A person who "doesn't give a shit about what they say" is usually that kid who used be apart of the group, but was seemed a bit weird because he was too shy to make a good impression.
Overtime, they then gain the ability to not give a shit about what they say, and say whatever the fuck they like, and people will find it hilarious, or when it comes to relationships... amusing and flirty.
Jerrald - Socially Awkward.

James - A close friend

James - HEY BRIDGET, COME OVER HERE AND SIT ON MY FACE. Now, you go do it.
James - heh.. maybe later?

*4 months later, "don'tgiveashitaboutwhatisay"

Jerrald - HEY JESS, GET YOUR ASS OVER HERE AND LET ME VIOLATE YOU.
James - :O
by UnicornsFlyingEverywhere March 24, 2013
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