Hmmm, I'm not sure if I have a favourite. Depends on the type of strap. So, I'll categorize them...

NATO: Esprit NATO by Select'Heure, they're thoughtful enough to offer a lot of straps in odd widths, and they offer decent quality for little.

Casual plain leather: Graf. Their "Derby" is the most soft and supple strap I've ever had.

Thick vintage-style tool watch straps: 7T2 Straps by Remie Beyer. Remie does some incredible custom straps, made to measure, with twice the durability of any OEM band.

Vintage-style dress: Watchstrapheaven. Jan offers plenty of designs, from two-stitch to repros of 1940s period-correct straps. Great choice of leathers, colours, surface finishing patterns.

To me, they don't work against that, I'm more about whether I like the overall design of a particular watch or not. I can feel the same about watches with Roman, Arabic, dot, index hour markers... I don't time Japanese bullet trains, so I suppose I have the comfort of not caring at all. 

It's a matter of tradition. The Roman system was simply prevalent at the time when first clocks - and then first pocket watches - were created. You'd have seen it everywhere: on documents, as the year of publication in books, on monuments, gravestones, in every Latin text. And mind you, for centuries Latin was the internationally universal language of European nations. By extension, Latin/Roman touches were omnipresent. Horology was no exception. To us, people of the modern day, Roman numerals are the less practical system, but back then, it was quite instinctive to read. Sure, it no longer is, but then again, traditions are not driven by practicality. If only practicality mattered, we could all just as well switch to Timex Easy Reader watches. Or digital Casios. Wouldn't that be...boring?

I'm not sure if I can see Oris rising. Bottom line, they either offer over-engineered and high-MSRP pieces that few will buy, because, well, it's an Oris and doesn't carry the prestige that the average non-WIS John Doe wants, the non-WIS John Doe wants a recognizable name. At the lower end, they offer what's roughly Certina-grade in exterior finishing, rarely catching up to Longines, and movement that's maybe Glycine-grade, for more than Longines money. I am really prone to looking from a sheer "bang for the buck" perspective, and I really can't see any Oris as something worth saving up for. In a heartbeat I'd choose a Christopher Ward Cranwell or the new Alpina Startimer Pilot Automatic 41 over the ProPilot, the Longines HydroConquest over an Aquis. Unless one is really in love with the looks, there's just plenty of stuff that offers better specs and finishing for the same or way less. Having worked in watch retail and handling dozens of watches from quite a chunk of the price spectrum has made me consistently harder to impress, so that might be the reason that Oris makes me bored to tears. Yeah, they're nice, I'm pretty sure they're good watches, but they just do nothing for me.

Hmmm. If it doesn't wear comfortably, it's probably best not to go for it. You'll find it difficult, if not impossible, to find a better GMT for the money. Tudor is no alternative in this case, they're even heavier and bulkier with a similar lug-to-lug. 

When I took the bracelet off my 40mm Spirit, it shed quite a bit of weight, so it might be good to try on the strap version just to see how it feels.

That watch and the "Bond" NATO are a match made in heaven!

My collection spans from 28 to 43mm. My sweet spot for vintage is 34mm, although I'm not sure if me favouring my 34mm pieces has to do with the size, or with the design. Perhaps the size is a factor, but definitely not a major one. For future additions, I'd like to stick to 33-35mm in steel. Which doesn't mean I'd not wear the 28mm Eterna I'm getting serviced now, because oh yes, I will. And then I'll switch to my 40mm Longines Spirit, then to the 35mm Omega CK 2537... And so it goes.