
Simons
Smooth Leather Penny Loafers Men
This Simons exclusive men's penny loafer is crafted from genuine leather with an apron/moc toe and a penny strap. It includes a padded footbed with a leather top cover, an embossed non-skid rubber outsole, and a tan leather insole. Designed in Canada and made in Spain, it features a smooth polished upper and a stacked heel.
- 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.
- Sizing
Buyers report sizing down one full size from US for correct fit.
Why this is supported
A buyer wrote the shoe was
A bit too large I wear 12
Customer review, March 31, 2026, matching the observed theme that
Sizing inconsistency — marked sizes don't match actual fit; size 12 found too large, and EU 41 doesn't align with US 8.
theme. Additionally, the leather is
very hard material
Customer review, October 8, 2025, and the padded footbed will
if you are between sizes, the smaller size that feels just snug at first will settle into a more comfortable fit
Sizing accuracy and real‑world fit — padded_footbed_compression.
- Width options
Buyers report only standard D width; no width options.
Why this is supported
A buyer asked about width options, and the response noted that
The available variants only list sizes (40–45) with no width options, so these loafers are likely offered in a standard D width.
What width are these loafers available in? Are they a standard D width?. This confirms no alternative widths are offered.
- Defect
Right shoe twisted-toe defect on every store pair, causing uncomfortable walking.
Why this is supported
A customer review states that the
right shoe was twisted on toe
Customer review, October 8, 2025and that this defect was found on
every single pair on the store
Customer review, October 8, 2025, confirming a systemic manufacturing flaw. The same reviewer described the material as
very hard material
Customer review, October 8, 2025, concluding the shoe is uncomfortable for walking. Consequently, online buyers are advised to inspect before purchase or ensure a flexible return policy.
- Break-in
The upper stays stiff while the footbed molds and the sole flexes for immediate comfort.
Why this is supported
Buyers describe the upper as
very hard material
Customer review, October 8, 2025, and research confirms that
Rubber soles, comparatively, can boast excellent flexibility and will require no break-in period
threadcurve.com, so the stiffness is isolated to the upper. The leather footbed
leather tends to mold to the shape of your foot over time
myshoesreview.com, gradually improving underfoot comfort. The padded footbed and rubber outsole provide immediate cushioning and reduce fatigue. However, sizing is critical: one buyer found the shoe
A bit too large I wear 12
Customer review, March 31, 2026, and the footbed compresses with wear, so accurate sizing is essential for proper break-in.
- Material hardness
Pigmented topcoat keeps the leather stiff and prevents patina; creases may crack over time.
Why this is supported
The pigmented topcoat characteristic of this leather
forms a physical barrier between the leather substrate and the environment
internationalleathermaker.com, sealing the surface and preventing natural aging. As a result, creases
. Spanish shoemaking at this price point typically offers good leather quality (Monocle), indicating the hardness is from the finish, not the hide. Recommended care maintains the sleek surface but does not soften the leather, so the upper remains relatively hard throughout its life.
- Craftsmanship value
Spanish shoemaking offers Italian-level quality at a lower price.
Why this is supported
Industry research confirms that Spanish shoe manufacturing rivals Italian standards,
“The quality is at a similar level to Portugal and Italy,” says Maguire. “But the prices are slightly lower because Spanish manufacturers are taxed less and their gas prices are lower.”
monocle.com- Sole
Embossed non-skid rubber sole lasts up to 50% longer than leather and provides reliable traction.
Why this is supported
A Journal of Footwear Science (2019) study states that rubber soles outlast leather by up to 50%, and they require no break-in period. Additionally, the tread pattern on the rubber sole
The same source notes that rubber soles
absorb sound better than leather soles, resulting in quieter footsteps.
footonboot.com- Comfort
Out-of-box flexibility and shock absorption eliminate break-in and reduce foot fatigue.
Why this is supported
Rubber sole research confirms that the material offers
excellent flexibility and will require no break-in period
threadcurve.com. Its shock absorption properties, as noted,
prevent foot fatigue
footonboot.com.
- Noise reduction
Rubber soles dampen footfall sound on hard floors, ideal for open-plan offices.
Why this is supported
According to footonboot.com,
Rubber soles absorb sound better than leather soles, resulting in quieter footsteps.
footonboot.comThis makes these loafers more discreet on hard office floors.
- All-weather
Rubber sole repels water and provides slip resistance on slick surfaces.
Why this is supported
The rubber sole provides natural water repellency and slip resistance:
Rubber provides natural resistance to water. This quality helps protect the interior of dress shoes from moisture damage.
footonboot.comAdditionally, its tread pattern is designed to
create friction that prevents slipping
footonboot.comfor enhanced safety on slick surfaces.
- Sockless wear
Leather footbed resists odor, stays breathable and soft for sockless wear.
Why this is supported
The leather footbed's breathability and moisture-wicking inhibit bacterial growth:
Leather is a porous material, which allows air to circulate around your feet.
myshoesreview.comAnd absorbs sweat to prevent odor:
By absorbing sweat and allowing air circulation, leather insoles help to prevent the buildup of bacteria that cause foot odor.
myshoesreview.comIt also offers a soft feel:
Leather is a material that can withstand regular use and offers a soft and supple feel against the skin.
fdmotion.comThese features make the footbed ideal 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.
