-%

Jeroen | Men's Side Zip Leather Dress Ankle Boots 1

Jeroen | Men's Side Zip Leather Dress Ankle Boots 2

Jeroen | Men's Side Zip Leather Dress Ankle Boots 3

Jeroen | Men's Side Zip Leather Dress Ankle Boots 4

Jeroen | Men's Side Zip Leather Dress Ankle Boots 5

Jeroen | Men's Side Zip Leather Dress Ankle Boots 6

Excellent 4.7

Jeroen | Men's Side Zip Leather Dress Ankle Boots

Name: Jeroen | Men's Side Zip Leather Dress Ankle Boots
Brand: Preston & Payton
Price: 144.95 USD
Availability: InStock

$144.95

Free Shipping with UPS

30 Days Money-Back Guarantee

Buy 2 get 10%, buy 5 get 25%

BIGGEST AUTUMN SALE

Inventaris onderweg

Limited pairs available during our Autumn Sale ✨

Color — Black

Black

Brown

Size —

Size chart

US	EU	Foot length (cm)
5	35	22.0
6	36	22.9
7	37	23.5
8	38	24.1
9	39	24.8
10	40	25.4
11	41	26.0

Measurements are taken flat and may vary by up to 1 inch.

LAST AVAILABLE STOCK – If you can add it to cart, it's still in stock. Extra savings apply automatically at checkout — stack & save while you can.

Buy 2 items → Save 10% Extra
Buy 3 items → Save 15% Extra
Buy 4 items → Save 20% Extra
Buy 5 items → Save 25% Extra

Men's Side Zip Leather Dress Ankle Boots are clean, simple and ready for the office. A hidden zipper on the side opens the boot wide, the smooth plain toe keeps the look sharp, and the sturdy heel adds quiet confidence. They look right under suit pants and just as good with dark jeans.

Why You'll Love It

Easy Side Zipper: Opens the boot wide so you can step in and out fast. You never have to bend down and fight with knots.
Smooth Plain Toe: Keeps the front clean and free of fuss. It takes a shine well and suits both formal and relaxed outfits.
Sturdy Stacked Heel: Gives you a firm, stable step on any surface. Long days spent on your feet feel steadier and a lot less tiring.

Only today: Free Shipping Across the U.S.

Every package from us includes a handy Track & Trace code, so you can follow your order’s journey every step of the way! Stay in the loop and get excited for your delivery!

We want you to be completely satisfied with your purchase. If you are not satisfied, you can return your order within 30 days.

Before returning the goods please contact our customer service at contact@bypreston-payton.com and let us know the reason for the return so we can process your request correctly.

Thousands of happy customers rate us 5 stars for our fast, friendly, and reliable service. Your satisfaction is always our top priority.

[{"id":57440973521236,"title":"Black \/ 12","option1":"Black","option2":"12","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338206376276,"product_id":15843841147220,"position":1,"created_at":"2026-10-06T07:29:51+08:00","updated_at":"2026-10-06T07:29:51+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991","variant_ids":[57440973521236,57440973554004,57440973586772,57440973619540,57440973652308]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Black \/ 12","public_title":"Black \/ 12","options":["Black","12"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","id":73851416936788,"position":1,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973554004,"title":"Black \/ 12.5","option1":"Black","option2":"12.5","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338206376276,"product_id":15843841147220,"position":1,"created_at":"2026-10-06T07:29:51+08:00","updated_at":"2026-10-06T07:29:51+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991","variant_ids":[57440973521236,57440973554004,57440973586772,57440973619540,57440973652308]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Black \/ 12.5","public_title":"Black \/ 12.5","options":["Black","12.5"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","id":73851416936788,"position":1,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973586772,"title":"Black \/ 13","option1":"Black","option2":"13","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338206376276,"product_id":15843841147220,"position":1,"created_at":"2026-10-06T07:29:51+08:00","updated_at":"2026-10-06T07:29:51+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991","variant_ids":[57440973521236,57440973554004,57440973586772,57440973619540,57440973652308]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Black \/ 13","public_title":"Black \/ 13","options":["Black","13"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","id":73851416936788,"position":1,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973619540,"title":"Black \/ 13.5","option1":"Black","option2":"13.5","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338206376276,"product_id":15843841147220,"position":1,"created_at":"2026-10-06T07:29:51+08:00","updated_at":"2026-10-06T07:29:51+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991","variant_ids":[57440973521236,57440973554004,57440973586772,57440973619540,57440973652308]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Black \/ 13.5","public_title":"Black \/ 13.5","options":["Black","13.5"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","id":73851416936788,"position":1,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973652308,"title":"Black \/ 14","option1":"Black","option2":"14","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338206376276,"product_id":15843841147220,"position":1,"created_at":"2026-10-06T07:29:51+08:00","updated_at":"2026-10-06T07:29:51+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991","variant_ids":[57440973521236,57440973554004,57440973586772,57440973619540,57440973652308]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Black \/ 14","public_title":"Black \/ 14","options":["Black","14"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","id":73851416936788,"position":1,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973685076,"title":"Brown \/ 12","option1":"Brown","option2":"12","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338207392084,"product_id":15843841147220,"position":2,"created_at":"2026-10-06T07:29:54+08:00","updated_at":"2026-10-06T07:29:54+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994","variant_ids":[57440973685076,57440973717844,57440973750612,57440973783380,57440973816148]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Brown \/ 12","public_title":"Brown \/ 12","options":["Brown","12"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","id":73851417919828,"position":2,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973717844,"title":"Brown \/ 12.5","option1":"Brown","option2":"12.5","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338207392084,"product_id":15843841147220,"position":2,"created_at":"2026-10-06T07:29:54+08:00","updated_at":"2026-10-06T07:29:54+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994","variant_ids":[57440973685076,57440973717844,57440973750612,57440973783380,57440973816148]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Brown \/ 12.5","public_title":"Brown \/ 12.5","options":["Brown","12.5"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","id":73851417919828,"position":2,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973750612,"title":"Brown \/ 13","option1":"Brown","option2":"13","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338207392084,"product_id":15843841147220,"position":2,"created_at":"2026-10-06T07:29:54+08:00","updated_at":"2026-10-06T07:29:54+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994","variant_ids":[57440973685076,57440973717844,57440973750612,57440973783380,57440973816148]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Brown \/ 13","public_title":"Brown \/ 13","options":["Brown","13"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","id":73851417919828,"position":2,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973783380,"title":"Brown \/ 13.5","option1":"Brown","option2":"13.5","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338207392084,"product_id":15843841147220,"position":2,"created_at":"2026-10-06T07:29:54+08:00","updated_at":"2026-10-06T07:29:54+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994","variant_ids":[57440973685076,57440973717844,57440973750612,57440973783380,57440973816148]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Brown \/ 13.5","public_title":"Brown \/ 13.5","options":["Brown","13.5"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","id":73851417919828,"position":2,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":57440973816148,"title":"Brown \/ 14","option1":"Brown","option2":"14","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338207392084,"product_id":15843841147220,"position":2,"created_at":"2026-10-06T07:29:54+08:00","updated_at":"2026-10-06T07:29:54+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994","variant_ids":[57440973685076,57440973717844,57440973750612,57440973783380,57440973816148]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Brown \/ 14","public_title":"Brown \/ 14","options":["Brown","14"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 2","id":73851417919828,"position":2,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-2.jpg?v=1791242994"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}}]

