Simons
Smooth Leather Penny Loafers Men
These men's penny loafers are slip-on leather shoes appropriate for casual or dressy occasions. The genuine leather upper features an apron/moc toe with penny strap, padded footbed with leather top cover, and embossed non-skid rubber outer sole. Designed in Canada and made in Spain, they have a stitched welt and stacked heel, with a leather lining visible in product views.
- Material
- Genuine leather upper, embossed non-skid rubber outer sole
- Gender
- male
- Style
- classic
- Category
- Apparel & Accessories > Shoes
Specifications
Classic penny loafers with smooth genuine leather upper and comfortable padded footbed.
Genuine leather upper, apron/moc toe, padded leather-topped footbed, non-skid rubber sole.
- Material
- Genuine leather upper, embossed non-skid rubber outer sole
- Secondary
- rubber
- Style
- classic
- Gender
- male
- Age Group
- adult
- Condition
- new
- Category
- Apparel & Accessories > Shoes
Additional Attributes
- smooth leather finish
- genuine leather upper
- apron/moc toe
- padded footbed with leather top cover
- embossed non-skid rubber outer sole
- designed in Canada
- made in Spain
- Simons exclusive design
Product Insights
The Smooth Leather Penny Loafers Men from Simons offer Spanish shoemaking that delivers Italian-level quality at 225 CAD, with a refined appearance praised by buyers. The shoe runs large and buyers must size down one full size for correct fit, and only standard D width is available. The pigmented corrected-grain leather upper locks in color and resists stains but remains stiff, preventing patina and potentially developing fine cracking over years. The upper stays stiff during break-in while the leather footbed molds and the sole flexes for immediate out-of-box comfort and shock absorption. The embossed non-skid rubber sole lasts up to 50% longer than leather, provides reliable traction, repels water, reduces footfall noise, and enables sockless wear with an odor-resistant breathable footbed. However, every store pair reportedly has a twisted-toe defect causing uncomfortable walking, and the stiff upper makes these loafers suitable for office or event wear but not for long walks. Care requires a damp cloth, cream cleaner, and wax polish, with shoe trees recommended for storage.
Verified claims
- Sizing
- Buyers report the shoe runs large: one reviewer needed an insert, and a review warns that the EU/US size label does not match standard conversions.
- Width options
- These loafers are offered in sizes 40–45 with no width options, so only standard D width is likely available.
- Defect
- One reviewer reports finding a twisted-toe defect on the right shoe of every pair in their local store.
- Break-in
- The rubber sole flexes immediately, but the coated leather upper stays stiff and the footbed molds gradually with wear.
- Material hardness
- The upper is corrected-grain leather with a pigmented topcoat that keeps it stiff and prevents patina; creases may crack over time.
- Craftsmanship value
- Spanish shoemaking offers Italian-level quality at a lower price.
- Sole
- Embossed non-skid rubber sole lasts up to 50% longer than leather and provides reliable traction.
- Comfort
- The rubber sole flexes out of the box and absorbs shock, reducing foot fatigue during all-day wear.
- Noise reduction
- Rubber soles dampen footfall sound on hard floors, ideal for open-plan offices.
- All-weather
- Rubber sole repels water and provides slip resistance on slick surfaces.
- Sockless wear
- Leather footbed resists odor, stays breathable and soft for sockless wear.
- Leather finish
- Genuine leather upper is corrected-grain with a pigmented finish that locks in color, resists stains, but may develop fine cracking over years.
- Value and appearance
- Spanish construction offers Italian-quality value and a refined appearance praised by buyers.
- Upper care
- Wipe with damp cloth, apply cream cleaner, then buff wax polish.
- Storage
- Store with shoe trees to maintain shape and absorb moisture.
- Odor control
- Leather footbed wicks moisture and inhibits odor-causing bacteria.
- Fit
- The leather footbed gradually molds to the foot, and the shoe runs large—some buyers may need to size down or add an insert.
- Footbed
- Leather footbed resists flattening and includes padding for shock absorption.
- Use case
- Best suited to office or event wear; the stiff coated upper makes it less ideal for extended walking.
- Footbed fit over time
- The padded footbed settles with regular wear, so between-size buyers should choose the smaller size; the larger may eventually feel loose.
