Jacket for cycling that doesn't look like ass

If you've got the money, you can't beat Rapha...

But if by any chance, you are a mere mortal, you could try something from Outlier or Swrve. Nau also make breathable, and supposedly ethical stuff, as does relative newcomer, Modrobes.

It is worth getting something cut specifically for cycling rather than a generic shell, and these people all make stuff that looks good too. A few years ago this was difficult, but one of the positive results of the hipster / fixie thing is that there are a lot of smaller companies now making interesting urban cycling gear.

I find this question personally troublesome. I've never seen a cycling jacket that would look good with "t-shirt/casual button downs and jeans/chinos, with sneakers/boots". If you're going to dress street, then dress street, and wear an appropriate jacket along with it. Not rocket science. I guess I'm just baffled at the idea that the one piece of cycling clothing you want is the jacket.