$25 restocking fee on returns

Factory 2nd - Wooster Street Penny Loafer


Item# SF2288S
$395.00 $149.97


  • Select Color 2289S Cigar

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Additional Information



  • Modern, yet classic slip-on penny loafer
  • Dress it up or down, perfect any way you style it
  • Relaxed Fit, slightly roomy feel


  • 360º Speed Welt for enhanced flexibility and shock absorption
  • Comfortable ShockForm™ insole cushion
  • BounceX foam and cork midlayer
  • Lightweight heel
  • Quarter heel tap and non-skid rubber pod for traction
  • Craft

  • Handcrafted in Port Washington, WI, with fine imported leathers
  • Built on the 64 Last
  • Premium European leather
  • Premium leather lined
  • Recraftable
  • Care

    Care Instructions

    STEP 1: Using a damp cloth or sponge, lather our Saddle Soap and apply onto leather to clean and restore its natural oils.

    STEP 2: Moisturize the shoes with our Cream Polish to make them supple and soft, following instructions on the product.

    STEP 3: Condition the shoes with our Speed Polish, protecting them from dirt, rain and snow.

    STEP 4: Take our Heel dressing applicator and apply to the edge of the heel and sole.

    STEP 5: Apply our Leather Lotion as needed for added protection and polish in between cleanings. Use our Horsehair Shine Brush to buff shoes to a desired shine.

    *For camo printed leather, simply rub our Leather Lotion onto print with our Cotton Flannel Polishing Cloth as needed and wipe smudges or dirt away with a damp cloth.

    Relaxed Fit

    The relaxed fit has added space in the toe box. This extra room allows for thicker socks and foot expansion that occurs at the end of the day or during a long flight.

    U.S. E.U. U.K.
    5 38 4
    5.5 38.5 4.5
    6 39 5.5
    6.5 39.5 6
    7 40 6.5
    7.5 41 7
    8 41.5 7.5
    8.5 42 8
    9 43 8.5
    9.5 43.5 9
    10 44 9.5
    10.5 44.5 10
    11 45 10.5
    11.5 45.5 11
    12 46 11.5
    12.5 47 12
    13 48 12.5
    14 49 13
    15 50 14
    16 50.5 15

    For help getting the perfect fit, we recommend you visit a retail store to get your feet fitted. If you do not have the option to visit one of our stores, you may contact customer service to help you choose the right size.

    Width Available Sizes
    AAAA 8.5-16 Narrow
    AAA 10-12, 13, 14
    AA 10-12, 13, 14
    A 9-12, 13, 14
    B 8-12, 13, 14, 15
    C 8-12, 13, 14, 15
    D 6-13, 14, 15, 16 Medium
    E 6-12, 13, 14
    EE 6-12, 13
    EEE 7-12, 13, 14 Wide
    Ask & Answer
    Factory 2nd - Wooster Street Penny Loafer is rated 3.4 out of 5 by 5.
    Rated 1 out of 5 by from Same size shoe in a tie Delray Dress fit perfect, but this one was way too small. Surely a 2nd would not be that bad. Very concerned about buying on-line and/or buying a 2nd Quality. I have been buying Allen Edmond shoes (even 2nds) for 30 years and have never had this issue.
    Date published: 2020-01-13
    Rated 5 out of 5 by from Great shoe for work or any occasion. Could not detect any imperfection Great shoe for work or any occasion. Couldn’t detect any imperfection
    Date published: 2019-12-25
    Rated 1 out of 5 by from Too snug...odd color Ordered factory seconds...fit was too snug...$25 restocking fee when returned. It’s annoying and upsetting. The cigar color looked like a fake marbling appearance.
    Date published: 2019-12-04
    Rated 5 out of 5 by from Happy Customer! I wear an athletic shoe size of UK12 / US13 and I am flat footed. I live in Singapore, so its kinda risky to buy shoes from the internet not knowing whether these shoes fit me or not... but i took the risk anyway, I bought the 13EEE and at first it was a little tight but it didn't take much time for me to break in. Fits quite comfortably. I've never heard of Allen Edmonds and only stumbled on the name thru watching youtube channels about polishing shoes. THESE looked stunning. Best investment I've made on a shoe. I am now officially a fan.
    Date published: 2019-11-17
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    why are they selected shoes a factory 2nd. Does that change how the shoe fits or wears?

    Asked by: Richard
    Factory Seconds are shoes with blemishes or defects sold at reduced prices. Cosmetic imperfections do not affect the fit of the shoe. You can learn more here: https://www.allenedmonds.com/factory-seconds-faq.html
    Answered by: CUSTOMER SERVICE
    Date published: 2020-05-15

    Are are the Wooster tan 12 D gone ?

    Asked by: Matt
    Unfortunately, if the size you prefer is not displayed or cannot be selected, it means it's not available to order. We're sorry for any disappointment. If you would like to view the current Factory Second loafers offered in size 12D, please follow this link: https://www.allenedmonds.com/sale/factory-second-shoes-boots/?prefn1=size&prefn2=styles&prefv3=D&prefv1=12&prefv2=Penny%20%26%20Venetian%20Loafer&prefn3=width We hope you find another color or style that you like!
    Answered by: CUSTOMER SERVICE
    Date published: 2020-01-09

    Will the Wooster Street Penny Loafer accommodate custom orthotics?

    Asked by: Larry
    Thank you for being an Allen Edmonds customer. Unfortunately, the Wooster Penny loafer does not have a removable insole. We apologize for the disappointment.
    Answered by: Allen Edmonds Consumer Services
    Date published: 2019-05-29
    • y_2021, m_1, d_22, h_17CST
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