The act of laying on one's back, while having both legs in the air (usually supported by a chair or wall), and masturbating on to one's own face.
We were hanging out at the party when all of a sudden, Spiro decided to give himself a pineapple upside down cake. He had way too much to drink.
by dawgtopper September 08, 2011
euphemism for cunnilingus
by KellyG September 24, 2006
During group sex, when a woman is lifted upside down and participants proceed to eat her ass and pussy simultaneously.
Last night was the first time we had Maria as a pineapple upside down cake. She said it was the cherry on top of the night.
by ShowMeDaMoneyShot August 30, 2022
1 a delicious type of cake
2 you shove pineapples or if she is tight slices in her vagina till no more can fit then you grab her ankles and hold her upside down
2 you shove pineapples or if she is tight slices in her vagina till no more can fit then you grab her ankles and hold her upside down
by Boblin Painsby March 18, 2009
my boyfriend pineapple upside down caked me the other night so i pineapple upside down cake revenged him while having sex
by hehe124 August 11, 2010
Sexual position where a man lays on his back with an erection, then two midgets, any gender, straddle together over the man. They make out, pour caramel sauce over there heads, while the bottom thrusts his hips up to orgasm between the two midgets.
I tried a Pineapple Upside-Down Cake last night. It was fun, but I needed new sheets, and the midgets used all the hot water…
by CheshirePanda January 11, 2024
When you give a urine sample offer this as a specialty; spin the rim of the sample cup in your bleeding vagina, next dip rim in tajin, following - fill the cup with your urine. Serve with the cap underneath.
by Bigteenus March 19, 2021