Jimmy, a student masseuse, is fed up with practicing with his male buddies. His dad's girlfriend Essie is eager to provide support so he can complete additional training hours. Essie's body is so attractive that he can't resist getting a furious crush on her. Flattered, Essie wants that hard cock to rub some moisture into her wet pussy.
Elizabeth Skylar is concerned about her son's grades and may encourage him to "fudge" them for college admission, causing concern for Mr. Mason's credentials.
Andie Anderson, desperate for an orgasm and cock, believes she can get away with it with her son's friend Jimmy, as nobody would suspect their relationship.
Lucky has been having an affair with his wife's friend Alexis Malone, enjoying sex on the edge. He has a moral dilemma to return to his wife, but discovers Alexis in see-through underwear just before leaving.
The speaker admires Richelle Ryan for her plump, fantasy-like appearance and treats their manhood like a first. She enjoys rubbing their dick on her pouty lips and giving an intense kiss.
Richelle Ryan, a pornstar known for her large tits, ass, and appetite for cock, has won a fan-fucking sweepstakes, offering exclusive access to her assets and a chance to face-sit.
Roxy Reynolds, a lustful housewife, is eager to leave her abusive husband but reluctant to leave his money account, content to fuck her attractive boyfriend while pursuing her husband.
During Spring Break, Angel Youngs and Jazmin Luv notice their friend's father and become enamored with him. They invite him to play with their college pussies in their room, a classic trio to kick off their break.
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.
Jimmy, Phoebe Kalib's friend's brother, initially offered to help her move, but he turned away due to his ass. Phoebe offered him payment in his bedroom.
Jimmy, a depressed friend, is visited by his friend's mother, Lolly Dames. Lolly tries to talk to Jimmy about his bad kissing habits, which led to his girlfriend's divorce. After flirting, Lolly notices a bulge in Jimmy's pants and becomes curious about his fucking skills. She asks Jimmy to insert his cock into her pierced pussy.