Most of that was OK. But, the photo of the fellow who tucked his pants legs into white gym socks looked ridiculous.Hybrid dressing takes skill, but knowing silhouettes and having coherence is a starting point.
A lot of this is only trad inspired and borderline streetwear, but that works for me.
J. Press' x Todd Snyder is a good example.
I also dig what Kanye did years ago, it feels relevant today. Polo coats are great for dressing up or down, the hoodie helps take up visual space, and both have a consistent slouch factor.
For sneakers, I personally stick to the German Army Trainer (GAT). It's one of few sneakers that looks better the more it gets beat up. Others here might like it as well