NEW FROM WALKING JACK

Discover the Cloud and Raven lines

NEW FROM WALKING JACK

Discover the Cloud and Raven lines

NEW FROM

WALKING JACK

Discover

the Cloud and

Raven lines

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New arrivals

Walking Jack - Raven Briefs

Walking Jack - Raven Briefs 2

New

In stock

Underwear

Walking Jack - Raven Briefs

The Raven Collection of Walking Jack is a further step up in comfort than any other underwear in the market. If you liked the previous Briefs of this brand, you will love these too! The Raven Briefs feature a white and grey melange design and are made from a top quality fabric, an organic cotton and elastane mix. The only difference/improvement you will...

Walking Jack - Raven Solid Briefs

Walking Jack - Raven Solid Briefs 2

New

In stock

Underwear

Walking Jack - Raven Solid Briefs

The Raven Collection of Walking Jack is a further step up in comfort than any other underwear in the market. If you liked the previous Solid Briefs of this brand, you will love these too! The Raven Solid Briefs feature an all-black design and are made from a top quality fabric, an organic cotton and elastane mix. The only difference/improvement you will...

Walking Jack - Raven Trunks

Walking Jack - Raven Trunks 2

New

In stock

Underwear

Walking Jack - Raven Trunks

The Raven Collection of Walking Jack is a further step up in comfort than any other underwear in the market. If you liked the Bluebird Trunks, you will love these too! The Raven Trunks feature an all-black design and are made from a top quality fabric, an organic cotton and elastane mix. The only two differences/improvements you will find from the...

Walking Jack - Cloud Briefs

Walking Jack - Cloud Briefs 2

New

In stock

Underwear

Walking Jack - Cloud Briefs

The Cloud Collection of Walking Jack is a further step up in comfort than any other underwear in the market. If you liked the previous Briefs of this brand, you will love these too! The Cloud Briefs feature a white and grey melange design and are made from a top quality fabric, an organic cotton and elastane mix. The only difference/improvement you will...

Walking Jack - Cloud Solid Briefs

Walking Jack - Cloud Solid Briefs 2

New

In stock

Underwear

Walking Jack - Cloud Solid Briefs

The Cloud Collection of Walking Jack is a further step up in comfort than any other underwear in the market. If you liked the previous Solid Briefs of this brand, you will love these too! The Cloud Solid Briefs feature a white and grey melange design and are made from a top quality fabric, an organic cotton and elastane mix. The only...

Walking Jack - Cloud Trunks

Walking Jack - Cloud Trunks 2

New

In stock

Underwear

Walking Jack - Cloud Trunks

The Cloud Collection of Walking Jack is a further step up in comfort than any other underwear in the market. If you liked the Bluebird Trunks, you will love these too! The Cloud Trunks feature a white and grey melange design and are made from a top quality fabric, an organic cotton and elastane mix. The only two differences/improvements you will find from...

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Andrew Christian

Obviously Apparel

Style Guides - News - Trends

New Shades of Comfort: Meet Rifle & Celestial by Obviously

New Shades of Comfort: Meet Rifle & Celestial by Obviously

02-04-2026

At Men and Underwear, we’re always on the lookout for pieces that combine innovation, comfort, and style, and when it comes to ticking all three boxes, Obviously never disappoints. This time, we’re excited to introduce two fresh new shades to the collection: Rifle, a deep, masculine dark green, and Celestial, a crisp, refreshing light blue

Gift Guide: The Best Underwear for Scorpio Men

Gift Guide: The Best Underwear for Scorpio Men

17-12-2025

Scorpios are magnetic, passionate, and layered, they feel deeply and dress mostly with intention. When it comes to clothing and underwear, they thrive on black, other dark colors, bold details, and pieces that feel both confident and a little mysterious. Our fun, shopping guide highlights four standout picks from menandunderwear.com that, we think, perfectly match

Holiday Underwear Gift Guide – 12 Top Picks for 2025

Holiday Underwear Gift Guide – 12 Top Picks for 2025

05-12-2025

It’s that time of year — lights, warmth, and a bit of fun. If you’re curating a Christmas gift list, there’s no better way than with underwear and socks that match the holiday mood: vibrant reds, lush greens, metallic sparkles, or bold statement pieces. Here are 12 picks from Men & Underwear that combine comfort,

Get in the Halloween Mood: Men and Underwear’s Spook-Chic Shopping Guide 2025

Get in the Halloween Mood: Men and Underwear’s Spook-Chic Shopping Guide 2025

21-10-2025

Halloween is that one time of year when darker tones, bold contrasts and a hint of playful mischief are absolutely welcome. Whether you’re heading to a party, keeping it casual or want a little hidden style twist, we’ve selected six pieces from our shop’s Halloween Special section that fit the vibe. Think black (mystery +

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