The thing with that first (only) meeting between Dean and Jess -- I was struck by the tension (on Jess' part). Dean was very flip, but Jess...I mean yeah, she was awakened in the middle of the night, which isn't going to lend itself to making someone feel charitable toward someone else, but. She just looked very uncomfortable--and I would imagine it would probably BE uncomfortable to suddenly have to meet someone face-to-face that you hadn't planned on ever meeting (and that you occasionally had to share your boyfriend with, in fantasy, if nothing else).
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The thing with that first (only) meeting between Dean and Jess -- I was struck by the tension (on Jess' part). Dean was very flip, but Jess...I mean yeah, she was awakened in the middle of the night, which isn't going to lend itself to making someone feel charitable toward someone else, but. She just looked very uncomfortable--and I would imagine it would probably BE uncomfortable to suddenly have to meet someone face-to-face that you hadn't planned on ever meeting (and that you occasionally had to share your boyfriend with, in fantasy, if nothing else).