So I finally tried on the Hermes Jypsiere or the Gypsy messenger bag in the 37 cm taupe color the other day at the boutique to conclude it's a very savvy stylish day bag except for the price. It's really meant to be worn cross body like a messenger and fits so snugly on SG's hip, so ergonomic. The Togo leather is butter soft and the silhouette is a cross between a Kelly and a Birkin. The extra large flap makes the bag quite interesting. A guy or gal can wear the bag with the flap tuck inside the bag like the Birkin for easier access. There are 2 pockets inside, a patch and zip pocket.
If SG is to buy one I would buy the 37 cm instead of the 34 cm and in the taupe or cream. Oh by the way, the larger messenger bag in 37 cm retails for about $8800 so I imagine the smaller should be about $8000. The price is not very savvy but if money is not an issue, this bag is investment worthy in my opinion.