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Diamonds in the rough

1. Person - When a person has some hidden talent or characteristic or personality trait that is not immediate seen. But once you learn more about this person you see how much they are really worth.

2. Thing - Something that does not seem to be worth paying attention to but has a hidden quality that is not immediately seen.
Person- GUY 1 - "Man that girl is 350 lbs but is an expert pole dancer" GUY 2 - "Yeah shes diamonds in the rough"

Thing- GUY 1 - "Man this game is so old it's from 1981 who would want to play this" GUY 2 - "Yeah but man this is the original Donkey Kong it's priceless".
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That's Rough

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!

sleeping rough

(UK slang) Being homeless; spending the night on sleeping on the street, as opposed to a shelter. Also "rough sleeping".
After running away from home, Chelsea spent several months sleeping rough before finding someone to share a flat with.
sleeping rough by Dan B May 13, 2005

Putting from the rough 

Taking it in the ass.
Those fags put from the ruff.

kawaii rough 

up and coming genre of porn where kawaii things are used as sex toys and are used roughly ....
Did you see that guy stick a furby up his ass ? Thats kawaii rough for yeah !
kawaii rough by Dawn Dove June 2, 2016

puttin' in the rough

When you stick your dick in a dry hairy asshole with no lube.
Lance likes biker dudes and met one behind a gay bar. He asked the dude if he liked "puttin' in the rough". Biker dude said sure..which type of club will you use? Lance said "the driver of course"....

bit of a rough time

A period of time in one's life categorized by extreme unhappiness, low self-esteem, and failure. The person experiencing it remains optimistic and refuses to acknowledge that their life lucks, even as they continue to fail and lose their sanity.
"Why are you sobbing hysterically and laughing as you stare straight ahead?"
"Yeah, I guess I'm just having a bit of a rough time."