Duke + Dexter
Wilde Midnight Chateau Penny Loafers Men
CA$550.00CAD
In Stock
These men's penny loafers are black polished leather shoes with a contrasting cream/ivory moc-toe vamp panel decorated with printed illustrations and gold-tone embroidery, secured by a classic penny strap. They have a genuine leather lining, a padded footbed with a leather top cover, and a TPU outsole with anti-slip grip for regular casual and smart-casual wear. Each pair includes a signature storage bag; the shoes are a Simons exclusive designed in Canada and made in the UK.
- Color
- Midnight
- Material
- Italian leather upper, genuine leather lining, TPU outsole
- Gender
- male
- Style
- classic, smart-casual, preppy
- Category
- Apparel & Accessories > Shoes
Color
Specifications
Men's penny loafers crafted with Italian leather, leather lining, and a padded footbed.
Italian leather upper, genuine leather lining, padded leather-covered footbed, anti-slip TPU outsole, signature storage bag included.
- Color
- Midnight
- Material
- Italian leather upper, genuine leather lining, TPU outsole
- Secondary
- polyurethane
- Style
- classic, smart-casual, preppy
- Occasion
- work, business-casual, everyday
- Gender
- male
- Age Group
- adult
- Condition
- new
- Category
- Apparel & Accessories > Shoes
Additional Attributes
- High-quality Italian leather upper
- Genuine leather lining
- Padded footbed with leather top cover
- TPU outsole with anti-slip grip
- Signature storage bag included
- Made in the UK
- Simons exclusive
- Designed in Canada
- Penny loafer silhouette
- Slip-on design
- Midnight colorway
Product Insights
Wilde Midnight Chateau Penny Loafers Men 550 CAD Runs true to size; buy your exact size rather than sizing down. TPU anti-slip outsole grips wet pavement better than a traditional leather dress sole. Firmer underfoot than a blown-rubber or sneaker sole. Wipe with a damp cloth, dry naturally away from heat, then use a small amount of neutral cream polish and buff.
Verified claims
- Product
- Wilde Midnight Chateau Penny Loafers Men
- Fit & sizing
- Runs true to size; buy your exact size rather than sizing down.
- Size range
- Offered in EU 41–45, with 41 and 45 as hard stops.
- Half sizes
- No half sizes; half-size wearers should go up to the nearest whole size.
- Break-in
- Short break-in, typically a handful of wears.
- Lining comfort
- Leather lining is soft against the skin and conforms to the foot over time.
- Moisture & odour
- Leather lining breathes and wicks moisture, helping reduce odour versus synthetic linings.
- Underfoot comfort
- Padded footbed with a leather top cover adds cushioning and a smooth interior.
- Outsole grip
- TPU anti-slip outsole grips wet pavement better than a traditional leather dress sole.
- Outsole durability
- TPU is tough and abrasion-resistant, among the more durable common sole materials.
- Comfort tradeoff
- Firmer underfoot than a blown-rubber or sneaker sole.
- Leather care
- Wipe with a damp cloth, dry naturally away from heat, then use a small amount of neutral cream polish and buff.
- Storage
- Store in the included signature dust bag in a cool, dry place.
- Between wears
- Use cedar shoe trees and rotate pairs to dry the leather footbed and lining.
- Putting on
- Use a shoehorn to protect the heel shape and prevent creasing.
- Materials
- Italian leather upper, genuine leather lining and sock, TPU outsole.
- Design details
- Black polished leather penny loafer with cream illustrated vamp panel, penny strap and contrast stitching.
- Sole construction
- Low stacked heel and black welted-look sole with a layered mid stripe.
- Styling & uses
- Penny loafer silhouette works with tailored looks and smart-casual denim, from office to dinner.
- Design origin
- Simons exclusive designed in Canada, made in the UK.
- Value
- 550 CAD covers Italian leather, leather lining, padded footbed, TPU sole and UK make.
- Colorway
- Black only across all five sizes.
Product record
- Title
- Wilde Midnight Chateau Penny Loafers Men
- Brand
- Duke + Dexter
- Price
- 550 CAD
- Availability
- In stock
Buying Guide
1 comparison · 14 sourcesProduct comparison
Compared within this brand.
