As a packing minimalist, I'm fascinated by larger travel wardrobes because I think everyone has different needs and priorities.
As a North American who regularly spends time in the spring and fall in the UK and Northern Europe, I can certainly relate to Parsley's feeling of standing out if I wear certain outfits in Paris and London that wouldn't get a second glance back home. To my eye, I think you'd totally feel comfortable in your cool weather outfits in the streets of both London and Paris. Crops, sandals, and t-shirts, on the other hand, look quite casual for city wear and would be more likely to be worn by visitors or very young women, at least in my experience.
Luggage isn't really much of an issue if you will only need to handle it in the airport and are staying put in a full-service, five-star hotel with elevators, reasonably large rooms, and a staff to help you with your luggage, and you can afford to hire a driver and car to shuttle you to and from airports and train stations. I've found that travelers at this level definitely have an upper-class look unless they are rock stars.
Just a couple more observations that you might find useful. Porters are very rare, taxis smaller, larger wheeled luggage looks unwieldy and hard to maneuver on uneven streets and in crowds, not all train stations and subways have elevators or escalators (and those staircases can seem endless!), European hotel rooms are often quite a bit smaller than those in North America and the elevators can be tiny, and you might have to spend time guarding your luggage in crowded stations on days were you are traveling from place to place. In fact, the last situation is really my biggest reason for not traveling with a larger suitcase because I prefer to spend my time in a cafe, or walking around, on those travel days instead of being stuck in a crowded area with my bags.
But I think different modes of travel work for different people and we all make our own trade offs. One thing, though, I'd personally love to know is how this wardrobe works out for you because you've obviously put a lot of thought into it. Will you miss not having a wool sweater--or any of the other things suggested in this thread? Did you find your luggage a hassle or was it a good trade off to have a choice of what to wear every day? What items got the most use? Or the least? Who knows, maybe you'll convince me that have a bit more variety might make hauling a bigger suitcase worthwhile because I know how happy I am to get back to my regular wardrobe after a month in black pants and a trench!