Best Outfit Ideas for Casual Friday

When you are in the corporate work field or your work dress code is Business Casual, Casual Friday permits you to go a bit more comfortable. The safest way is to go for a typical work outfit that meets the dress code and swap one piece for a casual one. Read this post to create looks beyond the typical jeans and T-shirt.

The Anatomy of Great Casual Friday Outfits

A Casual Friday look beyond the classic jeans-sweater recipe is composed of closet “basics”. For instance, a straight skirt, a sweater, denim jacket and tall riding boots. It’s a goto styling recipe that works with any knee-length or slightly above the knee pencil wool skirt, no matter whether it is made from tweed, has a houndstooth, glencheck, or tartan pattern. In the example below, the jacket the statement with its sequin patches. The look would also work well with a plain jean jacket and for winter-to-spring transition outfit with a white one. Instead of the all American jean jacket, a leather bomber or biker do the trick too.

 

You Can Look Great on Casual Friday with Flat Boots

On a day with fresh snow, flat classic tall boots are a Must when you have to park in an unplowed parking lots. They are also very versatile to style. See this guide on wearing tall boots in great style.

 

 

 

 

 

When Casual Friday Is a Dressing Nightmare …

Do you like to dress up, but there is a Casual Friday culture at your office? You are not a jeans gal, but don’t want to break the spirit? Thus, you struggle every Friday whether to wear the jeans or to exclude yourself from the pack.

… go wild for Casual Friday

Try this solution of the problem. Take Casual Friday as an excuse to wear something more wild than you normally wear. The possibilities are endless. It can be an extreme color piece or a leopard print skirt with otherwise office appropriate clothing or even these dressy leather shorts with an oversize sweater. Or just add an item that expresses your personal style.

 

 

 

See the seven days skirt challenge for more separates outfit ideas.

 

Wear a Retro Style Dress with a Chanel-inspired Jacket

The outfit below features a 1940s inspired floral dress with a Coco Chanel type inspired quilted leather jacket. It’s a very eclectic personal style outfit.

 

 

 

 

Mix Rock’n Roll Edgy with Classics for a Twist

Try classics with a twist. One of my favorite twists is adding elements of Roll’n Roll. I love the combination of edgy (e.g. biker jacket) and classic (sheath, sling backs, pearls, diamonds, etc.).

Pro tip: Try a leather jacket in a different color than black as a substitute of a blazer for a classic with a twist work outfit.

Street Chic Casual Friday Look with Sweatpants

My regular readers know that I am not a big fan of real suits. Real suits look lovely on young women and give them a great professional look. However, you need to know and pay attention to how to wear a suit and not look old. As a matter of fact, on mature women, real pants or skirt suits often look conservative, and Old Lady.

When I have to wear a suit, I go for an unmatched suit that I put together from items of my closet like the fake suit or the fake short suit.

A frequently asked question is

 

 

Can You Wear Sweatpants to Work?

When you work in a casual work environment with Casual Friday culture, and hold a position without client interaction, you can wear sweatpants with a blazer as an unmatched suit. Add a crisp button-down shirt, blouse or professional looking sweater and heels. Keep accessories professional (e.g. diamond studs with pearl necklace and gold color watch). See more examples of how I wear my athleisure.

You can wear sweat pants with a blazer as a fake suit for work. #CasualFriday Click To Tweet

The three stripes on the leg of these sweatpants give them a tuxedo-pants or military formal uniform-pants like vibe. Keep everything in black and white for an elegant classic look. The outfit is fashion-forward because black and white is a hot trend to wear right now.

 

 

 

You can find an ultimate guide to styling athleisure at the link.

 

 

Jeans Skirt with Baseball Jacket for Casual Friday

A denim skirt is a great in a casual work environment or setting. The skirt should be straight and have a professional length.

When wearing a baseball jacket for Casual Friday, the material and quality are key. It should serve a similar function as a blazer. Pay attention to not style these items like a high school gal. It is all about looking mature and knowing what you are doing when you put your outfit together. To achieve this goal, the look bases on the repetition of each color. The scarf picks up the color of the jacket’s sleeves and two colors of the T-shirt. The turquoise buckle western belt matches the turquoise suede fall sandals. Thus, the outfit appears posh casual and well pulled together.

 

 

The next inspiration shows how to wear the baseball jacket jean skirt combination in winter.

 

 

Other Pieces to Substitute for a Blazer

The next inspiration uses a biker jacket instead of a blazer and a jean skirt instead of a pencil skirt.

 

 

 

The next inspiration gets a bit closer to the usual jeans with sweater idea of an Casual Friday outfit.

 

 

 

The next Ccasual Friday outfit idea features the jean skirt with T-shirt. The pumps keep the look work appropriate.

 

Note that the looks shown in this section, all also work with jeans instead of a jean skirt.

 

How to Style a Cheap Trendy Dress to Look Professional

The typical floral prints for summer are printed on white. These prints often fail to look professional. However, a dark background in another color than the usual black (which seems the second often choice to ground a floral print) can make a great Casual Friday look expressing your personal style.

 

 

 

 

This dress actually has an A-line cut, which is tricky to style when over 40. The hem namely falls like the tail of a Mermaid (see side view photo above), which may easily look too cute and/or girly. While this style is fine for young women on a weekend, it is too casual for work at any age, even on Casual Friday. However, using a simple styling trick namely accessorizing with a belt gets the width under control. Adding pantyhose and dress shoes makes the dress work appropriate.

Attention: Whenever you gather fabric with a belt, the hem looks about 2 inch (5 cm) shorter than it actually is when worn loose. When the length gets too short to look right, one of these cool underskirts may do the trick to provide the right length. 😉

Pro tip: When you wear a cheap/fast-fashion trendy item, pair it with some more expensive classic pieces to look great in fashion over 40.

Mix cheap and expensive pieces for a great outfit. Click To Tweet

What about a denim dress?

 

 

 

Dress a Little Black Dress Down

Add a jean jacket and slides to a LBD.

 

 

Wrapping Up the Best Outfit Ideas for Casual Friday

Stay within the limits of your work dress code with respect to cleavage coverage, sleeve length, legwear and shoes. When you wear something different than the HR approved jeans and T-shirt, stay close to the dress code with one item more casual or use a slightly more casual version of the approved attire, for instance, a biker or bomber jacket instead of a blazer or cardigan, a jeans skirt instead of the jeans.

 

Photos of me: G. Kramm

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