Outside the office, drinking beyond work hours, could mean they don't have to be so uptight about hierarchy; then again this is just JP (work) culture, I guess. When I went drinking with coworkers including the boss, we weren't so uptight like this. I am so looking forward to her showing off those clothes to him.
Chief Tsuruse doesn't look half bad in that ribbed turtleneck sweater, she looks great actually; she just needs a necklace with a pendant to go with it. I love that style on (endowed) onee-sans. Too early, but let me dream about our male lead one day buying her one...