Not really. The Xbox 360 was loved by many and Windows 7 and Office 2010 were well liked,
It's only until MS tries to do something new that a group of people toss a fit. Anyways, that's a different matter altogether.
As far as Windows RT and the Surface RT, sales lacked because of a few things, one at the time v8.0 of the OS wasn't good enough for a pure tablet device like the Surface. You had to go into the desktop for quite a number of things and once people had to do that the experience drops because the desktop UI just doesn't work for touch only input. Second the core apps that came with 8.0 lacked a lot, just plain bad v1.0 apps. Now though with 8.1 the core apps have seen vast improvements, though some still need work, Xbox Music is still lagging, others have become very good IMO. Like the new mail app that comes with RTM. Also the store has more apps now and they're getting better overall.
The last thing is still the price, but MS is in a tough spot here, they can't price too low or the OEMs will toss a fit. At $450 for the base Surface 2 it is a bit hard to sell but with everything updated I think it's possible that it will sell fine compared to the first. I don't expect any massive number but as long as they don't make way too many again and only as many as they need to then there's no problem. From MS' point of view if they sell another million Surface 2s and a million Surface Pro 2s then they're fine, specially at these prices because I'm sure they've got some good margins going there.