A fellow person of culture!Personally I kind of wish it had a bit more to it to start off so there was more to take off.
One reason that the waitress outfit is my favorite in the game is because of the different variations it can get to when the prisoners pull on it or she flashes them.
There's actually a unique flash portrait for her in the bar when she's carrying drinks and when she's not that I only noticed after like 20 hours in. Without the tray on her hand she actually unbuttons and pulls the shorts down in front as well as the usual shirt pull up.
It became my favorite pose instantly.
Not to say the artist can't already make plenty of variations with that outfit we've been shown, I'm sure it will be great. But the more steps between a clothed woman and naked woman the better for stripping, in my opinion (especially when thinking about viewing the scene with a non-slutty karryn).
Less is more a lot of times, and always having her practically naked would ruin the incidents where she does get to that point. Otherwise it's eventually boring and there's no real titillation to it.