RedDevil - Ahhh, I know that shirt. It's that grey and black POW pattern Ford right? Always liked it but no idea how to pair the damn thing. Though IMO I'd say shirt and tie, sure fine, but then go with a solid suit. Too many patterns, see comment below.
Timo - great great great, love your style. Not a big rotation of items but each outfit has a certain style that seems well thought out and modern without being too trendy. And for such a young guy, very well done. There's quite a bit going on here in terms of patterns, colors, and textures. I think it borders on being 'too much', but it's close. Even without the tie it would still be a very nice look too.
Holdfast - that last fit... oy. I know you love your wacky ties, but that's a hard one to match to begin with both because it's satiny and blocks of color, and it's what like ivory and teal? I'm not even sure how to match that tie. Light pink shirt, eh, no comment, it's fine. The SC, wow, sort of big and loud. Teal and MoP DB. My issue's actually the bellied wide lapels and as usual rather long skirt, ie it looks a bit dated and oversized. I would've actually paired that jacket with mid tones like a pressed beige pair of khakis or something like a pale pink and then done maybe like a colorful bowtie and white shirt and called it a day. Jeans are meh, though you've hemmed them with minimal break as though they were trousers or something. MC101 mistake IMO. Experimentation? well, at least you're playing with stuff but not your best look my friend Hope that helps.
Just a comment I'll drop in here for a discussion point. I know there's really a few groups here, the dandy and the CBD and the modern ingroup @menswear like trendy guys, and lastly the personal unique style guys... but a point that I've tried to reinforce a few times to people in real life is that if you're going to pick that 1 in 20 crazy fun attention item off the shelf, then resist your temptation to pair it up with equally crazy fun attention whoring items because the overall effect ends up a mess more often than not. My suggestion is that when you have one fun item, you surround it by neutrals to balance it out. You know, like pink pants, ok so white shirt and navy blazer, or bright PS, well then toned down shirt/tie, etc. Let the one item speak for itself instead of competing with everything else. You want to do your crazy fun colorful socks? fine, but don't do more than one other 'fun' item, otherwise the whole things gets visually messy. Eh, just an observation.