Explore Men's Underwear, Size S. From Trendy To Timeless

Tommy John

3pk Comfort Micro 4" Boxer Briefs

From: SHOP SIMON

Sizes:

S, M, L

$26.99

Calvin Klein

Boxer Briefs 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$39.98

$52.50

-24%

Calvin Klein

Low Rise Trunks 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$49.98

$64.50

-23%

Versace

Stretch-cotton Briefs

From: Neiman Marcus

Sizes:

S, M, L, XL, 2XL

$85.00

Versace

Medusa Key Cotton Jersey Briefs

From: Neiman Marcus

Sizes:

S, M, L, XL, 2XL

$85.00

Tommy John

Set Of 3 Ultra Soft Flex 6in Boxer Briefs

From: SHOP SIMON

Sizes:

S, M, L

$29.98

$59.50

-50%

Derek Rose

Pima Cotton Stretch Trunks

From: Neiman Marcus

Sizes:

S

$90.00

Commando

Micro-modal Relaxed Fit Trunks

From: Bergdorf Goodman

Sizes:

S, M, L

$46.00

Versace

Stretch Barocco Trunks

From: SHOP SIMON

Sizes:

S, M

$91.00

$135.00

-33%

Calvin Klein

Low Rise Trunks 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$39.98

$52.50

-24%

Diesel

Andre Cotton-stretch Briefs

From: Neiman Marcus

Sizes:

S, M, L, XL, 2XL

$50.00

Fair Harbor

Bayberry Trunks - 7"

From: SHOP SIMON

Sizes:

S, M, L

$83.00

$88.00

-6%

Tom Ford Underwear

Two-pack Logo-waistband Briefs

From: Eraldo

Sizes:

S

$106.00

Calvin Klein

Boxer Briefs 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$49.98

$64.50

-23%

Commando

Ultimate Bonded Micro-tech Brief Set

From: Neiman Marcus

Sizes:

S, L, XL

$96.00

Dsquared2

Briefs With Logo

From: Eleonora Bonucci

Sizes:

S, M

$39.67

$71.81

-45%

Tommy Hilfiger

Cotton Classics Boxer Briefs - 4-pack

From: SHOP SIMON

Sizes:

S, M, L

$47.00

$50.00

-6%

Tommy John

Air Boxer Briefs

From: SHOP SIMON

Sizes:

S

$28.00

$44.00

-36%

Diesel

3-pack Trunks

From: SHOP SIMON

Sizes:

S, M, L

$29.98

$43.00

-30%

Hugo Boss

Set Of 3 Power Briefs

From: SHOP SIMON

Sizes:

S

$26.99

$45.00

-40%

Moschino Underwear

Logo Waistband Briefs (set Of Three)

From: Eraldo

Sizes:

S, M, XL, 2XL

$65.00

SAXX

Harbormaster Trunks

From: SHOP SIMON

Sizes:

S, M, L

$58.00

$95.00

-39%

Leo By Leonisa

Solid Ultra-light Briefs, Single-pack

From: The Men's Wearhouse

Sizes:

S, M, L

$28.00

2Xist

Dream Cotton-stretch Low Rise Briefs

From: Neiman Marcus

Sizes:

S, L

$30.00

Aeffe

3-pack Stretch Jersey Briefs

From: Neiman Marcus

Sizes:

S, L

$120.00

Lucky Brand

4 Pack Soft Boxer Briefs - Ultra Soft Stretch Fabric, Logo-accented Elastic Waistband

From: SHOP SIMON

Sizes:

S

$15.00

Hugo Boss

Boss Three-pack Of Logo-waistband Briefs In Stretch Cotton - Black Clothing

From: HUGO BOSS

Sizes:

S, M, L, XL, 2XL

$46.00

Moschino Underwear

Logo-waistband Briefs (set Of Three)

From: Eraldo

Sizes:

XS, S, M, L, XL, 2XL

$65.00

Lucky Brand

4 Pack Soft Boxer Briefs - Ultra Soft Stretch Fabric, Logo-accented Elastic Waistband

From: SHOP SIMON

Sizes:

S

$15.00

2Xist

Electric No-show Low-rise Briefs

From: Neiman Marcus

Sizes:

S

$26.00

TOM FORD

Briefs Made In Bosnia

From: Eleonora Bonucci

Sizes:

