That is really sad. You have to get him to the point where it is a GOOD thing to go in and stay in. I had a female rescue who was terrified of her crate. I actually got in there with her - I'm not sure I would do that again but at the time, it seemed like a good idea! I would use an open crate - one that he can see out of and REALLY make it enticing. If he goes in, he gets a whopper of a treat - or even a bone or a chew toy to keep him in there. Make sure you get him OUT before he goes berserk over it though - that's the trick. If you stay right there with him, it might be easier as well. Just set a timer and do 5 minutes - then 10 minutes, then 15 minutes. Then eventually move further away from the crate and repeat the above. Lengthen the amount of time. If you can find a chew toy or something that amuses him - like a Kong with little pieces of carrot in it or peas - that will sweeten the pot and maybe make him want to stay in there. It's all about them - why do they want to be in there if it is going to be stressful? They just have to associate being in there with good things. We take ours in our SUV all the time in their crates - they love riding around with us - so that could be another option. It will take time to dis-associate crates with bad memories but if you work at it, it will work.