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Vintage-inspired style, made for real life

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Men's Wingtip Lace-Up Ankle Boots, Suede-Look Top

$139.95

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Quietly Refined: You know how to look put together without making a fuss about it.
Noticed By Old Friends: Your college buddies tease you about looking better than ever.
Steady And Sure: You feel confident and comfortable from kickoff to the final whistle.

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Some boots make a plain outfit look tailored. These men's wingtip ankle boots pair a burnished, perforated foot with a soft suede-look upper for a rich, layered texture. A striped stacked sole adds a classic finishing detail, and the full lace-up front lets you set the fit just right. Wear them with chinos, dark jeans or wool-look slacks.

Style: Wingtip with brogue perforations.

Upper: Burnished leather-look foot and suede-look upper.

Closure: Full lace-up front.

Sole: Striped stacked sole with low heel.

Height: Ankle.

Toe: Rounded toe.

US men's size
7.5
8
8.5
9
9.5
10
10.5
11
11.5
12
12.5

Standard US men's sizes: order the same US size you wear in your everyday shoes.

Shipping: packed in 24 to 48 hours, then delivered in 8 to 15 days, always tracked. Shipping is $9.95, and free on orders over $80. There is no express option: on a route of 8 to 15 days it would not get your order there any sooner. Detail in our Shipping policy.

Returns and exchanges: you have 14 days from delivery to send a piece back or exchange it for another size or color. Trying something on at home is fine; send it back with the tags on, unworn outside and unwashed. If it arrives damaged or wrong, that one is on us. How to start, step by step, on our Returns & Exchanges page.

Roland | Classic Wingtip Ankle Boots Image

Look Tailored Without Trying

You like to look like a man who knows what he is doing, without dressing like you are headed to a board meeting. These boots strike that balance. The mix of burnished finish and soft, brushed texture adds depth to whatever you wear, from a flannel shirt to a sport coat. Slip into your usual pants and suddenly the whole outfit looks considered. People notice, even if they cannot say exactly why, and you walk a little taller all day.

Laced Snug, Steady All Day

The full lace-up front lets you tighten or loosen the fit across your foot and ankle, so the boot feels secure without pinching. A sturdy heel and firm sole keep your stride steady on sidewalks, stadium steps and gravel lots. The rounded toe gives your toes a bit of room. Once they are on, you forget about them, which is exactly what you want from a boot you wear from morning coffee until the last conversation of the night.

Game Day Tailgate With Old Friends

It is homecoming weekend, and your old college crew has staked out the same corner of the parking lot as always. You show up in a flannel, a quilted vest and these boots, ready for a long day of grilling, catching up and cheering. You walk the lot, climb the stadium stairs and stand for the entire fourth quarter. If she picked these out for him, she will see why: he looks sharp all day, and his feet never complain.

14-day returns & exchanges

We love our pieces and we think you will too. If something does not feel right, you have 14 days from delivery to send it back for a refund or exchange it for another size or color. If it arrives damaged or wrong, that one is on us. Our Returns & Exchanges page explains how, step by step.

Clover Mae boutique with folded sweaters and floral dresses Image

Your questions about this piece

Order the same US size you wear in your everyday shoes, using the size table. The laces let you adjust the fit over the top of the foot and around the ankle.

Yes, because they look just as good with jeans and a flannel as with a sport coat. Most men end up wearing them far more often than expected.

Chinos, corduroys and slacks all pair well. Let the hem break just over the top of the boot.