I am going to have to agree I thing eeoyre should be number one. He is just so sad all the time I want to give him a big hug and tell him that he is loved by everyone!!
I want to give him a hug too, but if he realizes how much he is loved, he might stop being gloomy and adorable. It could change the very personality that makes him so special.
Eeyore (of course I have one I sleep with and I'm 27 and married hahahah. I also have lots of other eeyores)
Pooh bear (so cute and cuddley)
Flower (he can call me flower if he wants t')
Pluto (especially when he's being picked on by chip and dale poor Pluto)
Stitch is our current favorite at my house (DH and I were watching it the other day when our 4 year old wasn't even home ) Eeyore is downright adorable though.
I would have to go with Roo (from Winnie the Pooh)- and Lady as a puppy. The scene in Lady and the Tramp where Jim Dear and Darling put Lady in the kitchen on the first night they have her is absolutely adorable. Gets me every time!