Can't help much with how a WG handles, you will notice that he bike weighs more which won't be much of a big deal. I started with a XL883 Sportster as my 1st bike, I rode it 3k miles and had it 2 months before I decided that I wanted more. I bought a Electraglide Classic which to me was much more suited to what my wife and I wanted. I found the EG to be a easier bike to ride than the Sporty, I now have a Ultra Classic. The best thing that you can do is find a dealer that will allow you test ride some bikes. I would ride more than one, check out the WG that your interested in but also check out a touring bike also. If you and your wife enjoy riding and enjoy taking trips on a bike then a Touring bike would be a better fit. Just my 2 cents worth.