SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men
SIMON | SUMMER SHORTS For Men

SIMON | SUMMER SHORTS For Men

$49.95 $169.95 Save $120.00

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Size (AU)
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ANNIVERSARY SALE UPDATE
Due to high demand during our 25-year anniversary sale, only a limited number of items are left. If you can still click 'Add to cart', it’s still available.

Transform Your Summer Wardrobe with Simon Summer Shorts

Discover the luxury of our best-selling Simon Summer Shorts, handcrafted for the modern, style-conscious man. With a perfect blend of quality and comfort, these shorts are the ideal choice for sunny days, ensuring you look your best and feel great no matter where your summer adventures take you.

Handcrafted Quality - Each pair of shorts is meticulously crafted, ensuring outstanding craftsmanship and a perfect fit that you deserve.
Eye-Catching and Trendy Design - The unique striped pattern adds a fresh touch to your outfit, allowing you to stand out effortlessly during any summer occasion.
Ultimate Comfort - Made from ultra-soft, breathable fabric that keeps you cool even on the hottest days, letting you fully enjoy your summer activities.
Versatility in Styling - These shorts pair perfectly with a range of tops, from casual t-shirts to smart polo shirts, offering endless outfit possibilities.
Worry-Free Enjoyment - With the high-quality materials, you can wear these shorts repeatedly without compromising on style or comfort.

Simon Size Chart (cm)

Size Waist (cm) Hip (cm) Length (cm)
S 75 108 47
M 80 113 48
L 85 118 49
XL 90 123 50
2XL 95 128 51

Don’t miss this opportunity
to upgrade your summer wardrobe! Shop today only and enjoy free shipping!

Today only, you'll receive FREE shipping on all orders.

Each Olive & Iris order is carefully packed by us and sent with passion to your doorstep - straight from our boutique.

After you place an order and we have processed it, you'll receive a track & trace code through email which you can use to track your order.

Pay safely with PayPal, Credit Card and more!

With us, your payment is 100% secure. We use advanced SSL (Secure Sockets Layer) technology to protect your personal data and payment information. SSL encrypts the data you enter so it cannot be intercepted by third parties.

Buyer protection
In case you are not satisfied with your order or it was not delivered on time, we guarantee you will receive a refund.

We want you to be satisfied with your product. If you do not like your order, please contact us within 30 days after delivery for return options.

our 25th anniversary sale ends today!

From our very first designs to becoming a boutique name loved across Australia — Olive & Iris has always stood for timeless style, lasting quality, and everyday confidence.

To celebrate this journey, we’re giving you a chance to shop your favourite pieces at up to 80% OFF.

Extra automatic savings at checkout:


Buy 2 → +10% off
Buy 3 → +15% off
Buy 4 → +20% off
Buy 5+ → +25% off

Mix & match any styles — discounts apply automatically.

With love,

Olive & Iris


Loved by thousands!

Sophie M. - Sydney

Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out.

Claire R. - Melbourne

The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too.

Amelia T. - Brisbane

Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece.

Emily J. - Adelaide

Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it.

Hannah L. - Perth

Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three.

Georgia K. - Gold Coast

I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique.

Sophie M. - Sydney

Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out.

Claire R. - Melbourne

The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too.

Amelia T. - Brisbane

Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece.

Emily J. - Adelaide

Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it.

Hannah L. - Perth

Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three.

Georgia K. - Gold Coast

I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique.

Sophie M. - Sydney

Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out.

Claire R. - Melbourne

The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too.

Amelia T. - Brisbane

Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece.

Emily J. - Adelaide

Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it.

Hannah L. - Perth

Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three.

Georgia K. - Gold Coast

I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique.

Sophie M. - Sydney

Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out.

Claire R. - Melbourne

The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too.

Amelia T. - Brisbane

Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece.

Emily J. - Adelaide

Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it.

Hannah L. - Perth

Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three.

Georgia K. - Gold Coast

I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique.

Sophie M. - Sydney

Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out.

Claire R. - Melbourne

The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too.

Amelia T. - Brisbane

Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece.

Emily J. - Adelaide

Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it.

Hannah L. - Perth

Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three.

Georgia K. - Gold Coast

I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique.

Sophie M. - Sydney

Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out. Honestly didn’t expect the fabric to feel this soft. Been wearing mine to work and it still looks fresh after a few washes. Might grab another colour before they sell out.

Claire R. - Melbourne

The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too. The fit was spot on — I’m usually between sizes and went with a 10. It’s flattering without being tight, which is rare. Shipping with AusPost was quicker than I thought too.

Amelia T. - Brisbane

Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece. Love the cut, feels a bit more ‘boutique’ than the usual online stuff. My sister saw it and instantly ordered one as well. Definitely more than a one-season piece.

Emily J. - Adelaide

Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it. Wasn’t sure if the colour would look the same in real life — but it’s exactly like the photos. Been pairing it with denim shorts and I’ve had strangers ask where I got it.

Hannah L. - Perth

Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three. Fabric feels breathable which is perfect here in Perth. Not see-through at all (my biggest worry). One small thing though, the tag was a bit scratchy at first, but I just snipped it off and it’s perfect now. Price was fair, especially with the bundle discount. I bought three.

Georgia K. - Gold Coast

I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique. I don’t usually leave reviews but this one deserves it. The packaging was minimal but nice, and the quality feels like something I’d normally pay double for at a boutique.


free shipping on all orders

Every order ships free with Australia Post & NZ Post. Packed with care and delivered straight from our boutique to your door.

25th anniversary sale

We’re celebrating 25 years of style and craftsmanship with our biggest sale ever. Timeless pieces, premium quality — sale ends today!

100% Satisfaction guarantee

Your order is backed by our 30-day return policy. If it’s not quite right, simply return it within 30 days and we’ll make it right — hassle free.