long71
110
I've owned all three
I tend to share Thomas' assessment or ranking.
I don't have the DD anymore. I found it too ostentatious. The other point is that the movement is essentially the same as that in a regular Datejust, so you are paying a steep premium fior a few grammes of gold or platinum and the gearing for the day wheel. That is a matter of personal taste and budget.
The Master Calendar was the first of the trio I got and it is a very fine watch. There are two issues, it is a little deep, 14mm if I recall correctly, and if you are careless it could pick up a scratch. This wouldn't matter so much on a tool watch but the MC is more formal. The other thing is that the watch carries echoes of mid-century triple dates by JLC, which were manual, and to me the automatic movement is inconsistent with that heritage. That's not an argument against what is an excellent watch, but a personal observation.
The Royal Oak is another great watch. In some ways a marked contrast to the JLC. To me, the real Royal Oak has two hands and a date and is powered by a calibre 2121. Its dial is simple in layout unlike the JLC, but the intricate construction of the case and bracelet are very appealing, and the thin case is very comfortable. A great classic.
You can't go wrong with any of them.
Of course, in the well-worn tradition of unasked advice, what about starting with some great vintages: a classic omega speedmaster with a 321 calibre, a zenith Chronometre with 135 calibre, and a pilots watch, maybe an IWC mark xii, or a mark i, if you stretch to it. Then you just need to save up for a vintage submariner.
Whatever you get, try it first and enjoy.
Conor