Product record
- Title
- Smooth Leather Penny Loafers Men
- Brand
- Simons
- Price
- 225 CAD
- Availability
- In stock
Buying Guide
1 comparison · 7 sourcesUses
Polished office wear with some fit caveats
Reviewers picked these penny loafers for professional settings, drawn to the subtle leather and attractive color. Some customers found sizing inconsistent and mentioned a possible twisted-toe defect, and the stiff material may cause discomfort during break-in, so trying them on before committing is worth considering.[1]
Product comparison
Compared within this brand.
| Smooth Leather Penny Loafers Men: Choose this for stylish office wear: reviewers found the subtle leather and attractive color suit professional settings, and the shoe features a polished leather upper, padded leather-covered footbed, embossed non-skid rubber sole, and a moc-toe penny loafer design made in Spain. Be aware of reported sizing inconsistencies (it reportedly runs large, and EU sizes don't match US sizes) and a possible twisted-toe defect plus very hard material that may mean an uncomfortable break-in, so trying it on in person is advised.[1] | Santiago Suede Penny Loafers Men: Choose this if you want a classic slip-on penny loafer in genuine suede, with a raised moc-toe apron, a strap with a slit detail across the vamp, and a low stacked heel. It pairs a padded footbed with a leather top cover and a leather outsole whose rubberized forefoot and heel are intended for better grip, and it is made in Portugal with a signature dust bag included, offered in sizes 40 to 45. Note the lining and sock are synthetic rather than leather.[2,3,4] | Black Venetian Loafers Men: Choose this if you want a Simons-exclusive, Canada-designed Venetian loafer in polished black leather with a stitched apron and classic slip-on styling for dress wear. It has a padded footbed, a non-skid embossed outer sole, and a signature dust bag included, in sizes 8 through 12. Note that the lining and sock are textile and synthetic rather than leather, which may matter if you prefer fully leather construction.[5,6,7] |
Image Analysis
3 images- 01
Product
Pair of black polished leather penny loafers shown from a top-down view; visible moc-toe apron with raised welt stitching and tan leather insoles stamped with brand and 'MADE IN SPAIN'.
- Overall shapeTwo full-size penny loafers shown from above, positioned side-by-side with toes at the top of the image and heels at the bottom.
2 regions
x 0.03 · y 0.03 · w 0.45 · h 0.94 (high); x 0.52 · y 0.03 · w 0.45 · h 0.94 (high) - Upper material and finishSmooth, highly polished black leather upper with a glossy reflection visible across the toe boxes.
2 regions
x 0.06 · y 0.04 · w 0.39 · h 0.36 (high); x 0.55 · y 0.04 · w 0.39 · h 0.36 (high) - Apron and stitchingRaised moc-toe apron outlined by visible single-row stitching and a distinct stitched welt running around the perimeter of each shoe.
2 regions
x 0.05 · y 0.04 · w 0.43 · h 0.44 (high); x 0.51 · y 0.04 · w 0.43 · h 0.44 (high) - Penny strap detailHorizontal penny strap across the vamp with a shallow, curved cutout detail centered on each strap.
2 regions
x 0.16 · y 0.20 · w 0.27 · h 0.12 (high); x 0.62 · y 0.20 · w 0.27 · h 0.12 (high) - Insole material and colorSmooth tan/caramel leather insole visible inside each shoe.
2 regions
x 0.07 · y 0.48 · w 0.35 · h 0.38 (high); x 0.55 · y 0.48 · w 0.35 · h 0.38 (high) - Brand stamp left insole“simons”
1 region
x 0.14 · y 0.65 · w 0.18 · h 0.16 (high) - Country stamp left insole“MADE IN SPAIN”
1 region
x 0.14 · y 0.71 · w 0.18 · h 0.10 (high) - Brand stamp right insole“simons”
1 region
x 0.62 · y 0.65 · w 0.18 · h 0.16 (high) - Country stamp right insole“MADE IN SPAIN”
1 region
x 0.62 · y 0.71 · w 0.18 · h 0.10 (high)
Other
Studio-style top-down product shot on a uniform pale gray background with soft shadows and even lighting.
