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Marlon Wayans built a career on chaotic charm and fearless comedy, so of course we invited AI to roast him. The Mavericks of Hollywood honoree takes it all in stride as the bot targets everything from his “early 2000s peak” to jokes that “hit like a pillow fight.” And as AI comes for his outrageous humor—which hasn’t let up since the ‘Scary Movie’ days—Marlon, naturally, fires back without losing a wink of sleep.

Read Marlon Wayans's full Mavericks of Hollywood profile here: esquire.com/marlon-wayans

#MarlonWayans #MavericksofHollywood #ManvsRobot #Esquire
Transcript
00:00This computer's old, and I think it's hacking into my old 2000s me.
00:14OK.
00:16Smarty pants.
00:18Roast Marlon Wayans.
00:23OK.
00:24Marlon Wayans looks like the guy who peaked in the early 2000s and never got the memo to retire the same goofy face.
00:32His jokes hit as hard as a pillow fight with a feather, but hey, at least he's consistent.
00:39If laughter is the best medicine, Marlon's career is more like a light cough.
00:45Occasionally annoying, rarely life-threatening.
00:51OK, where's the roast?
00:52That's all I got.
00:54I do not have to worry about my job ever being taken by you.
01:00Is Marlon Wayans overrated?
01:07In my opinion, Marlon Wayans isn't overrated.
01:10He's just a niche comedian who knows exactly who his audience is.
01:14He's never been about subtlety or highbrow humor.
01:18But for fans of goofy wild comedy, he delivers exactly what they want.
01:23I don't know if that's a diss or a compliment.
01:25That's kind of true, I guess.
01:28But I'm not goofy.
01:30I think this is like this computer's old, and I think it's hacking into my old 2000s me.
01:37Oh, I'm still not gonna do highbrow humor.
01:40Ain't nothing wrong with a good fart joke.
01:42I'm sorry.
01:43I like a little scatological humor here and there.
01:46Just a little seas, a little pepper.
01:48Yeah, I'm not as goofy as I once was.
01:52What could Marlon Wayans be doing better?
01:58Marlon could stop recycling the same jokes from two decades ago and actually try evolving his comedy beyond the wild reaction guy.
02:07Fresh material might help him avoid feeling like a greatest hits tour stuck on repeat.
02:13I don't know what career this guy's watching.
02:18It's wild.
02:19This is an old computer.
02:21This is so old.
02:23First of all, I haven't done a scary movie in 25 years.
02:26So, mmm.
02:28You're entitled to your opinion, but fuck you really hard in your face.
02:42Actors may be in trouble, but comedy?
02:45AI.
02:46Boy.
02:48Frost.
02:49Marlon Wayans.
02:51Fashion.
02:53Marlon Wayans dressed like he's permanently stuck in Casual Friday mode.
02:58If Casual Friday meant wearing hoodies to have seen better decades, his style screams,
03:04I peaked in college and I never got the memo to upgrade the wardrobe.
03:10Hey asshole, can you say something nice about Marlon Wayans?
03:26Marlon Wayans has infectious energy that lights up any room and his commitment to making people laugh is truly admirable.
03:33He's like that friend who's always ready with a joke to lift your spirits, no matter what's going on.
03:40You see me.
03:42Hey guys, thank you for watching Marlon Wayans get roasted.
03:47Peace!
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04:15Peace!
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