Not sure how related it has to be to pocket watches and vintage but IMO here are iconic vintage models (take note some are still being produced to this date in newer generations)
JLC - Reverso
Omega - Speedmaster and Seamaster
Cartier - Tank and Santos
Glycine - Airman
Heuer - Monaco
Bulova - Accutron Spaceview
Seiko - Astron
...
JLC - Reverso
Omega - Speedmaster and Seamaster
Cartier - Tank and Santos
Glycine - Airman
Heuer - Monaco
Bulova - Accutron Spaceview
Seiko - Astron
...