residue.
Guy 1: Yo i heard you had an amazing night with your girl.
Guy 2: No not really i got a Gildersleeve
Guy 1: Ew...
by The Mastodon April 20, 2011

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