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Boss Men's Trunks
Boss Men's Trunks
Boss Men's Trunks
Boss Men's Trunks
Boss Men's Trunks
Boss Men's Trunks
Boss Men's Trunks
Boss Men's Trunks

Boss Men's Trunks

(376 reviews)

Three pairs of stretch cotton boxer briefs, designed to provide ultimate comfort in movement. Each pair features an iconic elasticated waistband bearing distinctive contrast logo detailing. Stock up on this essential basic for everyday luxury.

Three pairs of stretch cotton boxer briefs, designed to provide ultimate comfort in movement. Each pair features an iconic elasticated waistband bearing distinctive contrast logo detailing. Stock up on this essential basic for everyday luxury.

$41.73

in 1 offers

The lowest price for Boss Men's Trunks right now is $41.73 at Amazon.com.au.

The all-time low was $41.00 on 30 Dec 2025 — today's price is 2% above the lowest ever. This is at or near its all-time low — a good time to buy.

Prices last updated 12 May 2026.

Size:

S
M
L

Boss Men's Trunks

$41.73

(376 reviews)

Three pairs of stretch cotton boxer briefs, designed to provide ultimate comfort in movement. Each pair features an iconic elasticated waistband bearing distinctive contrast logo detailing. Stock up on this essential basic for everyday luxury.

Three pairs of stretch cotton boxer briefs, designed to provide ultimate comfort in movement. Each pair features an iconic elasticated waistband bearing distinctive contrast logo detailing. Stock up on this essential basic for everyday luxury.

Price comparison

Price data powered by pricesAPI.io

Last updated at 12/05/2026 12:06:37

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
Amazon.com.au

$41.73

BOSS Men's Trunk 3p Co/El 10229161 04 Trunks (pack of 3)

Free delivery

Affiliate Disclosure: We may receive a small commission for purchases made through this link at no extra cost to you. This helps support our site. Thank you!

Price history

Price history

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.

Reviews

Best boxer brief
19 February 2015Guyonaroadbike

originally posted on macys.com

Finally, I found the one that's best for me. They run extremely small. My waist is 38, and I have a small butt, I got the XX large. I like my underwear to fit loose but with support. The legs don't bunch up, and they don't ride up in the back. The front pouch fits me like a glove. Everybody's happy! Thank you Macy's, for having such a large selection of underwear. Don't stop selling these. And thank you Hugo boss, excellent quality product I will wear for a long time.

Great Value, Black Boxers Matter.
21 September 2020vijayxx9

originally posted on ebay.com

No products are ripped or appear to be used as stated. In fact, product appears to be new but without packaging. It's a great value if you understand the Hugo Boss line of clothing, appreciate comfort and enjoy a classic boxer brief look. Washes well, no dye issues. Recommended. Good for keeping things out of the way during running and other sports!

Hugo Boss
20 July 2014JimmyBJr

originally posted on macys.com

Have worn CK trunks for years and was satisfied with them. Also have some Hugo Boss briefs and was very happy with them. When it was time to replace some of the CK trunks I decided to try the Hugo Boss trunks. Glad I did. Fit is better, feel is better, and overall look is much better. Will buy more when the need arises.

Price comparison

Updated about 2 months ago
Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
Amazon.com.au

$41.73

BOSS Men's Trunk 3p Co/El 10229161 04 Trunks (pack of 3)

Free delivery

Affiliate Disclosure: We may receive a small commission for purchases made through this link at no extra cost to you. This helps support our site. Thank you!

Price history

Price history

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.

Reviews

Best boxer brief
19 February 2015

Finally, I found the one that's best for me. They run extremely small. My waist is 38, and I have a small butt, I got the XX large. I like my underwear to fit loose but with support. The legs don't bunch up, and they don't ride up in the back. The front pouch fits me like a glove. Everybody's happy! Thank you Macy's, for having such a large selection of underwear. Don't stop selling these. And thank you Hugo boss, excellent quality product I will wear for a long time.

Guyonaroadbike originally posted on macys.com
Great Value, Black Boxers Matter.
21 September 2020

No products are ripped or appear to be used as stated. In fact, product appears to be new but without packaging. It's a great value if you understand the Hugo Boss line of clothing, appreciate comfort and enjoy a classic boxer brief look. Washes well, no dye issues. Recommended. Good for keeping things out of the way during running and other sports!

vijayxx9 originally posted on ebay.com
Hugo Boss
20 July 2014

Have worn CK trunks for years and was satisfied with them. Also have some Hugo Boss briefs and was very happy with them. When it was time to replace some of the CK trunks I decided to try the Hugo Boss trunks. Glad I did. Fit is better, feel is better, and overall look is much better. Will buy more when the need arises.

JimmyBJr originally posted on macys.com
Hugo Boss great underwear
3 December 2018

Hugo Boss underwear is comfortable and fits well. The design and styles are classic. And great deals at Bloomingdale's.

todayinla originally posted on bloomingdales.com
I will continue to buy this brand of Boss Hugo
11 January 2022

Boyfriend wears them and they fit really well. He has always liked the brand and they hold up very well.

TAMMY originally posted on dillards.com
Poor quality!
5 August 2021

I purchased a pack of 3 pairs of these underwear two months ago (black color). 2 of 3 pairs already have multiple holes and tears! Very disappointed. Nice design otherwise.

anna originally posted on macys.com
Stay Away
4 August 2022

The area around the leg is loose. Odd fit for a trunk style. Can not recommend.

GERARDO originally posted on dillards.com
They're Ok....
8 April 2023

These were just "okay". The fabric feels a bit cheap, after just two washes I'm realizing I don't like these. I prefer softer cotton or the sport type better.

Elias G. originally posted on bloomingdales.com
Very poor cloth quality...Wont buy it again
29 September 2016

fitting and elastic is all fine but the cloth quality is too bad meaning that they all got torn off after a short period of time. I choose this just because of a brand name but I guess I made a bad choice and won't buy it again. Would have got something better for the same price.

Will originally posted on macys.com
not comfortable after 3-4 hours
10 October 2014

These are not as comfortable as Polo Ralph Lauren slim-fit trunks I have gotten in the past. After three to four hours they stretch out. They will bunch up in areas and do not fit as snug like when you first put them on.Nice thing is after I wash them they go close to back to next time I think I will try something else and not get this brand again for underwear.

Shihengju originally posted on macys.com