Hi
Very little Rolex knowledge & experience of the watches, so your thoughts welcome.
Those that I have tried - both 36 & 40 mm of current iteration & the 39mm.
While it's a few years since I tried it I can remember I didn't get along with the 39mm as I thought the proportions were a bit off. The bezel felt out of sync with the watch, just a bit too chunky.
Tried both current versions & the wearing experience is very close & to my eyes the newer 40mm is much better proptioned. However, still think if I were to get one I'd still have to go for the 36 - as is the classic size & I'm slowly going to smaller watches.
I'd agree though the taper on the 36 bracelet is a lot - but felt fine when I tried one on.
Cheers
JML