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- 9%
Boxer Brief Fly - Ahoy Sailor
Boxer Brief Fly - Ahoy Sailor
Boxer Brief Fly - Ahoy Sailor
Boxer Brief Fly - Ahoy Sailor
Boxer Brief Fly - Ahoy Sailor
Boxer Brief Fly - Ahoy Sailor

Boxer Brief Fly - Ahoy Sailor

(664 reviews)

Are you tired of constantly adjusting your underwear throughout the day? Introducing our ultra-comfortable men's Boxer Brief + Fly, a gate for your mate, specifically designed for guys with thicker legs. Our First Pair Guarantee ensures that you'll love them or they're FREE. The 3D Comfort Pouch features a hidden elastic band that surrounds you perfectly, providing all-day support and comfort. Our UltraGlyde ride-up resistant panels ensure that your underwear stays in place, no matter what activities you're engaging in. Made from a super soft bamboo viscose blend, these underwear not only feel amazing on your skin, but they're also environmentally friendly. The bamboo viscose material wicks away moisture, keeping you feeling fresh and dry all day long. Plus, our bamboo viscose is produced in a closed-loop system, making it a sustainable choice. With 95% viscose made from bamboo and 5% spandex, these underwear offer the perfect balance of stretch and support. Mix and match sizes, colours, and styles to create your perfect multi-pack. Don't miss out on the ultimate comfort and support of our men's bamboo viscose underwear.

Are you tired of constantly adjusting your underwear throughout the day? Introducing our ultra-comfortable men's Boxer Brief + Fly, a gate for your mate, specifically designed for guys with thicker legs. Our First Pair Guarantee ensures that you'll love them or they're FREE. The 3D Comfort Pouch features a hidden elastic band that surrounds you perfectly, providing all-day support and comfort. Our UltraGlyde ride-up resistant panels ensure that your underwear stays in place, no matter what activities you're engaging in. Made from a super soft bamboo viscose blend, these underwear not only feel amazing on your skin, but they're also environmentally friendly. The bamboo viscose material wicks away moisture, keeping you feeling fresh and dry all day long. Plus, our bamboo viscose is produced in a closed-loop system, making it a sustainable choice. With 95% viscose made from bamboo and 5% spandex, these underwear offer the perfect balance of stretch and support. Mix and match sizes, colours, and styles to create your perfect multi-pack. Don't miss out on the ultimate comfort and support of our men's bamboo viscose underwear.

$21.74 - $33.00

in 7 offers

last seen 31 May 2026

The lowest price we last saw for Boxer Brief Fly - Ahoy Sailor was $21.74 at Amazon.com.au, compared across 3 retailers (last seen 31 May 2026). Prices may have changed since.

The all-time low we recorded was $21.74 on 31 May 2026.

Prices last updated 31 May 2026.

Boxer Brief Fly - Ahoy Sailor

$21.74

last seen 31 May 2026
(664 reviews)

Are you tired of constantly adjusting your underwear throughout the day? Introducing our ultra-comfortable men's Boxer Brief + Fly, a gate for your mate, specifically designed for guys with thicker legs. Our First Pair Guarantee ensures that you'll love them or they're FREE. The 3D Comfort Pouch features a hidden elastic band that surrounds you perfectly, providing all-day support and comfort. Our UltraGlyde ride-up resistant panels ensure that your underwear stays in place, no matter what activities you're engaging in. Made from a super soft bamboo viscose blend, these underwear not only feel amazing on your skin, but they're also environmentally friendly. The bamboo viscose material wicks away moisture, keeping you feeling fresh and dry all day long. Plus, our bamboo viscose is produced in a closed-loop system, making it a sustainable choice. With 95% viscose made from bamboo and 5% spandex, these underwear offer the perfect balance of stretch and support. Mix and match sizes, colours, and styles to create your perfect multi-pack. Don't miss out on the ultimate comfort and support of our men's bamboo viscose underwear.

