[{aspiring_to_clarity}]

Steve, I have to say I liked the suggestions Dan gave. That's the style I love to see on men.

Of course you want to be true to yourself first and foremost, but I do think you would look nice dressing along those lines. I also agree that mainly you just need to update the cut of your clothes. They don't look like they fit you well (as you mentioned you've lost weight too). Some well fitting flat front pants (pleats are icky!) would make an instant change.

Good luck.