For me,the last movie he looked like the old sexy Mickey was Domino from 2005. Then,unfortunately, he ruined his good looks and became unrecognizable. In Iron Man 2 I like the way he looks but sadly,there are almost no similarities with the old Mickey,he looks good but like completely other guy.
And it makes me wanna cry when I think that we will never look at this Mickey again:
http://static1.purepeople.com/articles/4/23/30/4/@/160255-mickey-rourke-en-1993-950x0-2.jpg
(I LOVE THIS PIC,man of my dreams <3)

I think Get Carter or the Pledge was the last one before he looked freaky. Whichever one was more recent.
Coming Soon The December Man
http://www.youtube.com/watch?v=7qj7fRpcXRI

You don't think he looked "normal" in Once Upon a Time in Mexico
http://www.elainemacintyre.net/images/cool/film_jda/mexico_billy_chambers.jpg
and Domino?!
http:/111c/www.superiorpics.com/movie_pictures/mp/2005_Domino/2005_domino_007.jpg
Personally, I think he was at his absolute hottest in Iron Man 2
http://aubreyhansen.com/wp-content/uploads/2013/06/Ivan-Vanko-in-Iron-Man-2.jpg
,
but that's just me. But he was pretty smoking hot in Domino.