The board game from my dead nana's attic (Patreon)

"This isn't good," Curtis murmured while setting down one of the board game's cards. He moved across the room and stared into his bedroom mirror, and while his face remained unchanged, he knew that his body was different. It was an unbelievable transformation. Curtis was quickly transformed into a curvy and beautiful young woman after one of his playable pieces became stuck at a random event. 

He had placed his piece on one of the squares when the game came to life with a punishment. When he drew a card, it said that one of his greatest fears would come to fruition. He wasn't sure what it meant at the time until he woke up to find that his blonde hair went from a short, stubby length to flowing past his shoulders. The muscles on his arms and chest were toned and defined, but with a feminine, hourglass figure.

Curtis was an extremely athletic and outgoing guy who loved womanizing. But he wasn't expecting to become the very thing he chased after, but the thing that scared him the most was the lack of strength. He spent years obtaining gains in physical strength, and after being transformed into a shorter woman, he found himself dreading the rest of the game. "Do I even keep playing? What if it makes things worse?"

But as time passed, Curtis found himself falling in love with his new form. He took a brief break and decided to see what womanhood was like. He fiddled around with his dainty clit and decided to play with himself out of curiosity, hoping that the game would eventually change him back. He also had always had a penchant for tight clothing and makeup on the girls he dated, and his new body allowed him to fully indulge in those aspects of his life by letting him try on his sister's dresses. Sure, his face was still masculine, but the clothes and makeup made his face match the rest of his body.

That was when he realized that the game had also altered his mind somewhat. He was more emotional and aware of his surroundings. He was more playful. "Am I happier?" he asked himself in disbelief. The longer he remained in his female body, the more he wanted to keep it. So, he decided to take a gamble and tried to play the board game again, only to realize that he had the worst luck possible.

Over the next few days, Curtis continued to try to play the game and get it back to its previous state. But the more he failed, the happier he grew as his body continually changed. Card after card, event after event, he discovered that every random event was changing his physical body. It didn't take long before his chest grew bigger and larger. Eventually, they became two massive yet firm breasts, and they felt squishy and natural to the touch. His once-shaved face was now smooth and feminine between his slender fingers. Sadly, the game continued to punish him with even more changes.

Now, Curtis was completely transfixed. He no longer tried to fight it, and even made a visit to a professional makeover artist and purchased a few toys to experiment with. He was done with trying to reverse the dark magic hidden within the board game. He packed it all up and hid it away in his attic. He hadn't told anyone about what the game had done to him, but his female personality and voice were coming out more and more every day. Eventually, his family found out about his transition upon returning from a long, family trip.

His sister was horrified to learn that her room was a mess. After raiding her wardrobe and makeup kits, there wasn't a whole lot left. While Curtis was more feminine, his slobby habits never left him as he journeyed through life as a careless slut.