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Boss Hugo Boss Underwear

Why Buy Boss Hugo Boss Underwear?
With a slim European fit and modern style, Boss Hugo Boss outfits men in high-quality, always fashionable underwear and swimwear. Briefs, boxer briefs, tees and swim trunks are colorful, classic and comfortable. Many styles come in multi-packs, making it easy to dress in style.

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Boss Hugo Boss Essential 100% Cotton Low Rise Briefs - 3 Pack 0325381

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Boss Hugo Boss Essential 100% Cotton Low Rise Briefs - 3 Pack

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The Boss Hugo Boss Essential 100% Cotton Low Rise Briefs - 3 Pack 0325381 has a logo elastic waistband, lined contour pouch, and includes three pair. Boss Hugo Boss' Essential 100% Cotton Low Rise Briefs - 3 Pack is made of knit 100% cotton.

Featured Review: ( Of 1 Reviews )

Size : XL
Hugo Boss replaces my Hanes mid rise briefs because hanes has no more mid rise that fit me. They are too long in the trunk. These Hugos fit really nice for my shorter trunk and feel great. I weigh 160 and am 5'ft 11"

rick from la grange pk. Ill.
Height: Average Height (5'4"-5'8") Age: 60s
Posted: September 10, 2020

Boss Hugo Boss 0325381
Essential 100% Cotton Low Rise Briefs - 3 Pack

$29.00

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Boss Hugo Boss Essential Cotton Stretch Low Rise Briefs - 3 Pack 0325402

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Boss Hugo Boss Essential Cotton Stretch Low Rise Briefs - 3 Pack

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The Boss Hugo Boss Essential Cotton Stretch Low Rise Briefs - 3 Pack 0325402 has a supportive, lined contour pouch, logo elastic waistband, and seamless sides and rear. Boss Hugo Boss' Essential Cotton Stretch Low Rise Briefs - 3 Pack is made of knit cotton/elastane.

Featured Review: ( Of 2 Reviews )

Size : L
Nice design, very good waistband. Feel comfortable. Affordable price.

PHUC from San Jose, CA
Height: Tall (5'9" and over) Age: 50s
Posted: February 07, 2022

Boss Hugo Boss 0325402
Essential Cotton Stretch Low Rise Briefs - 3 Pack

$38.00

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Boss Hugo Boss Ultra Soft Boxer Briefs - 2 Pack 0398706

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Boss Hugo Boss Ultra Soft Boxer Briefs - 2 Pack

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The Boss Hugo Boss Ultra Soft Boxer Briefs - 2 Pack 0398706 is very soft and has 4-way stretch for comfort. Boss Hugo Boss's Ultra Soft Boxer Briefs - 2 Pack is made of modal/elastane.

Boss Hugo Boss 0398706
Ultra Soft Boxer Briefs - 2 Pack

$42.00

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Boss Hugo Boss Essential Cotton Stretch Boxer Briefs - 3 Pack 0325404

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Boss Hugo Boss Essential Cotton Stretch Boxer Briefs - 3 Pack

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The Boss Hugo Boss Essential Cotton Stretch Boxer Briefs - 3 Pack 0325404 is a soft knit boxer brief with a lined contour pouch and seamless sides. Boss Hugo Boss' Essential Cotton Stretch Boxer Briefs - 3 Pack is made of knit cotton/elastane.

Boss Hugo Boss 0325404
Essential Cotton Stretch Boxer Briefs - 3 Pack

$42.00

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Boss Hugo Boss Essential Cotton Stretch Trunks - 3 Pack 0325403

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Boss Hugo Boss Essential Cotton Stretch Trunks - 3 Pack

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The Boss Hugo Boss Essential Cotton Stretch Trunks - 3 Pack 0325403 has dynamic stretch for maximum comfort, a supportive contour pouch, and includes three. Boss Hugo Boss' Essential Cotton Stretch Trunks - 3 Pack is made of knit cotton/elastane.

Boss Hugo Boss 0325403
Essential Cotton Stretch Trunks - 3 Pack

$42.00

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Boss Hugo Boss Essential 100% Cotton Trunks - 3 Pack 0325383

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Boss Hugo Boss Essential 100% Cotton Trunks - 3 Pack

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The Boss Hugo Boss Essential 100% Cotton Trunks - 3 Pack 0325383 is a knit boxer brief with a lined contour pouch and seamless rear. Boss Hugo Boss' Essential 100% Cotton Trunks - 3 Pack is made of knit cototn.

