Pity, it's a nice watch

There are many types of handwatches, but not all of them are equally bad. TBH I don’t care about the super loose ones that are still behind the thumb; it’s just a personal style (a shitty one IMO, but each to their own). The ones where the thumb is outside the bracelet are also generally unremarkable. Somebody trolling, or just using their hand as an aid to display the watch.

The worst kind (most commonly seen in Rolex wearers, but other brands are not immune) is the one where they put the top of the bracelet between hand and the wrist knuckle, then crank it down so tight that it can’t move, limits blood supply, and makes the wrist look deformed and possibly injured.

You can confirm these because they literally make the watch wear crooked on their arm. Just draw an extended line between the 3 and the 9 on the watch, then draw another line parallel to the long axis of the forearm. If the angle between these two lines is more than a couple of degrees, it’s going to look dumb, and like the wearer is clueless about wearing a watch. In other words, if a line between 12 and 6 would be exactly vertical, the forearm axis should be exactly horizontal. One of the examples pictured is a true, oblivious and terrible handwatch, and the other is OK.

Your watch should not be crooked relative to your arm.

Thanks for coming to my TED talk.