Have been reading this thread over the last few days since it caught my attention in "trending" and have really enjoyed reading everyone's thoughts and opinions - OP I think you look fine :) but the important thing is that you don't feel as fine as you want so changing things until you do is what matters......
I stopped paying attention to trends generally when I was 42 and my life changed completely - divorced, started from scratch and got involved with a chap who is very theatrical with a basic style of Goth which I had always been drawn to but not had the courage to follow through on because I was too worried about what other people would think...... my background many moons ago was theatrical design and I loved flamboyant clothes but was a bit shy so while at college in London my style could be quite out there, but at home in my seaside town I toned it down.
Having my son I cycled through a variety of Yummy Mummy / Boho / actual biker rockchick looks because ExDH was an actual biker so of course one had to fit in......
Over the last nine years my lifestyle has changed so much - I have modelled corsets in alternative live performance (and I am by no means a supermodel so I was more shocked than anyone else lol), my DP and I have done events embracing Steampunk, mad max styles - all sorts - and now I just wear what makes me happy (with a nod to occasion of course).
Current style is pretty witchy - not Killstar youth style, but kind of Stevie Nicks cross Peaky Blinders. My wardrobe is 85% black, I love velvet, silk chiffon, texture and trimming, my hair is dyed black waist length and I wear eyeliner and red lipstick and occult jewellery - because it's fun - Visiting my Mum during the beginning of lockdown, I passed a woman on the way who hissed "Witch!" at me (I kid you not) which made me turn round startled and she followed it up with a sneer and "God...." so I just smiled and said "Blessed Be" which upset her a bit but hey ho..... I was wearing a long black ratty coat, a wide brimmed black hat and sunglasses and a mask due to shielding efforts and that was all ...... I found it highly amusing.
Since menopause I am chunkier than I'd like to be but working on it. People find it hard to put an age on me - I get anywhere between late thirties to my actual age but I'm not that bothered either way.....
I guess what I'm trying to say is that I think alot of it boils down to how comfortable you feel and how happy, and also there's nothing wrong with experimenting from time to time - Old Shakespeare said all the worlds a stage and each must play his part - no limit on costume changes stated.....
Oh, and I have moisturised every day since I was 16 on my nana's advice, kept out of the sun for at least 15 years (nocturnal anyway) I do drink and smoke but not to excess.....
Have fun with your style journey OP :)