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5.
Lil Wayne often uses this in his lyrics. He is saying he doesn't care if a girl, chick, woman, whoever has a "bush" or long pubic hairs. He will still fuck you.
Mr.Carter-Lil Wayne

I know my role, and I play it well
And I wear it well, on my Libra scale
I suck a pussy, fuck a pussy leave it there
long hair don't care

You can also see it like these,

long hurr don't curr
long hair don't even care
by it ain't chabooty it chabeauty January 20, 2010
 
1.
A phrase originally used in the late '60s and early '70s in support of the hippie movement against the older generation's often prude and narrowminded world view, which associated long hair (especially on males) with a sloppy lifestyle. Sometimes also related to long hair on males being associated with homosexuality due to the similarity with traditionally feminine hairstyles. The phrase emphasizes that the speaker isn't affected by what is meant as an insult but actually embraces the accusation.
"Get a haircut, you hippie!"
- "Long hair don't care!"

or:
"Get a haircut, you faggot!"
- "Long hair don't care!"
by nicky123 September 06, 2014
 
2.
Commonly used in tweets by girls as a way to draw attention to their precious locks that they obsessively grow.
"omg, just woke up late for class and I look a mess. Oh well, long hair don't care! #longhairprobs (insert selfie here)"
by keb May 23, 2013
 
3.
A phrase used to describe about a man/woman's hair getting long and doesn't care the fact that it is getting unusually long.
B-Money: Hey bro-sef, your hair is getting long. Why you ain't go to the Barbershop on Bundy Dr.?
J-Bone: Bro, long hair don't care. Besides I'm getting a perm at the salon next week.

Becky: Like oh my god Jessica, your hair is like so long now.
Jessica: Like yeah Becky, long hair don't care.
by Money Badger September 16, 2013
 
4.
A girl with a un-tamed, wildly free, sometimes nappy, excessively long VAGINA hair.
"If her hair gets caught in her pant zipper, shes too "long hair dont care" for ya bro!"
by freddygotfingered123 January 13, 2012