Ventless is very old school and vintage looking. You won't find a modern garment that's ventless.
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I think the ventless thing is more an American trend as you typically dont see Europeans wearing ventless Jackets Bespoke or not. While I do agree with Joe G that the ventless would look nicer on a bespoke suit, i still think the double vent is nicer. But thats just personal preference.
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I think part of my distaste for ventless jackets is because I have a substantial posterior, so I need the extra freedom and flexibility that double vents provide. Even a single-vented jacket can look pulled or strained in the back if the fit isn't 100% spot on.
I definitely go for a double vent whenever possible.
Also, I'm not sure about vents being made to fit the masses off-the-rack. From my understanding, jacket vents were originally designed to make the jacket more comfortable to wear while riding a horse. I'm fairly certain that vented jackets date much earlier than industrial-scale production of clothing - but you're certainly right that vented jackets allow for a better OTR fit than ventless.
Ben
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