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I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
New Season Colours // The Twin Pleat Pant transitions seamlessly between occasions. Twin front pleats for subtle volume and structured drape, a relaxed straight-leg silhouette, and 100% cotton that holds its shape through daily wear. The everyday trouser that works harder than it looks.

Explore the latest in our pants collection.
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iloveugly.comClean Tailoring. Zero Effort.Any 2 pairs for $200
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
The pants you stop searching for. Tailored without being stiff. Comfortable without looking casual. The pair that works for work, weekends, and everything between.

Shop our Winston Pants now.
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iloveugly.comNew Season Colours | Winston PantBundle 2 pairs for $200
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
Go wider. Go bolder.

The Balloon Pant was never meant to blend in. With its exaggerated silhouette and heavy-duty twill build, it brings structure and edge to any fit. Every seam is intentional from the ILU-embroidery and back welt pocket for practicality. It’s bold but wearable, oversized without compromise.
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iloveugly.comThe Balloon Pleat Pant | New Season ColoursBundle & Save
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
See why these pants are our Number 1 Best Seller. Shop Now β†’ www.iloveugly.co.nz/collections/winston-pant
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iloveugly.comNew Season Colours | Winston PantBundle 2 pairs for $200
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
New Season Colours // The Twin Pleat Pant transitions seamlessly between occasions. Twin front pleats for subtle volume and structured drape, a relaxed straight-leg silhouette, and 100% cotton that holds its shape through daily wear. The everyday trouser that works harder than it looks.

Explore the latest in our pants collection.
ad image
iloveugly.comClean Tailoring. Zero Effort.Any 2 pairs for $200
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
A light, refined essential designed for warm-weather dressing with a modern twist. The Crop LS Shirt is crafted from breathable 100% cotton, offering an easy, relaxed drape perfect for everyday wear.

Shop our latest shirts drop now.
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iloveugly.comNEW | Crop LS ShirtNew Shirts Available Now
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
See why these pants are our Number 1 Best Seller. Shop Now β†’ www.iloveugly.co.nz/collections/winston-pant
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iloveugly.comNew Season Colours | Winston PantBundle 2 pairs for $200

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I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
For our latest edition of the Cuban Collar, we introduce a new oversized box fit with a check fabric.

This shirt has considered detailing for the highest quality. From the striped fabric to the custom pearl buttons, this shirt is bound to be your go to for the warmer weather.

Shop our latest shirts drop now.
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iloveugly.comThe Box Cuban Collar ShirtNew Shirts Available Now
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
The pants you stop searching for. Tailored without being stiff. Comfortable without looking casual. The pair that works for work, weekends, and everything between.

Shop our Winston Pants now.
ad image
iloveugly.comNew Season Colours | Winston PantBundle 2 pairs for $200
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
A light, refined essential designed for warm-weather dressing with a modern twist. The Crop LS Shirt is crafted from breathable 100% cotton, offering an easy, relaxed drape perfect for everyday wear.

Shop our latest shirts drop now.
ad image
iloveugly.comNEW | Crop LS ShirtNew Shirts Available Now
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
The Balloon Pleat Pant, an evolution on our ever popular balloon pant silhouette. Dropping in new season colours, these are an essential piece to elevate your wardrobe.
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iloveugly.comThe evolution of our balloon pantNew Season Colours
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
We don’t make ordinary pants.

The Winston Pant Collection is built different, tailored silhouettes, premium fabrics, and timeless colours designed to elevate your daily uniform.

No cutting corners. No chasing trends. Just clean lines, effortless fits, and durability that holds up over time. It’s why Winston Pants are a go-to for those who know what they’re wearing and why they’re wearing it.

Bundle any two pairs and save.

Explore the Winston Pant Collection.
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iloveugly.com.auPremium Quality. Premium Comfort.Bundle Two Pairs & Save
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
For our latest edition of the Cuban Collar, we introduce a new oversized box fit with a check fabric.

This shirt has considered detailing for the highest quality. From the striped fabric to the custom pearl buttons, this shirt is bound to be your go to for the warmer weather.

Shop our latest shirts drop now.
ad image
iloveugly.comThe Box Cuban Collar ShirtNew Shirts Available Now
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
Shorts that will be on high rotation. The Quincy Pleated Short is based on our best selling Winston Pants but made for the warmer weather.

Featuring a loose tailored fit with a double pleat front, that epitomises timeless style. Designed in a way that doesn’t limit how you are able to style it, from streetwear to smart casual dress.

Multiple colours available.
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iloveugly.com.auBACK IN STOCK | Quincy Pleated ShortAny 2 for $185
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
Easy enough for all day. Sharp enough for anywhere.

The Wide Pleat Short brings a relaxed tailored look to your everyday dressing β€” zero effort required.
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iloveugly.co.nzLightweight. Relaxed. Refined.Any 2 for $185
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
A high-quality shirt that will carry you through the warmer months. Introducing the Arlo SS Shirt, a relaxed plaid button up built for easy everyday wear. Layers just as well over a tank as it does buttoned up on its own.

Shop our latest shirts drop now.
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iloveugly.comThe Arlo SS ShirtNew Shirts Available Now
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
A modern take on a timeless knit, the new Lightweight Crop Knit Sweater balances texture, weight, and proportion in equal measure.

The oversized cropped fit creates a relaxed silhouette that layers effortlessly through the seasons while maintaining a clean, considered look.

Shop the latest drop now.
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iloveugly.co.nzNEW | Lightweight Crop Knit SweaterAny 2 knits for $240
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
The pants you stop searching for. Tailored without being stiff. Comfortable without looking casual. The pair that works for work, weekends, and everything between.

Shop our Winston Pants now.
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iloveugly.com.auWinston Pant | Multiple Colours AvailableBundle 2 pairs for $250
I Love Ugly
I Love Ugly
Oct 02, 2026 - Present
Made for the bold dresser. Deep front tucks, volume through the leg and heavier fabrication. The Vermont Pleat Pants are tailored, but nothing like what everyone else is wearing.

Wear something different. Shop now!
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iloveugly.com.auTired of Boring Tailoring? GoodBundle 2 pairs for $250
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