Masquerade (1988)

The twists and turns in the plot of the sexy thriller Masquerade (1988), are dizzying to the point of maddening. Who's doing what to whom is borderline impossible to keep track of in this mystery written by Law & Order creator Dick Wolf. Basically, Rob Lowe is Tim Whalen, a sexy young yacht captain that young Olivia (Meg Tilly) falls for. After looking like he was going to help him screw Olivia out of her fortune and setting up a fake fight, Tim apparently gets too into the roleplaying and seems to kill her stepfather Tony (John Glover) when he catches the two making whoopee. But wait, actually Tim's working with a cop named McGill (Doug Savant) to screw over Olivia without Tony. Except, no he's not, he's going to screw over McGill and take his money for Olivia. Except, oh screw it, we're just here to watch Rob screw some of legal aged hotties! Meg Tilly might be so hot it's silly, but she's not willing to flash the funbags the same way her busty big sis Jennifer Tilly is. In this one, she only walks around in a robe and white panties, though we do get to see her face as she enjoys the penile pleasures of Mr. Lowe! The real sex comes from a young version of Sex and the City star Kim Cattrall, who plays the wife of Tim's boat boss. Never let a strapping young man around a too young for you hottie, lest he end up doing some railing under the guise of going out sailing like Rob does when he's all up in Kim's kitty cat! After the two have sex, we get an extended shot of a glistening Kim fully topless as she talks about her failing marriage. Tell it to a shrink, lady, we're just here to tickle our dink to those top notch tatas! Forget the yachting, double crosses and schemes, Kim's cans covered in post-sex sweat make this the movie of your wettest dreams! Who has time for scamming when you're getting laid like Rob Lowe does in Masquerade?