I once catsitted a beautiful lady cat who was deaf and couldn't hear the cars coming, so I had to walk her on a leash as well - it's not enjoyable, cats are way too stubborn for such things. You either stand with her in the same spot for 15 minutes or you have to stop her from going into each and every of the neighbours gardens.
"My parents take their indoor teenager outside for the first time"
Me: AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA