Dobie and Maynard conspire to rig the raffle at the local movie theatre so that Dobie can win enough money to take Thalia to the prom.
Guest Stars:
Bart Patton, Tuesday Weld, Herbert Anderson, Stanley Adams, Dick Wessel
Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.
Guest Stars:
William Schallert, Warren Beatty, Mel Blanc, Tuesday Weld
Thalia urges Dobie to become a doctor, but he meets Zelda Gilroy and learns about the scientific concept of propinquity, the psychological tendency for people to form relationships with those whom they encounter often.
Guest Stars:
Tuesday Weld
Dobie's older brother Davey convinces him to invent an affair with a married woman to impress a new girl in school.
Guest Stars:
Jean Byron, Darryl Hickman
Maynard gets drafted.
Guest Stars:
Michael J. Pollard, William Schallert, Tommy Farrell, Willis Bouchey
After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.
Guest Stars:
Michael J. Pollard, Warren Beatty, Tuesday Weld
Dobie tries to earn $6 to take Thalia to the Junior Prom.
Before the big football game, Dobie hatches a scheme for winning by stealing the opposing mascot.
Guest Stars:
Joel Crothers, Milton Frome
Dobie is up against Milton to be leading man in a school play.
Guest Stars:
Warren Beatty
Dobie falls for Poppy Herming but has to win her father's approval too.
Guest Stars:
William Schallert
Dobie thinks everyone has forgotten his birthday.
Guest Stars:
Tommy Farrell, Ron Howard
Mr. Gillis is driven crazy by all the Christian celebrations, and almost spends the holidays in jail.
Guest Stars:
Verna Felton, Jack Albertson, Darryl Hickman, Marjorie Bennett, Milton Frome
Herbert seeks free advice from a child psychiologist.
Guest Stars:
Tuesday Weld, Harvey Stephens
Mr. and Mrs. Gillis take in a young and handsome border from South America.
Guest Stars:
Tuesday Weld, Alberto Morin
Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.
Guest Stars:
Warren Beatty, Tuesday Weld
Dobie becomes Top Fist by knocking out the legendary Moose. Milton tries to gain the title and Thaila's affections by challenging Dobie.
Guest Stars:
Warren Beatty, Bob Barran, Page Slattery, Anne Whitfield, Kathy Wakefield
Dobie goes on a hunger strike until Thalia agrees to be his.
Guest Stars:
Ryan O'Neal, Tuesday Weld, Steve Franken, Marlo Thomas
Dobie falls for trapeze artist Aphrodite Millican,.
Guest Stars:
Francis X. Bushman, Yvonne Craig, Doug McClure
Thalia talks Dobie's parents into sending him to Willoughby prep school.
Guest Stars:
Jean Byron, Ron Howard, John Bryant, Tuesday Weld
In order to win Thaila from Chatsworth, Dobie reads a book on mental power so he can be the dominating man Thalia wants.
Guest Stars:
John Abbott, Tuesday Weld, Steve Franken, Marjorie Bennett
Dobie and Maynard are puzzled when a rumor they spread about Zelda inheriting a fortune seems to become reality.
Guest Stars:
Dabbs Greer
Thalia tries to educate Dobie in logical thinking.
Guest Stars:
Jason Wingreen, Tuesday Weld
Maynard gives a chicken an overdose of growth hormones as a biology class project .
Guest Stars:
Marjorie Bennett
Dobie and a girl friend take a baby-sitting job. However, the Gillies suspect Dobie is secretly a father.
Guest Stars:
Harry von Zell, Yvonne Craig, Anne Whitfield
Dobie, Maynard, and Thalia capture a crooked dry-cleaner who had almost conned them before.
Guest Stars:
Tuesday Weld, Marjorie Bennett, Ben Welden
Dobie and most of his friends reluctantly participate in a talent show.
Guest Stars:
Doris Packer, Jean Byron, Marjorie Bennett, Reta Shaw, Richard Deacon
Doblie's dad wants him to romance a banker's daughter so he can get a loan.
Guest Stars:
Rose Marie, Sherry Jackson
Dobie wants to prove he's grownup, so he moves into a small apartment with Maynard.
Guest Stars:
Esther Dale
Thalia hatches a scheme for Dobie to sell sandwiches at the school picnic.
Guest Stars:
Gordon Jones, Tuesday Weld
Dobie, Maynard, and Chatsworth must all share the same tuxedo to get in to a black-tie party at the Armitage mansion.
Guest Stars:
Doris Packer
Herbert worries about what will happen to the store after he's gone.
Guest Stars:
Eduardo Noriega, Arlene Harris, Blanche Sweet, Darryl Hickman, Ron Howard
Dobie and Chatsworth complete for the attention of a shoe store owner's daughter in order to get a job at the store.
Guest Stars:
Diana Millay, Steve Franken, Marjorie Bennett
Dobie's newest girlfriend's father happens to be opening a new grocery store. Mr. Gillis tries to spy under the name Fred C. Dobbs.
Guest Stars:
Jack Albertson
Maynard falls for a French girl and shaves off his goatee.
Dobie falls for an older nurse and feigns a disease so he can be near her.
Guest Stars:
Tommy Ivo, John Stephenson, Herb Vigran
Dobie's new date's father turns out to be a cop with whom he had a disagreement about picking flowers in the park.
Guest Stars:
Margie Liszt, Jane Wald, Richard Reeves
A discouraged Dobie finally gives up on finding his dream girl and agrees to marry Zelda.
Guest Stars:
Dabbs Greer, Joan Banks, Burt Mustin
Dobie finds a girl who doesn't care about money, until her younger sister starts going on finance dates with a richer boy.
Guest Stars:
Gina Gillespie, Joey D. Vieira, Michael Burns, Christian Kay