The Winston Box

The Winston Box The Winston Box is a monthly subscription clothing service catering exclusively to the Big & Tall man. The Winston Box now live! There has to be a better way.

We are THE first and ONLY monthly subscription-based clothing service catering exclusively to the Big & Tall man. Think of us as Trunk Club for guys with some junk in the trunk. Ask the average Big & Tall man what they hate about shopping for clothes, and you are bound to get a lot of answers. Major clothing labels don’t design for us. Major retailers don’t cater to us. Those that do carry limited

selections with big up-charges. The nice Big & Tall stores are overpriced. The cheap Big & Tall stores have terrible quality. The styles look like something our dad would wear. Black, grey and navy are always sold out. The Winston Box is a better way. Taking our name and our inspiration from Sir Winston Churchill, former Prime Minister of the United Kingdom and one of the most stylish men to ever grace the planet, our goal is to dispel the myth that style and size are mutually exclusive and that fashionable clothing must end at a 42 waist or an XL shirt. Every month we will send our members and expertly curated box from our private label clothing line, designed in-house and inspired by the most recent trends in men’s fashion. Having complete control of the design, manufacturing and distribution process will allow us to bring them:

* Fashion-forward styling adapted to flatter the Big & Tall man.

* Quality garments designed to deliver a consistent fit and feel.

* Preferred sizes, styles and colors that are always available.

* Competitive flat pricing with no up-charges, regardless of size.

Spring collections now shipping!
03/22/2026

Spring collections now shipping!

Premium hoodie in select boxes this month. 📦
01/14/2026

Premium hoodie in select boxes this month. 📦

Get quality Big & Tall clothing at an affordable price in just 3 easy steps… the number of steps it takes for you to gra...
01/12/2026

Get quality Big & Tall clothing at an affordable price in just 3 easy steps… the number of steps it takes for you to grab your box from your porch. Sizes 1XL to 6XLT.

Family got you underwear for Christmas? Treat yo’ self and complete the look with a subscription to The Winston Box. Siz...
12/30/2025

Family got you underwear for Christmas? Treat yo’ self and complete the look with a subscription to The Winston Box. Sizes up to 6XLT and waists sizes to 64.

Out with the old, in with the intentional 👕👖A little wardrobe refresh goes a long way—clean lines, timeless layers, and ...
12/12/2025

Out with the old, in with the intentional 👕👖

A little wardrobe refresh goes a long way—clean lines, timeless layers, and everyday staples that just work. Here’s to fewer “what do I wear?” moments and more effortless style.

Save BIG on Black Friday. Get 3 Items for $30 in sizes 1XL to 6XLT. That’s $10 an item! Perfect for you or for the man...
11/28/2025

Save BIG on Black Friday. Get 3 Items for $30 in sizes 1XL to 6XLT. That’s $10 an item! Perfect for you or for the man in your life.

10/08/2025

Join Clayton as he checks out The Winston Box

09/25/2025

Variety and Value in a box. If you’re a guy check out The Winston Box today!

That time of the year...looking great
06/02/2025

That time of the year...looking great

It's time! Did you get yours? Tag us on your Winston Box reveal for this month.
04/30/2025

It's time! Did you get yours? Tag us on your Winston Box reveal for this month.

New hoodies shipping this month. Use code Hoodie to get one with another three items in your first box!
03/30/2025

New hoodies shipping this month. Use code Hoodie to get one with another three items in your first box!

Address

3550 E Long Avenue Suite 116
Fort Worth, TX
76137

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