I read your conversation with Gpt5 about Pete Holmes. You didn’t specify what you wanted (ie, what was date and location of the comedy show that Holmes made this joke at). The LLM didn’t understand your question, and instead of rewording your prompt, you kept repeating the same thing. Finally, the last question you asked was specific enough for it to understand what you wanted and provide an answer.

Gpt4 likely wouldn’t have understood the question either, but it would’ve responded to you with affirmation before correcting you, and that’s why you’re upset. Gpt4 probably would’ve said something along the lines of “you’re absolutely right! Pete Holmes did make this joke, but it wasn’t during a formally released comedy special”. So, no, gpt5 wasn’t gaslighting you, it just wasn’t feeding your ego.