BOSS
Tayil Reinforced-Toe Derby Shoes Men
These Tayil Reinforced-Toe Derby Shoes from BOSS by HUGO BOSS are men's dress shoes with a polished LWG-certified cowhide leather upper and a classic cap-toe, open-lacing derby silhouette. They are intended for everyday office and dress wear, featuring a padded footbed, waxed round laces, and a non-skid embossed outer sole. Note that the model number is 50568800; while some Reddit users question the construction value, the shoes are commonly used for office and fashion contexts.
- Material
- LWG-certified cowhide leather upper
- Gender
- male
- Style
- classic, formal
- Category
- Apparel & Accessories > Shoes
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 construction means the shoe is not designed to be resoled.
- 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.
- Value
- At $269 CAD, the Tayil is seen as a fashion-label quality shoe versus similarly priced resoleable alternatives.
- Fit width
- The Tayil is offered in standard width only from sizes 8–13, with no narrow or wide options; its open lacing lets the standard width accommodate high insteps and wide feet.
- Half-size guidance
- Only full sizes are offered; half-size wearers should order the next full size up to avoid toe crowding.
Product record
- Title
- Tayil Reinforced-Toe Derby Shoes Men
- Brand
- BOSS
- Price
- 269 CAD
- Availability
- In stock
Buying Guide
1 comparison · 13 sourcesUses
Dress shoes made for long days on your feet
These BOSS derby shoes suit office days or occasions when you'll be dressed up and moving around for hours. The padded footbed and flexible TPU sole are designed for shock absorption and lasting comfort, with an outsole intended to feel lightweight throughout the day. Note that sizing guidance indicates the style comes in full sizes only, with half sizes advised to round up.[1,3,5]
Dress shoes with dependable grip underfoot
These BOSS Tayil derby shoes pair a polished dress look with a non-skid embossed outer sole, so you can wear them through workdays and occasions without worrying about slick footing. The flexible TPU outsole is described as providing durable traction with a lightweight feel throughout the day.[3,4,5]
Product comparison
Compared within this brand.
| Tayil Reinforced-Toe Derby Shoes Men: Choose this if you want a classic black or brown cap-toe derby for dress wear, made with an LWG-certified 100% calf leather upper and a flexible thermoplastic polyurethane (TPU) outer sole that the brand describes as engineered for shock absorption and long-term comfort, with a padded footbed and a non-skid embossed sole. It comes in sizes 8 to 13, including half sizes. Note that the insole and lining are synthetic (95% polyester, 5% polyurethane), and the comfort benefits are stated design intent rather than reported wearer experience.[3,5,6] | Calev Suede Derby Shoes Men: Choose this if you want a suede derby dress shoe with a softer, textured look—this one has a genuine suede upper, leather lining, and a padded footbed with a leather top cover. It pairs that with a non-skid rubber outer sole, a back pull tab for easy on, waxed round laces plus an extra pair, and it is made in Portugal. Note it comes in a single color (Ivory/Cream Beige) in sizes 40 through 46, so look elsewhere if you need other colors.[7,8] | Braided-Accent Tayil Derby Shoes Men: Choose this if you want a brown leather derby with a distinctive braided textured panel across the vamp and quarters, contrasted with smooth rounded toe caps, plus closed lacing with waxed round laces for a neat finish. It has a padded footbed for comfort and a low-profile non-skid rubber sole designed for everyday wear, reliable traction, and stability. Note that the insole is synthetic, and the care instructions call for treating the shoes with a suitable protector before wear.[2,9,10,11,12,13] |
Image Analysis
3 images- 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 region
x 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 region
x 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 region
x 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 region
x 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 region
x 0.02 · y 0.64 · w 0.22 · h 0.18 (high) - Brand emboss“Embossed text 'BOSS' on the outer face of the heel block.”
1 region
x 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 region
x 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 region
x 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 region
x 0.10 · y 0.74 · w 0.80 · h 0.12 (medium)
Colors
black· upper leather#0E0E0Eblack· sole and heel#0E0E0E- SilhouetteClassic low-profile derby shoe shown in left-side profile with a gently rounded toe and a slightly tapered forefoot.
- 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 region
x 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 region
x 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 region
x 0.40 · y 0.62 · w 0.52 · h 0.28 (medium) - Embossed brand text on sole“BOSS”
2 regions
x 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 region
x 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- 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.
- 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 region
x 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 regions
x 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 regions
x 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 regions
x 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 regions
x 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 left“BOSS”
1 region
x 0.14 · y 0.72 · w 0.19 · h 0.17 (high) - Insole branding right“BOSS”
1 region
x 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 regions
x 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
Variants
16 SKUs| SKU | Title | Price | Avail |
|---|---|---|---|
| 4603227 | Tayil Reinforced-Toe Derby Shoes Men - Black - 8 | CA$269.00 | Yes |
| 4603228 | Tayil Reinforced-Toe Derby Shoes Men - Black - 9 | CA$269.00 | Yes |
| 4603229 | Tayil Reinforced-Toe Derby Shoes Men - Black - 9.5 | CA$269.00 | Yes |
| 4603230 | Tayil Reinforced-Toe Derby Shoes Men - Black - 10 | CA$269.00 | Yes |
| 4603231 | Tayil Reinforced-Toe Derby Shoes Men - Black - 10.5 | CA$269.00 | Yes |
| 4603232 | Tayil Reinforced-Toe Derby Shoes Men - Black - 11 | CA$269.00 | Yes |
| 4603233 | Tayil Reinforced-Toe Derby Shoes Men - Black - 12 | CA$269.00 | Yes |
| 4770964 | Tayil Reinforced-Toe Derby Shoes Men - Black - 13 | CA$269.00 | Yes |
| 4603235 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 8 | CA$269.00 | Yes |
| 4603236 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 9 | CA$269.00 | Yes |
| 4603237 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 9.5 | CA$269.00 | Yes |
| 4603238 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 10 | CA$269.00 | Yes |
| 4603239 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 10.5 | CA$269.00 | Yes |
| 4603240 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 11 | CA$269.00 | Yes |
| 4603241 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 12 | CA$269.00 | Yes |
| 4770965 | Tayil Reinforced-Toe Derby Shoes Men - Brown - 13 | CA$269.00 | Yes |
Documents & Data
Reddit Insights
3 threads · r/mensfashion, r/goodyearweltReddit perceives Boss shoes as overpriced fashion items with subpar construction, though a minority find them comfortable and durable for daily wear.
The majority of comments criticize Boss for poor quality and materials, while a few users report satisfaction with comfort and durability.
Themes
Use Cases
- Everyday office/fashion wear
Watch Out For
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 →