Now that our SmokeyPokey is fifteen, he's getting more and more insecure, with a wee bit of dementia. He cries sometimes during the night, even though he has Murphy for company. I find that a quick reassuring stroke and a 'Nightie night boys!" (at 2am or 3am, sigh) calms him down. We never let them out at night, and we shut the cat flap at about 6pm. After all the affection he's given us over the past fifteen years, I don't really mind getting up to see to him. I know that he probably doesn't have all that long left, and I want his last year/s to be happy.
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