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1.
This is when a guy masturbates upside down and cums on his own face. Often licking up the remaining cum.
Dude I was was so lonely last night I gave my self an Upside Down Pineapple Cake.
by bullpen 6/3 May 08, 2011

Words related to Upside Down Pineapple Cake

cake blowjob cum down head icing jizz masterbate pineapple sex upside
 
2.
The girl is upside down with her head hanging off the bed/couch and she is giving the boy a blowjob. When he cums she keeps it in her mouth and proceeds to spray it all over his body, hence the topping on the cake.
Boy1: dude, why are you all sticky?
Boy2: girlfriend tried something new, the upside down pineapple cake!
Boy1: you need to end that relationship asap.
by angelD2010 March 08, 2009