Penny (Kyler Quinn) shows up at the luxurious residence of Charlie Foster (Brad Newman). Yet, the individual who welcomes Penny at the entrance is not Charlie, but Jack (Rion King), who doesn't appear particularly pleased with Penny. As Jack escorts Penny around the mansion and dictates the regulations, it becomes clear that Charlie has a penchant for helping destitute girls by inviting them to become part of his harem. Charlie indulges in familial roleplay, insisting that the girls in the harem address him as a paternal figure and each other as siblings, despite no blood relation. Jack is the oldest 'sibling', who supervises the girls. Penny is the latest addition, precisely, the 100th girl. As the mansion tour persists, Penny encounters her new 'siblings' (Nadia Noja, Paris White, Hadley Haze, Rebecca Vanguard, Sage Foxx, Penelope Woods, Kate Bloom), who all appear to be fond of Penny. Jack, however, grows envious, asserting that Penny needs to demonstrate her worth. Keen to fit in, Penny discards her underwear to comply with the house's dress code and attempts to exhibit a daring, sensual aspect of herself, which includes kissing Jack. Despite appreciating Penny's efforts, Jack remains skeptical. Penny proposes to engage in sexual activities with him to win him over. Jack consents, insisting that the other girls observe. They engage in intercourse on the couch, with Jack taking the lead and attempting to belittle Penny in front of the others. However, their intimate act is abruptly halted when Charlie walks in. He's dissatisfied with Jack's behavior and reprimands him. Charlie then proceeds to have sex with Penny and eventually persuades Jack to participate, as a way to properly welcome Penny into this expanding 'family'.