Thank you for all the tips. I did make him try a few on in the store the other night. I don't think he was thrilled...lol
I found a nice step in on that looks like it will work nicely. I like the fact that it does not have to go over his head at all. Very easy to put on.
The real test will be as the weather warms up and we are able to go for walks again. It's been a pretty cold winter and his little feet get cold.