The Top 50 Most Unforgettable and Humorous Holiday Experiences

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Do you ever look back on your vacations and remember the amazing moments that you experienced? We all have certain memories that stand out from our trips – whether it’s a funny story, a beautiful sight, or an exciting adventure. In this blog post, we will count down the 50 most memorable vacation moments of all time! These experiences are some of the most unforgettable vacation moments captured on camera and these people are going to remember these moments for years to come. So what makes these moments so special? Keep reading to find out!

What a Sight

This could definitely pass as an exquisite picture. The attractive lady sporting a seductive swimming suit with a super fit beach physique, complemented by a stunning natural scenery, all combine to make an exceptional snapshot. This image could easily be the front of a vacation postcard. It gives off the impression that she’s just resurfaced from a delightful swim in the crystalline water. With such transparent water, who could resist a dip? We’re just hoping the water wasn’t too chilly and free of any shark presence. She’s yet to remove her snorkeling gear, which suggests she might jump back in at any moment.

What Is Even Happening Here

This image has a plethora of issues. The woman is unmistakably treating the man as if he were a horse. The man is wearing an odd horse get-up that suspiciously resembles something from the film Fifty Shades Of Grey. It’s uncertain whether their bizarre sense of humor will be appreciated by other beachgoers. Chances are, it could frighten them instead. The women may look back at this image with fond memories for years to come, however, it’s highly likely the man would prefer to erase this experience from his memory in the future.

Finding Treasure

This lady deserves recognition for her ingenuity. She crafted a hole at the shore, placed her camera within it, and then manipulated perspective to appear as if she was inverted above the hole. While it may appear complex, her efforts resulted in an Instagram-ready snapshot. The image is lovely and alluring, featuring a stunning lady set against a flawless backdrop. This woman sets the standard for how to capture beach photos, and observations should be made. Next time we find ourselves at the beach, we are determined to experiment with a similar concept.

Can I Buy You a Drink

This dog appears to be thoroughly enjoying itself at the bar. Whether it’s the angle of the photo or the dog’s owners positioned him this way, it presents a humorous yet suave image. It genuinely seems like this dog is quite the charmer. The drink in the shot enhances the picture’s comedic factor. After all, why should fun and relaxation be limited to just humans? Animals can also partake in the merriment, as shown by this dog seemingly having a blast.

Acrobats at the Beach

If we were aware that this is how acrobats spend their time at the beach, we’d likely frequent the beach more often and participate with them. This appears to be a distinct and enjoyable way to pass the time at the seaside. The girl in question clearly possesses a talent for hand-balancing, unconcerned about the perception of others. One can only suppose the spectators would be astounded at her performance. She flaunts an ideal beach body, suggesting she keeps fit consistently. Therefore, her ability to maintain balance like this doesn’t come as a shock.

Try It at Your Own Risk

A reveler dances with a police officer as another police officer reacts during the Notting Hill Carnival in London, Monday, Aug. 27, 2012. Europe’s biggest street festival will reach its climax today with hundreds of thousands of revelers and brightly-dressed performers flocking to the capital for the headline day of Notting Hill Carnival. (AP Photo/Sang Tan)

We would like to preface this explanation by sternly advising, “never attempt to do this!” The police officers in this image apparently have a good sense of humor, but not all law enforcement would be as tolerant. Engaging in twerking immediately next to a cop could likely result in an arrest. Our guess is, before the photograph was taken, the girl probably informed the officers of her impending action. This created an unforgettable moment that will serve as a talking point with her friends for years to come.

Let’s Hit the Waves

This image appears as though it could be straight from a Baywatch promo. The flawless complexion and impeccable beach figure could easily lead us to believe she’s a genuine Baywatch star. She’s gearing up to surf, possibly with a huge wave approaching that she doesn’t want to miss out on. Regardless of the circumstances, this moment was frozen in time creating a snapshot worthy of a poster. If her surfing prowess matches the greatness of this photo, we’re in for a treat.

Let’s Sunbathe Together

It’s clear that this wasn’t an organized event between friends. It appears as if the sea lion was blissfully basking in the sun when this lady endeavored to befriend him by partaking in his sunbathing routine. Their poses mirror each other so perfectly. The manner in which they are both reclining on the beach, with heads turned to one side, is quite striking. This certainly marked the onset of a fresh friendship, and it’s our wish that they opted for a round of drinks following their sand and sun cooldown.