Boss Hugo Boss 0325383
Essential 100% Cotton Trunks - 3 Pack

$39.00

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Boss Hugo Boss Cotton Stretch Brief - 3 Pack 0458559

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Boss Hugo Boss Cotton Stretch Brief - 3 Pack

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The Boss Hugo Boss Cotton Stretch Brief - 3 Pack 50458559 is a multipack with three briefs in three color options, with a low rise body and logo elastic. Boss Hugo Boss' Cotton Stretch Brief - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0458559
Cotton Stretch Brief - 3 Pack

$38.00

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Boss Hugo Boss 100% Cotton Woven Boxers - 2 Pack 0436980

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Boss Hugo Boss 100% Cotton Woven Boxers - 2 Pack

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The Boss Hugo Boss 100% Cotton Woven Boxers - 2 Pack 0436980 keeps you comfortable with lightweight cotton and a button fly. Boss Hugo Boss's 100% Cotton Woven Boxers - 2 Pack is made from cotton.

Featured Review: ( Of 1 Reviews )

Size : 2XL
I'm impressed with the product quality and the customer service. I needed to exchange my original purchase, and HisRoom handled it, no problem. I highly recommend this site. I'll order from here again soon.

Jim from San Diego
Height: Average Height (5'4"-5'8") Age: 50s
Posted: June 23, 2021

Boss Hugo Boss 0436980
100% Cotton Woven Boxers - 2 Pack

$45.00 Now: $36.95

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Boss Hugo Boss Retro Modal Blend Trunk 0459931

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Boss Hugo Boss Retro Modal Blend Trunk

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The Boss Hugo Boss Retro Modal Blend Trunk 0459931 features a flyless contour pouch, breathable textured knit, and an elasticized waistband. Boss Hugo Boss's Retro Modal Blend Trunk is made of cotton/modal/elastane.

Boss Hugo Boss 0459931
Retro Modal Blend Trunk

$34.00 Now: $26.95

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Boss Hugo Boss Traditional 100% Cotton Rib Briefs - 5 Pack 0453613

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Boss Hugo Boss Traditional 100% Cotton Rib Briefs - 5 Pack

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The Boss Hugo Boss Traditional 100% Cotton Rib Briefs - 5 Pack 50453613 has a work week's worth of briefs in one multipack. Boss Hugo Boss' Traditional 100% Cotton Rib Briefs - 5 Pack is made of 100% cotton.

Boss Hugo Boss 0453613
Traditional 100% Cotton Rib Briefs - 5 Pack

$49.00

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Boss Hugo Boss Big and Tall Cotton Stretch Boxer Briefs - 3 Pack 0414838

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Boss Hugo Boss Big and Tall Cotton Stretch Boxer Briefs - 3 Pack

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The Boss Hugo Boss Big and Tall Cotton Stretch Boxer Briefs - 3 Pack 0414838 features a contour pouch, a logo waistband and a body-hugging fit. Boss Hugo Boss's Big and Tall Cotton Stretch Boxer Briefs - 3 Pack is made from cotton/elastane.

Boss Hugo Boss 0414838
Big and Tall Cotton Stretch Boxer Briefs - 3 Pack

$58.00

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Boss Hugo Boss Finestripe Cotton Stretch Trunk 0449474

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Boss Hugo Boss Finestripe Cotton Stretch Trunk

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The Boss Hugo Boss Finestripe Cotton Stretch Trunk 50449474 has a supportive contour pouch with a multistripe pattern body. Boss Hugo Boss's Finestripe Cotton Stretch Trunk is made of cotton/elastane.

Boss Hugo Boss 0449474
Finestripe Cotton Stretch Trunk

$34.00 Now: $26.95

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Boss Hugo Boss Ecovero Pure Boxer Brief 0449476

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Boss Hugo Boss Ecovero Pure Boxer Brief

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The Boss Hugo Boss Ecovero Pure Boxer Brief 50449476 are made with silky soft eco-friendly fibers and have a modern look. Boss Hugo Boss' Ecovero Pure Boxer Brief is made of Tencel lyocell/elastane.

Boss Hugo Boss 0449476
Ecovero Pure Boxer Brief

$35.00 Now: $27.95

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Boss Hugo Boss Cotton Stretch Boxer Brief - 3 Pack 0458544

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Boss Hugo Boss Cotton Stretch Boxer Brief - 3 Pack

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The Boss Hugo Boss Cotton Stretch Boxer Brief - 3 Pack 0458544 has 360 degree stretch, breathability, contour pouch, flyless front, and soft knit. Boxer brief multipack is tag free. Boss Hugo Boss's Cotton Stretch Boxer Brief - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0458544
Cotton Stretch Boxer Brief - 3 Pack

$42.00 Now: $34.95

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Boss Hugo Boss Cotton Stretch Briefs - 3 Pack 0438317

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Boss Hugo Boss Cotton Stretch Briefs - 3 Pack

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The Boss Hugo Boss Cotton Stretch Briefs - 3 Pack 0438317 features three pairs of briefs, each with a contour pouch and a logo waistband. Boss Hugo Boss's Cotton Stretch Briefs - 3 Pack is made from cotton and elastane.

