Now: Chris Pine
He dabbled in TV with bits on ER and Six Feet Under before going the romantic comedy route on the big screen opposite Anne Hathaway in The Princess Diaries 2: Royal Engagement. His way with the ladies might help him nail the cocky, womanizing confidence of the good captain.
Then: William Shatner
Shatner has done a bit of everything, including writing, making music and producing. But he didn't lose his boob-tube presence. Shatner recently wrapped a six-year, multiple Emmy-winning run as Denny Crane on ABC legal drama Boston Legal. And who can forget his most important role yet — that of pitchman for cheap airfare as "Priceline Negotiator"?