Put lots of nice fresh hay inside the dog house, no blankets because they tend to get wet. Hopefully when it gets cool, he will use it.
I have two of my own feral cats, that I adore. I would love to bring them inside, but they will only let me get so close. They've been here for two years. They were spayed/neutered last year after I spent weeks trying to trap them. They climb across my fence, along the porch and onto the family room roof, and look inside the kitchen and dining room windows.
They have 3 dog houses - including one outside the front door. And it took them a while, but they now use two of them. We shovel the front of the house first during snow, and my husband blows paths through the yard for them.
Just give it some time, and be patient. Cats are amazing survivors! And extremely smart.
Here is Fuzzy looking in the dining room and talking to Max.
Dallas
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