That Monkey Knows What’s Up

This bikini is stunning, one of the most attractive we’ve ever seen, but it’s apparent that the monkey’s attention isn’t on the eye-catching top, but rather what’s behind it. Certainly, we shouldn’t make gender assumptions, though it’s likely this monkey is male. The actual centerpiece of this photo is the exceptional beauty of the woman, accentuated by her unique bikini. However, the monkey on her shoulder ultimately steals the show. The remarkable thing is her evident comfort with the monkey. It’s not every day that someone can say they befriended a monkey upon first meeting.

The Out of Focus Backflip

What does this picture emphasize? Is it the man executing a thrilling backflip into the pristine blue water? Or perhaps the woman perched atop the hill? It’s safe to say that varied viewers will concentrate on different elements in this photo. Apart from the two individuals featured, the scenic backdrop deserves attention too. The water appears impeccably clear, almost as if it’s a meticulously maintained private pool, despite it being a natural body of water. The dashes of greenery enhance the overall aesthetic appeal of the picture.

The Ideal Figure

Have you ever laid your eyes on a more exemplary beach physique? This image appears genuinely spontaneous instead of arranged. The woman is engaged in capturing a snapshot with her smartphone. She is perched on her toes, ensuring her heels are elevated to protect them from the scorching beach sand. She’s donning a black bikini paired with a vibrant blue top, a visually striking color blend. Her impeccable complexion and stunning hair are worth mentioning too. It wouldn’t be surprising if she turned out to be a model who is visiting the beach for a professional photoshoot.

When a Sea Lion Is Luckier Than You

Sometimes vacation photos can get very weird and this one seems to be one of them. Most people probably think that this is funny but some might think it’s just plain wrong. It is very clear that this girl has a special connection with this sea lion or maybe she is a zoologist who is good with all animals and marine life; we are not sure about that. However it is clear that this sea lion is luckier than many men out there. The girl seems pretty comfortable doing it so maybe she is the sea lion’s trainer. But whatever the reason we are sure this photo made many people jealous.

The Camel Will Remember This Summer

It appears as if all the camels are gathered to bestow a kiss on her, something about it just seems off. We’re not precisely sure of the context, but it comes across more like a professional shoot than a personal one. The location seems more desert-like than beach-like, especially with the presence of camels, hinting that it might indeed be a desert. Regardless, it’s an outstanding image. The composition is excellent, the backdrop is flawless, the lady is draped in a stunning dress, all contributing to a picture-perfect moment.

The Ostrich Is Onboard With This

It might seem like a scene straight out of a cartoon, but this man is indeed mounting an ostrich. The saddle is well-secured, ensuring the rider’s safety. Interestingly, the ostrich appears to be thoroughly enjoying the experience, judging by their matching expressions. Fortunately, a photographer was present to capture this unique incident. It’s clear to see how thrilled and proud the man is of his unlikely adventure, guaranteeing this photo a special spot on his office wall.

The World Famous Titanic Pose

If you’ve ever set foot on a boat or gone on a cruise, you’re likely familiar with the irresistible urge to mimic the iconic Titanic pose with your partner. However, what if you’re journeying solo? Unlike Rose who needed Jack for that memorable Titanic moment, you don’t require a Jack to perfect your pose. This girl, despite facing the incorrect direction, still pulls off a classic Titanic stance as she stands at the boat’s forefront, which we presume, was her intention. Regardless, she accomplished it brilliantly, and we’re smitten with this picture as much as the next person.

Upside Down

In this photo, a woman is caught mid-backflip on the beach by one of her friends. The uniqueness of this image lies in its perfect capture of the girl suspended in mid-air during her flip, completely inverted. You can also spot a second woman on the sidelines, gleaming with pride at her friend’s acrobatic prowess. We can’t help but hope that no injuries befell the flipping girl. Regardless, her acrobatic abilities would certainly have made her the highlight of the beach that day. Given her skills to perform a backflip while donned in a bikini, one can only speculate about her aptitude in activities such as bikini rock climbing.

Bikini Rock Climbing

Bikini rock climbing, as the title implies, involves scaling rocks in a bikini and having a fantastic time, typically on beachside hills. This image depicts three girls attempting to ascend a rock. The girl who’s already ascending appears to delight in the adventure, while the girls at the bottom seem more worried about the possibility of her falling. Alternatively, they could be waiting for her to get to the summit so they can follow her. Regardless, it appears to be a highly enjoyable activity.

Shark Attack

It appears to be the fake shark used in the film JAWS, but this still seems like a questionable decision. What if the jaws of the shark were to snap shut? It could potentially injure the young woman. Hopefully, she is aware of the situation she’s in. She certainly looks attractive in her bikini, which might have enticed the shark if it were real. Regardless, the outcome is a striking photograph that she could display proudly, surely sparking numerous conversations.

