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The shy man plans to approach Darla Crane in a bar and invite her to his hotel room for the night. She will wear a black trenchcoat, large tits, and red hair, and spend the night alone.
Johnny is curious about his wife's friend Asphyxia Noir, who is always present at their house when she's unemployed. He sees her the next morning, drinking orange juice, and tries to understand her feelings. Johnny gets into her wet ass, suggesting she might be worth staying.
Jessica Jaymes gets upset when her boyfriend, Johnny, cannot leave happy hour with his colleagues at work. Johnny arrives to fetch her and informs her they won't leave until later. Jessica gets upset and berates Johnny, revealing his sexual behavior and asking how hard she gets fucked.
Johnny is upset when his sister leaves for Vegas with her boyfriend, and his parents are out of town. He entertains a girl he once disliked, but discovers Skin Diamond has evolved, turning a tough weekend into a diamond in the rough.
Johnny, unhappy about not receiving office parties on his birthday, is pampered by his attractive coworker, Nikki Sexx. She offers him a hard ride on her dick, blowjob, and large tits, explaining the financial reasons behind birthdays.
Sara Jay discovers Johnny with a large boner, her favorite pastime, and is determined to get his 22-year-old cock, refusing to accept no.
Johnny, despite Tommy's absence, expresses his desire to slap her with his cock and his recent sex nightmares. Ms. Summer offers him the only option.
Johnny searches for his friend Tessa Lane, who owes him money for damaging his rented car's rims. Tessa calms Johnny by showing him how to have a relaxed conversation. Johnny's happiness is heightened when her natural tits appear, and his ecstasy when he hits her with his dick.
The speaker enjoys having sex with women who can be very explicit, and Charlotte Sins is one of them. They admire her bikini, beautiful feet, and her ability to talk nasty.
Johnny's personal assistant, Baylee, helps him with errands and transportation when his wife is away. Baylee is surprised to learn that her boss is traveling. Johnny can benefit from Baylee's help for more than just errands, as she thinks Johnny is hot.
Ashli Orion is planning a gathering at her apartment and is seeking Johnny's parking spots to avoid forcing guests to park on the street. Johnny is hesitant to leave his car on the street, but Orion is willing to barter and even sacrifice her appearance for Johnny's permission.
Johnny's controlling wife, Annika Albrite, has her close friend check up on her husband when she leaves town. Johnny appreciates Annika's interpretation of "checking up" and enjoys sucking up to her attractive friend, licking her natural tits and swallowing her cock.
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Johnny Boy, aware of his friend Andy's work, acts naive when he visits his mother Emma Starr's house. He exploits her recent divorce as a vulnerability, claiming he broke up with her for sex. Mrs. Starr agrees to oblige Johnny with her tits and pussy.
After a day of shopping, Alexis Ford returns home and asks Johnny to give his thoughts on her purchased dresses, which he finds attractive due to her large tits.
Ana Foxxx finds Susan unconscious upstairs after a wild night with her lover, and is in need of help after breaking up with her unfaithful partner. Johnny comforts her and provides solace through his firm cock.
Zoe Holiday's lover, Johnny, is eager to taste his cock. As he prepares to accompany his parents to the airport, Zoe enters the room to wait for him, engrossed in his firm dick.
Ashley Fires arrives late at work and stutters while her boss Johnny berates her. She threatens to rape him if he doesn't back down. Johnny, unprepared, bends over her desk and eats her asshole. Ashley deepthroats his dick, teaching her a lesson.
Johnny struggles with his father's financial situation, unable to make a cash down payment due to his credit limit. His fiancée, Lyla Storm, overhears the exchange and promises Johnny a favor if he eats and fucks her.
Eva Notty, after masturbating, receives a knock on her door from a beautiful man requesting money for a church. She invites him in and fucks him, giving him a facial before leaving.