I've never had experience with Dylan our cocker on it - but when my parents got their second dog (they were both springer spaniels - sadly Jesse's gone now) it was when Jesse was 3, they did try - but it didnt work whilst Dennis (the puppy at the time, he's now 6) was a little pup as he was so excited and bounced about. They walked them separately (as in one person had one, the other had the other) until Dennis would walk nicely, and tried again. Soon gave up though as having two springers on one lead is pretty strong for one arm, so they walked them on either arm.