Shaggy Hipster Looks Like A Model After Makeover

Surpassing Expectations

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He’d had people with all kinds of hair disasters come through his chair, and they always left looking sharp and radiant. But this time, even he was surprised with himself. When that man had walked through the door, it was almost impossible to see what he really looked like underneath the mess. Then, after he worked his magic, the unexpected truth was revealed. The transformation stunned everyone - and it had to be seen to be believed.

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Established In His Craft

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It’s not like he was an amateur; far from it, in fact. Tyler Fleetwood has been in the hair styling business for seven years, and he’s done it all: “From education, chain salons, booth rent, commissioned shops, developing my own product line, and now shop ownership!” he writes on his website. Fleetwood owns the White Stag Barber Co. in Springfield, Missouri. He specializes in trendy haircuts for men - which is probably why Kerry Conner decided to pay him a visit.

As Unkempt As They Come

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One day, Kerry Conner walked into the White Stag and asked for a haircut. Everyone in the shop had to do a double take when they saw him - he looked like a modern-day caveman. His strawberry blond locks went down below his shoulders, with hair flying in all different directions. His beard and mustache were unkempt and scraggly… a complete hair disaster. But he was on a mission to make a better man of himself.

The Man Behind The Shag

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Despite what his looks would have you believe, Kerry was not a hermit living in a cabin in the woods. He was actually a family man, having three daughters with his girlfriend, Cara McConnell. That said, he had a sort of rebellious streak, which kept him young at heart but also kept him from fully maturing. He knew that had to change, for the sake of his family, and the first step was a new haircut. Luckily, he came to the right place.

Being More

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Fleetwood doesn’t just cut hair - to him, it’s a whole philosophy that he calls “Be More.” “Part of feeling confident, being motivated, and staying ready to take on the world is having a look that kills,” he says. “A look that says you’re not here to mess around. A look that lets everyone know you take pride in your presentation.” Kerry had come to him ready to be more, so Fleetwood got to work right away.

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The Transformation Begins

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The first thing Fleetwood did was pull Kerry’s hair back in a ponytail. Now, you could kind of see his facial features a bit more clearly. But that crazy-looking beard was incredibly distracting and took all the attention away from Kerry’s eyes. People in the shop were wondering how Fleetwood would begin giving form to Kerry’s full head of hair - which clearly hadn’t been cut in a while. But Fleetwood had a more drastic solution in mind.

Chop Chop

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Fleetwood held Kerry’s ponytail in one hand, and with a quick few snips of his scissors, he chopped it all off at the base. It was a striking scene, seeing that bundle of golden locks fall unceremoniously to the floor. But Kerry didn’t seem too fazed. Perhaps he’d read what Fleetwood wrote on his website: “If you sit in my chair, you will undoubtedly have a highly trained expert providing you with an extraordinary hair experience.” Now it was time to sculpt the remaining hair into a recognizable shape.

Sculpting The Look

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Now that half of Kerry’s hair was gone, Fleetwood became more precise with his movements. He gave Kerry a close shave around the back and sides of his head but left it longer at the top. Then, with the help of a blow dryer and some styling product, Fleetwood gave him a voluminous quiff worthy of a men’s fashion catalog. The transformation was well underway. Now, on to the beard.

Wild Whiskers

Pall Mall Barbers

Fleetwood did not shave off Kerry’s beard, recognizing that it gave him a ruggedly masculine look that was quite flattering. Instead, he trimmed it and gave it a more geometric shape, hoping it would accentuate his strong jawline. Then he used a moisturizing product to rehydrate the dry hair and give it a shiny finish. Fleetwood’s work was done, and as he swiveled Kerry’s chair around, people couldn’t help but gasp.

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A New Man

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Kerry was truly unrecognizable from the man that had walked into Fleetwood’s barbershop earlier that day. His flawless complexion, piercing blue eyes, and chiseled cheekbones were now center stage, and it was a breathtaking sight. That said, the haircut Fleetwood gave him was a masterpiece on his own, making Kerry look like a Hollywood hunk ready for his big break. This was a moment to remember - luckily, Fleetwood had it all recorded.

From Viking To Hottie

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Kerry’s transformation video was posted to Fleetwood’s Instagram page, and it took the social media site by storm. It soon reached more than 5,000 views, and even more comments, most of which had nothing but fawning words for Kerry. “From Viking to hottie! That’s awesome, love that haircut!” wrote one user. Soon, it had spread outside Instagram.

A Fun Anecdote

Facebook/Cara McConnell

Another of Fleetwood’s clients posted the images on Reddit. “My barber is a hero,” he titled his post, which received almost 11,000 views and even made its way to Kerry’s circle. “I know this guy! I’m friends with his girlfriend. We all got pretty great entertainment from this,” one user said, while another added, “Me too! So unreal to see him on here. Good thing [Cara] has a sense of humor about some of these comments.” But it seems like Cara and Kerry’s bond is strong.

Fighting The Odds

Facebook/Cara McConnell

Cara and Kerry were teenage sweethearts and were only 18 and 19 years old when Cara got pregnant with their first daughter, Rilynn. “Becoming parents at such a young age we’ve had the underlying need to prove to others that we can do this without the help of others, but this is such a special situation and we are realizing that it truly does take a village sometimes,” wrote Cara on Facebook. And now, more than ever, they need their village.

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A Brush With Tragedy

Facebook/Cara McConnell

On June 16, 2018 - almost three years after his hairstyle transformation - Kerry was in a motorcycle accident while riding out with a friend. He suffered a broken jaw, fractures on his left arm, cut tendons in his right arm, a collapsed lung, bruised heart, and fractured ribs and clavicle. Though he has had several successful surgeries, his road to recovery is long. Cara is spending every second by his side, letting him know how much she loves him.

Outpouring Of Support

Facebook/Cara McConnell

“Kerry lives hard and fast and I’m learning to love him as hard as I can while I have him here,” Cara wrote on Facebook. Thankfully, they are not alone. Cara set up a GoFundMe page to help with medical expenses and, in just six days, they’ve reached $3,470 of their $10,000 goal. Even Fleetwood, upon learning of the accident, reposted Kerry’s transformation video on his Instagram page asking people to pray for him. Here’s hoping Kerry gets better soon.

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