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1.
An unfavorable situation or dilema.
I knocked up my best friend's wife. What a huge shit sandwhich.

by berserker256 May 18, 2003
 
2.
When you drop a duece on a slice of bread, and then place another piece of bread on top of it. Good with lettuce.
Bitch pissed me off, so I served her a shit sandwhich.
by Ian Z April 09, 2008