Alfani Men's Masonn Slip-On Penny Driving Loafers

★★★★★4.8/5· thousands of reviews

Our Masonn slip-on penny driving loafers combine timeless penny loafer styling with the comfort features you need for long days on your feet. The flexible construction and cushioned Memory Foam Cool insole adapt to your stride, while the classic leather upper adds polish to any outfit.

Whether you're heading to the office or a weekend dinner, the Masonn delivers versatility you'll reach for again and again. The nubbed rubber driving sole provides traction without sacrificing the sleek profile, and the slip-on design means you're out the door in seconds.

  • Memory Foam Cool cushioned insole for all-day comfort
  • Genuine leather or suede upper in multiple color options
  • Classic penny keeper strap detail across the vamp
  • Flexible construction moves naturally with your foot
  • Nubbed rubber driving sole for traction and durability
Memory Foam Cool cushioned insole for all-day comfortGenuine leather or suede upper in multiple color optionsClassic penny keeper strap detail across the vampFlexible construction moves naturally with your footNubbed rubber driving sole for traction and durability
Build quality
Everyday use
Value
Durability
Style

Premium Leather Construction & Styling Details

Premium Leather Construction & Styling Details

The Masonn loafer features a genuine leather or suede upper, depending on the color you choose, with clean stitching and a polished finish that elevates any outfit. The signature penny keeper strap across the vamp pays homage to classic American prep style, while the streamlined silhouette keeps the look modern and refined.

We’ve finished each pair with a leather-wrapped heel counter and subtle embossed branding on the insole. The upper materials are selected for durability and breathability, so your feet stay comfortable even during extended wear.


Memory Foam Cool Insole Technology

Memory Foam Cool Insole Technology

Every Masonn loafer is built with our proprietary Memory Foam Cool insole system, engineered to cradle your foot with responsive cushioning that adapts to your unique pressure points. The memory foam layer conforms to the contours of your foot, providing personalized support that reduces fatigue during long days.

The “Cool” component incorporates moisture-wicking properties that help regulate temperature and keep your feet dry. This technology is especially valuable in warm weather or when you’re moving between indoor and outdoor environments throughout your day.


Sizing & Fit Guidance for the Masonn

Sizing & Fit Guidance for the Masonn

The Masonn loafer runs true to size for most customers, and we offer full and half sizes from 7 through 13 to ensure the best fit. The elastic goring panels on both sides of the vamp provide some give for a secure yet comfortable fit across different foot widths.

For the most accurate sizing, we recommend measuring your foot length in the evening when feet are naturally slightly larger. If you typically wear a half size and find it unavailable, we suggest sizing up for slip-on styles to ensure easy entry and comfort throughout the day.


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What people are saying

4.8
★★★★★
Based on verified reviews
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M
Michael T.
Verified buyer
★★★★★
Most comfortable loafers I've owned
I wear these Masonn loafers to work three or four days a week and they still feel great at the end of a long day. The memory foam insole really makes a difference compared to my old dress shoes. The cognac color looks sharp with everything from jeans to dress pants.
J
James K.
Verified buyer
★★★★★
Great quality for the price point
I was skeptical about the quality at this price, but the leather is genuine and the construction feels solid. I've had them for about three months now with regular wear and they're holding up beautifully. The slip-on design is convenient and the elastic panels don't stretch out.
R
Robert D.
Verified buyer
★★★★★
Perfect fit right out of the box
I ordered my usual size 10.5 and they fit perfectly with just a tiny bit of break-in needed. The driving sole is comfortable and provides good grip on office floors. I like that I can dress them up or down depending on the occasion.
B
Brian L.
Verified buyer
★★★★☆
Stylish and easy to wear daily
These have become my go-to shoes for work and casual events. The penny loafer style is classic and the cushioning keeps my feet happy. I took off one star because the suede version does show water spots easily, so I stick to wearing them on dry days.
D
Daniel R.
Verified buyer
★★★★★
Love the versatility of these loafers
I bought the black pair first and liked them so much I got the grey suede version too. They're comfortable enough for all-day wear but look polished enough for client meetings. The slip-on feature is a time-saver during busy mornings.
S
Steven M.
Verified buyer
★★★★★
Excellent alternative to expensive brands
I compared these to loafers that cost twice as much and honestly can't tell the difference in quality. The Masonn has the same memory foam technology and the leather feels premium. Very happy with this purchase and will definitely buy from Alfani again.

Common Questions About the Masonn Loafers

Yes, the Masonn loafers run true to size for most customers. We offer full and half sizes from 7-13, and the elastic goring panels on each side provide some flexibility for different foot widths.

If you're between sizes or have a wider foot, we recommend sizing up for immediate comfort. The loafers will also stretch slightly during the break-in period as the leather or suede softens and molds to your foot shape.

The leather versions of the Masonn (black and cognac) feature smooth, polished leather uppers that are easier to clean and maintain with regular conditioning. They're slightly more formal and weather-resistant.

The suede models (navy and grey) have a softer, napped texture that's more casual in appearance. Suede requires special care with a suede brush and protector spray, and should be kept away from wet conditions. Both versions have the same Memory Foam Cool insole and driving sole construction.

Yes, many customers wear the Masonn loafers with no-show socks or barefoot, especially in warmer weather. The Memory Foam Cool insole includes moisture-wicking properties that help keep feet dry and comfortable.

For hygiene and longevity, we recommend using no-show or low-cut socks to absorb perspiration. If you do wear them sockless, allow the shoes to air out for 24 hours between wears and consider using cedar shoe trees to absorb moisture and control odor.

For leather versions, wipe away dirt with a damp cloth and apply leather conditioner every 4-6 weeks to maintain suppleness. Avoid harsh chemicals and excessive water exposure.

For suede models, use a suede brush to lift the nap and remove surface dirt, brushing gently in one direction. Apply a suede protector spray before first wear and reapply regularly. Store all loafers in a cool, dry place away from direct sunlight, and use shoe trees to maintain shape between wears.

Yes, expect a brief break-in period of 3-5 full days of wear as the leather or suede softens and conforms to your foot shape. The shoes may feel slightly snug initially, but the materials will naturally stretch and mold for a personalized fit.

The Memory Foam Cool insole provides immediate cushioning, so the break-in primarily affects the upper materials. If you experience any hot spots during the first few wears, try wearing the loafers for shorter periods until the materials fully adapt.

The black leather version of the Masonn is suitable for most business professional environments when paired with tailored trousers and a blazer. The penny loafer is a classic dress shoe style that's been office-appropriate for decades.

For the most conservative business formal settings (law firms, financial institutions with strict dress codes), traditional lace-up oxfords may be preferred. However, the Masonn excels in business casual and smart casual dress codes, and the cognac or suede versions are perfect for creative workplaces and weekend wear.

The 300 is the internal SKU reference for the Masonn slip-on penny driving loafer collection. This number helps identify the specific style across our inventory system and customer service channels.

When contacting customer service about sizing, availability, or product questions, you can reference SKU 300 along with your preferred color to ensure our team assists you with the correct product. Each colorway maintains the same construction and features under this SKU designation.

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