Tobey Maguire, Leo DiCaprio, Matt Damon & Ben Affleck Named in Illegal Gambling Ring

Tobey Maguire, Leonardo DiCaprio, Ben Affleck and Matt Damon (the list goes on) are all among the Hollywood A-listers who are being named for their involvement in an underground, illegal gambling ring, according to Radar Online.

The group reportedly used secret passwords and unmarked rooms to keep their extra-curricular activities on the down low -- playing behind closed doors manned with armed guards in bullet proof vests. Members would often meet for games at the Beverly Hills hotel or the Viper Room on Sunset Boulevard -- details learned after the FBI investigation into CEO of Ruderman Capital Partners, Brad Ruderman, whose loss of $25 million of investor cash led officials to the Tinseltown 12 plus gamblers. Ruderman, is currently serving time in a Texas jail until 2018.

The multi-million dollar ring reportedly landed Maguire -- who is under a bit more water than the rest of his pals -- $300,000 over the span of several games. Only problem was that his winnings came at the expense of hedge fund manager, Ruderman, who dipped his hand in his investors' cookie jar to buy-in (buy-ins generally started at $100,000) and allegedly created a Ponzi scheme to pay off his debts.

Ruderman's clients are now going after those that won what was supposed to be their investment capital. From just trying to blow off some steam to being the only man left standing after the fog cleared from Ruderman's smoking gun accounting, Maguire could be looking at some major losses if he is forced to give up his dirty money winnings.

Although DiCaprio, Affleck and Damon were involved in the poker ring, they are not yet the target of any of these civil suits. According to a fellow player, "Matt never won" and "Leo is a tight ass. When he lost $50,000 the look in his eyes was obvious, he was crazy."

In documents filed against Maguire in LA's Bankruptcy Court, the underground gambling meetings were "exclusive events, by invitation only ... there was a regular roster of players consisting of wealthy celebrities, entrepreneurs, attorneys and businessmen."

Maguire was described as a "very, very frequent player" in the exclusive gambling ring which ran from 2006 to 2009 and reportedly won close to $1 million per month during the three year span -- translating to potentially more than $36 million.