| Wilde Midnight Chateau Penny Loafers Men: Choose this if you want a statement penny loafer with personality: a polished black Italian leather upper paired with a contrasting cream vamp panel featuring decorative gold-tone printed motifs and embroidery, plus classic details like a slotted penny strap, moc-toe topstitching, and a low stacked heel. It is made in the UK and designed in Canada as a Simons exclusive, with a genuine leather lining, padded footbed, and a TPU outsole with anti-slip grip. Note that it is offered only in black with this contrasting cream vamp in sizes 41 through 45, so the bold two-tone look is the only option here.[1,2,3,4] | Wilde Snake Penny Loafers Men: Choose this if you want a bold, statement penny loafer with personality: a high-quality Italian leather upper in a snakeskin look (a print, not actual snakeskin) with brown and tan scale patterning, glossy finish, cream vamp panels with printed coiled snake motifs, and contrasting topstitching. It pairs that eye-catching look with classic loafer construction — rounded moc toe, stitched slit penny strap, low stacked heel, leather lining and padded leather-covered footbed, and a TPU outsole with anti-slip grip — and it is designed in London and handcrafted in a family-run Sheffield workshop, with a signature dust bag included and sizes 41 to 45 available. One wearer reports it fits like a glove worn with socks or hidden socks; if you prefer understated plain leather dress shoes, the snake print is the defining feature to weigh before choosing.[5,6,7,8,9,10,11] | Van Gogh Skeleton Wilde Penny Loafers Men: Choose this if you want a statement penny loafer with expressive artwork: a painted skull motif and printed decorative vamp panel on a smooth black Italian leather upper, made in the UK with a leather lining, padded footbed with leather top cover, anti-slip TPU outsole, and a signature dust bag included. One wearer reports these fit like a glove with socks or hidden no-show socks, though the possibility of comfortable sockless wear is only that wearer's impression. Offered in EU sizes 41 through 45, though availability may vary.[10,12,13,14] |
Image Analysis
3 images- 01
Product
Pair of men's penny-loafer style shoes photographed from a low front-three-quarter angle; black smooth leather body with contrasting cream/ivory vamp panels that have decorative printed illustrations and a black penny strap across each vamp.
- Overall silhouetteTwo loafers shown as a pair, toe-forward perspective with left shoe slightly behind and turned slightly outward and right shoe more front-facing; low stacked heel and rounded toe shape.
1 region
x 0.06 · y 0.33 · w 0.87 · h 0.56 (high) - Upper material and finishSmooth, polished black leather (or leather-like) covers the apron, quarters, heel counter and penny strap; surface appears glossy with subtle highlights.
2 regions
x 0.06 · y 0.48 · w 0.44 · h 0.37 (high); x 0.52 · y 0.44 · w 0.38 · h 0.41 (high) - Contrasting vamp panelCream/ivory leather panel on the top of each vamp that contrasts with the black upper; panels extend from toe apron to the base of the tongue area and are visible on both shoes.
2 regions
x 0.06 · y 0.41 · w 0.35 · h 0.27 (high); x 0.54 · y 0.42 · w 0.31 · h 0.30 (high) - Penny strap detailHorizontal black strap (penny slot style) runs across each vamp, cut with an oval slit in the center; strap sits on top of the cream panel.
2 regions
x 0.12 · y 0.45 · w 0.26 · h 0.09 (high); x 0.60 · y 0.47 · w 0.22 · h 0.10 (high) - Decorative printed motifsAssorted printed sketches and small graphic elements on the cream vamp panels including numerals, small pictorial drawings, and a ring/chain motif on the right shoe; elements are in muted gray and gold tones.
2 regions
x 0.08 · y 0.50 · w 0.23 · h 0.19 (high); x 0.60 · y 0.51 · w 0.20 · h 0.18 (high) - Legible printed number“86”
1 region
x 0.10 · y 0.52 · w 0.10 · h 0.12 (high) - Toe stitchingVisible contrast stitching around the apron/edge of the cream panel where it meets the black upper; stitching appears in a white or light thread.
2 regions
x 0.06 · y 0.58 · w 0.44 · h 0.14 (high); x 0.53 · y 0.58 · w 0.38 · h 0.14 (high) - Sole and heelBlack low stacked sole with slight platform and a defined heel block; sole edge is matte black and visible around both shoes.
1 region
x 0.06 · y 0.69 · w 0.83 · h 0.18 (high) - Inner liningLight beige or cream inner lining visible at the shoe opening and around the tongue area.
2 regions
x 0.34 · y 0.28 · w 0.20 · h 0.16 (medium); x 0.67 · y 0.27 · w 0.18 · h 0.17 (medium)
Other
Studio-style product shot on a light gray background with soft shadows; even lighting and a slight shadow under shoes indicating a single front-left light source; image shows full shoes without props or packaging.
- Background and stagingUniform light gray background with no props; shoes are centered on the surface with soft drop shadows beneath and slightly to the right.
1 region
x 0.00 · y 0.00 · w 1.00 · h 1.00 (high) - Shot compositionLow-angle front-three-quarter view showing both shoes; slight perspective compression with right shoe closer to camera.
- Lighting and shadowSoft, diffused lighting producing gentle highlights on glossy leather and soft cast shadows beneath each shoe.
Colors
gloss black· upper leathercream ivory· vamp panel and inner liningmuted gold· printed accents on vamp- Overall silhouetteTwo loafers shown as a pair, toe-forward perspective with left shoe slightly behind and turned slightly outward and right shoe more front-facing; low stacked heel and rounded toe shape.
- 02
Product
Side profile of a single men's penny loafer showing polished black leather upper, contrasting cream/ivory moc-toe vamp insert with decorative gold-tone embroidery, penny strap with a classic slot, stacked low heel and black welted sole.
- Overall silhouetteLeft-side profile of one penny loafer oriented toe-right, showing a low vamp, rounded toe, and low stacked heel.
