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Honestly feels like it might be time for a very gentle, very unofficial kitty playdate. No doors opened, no rules, just supervised window flirting and whatever counts as socializing in cat terms.
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At this point, it feels like one more cat would just round things out. He’s already part of the routine, the schedule, and the emotional landscape. Might as well admit the household has expanded.
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It doesn’t hurt to keep trying, gently and without pressure. Some cats take months or even years to change their minds. One day he might decide the indoors is worth the risk.
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