Wow, thanks for all the lovely responses everyone!! Pardon the upcoming wall of text, wanted to reply to everyone
Marianna, Mo, hbaber - Thank you very much!
Coco - I REALLY love olive and have been slowly building it as one of my base wardrobe neutrals. I treat it like any other neutral and pair it with pretty much any color. If you like olive and still want to try to incorporate it, I'd suggest starting with swapping out what you'd usually wear in brown to olive. Should help you figure out what colors pair well with it for you.
Refugee, Kelly - Aha! Just tried it and that's much closer to what I was going for. I'll have to give that a go in another outfit, thanks!
Anna - I think I'm a snood convert! Any time I want a circle scarf, from now on I'll get a snood in its place.
Jenava, Jonesy - Glad you think the teal works with the plaid, I was 50-50 about it.
Jenava - I like the idea of a cream cami, I'll try that next time!
Mary - You should! Now that you have a striped shirt and all
Marley - I was inspired to wear this cobalt top after looking over your Sart looks actually (your blue coat is awesome)! This is the only item I have in this color, it's certainly growing on me.
Lynne - I never got the memo about plaid being out, I've had plaid in my wardrobe for over a decade; shirts, pants, shoes, you name it Though I must say currently having a good selection in soft fabrics available is nice. I plan to pick up several soft plaid button-ups this spring!
Una - I haven't seen any of the Twilights, but I wore a lot of similar looks to this in the 90s as a kid (but with combat boots, and more spikes and chains heh) when all the Seattle alternative/grunge looks were "in"
Ellie - Angie's #1 rule of "have fun" is the Best Rule for sure! I always try to have fun with my outfits, which is why each one is usually an experiment. Hmm... it might be fun to do some threads for our WIW posters where others try to identify what makes their look "them."