Per 'my 2021 Goals' post, I've been culling my wardrobe but have been in two minds about the following 2 items - what do you think?

1) Chocolate leather jacket:
I custom ordered this (with gold zippers, 5 *functional* pockets(!) & a cropped length) but the end result feels a little boxy (despite being made to my measurements, the shoulders feel a little wide & the hem reaches a couple inches past my natural waist).

My DH told me I look like 'Grace Jones' in it, but I honestly feel more like a rugby player than 'tall willowy model' in it - can't tell if I'm just not used to the silhouette or if it will soften with wear? Does it honestly read more as slightly oversized, or like I'm wearing menswear?

PS - The black hood underneath is actually a removable dickie, not part of the jacket - just added it to give an idea of how the jacket hangs with layers underneath.
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Edit: Some more photos of the jacket paired with: 1) slimmer trousers & a tunic top, and 2) a high-waisted skirt & tucked-in top (so no competing waistlines). Better silhouette?

2) Trouser Jeans:
I had these tailored to fit 10+ years ago - they're naturally a mid-rise but I think the trend is for higher-rise these days? I've pulled them up a little with a belt, but am still unsure of the fit - am I just better off with my high-waisted, straight leg jeans (posted here earlier in the year)? I'm worried they look dated but, as we all know, *trouser* jeans are so hard to find at retail anymore!

I'm also unsure about the colour - is this blue still neutral yet flattering enough for my Deep Autumn colour palette? Denim is always so hard to get right, arghh!

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(PS - Underneath the jeans are my new Blondo Mady waterproof lace-up boots. I know I said I'd review them in here, but wanted to try them out first:
https://youlookfab.com/welookf.....--worth-it
So far so good for the first few wears! They're comfortable without insoles, & one size up works well for my slightly wide forefoot (yet narrow heeled), high instep feet. They're far away enough from the jacket that I'm not too worried about an *exact* dark brown colour match, but they do seem to be a similar shade of warm chocolate. They're already scuffed on the toes but I suspect that's due to my clumsy gait, lol):

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Thanks a lot for your gentle honesty in answering, as always - it's much appreciated

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