What a great idea for a thread. Thanks
pinksatin 
One of my favorite ads ever has to be this
Hermes S/S 2006 one with Gemma Ward (shot by ? I'm dying to know!)
source: bwgreyscale
I loved this ad from the moment I saw it (I even put it on my wall in junior year). It's not particularly edgy or artistic, but it does convey a sense of chic sophistication that I love. It was also the first time I'd seen an ad and thought not "I want the clothes" so much as "I want to
be that sophisticated girl walking the streets of Paris." It's the ad's ability to capture an entire mood with scenery, styling, and an ever-so-slightly arrogant (just a tad, just enough to be intriguing rather than off-putting) look in the model's eye that really pulled me in.