$25 restocking fee on returns

Factory 2nd - Kenwood Penny Loafers


Item# SF44040S
$275.00 $99.97


  • Select color 44040S Black Gentry Leather

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Additional Information



  • Slip-on loafer dress shoe
  • Moc-toe beefroll penny loafer
  • Dress it up or down, perfect any way you style it
  • Classic Fit, fits true to size


  • 360º Bench Welt construction for durability and stability
  • Single oak leather sole
  • Craft

  • Built on the welted 800 Last
  • Unlined premium calfskin leather and grain calfskin leather upper
  • Recraftable
  • Imported
  • 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.

    Classic Fit

    Most people consider a “classic” fit to be a “standard” fit. This fit more closely aligns with the natural shape of your feet.

    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 - Kenwood Penny Loafers is rated 3.7 out of 5 by 6.
    Rated 5 out of 5 by from Very good quality for the price When I purchased these penny loafers, I previously had three pairs of AE shoes and thought I'd be taking a big step down. Not really. I am very impressed with the quality, sizing and feel!! Sure, you can spend more for a higher grade of leather, origin of material, assembly, etc.. Like all of my dress shoes, I immediately had a pair of nylon heel taps installed to prolong the heels. I also had a Good Year sole "cover"/protector installed as well, being the hot Florida cement is tough on shoes!
    Date published: 2020-07-18
    Rated 1 out of 5 by from The shoe was significantly smaller than the size indicated. The leather was very firm and hard and very uncomfortable. I would not order this shoe on line. The sizing is very inaccurate. I would only buy this shoe at a local shoe store so sizing can be done. This is the third consecutive pair of shoes that I have had to return because the sizing was grossly inaccurate from being too small or being much too large. Especially do not order factory seconds online because the size will most likely be inaccurate and they will charge you $25 to return the shoes.
    Date published: 2020-01-27
    Rated 4 out of 5 by from I love my first really nice loafers They are great shoes and quality but they are slightly wider then I expected now the shoe at size 7 is great but i have skinny feet so I need to wear thick socks.
    Date published: 2020-01-25
    Rated 3 out of 5 by from Runs large Great quality, even better value but definitely runs half size large
    Date published: 2019-12-02
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    • clientName_allenedmonds

    Are these true size?

    Asked by: Stuffy
    Hello, Thank you for your inquiry! You'll be pleased to know that the Kenwood does fit true to size. We hope you find this helpful!
    Answered by: Anonymous
    Date published: 2019-03-27

    Are these made in USA?

    Asked by: James
    Thank you for reaching out to us. The Kenwoods are manufactured in the Dominican Republic. If you have any further questions, please call our consumer care team at 877-817-7615.
    Answered by: Customer Service
    Date published: 2019-02-22

    for the Kenwood Penny loafers, what is the difference between Gentry black and calfskin black?

    also, I usually wear 9.5D, but since your shoes are usually tight, should I order E
    Asked by: JK
    Gentry leather is a cowhide with a surface that has been buffed down to a smooth shine. Black calfskin is full grain leather. It is difficult to recommend a size through this channel and guarantee a proper fit because each style can fit differently based on the contours of your feet. Typically, we recommend trying the same size you usually wear and judge the fit based on how comfortable you feel in the shoes.   It is vitally important to visit an Allen Edmonds retail store or retail partner for a professional fitting to increase your chances of being fit correctly for each last and style. However, keep in mind that products purchased on AllenEdmonds.com may be returned at any time, as long as the item is unused and accompanied by the packing slip.  Trying the shoes on a carpeted surface will help prevent scuffing on the sole and keep the shoes in returnable condition.
    Answered by: CUSTOMER SERVICE
    Date published: 2017-06-29
    • y_2021, m_3, d_3, h_17CST
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    • clientName_allenedmonds

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