Rocco is unhappy with his internship at Capri Cavanni's company, which has reduced him to working from her home office. Capri promises to pay him, but Rocco refuses, causing her to find a new way to maintain their relationship, using a furious shot against her tits.
Jimmy, Jill Taylor's brother, offers to tutor her for a year if she complies with his requests, but Jill is quickly enraged by his offer.
Maddy Oreilly, an art student, learns from her teacher that her drawings of male anatomy are inaccurate due to her erroneous size. Professor Glide demonstrates the process with an enormous cock, demonstrating the beauty of art.
Sadie West, nominated by Madison, takes on the role of TA. Despite not meeting Prof. Stone's expectations, she scolds him, turning his frown upside down.
Evan is exhausted and upset after fucking Alison, and Roxanne follows Bill to find a new partner for the next year. Roxanne offers Evan something Alison cannot, and he discovers steamy anal intercourse while being led back into the weight room.
Brooklyn Chase, Bill's wife's friend, deceives him into borrowing a bracelet from his wife, despite knowing she's caught. She can obtain the bracelet by sucking her friend's husband's dick.
Courtney Cummz is grateful for her boyfriend's friend Billy's help in constructing a surround sound system for her party, which she plans to thank him by squeezing his large dick during her boyfriend's absence.
Johnny, a budding illusionist, learns a new card trick from Charlee Chase. However, the blonde, Charlee, believes Johnny is too skilled for it. Johnny learns "The Disappearing Pickle" and uses it to shoot a cumshot.
Sheena Shaw threatens to can Anthony's ass due to his unfinished report. Anthony begs her to stay, promising to eat his wet pussy and suck his clit. She sits on his face, cums on his tongue, and gets fucked doggystyle behind her.
Dana Dearmond, dressed in a chic black raincoat, embodies sophistication and sexiness. However, she becomes a sleazy sex addict, craving a stiff dick. She sways her ass and sticks a finger up her butthole.
Yurizan Beltran and her coworker Danny admire each other's luscious bottoms while assisting each other in their office. They agree to have a behind-closed-door fuck in exchange for not sharing their feelings with their significant others.
Shay Sights must call a worker for disciplinary action due to inappropriate behavior on his tracked cell phone. The company is losing money, and the worker refuses to accept the action until she receives some form of repercussions.