From any point in history, really, including now. Pictures welcome!
I particularly loved the 90's relaxed and fluid styles, not too baggy or wide but still comfortable - strappy dresses for summer, only slightly fitted with a nice drape, or the more indie styles with 501's and boots.
I love most of what Helen Baxendale wore during that period, and have always like the author Rebecca Solnit's older styles... also Harriet Wheeler from the band The Sundays. Maybe not the most exciting examples but I'm not a exciting person 
Would love to hear yours!