While Matthew McConaughey may be an Academy Award-winning actor nowadays, he made a name for himself as the leading man in some of the most well known romantic comedies of all time. During an appearance on Watch What Happens Live, McConaughey had to rank three of his beloved rom-coms from best to worst while playing a game of the Plead the Fifth.
So, which of his movies did the 49-year-old movie star have to choose from? The Wedding Planner, How to Lose a Guy in 10 Days, and Failure to Launch. He starred opposite Jennifer Lopez, Kate Hudson, and Sarah Jessica Parker, respectively.
McConaughey hilariously described How to Lose a Guy in 10 Days as the "greatest mailbox money of any film I've ever done." With a grin, the actor said, "It is always on. And there's always this great little check that shows up in the mail. [I'm like] 'From How to Lose a Guy in 10 Days?' I did that however many years ago.'"
Ultimately, McConaughey listed How to Lose a Guy in 10 Days as his favorite of three films. Failure to Launch came in the second, followed by The Wedding Planner as his least favorite. Watch your favorite leading man of yore break down his reasoning below:
Do you agree with McConaughey's ranking?
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