The Favor (1994)

Synopsis
They say you can't miss what you never had, but one woman wants to put that idea to the test in this comedy. Kathy Whiting (Harley Jane Kozak) is a housewife and mother of two who enjoys a happy but unexciting relationship with her husband Peter (Bill Pullman), while her best friend Emily Embrey (Elizabeth McGovern) runs an art gallery and is living with a good-looking artist, Elliot Fowler (Brad Pitt). Both women feel that a sense of romantic adventure is missing from their lives, and Kathy has never been able to forget Tom Andrews (Ken Wahl), a football player that she was in love with in high school but never slept with (she was saving herself for marriage at the time). So when Kathy learns that Tom is living in Denver, and Emily will be going there on business soon, she asks Emily for a very big favor: find Tom, seduce him, and then give her a full report on what she's been wondering about these 15 years since graduation. The Favor was filmed in 1991 but went unreleased until 1994, after A River Runs Through It and Legends of the Fall had made fourth-billed Brad Pitt a box-office draw. ~ Mark Deming, All Movie Guide