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Our Boxers Make Great Gifts

Look no further for our most popular styles to round out their collection.

Tone-on-tone Feel Lyocell trunk discounted price US$25.00
2 for $39.95
Le 31
Contrast-seam solid brief discounted price US$19.00
Le 31
Solid viscose trunk discounted price US$19.00
Le 31
Tone-on-tone Feel Lyocell boxer brief discounted price US$25.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell trunk discounted price US$25.00
2 for $39.95
Le 31
Tone-on-tone Feel lyocell brief discounted price US$25.00
2 for $39.95
Le 31
Twin stripe boxer brief regular price $25.00 discounted price US$14.99
Le 31
Sweet champagne trunk regular price $19.00 discounted price US$14.99
Le 31
Twin stripe boxer brief regular price $25.00 discounted price US$14.99
Le 31
Monogram waist trunk regular price $30.00 discounted price US$19.99
Diesel
Dri-FIT Essential trunks
3-pack
discounted price US$45.00
Nike
Colourful multi-stripe trunk discounted price US$45.00
Paul Smith
Abstract floral trunk discounted price US$45.00
Paul Smith
Small flower trunk discounted price US$45.00
Paul Smith
Modern Cotton warm-hued briefs
3-pack
discounted price US$45.00
Calvin Klein
Colourful logo boxer briefs
3-pack
discounted price US$45.00
Calvin Klein
Solid three-pack trunks discounted price US$45.00
Calvin Klein

Bold Briefs

Our selection of in-demand brands and popular styles.

Briefs
Teddy Bear waist brief discounted price US$55.00
Moschino
Second skin thong discounted price US$19.00
JM
Switch micro-mesh cropped brief discounted price US$30.00
Pump!
Finely ribbed brief discounted price US$30.00
2(x)ist
Monogram band cotton brief regular price $40.00 discounted price US$24.95
Emporio Armani
Purple modal brief discounted price US$30.00
2(x)ist
Velocity jockstrap discounted price US$30.00
Pump!
Circuit jockstrap discounted price US$30.00
Pump!
Red access trunk discounted price US$30.00
Pump!

Even More Gift Ideas

Browse our selection of thoughtful little goodies.

abstracts pink shapes

3 for $39.95

Recycled microfibre boxer brief discounted price US$19.00
3 for $39.95
Le 31
Recycled microfibre boxer brief discounted price US$19.00
3 for $39.95
Le 31
Recycled microfibre boxer brief discounted price US$19.00
3 for $39.95
Le 31

3 for $34.95

Contrast-seam boxer brief discounted price US$15.00
Le 31
Contrast-seam boxer brief discounted price US$15.00
Le 31
Contrast-seam boxer brief discounted price US$15.00
Le 31

3 for $44.95

Contrast band grey trunk discounted price US$20.00
Le 31
Contrast band grey brief discounted price US$20.00
Le 31
Micro-dotted stripe trunk discounted price US$20.00
Le 31
Micro-dotted stripe brief discounted price US$20.00
Le 31

Editor's pick

Micro-pattern blue trunk discounted price US$20.00
Le 31
Mini-pattern blue brief discounted price US$20.00
Le 31

Most popular trunks

Editor's pick

Favourite snacks trunk regular price $19.00 discounted price US$14.99
Le 31

Editor's pick

Favourite snacks trunk regular price $19.00 discounted price US$14.99
Le 31

Editor's pick

Favourite snacks trunk regular price $19.00 discounted price US$14.99
Le 31
Contrasting topstitch trunk discounted price US$15.00
Le 31
Bright organic cotton trunk discounted price US$19.00
Le 31
Tone-on-tone Feel Lyocell trunk discounted price US$25.00
2 for $39.95
Le 31

Most popular boxer briefs

Compression boxer brief regular price $45.00 discounted price US$29.95
Saxx
Heather plum boxer brief
VIBE
discounted price US$30.00
Saxx
Alpine peaks boxer brief
ULTRA
discounted price US$30.00
Saxx
Sam Taylor boxer brief
VIBE
discounted price US$30.00
Saxx
Solid light boxer brief
ULTRA
discounted price US$30.00
Saxx
Mountain pattern boxer brief
VIBE
discounted price US$30.00
Saxx

