"Co-habitation is tricky." He doesn't mean to make a joke of it. It's just a statement of fact. He also doesn't know the situation, so doesn't try to offer advice or wonder if it's better that they moved on. It seems painful and horrific, at least judging by the way her eyes closed.
"I'm sorry you had to go through that." He straightens a little, looking out over the town. "But this place seems like an interesting new experience. I bet you've never dimension hopped before." Because when all else failed, change the topic.
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"I'm sorry you had to go through that." He straightens a little, looking out over the town. "But this place seems like an interesting new experience. I bet you've never dimension hopped before." Because when all else failed, change the topic.