For the record I love that watch, I was just winding up Nanuq....who is famously delicate. Think of him as the Alaskan Niles out of Frasier, but with a bit more ballet in him. I've never been to Alaska, but it's the vibe I get - all pinky fingers in the air when wrestling bears.*
Sinn U1 - got one, yes. 👌 A rep obviously, so I'd probably drown at 2m, but I'd be thinking of a VERY stern email to Trusty in my final moments.
Breitling Navtimer for selling the idea of having a slide rule on your watch and that owners might also have the ambition to get laid.
Octopussy Seiko Digital Quarz for Blofeld. (1) Get to say Octopussy a lot (2) Very accurate until the battery dies (3) See Breitling Navtimer for sex appeal.
Patek Philippe ref 1518 Moonphase - well worth the millions when a sky isn't easily available to you and you're in a hurry.
Dress as a lady on weekends watch? I think the theory is good that it would probably over-compensate, something super masculine? I'd nominate the Omega Railmaster XXL for being so gigantic that a shop assistant once helped me out thinking I was visually impaired and it was some kind of disabled watch.
🤦♂️ *Remembering that the scripts of Frasier are literally a written compendium of 15,000 come backs. RIP.