I have that pink stroller and LOVE it!! My girls go in the stroller and Rico goes on the leash. No there haven't been any problems but I don't know about two walking. Do you have one of those leashes that have the Y for two dogs? I think those are pretty cool. The neighboe walks his two dogs on one of those and it works good for him. Happy strolling.
By the way, I walk the mall in the mornings sometimes with the girls in the stroller. It's funny either people say it's so cute and what a great idea or you get the 'look' like you are quite insane. Well here's to insanity!! What a way to go!!!!!!!!