Playing for Keeps

A Playboy punk is transformed into a Play-girl Princess!

Julian Kelsey is the most popular guy in school and rarely has any problems with the ladies.
In fact, he seems to have a new girlfriend every week!

It's a regular occurence for Julian to cruelly break up with his current lover the moment another girl catches his eye.
However, breaking up with his latest lover caused Julian to make a lifelong enemy- a girl named Samantha who can't
stand Julian's popularity and wants nothing more than to see him suffer for his awful behavior.

Through some clever manipulation, Sam tricks Julian into joining their class play as an understudy.
One thing leads to another, and ultimately Julian is trapped into playing the role of... the Princess!?

Watch a lady-killer delinquent slowly be changed into a woman, a princess, a lover, and even more in this exciting story!


All characters within are 18+.

The main themes of this story are feminization, coercion, betrayal, and mind break as the main character is slowly trapped into becoming a real-life princess. The story has many sexual scenes of a darker nature, both physically and psychologically. If you dislike such things or are disturbed by the concept of a man being tricked/coerced into becoming a woman, I strongly suggest you avoid this product.

IMPORTANT INFORMATION:

1. This story is very long and AI technology changed a lot during its creation. The first 140 images were made using an older model and have many inconsistencies or graphical issues. From that point onwards, the images become much higher quality and have a higher resolution as well. Many of the "spicier" scenes happen in this latter half, so if the old art bothers you then I recommend skipping to that point in the story.

2. Content like this is released weekly on my Fansly account. https://fansly.com/Novelchef/posts I hope to see you there!