Dressing over medical devices is a challenge. A year ago after a major abdominal surgery... my incision developed complications and didn't heal, so I ended up wearing a wound vac 24/7. Basically I had to carry around a machine the size of a large handbag everywhere I went. It had tubing running to my abdominal wound, which was an inch or so below my belly button. So you can imagine how that limited my fashion choices.
What I did: looser-waist-ed mid-rise pants or jeans (because the tubing had to go under my waistband); soft flowing tops that hit no lower than top of the hip (I bought my first EF tops just for this period); NO dresses; and ALWAYS carrying a lovely shoulder handbag into which I put the vac unit. The tubing would come out of the top of the handbag and go into me. If I carried my bag just so, the tubing was almost completely hidden.
I named my unit Mr. Sucky. Mr. Sucky went to the theater in a nice quilted black Rebecca Minkoff bag. He went grocery shopping and to lunch in a smart canvas and leather hobo. At home he hung from my shoulder in a soft, pretty patterned Vera Bradley bag while I did cooking, cleaning, and reading. If I'd still been going to the office, I'm sure I could have dressed Mr. Sucky up in nice business casual.
It's now six months since I sent Mr. Sucky back to the medical supply company and I've gone back to tighter jeans and belts at my waist, but I must admit I'm still loving my flowing tops! I could see them being great options for a back brace.