How to Dress Classy – 7 Style Tips You Need to Know

How to Dress Classy

Is it time for you to change up your style? Add a bit of sophistication and class to your everyday outfits? Maybe you have a new job and need some new classy business casual attire, perhaps you’ve moved to a new city, or maybe you just need a change to represent who you have become. Are you wondering how to make that transition and how to dress classy? I’ll walk you through the ins and outs of styling yourself with a more sophisticated, chic, and classy style that you can wear for years to come (or the rest of your life!).

Classy styling is timeless. The navy shift dress and camel-colored pumps you buy today will still be wearable ten years from now. Buying one good pair of pearl stud earrings outweighs the 10 pairs of trendy statement earrings that will be passé a year after you buy them. Having a sophisticated and classy style means that you can wear your outfits to work, Sunday brunch, a city shopping trip, or traveling the world. You can even go sailing while rocking a classy look!

Style Tips

Creating classy outfits is about putting together crucial elements and making sure your style and confidence also shines through. So if you are ready to delve into a new classy look and answer the question of how to dress classy, let’s get started.

Define and Know Your Personal Style

Personal style is something that each of us has; we just have to identify it, understand it, and then live it. It projects your mood, personality and you as a whole, reflecting your interests, lifestyle, inspirations, and your past.

When you find your personal style you know you look great and feel confident when you leave your home. Whether you prefer bohemian, street, high fashion, minimal or classic, you can make your style look classy when the occasion calls for it.

I hear many women say that they don’t have a personal style or they don’t know what their own style is. Whenever I hear this, I recommend that they take a look at their closet. If you’re trying to find your personal style here is a quick tip that you can do right now. Take out your favorite pieces from your wardrobe. Lay on your bed the clothing you wear over and over again and look for patterns. Is it mainly solids or patterns, bright or neutral colors, dresses or pants, flirty or conservative?

Which category do you see your clothing fitting into? Is your clothing learning towards more free-spirited, maybe bohemian? Or is it filled with solids in black, white, and navy in sleek lines and perfect fits? Then it could be minimalistic.

Typically, classic and minimalist styles will look classy all the time. Classic and minimalist styles usually learn towards neutral color palettes, shapes, fabrics which make it easier to put together classy outfits. But don’t think just because you prefer bohemian or street style that dressing classy is out of the question.

The 7 Basics of Classy Style

Wear Items that are Made of Classic Fabrics

Classic, timeless clothing made of materials that will last well into the next decade is what you should be looking to add to your essential wardrobe. Think cotton, wool, linen, and silk. These four basic fabrics will stand the test of time if cared for properly. Cleaned and pressed, items made of these fabrics tend to give off a classy vibe all on their own.

These fabrics also have variations that allow you to expand on your wardrobe. Denim is one example of a cotton fabric that cuts across all style lines, from street to boho to minimalist. Similarly, chino cotton works excellent in pants, blazers and even moto jackets (for the street style in you!). Then there is cashmere, a type of wool that feels heavenly against the skin and doesn’t pill with age. Cashmere sweaters, whether they are cardigans, V-necks, or crewneck pullovers pair perfectly with those denim jeans, as well as tailored pants and skirts.

A word to the wise with these fabrics: Read the labels and care for them properly to make them last. While wrinkle-free cotton has become more available, most cotton items will need to be ironed. (Classy outfits are not wrinkly!) Wool, linen, and silk often have to be dry-cleaned or hand-washed. Make a mistake, and you may have to give your 6-year-old-niece that wool cardigan that was a staple in your wardrobe but shrunk in half thanks to your dryer.

If in Doubt Wear Solid Neutrals

Bold patterns and prints can definitely work in a sophisticated and classy look, but you may not be comfortable with such patterns if you are just beginning on your classy style journal. Neutrals are your friend in this case. Solids are plentiful in the stores (and probably your closet), easily combined, and help to stretch your wardrobe.

Typical neutrals are white/beige/cream, navy blue, black, and gray. Now, don’t think you have to dress head-to-toe in black (or other neutral). Monochromatic (different shades or tints of the same color) allow you to vary a color but remain classy. Or you can add small accents that can transform a solid into something eye-catching, like a skinny burgundy alligator belt, a paisley scarf, or a pair of red pumps. Want to know more about monochromatic dressing?

Fit is Key

Classy and sophisticated clothing is typically tailored and form-fitting (not too tight, but you can show off your figure). Skirts should hit just above or below the knee, as should your classy dresses. Classic trousers are straight, slightly wide, faintly bootcut, or menswear-inspired and should be ½-inch off the floor in the back. Wide-leg pants and skinny pants in classic fabrics are also acceptable, as are ankle pants (shades of Audrey Hepburn!). Blazers, blouses, and sweaters should follow the curve of your waist.

Do not hesitate to take items to a local dressmaker or tailor to be altered to fit correctly. Love that shift dress at Nordstrom, but it’s too big in the bust? That’s a $15 fix. Are those gray wool pants in your closet too long for classic 3-inch pumps or do you want to wear them with flats? Another $10-15 fix. Remember, good quality clothes will last you for 10+ years, and it is a small price to pay for alterations. Beats having to replace cheap pants every three years.

Not everything you wear has to be perfectly tailored and form-fitting. You can mix in unstructured pieces for a more relaxed vibe. Pair a blue-striped t-shirt with chinos and a denim jacket or a flowy maxi skirt with a crisp white button-down shirt (roll up those sleeves for added panache!).

Here is an example of how to wear a jumpsuit, and in this outfit, I opted for solid neutrals and paired a structured blazer with a flowy jumpsuit.

Never Overexpose

Dressing classy requires a bit of modesty — no midriff-baring tops, revealing low décolletage, or mini skirts.

Necklines are typically collared, boatneck, crew neck or V-neck. For some variety, you can also try square, cowl, and scoop necks. For more formal occasions, asymmetrical, sweetheart and halter necklines work as well. Regardless, keep your cleavage and your belly button covered. Additionally, armholes on blouses and dresses should not reveal your bra.

As noted above, hem length on skirts and dresses should be just above or below the knee for everyday wear, with slightly shorter and full-length appropriate for summer events or classic formal wear.

Here is a classy and professional outfit example that I would wear to a professional event or to the office. And this is a very elegant and classy outfit I wore to a black tie event. Those two outfits are examples that you can look stylish and sexy without showing too much skin.

Don’t Go Overboard with Accessories

Simple jewelry is the best way to go when aiming for a classy and sophisticated style. My recommendations are:

  • Earrings: small silver or gold hoops, pearl or diamond studs.
  • Bracelet: silver or gold bangles (one heavy or several delicate), tennis bracelet, watch (gold or silver with metal or leather band).
  • Necklace: Long pendants, pearls, diamond solitaire, cross.
  • Ring: Not necessary, but if you do, go either delicate or statement. Thin bands, diamonds, or heirloom rings are fine, and everyone should have one cocktail ring to wear to events or dress up your jeans. Stick to ring and/or middle fingers only.
  • Scarf: Scarves are a great way to add color and visual interest to a sophisticated outfit. Particularly if the scarf is bright or with an interesting pattern, again, cotton, silk, and wool are the best fabric options. Try multiple colors and fabrics, with light silk or cotton for spring and thicker wool ones for winter. Florals, paisleys, stripes, and solids are great options.
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