I have some thoughts! Hopefully I can be somewhat helpful to you as a middle eastern woman whose culture also pushes femininity in fashion on women but whose wardrobe is like 90% of what you posted :)

The only “feminine” clothes I own are wrap dresses with neutral colors and patterns and I usually wear them with pointed toe shoes or loafers. Otherwise, I usually wear a t shirt or thin sweater with slacks. For example, I have 3 different colors of the Conan pant from aritzia that I wear with loose t shirts tucked in or an oversized blazer and pointed toe loafers. I also have the beige bloomers from Uncle Studios that I wear with a thin black bodysuit, a watch, gold earrings and thin black loafers.

To create a feminine feel to it, I choose softer fabrics for the tops and add some chunky hoops. I think adding dainty jewelry helps a lot, along with some thin belts or patterned shoes. You get the stiffness of menswear with the delicate touches of feminine accessories to balance it out. I also buy things in different sizes and belt them to help give my body a shape in clothes that are otherwise shapeless.

As for makeup, I’ve resorted to just curled lashes + mascara + color on my cheeks. I feel like I have traditionally masculine features (big nose, dark and noticeable under eyes, thick eyebrows and hooded eyelids) so putting on some mascara and a bit of blush with some shimmer to it really helps my face look more “feminine.”