S, XL

$44.08

$55.10

-20%

Calvin Klein

Low Rise Trunks 3-pack

From: SHOP SIMON

Sizes:

S, L

$49.98

$64.50

-23%

Calvin Klein

Boxer Briefs 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$39.98

$52.50

-24%

Tommy John

Set Of 3 360 Sport Micro 8in Boxer Briefs

From: SHOP SIMON

Sizes:

S, M, L

$26.99

Hugo Boss

5-pack Boxer With Logo

From: Eleonora Bonucci

Sizes:

S, M, L, XL, 2XL

$76.11

Lucky Brand

4 Pack Soft Boxer Briefs - Ultra Soft Stretch Fabric, Logo-accented Elastic Waistband

From: SHOP SIMON

Sizes:

S

$15.00

Lucky Brand

4 Pack Essential Soft Boxer Briefs - Ultra Soft Stretch-knit Fabric, Logo-accented Elastic Waistband

From: SHOP SIMON

Sizes:

S

$15.00

Nautica

Classic Briefs, 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$16.00

$32.00

-50%

Calvin Klein

Low Rise Trunks 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$39.98

$52.50

-24%

Lucky Brand

4 Pack Essential Soft Boxer Briefs - Comfortable And Breathable

From: SHOP SIMON

Sizes:

S

$26.00

$42.50

-39%

Calvin Klein

Boxer Briefs 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$49.98

$64.50

-23%

Fair Harbor

Bungalow Trunks - 5" In Silver Palms

From: SHOP SIMON

Sizes:

S, M

$83.00

$88.00

-6%

Diesel

Boxer Short Set

From: Neiman Marcus

Sizes:

S, M, L, XL, 2XL

$50.00

Calvin Klein

Boxer Briefs 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$49.98

$64.50

-23%

Hugo Boss

Boss 3-pack Boxer Con Logo Made In Pakistan

From: Eleonora Bonucci

Sizes:

S, M, L, XL, 2XL

$54.36

Tom Ford Underwear

Snake-print Logo-waistband Boxers

From: Eraldo

Sizes:

S

$129.00

Diesel

Briefs With Sheer Devoré Effect

From: Diesel

Sizes:

XS, S, M, L, XL, 2XL

$60.00

Emporio Armani

Brief From Emporio Armani

From: Italist

Sizes:

S, M, L, XL

$63.81

Moschino Underwear

Logo-waistband Boxers (pack Of Two)

From: Eraldo

Sizes:

XS, S, M, L, XL, 2XL

$53.00

Calvin Klein

Boxer Briefs 3-pack

From: SHOP SIMON

Sizes:

S, M, L

$39.98

$52.50

-24%

Moschino

My Valentine 2-pack Boxer Briefs

From: Neiman Marcus

Sizes:

S, M, L, XL

$85.00

Lacoste

3 Pack Cotton Stretch Print Boxer Briefs

From: SHOP SIMON

Sizes:

S

$52.00

Papi

Summer League Brief

From: SHOP SIMON

Sizes:

S

$28.00

Diesel

3pk Brief

From: SHOP SIMON

Sizes:

S, M, L

$29.98

$43.00

-30%

Diesel

Damien Multicolor Dpop 3-pack Boxer Briefs

From: Neiman Marcus

Sizes:

S, M, L, XL, 2XL

$50.00

Commando

Original Microfiber Trunks

From: Bergdorf Goodman

Sizes:

S, M, L

$48.00

Tom Ford Underwear

Branded-waistband Briefs

From: Eraldo

Sizes:

S, 2XL

$65.00

Commando

Ultimate Bonded Micro-tech Boxer Briefs

From: Neiman Marcus

Sizes:

S, L, XL, 2XL

$100.00

Lucky Brand

Lucky Brand 3 Pack Stretch Boxer Briefs - Ultra Soft Fabric, Logo-accented Waistband

From: SHOP SIMON

Sizes:

S

$22.00

$36.50

-40%

Lucky Brand

4 Pack Essential Soft Boxer Briefs - Ultra Soft Stretch Fabric, Logo-accented Elastic Waistband

From: SHOP SIMON

Sizes:

S

$26.00

$42.50

-39%

Men's underwear, size S