Richard Mille watches aren't as bad as people say, and the people who say they look like a Happy-Meal toy have almost certainly never actually seen one. I'm not saying they're good looking, just that they get A LOT more hate than they deserve.
far_beyond_driven_
As a general rule of thumb, I don't think Rolex ever used plastic movement spacers in their watches. I have never personally seen one. Also, gold with an 18k stamp is required to have hallmarks and makers stamps is required by law in Switzerland (and many other countries). So if there isn't a hallmark on a relatively modern Swiss gold watch, it isn't real. As for the movement, it's likely a Chinese movement of some sort.
Functional jewelry.
I have an older Hamilton Khaki manual, and it's incredibly loud.
Right now, it appears to be a one off prototype some dudes are making to basically be a smartwatch in the body of an F91W. I just googled F91 Kepler like it says at the bottom of the picture.
Unique watch, definitely worth getting serviced/restored with someone who knows what they're doing, which admittedly can be somewhat hard to find.
Well, in your case, neither.
Doesn't look real to me, but if it were, $10k would be a ~$20k lowball.
Probably an AP Royal Oak chrono in steel with the blue dial. I have no idea how likely I am to get it, but my chances probably aren't that great.
A custom tag Monaco as per his contract.
Speedmaster or a 5 digit Datejust. Can't go wrong with either one.
This is a difficult one. Probably the OP, but I know it wouldn't matter which I got, I would regret not getting the other.