I have the 258 because I use a 15" macbook and need to carry law books. Best bag I ever got. Handles much more than previous bags that ripped to shreds with less weight (Swiss Army, Tumi). Customer for life.
I love wearing lighter brown leather and wear it much more than black, but there is a real distinction between brown leather and whiskey that can't be captured in a photo. I love my whiskey indy, but it isn't even close to the versatility that you will get from color 8. If he had those pants against a color 8 boot, that look would blow away this combo.
I'm thinking about stepping up to the more expensive Japanese lines, but I'm torn on the direction to go. I have APC new standards and a few different Tellasons now, so I have some experience with raw denim (all sanforized). I'm looking for a slim straight with a lower rise that will produce some strong contrast. Between Self Edge and BIG, there's way too much to choose from. Can anyone recommend a pair that they love with just a quick blurb as to why?
The IH666 looks...
Marroyo - what jeans? The leathersoulxIRs?
I loved my whiskey longwings but found them not very versatile. Luckily the vamp came loose and alden screwed up the repair so I switched for whiskey indys. I bet those jeans would look sick with some cordo boots.
The idea is good, but the fit is too full. Eat a few meals and hit the gym, then retake the pic. Also, I bet that t-shirt problem you have would be solved by this, too. Not trying to be harsh, but had to say it.