Charlie Sheen and his brother Emilio Estevez appeared together in a rare joint photo this past weekend, reuniting with their “Young Guns” castmates at Fan Expo in Dallas, Texas, on Saturday.
The gathering came 38 years after the 1988 Western hit theaters. Sheen, 61, and Estevez, 64, were joined by co-stars Lou Diamond Phillips, Casey Siemaszko, Kiefer Sutherland and Dermot Mulroney. Phillips posted the group photo on social media with the caption, “F’ing Epic!” “SNL” star Kenan Thompson responded with fire emojis, and fans online were quick to celebrate the reunion.
“Young Guns” fictionalized the story of outlaw Billy the Kid, played by Estevez, and went on to earn $56 million against an $11 million budget. A sequel followed in 1990, though Sheen did not appear in it since his character was killed off in the original film.
A complicated history between the brothers
Sheen and Estevez have rarely worked together on screen. Beyond “Young Guns,” their joint credits include the 1999 Showtime movie “Rated X” and a 2008 cameo by Estevez on “Two and a Half Men,” in the Season 6 episode “The Devil’s Lube.”
In a joint interview with Interview Magazine in September 2025, Estevez was asked whether the brothers would work together again. “Have we already ticked that box?” he asked. Sheen replied, “That’s a great question,” without giving a direct answer.
Sheen has previously spoken about feeling overshadowed by his brother’s early success as part of the “Brat Pack.” Estevez broke out first with 1983’s “The Outsiders” and 1985’s “The Breakfast Club,” while Sheen’s breakthrough roles in “Platoon” and “Ferris Bueller’s Day Off” both came in 1986.
During an October 2025 appearance on the podcast “Conan O’Brien Needs a Friend,” Sheen said he felt “awful” watching his brother’s rise before his own career took off.
“I felt like I was just taking up the rear. I felt like a valet on certain nights,” Sheen said.
Neither Estevez nor their father, Martin Sheen, 86, appeared in Sheen’s 2025 Netflix documentary “aka Charlie Sheen,” which chronicled his struggles with addiction and public downfall. Director Andrew Renzi told Tudum in November 2025 that their absence wasn’t a sign of family tension.
“They are fully supportive of it and love it. They are all very close,” Renzi said.
A third “Young Guns” movie?
In January 2025, Estevez announced plans to direct and star in “Young Guns 3: Dead or Alive,” joking the title should really be “Old Guns.” He said at the time that Lou Diamond Phillips and Christian Slater would also appear.
Sheen has joked that his character died “on page 52” of the original film. “Right. It’d be hard to bring you back for part three,” Estevez told him during their September 2025 Interview Magazine sit-down. Estevez has not provided further updates on the status of the project.
