I actually have many, many more, but these three are particularly special to me.
First is a pen and pencil set. I started collecting fountain pens in the late 1970s. Back then, pens could be had almost anywhere for a few bucks for the proverbial Box-O-Pens. Most dealers put all the pens found in furniture drawers and jewelry boxes and such into boxes and sold them when they had accumulated enough. There was little competition and even less information on the hobby. One pen that always eluded me, however, was the one I wanted the most. The 1938/39 Eversharp Coronet. This is now acknowledged to be the most over the top Art Deco pen ever made. Here is an internet picture of a set identical to mine. Mine is actually an assembled set, the pen, pencil, box, original papers, and inner and outer packaging all purchased separately. By the time I found the pen in the late 1990s (the last part of the set I acquired) the price was well to the north of $1,000. I actually paid almost nothing for it, instead working a trade of a few other items I had owned for years and getting the Coronet in exchange.
The next item is a 1937-39 Hamilton Linwood. In its prime, Hamilton was every bit the equal of Rolex and other brands who are now more famous. This model was their most Art Deco item and competed with the famous Gruen Curvex. It is very long and very curved. While many Curvexes are worth more today, this was actually the better watch. It was available with a choice of three different movements: a 17J 980, a 19J 982, and the very highly finished 19J 980M. Mine, when found, had a trashed 982. I originally had a 980 transplanted as I already owned a watch with the movement in great shape, but with a crappy case. I later found another trashed case with a non-working 982M. The movement was complete, however, and needed only a cleaning, oiling, and adjusting to be put right. The watch is one of four I wear in regular rotation and keeps perfect time.
The last of the three items is a Gruen Pan Am from the 1940s in Rose Gold. It is the middle watch in the internet picture, below. The Pan Am watches all had 24 hour dials. Here's a brief history:
Below: A selection of Pan American models. Left to right: an early (I believe) model with a 28mm yellow gold-filled case and a rose gold dial; the Pan American Ace (30mm gold-filled case); Pan American Official with 31mm rose gold-filled case and white lugs; a woman's model in yellow gold-filled (19mm x 28mm across lugs); the Pam American Challenger (24mm x 31mm).
Starting about 1943, Gruen produced a series of pilot's watches with 24-hour dials for Pan American World Airways. During the war, the airline dropped all commercial operations and flew exclusively for the U.S. military. Pan American's network of bases and airports in the Pacific and Asia became a valuable military asset.
The Pan American wristwatch models all have sweep seconds (still fairly unusual in the 1940s), Arabic numbers for 1-12 around the outside of the dial, and an inner chapter ring with the numbers 13-24. There was still a glamorous mystique to aviation and airplane travel in the 1940s, and Gruen ran several ads showing pictures of their pilot's watch with the famous Pan American Clipper flying boat. The watches were supplied only to the airline and were not actually available for civilian use—the ads were run to create customer awareness of these watches, which Gruen had big plans for once the War ended.
Finally, an October 1945 ad announced that the Pan American line would go on sale to the public. The company believed that postwar consumers would make increasing use of 24-hour time, especially for airline travel. They also reasoned that, having just come through a major war, many people would have become accustomed to military time and could easily make the transition. Gruen published several articles in their dealer newsletters praising the advantages of dials indicating "the 24 hours of the air-world day," and advising retailers to stock up on Pan Americans to meet the anticipated demand.
Gruen offered the Pan American in a number of models and variations, in Guildite, gold filled and solid gold cases, for both men and women, and with a variety of lug and case shapes. There were two-tone versions and versions with square cases and dials. There were a variety of dials as well, but just like the original pilot's watches, they all share common features: a 24-hour dial with an inner 13-24 chapter ring and a red sweep seconds hand. As was the practice with the Curvex and Veri-Thin lines, "Pan American" was part of each watch's name: Pan American Challenger, Pan American Eagle, Pan American Navigator. The round watches use the excellent VeriThin 420SS movement. Although the public did not adopt 24-hour time as enthusiastically as Gruen had anticipated, during the late 1940s these watches seem to have been very popular, as they are fairly common on the vintage-watch market today.
I actually have quite a few of these, including the one I would never part with and an identical watch that isn't in as nice shape as my keeper. I actually use the lesser watch in my regular rotation and keep the near mint one on ice.
My other two regular watches include a very large 3 register Chronographe Suisse in rose gold and a my own military watch, a Helbros (not marked as such), dated Oct. 1966.