Watch reads to me as early 80’s to me, normal production piece, I’d guess personally purchased not a NASA purchased piece. Unless it was serviced and received a new caseback it’s no earlier then 1980.
Insignia reads he was a naval pilot first, flying F-4 Phantoms if the history checks out, they got them early in 1961 and moved to the F-14 Tom Cat in 81.
The patch predates F-14 operations as is was the custom Squadrons that got the Tom Cat included it into the new insignia, as you can see in a google search.
What city was the dentist in? I might be able to give you more clues.
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