MNblockhead
A Title Much Cooler Than Anything on the Old Site
My pet peeve is interrogations. 9/10 of my worst roleplaying experiences has been associated with interrogations. I go to great length to avoid them as player and DM.
Okay, there is a story or several here. Do tell.
In my games we don't role-play them that much. Players describe what they want to know, how they are asking, any spells cast, are they using intimidation or persuasion. Skill checks are made. I describe the result.
We don't sweat the details too much. No need to act out the entire conversation.
BTW, if players take the good cop, bad cop approach: e.g. one uses intimidation and the other uses persuasion, I give them both advantage on their roles.
I usually don't bother rolling for NPCs, I just have DC level to be reached. But if the NPC has a lot of experience with interrogations, deception, and the like, then I might make it a skill contest and may give the person being interrogated advantage if he or she has a lot of experience.
Torture is touchy. In my games, PCs can torture, but we just discuss it at a high level. We don't role-play the gruesome details. That's not fun for me. Also, if torture is used I am very likely to have the person being tortured make stuff up, falsely admit to things, make false accusations, and basically say anything to make it stop. Just like real life, it generally doesn't lead to great results. Though, real life doesn't have zone of truth...so, torture, unfortunately, may be more effective in DnD reality than mundane reality.