Tattoo Your Sperry Shoes June 25th

Sperry Top-sider returns to Wingtip June 25th for a new kind of custom trunk show. Tattoo artist Dominic Vasquez joins the event and will be tattooing your new Sperrys with designs in the mode of sailor jerry. See examples after the jump.

The Risk/Reward Sale Starts Now

It’s that time again. Our twice-yearly Risk/Reward Sale launches today. For those new to Wingtip, this is not your typical sale. Escalating markdowns are common, but with most stores, you don’t have any notice when the sale might increase from 30% off to 40% off, or from 50% to final markdowns. With our Risk/Reward sale, it couldn’t be more transparent.

  • On The Fly is On The Move…

    For 2 1/2 years, On The Fly has operated under-the-radar out of a 4,000 square foot warehouse in the SOMA district of San Francisco. The space is an homage to testosterone: it’s an old machinist shop with a 40-foot ceiling, two giant overhead cranes capable of moving naval ship engines, a fully-stocked bar, taxidermy that… Read more »

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    Posted on September 3, 2008 by
  • Neuroses of a Modern Gentleman II

    While many companies call their best customers "Platinum", "Gold", or some other euphemism for "VIP", I have always believed that the biggest compliment you can give to a customer is to call them a "Regular" and get them what they want before they ask. It’s a great feeling walking into a favorite haunt, having the… Read more »

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    Posted on August 28, 2008 by
  • Newfangled Technology Got Me Moist

    It’s been almost a year since Bills Khakis introduced their most expensive, most elegant, and most "technological" khaki: the Driving Twill. The pant was certainly elegant, but it had the added bonus of being both "wrinkle-resistant" and "stain-repellent". The problem with that claim is that I am (1) naturally cynical, and (2) not a scientist,… Read more »

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    Posted on August 20, 2008 by
  • “San Francisco Values”

    Even before Nancy Pelosi became Speaker of the House, the GOP attempted to scare the public about "San Francisco values". Of course, no one ever defined what those were, but the coded message was effectively satirized by Saturday Night Live. As someone that appreciates a prime steak, good wine, small-batch bourbon, golf, cigars, and all… Read more »

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    Posted on August 19, 2008 by
  • The Best $3,299 You’ll Ever Spend

    It’s easy to make fun of John McCain for not using a computer, but as an "old soul" myself, I constantly find myself reluctant to embrace certain types of new technologies. I am an early adopter on many technologies — I had a Palm Pilot back in ’97, a TiVo in ’99, and I bought… Read more »

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    Posted on August 10, 2008 by
  • Neuroses of a Modern Gentleman

    Despite all the blog entries about nice clothing, rare cigars, fast cars, and other luxuries that consume my thoughts, I also have my share of neuroses. And I’m curious to see if they afflict other men that would consider themselves "modern gentlemen". So, if our readers like this, there’ll be more to come (I have… Read more »

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    Posted on August 4, 2008 by
  • An Affinity for Investing in Alligator

    I’ve always thought "acquired tastes" just applied to food, alcohol and cigars, but having "acquired" (read: stolen from myself) clothing & accessories from our different brands over the past 4 years, I have a new appreciation for a variety of things: styles, colors, materials, fits, and more. One taste that I certainly had not acquired… Read more »

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    Posted on July 31, 2008 by
  • Losing My Virginity

    July means it’s time for market, and that means the bi-annual trip to New York. While I would have preferred to travel by private jet, I am suffering from a "mental recession", and chose instead to use the opportunity to try out Virgin America. I was really looking forward to the flight for a number… Read more »

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    Posted on July 19, 2008 by
  • Quantum of Solace Trailer Released

    We would be remiss if we didn’t link to the trailer for the new Bond movie, Quantum of Solace. The movie has generated a lot of news already, with one stuntman in a coma and several others injured during filming, an Aston Martin DB5 was driven off a bridge into a lake, and word that… Read more »

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    Posted on July 1, 2008 by
  • Wine-Powered Aston Martin

    This latest story in London’s Daily Mail has our head spinning: "In his latest effort to help the environment, the prince has converted his 38-year-old Aston Martin to run on fuel made from surplus English wine." You can read the full article here, but details aside, we can’t decide if this is… (a) the coolest… Read more »

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    Posted on June 30, 2008 by