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Unique gifts for the True Classic man.

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Timberland x True Classic

Pro Chelsea Boots

4.3 (13)

NEW

Backpack

100% Premium Leather

4.7 (61)

Comfort Slides

Grippy, Lightweight Sole

4.4 (7)

All Purpose Logo Cap

Light. Cool. Classic.

4.8 (4)

Belts

Reversable, multiple styles.

4.2 (109)

Reversible

Briefs

Longer fit

4.6 (7k+)

True Classic x Timberland Pro Chelsea Boots

13 Reviews

$170.00

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Colors: Buy 3 Get 1 FREE

Expected delivery 01/11 - 01/16 Shipping

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$170

$153

Complete the Look

Heavyweight Long Sleeve Pocket Crew

Color: Black

~~$39.99~~ $20.00

Black Wash Straight Authentic Denim Jeans

Straight Low-Stretch Jeans

Color: Black Wash

~~$69.99~~ $34.99 Clearance

Why you'll love it

Built Tough. Worn Anywhere.

A modern take on Timberland’s workwear legacy—crafted from waterproof leather with an Anti-Fatigue footbed and lightweight all-weather sole. No laces, no break-in, no compromise.

All-Day Comfort
Anti-Fatigue footbed delivers lasting cushioning and support.

Tough Outside, Soft Inside
Durable TPU outsole and breathable ReBOTL™ lining keep you steady and cool.

Find Your Fit
Wide and Regular fits available. Runs large—size down for the best fit.

Premium & Purposeful
Crafted from waterproof 100% leather for strength, durability, and timeless style.

Built for Every Element
TPU outsole delivers traction and flexibility across all conditions—rain or shine.

Care Made Simple
Wipe clean with a damp cloth to keep them looking sharp.