[Sick Puppy Press (James J. Craft, blackshirtboy)] If I Were a Betting (Wo)Man aka My Boss, The Bimbo [Illustrated eBook]

Title: If I Were a Betting (Wo)Man AKA "My Boss, The Bimbo"
Author: James J. Craft
Illustrator: blackshirtboy
Genre: Tales of Transformation
Rating: PG for sexual suggestion and language

Summary:
Lucas, a young and ambitious CEO, is groomed to become the next Chairman of the Board but struggles with interpersonal relationships due to his competitive nature. His secretary, Irene, endures his macho demeanor. After making inappropriate comments about women, Lucas bets that he can wear high heels for a week, similar to the women in his office.

When he loses this bet, he attempts more extreme challenges to prove he can match the capabilities of women, resulting in a series of losses. The narrative explores themes of slow character change, crossdressing, and gender dynamics within the office environment.

The book consists of 38 pages, formatted at 6x9 inches, and includes ten color illustrations. Note that the official PDF from Sick Puppy Press did not include a cover, and the highest resolution cover image was sourced separately for reference.