Somehow I can still get stroller envy. I think I've only taken Maggie somewhere in her stroller like once in the past six months. When I see someone out and about looking smart with their 2011 bob revolution, there's a part of me who wants to be them. Maybe part of it's because we wouldn't mind another little one in the next couple years, but part of it is because they have a nicer stroller than I had. The ones we've got work - they get Maggie from point A to point B reasonably comfortable, but they don't have all the bells and whistles.
At least I know by the fact that I've been reasonably satisfied with the strollers we have that it is something I'll grow out of. I can't spot a stroller at 50 feet and tell you it's model number, but I can say if it looks cool. That usually means it's more stroller than I could afford. But I'm not actually losing sleep over it. ;)