classic summer outfit

Wardrobe Wednesday: Recreating Pinterest Outfits

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New series alert: Recreating Pinterest Outfits! I’m excited to show you all the potential you have in your wardrobe and inspire you to create new looks. In this series, I’ll take inspirational outfits that I’ve saved on Pinterest and recreate them using things already in my wardrobe. Yep, this means I’m not buying anything to create these looks. I’m recreating them to the best of my ability.

Learning how to use what you have is something I talk about frequently and is a skill I believe everyone should have. And in uncertain financial times, not everyone has the option to go out and buy new clothes whenever they feel like it. But does that mean we should just resign to feeling blah about our look? Of course not!

If you are already into fashion, then you know that fashion isn’t trivial or superfluous. How you dress not only portrays a certain image to the world, but it affects the way you feel about yourself. The way you feel about yourself is directly related to your self-esteem. Low self-esteem can harm your mental health and lead to harmful coping techniques. This isn’t to say fashion will fix your life…but, kinda. 😉

Though experimenting with fashion in this series is fun, there are a lot of fashion lessons to be learned too.

Why You Should Recreate Outfits

1. Get Inspired Again

It happens to even the most fashion savvy- you get bored with your wardrobe. And instead of lighting it all on fire (arson is a crime FYI) and starting over, the right (and legal) thing to do is to get reinspired with what you already have.

The best way to do this is to pair items together that you haven’t tried yet. New outfit combinations equal a new outlook on your fashion life! And when you’re mentally stuck wearing the same jeans + t-shirt combo, you need to seek inspiration from those around you.

2. Try Out Things You Wouldn’t Normally Wear

Trying out clothes you wouldn’t normally pair together can lead to a bunch of laughs (like, okay, this looks terrible on me), but it can also lead to a moment of genius. Okay, maybe it won’t be that dramatic, but I can almost guarantee that you’ll feel pleasantly surprised.

When you “copy” an outfit to the best of your ability that you never thought you’d wear, you may find that you actually like the way it looks together. And soon it may become a new outfit in your monthly rotation!

3. Learn a New Styling Trick

It’s only natural- we find something we like and feel comfortable in so we stick to it. The same tuck of the shirt, the same cuff of the jeans. After a while, it all feels….the same.

Recreating outfits is a great way to break out of your comfort zone and try a new styling trick so things start to feel new and exciting again.

4. Help Build a Shopping List

Let’s say you’ve saved a bunch of outfits you want to try and as you’re putting together the outfits, you realize you’re consistently missing a few key pieces. This is helpful because now you know what you need to add to your shopping list!

Sometimes you don’t know what you’re missing until you try to style certain outfits.

5. Discover the Possibilities

If you see someone’s cute outfit online and then click on the shirt and see that it’s $500, you may feel deflated and quickly dismiss that potential look from your brain. But you don’t always have to have the exact piece to get the same look.

If you use my links you are supporting MCO and the future of this website (no pressure haha), but even if you don’t purchase from this site and instead, find the same item second-hand, the point is that you are still being able to create the look on a budget that works for you! That’s what really matters.

Okay, that’s the why. Now it’s time for the what. Let’s start with the first outfit in this series!

oversized white button-down + khaki dress pants + slingback block heels + cream sweater + brown clutch

With a light and pleasing neutral palette combined with classy silhouettes, what’s not to love?

Varying shades of white and beige are perfect for summer if you love neutrals. Sometimes an all-black look can come across as too dark for this sunny season.

pants | shoes (similar) | button-down | sweater ( similar)

I love the juxtaposition of tailored pants mixed with an oversized shirt. They say trousers are the new jeans, after all!

This look reads Wealthy-Woman-Meets-Coastal-Grandmother. It’s the type of look you could wear out to dinner at an upscale restaurant. And if they seat you outside and it starts to get a little chilly, you’ll have your sweater ready to keep you cozy.

And if you want to wear this look for the day, then switch out the block heels for sandals!

My lifestyle of work-from-home-mom doesn’t exactly lend to a fancy wardrobe with clutches. So though I didn’t have a brown clutch for this look, I improvised by removing the straps from my crossbody bag. Not sure if I would actually wear it out or not like that, but like I said, this exercise forces you to get creative!

Compared to the model, my button-down is a lot more oversized, but good thing it’s balanced out with fitted pants!

Overall, I was pleased with this outfit. Surprisingly, I haven’t paired these exact pieces together yet so that felt fresh and new.

Recreating this outfit made me want to wear trousers more and pair them with casual pieces.

Now it’s your turn!

How To Recreate an Outfit

The overall purpose of recreating outfits is to open your eyes to the potential you already have in your wardrobe.

1. Do a Wardrobe Inventory

You need to know what you have hanging up in your closet before you start seeking out new outfits to create. Familiarize yourself with what you already have.

And while you’re at, go ahead and do a closet clean-out. Because I’m always pro clean-out. This will weed out the junk and make putting together new outfits way easier!

2. Find the Looks You Want To Recreate

Pinterest or Google are great tools for this because you can search for the aesthetic you want to recreate whether it’s “classic summer outfit” or “fashion over 50 summer outfit”. (But if you’re recreating the outfit in this post, then go ahead and skip this step.)

3. Start With the Foundational Piece(s)

Now is the time to actually build the outfit. The foundational piece is almost always a wardrobe staple and is either the bottoms or the top. Accessories come last. Start by finding the bottom or top that is most like the photo.

4. Find the Essence of the Outfit

If you stick to the rule of not buying anything new (unless you find it’s a missing wardrobe staple), then you’re going to eventually find an outfit that you can’t copy to a T. But don’t give up!

Make a swap for what you feel the essence of the piece is. Meaning- if the outfit is featuring a blue skirt and you don’t have a skirt, what makes up the overall look the most? Is it the fact that it’s a skirt or the fact that the color blue is introduced? Depending on what you feel the answer is, make the acceptable swap.

For this outfit, let’s say that you don’t have a white oversized button-down. What makes this outfit classy for summer is the combination of the dress pants + a button-down. So even if what you have isn’t white or oversized, you can still pick the button-down that most closely resembles it.

5. Complete It With Accessories

Now that you have the major staples together, you can finish off the look and complete it with the right accessories that match the picture!

To copy this look, do you have the right wardrobe staples?

Wardrobe Checklist

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We’ve got more outfits to recreate! Even for those specifically aimed at women 50+. See you next week for our Wardrobe Wednesday.

In the meantime, if you’re looking for more summer outfit inspiration, check out 4 Go-To Classic Summer Outfit Formulas Modeled On Two Different Body Types!


Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys - her biggest fashion critics.