Twice Bunkrupt for Toni Braxton

According to TMZ, Toni Braxton has filed for bankruptcy again -- claiming she owes somewhere between $10 million and $50 million in unpaid debts all over the country ... including DMVs in TWO different states. Braxton -- sold more than 40 million albums in her career -- just filed for Chapter 7 bankruptcy in California ... and in the docs, the singer claims she's only worth somewhere between $1 mil and $10 mil ... but she could have up to $50 mil in debts.

In the docs, 43-year-old Braxton lists a ton of creditors to whom she thinks she may owe money... including:

-- AT&T -- The Four Seasons Hotels-- Cedars-Sinai Medical Center-- Various medical bills-- DirecTV-- Neiman Marcus-- The William Morris Agency -- Tiffany & Co. -- Orkin Pest Control-- The Internal Revenue Service -- BMW Financial Services-- ADT Security-- American Express-- Flamingo Las Vegas-- Mesa Air Conditioning -- Nevada Power Company -- Screen Actors Guild-- The Westin -- Wells Fargo BankBraxton also claims she may owe money to the City of L.A. Parking Violations Bureau -- and the DMV in both California and Nevada. Braxton has a storied history of financial problems -- she filed for bankruptcy back in 1998 ... and earlier this year, the IRS filed a lien against her for $396k.

A close relative of Toni Braxton tells TMZ ... the singer's financial undoing can be traced back to her show in Las Vegas. The relative tells us Toni took out "show insurance" through Lloyds of London for her act at the Flamingo Las Vegas Hotel and Casino back in 2007. When Toni was diagnosed with a heart condition -- in the middle of the show's run -- she had to pull the plug, but she was still on the hook to the Hotel for big bucks.

Toni expected Lloyds to cover the loss but Lloyds didn't, arguing Toni had a undisclosed, preexisting medical condition, rendering the policy void. In the end, Toni had to absorb a huge loss, which the relative claims sent her on a downward financial spiral. Toni Braxton showed up to the Dolphins game in Miami on Monday ... wearing some blinged out jewelry, a snakeskin bag and a pair of Louboutin heels which retail for over $800.