A Jamaican Guesthouse is the act of "titty fucking" a chick backwards so your asshole is rubbing her face.
by N1kolai July 31, 2009
Get the Jamaican Guesthouse mug.A place crazy people go to party every weeked. There are all sorts of shin-digs there! Hats, leather pants, kareokee machine, bed, tredmill, and guitar hero are included also! Its a place where close friends gather and head butt doors til they almost break!!Sex and drugs may play a small role in the guest house, but only a small one. It's not a place that tell your parents about, even tho parents come in and strip all the time anyway! Come join the fun!
Hot Chick 1: I wanna wear the reindeer antlers at the guest house tonight!
Hot Chick2: No, their mine!
Hot Chick 1: Fine, but I get to wear the leather pants!
Hot Chick2: No, their mine!
Hot Chick 1: Fine, but I get to wear the leather pants!
by klee11 February 27, 2009
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people who not only overstay their welcome but ask for highly inconveniencing favors while doing so.
My guestholes called me at the office wanting me to pick them up and take them to the mall because they were tired of hanging out at the pool at my house all week. You'd think they could rent a car.
by YJLAW December 10, 2010
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