Little Sister (1992)

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Movie Info

Taking its cues from the classic Some Like It Hot (1959) and the television series Bosom Buddies (1980-82), this comedy combines the teen campus and cross-dressing subgenres. Jonathan Silverman stars as college freshman Bobby, an eager if naïve student who intends, as a legacy, to pledge his father's fraternity. Forced to endure a series of humiliating initiations, Bobby learns that he must retrieve a painting from a sorority, Zeta Alpha Zeta, as his final rite of passage. Dressed in high heels and a wig and sporting a British accent, he pretends to be "Roberta," a hopeful female pledge. Once he meets the beautiful Diana (Alyssa Milano), however, Bobby decides to keep up his ruse and remain with Zeta Alpha Zeta, in an effort to become better acquainted with her. Although he struggles to maintain his fake identity, Bobby learns what women really think about men, using his newfound wisdom both to become a better man and to separate Diana from her loutish boyfriend.

Cast

Jonathan Silverman
as Bobby / Roberta
Alyssa Milano
as Diana
George Newbern
as Mike
Jesse Dabson
as Chaz
Jerry Gideon
as Derry
Michelle Matheson
as Sybil
Michele Matheson
as Sybil
Moon Zappa
as Venus
Leilani Sarelle
as Catherine
Deborah Dillon
as Juliette
Mary Ann Mullerleile
David Powladge
as Big Al
Jami Richards
as Zelda
William Frankfather
as Dad
Tia Carrere
as Adrienne
Patrick Richwood
as Wally
Jimmy Garfield
as Arthur
Christine Healy
as Miss Roffman
Michael Berryman
as Teacher
Pamela Winslow
as The Girl
Enid Kent
as Mom
Twink Caplan
as Marianne
Robert Easton
as M.C.
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