What a sweet boy
My two love their purse! My female jumps in and is ready to go
My mom just rescued a 4 year old female yorkie and she is taking to the bag really well. You just have to have patience, lots of praise and be consistent. My female didn't want to put her head in the bag for the first year, but now she responds to the command 'head in' and slips her head in and lies down.
Good luck in your search for the perfect bag! It makes it really convenient to travel with them.