Fat chance anyone would know, but is there anyone out there who can identify these shoes that this guy is wearing for me? Thanks in advance.

Could be rivieras, anyway they are your best option for such shoes, and if you check the "official sales"-thread there's some brand who has a 50% off sale on them 

Can a shirt fit in the chest and be too wide for my shoulders?
I ordered a slim fit Polo from Brooks Brothers in M and L to find out what size I am. The medium was a tight squeeze. The large was good in the chest but the shoulder seams were hanging off and it felt weird to raise my arms at all.
I'm new at clothes, but until now I'd assumed that if you fill out a shirt the shoulders will cinch up to where you need them.
I guess the distance between the neck and the shoulder seam is also a factor.