#2: INDECENT PROPOSAL (1993)

Sexual Arrangement: Billionaire pays a down-on-his-luck man $1 million to sleep with his sexy wife.

Those omnipresent “Get out of debt now” commercials have nothing on Robert Redford’s hefty bank account. As a home-wrecker in Indecent Proposal, Redford flashes his bankroll in front of a monetarily burdened man (Woody Harrelson) who just happens to have a fiery-hot wife (Demi Moore). Knowing that money does indeed talk, Redford offers an excessive amount of Benjamins to Harrelson for one night with Moore; in other words, dude pimps out his spouse so he can dig himself out of a financial hole. One million bucks should just about cover the marriage counseling bills.