Are you tired of constantly adjusting your underwear throughout the day? Introducing our ultra-comfortable men's Boxer Brief + Fly, a gate for your mate, specifically designed for guys with thicker legs. Our First Pair Guarantee ensures that you'll love them or they're FREE. The 3D Comfort Pouch features a hidden elastic band that surrounds you perfectly, providing all-day support and comfort. Our UltraGlyde ride-up resistant panels ensure that your underwear stays in place, no matter what activities you're engaging in. Made from a super soft bamboo viscose blend, these underwear not only feel amazing on your skin, but they're also environmentally friendly. The bamboo viscose material wicks away moisture, keeping you feeling fresh and dry all day long. Plus, our bamboo viscose is produced in a closed-loop system, making it a sustainable choice. With 95% viscose made from bamboo and 5% spandex, these underwear offer the perfect balance of stretch and support. Mix and match sizes, colours, and styles to create your perfect multi-pack. Don't miss out on the ultimate comfort and support of our men's bamboo viscose underwear.

Size:

3XL
4XL

Color:

Ahoy Sailor

Price comparison

Price data powered by pricesAPI.io

Last updated at 31/05/2026 17:56:45

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
https://www.google.com/s2/favicons?domain=amazon.com.au&sz=64Amazon.com.au

$21.74

STEP ONE Mens Boxers Shorts, 1 Pair, Anti Chafing Underwear for Men, Moisture-Wicking Boxer Shorts with 3D Pouch. Fabric Made from Viscose from Bamboo

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!

https://www.google.com/s2/favicons?domain=stepone.life&sz=64Step One

$24.00

Men's Boxer Brief Fly | Ahoy Sailor | Anti-Chafe Underwear for Men | Best Men's Underwear | Bamboo Viscose Undies | Easy Access

Free delivery between 3–15 June

https://www.google.com/s2/favicons?domain=theiconic.com.au&sz=64THE ICONIC

$29.00

STEP ONE - Men's Navy Underwear - Boxer Brief - Ahoy Sailor - Size One Size, 2XL at The Iconic

Delivery between 4–8 June $9.95

Price history

Price history

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

Reviews

21 December 2023Michael J.

originally posted on step-one-uk.myshopify.com

Step One's product is tops, and what is so impressive is their customer care and support!! The product is excellent. I love it, but I have to say their customer care and support are even better!! Absolutely top class on all fronts! We had a shipment go astray, and I emailed step one on the matter, got an amicable and positive response, and all was sorted in a couple of days!!! I’m a business owner, so I know the potholes that happen now and again, but these people are genuine to deal with and have their customer's care xx at the top of their list!! Regards, Michael Galway, Ireland.

26 June 2024Nadim

originally posted on stepone.life

Best undies on the planet! This is my third order from Step One in seven plus years. Each time I grab a bunch. I have not had chaffing once since switching to these and they last! Worth every penny.

2 December 2022Neil B.

originally posted on step-one-uk.myshopify.com

Well enough made but vastly over priced and for me at least they dont live up to the hype. That said I bought a pair for each day of the week; more as a give it go thing I guess.Not great if you have a bit of a belly on you; the waisband folds itself over. only undies I've ever had that do this.

Price comparison

Updated 5 months ago
Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
https://www.google.com/s2/favicons?domain=amazon.com.au&sz=64
Amazon.com.au

$21.74

STEP ONE Mens Boxers Shorts, 1 Pair, Anti Chafing Underwear for Men, Moisture-Wicking Boxer Shorts with 3D Pouch. Fabric Made from Viscose from Bamboo

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!

https://www.google.com/s2/favicons?domain=stepone.life&sz=64
Step One

$24.00

Men's Boxer Brief Fly | Ahoy Sailor | Anti-Chafe Underwear for Men | Best Men's Underwear | Bamboo Viscose Undies | Easy Access

Free delivery between 3–15 June

https://www.google.com/s2/favicons?domain=theiconic.com.au&sz=64
THE ICONIC

$29.00

STEP ONE - Men's Navy Underwear - Boxer Brief - Ahoy Sailor - Size One Size, 2XL at The Iconic

Delivery between 4–8 June $9.95

Price history

Price history

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

Reviews

21 December 2023

Step One's product is tops, and what is so impressive is their customer care and support!! The product is excellent. I love it, but I have to say their customer care and support are even better!! Absolutely top class on all fronts! We had a shipment go astray, and I emailed step one on the matter, got an amicable and positive response, and all was sorted in a couple of days!!! I’m a business owner, so I know the potholes that happen now and again, but these people are genuine to deal with and have their customer's care xx at the top of their list!! Regards, Michael Galway, Ireland.

