Tayil reinforced-toe derby shoes Men product image (primary)
Left-side profile of a single black leather derby shoe with a cap-toe seam, open-lacing quarters, low stacked heel, and visible small embossed 'BOSS' mark on the heel.

BOSS

Tayil Reinforced-Toe Derby Shoes Men

CA$269.00CAD
In Stock

The BOSS by HUGO BOSS Tayil Reinforced-Toe Derby Shoe for Men is a classic lace-up dress shoe with a reinforced toe and cap-toe design, suitable for formal and business wear. It features a LWG-certified cowhide leather upper, waxed round laces, padded footbed, and a non-skid embossed outer sole, with an open-lacing derby construction and low stacked heel. Model number 50568800.

Material
LWG-certified cowhide leather upper
Gender
male
Style
classic, formal
Category
Apparel & Accessories > Shoes

Color

BlackBrown

Size

899.51010.5111213

Specifications

Classic derby shoes with reinforced toe and LWG-certified cowhide leather upper, designed for men.

Reinforced toe, padded footbed, non-skid embossed outer sole.

Material
LWG-certified cowhide leather upper
Style
classic, formal
Gender
male
Age Group
adult
Condition
new
Category
Apparel & Accessories > Shoes

Additional Attributes

  • reinforced-toe design
  • derby shoe style
  • LWG-certified cowhide leather upper
  • waxed round laces
  • padded footbed
  • non-skid embossed outer sole
  • BOSS by HUGO BOSS branding
  • model number 50568800

Product Insights

The BOSS Tayil Reinforced-Toe Derby Shoes offer a polished, formal silhouette with LWG-certified leather and a stiffened leather cap-toe for scuff resistance, but the cemented sole is non-replaceable, making them disposable after sole wear—a tradeoff between immediate comfort and long-term repairability at $269 CAD.

Verified claims

Leather certification
LWG-certified leather from tanneries independently audited, 93% at Silver tier or above.
Toe reinforcement
Reinforced toe is a stiffened leather cap, not a safety toe.
Width
Available in standard width only; no narrow or wide options.
Comfort
Zero break-in and all-day comfort from flexible TPU outsole and padded footbed.
Fit
Runs true to size; open lacing adjusts to high insteps and wide feet.
Durability
Reliable grip and scuff-resistant cap-toe; cemented sole is not replaceable.
Resoleability
Cemented sole prevents resoling; shoe is disposable after sole wear.
Sizing
True to size; almond toe extends visual length but does not affect fit.
Toe type
Reinforced toe is a stiffened leather cap for dress wear, not a safety toe.
Styling
Cap-toe seam defines formal silhouette for a polished, structured look.
Repairability
Buyers confirm the sole is cemented and cannot be resoled.
Value
At $269 CAD, the Tayil is seen as a fashion-label quality shoe versus similarly priced resoleable alternatives.

Product record

Title
Tayil Reinforced-Toe Derby Shoes Men
Brand
BOSS
Price
269 CAD
Availability
In stock

Image Analysis

3 images
Tayil reinforced-toe derby shoes Men product image (primary)
01

Product

Left-side profile of a single black leather derby shoe with a cap-toe seam, open-lacing quarters, low stacked heel, and visible small embossed 'BOSS' mark on the heel.

  • SilhouetteClassic low-profile derby shoe shown in left-side profile with a gently rounded toe and a slightly tapered forefoot.
    1 regionx 0.04 · y 0.52 · w 0.92 · h 0.34 (high)
  • Upper material and finishSmooth polished black leather upper with a low sheen and visible subtle reflections across the vamp and quarters.
    1 regionx 0.12 · y 0.52 · w 0.76 · h 0.28 (high)
  • Lacing and quartersOpen-lacing derby construction with a stitched eyelet tab; four visible eyelets and round black laces threaded through them.
    1 regionx 0.38 · y 0.48 · w 0.22 · h 0.18 (high)
  • Cap-toe seamStraight stitched cap-toe seam across the forefoot creating a defined toe cap.
    1 regionx 0.56 · y 0.58 · w 0.36 · h 0.18 (high)
  • Heel constructionLow stacked heel with a smooth finish and a slightly raised heel block separated from the sole by a narrow welt line.
    1 regionx 0.02 · y 0.64 · w 0.22 · h 0.18 (high)
  • Brand embossEmbossed text 'BOSS' on the outer face of the heel block.
    1 regionx 0.06 · y 0.72 · w 0.08 · h 0.05 (medium)
  • Welt stitchingContinuous narrow welt stitch visible along the junction of the upper and outer sole following the shoe perimeter.
    1 regionx 0.08 · y 0.66 · w 0.84 · h 0.08 (high)

