When it comes to Red Carpet style, the men of the 2014 Oscars pretty much nailed it, finding a way to bring interest and awesomeness even to the conservative (which is code for insanely boring) awards show.

However, this year’s best dressed gentlemen — Leonardo DiCaprioKevin SpaceyBrad PittMatthew McConoughey, and Jared Leto — didn’t always dress so well. In fact, it’s taken them a while to figure the whole tuxedo thing out, and for a newly Oscar nominated few, it’s taken a whole career of dressing their best just to get an opportunity to tux-up for the Oscars.

Take a click through the gallery above.

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Best-Dressed men Of The 2014 Oscars