A local radio show was doing a full bracket of the best guy movies of all time, so I thought I would put together my own list. Since this list is just the past 20 years I did not include some obvious leaders like Animal House, Caddyshack, Die Hard, Godfather, Stripes, Jaws, and Scareface. If I missed anything let me know...
1. Fight Club - 1999
2. Goodfellas - 1990
3. Pulp Fiction - 1994
4. Dumb & Dumber - 1994
5. Gladiator - 2000
6. Casino - 1995
7. Braveheart - 1995
8. Tombstone - 1993
9. Old School - 2003
10. Swingers - 1996
11. The Boondock Saints - 1999
12. Wedding Crashers - 2005
13. Shawshank Redemption - 1994
14. The Departed - 2006
15. The Matrix - 1999
16. Good Will Hunting - 1997
17. Unforgiven - 1992
18. True Romance - 1993
19. Saving Private Ryan - 1998
20. Dazed & Confused - 1993
I have to give some honorable mentions to From Dusk Till Dawn, Office Space, Blow, Boiler Room, The Devil's Advocate, & Snatch.