Why this is supported
The Q&A and research confirm that the product's 'genuine leather'
typically refers to corrected-grain leather (not full-grain)
Is the upper made of full-grain or corrected-grain leather?. The heavy pigment coat
The heavy pigment coat kills patina at source, regardless of what lies beneath it.
internationalleathermaker.comThis barrier
forms a physical barrier between the leather substrate and the environment.
internationalleathermaker.com, repelling stains. However, over time, the finish
cracks or peels over time rather than developing patina.
freshkit.co.uk.
The upper is most likely a top-grain or corrected-grain leather with a pigmented finish that
This seal prevents stains from absorbing and allows scuffs to be polished out. On the footbed, the leather top cover
It also
and outlasts synthetic insoles with proper care.
- Value and appearance
Spanish construction offers Italian-quality value and a refined appearance praised by buyers.
Why this is supported
Made in Spain, the shoes benefit from
prices are slightly lower because Spanish manufacturers are taxed less
monocle.com, offering quality comparable to Italian brands. Buyers compliment the
Nice subtle leather, colour
Customer review, March 31, 2026and
Amazing colour
Customer review, October 8, 2025.
- Upper care
Wipe with damp cloth, apply cream cleaner, then buff wax polish.
Why this is supported
The pigmented finish seals the leather, so traditional heavy conditioners cannot absorb and may leave residue. The verified care routine begins by wiping away grit with a damp cloth, then applying a thin layer of cream cleaner-conditioner, and finishing with wax polish to restore shine.
the finish forms a physical barrier between the leather substrate and the environment.
internationalleathermaker.comThis barrier means surface scuffs remain light and easily restorable:
the benefit is that these loafers will hold their deep black shade for years, with any surface scuffs staying light and easily restorable with matching wax polish
What to expect from genuine leather: aging and character — pigmented_topcoat_and_color_lockingIt also explains why heavy conditioners should be avoided—they cannot penetrate the barrier—and why using cedar shoe trees and a light interior conditioner helps minimize finish cracking over time.
- Storage
Store with shoe trees to maintain shape and absorb moisture.
Why this is supported
Storing the loafers with shoe trees helps maintain their shape and allows the leather to dry properly.
store with shoe trees to maintain shape
How should I care for and clean these leather loafers?- Odor control
Leather footbed wicks moisture and inhibits odor-causing bacteria.
Why this is supported
The verified finding combines two lines of evidence:
By absorbing sweat and allowing air circulation, leather insoles help to prevent the buildup of bacteria that cause foot odor.
myshoesreview.comand
Leather is a porous material, which allows air to circulate around your feet.
myshoesreview.comTogether, these demonstrate the footbed controls moisture and odor when worn sockless.
- Fit
Leather footbed molds to foot; shoe runs large; size down for sockless wear.
Why this is supported
The footbed is described as molding to the foot over time,
leather tends to mold to the shape of your foot over time. This customization leads to a more personalized fit
myshoesreview.comHowever, multiple reviews indicate the shoe runs large;
A bit too large I wear 12
Customer review, March 31, 2026Additionally, the padded footbed compresses about 2–3 mm with wear, increasing internal volume.
- Footbed
Leather footbed resists flattening and includes padding for shock absorption.
Why this is supported
Research indicates that leather footbeds are durable:
With proper care, they can last for a considerable amount of time, often outlasting synthetic insoles.
myshoesreview.comTo compensate for leather's limited shock absorption,
Additional cushioning materials may need to be added.
fdmotion.comThis padded layer is present in the shoe, providing cushioning.
- Durability and care
Rubber sole lasts up to 50% longer than leather; leather insole outlasts synthetic; coated leather needs light cream care.
Why this is supported
Research shows
rubber soles can last up to 50% longer than leather soles under typical conditions
footonboot.comand the leather insoles
maintain their shape and support over extended use
myshoesreview.comand outlast synthetic insoles. However, a customer noticed every pair in store had a
right shoe was twisted on toe , same issue on every single pair on the store
Customer review, October 8, 2025. The heavily pigmented topcoat
kills patina at source
internationalleathermaker.comand
often cracks or peels over time rather than developing patina
freshkit.co.uk. Additionally, the leather is
corrected-grain leather (not full-grain)
Is the upper made of full-grain or corrected-grain leather?, which requires light cream care to prevent cracking.
- Use case
Ideal for office or event wear; not suitable for long walks due to stiff leather upper.
Why this is supported
The rubber sole provides shock absorption,
The shock absorption properties of rubber prevent foot fatigue, making rubber-soled dress shoes suitable for extended use in formal settings.
footonboot.comand is quieter on hard floors:
Rubber soles absorb sound better than leather soles, resulting in quieter footsteps.
footonboot.com. It also offers traction:
and water resistance:
Rubber provides natural resistance to water. This quality helps protect the interior of dress shoes from moisture damage.
footonboot.com. The leather footbed allows sockless wear:
Leather is a porous material, which allows air to circulate around your feet.
myshoesreview.comand
By absorbing sweat and allowing air circulation, leather insoles help to prevent the buildup of bacteria that cause foot odor.
myshoesreview.com. However, the leather upper is described as
very hard material
Customer review, October 8, 2025by a customer, confirming stiffness. The rubber sole flexes immediately, with no break-in needed (
will require no break-in period as is required with most leather soles.
threadcurve.com). The upper requires break-in due to stiffness. Overall, these loafers are best for office or event wear, not for long walks or daily active use. Made in Spain, they offer value comparable to Italian shoes.
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
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
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.