Head to Toe Gear: 50% off at Jack's on Chestnut and Jack's Downtown At 2260 Chestnut St and 666 Post St Hit the Marina man-tique for half off all current season's stock, e.g., mature monotones from Helmut Lang and stripey cardigans n' sporty coats from Marc by Marc Jacobs. Also, there're cheap kicks from brands like PF Flyers and Clae, and the sale extends to the brand new downtown outpost at 666 Post, giving Jack even more reason to sell his sole. Scope all Jack's brands at JacksOnChestnut.com
Silly-Cheap Haute Gear: 80% off at Modern Appealing Clothing 387 Grove St, btwn Gough and Franklin; Hayes Valley; 415.862.3011 The biggest sale ever at M.A.C. consists of high-end European Spring threads from the likes of Jil Sander (slender sport coats and rugby-ish long sleeve jobs in bold primaries), Dries Van Noten (classy double-breasted full suits and tailored checked trousers), and Martin Margiela's vaguely military button-downs n' trenches executed in creamy browns that pair nicely with a luxurious pair of taupe Depends.
Dank Friendly Gear: Up to 50% at Skunkfunk 302 Valencia St, at 14th; The Mission; 415.401.7983 Espana's own weed-inspired Skunkfunk's unloading earth-toned Spring duds at their Mission outpost; expect shorts n' button-downs with oddly placed pockets, loose-fitting denim and outerwear with cleverly askew lines, and hats n' accessories of the same quirky ilk, provided the clerks stopped watching Futurama long enough to stock the shelves. Get funky at Skunkfunk.com
Gear, Gear, and More Gear: Up to 80% off at Tobi.com The SF e-tailer's slicin' prices on everything from Fiberops' uber-soft thick fleece cardigans, to mod rocker shades by Ksubi, to cotton twill "Cavalry" trousers by YMC, to street-ready, quilt-patterned hoodies by Public School, a place you always wanted to go, if only your stupid dad wasn't so rich! Score that gear at Tobi.com
Learn to Love the French Gear: 50-60% off at Yves Saint Laurent 166 Maiden Ln, btwn Grant and Stockton; Union Square; 415.837.1211 Steals on top o' the line YSL duds: plush cashmere suiting in classy grey scale; messenger-style carryalls in soft caramel leather; threadbare sweaters that threaten to fall apart on you in a way that nonchalantly says, "I'm dressed in Yves Saint Laurent for now so I do not caaaare", but in a hilarious Pepe Le Pew accent. Dare you to look down your nose at YSL.com
Actually, It's Dutch Gear: 50% off at G-Star Raw 76 Geary St, near Grant; Union Square; 415.398.5381 U. Square's moddish utility gear hawkers're making room for fall with half off everything from jean jackets w/ jagged lapels and military pockets, to minimalistic plaid cotton button-downs, to denim so raw, it's G-Star raw. Get with the G at G-Star.com
Cheeky Leg Gear: 30% off Cordarounds 30% off all the oddball, Frisco-based outfit's pants, including contrast front/back pocket seersuckers in blue, yellow, and red; soft, finely check'd "checkerounds" in white/black and green/white; and the diabolically horizontal "sideflash" cords with brilliantly bright designs sewn into the inner fly -- they're so flashy, people won't even notice that you are too. No dull slacks at Cordarounds.com