Michael J. originally posted on step-one-uk.myshopify.com
26 June 2024

Best undies on the planet! This is my third order from Step One in seven plus years. Each time I grab a bunch. I have not had chaffing once since switching to these and they last! Worth every penny.

Nadim originally posted on stepone.life
2 December 2022

Well enough made but vastly over priced and for me at least they dont live up to the hype. That said I bought a pair for each day of the week; more as a give it go thing I guess.Not great if you have a bit of a belly on you; the waisband folds itself over. only undies I've ever had that do this.

Neil B. originally posted on step-one-uk.myshopify.com
11 November 2023

Step One Underwear is the most comfortable Underwear I have come across! I particularly like the soft fabric; the immaculate stitching; the leg length & most of all the fantastic Pouch!In 2018 I had a life-saving operation, the result was I lost 50% of my left Testical, so the cleverly designed Pouch in Step Ones are worth their weight in Gold to me!Another side effect of wearing Step Ones, that I hadn’t realised when writing my last review, is that when you have an accident of the No.2 variety ( yes, it still happens to me occasionally, (I’m 24 year post Head-injury & now Disabled), because of how well fitting they are, Step One Underwear act as a close-fitting Nappy; allowing for much easier tidying up from what otherwise, would have been a lengthy job.Well ... MoreStep One Underwear is the most comfortable Underwear I have come across! I particularly like the soft fabric; the immaculate stitching; the leg length & most of all the fantastic Pouch!In 2018 I had a life-saving operation, the result was I lost 50% of my left Testical, so the cleverly designed Pouch in Step Ones are worth their weight in Gold to me!Another side effect of wearing Step Ones, that I hadn’t realised when writing my last review, is that when you have an accident of the No.2 variety ( yes, it still happens to me occasionally, (I’m 24 year post Head-injury & now Disabled), because of how well fitting they are, Step One Underwear act as a close-fitting Nappy; allowing for much easier tidying up from what otherwise, would have been a lengthy job.Well done Step One.

Richard M. originally posted on step-one-uk.myshopify.com
5 July 2022

Ordered my usual size L. It was too tight, they kindly sent new pair size XL. Still quite tight but wearable. After few hours I felt that my private parts were still quite squeezed in and I started to feel uncomfortable. My usual underwear are ergonomically designed and that was what I was missing. The material and the feel are great but the fit needs more attention.

Vaclav G. originally posted on step-one-uk.myshopify.com
13 November 2023

Fast becoming my favourite brand of underwear. I have worn Justwears, Jockeys, Isobaa, SuperNatural and these are the best.They’re comfortable, don’t ride up and great designs/patterns. Hopefully these last longer than 18 months and they’ll be my favourites, as I’m fed up of pairs not lasting long and wearing out.

customer originally posted on step-one-uk.myshopify.com
Great Boxers.
21 February 2024

These boxer briefs are so comfortable. Well made and seem durable especially with the non chafing panels. Great for running and exercise, but comfortable for daily use as well.

MMA74 originally posted on johnlewis.com
The most comfortable undies ever.
22 October 2023

The most comfortable undies ever. The quality, the material and best of all it’ fits perfectly. I strongly recommend Step One. Hands up 🙌

Karlo M. originally posted on stepone.life
These are a very nice pair of gents underwear
14 June 2022

These are a very nice pair of gents underwear. Crucially for me they have a fly opening , I was only disappointed that it isn’t available in the shorter legged version.Size LargeI haven’t worn them for a full day yet as I prefer something a bit looser in the summer months.They are close fitting without being too tight and I look forward to wearing them in the cooler months

Frank D. originally posted on stepone.life

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