Originally Posted by Soph
My attempt at wearing jeans
Borrelli Linen Tawny Brown 3 Button Patch/Rear Vent
Ceasare Attolini Navy Linen Shirt
-Tailored by Despos-
Earnest Sewn Jeans
Sutor Buckle Boots
I honestly don't think this is working, although I do think all the individual pieces fit you very well.
The jacket looks very good and you're either an almost perfect fit for Attolini or your tailor did a terrific job to adjust it to your proportions. I really appreciate that as a guy that's more built than plain skinny you went for a good deal of waist suppression instead of the columnar look (think Thom Browne or Dior Homme). Jeans are also an excellent fit and seem to be a much better choice than the Borelli jeans or whatever you were looking at a few months ago.
The problem is that you're basically wearing an outfit that would look very good with say linen slacks and decided to switch for jeans for no apparent reason. If you want to wear something like that with jeans, considering the general style you affectionate, I would recommend lowering the "formality" of your dressier garments. The jacket should be shorter (colour is still good, although maybe not ideal with the black shirt as it evokes the eighties all black with light jacket to me), 1-2 buttons or maybe a very casual model (see A Harris wonderful safari jacket) and the shirt something like Drizzt always wear (think Band of Outsiders style). I do wear very dressed up jackets with jeans but my style is a lot more casual/deconstructivist/fashion forward so I don't think you should/would follow my example.