Looking for an invasive interrogation

[LiamTheTransMan]

I will answer honestly any question asked of me. With the exception of any details that would reveal my identity, no question is off limits. The more uncomfortable you can make me with your questions, the better.

Feel free to give me a punishment if you feel I haven't answered your question properly (i.e. avoiding the question, skipping out on details, etc. not just because you didn't like my answer).