I am always drawn to them but have backed off of the style. For one, I have the gaping button problem quite often because I have a narrow back and large bust. When I am at a lower weight than I am now, the problem is not quite as pronounced and I can fit them better, but it’s still an issue.
Styling wise, I sometimes feel like the collars of shirts fight with the collars of my jackets and blazers — soft, draped fabrications slip down inside at the neck, stiffer ones beg the “inside or outside” the lapel/collar question. They also can take on a preppier appearance than I am into these days. I used to layer solid color button front shirts under sweaters all the time but I’ve gotten away from that look.
I do still have a small collection of collared shirts. Mostly soft, drapey, unstructured fabrications. A chambray, a handful of flannel (I wore one yesterday around the house layered over a Heattech tee), and some silkier ones. Occasionally I will wear a patterned one tucked into bootcut mid rise jeans with a belt, but not much these days as my weight is up and I don’t like the way tucking shows the extra fluff around my middle. I think I’m having the same issue you describe — the high waists and tucking do not work well on my short torso, and even less so when I’m carrying extra weight. So no tucking for now.
I still have these two old Equipment patterned semi-sheer shirts in my holding zone. I am thinking it might just be time to give up on them, but somehow I never quite let go. I wore them over tank tops or thin layering tees, usually untucked back when longer tops with skinnies were ubiquitous. I also wore them tucked with skirts or wider leg pants sometimes, but tucking a shirt with a layering tee underneath is always a little awkward. I wore them tied at the waist sometimes too. Sometimes tying button front shirts at the waist works better than tucking for me because I can control the length better to disguise my short torso. I should play around with them before I let them go.
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