Personally, I don't really care who favors which of the two. Everyone has their preferences.
My problem that I don't understand is how someone can stand Bailey up on a date. My theories for this:
Likely:
It's just a plot device to put Bailey in her current situation. She says herself that it doesn't matter to her by now since it got her to where she is now. We'll never know what the guy was thinking.
Rainn realized that the guy who had the date with Bailey was not trustworthy or not interested in Bailey but only in her body. She made it clear to him that he better not show up. What speaks for it: If I remember correctly she also made it clear to Ethan that it would be a mistake if he hurt Bailey. In retrospect, it also puts her question to Ethan about whether he's a weirdo in a new light. At first I thought: That was just her being weird at that moment, but now I think she was checking out whether she had to protect Bailey from him, too, if necessary.
Rainn's style isn't necessarily for everyone. Maybe he didn't have or didn't find a buddy who would have had no problems with it and thought it wasn't worth the effort. I can't share that now. There's definitely a time when it would be a bit too much, but in my opinion it's absolutely fine with Rainn and also her personality hasn't come close to hinting at anything so far that raises reason to doubt her.