- Shot compositionTop-down centered composition with both shoes fully visible and cropped minimally at outer edges.
- Background and surfaceSmooth pale gray background with subtle soft shadowing beneath each shoe.
- Lighting and reflectionsEven studio lighting producing glossy specular highlights on the toe boxes and along the vamp edges.
Colors
gloss black· upper#131314black· welt and stitching#131314tan leather· insole#BB935C- Overall shapeTwo full-size penny loafers shown from above, positioned side-by-side with toes at the top of the image and heels at the bottom.
- 02
Product
Pair of black leather penny loafers shown from a low side/rear three-quarter angle; visible details include shiny smooth upper, raised penny strap, moc toe stitching, stacked black heel and brown leather inner lining.
- Visible view and poseLow side and rear three-quarter view showing the outer sides, heels, and interior collar of both shoes with one shoe slightly in front of the other.
1 region
x 0.05 · y 0.25 · w 0.90 · h 0.65 (high) - Upper material and finishSmooth glossy leather upper with reflected highlights along the vamp and heel counter indicating a polished finish.
1 region
x 0.18 · y 0.32 · w 0.72 · h 0.30 (high) - Penny strapRaised penny strap across the vamp of the front shoe with visible topstitching and a curved cutout forming the traditional penny pocket.
1 region
x 0.62 · y 0.18 · w 0.28 · h 0.18 (high) - Moccasin stitchingHand-sewn style moc-toe stitching visible along the front edge of the vamp near the toe and along the apron seam.
1 region
x 0.55 · y 0.16 · w 0.34 · h 0.14 (high) - Stacked heel and soleThick stacked black sole and heel with a slight notch at the arch and visible welt stitching where the sole meets the upper.
2 regions
x 0.08 · y 0.62 · w 0.48 · h 0.27 (high); x 0.56 · y 0.60 · w 0.36 · h 0.27 (high) - Interior liningBrown suede or leather inner lining visible along the collar and inside the shoe opening, contrasting with the black exterior.
2 regions
x 0.42 · y 0.35 · w 0.40 · h 0.18 (high); x 0.72 · y 0.34 · w 0.18 · h 0.16 (high) - Heel counter constructionRear heel counter shows a vertical seam with decorative whipstitching detail wrapping from the side to the back.
1 region
x 0.12 · y 0.46 · w 0.22 · h 0.26 (high)
Other
Shoes photographed on a light neutral background with soft directional lighting from above-left creating gentle shadows; image is a close crop showing lower two-thirds of the frame.
- Background and stagingUniform light gray background with no visible props or packaging.
1 region
x 0.00 · y 0.00 · w 1.00 · h 1.00 (high) - Lighting and shadowSoft directional lighting from upper-left producing subtle highlights on the leather and soft shadow beneath and to the right of the shoes.
- Image cropClose crop excludes full toe of the front shoe and cuts off part of the rear shoe, focusing on mid and rear sections.
1 region
x 0.00 · y 0.14 · w 1.00 · h 0.86 (high)
Colors
gloss black· upper leather#0E0E0Atan brown· interior lining#4D4D4Amatte black· sole and heel#12120D- Visible view and poseLow side and rear three-quarter view showing the outer sides, heels, and interior collar of both shoes with one shoe slightly in front of the other.
- 03
Product
Side-profile view of a single black leather penny loafer showing the upper, penny strap with cutout, apron stitching, low stacked heel, and stitched welt above a black sole; a small tan interior lining patch is visible at the vamp opening.
- Overall profileSingle left-side profile of a low-cut slip-on shoe photographed on its outer side; shoe sits horizontally across the image with toe to the right and heel to the left.
1 region
x 0.06 · y 0.42 · w 0.88 · h 0.28 (high) - Upper material and finishSmooth glossy black leather upper with a reflective sheen across the vamp and quarter panels.
1 region
x 0.12 · y 0.44 · w 0.66 · h 0.20 (high) - Penny strapHorizontal penny strap across the vamp with a central rectangular cutout and decorative folded edges.
1 region
x 0.52 · y 0.40 · w 0.19 · h 0.14 (high) - Apron stitchingVisible raised apron stitching around the toe area running along the vamp edge in matching dark thread.
