I’ve skated the Liberty Cup and a pair of Forum Lows this year.
I really love the Liberty Cup once they’re broken in (which takes forever, but you’ve gotta expect that.) Supportive obviously but they also didn’t feel too high and my ankles felt secure. I still have my pair, going to break them out again this winter. I have a white leather pair that I think looks okay; there’s a grey suede pair out there that looks clean too.
The Forum were a super nice surprise. Soft leather; nice roomy toe area, and the sole broke in nicely. These did feel a little unstable (I did roll my ankle badly in them) but I assume/hope the new model has been tweaked a little, as the ones I skated were just “lifestyle” shoes.