Other

Studio product shot showing the shoe on a neutral light gray background with a soft shadow below; left-side profile centered horizontally near the image bottom.

  • View and compositionLeft-side profile view of one shoe centered horizontally and occupying the lower third of the frame.
    1 regionx 0.00 · y 0.48 · w 1.00 · h 0.44 (high)
  • BackgroundEven light gray studio background with no visible props or packaging.
  • Shadow and lightingSoft drop shadow beneath the shoe and even frontal lighting producing subtle highlights on leather surfaces.
    1 regionx 0.10 · y 0.74 · w 0.80 · h 0.12 (medium)

Colors

black· upper leather#0E0E0Eblack· sole and heel#0E0E0E
Tayil reinforced-toe derby shoes Men product image 2
02

Product

Rear and sole view of a pair of black leather dress derby shoes; visible heel, back upper, welt stitching, stacked heel, and the outer sole with embossed brand text.

  • Right shoe heel and back upperRight shoe is shown from the rear-quarter angle revealing a smooth black leather back panel with a vertical back seam, curved top line, visible row of decorative stitching along the heel counter, and a low stacked heel with a slightly rounded outer edge.
    1 regionx 0.48 · y 0.40 · w 0.47 · h 0.46 (high)
  • Left shoe outer soleLeft shoe is laid on its side showing the outer sole with a smooth textured rubber forefoot area, an inset rectangular heel plate with visible fastening pins, and the word BOSS embossed vertically into the mid sole area.
    1 regionx 0.02 · y 0.32 · w 0.56 · h 0.46 (high)
  • Welt and stitching detailA visible welt seam runs around the perimeter where the upper meets the sole with neat machine stitching visible along the upper edge of the sole.
    1 regionx 0.40 · y 0.62 · w 0.52 · h 0.28 (medium)
  • Embossed brand text on soleBOSS
    2 regionsx 0.12 · y 0.50 · w 0.10 · h 0.18 (high); x 0.78 · y 0.80 · w 0.12 · h 0.12 (high)
  • Lace stay and collar interiorPart of the shoe collar and lace stay opening is visible from above on the right shoe, showing a smooth interior lining and a slightly rounded collar edge.
    1 regionx 0.66 · y 0.44 · w 0.18 · h 0.16 (medium)

Other

Studio product shot on a light gray seamless background with soft shadowing under the shoes; composition crops parts of both shoes and focuses on rear and sole details.

  • Background and surfaceUniform light gray seamless background and flat surface with soft diffuse lighting and subtle shadow beneath the shoes.
  • Shot compositionClose-up studio composition with the left shoe rotated sole-up at left and the right shoe rear-facing at right; both shoes are partially cropped by the image edges.
  • Image qualityHigh-resolution, well-lit image with clear detail and minimal noise; small specular highlights on leather surface visible.

Colors

polished black· upper leather (right shoe back)#0E0E0Ematte black· outer sole and heel#141414
Tayil reinforced-toe derby shoes Men product image 3
03

Product

Top-down view of a pair of black leather dress derby shoes showing cap-toe seams, five-eyelet lace facings, ribbed welt edge and visible insoles with printed branding.

