There are a few ways ... to start with, sit on a bench side-ways and get him to stand behind you, then feed the fabric between his legs and then over his back.
Or get him to hold you around your neck and pull the fabric over him and then feed your arms through the straps. Sometimes I get Pip to stand in front, facing me, then I grab hold of him with my arms crossed over and swing him onto my back, he holds around my neck and I hold his arms with one hand, fix one strap, then swap hands over. A bit of a jiggle and all set ...
But practice with help to begin with!



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