Bill finds himself inebriated in his father's bed next to Margo Russo, his attractive, youthful girlfriend. His only memory of the party last night is drinking with her downstairs. Now she's asking why his pants are unfastened! The only thing he knows for sure is that he is alone. Margo asks him to fuck her right then and stops inquiring if they fucked last night.
Bill, inebriated, finds himself in his father's bed with his girlfriend Margo Russo, who asks why his pants are unfastened and asks him to fuck her immediately.
The author has been hiding from the public since their divorce from a famous basketball player. They have been spending time in a hotel room, waiting for the media circus to end. They have called an agency to find a male to take charge of their bedroom and give them instructions. The agency's help has made them feel more submissive.
Brandi is unhappy after her son and husband leave, confiding in her son's friend Bill. After a difficult time, she decides to live on her terms, despite her son's friend's surprise.
Holly Taylor, a classmate, is studying organic chemistry for an exam. She believes their course is about attractive people getting together. To show her seriousness, she lets Bill play with her pierced clit and nipples.
Bill's friend's mother, Puma Swede, confronts him about lewd pictures and his phone. Bill is humiliated and unable to express his feelings, only saying "yes, ma'am!" when confronted about his phone.
On Thanksgiving Day, Julia Ann prepares a delicious supper for her lover and son Bill, but is disappointed when his partner cannot make it due to an urgent procedure. Despite her attraction, Bill advances on Julia, and after he assures her, he eats an appetizing meal.
Bill is searching for donations for a youth charity to pay for college. He meets Brandi Love, who offers a substantial amount in exchange for a favor. Bill is impressed by her modesty and decides to conquer her, showcasing the beauty of philanthropy.
At the big Christmas party with boss Bill, Brandi Love, Lexi Belle, Madison Ivy, and Veronica Avluv, they discover they all fucked him recently. They plan to surprise Bill with a surprise group fivesome, including stuffing his stocking.
Holly Taylor, a classmate, is studying organic chemistry for an exam. She believes their course is about attractive people getting together. To show her seriousness, she lets Bill play with her pierced clit and nipples.
Katie criticizes Bill for not doing a good job cleaning her house, demanding immaculate conditions. Bill relaxes, but falls asleep, dreaming of Katie's tits and cock, causing tension in the conversation.
Sarah borrows her boyfriend's credit card for shopping, but her son Bill dejectedly removes her cards due to excessive spending. Sarah asks Bill to care for her private parts while his father is away.
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.