Traci, you look amazing! I love you with the shorter hair -- it's gorgeous on you.
Like Astrid, I identify a bit with your dilemma. This is often where I find myself with my work at home looks -- which are basically replicas of yours here. Often my going out looks feel more feminine to me, either because I add a third piece (for some reason, a jacket helps, and a scarf can, also) or because I put on a silk shirt.
Another trick of mine is colour -- I have a few pink and purple sweaters that feel feminine simply by virtue of that. The shapes are the same as my usual.
Also, I *do* wear small earrings daily. In summer when necklines are often lower I might switch things up with dangling earrings, but my usual earrings are small yet substantial silver studs. They look like little commas or quotation marks. I don't know how well you can see them in the photos (1,2) , but IRL they don't completely disappear -- I feel like they "anchor" my face somehow. But I have a long face that needs a bit of grounding, LOL.
Going out, I will occasionally wear a necklace also, although I am with you on generally finding them uncomfortable, so I tend only to wear them out of the house not inside. They do feminize things a bit, just as the scarf can. (Pic 2)
Since August I have also been wearing a silver watch daily -- it is taking the place of the cuff bracelet I always used to wear. I do feel more "dressed" with it on. And finally, for the first time in my life I'm wearing a big ring. I never thought I could in the past since my hands are small and fingers short. But I'm enjoying it.
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