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My Boss's Daughter

Comedy Romance ★ 5.0

A young man volunteers to house-sit for his boss in an attempt to get closer to the man's attractive daughter, but uninvited houseguests interrupt his mission.

Today · Saturday, 22 August 1 airing

09:05

SHOWTIME SHOWCASE

Tomorrow · Sunday, 23 August 1 airing

11:00

Showtime Next

Wednesday, 26 August 1 airing

21:00

SHOWTIME SHOWCASE

Saturday, 29 August 2026 1 airing

18:45

Showtime Next

Cast

Ashton Kutcher

Tom Stansfield

Tara Reid

Lisa Taylor

Terence Stamp

Jack Taylor

Jeffrey Tambor

Ken

Molly Shannon

Audrey Bennett

Andy Richter

Red Taylor

Jon Abrahams

Paul

Michael Madsen

T.J.

Carmen Electra

Tina

David Koechner

Speed

Kenan Thompson

Hans

Patrick Cranshaw

Old Man

Betty Linde

Coffee Customer

Mark Aisbett

Commuter

Tyler Labine

Spike