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Outfit Inspiration, Fashion · February 27, 2026

What To Wear On A Coffee Date: 8 Comfortable Outfit Ideas

Don’t overthink what to wear on a coffee date, keep it relaxed and let the caffinated sparks fly.

What to wear on a coffee date: 8 comfortable outfit ideas
What to wear on a coffee date: 8 comfortable outfit ideas
Photo by Priscilla Du Preez 🇨🇦 on Unsplash

Let’s face it, dating can be exhausting! From picking an outfit and venue, only to end up wasting hours with someone you know you will never see again.

If you can relate, consider skipping the expensive cocktails and opt for a coffee date instead. This option is an inexpensive way to scope someone out in a relaxed setting, while providing an easy exit if it doesn’t go well. If sparks do fly, then you can get cosy with your crush and let the date progress to cake.

Whether you want to connect over a flat white or matcha, you will need a cute fit. For inspiration on what to wear on a coffee date, these 8 Outfit Ideas have you covered.

What To Wear On A Coffee Date- 8 Looks To Have On Repeat

Grabbing coffee for a first date is a low-pressure and affordable option, making it a win-win in this economy. Another positive is that you can call it a day after one beverage if the vibes are off.

Check out these three tips for choosing what to wear on a coffee date.

The first tip is to keep it simple; you don’t want to feel overdressed, as that will make you feel uncomfortable.

The second is to showcase your personality. If you love wearing bright colours, then go for it and always dress for yourself.

The final one, keep it relaxed and comfortable with ballet flats or trainers, and outfits that make you feel confident.

Coffee shops come in all shapes and sizes, but most are pretty casual. To avoid standing out for the wrong reasons, skip the sky-high stilettos, bodycon dresses, and heavy makeup, as you don’t want to be overthinking your outfit the entire time.

Look 1: A Pop Of Colour

Start with a pair of jeans in your favourite fit, and pair them with colourful knits and accessories. Choose comfort with a pair of stylish trainers. Puma Speedcats are a great choice that come in a variety of colour ways.

What to wear on a coffee date:
A green striped rugby top, blue barrel jeans, a lemon wool beanie hat, a patent brown bag, and pair of brown and white Puma trainers.
Yellow & Blue Beanie Hat-Oliver Bonas/Puma Speedcats-Schuh/Dark Blue Barrel Leg Jeans-New Look/Handbag-M&S/Green & Burgundy Striped Long Sleeve Rugby Top-Oliver Bonas

Look 2: Minimalist 90’s Vibes

For 90s fashion inspiration, look no further than style icon Rachel Green from Friends. Rachel’s minimalist wardrobe is still making waves, so channel her look with a midi skirt, tank top and knee-high boots.

Keep it authentic by accessorising with fabrics such as suede, velvet and denim, and some retro jewellery.

Top Top: Charity and second hand shops are the perfect place to score affordable 90s pieces.

What to wear on a coffee date
A black tank top, a balck and white polka dotted midi skirt, black leather heeled knee-high boots, a brown suede tote bag, long dangly earrings.
Black Chloe Racer Vest-F&F/Black Faux Suede Low Stiletto Heel Knee High Boots-New Look/Camel Oversized Faux Suede Panel Tote Bag-New Look/Black Mesh Polka Dot Hanky Hem Midi Skirt-New Look/Celestial Drop Earrings-Accessorize

Look 3: Accessorise A Neutral Base

When you are stuck on what to wear, a crisp white t-shirt and a pair of black tailored trousers always come to the rescue. Wear a chic cardigan or layer a wool jumper over your shoulders for a smart casual look. Wear ballet flats and add personality with colourful or animal print ones.

What to wear on a coffee date
A black and white striped cardigan, black tailored trousers, a white t-shirt, leopard print ballet flats, a black and silver belt and a brown suede tote bag.
Barbour Finwick Relaxed Fit Trousers-Barbour/Black & Gold Buckle Casual Belt-Peacocks/Stripe Cardigan-Primark/Chestnut Faux Suede Large Tote Bag-New Look/Leopard Print Flats-M&S/White Cutwork Sleeve Tee-Oliver Bonas

Look 4: Comfy Chic

Dressing up a pair of tailored joggers is a trend that is not going anywhere. Wear a fitted vest, a cropped trench, and ballet flats, and finish with a roomy tote bag and a pair of hoop earrings.

