Dorothy has spent her short little life repressed emotionally one way or the other. Wayneright wouldn't let her be herself and instead forced her to act like his dead daughter. She may have only lived with him a year but I don't think she's ever going to fully recover from it.
What I like about Big O is that the good guys aren't perfect, the bad guys are pretty much evil to their core (sans Beck), but the good guys have flaws. Even though when Dorothy comes to live with Roger she is finally given the freedom to grow into herself but that freedom is not absolute, which is symbolized by Roger's making her wear that black maid's uniform. She ends up looking morbid and morose.
I don't think there's much to be read into Dorothy's attire in act 15. She'd just come up from helping Norman with Big O to wake Roger when a client was coming.
She had been upset about the cigarettes in 'R-D' and 'The Enemy is Another Big!' but the battle with the union megadeuses most likely displaced those concerns in her mind. She stood by Roger during the battle and she couldn't have missed that look he gave her at the end of 'Roger the Wanderer'.
On a side note Roger most likely had not been up to his usual louse self in between the time act 14 ended and 15 began. Although there wasn't really any development in their relationship in act 14, when Roger talked to R./Dorothy in his dream it showed the audience that Dorothy is Roger's stabilizing force. It perhaps even made Roger aware of this fact, he might not have consciencely thought of her role in his life before this episode (in fact I'm sure he hadn't. notice that Dorothy is not in the theatre of face-less people?).
Anywho, back to the question at hand:
I would choose Angel.
Why am I answering this question you ask?
Well, I'm borderline bi, so, you know, there you go. The girls I do develop crushes on are always selfish, manipulative, and all around bad for me.
If I were a guy I'd probably still choose Angel because Dorothy just makes too much sense.
What I love most about Dorothy is her more negative tendencies when it comes to her love for Roger. She loves him but she's jealous and has shown some proclivity for stalking the opposition.
And you have to love her iron will. She will do whatever it takes to protect those she loves, weather that means letting herself be taken away by crazed machines or waking up from the dead, brain or no brain.
Roger thinks of Angel as a friend, a sneaky sexy, information leaking friend.
Dorothy is the perfect girl for Roger. She's not completely defenseless but sometimes she does need him to protect. And I think that being able to protect her is a large part of the reason he loves her.
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Well, as always, my thought are barely in order. But there you go.
lalala
-dork