I would really like to eventually be able to walk all three dogs at the same time, in an orderly and calm manner. First I'm working on teaching them to walk in pairs, and today I worked with Bibb and Lily.
I don't have a split leash, so I experimented with different ways of holding two leashes. It seemed to work the best to have Lily on the outside, since Bibb wants to get closer to me when he's unsure about things. I had to play a bit with leash configuration, but I finally settled on running Bibb's leash through Lily's collar (they all wear martingales), so that I could control how close they were to each other with one hand, and control Lily with the other hand. We walked several ovals in the alley to try it out. It's definitely going to take some work to teach them to walk together, but there were some stretches where they did really well. It was also awesome to stop and have them both sit automatically and right next to each other. Hopefully, the Netta/Bibb pair will work out as well. I'm not even going to attempt the Netta/Lily pair until both of them are working well with Bibb.