| Movie | Role |
|---|---|
| Wall Street (1987) | Bud Fox |
| Foodfight! (2012) | Dex Dogtective, Dex Dogtective (voice) |
| Deadfall (1993) | Morgan "Fats" Gripp |
| Scary Movie 3 (2003) | Tom |
| Scary Movie 5 (2013) | Charlie Sheen |
| Being John Malkovich (1999) | Charlie |
| Platoon (1986) | Chris |
| Hot Shots! Part Deux (1993) | Topper Harley |
| Hot Shots! (1991) | Topper Harley / Rhett Butler / Superman |