Sometimes used just to describe something that is simply OK, but more often used in the context of describing something that you initially expected to be unpleasant or unsavory but through experience found it much more tolerable and possibly enjoyable than you had previously thought.
How's that fancy ghost pepper hot sauce on those wings? "You know, I ain't mad at it. I like the hints of pineapple even though this may mean hickory hole in the near future..."
by Jforthegold August 31, 2017
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A phrase that originated at Cheltenham High School. It is a phrase that shows approval of a certain idea.
Ex1)

I ain't mad at a snowday.

Ex2)
Lu: "Yo J, i'm about to get the bock tonight."
J: "I ain't mad at a bocky!"
by truelu March 2, 2010
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One of Tupac's greatest songs ever, as recollected by many of those who have listened to and reviewed it. Released 2 days after his death, it has an eerie similarity to what happened: Tupac getting shot, dying in a car, where he reminisces and talks about all of his friends of the past. It's not one of the "thug" songs of many of today's rappers; it's a recollection of his past and his life, and how he rose in popularity, despite so much adversity.
I kiss my Mama goodbye, and wipe the tears from her lonely eyes
Said I'll return but I gotta fight the fate's arrived
Don't shed a tear, cause Mama I ain't happy here
I'm through trial, no more smiles, for a couple years"

-lyrics from "I Ain't Mad at Cha"
by Negrocynzky April 18, 2007
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I support you or I support your choice or decision
You gonna marry that fat boy, ok go on then, I ain't mad at cha.
by SwordPrincess October 25, 2006
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A phrase used when a situation that would normally bother you is done in such a way that you can't help but be impressed.
Friend 1: *calls friend 2* Hey bro have you seen my bike?

Friend 2: Yeah bro my car had a flat I had to use it to get to class.

Friend 1: Bro you didn't even as...wait that's like a 20 minute drive by car!

Friend 2: Yeah man I wasn't even late.

Friend 1: Damn bro, I ain't even mad.
by u_so_ugly_though October 21, 2015
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