Anthony is supposed to take his girlfriend to lunch, but Sophie Dee, her Welsh friend, arrives to take pictures of her large tits. She tells Anthony she wants to fuck him while their significant others are away, and Anthony is eager to help her.
Shane Dos Santos seeks revenge on her husband by feigning his aide Aaron, who is known to be hitting on Brazilian girls during Carnavale. The errand boy, uncertain about raping the boss's wife, is forced to insert his penis into her wet Latina mouth.
Kendra Lust, a cam girl, is spending time with the narrator, who is a huge fan of hers. They plan a get-together at an elegant hotel, hoping to fuck her with toys and a ball gag.
Hope Cowell is searching for her skydiving partner, Xander's sister, who fled to the library due to fear. Despite disappointment, Hope seizes the opportunity to fuck Xander on the pool table.
Bill, his girlfriend's friend, expresses his desire for his girlfriend to have large tits, which Sophia finds attractive. Bill takes a handful and tries to suck it out, but Sophia breaks off, becoming eager and moist.
Allison Moore sends Xander to find her cat, but he finds two pussies, including one between her knees. Despite not finding any pussies, Xander's tittie suck and deep dick make Allison irresistible to him.
Jacky Joy shares with Alan, her beau's son, that she witnessed his father having an affair near his yacht. Despite Alan's initial surprise, Jacky insists on getting a tidal sex, leading to the game ending.
Lara Brookes visits her English teacher, Mr. Corvus, who has been teaching her under Professor Johnson's absence. The attractive student, who was once a standout, is inspired by her teacher by teaching her how to fuck on a college desk.
Richie is frustrated with his girlfriend Avril Hall for criticizing him for laziness and not seeking employment. He imagines a new day when his girlfriend doesn't bother him and wants his dick in her mouth.
Aaron's subpar performance led to revenue loss. He reveals his love for Danica, promising not to be fired for hitting her. Danica, eager to take a chance, gets drilled.
Xander's mother ejected him after an argument, and he's now asking Lisa DeMarco, his best friend's mother, if he can stay with her. However, the MILF wants him to rape her, despite his inability to believe it.
Tyler, upset by his roommate's partying, asks his friend Jessa to spend the night studying at her house. Jessa, a flirtatious cheerleader, agrees. Tyler chooses to fuck Jessa six times, resulting in no sleep.
On their second night together, the narrator was surprised by a surprise guest, Jayden Jaymes. Lisa Ann invited them to celebrate, and the narrator was excited for the fun and sweaty night.
Jayden Jaymes is in New York City, recognizing the speaker's need for role-playing and attention. She brings a chic white nurse's office, complete with red heels and panties, and uses her tits and sultry pussy to help.
Tasha Reign is upset after a car accident with friend Sarah Vandella. Despite not having funds for repairs, Sarah offers Tasha and Karlo a sensual threesome, leading to a Karlo sandwich.
Giovanni is intrigued by Amber Bach, owner of the Cougar Den bar, who asks him about his identity and wallet. Despite feeling foolish, Amber's flirtatious behavior makes Giovanni feel like a man, as the cougar jumps on his erect dick.
Vanessa Sixxx, despite her lack of interest in the classroom, approaches Professor Wood to apply for his teaching assistant position. Despite her lack of interest, she acknowledges her desire for the job's benefits, which Professor Wood also values, including the opportunity to fuck T.A.
Elaina Raye, Michael Vegas's sister's friend, protests not being invited to a fair with her. Despite Michael explaining his relationship with her, Elaina is drawn to his touch, leading her to fuck him before the fair.
Mark's wife celebrated his birthday with dancing, alcohol, and strippers. He was drunk and couldn't remember anything. When he woke up, he found Krissy Lynn, the stripper, in bed instead of his wife. They played back at the house after his wife got into her.
Bill seeks a massage therapist, Dana Vespoli, to rehabilitate from a football injury and prepare for a major championship game. Vespoli is skilled in treating sports injuries and uses her unique technique to cheer him up.
Maddy O'Reilly is absent from a movie with her friend's brother, who is supposed to watch it with her. Maddy tells him she was dumped and encourages him to stay and watch the movie together. She prefers a film with Giovanni.
A stranger invites Allie James to join a club on 17th-century romantic literature. As a fan of 17th-century love novels, she lacks funds to join. To respond, she undresses in her natural tits, sucks the club leader's dick, and fucks the holy light out of him.
The speaker enjoys working hard and playing hard, with their second night with Nicole Aniston potentially being better than the first. They feel confident and uplifted by their hot cheerleader, who is elegant and feminine.
Jodi Taylor cheats in Professor Knight's class by reading off her leg, but instead of finding answers, he discovers a message expressing her desire to smack him and his dick. Unaware, Taylor fucks her on the desk, revealing her cheating behavior.