The guy who discourages you from waking up and being productive by enticing you to sleep with the most wonderful dreams.

Originally discovered by the stand-up comedian, Mike Birbiglia.
Sleepy Karl: "Why do you want to go out there and talk about computers when you can stay here and go skiing and your skis are french toast sticks?"

Mike: "That's a great idea! I'm oughta give you a 401k."
by Sleepy Karl December 7, 2012
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to have sex with someone while they're still asleep or drowsy.
In the early morning I will suprise my boyfriend with sleeping sex. I slide on his erection just before he wakes up.
by Roxie November 13, 2003
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A person who is so tired, they want to fall asleep right away in bed as soft as a sheepy.
After staying up all night watching infomercials, I was a sleepy sheepy during class.
by lilrachel333 October 9, 2009
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The crust/goupe that you get in the corner of your eyes after a long sleep or at the end of the day.
I woke up with a sleepy seed in my eye.
by Claire December 8, 2003
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A method of revenge on an enemy in which the perpetrator removes the victim's pillowcase, turns it inside out, and proceeds to clean out his skid marks and dingleberries on said persons pillowcase. the pillowcase is then turned right side out, the pillow is carfully placed inside the pillowcase, and the skid goes "brown down" on the bed.
Chad came to Team Hancock's party wearing a No Fear T-Shirt, so Whit had no choice but to wipe-out a sleepy skidmark.
by Team Hancock December 27, 2005
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The act of receiving a handjob from your homies while you’re sleeping.
Yo I think Matt gave me a Sleepy Henry last night.

You guys aren’t down for a sleepy Henry though.

Wish my homies would give me a Sleepy Henry tonight :/
by Magnus Yeeter May 24, 2019
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When one gets tired and pops a raging boner
I felt good cause i had finally stopped my masturbation addiction i was getting sleepy and i popped a sleepy hard and had to rub it off.
by ilovefauceting March 15, 2016
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