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
Color
Size
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
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.
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