Any tips on fun, flirty ways to deduce how many men a woman has slept with, and in what contexts (hookup vs LTR)?

Women will always lie about their count. I want to maximize truthfulness and help women not feel judged (and lower their guard.)

My thoughts so far:

  • Alcohol and a fun, open vibe will help both of us loosen up.
  • Subconsciously communicate non-judgement (not sure of the best way to do this yet.)
  • Set the proper context - make it part of a fun, larger game where only 1/10th of the questions are "doozies."
    • "Who was your worst one-night stand?" is a fucking terrifying question for a girl out of the blue. Especially if she loves you. But as part of a game, answering that question might actually be fun. Especially if you both answer, and you have a funny story. She'll feel pressure to outhumor you.
    • Sharing is caring, you have to be vulnerable yourself to help others feel safe to share sensitive information about themselves.
    • Ask softball questions related to hypotheticals to set the mood - "Would you rather scream your ex’s name during sex or have your partner scream their mom’s name?" First thought is "holy shit, that question is retarded." Yeah, that's the point. With alcohol and a fun vibe, questions like this are sure to get you laughing and lower your guard. Just don't show shame in asking a question like this and you're fine. "retarded" is exactly the vibe you're looking for. Anything other than "interview" or "serious" which would put her on guard.
    • Outdo her. "Worst one night stand?" my answer HAS to be fucked, because there's zero chance she'll outdo me on questions like this, and these are the questions that matter. Preempt - answer first before she does to communicate your standard (or pseudo standard. The goal is to get the truth out.) Make shit up. Doesn't matter, I just need her to feel safe to answer truthfully by hamstering that I'm way more fucked than she is.
  • Ask indirect questions
    • Women will never truthfully answer "how many guys have you fucked/sucked?" or "How many one-and-dones have you had."
    • However, they may be more truthful with questions like "Who was your worst one-night stand? What made them suck?" (women love to complain about shitty ex-lovers, especially if you're better/confident and laugh with them about it). I need ideas here

The key, in my estimation, is vibe, being more fucked, and indirect questions, in that order. None are sufficient on its own — a great vibe won't make up for "tell me how many dudes you fucked." Even the most glancing question about a girls sexual past will bring her to defcon 1 if its completely out of the blue. If you're billy beta, she'll never open up, you gotta be FUCKED if you want her to tell the truth - it communicates non-judgement, because how could a manslut judge a femslut?

Please elaborate on setting a good mood for this game. Any good glancing questions about sexual history? Any good sexual conversation games (would you rather, never have I ever, etc)?