They really are tiny - but I like the idea and look. I guess any bike looks/feels small after you get used to a Rocket.
Rode my Street Triple last week straight after getting off the R3 - it felt like a kids toy.
Problem is the bike is not to small it is the guys and girls with rather large or extended waistlines who think the bike is small,guys with Greek bodies like me do not have a problem with it, now if you go to the other extreme and take Scott(warp9.9) now that boy makes a Honda Rebel look huge.
The 'retro' bike market is big business. I don't know if a Bobber will appeal to a twenty something. I have a 65 year old buddy who is thinking about getting a Bobber. Young kids like my son are more into sport bikes.
I was in Ottawa last weekend and dropped in at the Triumph Dealership. Spotted a Bobber with a sold sign on it. Spoke to the owner who mentioned he brought in 12 of the model with a concern he might not be able to sell them. Well they're all sold (8 were sold before he received them) and now he wishes he would have brought in more. They are popular and the build quality is high.