Most popular multi-packs

Dri-FIT Essential Micro trunks
3-pack
discounted price US$50.00
Nike
Dri-FIT Essential Micro trunks
3-pack
discounted price US$50.00
Nike
Dri-FIT Everyday pop band boxer briefs
3-pack
discounted price US$45.00
Nike

Most popular boxers

Loose organic cotton jersey boxer regular price $19.00 discounted price US$9.99
Le 31

Editor's pick

Organic cotton flannel loose trunk regular price $25.00 discounted price US$19.99
Le 31

Editor's pick

Organic cotton flannel loose trunk regular price $25.00 discounted price US$19.99
Le 31
Playful print loose boxer brief regular price $19.00 discounted price US$9.99
Djab
Playful print loose boxer brief regular price $19.00 discounted price US$9.99
Djab
Loose monochrome boxer brief discounted price US$35.00
Lacoste

Most popular briefs

Tone-on-tone Feel lyocell brief discounted price US$25.00
2 for $39.95
Le 31
Tone-on-tone Feel lyocell brief discounted price US$25.00
2 for $39.95
Le 31
Tone-on-tone Feel lyocell brief discounted price US$25.00
2 for $39.95
Le 31

Trunks

Denim-like trunk regular price $19.00 discounted price US$14.99
Le 31

Editor's pick

Retro stripe trunk regular price $20.00 discounted price US$14.99
Le 31
Solid viscose trunk discounted price US$19.00
Le 31
Multi-stripe eco-friendly trunk discounted price US$19.99
Le 31
Colourful snack trunk regular price $19.00 discounted price US$14.99
Le 31
Colourful snack trunk regular price $19.00 discounted price US$14.99
Le 31
Festive pattern trunk regular price $20.00 discounted price US$5.99
Le 31
Sports club trunk regular price $19.00 discounted price US$9.99
Le 31
Vivid colours trunk discounted price US$15.00
Jack & Jones

New

Skull trunk discounted price US$15.00
Jack & Jones

New

Skull trunk discounted price US$15.00
Jack & Jones

New

Skull trunk discounted price US$15.00
Jack & Jones

New

Red-stripe blue trunk discounted price US$15.00
Jack & Jones

New

Red-stripe blue trunk discounted price US$15.00
Jack & Jones

New

Red-stripe blue trunk discounted price US$15.00
Jack & Jones
Graphic palm tree trunk discounted price US$15.00
Jack & Jones
Vivid colours trunk discounted price US$15.00
Jack & Jones
Vivid colours trunk discounted price US$15.00
Jack & Jones
Logo waist trunk discounted price US$15.00
Jack & Jones
Monochrome microfibre trunk discounted price US$15.00
Jack & Jones
Signature waist trunk discounted price US$15.00
Jack & Jones
Yellow graffiti trunk discounted price US$15.00
Jack & Jones
Logo belt trunk discounted price US$15.00
Jack & Jones
Neon skull trunk discounted price US$15.00
Jack & Jones
Signature waist trunk discounted price US$15.00
Jack & Jones
Heathered pink trunk regular price $15.00 discounted price US$9.99
Jack & Jones
Logo waist solid trunk
VIBE
discounted price US$30.00
Saxx

New

Ami de Coeur trunk discounted price US$69.00
Ami

Editor's pick

Slim fit trunk discounted price US$30.00
JM

Editor's pick

Slim fit trunk discounted price US$30.00
JM

Editor's pick

Slim fit trunk discounted price US$30.00
JM
Second skin trunk discounted price US$25.00
JM
Monogram waist trunk regular price $30.00 discounted price US$19.99
Diesel

Men's Boxers & Briefs

Whether you're working, training at the gym, or simply relaxing at home, comfort is a priority. And when it comes to comfort, choosing the right underwear is key. At Simons, we offer a wide variety of trunks, boxers, and boxer briefs to suit your every need.

 

Take your pick in our selection of high-quality, comfortable, and sometimes playful designs by Calvin Klein, Jack & Jones, BOSS by HUGO BOSS, SAXX, or our private brand, Le 31. Make sure to choose the fabric that's right for you. Your underwear should be stretchy and breathable. Cotton, modal, and bamboo rayon are particularly popular!