poor guy :( - ive been pretty oucky in the past with cats and dogs that almost seem to know the medicine is to help them and they just take it without issue
Churu is my secret weapon. Half a tube of that and mix in whatever meds and they'll scarf it up. It's not real cheap but it's worth it not to have to force it down them.
I call that Cthulhu bites. I don't know what they put in that but the cats will sell their souls, my soul and the kid next door's soul for those snacks. And we could hide a variety of stuff in them. They also make a chewy snack with a soft center that was excellent for hiding small pills.
There's a similar thing called Delectables that our cat goes nuts for. I never thought about it for medicine, but it's great for distracting her if we need to shave a mat out of her fur.
I had to call my partner over to see his sad face. We both feel terrible for him. You're doing the right thing; it's just heartbreaking not to be able to explain why you're making him sad.
I had a cat who needed to be wrapped in a towel in order to be given meds. So now every time I touch a towel and hold it a certain way he freaks out a little bit.