Cheshire Smiles is the type of student who always volunteers to be the hall monitor and she'll always tell on another student for any little infraction. Certainly, kissing up to the teachers has helped Cheshire with her grades, but she's also made a lot of enemies. In fact, recently she told on her fellow student (Darryl) for taking a test and using it to cheat. Darryl was paddled for that infraction and you can bet that he was going to get some revenge! After school, Darryl told Cheshire that he wanted to speak with her privately. Cheshire secretly had a crush on the bad boys, so she decid...

Cheshire Smiles is the type of student who always volunteers to be the hall monitor and she'll always tell on another student for any little infraction. Certainly, kissing up to the teachers has helped Cheshire with her grades, but she's also made a lot of enemies. In fact, recently she told on her fellow student (Darryl) for taking a test and using it to cheat. Darryl was paddled for that infraction and you can bet that he was going to get some revenge! After school, Darryl told Cheshire that he wanted to speak with her privately. Cheshire secretly had a crush on the bad boys, so she decided to follow him to his house to hear what he had to say. Once there, he immediately ordered Cheshire to crawl into a cage, startled,...she did what she was told. Darryl made it clear that he was upset with his paddling and that he was going to do something about it, so he instructed Cheshire to get out the the cage and to prepare for a spanking of her own! You can imagine the anguish for Cheshire as she'd never been spanked in her life. Now, she would get smacked by Darryl's hand, a leather paddle, a strap, a wooden spatula, a crop, and hard swats with two wooden paddles! At times, Cheshire struggled greatly with the pain, but even then she would occasionally tease Darryl, indicating that she might just have a crush on her bully. Maybe these two could end up getting together and maybe even date, but it's more likely that Darryl would keep bullying Cheshire with spankings and that she would hate them, but kind of like the punishments as well;)