1 region
x 0.64 · y 0.50 · w 0.30 · h 0.12 (high) - Welt and sole junctionStitched welt visible where the upper meets the sole; a thin welt line sits above the thicker black sole.
1 region
x 0.08 · y 0.60 · w 0.84 · h 0.10 (high) - Heel constructionLow stacked heel in black with layered appearance and a rectangular profile.
1 region
x 0.05 · y 0.58 · w 0.18 · h 0.14 (high) - Interior lining visibleSmall exposed patch of tan/brown interior lining visible at the top edge of the vamp opening near the instep.
1 region
x 0.55 · y 0.43 · w 0.06 · h 0.08 (high)
Other
Studio-style product shot on a uniform light gray background with soft even lighting and a faint soft shadow beneath the shoe; image is horizontally centered and cropped with ample empty space above the shoe.
- Background and stagingLight neutral gray seamless background with no props or packaging visible.
1 region
x 0.00 · y 0.00 · w 1.00 · h 1.00 (high) - Lighting and shadowEven diffuse lighting with soft shadow directly underneath the sole and slight highlight reflections on the leather surface.
- Shot compositionSide-on product composition showing only one shoe centered horizontally in the lower half of the frame; top portion of image contains empty space.
Colors
gloss black· upper#151512matte black· sole and heel#13130Dtan brown· interior lining- Overall profileSingle left-side profile of a low-cut slip-on shoe photographed on its outer side; shoe sits horizontally across the image with toe to the right and heel to the left.
Variants
18 SKUs| SKU | Title | Price | Avail |
|---|---|---|---|
| 4325891 | Smooth Leather Penny Loafers Men - Black - 40 | CA$225.00 | Yes |
| 4325892 | Smooth Leather Penny Loafers Men - Black - 41 | CA$225.00 | Yes |
| 4325893 | Smooth Leather Penny Loafers Men - Black - 42 | CA$225.00 | Yes |
| 4325894 | Smooth Leather Penny Loafers Men - Black - 43 | CA$225.00 | Yes |
| 4325895 | Smooth Leather Penny Loafers Men - Black - 44 | CA$225.00 | Yes |
| 4325896 | Smooth Leather Penny Loafers Men - Black - 45 | CA$225.00 | Yes |
| 4325897 | Smooth Leather Penny Loafers Men - Chocolate/espresso - 40 | CA$225.00 | Yes |
| 4325898 | Smooth Leather Penny Loafers Men - Chocolate/espresso - 41 | CA$225.00 | Yes |
| 4325899 | Smooth Leather Penny Loafers Men - Chocolate/espresso - 42 | CA$225.00 | Yes |
| 4325900 | Smooth Leather Penny Loafers Men - Chocolate/espresso - 43 | CA$225.00 | Yes |
| 4325901 | Smooth Leather Penny Loafers Men - Chocolate/espresso - 44 | CA$225.00 | Yes |
| 4325902 | Smooth Leather Penny Loafers Men - Chocolate/espresso - 45 | CA$225.00 | Yes |
| 4457067 | Smooth Leather Penny Loafers Men - Burgundy - 40 | CA$225.00 | Yes |
| 4457068 | Smooth Leather Penny Loafers Men - Burgundy - 41 | CA$225.00 | Yes |
| 4457069 | Smooth Leather Penny Loafers Men - Burgundy - 42 | CA$225.00 | Yes |
| 4457070 | Smooth Leather Penny Loafers Men - Burgundy - 43 | CA$225.00 | Yes |
| 4457071 | Smooth Leather Penny Loafers Men - Burgundy - 44 | CA$225.00 | Yes |
| 4457072 | Smooth Leather Penny Loafers Men - Burgundy - 45 | CA$225.00 | Yes |
Documents & Data
Customer Reviews
4 total4 reviews · out of 5
ATTENTION : DIFFÉRENCE NOTABLE
41 EUR NE CORRESPOND PAS À LA TAILLE USA 8
Beautiful leather
Nice subtle leather, colour. A bit too large. I wear 12. I bought an insert fits fine now.
Penny loafers
Love them!
Factory defects on all pairs at the store
Amazing colour , very hard material , right shoe was twisted on toe , same issue on every single pair on the store , pity and huge lose for the company