Dammit, Eric, just once I'd like to see what happens when someone listens to everything everyone says.
Warning: Spoiler! (Click to show)
I made a quick adjustment to the pocket square before my last meeting of the day since it was all I could do without going back to my hotel room, as seen in an updated (also potato) photo below. I actually thought it was the other way around, regarding formality of the pocket square.
I now realize that I should have posted closer and better lit photos of the shoes/fabrics considering how terrible the overall photo came out on my phone. Those are below as well.
I normally wear a pair of dark burgundy wing tips when I wear this shirt, but they are at the cobbler at the moment. I am a little heartbroken about your guys' opinion on the shirt. I did love this shirt. I had no idea that contrast collars were so douchey.
The pants are not a suit separate, but the jacket is. I had no idea from when I bought the jacket until I posted here. I did some digging around to find out that it is from a 2 piece by Hugo Boss called the Grand Central 2. It was my first attempt at buying a sport coat and I clearly missed.
Are the shoulders and pockets something I could/should ask my tailor to modify? Or should I try to find the pants to complete the suit? I called some Hugo Boss stores as well as some outlets and it seems like finding the pants is going to be a tough one...
The hem didn't look right in the first photo, however, I am planning to take them up another 1/2" at least. Not too sure on a cuff yet, but there is enough material to do it.
The shoes are Bruno Magli Rammola. I bought them about 5 years ago to wear with a not-too-formal charcoal tuxedo, and I have definitely found it challenging to wear them with anything else.
I'll start showing my face once I start making less embarrassing dress decisions.
Only show your face if it's a really, really ridiculously good looking face.
But in all seriousness, don't be embarrassed. If you go back far enough for any member you'll find some rather regrettable choices. Especially Claghorn. Just keep at it. Like Sprout eloquently loquated, you've got the right attitude going in.