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- Hosted by Kit Hoover, a working mother of three who was in the original Road Rules (1995) cast, REAL SIMPLE. REAL LIFE. is a makeover show that offers everyday women simple and cost-effective solutions, from easy meals to organization tips to stress-free entertaining, to help ease the burdens of their daily lives.
- The contestants are awakened in the middle of the night, and shuttled to the woods at Fort Dix Army Base in New Jersey. By following clues and hidden markers, the potential Diddy-assistants must find their way back to the Bad Boy headquarters in New York.
- Two contestants from each team are sent to Paris to find a model that Diddy saw in a magazine. They must convince her to come back to New York to pose for Sean John. The remaining members are tasked with creating print ad for Sean John eye-wear.
- Oceanside Wellness is put under quarantine when one of Cooper's patients contracts the measles. Naomi pressures Addison into working with her rival, Wyatt, on a fertility case; meanwhile, Dell fights for sole custody of his daughter, and Violet and Pete consider taking their friends-with-benefits relationship to the next level.
- Jackie and her husband fear that their daughter may be suffering from anxiety, and Jackie confides her concerns with Dr. O'Hara. An elderly man who has chosen to treat his heart failure with chicken soup comes to the hospital for his treatment. Also Jackie's pharmacist boyfriend lets her know he's being replaced by an automated pill dispenser.