My friend has been struggling with new Vittoria Randonneur 700x25's on Jalco DRX 2000 rims. He had a local shop try and they were able to get them on but not without a metal tool which caused some light damage to the tire/rim and ultimately a pinch flatted tube he found on his next ride. I stopped by to try and help and after breaking most of my tire levers and cussing a whole bunch, gave up. Definitely not a situation you'd want to try and deal with when out riding (he got the VR's to replace the Kenda Roads that came with the bike after a rash of flats, then pinch reflats when replacing the tubes, I think he's been pretty discouraged riding this season...).
I am assuming this is just a bad tire/rim combination or an especially difficult rim. I've had Vittoria Randonneur's in the past and while they were a pain in the ass, they weren't impossible like these seem to be.
Can someone recommend a better tire for him to try. I've noticed foldable tires seem better than non-folders but haven't directly compared them.