He Is Going TO Regret This

There’s a multitude of potential issues in this scenario, not just for the woman involved but for the man too. It appears as if the man is being floated aloft by a mini hot air balloon or parachute, but his actions seem like they will lead him into trouble. Surprisingly, he’s tugging on the woman’s bra string. This could lead to legal implications if they’re strangers. Regardless of the circumstances, his precarious position puts him at risk, and should he fall after tugging the string, it’s hard to predict the woman’s reaction.

Bad Doggy

Always remain aware of your environment, particularly when you’re at the beach. I’m not merely referring to the risk of items being stolen, but also instances similar to the one depicted in the accompanying photo. The couple in the picture appear to be sharing a delightful, romantic moment or perhaps just positioning themselves for the camera. However, their moment was unexpectedly interrupted by a dog who didn’t just spoil their picture but did it in the worst way conceivable. For those who are not dog owners or fail to understand what’s happening in the image, the dog is preparing to relieve itself on the unsuspecting couple.

Building a Skyscraper

It’s unclear what these girls’ goal is, but they seem to be attempting to construct a tall structure, as mirrored by the buildings in the distance. Summer is commonly associated with amusement and relaxation, with many opting to visit the beach for some quality time with loved ones. People tend to indulge in carefree enjoyment, almost as though there’s no tomorrow. Presumably, this was such an instance for these girls, caught in a moment of sheer delight and living their best lives. Our only concern is for the girl underneath; we hope she can still breathe alright.

Give My Glasses Back

We typically advise against getting too close to animals, wild or not, due to numerous instances of pets displaying aggression. However, the monkey in this instance appears to be quite amiable and seems to be relishing the situation, despite grabbing the girl’s sunglasses. From the expression on the girl’s face in the photo, it’s clear that this was an unexpected event. It certainly makes for an interesting tale to share with loved ones. Our only concern is whether the monkey returned the sunglasses undamaged.

Can You Surf Like This

It’s undeniable that this girl possesses exceptional talent, demonstrating flexibility to perform a bridge pose on a surfboard in open water. We conjecture that capturing this moment from a different perspective might accentuate the illusion of a bridge constructed between the two small rock formations seen in the backdrop. Regardless, the photo is remarkable and one can only ponder what additional shots she might have enacted on that surfboard. This image could, quite possibly, serve as the crowning glory of her vacation.

Elephant Spray

Discussing the pinnacle of fun experiences, it certainly appears this lady and elephant are enjoying a blast. Is this typical behavior for friendly elephants? Should you attempt to climb their truck, they’ll hoist you onto their backs, ensuring that if there’s water close by, you are bound to experience numerous trunk-wielded water cascades. This is merely the elephant’s way of extending friendship, so there’s no need to be disgruntled about the splashes. The girl in question seems to be fully aware of this being part of the fun, evidenced by her merry laughter and the creation of a vacation memory worthy of a fascinating tale.

That’s Not How You Take a Photo with Eiffel Tower

This is indeed a fantastic holiday picture full of fun and mischief. Yet, it’s not the typical pose one might expect with the Eiffel Tower. Perhaps this woman was traveling solo or with a group of friends. If she were accompanied by a significant other, however, it would have been an ideal opportunity to share a kiss under the iconic tower, thus creating a treasured keepsake of a special moment. This scene could have been captured and displayed in your living area as a testament to the romance between you and your partner. Analyzing the image at hand, though, one must admit that the alignment of the Eiffel Tower with the subject’s tongue is spot on. We must therefore commend the cameraperson on their skills in this snapshot.

One for the Instagram

This image might not be the kind you’d pass down to your grandkids, but it’s undoubtedly a work of art. It’s visually striking, almost like an ad for a drink. If I was to recreate any photo with my significant other, I’d choose this one. Filled with energy, love, a stunning backdrop, and water splashes, the image is truly compelling. Whether it was staged or not, it gives the impression of a well-planned shot. Alternatively, it depicts a couple simply enjoying their summer vacation to the fullest. Our only concern is that the man didn’t get hurt while performing that impressive move.

Leg Drop from the Top

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This honestly appears like a kind of stunt a risk-taking wrestler would execute from the cage’s peak, with their adversary sprawled on the ground. We’re unsure of what went through this man’s mind before he leapt, but we hope the girl doesn’t directly swim beneath him, as this could potentially harm her, which would ultimately lead to him getting hurt. Additionally, the water doesn’t appear to be particularly deep, and the man’s diving technique is nothing short of unconventional. Consequently, we’re uncertain about the severity of his landing in the water.

