Here are a few ways I looked askance at fashion this week:
1. Dresses with Whimsical Names

"Happiness" Dinner Dress
Made in New York, New York, United States c. 1915
Designed by Lucile, Lady Duff-Gordon. Label Lucile Ltd., New York.
Occasionally, someone on the Ravelry forums will complain about the fanciful, seemingly unrelated names that handknitting designers give their patterns. I was sort of delighted to find out that this practice predated Modcloth.com and Ravelry by at least 100 years.
Lucile Sutherland (1863-1935) was an early English designer, who made romantic, colorful dresses. Initially, she customized each gown to reflect the personality of the customer, but as her business grew, she replaced this practice by giving each dress a memorable name, like "Farewell Summer" or "The Moment". One was called "The Sighing Sound of Lips Unsatisfied."
Lucile wrote a memoir published in 1932 that I'd like to track down. It was titled Discretions & Indiscretions.
via the FIDM Museum Blog
2. Draw This Dress
I love fashion and I love illustration so I was very pleased to stumble upon drawthisdress.tumblr.com. Comic book artists Emily Carroll and Vera Brosgol draw historic dresses in their own style and the results look like the best cartoon you've never seen, full of history, humour, great clothes and character. I have a feeling that most people would call these illustrations "cartoons" rather than "fashion illustration" because the dresses appear to be secondary to something else -- the narrative moment or the sense of character. Whatever they are, I love them. (Also, do yourself a favour and look at the portfolios on Brosgol and Carroll's websites).
Original photo:

Vera Brosgol's illustration:

3. Long Weekend Reading

I checked out Clothes, by John Harvey, from the Vancouver Public Library, and am hoping to read it this weekend. This slim book is part of the "Art of Living" series, which uses philosophy to explore the modern age. It was reviewed well in the most recent issue of WORN Fashion Journal. I've been a bit afraid to take on Barthes and all the really hardcore philosophical treatments of fashion, so hopefully this will be good first step.
