SEXY AND TIMELESS comfortable shoes

Hi friends Looking for black leather shoes, probably derbies, that are comfortable to wear all day on your feet and are also not ugly (or are the right kind of ugly) hopefully something roomy and/or padded that I can shove an insole/insert into I like the idea of longwings. I also like the idea of sneaker/dress shoe hybrids if they’re done well No budget
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39 Replies
hecklebuckle
hecklebuckleOP7mo ago
I thought about trying these but they sold out in my size, for an example of how wild I could go https://www.ssense.com/en-ca/men/product/amomento/black-vibram-lace-up-loafers/15192791
Benji
Benji7mo ago
I like my chambords although I have had some comfort issues with them lol
hecklebuckle
hecklebuckleOP7mo ago
the whole point is that they’re comfortable haha
Benji
Benji7mo ago
oreenewyork
Morgan Infantry Lace Up Derby | oreenewyork
Infantry Combat Boot - Model 16-03-94Upper Comprised Of 1.7mm Smooth Italian Calfskin LeatherLining Comprised Of 0.8mm Smooth Italian Calfskin LeatherRemovable InsolesBrushed Stainless Steel Hiking Speed Hooks & EyeletsIndustrial Grade M8 ZipperSupported By Our Favorite Vibram Montagna OutsoleIncludes Linen/Cotton Blend Dust-bagWelt Construction...
Benji
Benji7mo ago
I remember people mentioned these here some time ago, maybe someone has experience with them ^^
sharloy
sharloy7mo ago
I wanna see you pull off a sneaker dress shoe hybrid now
hecklebuckle
hecklebuckleOP7mo ago
Me too but who makes a good one 🤔 Like a chunky one would be great but I feel like I’m always seeing 2012-core slim silhouettes
sharloy
sharloy7mo ago
This is true
werkinprogress
werkinprogress7mo ago
I think BBSP generally has good orthopedic looking recs I forgot to resub though so I can't see em These look not comfortable
werkinprogress
werkinprogress7mo ago
Mephisto Shoes Northwest
Match - White Calf 4830
Our Best Selling Walking Shoe. The Mephisto Match is our most structured, supportive and durable walking shoe. The Speed-Lacing system quickly adjusts to each foot ensuring a proper fit to reduce friction. The Air Jet circulation system pushes air throughout the shoe to reduce humidity and keep feet cool and dry. Natural cork, wool and leather i...
From An unknown user
From An unknown user
From An unknown user
werkinprogress
werkinprogress7mo ago
Mephisto Reeboks
hecklebuckle
hecklebuckleOP7mo ago
these are kinda cool but I guess I’m looking for something more derby-coded and less sneaker-coded These guys have paywalled recommendation lists? Who knew
hecklebuckle
hecklebuckleOP7mo ago
these are the right idea but they suck
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briquebrutale
briquebrutale7mo ago
all french grandparents swear by mephistos! 😄
tun🌻
tun🌻7mo ago
Camper
Vamonos (A500019-001) by Camper
Black leather lace-up shoes with OrthoLite® Recycled™ footbeds and PU outsoles.
hecklebuckle
hecklebuckleOP7mo ago
nice rec this is the right idea
tun🌻
tun🌻7mo ago
Camper
Caramba (A500025-001) by Camper
Black leather loafers with a bold silhouette, OrthoLite® Recycled™ footbeds and XL EXTRALIGHT® Organix™ 3.0 outsoles (with 30% bio-circular compounds).
hecklebuckle
hecklebuckleOP7mo ago
Haha yeah these are probably a step too far but same spirit
hecklebuckle
hecklebuckleOP7mo ago
these campers had also previously caught my eye but I figured the closed lacing might be uncomfortable for me (I have high insteps)
No description
hecklebuckle
hecklebuckleOP7mo ago
The top down silhouette of these is excellent
sharloy
sharloy7mo ago
Camper lab makes absolutely bonkers shoes If you like these you might try adieus But adieus are kinda not comfy lol https://www.ssense.com/en-us/men/product/adieu/black-type-132-derbys/14015911
hecklebuckle
hecklebuckleOP7mo ago
Hol up…
No description
sharloy
sharloy7mo ago
HUH are these Cole hand
hecklebuckle
hecklebuckleOP7mo ago
Hnnnngh yes Free returns….might send it for the memes
kyn
kyn7mo ago
I have adieus They are not comfy Look good tho
toophpik
toophpik7mo ago
Could you do a black boot? The extra padding and support you can fit into a slightly chonkier boot might make them comfortable enough compared to a sneaker. I wear boots on most days and can't complain, they're comfier than most of my fashion-ish sneaks.
hecklebuckle
hecklebuckleOP7mo ago
Not great for my work context unfortunately, different vibes too
maybeseveralthings
if you want a generic looking leather derby, red wing postman if you want the peak grampa shoe designed around hotswapping inserts, Alden cdi.
hecklebuckle
hecklebuckleOP7mo ago
Do you have any insight into how this works? Is it just a last with a ton of room or is there some sort of “custom” element to it? I try to buy shoes like this second hand if possible Grandpa shoes are something I can get behind
jfarrell468
jfarrell4687mo ago
How comfortable are paraboots? Could they work? Another idea that satisfies "black leather" but not "derby" would be black suede (or leather) sneakers
hecklebuckle
hecklebuckleOP7mo ago
Paraboots are cool but I kinda need room for inserts or something extra cushy
maybeseveralthings
the first. last with added depth.
maybeseveralthings
Alden Model Project
Alden Shoe Research - Model Search
Research Alden Shoe model details and eBay sales history
hecklebuckle
hecklebuckleOP7mo ago
Interesting, I’ll keep an eye out on eBay
maybeseveralthings
305 looks like it eats only jello
hecklebuckle
hecklebuckleOP7mo ago
If they make a longwing I’d be all over that 305 kinda cute
maybeseveralthings
you can look for D8506 different last shape, but also added depth. lwb
hecklebuckle
hecklebuckleOP7mo ago
Oh yeah these are hot, great shout
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