Great job on your look in #1/2. A wrap dress with heels/boots, simple jewelry, and leather bag is my go to look/uniform as it makes an impact, yet it is simple to put together.
#3-7 looks nice to me, but I am not a fan of the suede. I think the suede will wear out before the leather and just look "off" if you know what I mean.
#8-15 is a very nice jacket, but fully zipped I feel like it flattens and widens you. I like it better partially unzipped, but then it isn't as versatile. Also, a moto jacket is somewhat rugged and doesn't match the personal style I have seen you carve out thus far. Not that it is bad to have contrasting pieces, but for a pricy item such as this you should consider how "you" it is. I notice that unless an investment piece is 100% "you" then you will fall out of love with it long before its time.
#16-18 is definitely too big and boxy. Consign.
#19-24 I LOVE! Probably because I considered the jacket for myself, but it really does fit you nicely. I adore that color.
#25 works, but I am still not loving that caplet/jacket. It just doesn't feel modern enough to me. If it were true vintage, I'd think differently.