{"id":57440973521236,"title":"Black \/ 12","option1":"Black","option2":"12","option3":null,"sku":null,"requires_shipping":true,"taxable":false,"featured_image":{"id":92338206376276,"product_id":15843841147220,"position":1,"created_at":"2026-10-06T07:29:51+08:00","updated_at":"2026-10-06T07:29:51+08:00","alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","width":800,"height":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991","variant_ids":[57440973521236,57440973554004,57440973586772,57440973619540,57440973652308]},"available":true,"name":"Jeroen | Men's Side Zip Leather Dress Ankle Boots - Black \/ 12","public_title":"Black \/ 12","options":["Black","12"],"price":14495,"weight":0,"compare_at_price":null,"inventory_management":null,"barcode":null,"featured_media":{"alt":"Jeroen | Men's Side Zip Leather Dress Ankle Boots 1","id":73851416936788,"position":1,"preview_image":{"aspect_ratio":1.0,"height":800,"width":800,"src":"\/\/bypreston-payton.com\/cdn\/shop\/files\/jeroen-men-s-side-zip-leather-dress-ankle-boots-1.jpg?v=1791242991"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}}

COMBINE & GET EXTRA % OFF!

View All

SAVE 50%

Bernardo Cavallino Boots

$105.95 $52.95 Save 50%

SAVE 50%

Julian | Smart Casual Jacket

$127.95 $63.95 Save 50%

SAVE 50%

Sam | Long-Sleeved Cotton Shirt

$97.95 $48.95 Save 50%

SAVE 50%

Rassi | Luxury Longsleeve Polo Shirt

$111.95 $55.95 Save 50%

SAVE 50%

Nils | Darkness Polo Shirt & Shorts Set

$111.95 $55.95 Save 50%

View All
205 products

50K+ Happy Customers

Excellent 4.7

YOUR OWN WORDS

Perfect Fit

"I wasn't sure about sizing, but the size chart was spot on. Fits exactly as I hoped — true to size."

James R.

Verified Review

Finally Knitwear That Fits

"Great quality that actually fits a real build. Warm without being bulky. Very impressed."

Michael T.

Verified Review

So Comfortable

"Incredibly soft and comfortable — I've reached for it almost every day since it arrived."

David L.

Verified Review

Amazing Bundle Deals

"The bundle deals are fantastic. I picked up a few pieces for the season and saved a lot."

Robert K.

Verified Review

Great Customer Service

"Customer service was excellent. Quick to reply, friendly and genuinely helpful."

Daniel M.

Verified Review

Fast Delivery

"Shipping was faster than expected and everything arrived perfectly packaged."

Thomas W.

Verified Review

BY PRESTON AND PAYTON FOR MEN

We created Preston & Payton for people who value timeless style, everyday comfort, and pieces they can truly feel good in. This sale is our way of saying thank you.

Today’s your chance to enjoy exclusive savings on the pieces you’ve loved most.

Designed for comfort, confidence, and effortless everyday style made for real life, through every season.

Buy 2 pieces → Extra 10% off
Buy 3 → Extra 15% off
Buy 4 → Extra 20% off
Buy 5+ → Extra 25% off

Once a style sells out, it’s gone for good.

Stock is limited — today is the day!

FREE SHIPPING TO UNITED STATES

We make shopping effortless with free delivery to United States on all orders, so your items arrive safely and conveniently at your door.

30-DAY RETURNS

If your piece isn't the perfect fit, you can easily return it within 30 days of delivery. Your satisfaction always comes first.

EXCELLENT SERVICE

Enjoy peace of mind knowing our dedicated customer service team is, ready to assist with any question or concern to make your experience truly seamless.