Joker might kill me for sitting with anyone else. But he’s probably kill me for any random reason all things considered.
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If I had to choose one person I would choose Harley Quinn. She seems nice
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I’m with @Thebatman.7002 and Harley. She’s not scary and I probably wouldn’t have to do much of the talking.
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Honestly, I really don’t think I’d feel that much safer with Harley than with the Joker. She’s still really unstable.
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Oh jeez and the Joker might get jealous
Why am I feeling anxiety over a hypothetical scenario involving fake people
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Not to be rude but It’s a mental asylum what do you expect 
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My knee-jerk reaction was Two-Face. Buttah, I’ll take Dead shot. [×]
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First choice would be Riddler, as he could tell me riddles and I could tell him dad jokes.
Second choice would be Mad Hatter because I enjoyed the Alice in Wonderland stories when younger and I enjoyed the riddles Lewis Carrol put into the stories.
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Listening to riddles sounds like great fun! 
Assuming I don’t answer wrong (Or right?) and earn his wrath.
I’m going to go with @Thebatman.7002 here, though. Harley’s chaotic corner would be a good time. Until it wasn’t. Honestly, though, I think that’ll be the case for most of Arkham’s residents.
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Deathstroke. He seems to carry himself like a respectable person (even though he kills for money). I just wouldn’t piss him off
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Dude. It’s Gotham. You just laugh at your trial, and you get to go to Arkham. I am surprised Black Gate is still in business.
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Harley Quinn, I think we would have a lot to talk about. We would probably in group therapy together anyway.
I’m still trying to figure out what I did to get into Arkham…I have four cats and a love for jewelry…was I mistaken for cat woman?
Harley, I could flatter her the entire time, and even if she kills me, it would be worth it because Harley is my favorite villain