* The Outsiders (1983): This was their first film together, and a major break for both actors. Charlie Sheen played Dallas "Dally" Winston, while Emilio Estevez played the role of "Smiley" Curtis.
* Young Guns (1988): Both actors starred in this Western film as members of the "Regulators", a group of young gunslingers. Emilio Estevez played Billy the Kid, while Charlie Sheen played the role of "Patch" (Patrick Floyd Garrett).
* Young Guns II (1990): A sequel to the original "Young Guns", this film again featured both Sheen and Estevez reprising their roles.
* Men at Work (1990): In this comedy, Emilio Estevez played the role of "Carl", while Charlie Sheen played "Wes".
* Hot Shots! Part Deux (1993): Charlie Sheen plays Topper Harley in this sequel, while Emilio Estevez makes a cameo appearance as a military officer.
They also had a brief, uncredited appearance together in "The Breakfast Club" (1985), playing students in the school cafeteria.
It's worth noting that while the brothers have worked together on several occasions, they haven't appeared together in a major film in quite some time.