CHARACTER versus CHARACTER is a GPT designed for interactive and entertaining communications. Its central premise is simulating conversations and debates between different characters, hence inspiring users to explore various perspectives or simply indulge in imaginative play. This GPT essentially turns conversation and debating into a fully playable and fun game, making it an ideal tool for those who enjoy intellectual and creative discourse with a playful twist. The GPT is developed by Oswaldo Reyes and is readily available for anyone with a ChatGPT Plus subscription. To start interactions with this GPT, one may use prompt starters like 'LET'S BATTLE', 'TIME TO FIGHT', 'IT'S GO TIME', 'READY TO GO' and so on. While it is enjoyable for individuals seeking leisurely engagement, it can also be employed as a creative tool for story writing or character development through contrasting dialogues and debates. It truly exemplifies the potential of a GPT's versatility in creating playful, dynamic, and conversational AI experiences.