Rupert Everett. Was he ever "big" to begin with or is he just the gay Hugh Grant, not saying Hugh Grant is straight? I mean did his coming out have anything to do with a career slide?
I suppose you have to wait till your sixty or seventy, Richard Chamberlain, Tab Hunter, Sulu. Ian McKellan has had a very successful career. Of course, he's never cast in romantic leads.
There was a concern that Jake was taking a risk in alienating teenage males by his role in BBM, but I don't know if his film direction indicates that's a target audience for him.