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It is when you are in a hotel room and have sex with your girlfriend while her mom sleeps in the bed right next to you.
Johnny is the only kid I know that has enough balls to pull the Sleeping Cindy.
by DeputyDean March 08, 2008

Words related to Sleeping Cindy

sex ah'bitch! balls boning cunt dick nigger penis sleeping sly sneaky vagina
When you and your girl are doing the Boner Jams Dance in a hotel room while her mom is sleeping in the other bed.
"Dude, me and my girl pulled a Sleeping Cindy the other day, it was dank!"

"Me and my girl blew the Sleeping Cindy and her mom kicked my ass."
by Dj Weich March 09, 2008