Tracy (Lola Fae), a teenager, approaches her boyfriend Bill Bailey (a sugar daddy)'s residence awkwardly outside. She moves cautiously and slowly, but when she finally gets there and the older man greets her, he's happy to discover that she's wearing the butt plug as he requested. In fact, he takes it off to get a better look at the small opening while Tracy blushes and squeaks. He's aware that it's awkward, particularly for Tracy, but surely she's after Daddy's dick? After that, she needs to continue with the training. Tracy's real father notices how awkward Tracy is holding herself as they are eating dinner together at home. She makes an effort to reassure them that there is nothing to be concerned about and invites them to enjoy their lunch. At that point, her sugar daddie texts her and demands to see her behind. Better yet, he wants her to email him photos of herself under the table, fingering herself. She follows his instructions and submits the photo, despite her anxiety about being discovered. There's a certain excitement involved as well. She nearly avoids her real dad's notice, but he almost catches her. She does her hardest to focus while working as a waitress, almost getting caught by a coworker for appearing uneasy. Luckily, she can avoid the scenario by acting as though she is experiencing cramps. Her father has been messaging her, demanding to know how she's developing, so the timing couldn't be better. She quickly heads to the restroom after apologizing. When she arrives, she snaps photos of her gape and emails them to her father. At last, her sugar daddy says she's prepared for the sinister evening he has planned for her.