I roll my clothes in a bakcpack that I strap to my rear rack. Two tips that have worked for me.
1. If at all possible, leave the shoes at work, they are generally the heaviest, most awkward, dirtiest thing to carry. I leave black & brown shoes at work & am always covered. Leaving shoes at work makes carrying your clothes at least 50% easier.
2. Buy a bottle of downy Wrinkle releaser & leave it at work. Carefully rolling your clothes leaves them generally wrinkle free. However, every now & then, I still get a wrinkle. A couple of sprays of the wrinkle releaser & a quick tug on the garment & the wrinkles are gone.