Smarter Shorts for Sun-Drenched Days

Swim shorts might be where we started, but day shorts are where things get really interesting.

They’ve got the same sharp fit, the same confidence, the same sense of “yes, I know exactly what I’m doing” - just with a slightly different agenda. Built for days out, long lunches, strolls into town and warm evenings by the water, OB day shorts are made to go wherever you’re heading after the pool.

This is your guide to the styles, shapes and smart design details that make our day shorts something you’ll reach for, day after day.

Not Just Swim Shorts Without the Lining

Let’s clear something up. Our day shorts aren’t just swim shorts minus the mesh. They’re built from the same mindset, but they’re designed for the dry.

That means tailored fits, premium fabrics, proper waistbands and elevated finishes - just like our Bulldogs - but with a new set of rules. They move easily from beachside to street style, from resortwear to real-world wear.

If the Bulldog was made to get you from the pool to the bar, OB day shorts take you from the bar to dinner (and then onto the boat the next day).

Designed Like Trousers, Worn Like Shorts

When we design shorts, we think about structure. That’s what makes OB day shorts so different from the usual drawstring, elasticated, oversized options that come and go each summer.

We build them like a great pair of tailored trousers. They have proper waistbands, zip flies, darts for shape, and hems that sit just right on the thigh. We obsess over fabric too - from clean cottons, breezy linen blends, soft brushed finishes to thoughtfully patterned swim shorts - the kind of textures that feel considered without being precious.

So yes, they’re shorts. But they behave like something smarter.

Key Styles That Always Hit the Mark

We’re not here to list every product. But if you want to get a feel for what OB day shorts are about, these three are a great place to start:

Alex Shorts

Clean and classic, these are your go-to tailored short. They’re cut mid-thigh, with a smart fly front and subtle angled pockets. Made from cotton and linen blends, they breathe well, travel well, and can be dressed up or down. Pair them with a Giles shirt or just an OB-T and sandals, and you’re sorted.

Norcott Shorts

A slightly more relaxed take, but still polished. The Norcott gives you a touch more movement through the thigh and often comes in bolder colours or textured fabrics. Great with a polo or resort shirt when you want to look effortless without losing shape.

Griffon Shorts

Think of these as your elevated summer shorts. Inspired by the clean lines of our Griffon trousers, they have a neat silhouette and sharp front pleats. If you’re heading somewhere where sandals get swapped for loafers and a button-up is non-negotiable, these will get you there in style.

The OB Details That Make the Difference

Sometimes it’s the little things. With OB shorts, the things you can’t always see are often what make them feel so good to wear.

Side adjusters mean you can skip the belt and still get a perfect fit. Brushed waistbands sit softly against your skin, so you’re not itching or fidgeting when the heat kicks in. Back pockets are stitched to keep their shape. Fabric choices are tested to hold up in humidity, sand and suitcase scrunch.

All that thought? It adds up to shorts that stay looking sharp from the plane to the poolside, and beyond.

What Makes OB Shorts Great for Travel

Here’s the thing. Travel wardrobes need to work hard. You want something that looks smart enough for drinks, but won’t complain when you sit on a lounger for three hours. That’s where OB day shorts really shine.

They pack light, hold their shape, and cover all the bases. Throw a pair in with a linen shirt and an OB-T and you’ve got three outfits without thinking. They’re built for city breaks, beach trips, cruises, road trips - whatever you’ve got planned.

And when you want to look like you’ve made a bit of effort without actually trying, they’re your secret weapon.

How to Style Them (Without Overthinking It)

Shorts shouldn’t be complicated. These ones definitely aren’t.

For day trips: Try the Alex Shorts in Biscuit or Navy with a classic white OB-T. Add a cap and some clean trainers, and you’ve nailed the relaxed-but-considered look.

For lunch out: Go for Griffon or Norcott shorts in a deeper tone like Night Iris or Damson. Pair with a Sebastian Polo or a Giles shirt in linen. Leather sandals or loafers finish it off nicely.

For evenings: Tuck a Giles or Maitan shirt into a pair of tailored shorts, add a belt if needed, and you're set. Keep accessories minimal and let the silhouette do the talking.

The best part? You don’t need loads of pieces. Just a few good ones that know how to work together.

They’re Not Just for Holidays, Either

While OB day shorts were designed with travel in mind, they work surprisingly well when you’re not living out of a suitcase.

They’re perfect for the city on hot days, smart enough for lunch at your local, and easy for laid-back office settings. We’ve even seen them paired with blazers for summer weddings (yes, really - and yes, it looked good).

So if you’ve ever thought of shorts as the lazy option, it might be time to reconsider. These ones have ambition.

A Final Word on Fit

The fit is what makes OB day shorts stand out. We don’t do baggy. We don’t do skin-tight. We aim for that sweet spot where everything feels balanced.

Mid-thigh is usually the move. It lengthens the leg, keeps proportions tidy, and works for pretty much every build. Our size guide is there if you need it, but once you’ve worn OB shorts once, you tend to know what works for you.

If you’re not sure which style to go for, start with the Alex. It’s the classic for a reason.

FAQs: Shorts Edition

1. Can I wear OB day shorts with a blazer or smart shirt?
Absolutely. Our tailored styles like the Griffon or Alex Shorts pair perfectly with a tucked-in shirt or lightweight summer jacket. Stick to clean, neutral colours for a more elevated look.

2. What’s the difference between Bulldog swim shorts and OB day shorts?
Bulldogs are swim shorts with a tailored finish, made for water and drying fast. Day shorts use the same fit philosophy but are designed for dry wear. Think cottons, linens and structure - no mesh linings or quick-dry fabrics.

3. Are OB day shorts machine washable?
Yes, most are. Just check the care label and avoid high heat. To keep the shape and fabric looking sharp, let them air dry and give them a quick steam if needed.

4. What shoes work best with OB day shorts?
That depends on the mood. Leather sandals or espadrilles for holidays. Trainers for travel days. Loafers if you’re dressing things up. The cut of the short keeps all of them looking neat.

5. Do OB shorts come in different lengths?
Most styles sit around mid-thigh, which is our signature look. It’s the most flattering on most people and balances out your frame. If you prefer longer or shorter, you can explore Griffon (longer) or special editions of Norcott or Alex.

6. Are OB shorts worth the investment?
Put it this way: you’ll pack fewer clothes and get more outfits out of them. OB day shorts last season after season, keep their shape, and work in more places than you’d expect. That kind of versatility? Worth every penny.