Boot fit guide

A boot should hug, not hurt

Benny Delacruz has fitted boots on Main Street for nineteen years. This is what he checks, in the order he checks it.

Book a free fittingSee every boot
Cowboy boots filled with wildflowers on a paved road

Broken in, not broken.

Three toes on our wall

Toe shape is mostly taste. Width inside it is not, so try each on.

Round

The everyday toe

Gentle curve, most room for the little toe. Our pick for long days on your feet and first-time boot wearers.

From $79

Square

The ranch toe

Wide and flat at the front. Toes lie side by side, which wide feet and stirrups both like.

From $159

Snip

The dance-floor toe

Narrow with the point clipped off. Looks sharp under boot-cut jeans; size up half if your feet run wide.

From $175

1–1½″

Walking heel

Low and broad, stable on pavement and shop floors. Most of our roper and work styles sit here.

Heel height decides what the boot is for

Riding heels catch a stirrup; walking heels save your knees. Pick by the days you'll spend in them.

2″ and up

Riding heel

Angled under, holds the foot in a stirrup. Fine for dancing, tiring for a full day of errands.

How Benny fits you

  1. 1

    Both feet, standing

    Measured on the Brannock with your weight on them. Feet differ; we fit the bigger one.

  2. 2

    Instep first

    You should feel a firm pull and a pop as the foot slides in. No pop, wrong instep.

  3. 3

    A little heel slip

    About a quarter inch at first. It settles as the sole bends in.

  4. 4

    A walk to the door

    Out onto the boardwalk and back. If anything pinches, we stretch it before you leave.

One of each toe to start

All twelve boots