Here is the current family:
My son's Yamaha PW-50, my wife's 2008 Honda Shadow 750 Spirit, and my 2011 Kawasaki Vulcan 1700 Vaquero
My son got his bike last July for his 5th birthday and other than a pretty serious crash after catching some air he was doing great. The crash resulted in a broken Start/Run/Stop switch that I have on order now. I need to get a replacement throttle limit screw for it. When we first got the bike it was running poorly and that kept the power/speed down. After having the engine rebuilt and carb/fuel system gone through it runs like a raped ape, hence the catching of major air and resulting crash. The plan is to get him out on it as much as possible this summer and then probably replace it with a bit bigger one next summer. He is already outgrowing the bike physically, so I need his skill level to catch up.
We got the wife's bike in August last year and she only put a whopping 600 miles on it. This summer I'm going to make the effort to get her out as much as possible, even if it means following with the kid in the car. I'm also working on building some custom passenger pegs for my bike so that my son can ride with me. Either way the goal is to put some good miles on her bike so it can be determined if she'll outgrow or it keep it. I think she'll want something a tad bigger (thinking Vulcan 900) once she gets her skill/confidence up. If she's happy with the Shadow then we'll start adding farkles to it in order to make it a better and more personalized bike.
I got my Vulcan around July/August last year as well. I had a few dual sports but with all my friends riding big HD Ultra-Classics and the like I was spending all my time on the pavement. We were also doing 2-300 mile day trips quite regularly so I wanted something that could eat the miles. I absolutely love the big Vulcan as a long distance, all day ride. I do however want something more fun and sporty for around town and canyon carving. I also want to make another go at trail riding and dual sporting. The plan is to steal/borrow my father-in-law's Yamaha TTR-225 as much as possible this summer so that I can get out on the dirt and learn. I also want to snag up a cheap Sportster to make into a scrambler/café bike.
For the sporty I want to basically combine these two bikes into 1, plus give it a bit of a flat-track/XR-750/XR1200X look.
Combine these:
And add a bit of these: