Hairstyles When Wearing A Hat: 10 Trendy Ideas

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Felicity Wide Brim Fedora Hat

Hairstyles when wearing a hat refers to the different hairdos that complement various hat styles. This includes hairstyles that work well with different types of hats, from beachy waves to sleek straight manes.

Pairing hairstyles and hats has a historical context that dates back to different time periods and cultures. Throughout history, certain hairstyles were popularly worn with specific hat styles, reflecting the cultural significance of hair and its presence or absence in society.

The combination of hairstyles and hats is an important aspect of fashion and personal style, with countless options available to complement all types of hats. Whether it’s long wavy hair or a chic bob, there are hairstyles that can perfectly accentuate any hat style.

Check out this YouTube video: 7 EASY HAT HAIRSTYLES | Missy Sue – YouTube, to learn some stylish and practical hairstyles to rock when wearing a hat!

Key Takeaways

  • Hairstyles when wearing a hat are a reflection of historical and cultural significance, making them an important aspect of fashion and personal style.

  • Hats can complement and enhance various hairstyles, offering both style and protection from harsh weather conditions.

  • Celebrities like Meghan Markle, Gigi Hadid, and Taylor Swift have influenced the trend of rocking hats with different hairstyles.

  • A messy tuck bun paired with a hat is suitable for casual outings, sports activities, beach days, and outdoor events.

  • Accent braids are a versatile way to add flair to hairstyles when wearing different types of hats, from fedoras to baseball caps.

hairstyles when wearing a hat - Why Hats Work with Any Hairstyle - hairstyles when wearing a hat

Why Hats Work with Any Hairstyle

Benefits of wearing hats with different hairstyles

When it comes to wearing hats with different hairstyles, the benefits are not just limited to adding a stylish flair to your look. Hats can actually complement and enhance various hairstyles, making them a versatile accessory for anyone.

For instance, a baseball cap can effortlessly blend with a messy bun or ponytail, giving off a chic and casual vibe. On the other hand, a wide-brimmed hat can beautifully frame long, flowing locks, creating a bohemian and romantic appeal.

Additionally, hats provide protection from harsh weather conditions, shielding your hair from sun exposure, rain, and wind damage. This dual benefit of style and protection makes hats a great choice for all types of hairstyles, amplifying their appeal.

Examples of celebrities rocking hats with various hairstyles

Celebrities have long been setting trends when it comes to pairing hats with different hairstyles. For instance, renowned figures like Meghan Markle, Gigi Hadid, Kylie Jenner, Rihanna, and Zendaya have effortlessly flaunted baseball caps, beanies, and wide-brimmed hats with a wide range of hairstyles.

From sleek ponytails to tousled waves, these celebrities have showcased how hats can seamlessly integrate with diverse hairdos, elevating their overall look. Their bold fashion choices have inspired many to experiment with hats and hairstyles, demonstrating the versatile and stylish appeal of this accessory.

Statistical data on the popularity of hat and hairstyle combinations

According to a recent survey by Ask Your Target Market, a notable 11% of respondents reported wearing hats every day, and 17% indicated wearing them a few times per week. This data underscores the widespread appeal and relevance of hats in the realm of fashion and personal style.

Furthermore, the survey highlighted the diverse range of hat styles, from baseball caps to wide-brimmed hats, indicating a broad array of choices for individuals looking to pair hats with their unique hairstyles. The statistical insights emphasize the enduring popularity of hats as a compelling accessory that complements and enhances various hairstyles, making them a staple in modern fashion and personal expression.

Hairstyle #1: Fishtail Pigtails

For the perfect hairstyle when wearing a hat, consider trying out the stunning fishtail pigtails. Achieving this look can be simple with the following step-by-step guide:

Step-by-step guide to achieving fishtail pigtails

  • Divide and Secure: Begin by dividing your hair into two even sections, securing each side with hair elastics to create two pigtails.
  • Fishtail Braid Technique: Take a small strand of hair from the outer edge of the left ponytail and cross it over to join the right ponytail. Repeat this process by taking a small strand from the outer edge of the right ponytail and crossing it over to join the left ponytail.
  • Repeat and Secure: Continue crossing small sections from side to side until you reach the ends, then secure each braid with a hair elastic.

By following these steps, you can effortlessly achieve the stylish fishtail pigtails that perfectly complement your hat.

A quick anecdote about a celebrity wearing fishtail pigtails with a hat

Imagine the iconic image of Jennifer Morrison at the Entertainment Weekly and ABC Upfronts Party sporting a fabulous braided hair hat. This unique and captivating style not only showcased the beauty of fishtail pigtails but also demonstrated their compatibility with a chic hat.

In addition to celebrities, ordinary individuals can also draw inspiration from Taylor Swift’s braided pigtails, effortlessly integrating this hairstyle with a hat into their everyday fashion.

Furthermore, two fishtail braids, creatively adorned with accessories, can elevate the overall look, making it a trendy choice for various occasions. Embracing fishtail pigtails when wearing a hat can help you achieve a fashionable and sophisticated appearance that exudes charm and elegance.

For a detailed visualization of how to achieve fishtail pigtails, refer to the table below:

Step Description
1 Divide hair into two even sections and secure with elastics
2 Cross small strands from left to right and vice versa
3 Secure each braid with a hair elastic

Opting for fishtail pigtails when wearing a hat provides a delightful blend of trendy, playful, and chic elements, allowing you to express your unique style with confidence and flair.

Hairstyle #2: Messy Tuck Bun

Creating a messy tuck bun is easier than you think. To start, gather your hair into a low ponytail and twist it to form a coil.

Then, tuck the twisted coil under itself to form a bun and secure it with bobby pins. For a more relaxed look, gently pull on the bun to loosen it.

Finally, use a firm-hold hairspray to keep the bun in place all day.

Tutorial on creating a messy tuck bun

  • Start by brushing your hair to remove any tangles.
  • Gather your hair into a low ponytail at the nape of your neck and secure it with a hair tie.
  • Twist the ponytail to form a coil.
  • Tuck the twisted coil under itself to create a bun shape.
  • Secure the bun with several bobby pins, making sure it feels secure.
  • Gently tug on the bun to loosen it and create a messy, casual look.
  • Spritz with a firm-hold hairspray to ensure the bun stays in place throughout the day.

Examples of occasions where a messy tuck bun and a hat combination is appropriate

  • Casual Outings: When running errands or meeting friends for a casual lunch, a messy tuck bun paired with a cute hat adds an effortless, stylish touch to your look.
  • Outdoor Events: Attending outdoor events like music festivals or farmers markets where a hat is essential for sun protection, a messy tuck bun keeps your hair out of the way while still looking fashionable.
  • Sports Activities: Whether you’re playing a game of tennis or going for a jog, a messy tuck bun with a hat keeps your hair secure and sweat-free.
  • Beach Days: Enjoy a day at the beach with a messy tuck bun and a floppy sun hat for an easy, breezy, and beach-ready hairstyle that’s both practical and chic.
  • Traveling: When traveling, a messy tuck bun paired with a wide-brimmed hat not only looks stylish but also keeps your hair under control during long flights or road trips.
  • Gardening: Tending to your garden with a messy tuck bun and a wide-brimmed hat is not only practical for keeping dirt out of your hair but also makes for a charming and functional gardening look.
  • Shopping Trips: Heading to the farmer’s market or strolling through boutiques, a messy tuck bun and a stylish hat make for an easy and stylish look.
  • Picnics: For a relaxed day at the park, a messy tuck bun and a cute fedora hat create an effortless and stylish look while keeping your hair off your face.
  • Outdoor Dining: When dining al fresco, a messy tuck bun with a trendy hat keeps your hair looking great while adding an extra touch of style to your outfit.
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Occasion Messy Tuck Bun and Hat Combination
Casual Outings Effortlessly stylish look for running errands or meeting friends for a casual lunch.
Outdoor Events Adds a fashionable touch to outdoor events like music festivals or farmers markets.
Sports Activities Secure and sweat-free hairstyle for physical activities like tennis or jogging.
Beach Days Easy, breezy, and beach-ready style for a day at the beach with sun protection.
Traveling Stylish and practical look for long flights or road trips, keeping hair under control.
Gardening Functional and charming gardening look, keeping hair dirt-free while tending to the garden.
Shopping Trips Effortlessly stylish look for trips to the farmer’s market or strolling through boutiques.
Picnics Relaxed and stylish look for picnics at the park, keeping hair off the face while looking great.
Outdoor Dining Adds an extra touch of style to outdoor dining, keeping hair looking great in an al fresco setting.

Hairstyle #3: Little Accent Braids

Accent braids are the perfect way to add a touch of flair to your hairstyle, especially when wearing a hat. The versatility of accent braids makes them a great option for various hat styles, from fedoras to baseball caps.

For a fedora, consider incorporating small accent braids on either side of your head, framing your face beautifully. If you’re sporting a baseball cap, opt for a single braid down the center part of your hair, creating a unique and trendy look.

These braids not only add a stylish element but also help in preventing hat hair, maintaining a polished appearance when you remove your hat.

How to incorporate little accent braids into different hat styles

When it comes to fedoras, accent braids can be woven into your hair to complement the hat’s sophisticated and elegant vibe. These delicate braids can be intertwined with the rest of your hair, adding a chic and polished touch to your overall look.

For baseball caps, consider a single accent braid down the center part of your hair, creating a fun and sporty appeal. This not only adds a trendy element to your style but also helps in maintaining a neat appearance when you take off the cap.

Whether it’s a fedora or a baseball cap, accent braids add a unique and fashionable dimension to your hat ensemble.

To incorporate little accent braids into different hat styles such as fedoras and baseball caps, follow these steps:

  • Preparation: Begin by parting your hair in the desired style that complements the hat you’ll be wearing.
  • Sectioning: Section off small pieces of hair on one or both sides of your head, depending on the hat style, and braid them delicately.
  • Secure: Fasten the end of each braid with a small, clear elastic or bobby pins to ensure they stay in place.
  • Final Touch: Gently tug at the edges of the braids to create a softer, more natural look and enhance their bohemian feel.
  • Styling: Put on your favorite hat and adjust it as needed to showcase the accent braids elegantly.

Cultural significance of accent braids and hats in different communities

In various communities, accent braids and hats hold cultural significance as they represent tradition, style, and identity. For example, in African and Native American communities, braids signify heritage, storytelling, and social status.

They are a symbol of cultural pride and are often adorned with intricate patterns and styles passed down through generations. When combined with hats, accent braids reflect a fusion of tradition and modern fashion, showcasing a harmonious blend of cultural roots and contemporary trends.

Here’s a comprehensive look at the cultural significance of accent braids and hats in different communities:

Community Cultural Significance
African Communities Braids are seen as a form of self-expression, storytelling, and a symbol of one’s cultural identity. Hats are often worn as a part of traditional attire, signifying status and heritage. The combination of accent braids and hats encompasses a blend of modern style and deep-rooted cultural pride.
Native American Communities In Native American culture, braids are symbolic of connection to the earth, nature, and tribe. They hold spiritual significance and are often adorned with feathers and other traditional elements. Hats serve as a representation of tribal identity and history, showcasing unique designs and patterns that reflect the community’s rich heritage. Combining accent braids with hats embodies a celebration of ancestral traditions and contemporary fashion.

Hairstyle #4: Messy Waves With Flat Fringe

To achievemessy waveswith aflat fringewhen wearing a hat, follow these tips:

  • Apply a texturizing spray to damp hair and scrunch it with your hands for added texture.

  • Use a curling wand to create loose waves, focusing on the mid-lengths and ends of your hair.

  • Gently tousle your waves with your fingers to achieve a messy, lived-in look.

  • Finish off with a light-hold hairspray to set the style and prevent frizz.

When it comes to hat styles that complement messy waves with a flat fringe, consider the following comparisons:

Hat Style Description
Fedora Enhances a chic, vintage-inspired look and adds a touch of sophistication to your overall style.
Beanie Perfect for achieving a casual, laid-back vibe and keeping your waves intact on colder days.
Wide-Brimmed Sun Hat Provides a bohemian, beachy feel while shielding your face from the sun with effortless elegance.
Baseball Cap Adds a sporty, urban edge to your look, allowing you to showcase your messy waves with a cool flair.
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When choosing a hat to complement your messy waves with a flat fringe, consider the occasion and your personal style to find the perfect match.

Hairstyle #5: Shoelace Buns

To create shoelace buns when wearing a hat, follow this easy guide for a stylish and practical look. Begin by parting your hair down the middle and tie each side into a high ponytail. Then, separate the ponytail into two sections and tie them together using a simple knot. Repeat the process until the end of the hair, securing it with a hair tie. This trendy hairstyle provides a fun and unique way to style your hair, especially when rocking a hat!

When it comes to the comfort of wearing shoelace buns and a hat, some concerns may arise. However, a counterargument to address these concerns would be that shoelace buns can actually provide a snug and comfortable fit under a hat. The knots create a compact and flat base, making it easier to wear a hat without any discomfort. Additionally, the buns can offer a secure foundation for the hat, ensuring a stylish and confident look without sacrificing comfort.

Hairstyle #5: Shoelace Buns
Pros – Stylish look under a hat
– Secure and snug fit
– Unique way to style hair
Cons – Potential discomfort concerns

hairstyles when wearing a hat - Bonus: Flower Crown With Milkmaid Twist - hairstyles when wearing a hat

Bonus: Flower Crown With Milkmaid Twist

Unique Ways to Style a Flower Crown with a Milkmaid Twist and a Hat

Styling a flower crown with a milkmaid twist under a hat can add a touch of elegance and glamour to your overall look. To achieve this unique style, start by creating a traditional milkmaid braid hairstyle with a twist.

Begin by parting the hair in the center and braiding each side of your hair into two loose braids. Then, wrap each braid around the crown of your head, securing them with bobby pins to form the milkmaid twist.

Once the milkmaid twist is in place, carefully position the flower crown on top of the twist, ensuring it complements the braid style. Lastly, add a stylish hat that complements the flower crown and milkmaid twist, creating a fashionable and eye-catching look.

Examples of Events or Settings Where This Hairstyle and Hat Combination Is Appropriate

This exquisite hairstyle and hat combination is perfect for a variety of events and settings, adding charm and sophistication to your ensemble. For instance, it is an ideal choice for garden parties, outdoor weddings, and music festivals where you want to showcase a whimsical and bohemian-inspired look.

Additionally, this stylish combination can be worn to spring or summer events such as bridal showers, picnics, and outdoor gatherings, exuding a romantic and ethereal vibe. Furthermore, it is a fantastic choice for beach outings and vacation getaways, allowing you to exude a relaxed and chic appearance.

Embracing this fashion statement will surely turn heads and make you stand out in the crowd.

Top Hat Hairstyles You Need to Try

List of the top 10 hairstyles to pair with different hat styles

Choosing the right hairstyle to complement your hat style is crucial for a flawless look. Whether it’s a fedora, beanie, or baseball cap, here are the top 10 hairstyles that pair perfectly with various hat styles:

Hat Style Complementary Hairstyle
Fedora Slicked-back hair
Beanie Messy bun or ponytail
Baseball Cap High ponytail or half-up, half-down
Straw Hat Beach waves or loose curls
Bucket Hat Top knot or braided styles
Beret Side-swept bangs or loose waves
Cowboy Hat Long, flowing locks or loose curls
Flat Cap Textured, natural curls
Panama Hat Side-parted sleek hairstyle
Trilby Hat Tousled waves or wavy bob

These hairstyles cater to various hat styles, ensuring that you look effortlessly stylish and put-together no matter what headwear you choose.

Recommendations for choosing the right hairstyle based on the type of hat being worn

When selecting a hairstyle to complement your hat, consider both the hat style and your personal hair type. Here are some recommendations to help you choose the perfect hairstyle based on the type of hat you’re wearing:

  • Fedora: Go for a sleek and polished hairstyle that complements the elegant design of the fedora.

  • Beanie: Opt for a messy bun or ponytail to create a laid-back yet chic look that works well with the casual vibe of a beanie.

  • Baseball Cap: Consider a high ponytail or half-up, half-down style for a sporty and youthful appearance that pairs perfectly with a baseball cap.

  • Straw Hat: Embrace beach waves or loose curls to achieve a relaxed and carefree look that goes hand-in-hand with the summer feel of a straw hat.

  • Bucket Hat: Try a top knot or braided styles to complement the trendy and casual appeal of a bucket hat.

  • Beret: Opt for side-swept bangs or loose waves to channel a chic and sophisticated French-inspired look that aligns with the beret’s aesthetic.

  • Cowboy Hat: Embrace your long, flowing locks or loose curls to create an effortless and free-spirited appearance that resonates with the cowboy hat’s style.

  • Flat Cap: Consider textured, natural curls to complement the classic and timeless appeal of a flat cap.

  • Panama Hat: Choose a side-parted sleek hairstyle to achieve a refined and elegant look that mirrors the Panama hat’s sophisticated design.

  • Trilby Hat: Opt for tousled waves or a wavy bob to create a stylish and contemporary look that harmonizes with the trendy nature of a trilby hat.

By considering the specific features of each hat style and pairing them with the right hairstyle, you can effortlessly elevate your everyday look and make a fashion statement that resonates with your personal style and the occasion at hand.

Hairstyles We Covet: The Hottest Cuts and Latest Trends for 2023

In the mesmerizing world of hairstyles, 2023 has brought forth an array of trends that perfectly align with the charm of hats, adding an extra flair to your ensemble. The year 2023 is all about embracing natural textures and effortless styles. Textured layers, short and wild shag, blunt collarbone cuts, soft curved bobs, wispy bangs, and cheekbone-enhancing hairstyles are at the forefront of fashion, creating a seamless blend with your favorite headwear.

Overview of the latest hairstyle trends that go well with hats

The contemporary hairstyle trends embrace the versatility of hats, ensuring a harmonious fusion of style and functionality. The “textured layers” trend provides a dynamic backdrop for any hat, adding depth and dimension to your overall look. The chic appeal of “short and wild shag” is an excellent match for a variety of hats, offering a playful yet sophisticated demeanor. Those opting for the “blunt collarbone cut” can effortlessly rock any hat style with an air of confidence and elegance.

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The “soft curved bob” trend excels at complementing hats, offering a timeless and adaptable look. Meanwhile, the allure of “wispy bangs” intertwines effortlessly with hats, emphasizing a captivating and carefree essence. Lastly, the “cheekbone-enhancing” hairstyles provide a polished and stylish touch when paired with hats, accentuating facial features while emanating a bold statement.

Incorporating hats into current hairstyle trends

Incorporating hats into the latest hairstyle trends requires a keen eye for aesthetic balance and unparalleled fashion finesse. When selecting a hat to accentuate your hairstyle, consider opting for a classic fedora, renowned for its seamless alignment with various hair lengths.

Additionally, experimenting with the informality of different hat styles can further enhance your overall appearance, offering a unique touch to your everyday style.

In the domain of fashion and personal expression, it’s crucial to find hairstyles that effortlessly harmonize with hats, creating an alluring and captivating ensemble. From donning a centred braid to elegantly placing it to the side and over the shoulder, there are various hairstyles that impeccably complement the addition of a hat, elevating your fashion statement to new heights.

When adorning an enthralling hairstyle and a hat simultaneously, it’s imperative to ensure that your hair remains in place amid the headwear. By utilizing reliable hair products and strategic styling techniques, you can effortlessly maintain your desired hairstyle integrity, even when wearing a hat or cap.

Recommended Amazon Products for Hairstyles when wearing a hat

Here’s a curated list of products that can help you achieve stunning hat-friendly hairstyles with ease. These recommendations are based on ease of use, customer reviews, and popularity.

1. Felicity Wide Brim Fedora Hat

The Felicity Wide Brim Fedora Hat is the perfect accessory to complement any hairstyle, whether it’s fishtail pigtails, messy tuck buns, or shoelace buns. This hat is made of high-quality materials and has a wide brim to protect you from the sun. Get the Felicity Wide Brim Fedora Hat on Amazon here.

Product 1 Product 2
Felicity Wide Brim Fedora Hat
Pros Cons
Stylish design May not suit all face shapes
Good sun protection Limited color options
Versatile to pair with different hairstyles

2. Conair Double Ceramic Triple Barrel Waver

The Conair Triple Barrel Waver is perfect for creating messy waves with a flat fringe that pairs beautifully with a hat. This hair styling tool is versatile and easy to use, allowing you to achieve effortless beach waves. Purchase the Conair Triple Barrel Waver on Amazon here.

