When we are ready to upgrade in size, we will probably sell the pair and get a Yamaha TW200. Ever see one of those? Low seat height for the DW, easy to ride 2-up, and power to get on a freeway if necessary. I'm pretty sure I could get enough for the CT90 pair to buy a brand new TW200.
I had a TW200 scary slow on the freeway, worst bike I ever owned, no real good use, off road cheap suspension is crap, very small like a mini bike, and maybe 63MPH full throttle and squirrelly, You are better off with the little Hondas where you won't be tempted to go on the freeway. Every time I rode it when I got back I said I have to get rid of this pig. Have you looked at the Yamaha WR250R great little bike that would do what you want better than TW