Let It Ride (1989)

"Let It Ride" is a 1989 comedy that follows a small-time horseplayer through one lucky day at the track, with a cast of side characters drifting in and out of his winning streak. Teri Garr plays one of the women pulled into his orbit, and Jennifer Tilly appears elsewhere in the ensemble. The site holds 2 scenes from the film, both showing more skin than the film's light comic tone would suggest. Garr's scene is the one that catches people off guard given the film's reputation as a harmless bit of fun.