When I was in banking . . . I had to wear suits every day! Ugh!
Now, I wear tan pants, and either dress shirts or polo shirts. In the warmer weather, I typically wear boat shoes with no socks. On days I ride the Harley, I often wear Jeans and boots . . . but that's usually on a Friday.
Yay for the grown-up couch! Loveseats are a great additional piece, but alone, limit your options.
What matters about your skating . . is that you're out there doing it!