When Boy Bands Collide: Justin Timberlake’s Awkward Moment with Micky Dolenz!

In a delightful snippet from the rewatch podcast Pod Meets World, Rider Strong recounted an amusing incident involving Justin Timberlake and Micky Dolenz from The Monkees. It all went down on the set of Boy Meets World, where Timberlake was caught in an awkward moment while trying to express his disinterest in a television project resembling The Monkees. You know, the kind of moment where you’re wishing you could just sink into the floor and disappear? Well, that’s exactly what it sounded like for JT!

Dolenz, who directed the episode, was right there in the craft services line when Timberlake made his less-than-flattering remarks. Let’s just say the surprise on Dolenz’s face must have been priceless when he realized the ‘no’ party he was having a convo with wasn’t just any star, but a bona fide music icon himself. Timberlake quickly scrambled to amend his words, trying to dig his way out of the cringe-worthy hole he created—classic boy band drama.

This whole episode serves as a lighthearted reminder that while some may dismiss earlier musical legends as “cheesy,” others would do well to remember their roots. Dolenz’s reaction to Timberlake’s faux pas shows the generational gap in the music industry, and honestly, it’s a bit nostalgic. Who else thinks a little mutual respect across the ages might just be what everyone needs in the industry today? Maybe it’s time for today’s boy banders to look back and learn from those who paved the way!

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