Elevate Your Style: A Step-by-Step Guide on How To Dress Classy

Do you want to elevate your style and learn how to dress classy?  In this guide, we are here to share how you can elevate your style with our Step-by-Step Guide on How To Dress Classy.

Maybe you were invited to a lunch, wedding or business conference and set out to find an outfit to wear.  But realized you wanna shift into a higher gear. 

We hope through reading this you’ll find the style that’s evaded you through your search.  The first thing you’ll need to do is get inspired by styles that speak to you.

In this article you can see how to personalize your own individual style in a classy way. 

Dressing classy is not just about wearing designer clothes or following the latest trends. 

It’s more about understanding how to put together an outfit that exudes confidence.

We are going to provide you with what we believe will inspire you to dress classy and nail the look you’re going for and where you can get it.

Check out our picks below of what we consider outfits with class:

Step-by-Step Guide – How to Dress Classy

This post may contain affiliate links, meaning when you click the links and make a purchase, we may receive a small commission, at no cost to you, if you make a purchase through a link.


1. Start with InspirationElevate Your Style: A Step-by-Step Guide on How To Dress Classy

This dress is available at Shopbop and made by the English Factory.   It’s an easy, simple outfit that doesn’t require a lot of extra added pieces to make it great.  It’s great all on its own. 

Our vision is to wear it as it is or in the colder months, pair it with black tights and maybe some flats with a nice 2 inch heel. 

It’s a choice that will raise your level of style and convey a sense of class and will for sure perk up your style.

2.  Call Out The Difference Maker

Elevate Your Style: A Step-by-Step Guide on How To Dress Classy

This Blazer is sold at Nordstrom and made by Vince CamutoThis classy piece is an important part of any wardrobe.  Wear this blazer as shown with jeans, or a skirt, a sleeveless dress and basically anything you pair it with adds a touch of class. 

Our vision includes a button up blouse with the top few buttons undone, a pencil or flare, knee length skirt.  They will add a youthful smart look.  We can’t leave out the fact that it’s black and everyone needs that basic black jacket, it’s a hero!

This jacket cinches at the waist which we want to emphasize the importance of fit.  It means so much to your silhouette and your overall look whenever you wear a blazer so make sure you check that box to ensure a great fit and classy look.

Bottom line, wear this blazer to dress up a pair of jeans, tee and heels for a lunch date, or dress up a sleeveless dress and wear to a business conference.  The possibilities are endless and the Reviews are Great!

3.  Pull Out The Trust Factor

Elevate Your Style: A Step-by-Step Guide on How To Dress Classy


This Button Up Blouse is sold at Nordstrom and made by Rails.  This blouse is an important piece to any wardrobe because of the loose fit, and versatility.  It gives you many options for pairing. 

This blouse has class, because it can be worn as shown with jeans, a skirt and basically anything you may want to pair it with to perk up your style.

It can be tucked into a pencil skirt and worn with a Blazer.  It is one of those pieces that can work well for business meetings, lunch dates and even to the coffee shop.

4. Embrace The Game Changer 

Elevate Your Style: A Step-by-Step Guide on How To Dress Classy

This casual sweatshirt sold at Shopbop and Made by The Great is a good choice for  occasions that call for a casual look that remains classy but yet has the modern vibe. 

This top is shown with jeans but you can scale it up with a casual pant and flats or dress it a step further down by wearing with leggings and nice clean running shoes. 

Bottom line – it’s a big win for the working woman’s wardrobe for work or play.

5. Stand Up For The Staples

10 Simple Tips on How To Dress Classy & Perk Up Your Style

Black T-Shirt the epitome of casual class.  Something as simple as this pullover t-shirt is exactly what the stylist ordered, because when you need an easy choice to pair with a skirt or your favorite pair of pants or jeans..or even a pair of shorts, this wins every time.

The Same Casual Tee in white generates the same classy look.  See how simple it is to put the basics together to create a look that exudes class?    This knowledge changes the way you dress. 

You’re reading this article because you want to know how to dress classy, and you will not leave disappointed. 

The other important thing to remember is your jewelry selection.  In order for you to reflect class, it also needs to show through in the smallest areas like your earring choice.  We love these classy timeless pearl drops sold at SHOPBOP.


INVEST in Staple Wardrobe Pieces (Really important to have mix and match staples because this will allow you to reinvent the looks each time you wear them)


MAKE sure you have the right undergarments (fit properly not too tight)


ALWAYS Plan your Outfit around the event you plan to attend


STAY Away from clothing that’s too low cut or too short


CREATE a system of Honesty with yourself (If it doesn’t look right, remove and replace)


SOLICIT the opinions of those whose opinion you value most (it also doesn’t hurt when they have some fashion sense). So be open to the opinions of those who are for you, sometimes when we have doubts its nice to get a confirmation.


We hope you’re inspired.  Use our suggestions and shop at quality driven retailers to start your investment.  You’re worth it, so keep it classy!


That’s a Wrap!

Elevate Your Style: A Step-by-Step Guide on How To Dress Classy

To stay updated on future posts, sign up for our email list.  We will keep you posted on great finds that can help you find what you can wear. We promise not to clog up your mailbox…


Spread the love