I have a 16 month old & almost 3 yr old. When my son was born I carried him in a wrap & had my daughter in the stroller. After a few months I got a second hand sit n stand. Both my daughter & I love it. She loves being given the option to sit or stand and I love that she can get on & off so easily without my having to pick her up. It's great for going to theme parks, zoos, & trick or treating (anything where she is constantly on & off). I am expecting again in November & intend to get a new sit n stand as this one has enough wear & has certainly given me my money's worth. As with any stroller pushing 2, the manuverability is not as easy as a single, but all things considered it's great & I highly recommend one. I agree with a previous post to go to Babies R Us & test them out -- really bang one around, practice folding, lifting, & taking apart. Babies R Us is good about letting you do that. I do not recommend a side by side. I hear so many problems from other moms the 2 greatest being that (1) they wide and harder to get through openings and (2) the kids WILL fight, a lot. Good luck!