smiling caboose

When you take your first finger and middle finger and twist them together like your crossing your fingers, but you straighten them (still crossed) and you stick them in your rectum and uncross them. Enjoy

Last night we were doing in and he gave me a smiling caboose.
Please baby let me smiling caboose you!

by Atomic Shadow & Smil3kills August 25, 2013

shit caboodled

To get or be wasted
Hammered

Drunk as hell

Let's get shit caboodled tonight

by Ouch sat on my nutz October 26, 2017

John Cabot Academy

A school that was once a chill, well kept school that changed into a shithouse of fights, couples and young smokers

John Cabot Academy is a school I wouldn’t go to again

by YouTube - myntism October 16, 2019

obtuse caboose

1) a: a big fat booty (as opposed to "a cute" booty)
b: a tushy exceeding 90 degrees
c: an exceptionally wide train car bursting at the steams
d: the rear region of an obese person
e: an incredibly vast rump

1) "Wow! Look at that obtuse caboose!"

2) "Hey, Can you move? I can't get around your obtuse caboose."

3) "Hey, you need to train to turn that the obtuse caboose into a cute caboose!"

4) "Let's take a tour of the obtuse caboose!"

by geometriclogos November 25, 2019

Red Caboose

When your old lady’s on the rag and you eat er ass out from the back

I really wanna give my wife a red caboose tonight

by Back country gravy December 23, 2020

Santa in the caboose

1. Anal intercourse on or around the Christmas holiday.
2. Anal intercourse while the giver is dressed as Santa Claus.

After we finished wrapping the kids' gifts and placing them under the tree, my wife asked for a Santa in the caboose. So, I slid down her chimney and got soot on my Yule log. Ho! Ho! Ho!

by James Island thriller December 4, 2021

Cabora Royale

1. Being the ultimate cobra
2. being one of amusing and hilarious skill at being a fool

You are teh Cabora Royale

by Dr Divad July 22, 2003