Six Degrees of Separation (1993)

Before there was six degrees of Kevin Bacon, there was Six Degrees of Separation (1993). Based on John Guare’s same-named play, the R rated dramedy centers around art dealer Flanders “Flan” Kittredge (Donald Sutherland) and his socialite wife Louisa “Ouisa” Kittredge (Stockard Channing) as they rub elbows with Manhattan’s upper crust such as Geoffrey Miller (Ian McKellen), Kitty (Mary Beth Hurt), Elizabeth (Heather Graham), Larkin (Bruce Davison), Dr. Fine (Richard Masur) and Trent Conway (Anthony Michael Hall). During a night of entertainment at their Fifth Avenue residence, the couple receives a visit from Paul (Will Smith), a mysterious young black man claiming to be the son of Oscar winner Sidney Poitier as well as a friend of the affluent family’s children. Paul also says he was mugged so Flan and Ouisa invite him into their home. They instantly become enamored by his charm, stories and intelligence. Of course, the stranger turns out to be a gregarious grifter who cons the Kittredges out of their cash and creates dire consequences for them. The worst part of the encounter is that Mr. Smith never shows us his Willie. Needless to say, his billing conned Mr. Man into seeing this movie! Luckily, the ebony actor does flash his abs when his character hooks up with a hot hustler (Lou Milione) who isn’t afraid to strut his stuff in the buff. Fast-forward to the 39-minute mark to see the male prostitute go full frontal. We guarantee the sexy sight will give you six degrees of masturbation!