Much like it's counterpart 'Killing Spree', these words describe a situation of massive amounts of fees and taxes.
Utterly hopelessness in the sense of getting 'billed to death'.
Fuck man, this economic crisis has thrown us into a Billing Spree.
Tax Collector: Hey dude, I just bankrupted 5 poor dicks, I'm on a Billing Spree.
Partner: Wow man 1337! Ur on a roll bro.