Boss Hugo Boss 0438317
Cotton Stretch Briefs - 3 Pack

$42.00

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Boss Hugo Boss Essential 100% Cotton Boxer Briefs - 3 Pack 0325384

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Boss Hugo Boss Essential 100% Cotton Boxer Briefs - 3 Pack

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The Boss Hugo Boss Essential 100% Cotton Boxer Briefs - 3 Pack 0325384 is constructed with natural pure cotton, a seamed rear, and a logo elastic waistband. Includes 3 pair. Boss Hugo Boss' Essential 100% Cotton Boxer Briefs - 3 Pack is made of knit cotton.

Boss Hugo Boss 0325384
Essential 100% Cotton Boxer Briefs - 3 Pack

$37.00

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Boss Hugo Boss Organic Cotton Trunks - 3 Pack 0451408

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Boss Hugo Boss Organic Cotton Trunks - 3 Pack

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The Boss Hugo Boss Organic Cotton Trunks - 3 Pack 50451408 gives you three cotton stretch trunks in a multipack with solid color options. Boss Hugo Boss' Organic Cotton Trunks - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0451408
Organic Cotton Trunks - 3 Pack

$42.00

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Boss Hugo Boss Traditional 100% Cotton Boxer Briefs - 5 Pack 0453580

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Boss Hugo Boss Traditional 100% Cotton Boxer Briefs - 5 Pack

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The Boss Hugo Boss Traditional 100% Cotton Boxer Briefs - 5 Pack has solid color, open, functional fly, vertical dart, elastic waist, and crotch gusset. Boxer briefs are tagless. Boss Hugo Boss Traditional 100% Cotton Boxer Briefs - 5 Pack is made of 100% cotton.

Boss Hugo Boss 0453580
Traditional 100% Cotton Boxer Briefs - 5 Pack

$59.00

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Boss Hugo Boss Traditional 100% Cotton Trunks - 5 Pack 0453602

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Boss Hugo Boss Traditional 100% Cotton Trunks - 5 Pack

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The Boss Hugo Boss Traditional 100% Cotton Trunks - 5 Pack 0453602 has open fly, vertical dart, ventilated knit, and jacquard logo. Boss Hugo Boss's Traditional 100% Cotton Trunks - 5 Pack is made of pure cotton.

Featured Review: ( Of 1 Reviews )

Size : XL
Perfect fit

Mike from Worcester
Height: Average Height (5'4"-5'8") Age: 60s
Posted: May 24, 2021

Boss Hugo Boss 0453602
Traditional 100% Cotton Trunks - 5 Pack

$59.00

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Boss Hugo Boss Cotton Stretch Briefs - 3 Pack 0449471

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Boss Hugo Boss Cotton Stretch Briefs - 3 Pack

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The Boss Hugo Boss Cotton Stretch Briefs - 3 Pack 50449471 come in solid colors with a low-slung waistline, pouch front, and a cotton-rich feel. Boss Hugo Boss' Cotton Stretch Briefs - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0449471
Cotton Stretch Briefs - 3 Pack

$42.00 Now: $32.95

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Boss Hugo Boss Identity Cotton Modal Trunk 0437245

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Boss Hugo Boss Identity Cotton Modal Trunk

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The Boss Hugo Boss Identity Cotton Modal Trunk 0437245 features a contour pouch, a body-hugging fit, and a logo waistband. Boss Hugo Boss's Identity Cotton Modal Trunk is made from cotton, modal, and elastane.

Boss Hugo Boss 0437245
Identity Cotton Modal Trunk

$30.00 Now: $16.95

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Boss Hugo Boss Identity Hip Brief 0449609

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Boss Hugo Boss Identity Hip Brief

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The Boss Hugo Boss' Identity Hip Brief 0449609 has flyless contour pouch and no-dig waistband. Boss Hugo Boss' Identity Hip Brief is made of cotton/modal/elastane.

Boss Hugo Boss 0449609
Identity Hip Brief

$28.00 Now: $21.95

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Boss Hugo Boss Cotton Stretch Trunk - 2 Pack 0402260

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Boss Hugo Boss Cotton Stretch Trunk - 2 Pack

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The Boss Hugo Boss Cotton Stretch Trunk - 2 Pack 0402260 features a contour pouch, a stretch knit body, and a low rise fit. Boss Hugo Boss's Cotton Stretch Trunk - 2 Pack is made of cotton/elastane.