What to wear on a coffee date
A pair of wide leg joggers, a cropped trench coat, a white vest top, a denim totbaf, brown studded ballet flats and gold hoop earrings.
Side Stripe Trackpants-Very/White Rib Vest-Primark/Brown Studded Ballet Flats-Deichmann/Priya Engraved Heart Gold Plated Hoop Earrings-Oliver Bonas/Astrid Dark Denim Tote Bag-FAT FACE/Neutral Short Trench Jacket-F&F

Look 5: Stripe Shirt  & Kitten Heels

When you want to look effortlessly put together, a striped shirt tucked into a pair of cream jeans or trousers is a winning combination. Elevate the look with a sleek handbag, kitten heels and a pair of oversized sunglasses.

Style Tip: Keep the colours neutral and try pairing with a long trench coat.

What to wear on a coffee date:
A blue and white stripe shirt, a black bowler bag, cream wide leg jeans, brown suede kitten heeled mules, and square ovrsized sunglasses.
Tan High Vamp Point Heels=Matalan/Wide-Leg Jeans-M&S/Radley Wandsworth Tortoise, Black & Gold Sunglasses-Inspecs Eyewear/Fitted Stripe Shirt-Primark/Black Shoulder Bag-Matalan

Look 6: Leopard Print Jeans

Leopard print is a neutral, in case you haven’t heard and a great way to inject personality to a look. Add a colourful cardigan and a pair of nude shoes or kitten heels, and you are good to go, read here on how to style leopard print jeans.

What to wear on a coffee date
Barrel leopard print jeans, a red collared cardigan, a brown suede saddle style handbag, pointy brown kitten heels, a blue wool hooded bonnet.
Blue & Brown Fluffy Knitted Hood-Oliver Bonas/Chocolate Suede Bag-DUNE LONDON/Kitten Heels-DUNE LONDON/Paulo Barrel Leg Leopard Trousers-Busby & Fox/Red & White Knitted Cardigan-Oliver Bonas

Look 7: Keep It Simple

Despite the casual setting, it is still a date, and you want to make an effort without looking overdressed. A roll-neck jumper and black jeans are a simple base that will never let you down.

Style Tip: Add some animal print flats and gold jewellery to complete the look.

What to wear on a coffee date
A dark brown roll-neck jumper, black skinny jeans zebra print ballet flats, and a black croc tote bag.
Black Faux Leather Textured Top Handle Tote-New Look/Priya Engraved Heart Gold Plated Hoop Earrings-Oliver Bonas/Zebra Ballet Flats-DUNE LONDON/Black High Waist Hallie Super Skinny Jeans-New Look/Dark Brown Longline High Neck Jumper-New Look

Look 8: Loafers & A Mini Dress

If dresses are your thing but you think it’s a bit much for a coffee shop, remember it’s all in the styling. Layer a patterned long-sleeved top, add sheer black tights with flats for a relaxed vibe. Loafers are the perfect option and a vital part of any shoe capsule wardrobe.

What to wear on a coffee date
A sleeveless denim mini dress, a white and red spotted shirt, black loafers, brown socks, a brown leather jacket, a cow print bag.
Brown Faux Suede High Neck Bomber Jacket-New Look/UGG-Lavinia Shimmer Socks-Schuh/Loafers-M&S/Cotton Poplin Heart Embroidered Scarf Detail Shirt-Very/Cow Print Bag-M&S/Blue Denim Sleeveless Mini Dress-River Island

Remember, what to wear on a coffee date is all about comfort and confidence, so avoid anything that doesn’t make you feel like your best self.

When you feel comfortable, you will be able to focus on the conversation instead of pinching heels or a short dress riding up your thighs.

In a nutshell, don’t overcomplicate what to wear on a coffee date, and you will be fine. If in doubt, dress up a simple base, such as a t-shirt and jeans, with jewellery, and remember, flat shoes are your friend.

Next time you are weighing up where to meet a match, try a cosy cafe or a cool matcha bar, it is guarenteed to revitalise the way you date!

Posted By: Sarah Ridgway · In: Outfit Inspiration, Fashion

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