Winterbourne
Unfallen Icarus
Drew should take a small part of the blame for ignoring the fact that Tully has a gf but I can't say that I wouldn't do the same thing if I was in his position, particularly because Tully has made it seem like it's ok.
Yeah, they must have talked about it a lot. Even from the early through the wall days he was joking about her being 'all girlfriended up' so he couldn't be with her. Those two are so into the drama that they would certainly have delved into it in conversation, if only for the thrill of the dangerous topic.
They totally would have talked about it, and Drew would have gotten the green light.