The back to school – or rather, back to work – blues have hit us hard here at OTL headquarters as we’re struggling to transition from party season. It’s almost as difficult as going back to school was after the summer holidays, although at least then we had a brand new fluffy pencil case to make the new school year seem exciting!

So, in the spirit of treating yourself, why not update your workwear wardrobe this new year? And to really help fight those January blues, we’re making it easier than ever to get that perfect capsule wardrobe by channelling our favourite girl boss style icons!

Whether your look is more preppy princess, minimalist maven, or city slicker, shop the looks below for effortlessly chic 9-5 fashion. Think of it as your new fluffy pencil case, but better!


Imagery source:

Rachel Zane


To be a girl boss, you have to dress like one, and no one knows this all-important work wear fashion rule more than Rachel Zane, (aka Meghan Markle) our favourite paralegal on TV show Suits. Taking power dressing to a whole new level, Rachel Zane’s wardrobe is full of high-waisted pencil skirts, crisp white shirts, and luxurious wrap coats. Get the look by wearing this English Factory shirt tucked into the N12H midi skirt, our Lasaison Ombre coat worn over the top. Finish it off with a feminine top handle bag, like this Street Level beauty, and a court shoe to show you really mean business!




Imagery source:

Cher Horowitz


Sassy co-ords, cute over the knee socks and accessories to-die-for – as if! We want Cher Horowitz’ wardrobe and not least because it’s got a built-in computer to style her outfits! With over fifty different kinds of plaid patterned clothing worn in the film, we know just where to start to get Cher’s iconic style. The Side Party check mini skirt and matching cropped check shirt are major Clueless vibes, but with a 2018 update. Layer the Side Party turtle neck top underneath for a truly capable looking outfit. No need to be picky about your shoes, our Truffle Collection ankle strap boots finish the look off perfectly, socks optional.




Imagery source:

Elle Woods

Legally Blonde

From the ‘Bend and Snap’ to the importance of fighting for what you believe in, Elle Woods has taught us many great lessons, but arguably her best lesson is her approach to fashion. Able to make pink work for any and every occasion, Elle Woods is a great reminder that fashion is all about having fun! So, add a little sparkle and a lot of pink to your wardrobe and channel Elle’s bold style in our Sugar & Lips lace mini dress and Truffle Collection silver sandals, paired with an Ouor crop jacket in pink too, of course. A true Delta Nu sister knows no look is complete without accessories, so don’t forget sunglasses (even if it is only January!).




Imagery source:

Blair Waldorf

Gossip Girl

Whether she’s scheming on the steps of the Met or sipping cocktails at the Palace Hotel, Blair Waldorf is always dressed to perfection with never a hair out of place. The Queen of the Upper East Side redefined the preppy style thanks to her checked blazers, designer handbags and ever-present headband! Stuck for workwear inspiration? Look no further than Blair’s classic and polished style. Our English Factory double breasted check blazer is an essential for any Gossip Girl, teamed with the Isla shirt dress, the embellished collar and sleeves adding a touch of luxe. These Truffle Collection patent boots are perfect for any city slicker, with the Street Level faux fur bag completing the outfit.




Imagery source:

Rachel Green


Although it may have been her hair that sparked an international trend known as ‘the Rachel’, we’re lusting after our favourite Friends character’s wardrobe more than anything else. Arguably the most stylish working woman in New York in the 1990s, Rachel Green is still setting trends to this day, particularly for workwear. We wouldn’t expect anything less from Bloomingdale’s Assistant Buyer! The AMT off-the-shoulder collared shirt is a great dupe for Rachel’s ‘tie under shirt’ look and can be worn untucked thanks to the beautiful tailoring on our Side Party houndstooth trousers. Add these No Doubt metallic heeled loafers and Side Party trench for unmistakable nineties style.