I had a Columbia Twosome. It rode pretty bad. One day I was at the local DQ and I leaned over the bike and saw the connecting chain snap tight. Turns out one end of the .... tube had broken it's brass brazing. The .... tube on these goes through a hole in the bb shell. When the brass was broken, the .... tube would just slide in and out and not do it's job. The weight of the riders was taken up by the connecting chain which greatly overloads the crank bearings. I re-brazed the joint, touched up the paint and viola. No difference. Still rode like junk.
As an experiment, I put 2 Shimano FFS Front Freewheeling cranksets on the Columbia. You get independent pedaling that way but you lose your coaster brake. Those cranks came off Schwinn Calientes with the Positron shifters. The rings have dual guards welded on so the chain never comes off.
I had a Huffy Daisy Daisy tandem with 2 different size connecting rings. That worked okay with the constantly changing phase. I took it on the Midwest Tandem Rally in Springfield, Illinois, in 1978. No date that year, I took a racer from my team. We could pretty much out ride anyone on their good tandems in the short haul. But the seats were so bad we couldn't take it for long. When we would ride with the mismatched rings, the tandem would keep alternating between bouncing up and down and then swaying side to side. I had the lower of the 2 gears so when we cranked it up, I couldn't keep up with the pedaling so I'd just put my feet up on the frame. You won't kick each other but you may catch a pedal on the ground in corners or going over big bumps (driveways, curbs) because the captain won't know where the stoker pedals are. If you don't have a rider in back, the rear wheel will skip out a lot easier when the crank hits the ground in a corner.
You could just change the outer ring in the stoker position to get a different gear ratio without changing the connecting rings. As long as the connecting rings are the same size as each other, their size has absolutely no effect on the gear ratio of the bike.
I've seen some guys riding tandems with, ahem, inflatable dates on the back. How they attach them in place, well I've never stuck around to see.
Rick