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Strawberry Shortcake 

When you Ejaculate into a girl on her period and keep going.
I'm gonna go to that chick Jane's house and give her a strawberry shortcake.

Upside Down Strawberry Shortcake 

A guy cums in a female’s mouth, she punches him in the nose, and spits the jizz in his face.
Nick: Whitney, can you bake me an upside down strawberry shortcake?

Strawberry Shortcake 

When you punch a chick on her nose, as she is bleeding you cum all over her face.
Last time i had Strawberry Shortcake it didn’t have two ingredients!

Strawberry Shortcake 

Popular(?) kids marketing franchise from the early 80's, with a TV special show every year from 1980 to 1985. Also spawned a game, somewhere.

The series got a somewhat short re-release in 1991, then a re-re-release in 2002, lasting until the present day. A proper TV series is now made, as well as some games, and of course, the somewhat creepy dolls.

Also can be a derogatory term for girls who are short, with red hair, and a totally lush dessert.
My sister is totally into Strawberry Shortcake, despite it's lack of consistancy with the originals...
Strawberry Shortcake by Allan Scott November 25, 2007

chocolate strawberry shortcake 

to give someone a dirty sanchez then give them a strawberry shortcake
tina's face needed more flavor and color, so i gave that ho a chocolate strawberry shortcake

strawberry shortcake 

1. typically made with flour, sugar, baking powder or soda, salt, butter, milk or cream, and sometimes eggs. After you mix and bake, put whipped cream, strawberries, and sugar.
2. Popular cartoon character started in 1980 as postcards, then toys, cartoons, food, etc. Returned in 1991, then 2002-present.
1. I want some strawberry shortcake!
2. I remember watching Strawberry Shortcake back in the 80's...