When it really sucks! And maybe you can't do anything about it. Also, a way of showing compassion for another in an unlucky circumstance.
Man, I'm sorry.. That' Rough

or..

Joe: What's up with you?

Tom: I have mad blueballs, this chick never puts out.

Joe: That's Rough!

Tom: Man, you don't know what Rough is! I'm 30 and still a virgin.

Joe: WTF? Really? That's Rough!
by fine how about this one January 26, 2012
A term used to describe some form of hard living. Like sleeping in a tent at muddy festival grounds.
I was roughing it the last time I attended Glastonbury. The mud was up to my ears.
by muzik February 9, 2007
To steal or rob. Punked (See punk or punked for definition of punk)
That dude straight roughed you for your parking space dog.
by Ron John bored at work September 18, 2007
a word used to describe wild, hard screwing.
by s April 11, 2004
Not looking your best. Appearing like you just got out of bed or got hit with a frying pan.
I looked so rough freshmen year, what was I thinking?
by Fish3904 March 7, 2013