Vintage jeans are a great look, but when it comes to "vintage cut", you can find yourself wedging into something designed for the body type known as "Mickey Rooney". For classic steez executed with modern know-how, check Chip and Pepper
C&P's doing up a bevy of vintage denim looks constructed with modern touches for all body types; the company was started by twin doppelgängers of Matthew & Gunnar Nelson, which totally used to get them laid. Though they use modern, high-end materials, they recreate a throwback feel thanks to an intricate weaving pattern and hand-washing, each piece stamped with a unique serial number (so you don't have to remember your pants' name?). New-jack cuts include the buttonfly relaxed-fit "Big Pickle" (roomier in the thighs & legs); the 50s-inspired, slant front-pocketed "Bobby Baby", designed to rest on the waist and not annoyingly above or below it; and "Ike Nifus": named for a friend who nearly lost a limb in a shark attack, they're straight-legged with extra room in the rear (even if he'd lost his legs, he'd still have an ample ass)
C&P's also put out SoCal-inspired tees (wave-riding female over flying seagull, deconstructed palm tree...) and distressed collegiate throwbacks repping Wisconsin, Ohio State, and Notre Dame -- a team coached by the vintage body type known as "Charlie Weis".