Diamond is expecting the visit of a competing company representative to talk about a possible merge with her own company. She's not at all interested in the merger and this whole situation stresses the fuck out of her. When the representative finally shows up, Diamond gives him a piece of her mind but this guy means business and he will take a piece of her ass before walking away.

James delivers a mattress to Sammie's house, but she lets him wait at the door for over 15 minutes as she gets dressed for work. When Sammie finally answers the door, she becomes belligerent with James when he has trouble bringing in the mattress. James eventually can't take the verbal abuse anymore and decides to fix her attitude the only way he knows how.

Debbie is a regular at the adult movie store. What she rents is entirely based on a section called Matt's Picks. She wants to meet this guy but he's never available.Debbie tries an ANAL scene, but it doesn't make her cum and complains to Matt, he doesn't want to disappoint her and shows up to fix everything by fucking her ass real hard.

Lou Charmelle has been helping couples dive into the abyss of wild anal sex for years. James Deen brings an interesting case to Lou's table. His dick is too big for his wife's asshole. Since Lou is an anal expert she decides to experience this big cock for herself. Lou's asshole barely wraps itself around this monster cock.

Evan's fashion show is about to begin, but his premiere model, Cristina, is having trouble fitting into a pair of jeans. With time ticking away, he decides to help her slip her fat ass into the jeans. He succeeds, but rips the denim pants. Thinking his fashion show is bust, he decides to take his frustrations out on Cristina, by fucking the very ass that ruined his jeans.

Jordan is struggling to get some important work done for some critical meetings when he is disturbed by a sexy girl dressed in a bunny outfit singing happy birthday. Jordan claims its not his birthday and asks the girl to leave. But she wont leave without her cash. So Jordan decides to get his money worth by sticking his dick straight up her tight asshole.