I use doggy purses a lot. Wobie doesn't mind being in them at all. I usually keep one out on the floor for him to crawl into if he doesn't want to be in his kennel. It bothers me putting him in one, because it seems so cramped, but its easier and safer than holding him when we're shopping or running errands. I always just fasten him in and keep the top open so he can stand up and look at the world.
I'm getting a doggy stroller soon, so it will make life even easier.