caboose

A guy in middle school who is about to move on to high school funny and weird in the way as the guy in red vs blue. See caboost

Caboose you stole my bike

by CabooseYO October 12, 2006

Flag

Get the caboose mug.

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 05, 2021

Flag

Get the Santa in the caboose mug.

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

Flag

Get the Red Caboose mug.

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 26, 2019

Flag

Get the obtuse caboose mug.

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 23, 2013

Flag

Get the smiling caboose mug.