I also have a bit of a band collection with 2 sport bands, a leather loop, an official apple link bracelet and a 3rd party link bracelet in a different style (not an apple knockoff) and IMO the leather loop IS BY FAR the most comfortable one I own. I was hesitant at first bc it felt like plastic in the store but I figured with a 14 day return policy I might as well give it a try. After it gets broken in it feels like a premium leather and even smells like leather. After I decided I was keeping it I used some Obaneuf's Leather oil and its soft as a babys bottom now and looks even better than the day I took it out of the box.
Buy the leather loop, you won't regret it!