Going bigger in small steps does seem like the expensive way to go. That's a good point, Paulfun. Do you mind mentioning that to my wife for me?
I dont think she would listen to me anyway! But I'll try if you want!
When I decided to convfince my other half I stressed the cruiser word(in her mind slow relaxing rides) and kept pointing out how much more comfy she would be with the long haul seat and backrest compared to my other bikes. It only took her 2 days after I had it to realize it wasnt slow at all!!