Charlie Sheen reveals why he 'felt awful' around the Brat Pack

New Photo - Charlie Sheen reveals why he 'felt awful' around the Brat Pack

&34;I felt like a valet on certain nights,&34; Sheen said. Charlie Sheen reveals why he 'felt awful' around the Brat Pack

"I felt like a valet on certain nights," Sheen said.

Charlie Sheen reveals why he 'felt awful' around the Brat Pack

"I felt like a valet on certain nights," Sheen said.

By Sydney Bucksbaum

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Sydney Bucksbaum

Sydney Bucksbaum is a staff writer at **. She has been working at EW since 2019 and is a published author. Her work has previously appeared in *TV Guide Magazine*, E! News/E! Online, *The Hollywood Reporter*, Mashable, Bustle, IGN, DCComics.com, Inverse, *The Daily Northwestern*, and more.

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October 6, 2025 4:18 p.m. ET

Charlie Sheen arrives on the red carpet prior to the Canelo v Crawford event at Allegiant Stadium on September 13, 2025 in Las Vegas, Nevada

Charlie Sheen. Credit:

Mike Kirschbaum/TKO Worldwide LLC via Getty

Charlie Sheen revealed that he "felt awful" hanging out with the Brat Pack before he got famous, and it all had to do with his jealousy over not getting the same "perks."

The *Two and a Half Men *alum appeared on Monday's episode of Conan O'Brien's podcast, *Conan O'Brien Needs a Friend,* and opened up about spending time with his older brother Emilio Estevez's crew of beautiful, young, Hollywood star friends in the '80s before he achieved his own fame.

"It felt awful," Sheen said. "I felt like I was just taking up the rear. I felt like a valet on certain nights."

The cast of 'St. Elmo's Fire', directed by Joel Schumacher, 1985. Left to right: Rob Lowe, Ally Sheedy, Demi Moore, Emilio Estevez, Mare Winningham, Judd Nelson and Andrew McCarthy

'St. Elmo's Fire' cast in 1985.

Silver Screen Collection/Getty

Sheen added that even when he "was in the mix" during nights out at "all the VIP lounges and all the special places" where they were the "untouchables," he never felt like he was part of the group of *The Breakfast Club *and *St. Elmo's Fire* stars because he wouldn't get the same kind of attention.

"It felt the worst when [they got] all the attention from all the pretty girls, and they would all go home with them, and I would just go home," Sheen said. "I think there's a line in [my new] book that my inner bear had been poked and it lit a fire, and you could see it from the f---ing moon."

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Sheen was brutally honest in the interview about how he was just jealous that he wasn't "part of all of the perks," and that it had nothing to do with the actual work the Brat Pack actors were doing at the time.

"I didn't give a s--- about acting," Sheen admitted, making O'Brien laugh. "I wasn't looking at that, just like, if I can just get a job that everybody lines up to go see, then that's how my nights will end. I mean, seriously, that kind of was the inspiration."

Watch Sheen's full interview in the video below:

Sheen recently released his debut memoir *The Book of Sheen* and the accompanying two-part Netflix documentary *aka Charlie Sheen *last month. In his book, he details some nights out partying with his older brother Estevez and other Brat Pack members including Rob Lowe, Demi Moore, Judd Nelson, and Andrew McCarthy.

"As soon as we'd exit the limo, I'd be relegated by their screaming fans to the role of stray dog, bringing up the rear for their crowd-parting, bar-hopping rambles," Sheen writes in his book. "The night always began at the Hard Rock Cafe, then sashayed its way across the landscape of the gotta-be-seen popular hot spots. I felt so small and left out as I watched the Emilio-steered throng, redefining what a copious and decadent bask in the limelight could look like."

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Sheen admitted that he "wanted to be told just once by their babe-squad" that he "mattered too."

He added, "To be in the crush of LA's insane mid-eighties club scene with Rob Lowe and a bevy of gorgeous gals was like being shipwrecked with a fat guy — you're gonna starve. Feeling like an afterthought in those vibrant settings lit a fire in me you could see from the f---ing moon. My inner bear had officially been poked."

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