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19.
1. Shitbox is a colloquialism meaning "anal canal". However, although technically "shitbox" may be used as a direct substitute for "anal canal" it is in fact used almost exclusively when referring to the act of anal sex. Specifically one gets taken up the shitbox or one party takes a second party up the shitbox of the second party. It is worth noting that "Shitbox" is often shortened to shitter".

2. Due to the social unacceptance of anal sex in polite society a secondary derived meaning of shitbox is "very bad".

Unsurprisingly the term is derogatory and used mainly by male virgins in the company of their peers during puberty when discussing their as yet unactualised sexual desires and fantasies.

Especially popular in Kent in the mid 1990's "taken up the shitbox" rose to become the favourite phrase of the sixthform boys of Chatham house boys grammar school in Ramsgate, Kent in the years 1996-8.
1. Nigel have you taken her up the shitbox yet?

2. Yes I bent her over my Astra outside Frank's and gave it to her hard right up her shitbox.

3. And did she like it in the shitbox?

4. What the fuck to you think? Have you ever met a bird who liked it in the shitbox? Oh no you are a virgin aren't you.

5. So are you Nigel you lying shitbox.

6. Shitbox!
by Brian Tyler October 21, 2004
 
1.
something that is low quality or nonworking.
Jesus Fucking Christ your car is a shitbox dude.
by catspleen January 16, 2003
 
2.
1. An automobile that is in poor condition.
2. An automobile that is prone to breaking down frequently. See cadillac
Did you see that shitbox he was driving?
by theseeker July 10, 2003
 
3.
A car of poor quality or condition.
My friend's shitbox 92 acura will never get him pussy.
by NICK3189 May 08, 2007
 
4.
Microsoft's X-Box
I was playing my Shit-Box yesterday. I discovered 5 new buttons somewhere around the east-side.
by Bastardized Bottomburp April 02, 2003
 
5.
Can either be a beat up rusty old pick up truck of 2X4 or 4x4 suspension; or if you are in the military of your country it is the locker/footlocker you store your "shit", i.e. personal kit in...
eg. 1 There is a shitbox pickup truck contest on at the exhibition grounds in three weeks!!!
eg. 2 Shake out your shitboxes, and line up the contents on your bunks, plugs! Inspection in twenty six mike! the Sergeant shouted, booming....
 
6.
a very old and slow computer
'let me try and print from this shitbox'
by Ralph Owen December 18, 2003
 
7.
i.e. a Hot Wheels Regular Treasure Hunt

Describes the cars in the Regular Treasure Hunt Series released by Hot Wheels.
Davit: "I went into Wal-Mart this morning and the pegs were plump full!"

Si: "What did you find?"

Davit: "I saw the green stripe and got all excited just to find out it was just a shitbox."
by Looped Out November 02, 2009