Hollywood Cash is getting ready to have Hollywood's new boss around for dinner with his wife, Olive Glass. Hollywood has been given a nice job with a corporate housing package, so he's a touch anxious and eager to impress. Olive is startled to learn that Hollywood's boss is Isiah Maxwell when she answers the front door when someone knocks. Isiah informs Hollywood that he had sex with Olive while she worked at her previous job, despite Olive's best efforts to remain quiet about their past during dinner. Though he was unaware that Isiah was one of the men who had previously dated Olive, Hollywood is aware of her past and does not hold her accountable for it. Hollywood tries to brush this off, but when Isiah wants to fuck Olive again just like old times, he gets even more surprised. Hollywood talks Olive into it since they're afraid of losing their new way of life, but when Isiah suggests that Hollywood should also join in, Olive is taken aback once more.

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Massage
Evelyn Claire is bored at her job and befriends Olive Glass, a masseuse. Olive demands Veronica Valentine be the 69th customer, and Veronica receives a complimentary massage from both. Veronica is overly excited and enjoys the attention. Evelyn and Olive exchange sly glances, and they present a joyful conclusion. Things escalate into a heated and intense situation, with Veronica eager to have her pussy worked on by the two deft masseurs. She promises to ensure pleasant endings for the masseuses.
The Extra Mile, Scene #01
Voyeur
Carla, a personal assistant to Monica Grant, is grateful for her job, which allows her to support her family and pay bills. Despite Monica's difficult nature, Carla struggles with her errands, which become more intimate. She worries about the demands becoming too extreme when Monica asks her to pick up a sultry outfit for a friend's gift and try it on. This becomes a challenge when Monica introduces her husband, Bobby.