I can relate to everything you've said about working with (ahem) ATHLETIC legs ( sounds so much better than heavy calves and thick ankles, don't you think?). In my case, I've the extra issue of proportionally shorter legs between my knees and ankles to cope with so I really need to use all the leg-lengthening tricks I can to make this style work for me.
As others have mentioned, finding that sweet spot is vital, and, just to complicate things, I've discovered the sweet spot on my leg varies depending on the shape/width of the pant leg, the colour of the pant and shoe, the height of the heel, the style of the shoe, and what is going on with the rest of the outfit. Whew! That nonchalant look, cropped-leg look takes a LOT of trial and error.
My only suggestion would be to follow the instincts you've employed in creating the first outfit: low contrast between pant, ankle, and shoe; shoe style that connects pant and leg (ankle strap or high vamp); slim pant leg; interest on the top to draw the eye up instead of down; a top that ends at the high hip, or is semi-tucked to show the rise; clean silhouette to create a linear effect; and, as a last resort, a bit of a heel.
And, if you've lost your style mojo, all I can say is that means there is absolutely no hope for the rest of us. Your doldrums are my inspirations, Sveta.