Featured Review: ( Of 1 Reviews )

Size : L
Best underwear ever

Fabian from Lee MA
Height: Average Height (5'4"-5'8") Age: 40s
Posted: April 21, 2022

Boss Hugo Boss 0402260
Cotton Stretch Trunk - 2 Pack

$35.00 Now: $21.95

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Boss Hugo Boss Cotton Modal Blend Identity Trunk 0426273

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Boss Hugo Boss Cotton Modal Blend Identity Trunk

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The Boss Hugo Boss Cotton Modal Blend Identity Trunk 50426273 gives you more softness and a lightweight feel with a supportive pouch front. Boss Hugo Boss's Cotton Modal Blend Identity Trunk is made of cotton/modal/elastane.

Boss Hugo Boss 0426273
Cotton Modal Blend Identity Trunk

$30.00 Now: $19.95

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Boss Hugo Boss One Design Stretch Trunk - 3 Pack 0458545

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Boss Hugo Boss One Design Stretch Trunk - 3 Pack

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The Boss Hugo Boss One Design Stretch Trunk - 3 Pack 0458545 includes 1 print and 2 solid trunks in a predominantly cotton blend for all-day, everyday comfort! Boss Hugo Boss's One Design Stretch Trunk - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0458545
One Design Stretch Trunk - 3 Pack

$42.00

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Boss Hugo Boss Cotton Stretch Boxer Briefs - 3 Pack 0449457

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Boss Hugo Boss Cotton Stretch Boxer Briefs - 3 Pack

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The Boss Hugo Boss Cotton Stretch Boxer Briefs - 3 Pack 50449457 comes with three black boxer briefs with contrasting waistbands. Boss Hugo Boss's Cotton Stretch Boxer Briefs - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0449457
Cotton Stretch Boxer Briefs - 3 Pack

$42.00 Now: $29.95

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Boss Hugo Boss Identity Cotton Modal Hip Boxer Brief 0437247

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Boss Hugo Boss Identity Cotton Modal Hip Boxer Brief

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The Boss Hugo Boss Identity Cotton Modal Hip Boxer Brief 0437247 features a contour pouch and a body-hugging fit. Boss Hugo Boss's Identity Cotton Modal Hip Boxer Brief is made of cotton/modal.

Boss Hugo Boss 0437247
Identity Cotton Modal Hip Boxer Brief

$35.00 Now: $19.95

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Boss Hugo Boss Cotton Stretch Trunks - 3 Pack 0438342

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Boss Hugo Boss Cotton Stretch Trunks - 3 Pack

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The Boss Hugo Boss Cotton Stretch Trunks - 3 Pack 0438342 features a sleek, body-hugging fit and a supportive contour pouch. Boss Hugo Boss's Cotton Stretch Trunks - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0438342
Cotton Stretch Trunks - 3 Pack

$42.00 Now: $28.95

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Boss Hugo Boss One Design Cotton Stretch Trunks - 3 Pack 0439193

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Boss Hugo Boss One Design Cotton Stretch Trunks - 3 Pack

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The Boss Hugo Boss One Design Cotton Stretch Trunks - 3 Pack 0439193 features a contour pouch and a short inseam for a body-hugging fit. Boss Hugo Boss' One Design Cotton Stretch Trunks - 3 Pack is made from cotton and elastane.

Boss Hugo Boss 0439193
One Design Cotton Stretch Trunks - 3 Pack

$48.00 Now: $29.95

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Boss Hugo Boss Striped Cotton Stretch Trunk 0437248

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Boss Hugo Boss Striped Cotton Stretch Trunk

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The Boss Hugo Boss Striped Cotton Stretch Trunk 0437248 features a signature logomark waistband and a sleek, streamlined fit. Boss Hugo Boss's Striped Cotton Stretch Trunk is made from cotton/elastane.

Boss Hugo Boss 0437248
Striped Cotton Stretch Trunk

$35.00 Now: $21.95

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Boss Hugo Boss Cotton Stretch 24 Logo Boxer Brief

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The Boss Hugo Boss Cotton Stretch 24 Logo Boxer Brief 50426283 has a new fit with seams and panels to improve comfort and a supportive pouch for better wear. Boss Hugo Boss's Cotton Stretch 24 Logo Boxer Brief is made of cotton/elastane.

