Ugh, I’d only wear them for dirty work, never for riding.
I used to get students that would come in with shiny new rubber riding boots all the time, and I hated it! And their parents were always so proud of themselves, it was hard to convince them that most of them suck for riding, haha. It’s often a struggle to get your leg and ankle just right. Bleh. I suppose there might be some spendy versions that do a nice job, but then what’s the point unless you have a lot of disposable income?
I’d say go for wellies that you can put over your boots, or take extra special care if you buy waterproof paddock boots. My Ariat Cobalt paddock boots hold up very well if I treat them prior to wearing and periodically retreat them. I just can’t be bothered to deal with another pair of boots unless I’m going to be slogging through a lot of nasty pasture or doing a lot of dirty work.