Product 1 Product 2
Conair Double Ceramic Triple Barrel Waver
Pros Cons
Creates beautiful waves Limited to wave style only
Ceramic technology for even heat distribution May not be suitable for all hair types
Adjustable heat settings

3. Scunci No Damage Effortless Beauty Elastics

When it comes to styling little accent braids or shoelace buns, the Scunci No Damage Elastics are a must-have. These hair ties are gentle on the hair and won’t leave creases, making them the perfect choice for various hairstyles. Find the Scunci No Damage Elastics on Amazon here.

Product 1 Product 2
Scunci No Damage Effortless Beauty Elastics
Pros Cons
No damage or creasing May not be suitable for thick hair
Multiple color options Slightly larger than regular elastics
Secure hold

4. Madison Braids Women’s Braided Headband

For those looking to add a touch of elegance to their hairstyles, the Madison Braids Braided Headband is the perfect accessory. It effortlessly elevates hairstyles such as messy tuck buns or accent braids when paired with a hat. The Madison Braids Braided Headband is available on Amazon here.

Product 1 Product 2
Madison Braids Women'S Braided Headband
Pros Cons
Adds sophistication to hairstyles Slightly higher price point
Easy to style Limited color options
Versatile use

5. Sam Villa Signature Series Textur Professional Texturizing Iron

The Sam Villa Texturizing Iron is perfect for creating texture and volume for hairstyles like milkmaid twists to be paired with a hat. This professional-grade tool delivers long-lasting results and is designed for ease and efficiency. Get the Sam Villa Texturizing Iron on Amazon here.

Product 1 Product 2
Sam Villa Signature Series Textur Professional Texturizing Iron
Pros Cons
Professional results Higher price point
Versatile use Not suitable for very fine hair
Quick and efficient styling

Top Recommended Product for Hairstyles when wearing a hat

If you’re looking for the best solution for styling a variety of hat-friendly hairstyles, we highly recommend the Felicity Wide Brim Fedora Hat. It’s versatile, stylish, and offers excellent sun protection. Whether you’re rocking fishtail pigtails, messy tuck buns, or little accent braids, this hat is the perfect accessory to complete your look. Ready to elevate your hat and hairstyle game? Check out the Felicity Wide Brim Fedora Hat on Amazon today for the best results! Find it here.

Product 1 Product 2
Felicity Wide Brim Fedora Hat


The versatility of hairstyles when wearing a hat allows for endless possibilities to complement various hat styles. From fishtail pigtails to messy tuck buns, there are numerous hairstyles that can effortlessly elevate a hat-wearing look.

The combination of different hairstyles and hats not only adds a stylish flair to one’s appearance but also provides practical benefits such as sun protection and wind damage prevention.

Moreover, I encourage readers to experiment with different hat and hairstyle combinations to discover their unique and personalized look. Whether it’s trying out a sleek ponytail with a baseball cap or rocking loose waves with a wide-brimmed hat, exploring various options can lead to defining one’s personal style.

Embracing the versatility of hats and hairstyles offers an opportunity for self-expression and creativity, allowing individuals to feel confident and empowered in their fashion choices.

The seamless integration of hats with different hairstyles creates a harmonious balance between fashion and function. By embracing this versatility and experimenting with diverse combinations, individuals can showcase their personal style while enjoying the practical benefits of wearing hats with various hairstyles.

So why not step out of your comfort zone, try out new hat and hairstyle pairings, and make a fashion statement that is uniquely your own?

Frequently Asked Questions

What hairstyle looks good with a hat?

Top 10 Hat Hairstyles You Need to Try.

How to do your hair when wearing a hat?

How to wear your hair with a hat and net for long hair - Reddit. Try braiding your hair and coiling the end loosely to fit under the hairnet and hat.

What does wearing a hat all day do to my hair?

Wearing a hat all day can cause your hair to become flattened or compressed in the areas.

How to style your hair when wearing a hat?

How to Avoid Hat Hair: 13 Steps (with Pictures). Apply a volumizing mousse and prevent your hair from smooshing against your head.

Reference Links

Jonathan B. Delfs

I love to write about men's lifestyle and fashion. Unique tips and inspiration for daily outfits and other occasions are what we like to give you at Do you have any notes or feedback, please write to me directly: [email protected]

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