0-8ish: My mother always used to dress up like we were children from F. Scott Fitzgerald books about to go yachting. We'd always be dressed up in white dresses, linen slacks, pastels, straw hats, blue hair ribbons, white socks with saddle shoes or navy mary janes. And during the winter, we'd be dressed up in little children's burberry coats, plaid skirts, cashmere sweaters, and again, those dreadful mary janes!
9-16/17: I was sent back and forth from boarding school to our family house/estate/whatever, so mostly I just wore lots of blue jeans, tshirts or button ups, and cowboy boots during the summer because we'd just ride horses everyday and play all over the land, and then during my school time it was mostly my uniform and then little plaid skirts, khaki pants, white button ups and sweater sets. [ugh!
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17-19ish: Those were my first years in Manhattan and I had no idea of the city AT ALL. I was just a little fresh faced girl from Newport! And mostly I just wore white slacks, white button ups, burberry trenches, sweater sets, khaki skirts, shifts - all very boring, haha.
19-21ish: I really started coming more into my own then. I wore tons of whacky things because it was all so fun. I remember buying a purple beaver coat and wearing it with an emilio pucci scarf wrapped around my head and read jeans. When I think about it, it was still alot of fun to wear those things around, now I don't feel the need for such outlandish things just to "express" my self, but every once in awhile, I'll pull out some plaid dress and wear it with some fur waist coat and yellow shoes or some sh*t like that.
21-now: I don't have any defining things now. I just wear whatever I kind of feel that day. I love metallics, and long earrings. I still wear millions of fur coats and trenchcoats, but I will never again wear a sweater set until I'm well into my 40s, haha. Now I don't really take dressing as seriously as I once did, I just feel like it's sort of a part of me, not all of me. I used to be so precise about all of it and calculate every single detail, in order to make good impressions, but now i'll just throw on a black dress and heels with some coat and I'm done. I've learned more to have lots of fun with and dress however you feel like you want to look, and not how other think you should.