The Strawberry Shortcake is when a man puts whipped cream on the tip of his penis and his partner sticks a strawberry up their rectum. then the person with whipped cream on their cock jams the whipped cream topped dick inside their partners asshole pushing the strawberry up their ass and back into their stomach leaving them constipated.
Man, me and Requis did the Strawberry Shortcake last night and now I’m constipated as fuck.
by FroZticShadow July 25, 2022
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Evolution of a White Dragon;

When performing a White Dragon, punch her right on the nose to make it bleed, which
The strawberry shortcake from Yesterday evening was pretty messy.
by -Lapatte December 19, 2022
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A Strawberry Shortcake is when a woman is on her period and rides a mans face until climax. Thus making a "Strawberry Shortcake"
Man: Sit on this face bitch.

Woman: I can't I'm on the rag!

Man: It's ok, I've been craving some Strawberry Shortcake anyway!
by Etho Aprilis February 23, 2018
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The act of ejaculating inside a woman's vagina while she is menstruating, sucking out the mixture of semen and menses whilst eating her out, then finally, passing the concoction into her mouth during kissing. It is a three part process that involves period sex, felching and snow-balling.
This new girl I am dating is a total freak, she's on the rag and asked for a Strawberry Shortcake. So I busted a nut in her bloody pussy, slurped that shit out while munching her box then spit that shit in her mouth.
by Rev. Johnny Blumpkin September 27, 2023
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