Here are my jackets. I bought the bottom one brand new (~500€) years ago, and the top one I got for 15€ on a flea market and had the lining swapped for 30€ (someone also sewed extra pockets on that one). Both made by a local tailor. The bottom one has a warm winter lining, and the top one has a more breathable spring/autumn lining.

They're awesome for me, I wear the "cheap" one daily to work, and it's slowly getting a nice worn leather finish. The bottom one... Well, I paid a lot for it and I always worry about it more so it is worn less commonly. Both are made from thick but surprisingly supple cow leather and should outlast me. TBF the photo isn't the most flattering, I just took it when I bought the second jacket and didn't clean them or anything... They're really pretty much without a fault.

I do not think you should order the ones I have (not practical...), but you should look for any local leatherworkers, it's often surprising what talent you can find nearby. Fuck brands, a classic leather jacket like this will be made way better if it's not made by a brand that looks to cut corners everywhere possible and stuff you with branding.

Before I got the first jacket, I was eyeing these. TBH disregarding the movie association it's a very classic jacket that will age and wear nicely, and the price is okay too.

As for being fashionable/classy... Well depends on what you're going for. In my opinion people who'd disregard a good leather jacket are idiots, but I can understand if you want something more formal.