How To Wear A Dress Shirt With Jeans by Tapered Menswear

How To Wear A Dress Shirt With Jeans

The blend of a dress shirt and jeans, when executed properly, bridges the gap between overdressed and underdressed, making it a staple in your wardrobe.

In this blog, you'll discover the art of how to wear a dress shirt with jeans, the secrets of pairing dress shirts with jeans effectively. I'll also show you the best fitting dress shirts right here at Tapered Menswear.

best fitting dress shirts with jeans by Tapered Menswear

Can I Wear A Dress Shirt With Jeans?

You can wear a dress shirt with jeans, in fact this stylish duo challenges traditional expectations, allowing you to infuse personal flair into your every day or evening ensemble.

Here at Tapered Menswear, we provide the perfect opportunity for you to experiment with this blend; your choice in colour and pattern of shirt, alongside a pair of well-fitting jeans, can be transformative.

For a seamless transition from office to social gatherings, consider simple but effective tips for wearing a dress shirt with jeans.

Choose a dress shirt in a muted colour, such as light blue or classic white, elevates the denim and makes for a versatile foundational piece.

light blue tapered fit shirt, emphasizing the muscle fit features for a flattering and well-defined look by Tapered Menswear


Styling a dress shirt with denim edges towards the formal when complemented with a leather belt and brogues, making it business casual-approved.

Whether you're attending an informal dinner or a semi-formal event, pairing a subtly patterned shirt with dark-wash or black denim, finished with the right pair of shoes, combination can carry you confidently through various events. 

Click Here to Shop Better Fitting Dress Shirts

What Kind Of Shirt Can You Wear With Jeans?

When pairing a dress shirt with jeans, opt for a slim-fit or tailored dress shirt to maintain a sleek silhouette. Choose fabrics like Oxford, poplin, or chambray.

The key here is to make sure the dress shirt is not too formal; for example shirts with with French cuffs or decorative collars.

They're usually designed with a tuxedo in mind, so make sure you avoid those.

To nail the dress shirt and jeans look, it's advisable to stick to the foundational colours.

Classic tones such as white, light blue, or subtle pink can seamlessly integrate with diverse jean washes.

best fitting white dress shirts with jeans by Tapered Menswear

If you're keen to introduce some patterns into your ensemble, such as stripes or checks, use them in combo with neutral-coloured jeans like black or navy.

Should Shirts Be Tucked Into Jeans?

For me - that's a no-go. When you tuck, it not only clashes with jeans, but it also messes up how your shirt fits. It can bunch up, make things look too baggy and gives the dreaded muffin top.

Plus, it screams "dad vibes" – and not in the cool, retro way, but more like you're not sure which decade you're dressing for!

Click Here to Shop Better Fitting Dress Shirts

Dress Shirt With Jeans Tucked Or Untucked

Jeans are meant to keep things casual and comfortable. Letting your shirt hang loose keeps the outfit looking fresh and modern, avoiding that forced, trying-too-hard look.

So, save the tuck for more formal trousers or chinos. Keep the dress shirt and jeans strictly untucked.

best fitting dress shirts in white by Tapered Menswear

What Dress Shirt Goes With Blue Jeans?

When you're deciding how to wear a dress shirt with jeans, blue jeans are a fantastic place to start, thanks to their versatility.

A classic white dress shirt is the quintessence of sartorial wisdom, providing a sharp contrast against the deep hues of blue denim.

If you dare to diversify, why not consider a light blue shirt that echoes the denim's tone for a harmonious blend of colours?

For those who delight in detail, opting for a dress shirt in lighter colours like pink or exploring subtle patterns can offer a refreshing twist to your dress shirt and jeans fashion formula.

pink short sleeve tapered fit shirt, showcasing the muscle fit design for an attractive and form-fitting appearance by Tapered Menswear


Pair a micro-check or fine stripe shirt with your trusty mid-blue or navy jeans, crafting a look that strides confidently between casual and considered elegance.

Click Here to Shop Better Fitting Dress Shirts

What Dress Shirt Goes With Black Jeans?

The good thing about black jeans is that they go with pretty much every colour dress shirt!

The classic crisp white dress shirt is a no-fail option that offers a stark, sophisticated contrast against black jeans—an ideal choice for a look that's polished yet uncomplicated.

Creating a suave, monochromatic outfit is straightforward and elegant when pairing a black dress shirt with your denim. This combination flatters every body type and can convey a more streamlined, toned figure.

black muscle fit shirt, showcasing the tapered fit and premium quality offered by Tapered Menswear


For a twist on this ensemble, consider styling a dress shirt with denim by integrating various textures such as a matte finish on your shirt, playing against the subtle sheen of black jeans.

Click Here to Shop Better Fitting Dress Shirts

Are Jeans And A Dress Shirt Business Casual?

Pairing dress shirts with jeans can indeed form the cornerstone of a business casual look if you select the proper combination.

Your top choice should be dark-wash jeans which lend a more formal edge, matched with a pristine dress shirt.

This particular outfit assemblage caters to the dress shirt and jeans business casual paradigm, ensuring that you're smartly turned out for the office or more informal professional gatherings.

Accessorising is key – consider adding a subtle tie that doesn't compete with the informality of the jeans, thereby harmonising the casual with the business-like.

Your choice in footwear further defines the outfit’s formality; derbies or elegant boots can significantly uplift your ensemble, exuding professionalism whilst retaining a degree of relaxed style.

Best Fitting Dress Shirts For Men - Tapered Menswear

When your ensemble includes a dress shirt and jeans look, the fit is everything.

A perfectly fitting shirt not only enhances your appearance but also instills a sense of self-confidence. 

With the introduction of TAPERED fit shirts, men now have the option for shirts that are fitted, but have enough stretch to provide comfort for all day wear in comparison to slim fit. A perfect fit for a V taper physique.

Click Here to Shop Better Fitting Dress Shirts

So why not show off all that hard work in the gym with a perfect muscle fit shirt, and be comfortable as well as fashionable?

Check out our best seller here. 

Our Tapered collection also includes muscle fit denim shirtsmuscle fit t-shirts and muscle fit polos.

Our revolutionary cut provides a 10" drop from chest to waist.
Fully fitted in chest and shoulders whilst tapering sharply down, giving a tailored look. No more bagginess in the waist.



Enhanced Darts

Expertly tailored darts at the back, for the perfect fit.


Stretch Cotton

Super soft, breathable and allows complete freedom of movement.



Perfect for the office. 
With our non obtrusive logo stitched subtly on the wrist makes our Tapered fit Shirt ideal for formal occasions.