Charlie Sheen's Long List of Legal Woes

March 9, 2011 — -- So far, he's tried to dominate the Internet, radio, and television. Now, Charlie Sheen wants to have his way with the law.

The 45-year-old former "Two and a Half Men" star is expected to sue Warner Bros. after his unceremonious firing from the show on Monday.

"We will sue," Sheen lawyer Marty Singer told The Hollywood Reporter. "It's a matter of when. It could be this week, it could be in a little while. We're in no rush. But we will sue."

It's a departure from the majority of his legal battles, which have tended to be with women. He's engaged in bitter custody disputes with two of his three ex-wives; he's been accused of abusing women multiple times.

So as Sheen prepares to make Warner Bros. pay, he's waging a war on more familiar grounds. With the help of lawyer Mark Gross, Sheen is expected to contest his child custody arrangement with his estranged wife, Brooke Mueller. Last Tuesday, he was forced to give her their twin boys, Bob and Max. According to a restraining order requested by Mueller, Sheen must stay at least 100 feet away from her and their sons pending a March 22 court hearing.

Gross declined to comment on the status of the custody agreement. Mueller's lawyer did not immediately respond to ABCNews.com's requests for comment.

As Sheen readies himself for what's likely to be two epic courtroom dramas, it's worth looking at the litany of run-ins he's had with the law. Below, a timeline of Sheen's legal trials and tribulations:

1995: Sheen was one of several famous clients named in the trial against "Hollywood Madam" Heidi Fleiss. "I love sex and I can afford it," he said at the time, admitting in videotaped testimony that he ordered Fleiss' call girls at least 27 times and ran up a tab of more than $50,000. (His rationale appears unchanged: he touted the benefits of prostitutes in his recent interview with "20/20.")