1 region
x 0.03 · y 0.45 · w 0.94 · h 0.34 (high) - Upper material and finishSmooth polished black leather upper with visible reflections indicating a glossy finish.
1 region
x 0.03 · y 0.52 · w 0.70 · h 0.23 (high) - Vamp insertContrasting cream/ivory moc-toe vamp panel that covers the front top of the shoe and extends under the penny strap.
1 region
x 0.55 · y 0.46 · w 0.25 · h 0.18 (high) - Decorative embroideryGold-tone embroidered decorative motif on the cream vamp; motif is ornate and sits toward the outer half of the vamp.
1 region
x 0.62 · y 0.49 · w 0.12 · h 0.09 (high) - Penny strapBlack leather penny strap across the vamp with a traditional horizontal slot cutout.
1 region
x 0.48 · y 0.47 · w 0.20 · h 0.11 (high) - Moc stitchingContrasting visible topstitching along the moc-toe seam and around the vamp in a lighter thread color.
1 region
x 0.56 · y 0.52 · w 0.39 · h 0.14 (high) - Sole constructionBlack welted sole with a slight raised welt line and a low stacked heel composed of layered black material.
1 region
x 0.03 · y 0.66 · w 0.92 · h 0.10 (high) - Heel detailLow square stacked heel with a horizontal layered appearance and flat base.
1 region
x 0.03 · y 0.64 · w 0.18 · h 0.12 (high)
Other
Studio product shot on a pale neutral gray background with soft shadow beneath the shoe; clean centered composition showing full shoe side profile.
- Background and stagingUniform light gray background with subtle gradient and no props or packaging visible.
- Shadow and lightingSoft shadow directly beneath the shoe indicating diffuse studio lighting from above; highlights on leather show a glossy specular reflection.
1 region
x 0.10 · y 0.73 · w 0.80 · h 0.10 (medium) - View and framingShoe photographed in perfect left-side profile, centered horizontally and occupying the lower half of the frame.
Colors
polished black· main uppercream ivory· vamp insertgold embroidery· embroiderymatte black· sole and heel- Overall silhouetteLeft-side profile of one penny loafer oriented toe-right, showing a low vamp, rounded toe, and low stacked heel.
- 03
Product
Rear-angle view of a pair of black leather penny loafers showing heels, stacked soles, contrast stitching, and visible beige leather linings.
- View and poseRear three-quarter view showing both shoes from the heel side; the right shoe is slightly closer to camera and the left shoe is set back to the left.
2 regions
x 0.40 · y 0.42 · w 0.56 · h 0.51 (high); x 0.02 · y 0.45 · w 0.44 · h 0.45 (high) - Upper material and finishSmooth, polished black leather upper with a glossy finish visible on heel counters and side panels.
1 region
x 0.20 · y 0.48 · w 0.70 · h 0.36 (high) - Heel and sole constructionStacked heel and sole with distinct layered appearance including a darker mid stripe and a lower black outsole; heel is squared-off.
1 region
x 0.39 · y 0.72 · w 0.58 · h 0.22 (high) - Stitching detailContrast stitching around heel seam and upper edge appearing lighter than the black leather, forming visible horizontal and vertical stitch lines.
1 region
x 0.25 · y 0.48 · w 0.66 · h 0.28 (high) - Inner lining visibleBeige/tan leather lining visible inside the shoe openings with printed text on the insole area that is partially visible.
2 regions
x 0.58 · y 0.30 · w 0.28 · h 0.20 (high); x 0.30 · y 0.30 · w 0.26 · h 0.20 (high) - Insole text (partial)“Made in”Partial
1 region
x 0.58 · y 0.30 · w 0.20 · h 0.10 (medium)
Other
Studio product shot on a light grey seamless background with soft shadow under shoes; even frontal lighting and shallow perspective from low camera height.
- Background and surfaceUniform light grey seamless background and surface with soft diffuse shadow under the heels.
- Shot compositionLow-angle studio composition framing the lower two-thirds of the image with significant empty space above the shoes.
1 region
x 0.00 · y 0.00 · w 1.00 · h 0.60 (high) - Image qualitySharp focus on shoes with even lighting and minimal visible reflections; no visible noise or motion blur.
Colors
gloss black· upper leatherbeige tan· inner lining / insoledark slate grey· stacked sole mid stripe- View and poseRear three-quarter view showing both shoes from the heel side; the right shoe is slightly closer to camera and the left shoe is set back to the left.
Variants
5 SKUs| SKU | Title | Price | Avail |
|---|---|---|---|
| 4731219 | Wilde Midnight Chateau Penny Loafers Men - Black - 41 | CA$550.00 | Yes |
| 4680501 | Wilde Midnight Chateau Penny Loafers Men - Black - 42 | CA$550.00 | Yes |
| 4680502 | Wilde Midnight Chateau Penny Loafers Men - Black - 43 | CA$550.00 | Yes |
| 4680503 | Wilde Midnight Chateau Penny Loafers Men - Black - 44 | CA$550.00 | Yes |
| 4680504 | Wilde Midnight Chateau Penny Loafers Men - Black - 45 | CA$550.00 | Yes |