Fashion "moments" are seldom predictable, but this year will be punctuated by a string of sartorial happenings already inked in style-hunters' diaries.

The V&A's Anthology of Hats exhibition, co-curated by avant-garde milliner Stephen Jones, looks set to draw a high-brow fashion crowd in February, and promising similar drama at east London's Truman Brewery is Simply Madonna: Materials of the Girl, a retrospective of the singer'scostumes. And, remaining in the capital's fashion heartland, Katie Grand, ex-editor of style bible Pop, is hard at work on her much-anticipated publication Love, set to hit newsstands at the end of February.

It's going to be a busy year for Chanel. Landing in London in May is the label's mobile art gallery, while Coco herself will be going global in two film biopics, played by French starlets Anna Mouglalis and Audrey Tautou, who is also set to oust Nicole Kidman as the face of Chanel No 5.

Tautou is a less daring choice than the face of Vivienne Westwood's spring ad campaign – none other than Pamela Anderson, breaking the habit of a lifetime by putting on clothes in the line of work. Also taking time out from their day job is singer Roisin Murphy, who will migrate from front row to runway as a model at Alexandre Vauthier's autumn Paris show.

Male fashion gets more interesting in 2009 too. It will be man-bags at dawn on the high street as Matthew Williamson launches his H&M menswear line, while on the catwalks, Gareth Pugh will debut his first dedicated men's collection. From the man who gave us Shakespeare meets futurism for his spring womenswear, we can expect only the unexpected.