Black Monday (2019-2021)

Black Monday (2019) is a comedy on Showtime that is very loosely based on real events. Black Monday was a real, random event in the 80s on Wall Street when the market suddenly crashed. This comedy leads up to Black Monday by showing a fictional portrayal of what may have happened at one small firm run by Don Cheadle. We are introduced to a colorful cast of characters including a rising stockbroker played by Andrew Rannells who is new at the company and very ambitious. He is engaged to Tiff Georgina, an heiress to the Georgina jeans company. There are secret affairs, backdoor deals, and betrayals all over the place in this comedy about the financial industry. The couple both have secrets, but they get married anyway while allowing each other to some extramarital affairs (mostly at first because Andrew Rannells' character is gay). Tiff Georgina is played by Casey Wilson who is super sexy in one scene in which her hubby comes home to find her getting railed by a guy from behind. She is on all fours at one point while wearing a silk dress and shows off her breasts bouncing as this guy pleasures her. Her husband walks in and wants to chat which just interrupts the fun. Can't he let Casey Wilson have a little more alone time with that guy? We didn't even get to the best part: that dress coming off and us getting a chance to check out Casey's cans. Oh well. Next time!