I'll chime in as I'm too a new owner/rider of a Freewheeler.
My Wife wanted to try to ride on her own but she isn't comfortable on 2 wheels so we went the Freewheeler route.
I've ridden the Freewheeler for only a few hundred miles but every time I'm on it I get off with a bigger smile than the ride before.
These rides are just a blast.
I don't have an issue going from 2 to 4 wheels as far as riding but at first the Freewheeler did seem to ride rougher than my Heritage and after adjusting the tires and shocks it kinda still does ride a bit rougher but has gotten much better.
I've spent around $1500+ on my Heritage to increase the ride comfort.
Not to mention I've also spent 40,000 miles on it getting used to it.
I think with a little tweaking I'll get the Freewheeler dialed in.
This tweaking may require a better seat and better shocks.
One think I'm not confused on is a trike is just different than a 2 wheeler and at includes the ride.
I believe when you make the switch from 2 to 3 wheels you just got to get some miles under you before you really know if the switch is right for you.