Your a lucky man, Dave
I can't get my wife, to even try riding solo. She says the bikes are all too heavy and too big.
Needless to say the challenges of two up are constant and a certain amount of passenger etiquette is mandatory. We have fun, although it can be challenging at times, as I try to respect her wishes from the back seat.
Luckily I am blessed with a nice route to and from work. The ride is solo on weekdays and there is ample opportunity to cut it loose.
My wife was a great BSR for many years. Every now and then I would mention her learning to ride. She never much had an interest. Then we did a ten day bike trip three summers in a row with a group, we were one of two couples that did two up. Wife kept noticing how much stuff the ladies who rode their own had.
So spring of 07 she said she wanted to take the Rider Safety course to see if she liked the idea of riding. She liked it, enough to say she wanted a 883L. However she told me some times she would want to ride, but be a passanger. She also said she would not ride as much as me. I told her I was ok with that. She also said she would not ride the two weeks each month I am at work off shore.
Funny thing is it only took one month and she was riding while I was off shore. She has only been on the back twice since she got a bike. And last year she rode more miles than I did due to me working off shore and being gone half the time. She put 22,500 miles on her 883L in 20 months. Jan 31st she got the new Heritage, and has put over 3000 miles on it already.
So yes, I am a very lucky man.