Boss Hugo Boss 0426283
Cotton Stretch 24 Logo Boxer Brief

$28.00 Now: $19.95

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Boss Hugo Boss Structstripe Modal Blend Trunk 0425636

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Boss Hugo Boss Structstripe Modal Blend Trunk

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The Boss Hugo Boss Structstripe Modal Blend Trunk 50425636 has a ribbed body with a logo waistband and a striped pattern with supportive pouch. Boss Hugo Boss's Structstripe Modal Blend Trunk is made of modal/cotton/elastane.

Featured Review: ( Of 1 Reviews )

Size : S
Slick, Comfortable and smooth. Will keep the Guys and Girls goggled eyed for hours

Full Mounty from Philly, PA
Height: Average Height (5'4"-5'8") Age: 30s
Posted: January 16, 2022

Boss Hugo Boss 0425636
Structstripe Modal Blend Trunk

$30.00 Now: $19.95

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Boss Hugo Boss 100% Cotton Boxer Shorts - 2 Pack 0469762

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Boss Hugo Boss 100% Cotton Boxer Shorts - 2 Pack

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The Boss Hugo Boss 100% Cotton Boxer Shorts - 2 Pack 50469762 has two boxers in a multipack with button fly design and logo elastic. Boss Hugo Boss's 100% Cotton Boxer Shorts - 2 Pack is made of woven cotton.

Boss Hugo Boss 0469762
100% Cotton Boxer Shorts - 2 Pack

$42.00

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Boss Hugo Boss Cotton Stretch Trunk - 3 Pack 0458488

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Boss Hugo Boss Cotton Stretch Trunk - 3 Pack

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The Boss Hugo Boss Cotton Stretch Trunk - 3 Pack 50458488 is a multipack with three different trunks with different color options and the same fit as well as cotton-blend softness. Boss Hugo Boss's Cotton Stretch Trunk - 3 Pack is made of cotton/elastane.

Boss Hugo Boss 0458488
Cotton Stretch Trunk - 3 Pack

$42.00

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Boss Hugo Boss Identity Hip Brief 0468328

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Boss Hugo Boss Identity Hip Brief

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The Boss Hugo Boss Identity Hip Brief 50468328 is a low rise brief with a mix of cotton and micro modal for a softer feel. Boss Hugo Boss' Identity Hip Brief is made of cotton/modal/elastane.

Boss Hugo Boss 0468328
Identity Hip Brief

$28.00

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Boss Hugo Boss 100% Cotton Crew Neck T-Shirts - 3 Pack 0325887

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Boss Hugo Boss 100% Cotton Crew Neck T-Shirts - 3 Pack

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The Boss Hugo Boss 100% Cotton Crew Neck T-Shirts - 3 Pack 0325887 has a soft feel with short sleeves and a lightweight knit. Boss Hugo Boss's 100% Cotton Crew Neck T-Shirts - 3 Pack is made from cotton.

Boss Hugo Boss 0325887
100% Cotton Crew Neck T-Shirts - 3 Pack

$42.00

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Boss Hugo Boss Micro Stretch Boxer Brief - 2 Pack 0385539

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Boss Hugo Boss Micro Stretch Boxer Brief - 2 Pack

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The Boss Hugo Boss Micro Stretch Boxer Brief - 2 Pack 0385539 features contour pouch and a low rise. Boss Hugo Boss's Micro Stretch Boxer Brief - 2 Pack is made of polyester/elastane.

Boss Hugo Boss 0385539
Micro Stretch Boxer Brief - 2 Pack

$45.00

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About Boss Hugo Boss

Boss Hugo Boss

Boss Hugo Boss underwear is made with a devoted eye towards careful tailoring and subtle, refined design. That approach is carried into every corner of Boss Hugo Boss' clothing empire, and it is this approach that has made the company an internationally recognized and highly sought-after brand. Hugo Boss is a fully realized lifestyle brand that can provide you with a solution to everything your wardrobe lacks. You may even be tempted to upgrade what you already have with the variety of styles available, including Hugo Boss t-shirts briefs, boxer briefs and trunks. Boss Hugo Boss offers several staple underwear styles, that have a consistent fit and come in convenient 2 packs and 3 packs to keep you well stocked with the underwear you love and trust. Each new season brings with it several fashion designs and color choices from Boss Hugo Boss so that you might enjoy adding to your underwear drawer. Not to mention the Boss Hugo Boss swimsuits that can be anything from solid swim shorts to patterned swim briefs or boardshorts. If you're a fan of color then you shouldn't miss out on Boss Hugo Boss socks either. The socks can be standard neutrals, but also come in many bright, lively colors that will add that special pop to your clothes. Boss Hugo Boss has something for everyone, so find some underwear, swimwear, sleepwear, and socks for yourself!