We gave in. We did it. We finally invested in the super nice double stroller. If we were still living in Chicago we would have done this early on before the twins were even born because we used our stroller ALL THE TIME. Seriously, I think Jack spent hours a day in his Bugaboo. However, once we moved back to the 'burbs we weren't really sure how much we would really use our stroller and if it would be worth the MAJOR investment in a high end stroller. Turns out when you have twins, a nice stroller is a necessity. Until recently we used a pretty inexpensive double stroller that in all honesty just wasn't cutting it.
The baby in the back always kicked the "you know what" out of the baby in the front. They always slouched in their seats and generally just hated the ride. We soon discovered that we used the stroller EVERYWHERE-grocery store, Target, mall, beach, office (you get the idea). Its really not as easy to get around with 2 babies as it was with 1 so we ended up using the stroller whenever possible. We talked and agonized (and I pretty much annoyed Chris into submission) and finally made the big purchase and we honestly couldn't be happier. It was soooo worth it!