I had iPods (Before they became called classics) 1st gen, 2nd, 3rd, 4th, 5th, 6th, iPod U2 versions, iPod mini with the anodised shell, Hi-fi, iMac G4 'lampshade'. iPad 1st gen onwards to the new Pro's. iPhone 1st gen up to the 6 I have now.
All were sold when the time was right to move to the latest device or a device more suited to my needs at that time. Looking back I could have kept them and had a really great collection of contemporary Apple history but they have been tools, used for my need and then I have moved on. Technology never ages well, the concept and the look is there but in all honesty what purpose does an iPhone 4 have today?!
The only 'retro' machines I have is an iBook G4 in white, couldn't ever sell that as it was a gift for an 18th birthday and my parents would kill me if it was trashed or sold for minimal money, in my parents eyes that machine is still worth full retail price. Same with the G3 iMac, they won't throw it out but it has no real purpose in today's world.