Warren Beatty as Milton Armitage
Episodes 5
The Best Dressed Man
October 6, 1959
1x2
Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.
Read MoreThe Sweet Singer of Central High
November 10, 1959
1x6
After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.
Read MoreDobie Gillis: Boy Actor
December 1, 1959
1x9
Dobie is up against Milton to be leading man in a school play.
Read MoreThe Smoke-Filled Room
January 12, 1960
1x15
Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.
Read MoreThe Fist Fighter
January 19, 1960
1x16
Dobie becomes Top Fist by knocking out the legendary Moose. Milton tries to gain the title and Thaila's affections by challenging Dobie.
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