[I_Heart_Tito]

I was having the same problem with Tito and contacted the local Humane Society for some advice (they have a behavioral hotline).

This is what the bahavioral specialist recommended (I apologize, it is a bit lengthy):

The following steps should help acclimate him to the crate.

1) Place him in the crate with the door closed. Sit next to the crate and
drop a treat into the crate every five seconds, regardless of his behavior.
Use a treat that he will eat despite his stress - hot dogs, cheese, liver,
etc. Chop the item into small pieces (about the size of a large pea). Do
this for one or two minutes. Let him out while he is still eating the last
treat. Do this step as often as needed until you notice that he is
anticipating the treat and not vocalizing as much. Then, do this step one
more time before going to step 2.

2) Do the same as above, but drop a treat every seven or eight seconds. When he is not as vocal, go to step 3.

3) Do the same as above, dropping the treat every ten to 15 seconds (be
random with the interval - for instance, wait ten seconds, then 13, then
ten, then ten, then 15, then 11, etc.). When he is mostly quiet, proceed to
step 4.

4) Move two or three feet away from the crate. Give him a treat every eight to ten seconds. Gradually build to giving him a treat approximately every 15 to 20 seconds (this will possibly take four or five sessions).

5) Give him a treat, then walk about six feet away. Wait ten seconds, return to the crate and give a treat, then walk six feet away. With each session, add a few seconds to your away time, until you reach 30 seconds between treats.

6) Do the same as above, but walk as far from the crate as you can and still be in the room. Work up to using 60 second intervals, then proceed to step 7.

7) Do the same as above, but walk out of the room between treats. Again,
gradually build up the time between treats. Work towards him being in the
crate for about ten minutes with three or four minutes between treats.

Once he can handle step 7, he should be fine with staying in the crate for
longer periods. Still occasionally crate him while you are home and give him
a treat from time to time when he is quiet.

You should find that things progress more quickly after step three or four
than the first few steps. Depending on how many times a day you practice, it will possibly take a week or more to complete these steps. It is better to
delay moving to the next step than to move forward too quickly. Hurrying
will probably unravel your work.

It may also help to give him a Kong toy stuffed with peanut butter and other goodies when you leave, especially while you are still working on the above
steps.