  • Overall shape and viewPair of full-top-view dress shoes photographed from above, toes pointing upward, heels at bottom of frame, both shoes fully visible and symmetrically arranged.
  • Material and finishSmooth black leather upper with a polished, low-sheen finish and subtle highlights on curved surfaces.
    1 regionx 0.06 · y 0.03 · w 0.88 · h 0.62 (high)
  • Cap-toe seamHorizontal seam across each toe creating a cap-toe detail clearly visible near the upper third of each shoe.
    2 regionsx 0.07 · y 0.06 · w 0.42 · h 0.22 (high); x 0.51 · y 0.06 · w 0.42 · h 0.22 (high)
  • Lacing and eyeletsClosed facing with thin rounded black laces threaded through stacked eyelets on each shoe; laces tied flat and tucked within the facing area.
    2 regionsx 0.18 · y 0.34 · w 0.20 · h 0.20 (high); x 0.62 · y 0.34 · w 0.20 · h 0.20 (high)
  • Stitching detailsVisible stitched seams around the quarters and along the toe cap seam; stitching is tonal and closely spaced.
    2 regionsx 0.12 · y 0.28 · w 0.36 · h 0.44 (high); x 0.52 · y 0.28 · w 0.36 · h 0.44 (high)
  • Welt/rim textureRaised welt or rim around each sole with a finely ribbed texture visible as a thin border following the shoe silhouette.
    2 regionsx 0.04 · y 0.01 · w 0.45 · h 0.96 (high); x 0.51 · y 0.01 · w 0.45 · h 0.96 (high)
  • Insole branding leftBOSS
    1 regionx 0.14 · y 0.72 · w 0.19 · h 0.17 (high)
  • Insole branding rightBOSS
    1 regionx 0.66 · y 0.72 · w 0.19 · h 0.17 (high)
  • Heel area interiorInterior heel opening shows a black textile or padded lining with a smooth edge around the collar.
    2 regionsx 0.12 · y 0.72 · w 0.32 · h 0.25 (high); x 0.56 · y 0.72 · w 0.32 · h 0.25 (high)

Other

Studio-style top-down photograph on a neutral light gray background with even soft lighting and subtle soft drop shadows beneath shoes.

  • Background and lightingSmooth light gray background with soft, even lighting producing mild highlights on leather and faint soft shadows beneath the shoes.
  • CompositionShoes centered and arranged symmetrically with consistent spacing between them; image cropped to include full shoes and small margin of background.
  • Image qualityCrisp focus and high contrast revealing surface texture and stitching details; no visible noise or compression artifacts.

Colors

black leather· upper leather#0E0E0Ewhite· insole text#C4C4C4

Reddit Insights

3 threads · r/mensfashion, r/goodyearwelt

Reddit perceives Boss shoes as overpriced fashion items with subpar construction, though a minority find them comfortable and durable for daily wear.

mixed sentiment50% match

The majority of comments criticize Boss for poor quality and materials, while a few users report satisfaction with comfort and durability.

Themes

Brand reputation and qualitynegative
Construction and materialsnegative
Alternative recommendationspositive
Positive user experiencespositive

Use Cases

  • Everyday office/fashion wear

Watch Out For

mediumBoss derby shoes are likely cemented construction, not Goodyear welted, limiting repairability and longevity.
mediumPaying a premium for the brand label rather than quality materials or craftsmanship.

Compared To

vs Loake

Loake offers higher quality, traditional shoemaking compared to Boss fashion brand shoes.

vs Grant Stone

Grant Stone is recommended as a better quality alternative to Boss cemented derby shoes.

Source Threads

  • Hugo Boss shoes criticized as low-quality fashion brand

    Loake make excellent quality shoes that will last a lifetime if properly cared for. Hugo Boss is (mostly) low-mid quality crap with an expensive label.

    u/DallOggsr/mensfashionView thread →

  • Advice to avoid buying shoes from fashion brands

    First advice: stop buying shoes from companies that don't make shoes as their primary product. You wouldn't go to McDonald's to order Chilean sea bass. Don't go to a fashion house to buy quality, durable shoes. You're always going to pay (waste) money for a label over quality.

    u/Accomplished_Fig9606r/mensfashionView thread →

  • Boss Derrek Derby shoes likely cemented, alternative recommended

    Those are almost definitely cemented. If I were you, I'd take that money to [Grant Stone](https://www.grantstoneshoes.com/).

    u/LopsidedInteractionr/goodyearweltView thread →

Provenance

Merchant Link
https://www.simons.ca/en/men-footwear/dress/tayil-reinforced-toe-derby-shoes-men--10467-50568800?colourId=0
Updated