Gaping Training

A teen, Tracy (Lola Fae), walks uncomfortably outdoors towards her sugar daddy boyfriend (Bill Bailey)'s house. Her movements are slow and careful, although once she arrives and is greeted by the older man, he's pleased to see that she's wearing the butt plug, just like he asked. He even removes it to get a good look at the little gape while Tracy squeaks and blushed. He knows it's uncomfortable, especially since it's Tracy's first time, but she wants Daddy's dick, right? Then she has to keep up with the training...

Back at home, while having dinner with her actual father, Tracy's father shows concern for how awkwardly she's holding herself. She tries to insist that there's nothing to worry about and encourages them to just have a nice meal.

That's when her sugar daddy sends a text, demanding to see her pussy. No, better yet, he wants her to send him pictures of her fingering herself under the table. Although she's nervous about being caught, there's a certain thrill there as well as she does what he asks, then sends the picture. Although her real dad almost catches her, she just barely escapes his notice.

Tracy, eager to please her boyfriend, continues to wear butt plugs in her everyday life, even in public. While she's at work as a waitress, she tries her best to concentrate, almost getting caught by a coworker for looking so uncomfortable. Fortunately, she's able to get away from the situation by pretending she has cramps. It's perfect timing since her daddy messages her, demanding to see how she's progressing. She excuses herself and rushes to the bathroom. Once she's there, she takes pictures of her gape and sends them to her daddy.

Finally, her sugar daddy declares that she's ready for the wicked evening he has in store for her.