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Lorraine suddenly appears, without her wings or halo. Oliver vents his frustrations of this situation with her.
It seems Lorraine was withholding some information from Oliver.
Oliver might be upset with Lorraine, however, she was right about Caroline being successful. She got a modeling gig after just one try.
Oliver reluctantly agrees to go the photoshoot as Caroline, then Lorraine finally gives him some information that he could have used hours ago.