A Cool Influencer Shares Her Style Dos & Don’ts
Images: @JENNIFER_CASIMIRO
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A Cool Influencer Shares Her Style Dos & Don’ts

Few do cool and modern style quite like Jennifer Casimiro. A fan of oversized silhouettes, monochrome palettes and elevated accessories, here are the style rules she lives by.
By Sapna Rao /
Images: @JENNIFER_CASIMIRO

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@JENNIFER_CASIMIRO

DO embrace oversized blazers & biker jackets

These are the pieces that can elevate any outfit. The Frankie Shop does some of the coolest blazers out there – or it might be worth exploring the men’s department or vintage stores for a more unique find. When it comes to leather biker jackets, a trip to the flea market is your best bet. You'll often find one-of-a-kind pieces there – I scored a fantastic, tailored leather jacket with a striking collar just last week.

DO stay true to your style identity

This is what I’d tell anyone who finds themselves in a style rut. You can always take inspiration from social media, but it’s best to avoid direct imitation. Instead, embrace authenticity and remember that everyone has off days – it's perfectly normal. At those times, fall back on your timeless classics, like denim or black straight-cut trousers with a crisp white shirt and a stylish jacket. Add sneakers, leather boots or loafers and you'll always look pulled together.

DO contrast understated looks with colourful accessories

This is such a go-to hack for me. I love stylish accessories like chic gloves and cosy beanies. This year, I've been drawn to ponchos – I’ve indulged in two from Aylin Koenig in black and brown. During this transitional period, I also enjoy experimenting with my jewellery. Regardless of the season, sunglasses are a must.

DON’T be afraid of flats

Loafers are my most frequently worn shoe, especially with socks. My favourites are from Gucci and Saint Laurent. This season, I'm also drawn to ballerinas. It was quite a dilemma choosing between Alaïa and Miu Miu, but ultimately I opted for the pink Miu Mius to complement all my fall pieces. I may be a bit late to the party, but I'm genuinely excited about wearing them. Who knows, perhaps the Alaïa ballerinas will find their way into my shoe collection too? I see myself pairing them with midi skirts and oversized leather jackets.

@JENNIFER_CASIMIRO

DO transition your summer pieces into autumn

Boots – especially cowboy boots – have a place in my wardrobe all year round. I’ve been building my collection up for years. This year, I picked up a chic camel pair by Paris Texas. As for wearing them now, I like how they look with an extra-long cardigan over a dress.

DO find your layering heroes

I can't get enough of stylish cardigans or this season's must-have ponchos. My ideal layering look includes a white shirt, a cardigan or sweater, a trendy oversized jacket and a poncho. A white shirt paired with a blazer, topped with a trench coat and finished off with an oversized scarf is another look I can’t wait to wear.

DO stay loyal to your favourites while embracing new collections

The list of designers whose work I admire is endless; there are just so many good collections out there. I do stay loyal to the brands I love, but I’m also tuned into new collections and what’s going on at Fashion Week. I'm a huge fan of Aylin Koenig – particularly the knitted creations. I've already stocked up on some pieces from its latest collection. Malene Birger also does such good pieces. I've set my sights on the sweater and matching skirt set. Elsewhere, Saint Laurent consistently turns out some of the best blazers and coats. Gucci's recent runway show also left a strong impression on me.

DO lean into the oversized look

I’m forever on team oversized – for example, I love wearing wide-legged trousers with an oversized shirt or sweater, topped with an XXL jacket. However, it's essential to exercise caution as some looks can appear less flattering. My advice would be to ease into it. Start with an oversized blazer or coat then gradually incorporate more pieces.

@JENNIFER_CASIMIRO

DO find your forever staples

One piece I can wear any time day or night is a black jacket from the men's department. I find myself reaching for it a lot, regardless of the time of year. During the day, I like wearing it with loose-fitting jeans or leather pants. In the evening, I'll drape the jacket over a dress or throw on a skirt and heels.

DO invest in the basics

In my view, every wardrobe should include: a classic trench coat, a well-crafted wool coat, a timeless leather jacket, a versatile black blazer, essential white, black and grey shirts, one or two cosy wool or cashmere sweaters, plus some well-fitting jeans and perfectly tailored black pleated pants. These foundational pieces will form the backbone of your wardrobe, allowing you to effortlessly mix and match every morning. To add interest and your own unique touch, consider one or two statement pieces like a teddy coat or some loosely fitted trousers.

DON’T disregard trends

Many people chase trends and lose their individual style in the process. It's crucial to interpret trends in a way that aligns with your personal style. If you just copy trends, you can end up looking overly dressed up. I find it more valuable to keep an eye on trends and take inspiration from them, but then invest in mostly timeless pieces.

DON’T confuse quality with designer

Personally, I don't own that many designer items, but I prioritise quality. Some brands I'd recommend are ARKET, COS, and Massimo Dutti – you can find excellent cashmere sweaters at affordable prices there. For trendy pieces, The Frankie Shop and Source Unknown are great places to look. Elevate your outfits with luxurious accessories, such as a genuine leather bag or shoes. Designer sunglasses can also add that all-important finishing touch.

DO know your fabrics 

I prefer knitwear made from 100% natural fibres rather than synthetic materials. I tend to opt for slightly looser cuts, as I find them more versatile. Additionally, when investing in high-quality knits, I opt for more subdued colours to ensure I have a durable piece that will last for many seasons. Proper care is essential and I encourage everyone to educate themselves on the right practices because there are many ways to mishandle knitwear. In my closet, you'll find plenty of knitwear from brands like Aylin Koenig, Samsøe & Samsøe, Anine Bing and ARKET.

For more inspiration, follow @Jennifer_Casimiro on Instagram.

@JENNIFER_CASIMIRO

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