I actually had a Shadow for a loaner today. I'd take a Wee anyday!
The Shadow felt like it had about 2hp, was very soft in the suspension, brakes wooden and it didn't like corners (and I never went out of town!) The Shadow is probably a nice small cruiser for people starting on cruisers but the Wee would be more comfortable, easier to chuck around, have more visibility (sitting up higher) and the donk is a lot more punchier.
'08 Vee: Suzy luggage, Crash bars, Rad Guard & front mudguard extension, Zumo 550, Oxford Hot grips, Stebel, PC-8, 12v acc, Scott oiler & lube-tube, Remus Revolution Cans, Bark Busters, Phillips Extreme vision +100 bulbs.
'08 Concours 14: Rad guard, Stebel, Oxford Hot grips, Projekt D Screen, Hugger, GPS mount, helmet locks & front guard extension, Zumo 550, Stebel, Phil's rack & Givi V46, Sheepskin seat cover, Phillips Extreme vision +100 bulbs.