Ash, the friend of Bill's younger sister, arrives at his door just as he is going for his major DJ gig. Bill is not interested in having her on the guest list. When they last got into problems, it was because she had hit her lover at the club. She informs him that her lover is no longer with her and that she will do whatever it takes to be on the list.
Dakota Skye seeks help from her teacher to improve her grades, but instead of working too hard, she agrees to give up her A for a passing grade.
Kennedy Leigh expresses her love for her driver, offering him a parting gift as a token of appreciation for his years of service.
Bill, a friend of Alyssa Dutch, is invited to Lake Tahoe for a winter vacation. Despite his struggles with winter sports, Alyssa mentions his talent for spotting ladies. Alyssa, a blonde MILF, reveals he wants to go snowbunny hunting, but is covered in white stuff.
A random dude meets horny sorority girl Ella Milano at a bar and invites him to her house for an after party. Yurizan Beltran, Ella's arrogant roommate, follows her, leading to a steamy, wet triple feature.
Bill is relieved that his girlfriend is receiving breast implants and his friend Alex Chance is staying to support her. Bill asks Alex to see his girlfriend's new underwear, and Alex warms up to him, revealing her plump, juicy tits.
Bill Bailey is angry at Staci Silverstone's offensive tweet about him being a liar. He confronts her in his sister's room, flashing his dick to prove her wrong. Staci admits the tweets were a ruse, and Bill fucks her face.
Ash Hollywood shares a small wager among office secretaries, with the first to fuck the new employee winning. The new employee is eager to help.
Mia Gold takes Bill, her husband's coworker, out of his job to discuss her partner cheating on her. Bill initially resists, but eventually admits to her affair with a stripper. Mia refuses, but Bill's sexy appearance is desired.
Casey eagerly awaits her husband Bill's call about their second date, despite her late work schedule. She lies about her plans, feeling guilty about lying, but Bill manipulates her to change her mind.
Remy LaCroix steals her friend's belongings after stealing her boyfriend's. Bill discovers her and calls her "suck" instead of contacting the police.
India Summer returns to school, becoming the cougar of the classroom. She seeks help from Bill, the teacher's assistant, but becomes preoccupied with fantasizing about putting Bill's cock in her pussy. This leads to Bill being tempted.
Bill, a student of Professor India Summer's, struggles with poor performance and is revealed to tutor female students in exchange for sex. The professor offers to increase Bill's GPA if he fucks her more.