It's a very reasonable assumption based on her telling the MC that she's never got passed the first date with a guy and that she has this antiquated view that sex should happen after the 3rd date.
They spend the night with their boyfriends but they don't live in the DIK mansion which is what this rule is about, so neither Maya nor Josy could live in the mansion on a permanent basis.
Camila and Riona were both absent and then they both show up during the free-roam; Riona is outside the library where the laptop was found and Mona says she hasn't seen Camila "in a while" and then she shows up after you get Mona a beer.
Heather being passed out was in the mini-flashback at the start of the episode, not the party at the end of it.
If you look at the floor plan, someone could cut through the kitchen to get to the library and bypass all the people in the main party room.
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If someone, let's say Camila, distracted Rusty by getting physical with him, someone else, let's say Riona, could have nabbed the laptop and taken it to the library. The only issue would be the people in line for the bathroom, but they probably wouldn't have noticed or cared even if they did. John Boy is in line during the free-roam, but he may have joined the queue after the Cathy cluck or he's just that dense that he didn't clock Riona carrying the DIK laptop into the library.
Here's a sensible theory; a HOT took that photo.
Vinny, and I don't see him being any kind of mastermind of anything. He's just become a drug dealer like Quinn and they both get their drugs from the same supplier. He's essentially something of a rival of Quinn's and that may or may not come into play later.
She won't be and he's not. Jill is simply a somewhat naive virgin girl and hers is a more slowburn story, that's it. Also, she was a late addition to the story so this probably also contributes to her taking longer to get to the sexy action.