Well, my 2 cents may/may not be helpful to your decision-making process, but I'll offer it optimistically.
I come from a background of riding more ATVs than 2-wheel motorcycles. I used snowmobiles, quads, and 6-wheelers a LOT in my career after the military. When I say "a lot," I mean hours/day x 7 days/week for a decade. It was a luxury to be able to get to where my work was in a pick-up truck or SUV. I literally had to take helicopters a few times, and used them even more for scouting. I was a hunting outfitter and farm & ranch Realtor who specialized in hunting, fishing, and golf course conversions from straight ag use, but most included a production ag business model as at least one major module of the overall dev/mgmt plan.
But I also grew up on dirt bikes and enduros without ever owning my own, mostly thanks to my best friend's dad. Then, my wife of 24 years of matrimonial bliss is a street biker who switched from sport bikes to cruisers 11 yrs ago. So I began riding cruisers then. I bought a Spyder RT a few years ago, after a long and arduous rehab for a broken neck and knee surgery. The former of which ended by career.
But enough about me...
I have several friends like you have recently followed me to the dark side for similar reasons to your own. It is not an easy transition, and the only things that seem to work well are an open mind, five hundred to a thousand miles of experience, and a desire for a new adventure that fuels perseverance. But out of the 9 or so of these old bikers, only 1 sold his Spyder. The others all think it was the right decision and are happy to still be riding.
The open mind thing -- realize you are riding something with 2-wheels up front for steering and learn what that means and how the mechanics work vs a 2-wheeler. Old bikers used to running 80 mph without a care in the world get very white-knuckle the first few times they climb on a quad and break 30 mph on an improved surface. Watch some videos of quad racing and watch the driving techniques used. It's a short list for maneuvering a Spyder at high speed: light touch, squeeze with your knees (like riding a horse), push on the OUTSIDE foot peg/board in a turn (just a bit), and do not over-correct. Slow is smooth and smooth is fast! Most of all, slow back down to beginner level and put the Spyder on an empty parking lot to get the feel for maneuvering, braking, and manipulation of the controls until you can do this stuff without thinking about it or looking for the turn signal button, etc. The start on residential streets at 10-30 mph for several short trips over a couple of weeks. Then drive it in low speed city traffic a bit. Next, take it on a county 2-lane that 45-50 mph is appropriate for...the less traffic the better. Finally, do it all over again 2-up with your girlfriend (but it won't take as long this time).
Girlfriend Factor -- chicks LOVE riding Spyders! They feel way safer and are more comfortable than anything else on the road. On a rear axle trike, they sit right over the axle and feel every little bump like a kick in the seat of the pants. And the RT passenger seat is both comfortable AND feels like it is surrounding you. Rider foot boards come standard. So they can press on the outside of a curve AND they have integrated, heated hand bars with a separate set of rear speaker controls for the audio. So no need to hold on to the driver. The rear suspension is an AIR shock under their seat over a horizontal suspension arm like a lot of the dirt bikes have. VERY smooth! Honestly, the "better half" approval is a HUGE part of why these guys are so happy with their Spyder RTs. And yes, they ALL ride RTs...not F3s or Rykers.