“DM me your new number” – Charlie Sheen Reaches Out to Jon Cryer Ahead of Netflix Documentary ‘AKA Charlie Sheen’

There is an art to watching chaos unfold from the comfort of your couch, preferably with popcorn and zero guilt. Netflix, that shrine of endless binges, now offers a front-row seat to fame, fortune, and very public mistakes. Charlie Sheen, the headline magnet, and Jon Cryer, the long-suffering costar, step back into the spotlight in a documentary that hints at conversations even the fans did not see coming.

While everyone debates streaming versus theater manners, one man’s DM might just be the plot twist nobody asked for: apologies, old rivalries, and a pinch of Hollywood therapy.

Charlie Sheen and Jon Cryer reconnect in surprising Hollywood moment

Charlie Sheen publicly reached out to his Two and a Half Men costar Jon Cryer with a heartfelt plea: “DM me your new number.” Speaking to PEOPLE, Sheen said he tried contacting Cryer to thank him for his role in the upcoming Netflix documentary, Aka Charlie Sheen, but received no response. His message doubled as an apology and a subtle attempt to reignite their on-screen chemistry.

Charlie Sheen’s Netflix documentary, Aka Charlie Sheen, promises an intimate look at his life, career, and addiction struggles. Featuring interviews with Jon Cryer, Chuck Lorre, Sean Penn, and ex-wives Denise Richards and Brooke Mueller, the series dives deep into his journey from fame to turmoil and sobriety. Cryer’s insights, described as “dead-on” and “compassionate,” show how the show reframes the chaos behind the laughs.^[1]

As co-stars and exes spill secrets, viewers may find themselves questioning fame, friendship, and just how much public chaos one human can survive on screen.

Charlie Sheen opens the door to his Hollywood highs and lows

Charlie Sheen bares all in the unflinching Netflix documentary, Aka Charlie Sheen, premiering September 10. Directed by Andrew Renzi, it captures his rise from Malibu golden boy to global headline magnet. Seven years sober, Sheen opens up with humor and heat about fame-fueled chaos and private battles. The series offers viewers a raw, unfiltered glimpse of the man behind the tabloid scandals and public meltdowns.^[2]

The supporting cast elevates what People calls one of 2025’s best Netflix documentaries. Friends, family, co-stars like Jon Cryer and Denise Richards, and even the dealer behind Charlie Sheen’s darkest nights provide candid insights and warmth. The storytelling zips between outrageous antics and tender moments, proving a life lived in public can still surprise, entertain, and humanize, even when headlines have already pushed the limits of chaos.

What are your thoughts on Charlie Sheen reconnecting with Jon Cryer and baring it all on Netflix? Let us know in the comments below.