Originally Posted by SoCal2NYC
Dior Homme black/white stripe polo
Jil Sander grey jeans
Dior Homme gold hightops
I'm a big fan of your suit and tie looks, and your safari/jetsetter styles, but I think that you fall down when you try more casual looks like this.
First off, I just don't think that the Dior hightops work here. The jeans are a pretty faded color, and they call for a more neutral looking looking shoe. I'd say that those hightops call for a very dark indigo or very dark overdyed jean, or maybe something contrasting in the pants - some really baggy pants, maybe. As is, something is very unsatisfying about the jeans/shoes combination.
And not only do the colors of the polo look jarring against the neutral jeans, but it really doesn't do your physique any favors. You do Ironman races, so you are probably in pretty good shape, but something about the way the shirt hugs your torso makes you look like a slightly chubby thirteen year old. I know it's Dior Homme, and probably $200+, but I would give it away. Rye, for example, by his own admission, is not in as good shape as you are, but his tight polos and jeans work better, and it is not just the camera angle.