Hi Spongebobley,
Well, I certainly like them and so does my OH. Once you get going in them, they are also great value because you can do far more miles in them than "normal" running trainers - there is no support and not a lot of cushioning to wear out in the first place. My first pair of Free 5.0s is still going after over 2000 miles, although I favour my 3.0s now (maybe only 1200 miles on the clock for these).
I would avoid any "derivatives" of the core Free range (Free Everyday, Free Run) - I have tried these on and they just don't feel the same. That leaves you the 3.0, 5.0, and 7.0 - the numbers represent the degree to which the shoe simulates "barefoot" running vs wearing a cushioned shoe (3.0 = 70% "barefoot", 7.0 = 30% "barefoot"). I would suggest looking at the 5.0 first, to get a good idea of what it's likewearing this type of shoe, but not be too much of a shock to the system. I wear them with socks, but maybe you would get away with sockless - the are comfortable like slippers.
I am a mild overpronator like you and sometimes run in support shoes, but have never had any problems with the Frees. In fact, my lower leg problems (e.g., shin splints) disappeared some time after starting wearing them, although I am not sure that can be ascribed to just the shoes. I also eased into running in them very cautiously - just a few km per run at first.
They are fine in the wet from a grip perspective, but the uppers are porous like most running trainers and as they are fairly low to the ground they are not great for charging through puddles. Note that the grooves in the sole pick up all sorts of debris, but it doesn't bother me when running.
Well, should you get them? Only you can answer that. I am a fair bit lighter than you and run a lot more miles, so you might not find them suitable. You should definitely be very cautious at first - just walking in them to begin with, then just 1-2 km run. If you find you can't run in them, they are not bad as casual shoes to walk around in, if a bit expensive.
JYATR