When you get a chick in the doggy style postion and jam a pineapple in her, then step back and watch them struggle to get it out. Its good to do while having a quiet beer with mates.
Roxanne was being a cunt during sex so i gave her the struggling pineapple. that will will teach the mutt for calling me by my first name
by F-Bang September 3, 2009
by Sexay mama August 31, 2013
by Darkbuol94/Megatrousers94 September 11, 2009
slang for "up the shitter"
by Ring Commander Bear (HnD) December 10, 2004
an insanely hilarious episode of the TV show how i met your mother in which Ted does 5 shots, gets super drunk and cant remember how he got home with a girl and a pineapple in his bed.
by psychopathickitties December 27, 2008
Waking up first thing in the morning, from sleeping on your back, to your sex partner's butthole in close proximity to your face whilst they urinate on your stomach. Also known as a Hawaiian Alarm Clock, a Waikiki Wake-up Call, and an Anal Aloha.
Whilst on holiday in the American-Hawaiian islands with my man-servant, Wellington, I felt a trifle of warm liquid upon my mid-section. Much to my surprise, twas Wellington's mudhole I spied, mere centimeteres from my coutenance as he delivered unto me a jolly-good Pineapple Sunrise. What-ho!
by Lord Worthington Terdholm August 11, 2009
1-2 weeks after shaving your pubes/base of dick. The hairs remind you of the pricks on a pineapple, resulting in a pineapple penis.
I pulled down my boyfriends pants to see that he had a serious case of pineapple penis so i gave him a razor and told him to shave it.
by TheKingofHerPleasure June 4, 2011