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verb. To have your penis slip out during sex and accidentally insert it into the anus.
Guy 1: How was the sex last night?
Guy 2: It was awesome until I accidentally gave her the midnight surprise, then she ran out crying.
by theaLyssavirus May 13, 2009
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Jun 20 Word of the Day
Marginalized Orientations, Gender identities, And Intersex. it’s meant to be an all inclusive umbrella term for asexuals, homosexuals, multisexuals, trans people, and intersex people. Alternative to LGBTQIAP+
Alternative to MOGII, easier to pronounce.
The MOGAI community in my city is very friendly.
by sebasty September 04, 2014
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2
When your girlfriend is sleeping soundly next to here and all of a sudden you jizz all through her hair without her realising.

She'll wake up the next day and freak out.
"yeah, totally gave Catherine the midnight surprise last night"

"Maaate, I midnight surprised her while she was reading the Kite Runner, total bad move on my part"
by Jackbot February 17, 2009
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3
While sleeping with your girlfriend, quickly yank down your pants and sit on her face, after doing so you may let out a large puddle blanket, which may spray fecal matter on the woman's lips and or nose.
Man, While sarah was sleeping I gave the ol' midnight surprise with a swift poop spray to the mouth.
by Shizni January 22, 2007
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4
Secret acts of fun performed by girls, nationwide, at midnight. Origin: Trinity College in Hartford, CT.

(Term coined by DJ Underberg, NYC.)
i i i im your midnight surprise
better believe your eyes and get ready to play
i i i im your midnight surprise
goin to tantilize you in every way
by THE midnight surprise March 09, 2007
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