This former lothario received a huge wake-up call when he was caught with Hollywood prostitute Divine Brown in 1995. When his leading lady, Elizabeth Hurley, dumped him after the incident, the actor pleaded no contest to the charges against him, paid $1,180 in fines and got two years probation.
Fortunately for this rom-com favorite, his indiscretions were largely forgiven -- if not forgotten -- by his fans. In 2011, the actor secretly taped an ex-journalist describing illegal wiretapping at News of the World (Hugh had been a victim) and published the transcipt in the New Statesman. Score one for a reformed bad boy.