i feel like people are overlooking the moment at the beginning of obsession where nikki straight up asks "do you like me?" and once bear lies and says no she replies "ok, good." for starters, it was a chilling moment to me because this is such a classic experience of having a close guy friend, only to realize that he wants more from you. girls aren't dumb! nikki isn't dumb! of course she knows that bear is into her, she has eyes! she can see his stuttering and sheepishness and she's just dreading the moment she has to turn him down, to tell him that he's like a brother to her. just before she had told him that she doesn't feel real love in her life, and i don't think it would be a leap to attribute a small part of that feeling to her fear that her friendship with bear isn't as simple as she wants it to be.
it's also a chilling question from nikki because once she walks away bear knows that she doesn't feel the same way about him, and he makes the wish anyway. he is incapable or unwilling to take a hint and see that she doesn't feel the same way. and that question is the last thing she says to him before he ruins her life forever. it's unfair.
