Handcrafted in the USA, with fine imported materials

Wooster Street Penny Loafer



Item# SF2288

Product Actions

Add to cart options

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.
    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

    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
    AAA 10-12, 13, 14 Narrow
    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

    *Measurements are in inches

    Ask & Answer
    Wooster Street Penny Loafer is rated 4.2 out of 5 by 9.
    Rated 4 out of 5 by from Great penny loafer Got this overseas through an online store, almost a blind buy but I usually love penny loafers. Men have less choice in terms of design but I'm thankful for that. These loafers are very comfy, fits me perfectly and basically have little complaints. And living in the far East, loafers are de rigueur for footwear as we need to take them off often when entering residences and at certain places. Before this, I've bought a pair of Nomads Chelsea boots (Factory Seconds) boots from AE before. In general these are well made shoes but IMHO a wee bit below the ones from Loake and RM Williams that I also have. However, I'm still very happy with these loafers and hope they will last..
    Date published: 2019-08-30
    Rated 5 out of 5 by from Fantastic design and feel. I have purchased more than 30 pairs of Allen Edmonds shoes. The Wooster is my new favorite.
    Date published: 2019-05-26
    Rated 5 out of 5 by from Excellent AE are Quality Class Products. Good to last. However asking to many words for review.
    Date published: 2019-05-19
    Rated 3 out of 5 by from Leather wrinkled too fast I have 3 pairs of AE from 2011-13 time frame. All doing fantastic until now. I bought a carbon colored wooster street loafer on the recent sale, mainly because the color is a bit unusual. Shoes fit well, but the leather in 4 wears has wrinkled as much as my purchases from 2013! I'll need to see how this goes. I don't see a place where I can upload a picture. Otherwise, I would have. Not sure if I would recommend at this price point.
    Date published: 2019-05-05
    • y_2019, m_9, d_21, h_15
    • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
    • cp_1, bvpage1
    • co_hasreviews, tv_0, tr_9
    • loc_, sid_SF2288, prod, sort_[SortEntry(order=FEATURED, direction=DESCENDING), SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
    • clientName_allenedmonds

    I normally wear the Corwallis in 11-1/2 D. For the Wooster Loafer what size should I get?

    Asked by: Anonymous
    Thank you for being an Allen Edmonds customer. Each style can fit differently based on the contours of your feet, so it’s difficult to recommend a size via email and guarantee a proper fit. Typically, we recommend trying the same size you usually wear and judging the fit based on how comfortable you feel in the shoes. If possible, we’d love to have you visit an Allen Edmonds retail store or one of our retail partners for a professional fitting. Our associates are trained to help you find the right fit for the various lasts and styles we offer. Also, keep in mind that products purchased on AllenEdmonds.com may be returned within 90 days, as long as the item is unworn and accompanied by the packing slip (we advise trying the shoes on a carpeted surface to keep them in returnable condition).
    Answered by: Allen Edmonds Consumer Services
    Date published: 2019-08-16

    Need narrow can you customize for additional charge?

    Need narrow Can you customize for me?
    Asked by: Anonymous

    I wear a 9 M. How does that relate to your width sizes?

    Asked by: keith
    Very narrow - runs small
    Answered by: T
    Date published: 2019-05-06

    which loafer has the widest toe box?

    Asked by: Anonymous
    You can try our Randolph penny loafer, it is built on the 79 last, which has a wide toe box area.
    Answered by: Bobbi
    Date published: 2019-04-11

    Is there a polish for this color?

    Asked by: Anonymous
    Thank you for reaching out to us. While we do not currently manufacture a Carbon polish, we would recommend using our Neutral polish.
    Answered by: Customer Service
    Date published: 2019-03-22

    What is the 64 last? I don't see it listed in the "All About Lasts" section.

    Asked by: Robert
    The 64 last is similar to the 65 last but with a chiseled shape. Feel free to contact us again if you have additional questions!
    Answered by: CUSTOMER SERVICE
    Date published: 2019-03-07
    • y_2019, m_9, d_21, h_15CST
    • bvseo_bulk, prod_bvqa, vn_bulk_2.0.13
    • cp_1, bvpage1
    • co_hasquestionsanswers, tq_6
    • loc_, sid_SF2288, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING), SortEntry(order=FEATURED, direction=DESCENDING), SortEntry(order=NUM_ANSWERS, direction=DESCENDING)]
    • clientName_allenedmonds

    Recently Viewed