You Are On My Property

The water appears pristine and stunning, but the turtle doesn’t seem too thrilled by the presence of the photographer. You’d think a turtle residing in such immaculate waters would express more joy. Nevertheless, the turtle’s gaze towards the cameraman illustrates apparent discontent, implying a desire for the intruder to promptly vacate. It also appears as if the turtle is sending a stern message through its left limb. Hopefully, the photographer heeded this warning from the turtle and hastily departed from its territory.

That’s a Unique Way to Dive

These pictures depict individuals thoroughly enjoying their vacation, exuding an undeniable youthful energy. Despite the couple appearing to be older, they seize the day in true adolescent fashion. We can only hope that the man didn’t hurt his back with a person on top of him as they plunged into the water. It appears the woman is also prepping for a dive, making us curious about the moments captured right after this photo.

When the Grim Reaper Is Your Lifeguard

It’s always fun to take holiday and vacation photos, but it’s even more fun when you can add a bit of creativity to them. This beach photo is a great example of that. The lifeguard is dressed up as the Grim Reaper, which definitely adds a bit of excitement to the scene! But some people might take it in bad taste. We understand that the life guard has a sense of humor but it’s better to not dress up as a grim reaper when you job is to save people from dying. To be honest we don’t actually know if this is the life guard or just a visitor sitting on the lifeguard chair.

Petting Your Shark

If you’ve once requested your parents to allow you to have a pet, they may have replied that pet ownership is a serious commitment. Your duties would include feeding them, showing affection, and ensuring their happiness. However, we’re fairly sure this girl’s parents would not approve of her unconventional pet. Technically, it’s not really her pet, but the ease with which this girl interacts with the shark suggests a budding friendship. It’s unclear what this girl’s intentions are, but it appears she’s trying to pet the shark using a net.

Beach Pong

If you’ve ever attended a teenage party, you’re likely familiar with the enjoyment that a game of beer pong can bring. But did you know this game isn’t confined to indoor events? You can also play what we might term ‘beach pong’ in a sandy setting. You may be thinking that a table is a requisite for this game, but that’s not the case, as the above image clearly illustrates. Just use the sand to fashion a large surface, much like a table, for your game. Given that children often construct sandcastles, creating a flat, playable surface shouldn’t be too arduous a task.

That Is Not How I Wanted My Holiday to Go

The image suggests that this man was having an exhilarating time water gliding when a shark decided it was time to defend its territory. The photograph doesn’t reveal whether the man was attempting to go faster, but that would largely fall on the person towing him. We can only hope they increased speed in time to avoid a potential shark attack. The shark appears eager for a meal and assertive, although the man’s calm demeanor suggests he may have encountered such situations in the past.

Tarzan Is That You

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This child could play the part of a current day Tarzan or Mowgli, or any other character known for their harmonious relationships with animals. It’s generally not advisable to allow a monkey so close to a child, but they seem to get along well and the monkey doesn’t show any signs of aggression. The monkey, with his father-like physique, also appears to be enjoying his beach day. The photograph is wonderful, in part because both the monkey and the bird obligingly posed for the camera.

When the GPS Tells You to Turn Right

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We’ve all been there. You’re driving to a new destination, following the instructions of your GPS, when all of a sudden it tells you to make a weird turn or go down a sketchy looking road. And more often than not, we blindly trust Google Maps and do as it says. But what happens when Google Maps leads you astray? Well, if you’re lucky, nothing more than arriving at your destination a little later than expected. But if you’re unlucky, you might end up in a river like this driver. However we are not exactly sure if Google Maps is to be blamed here, because we are sure the driver could see the water body ahead of him several yards away.

It’s Raining Vomit

It’s unfortunate when what could have been the highlights of your life become disappointing, as illustrated in the image above. This woman probably anticipated an exciting airborne adventure, not realizing her stomach might betray her. The man’s facial expression speaks volumes; he’s clearly not enjoying it. However, our sympathy goes out to the individuals having fun on their boat, as they’re about to experience an unexpected shower of vomit.

Impatient Sea Lion

Talk about poor timing. This man was in the process of taking a snap with his stunning catch when a sea lion decided it would be an excellent time to not only interfere with the photo but also take a chunk out of the fish that the fisherman was probably planning to serve to his loved ones later. We aren’t certain if the sea lion made away with the fish, but the man is exceedingly fortunate that the photographer managed to capture the moment. He now has a fantastic story to share with his fishing pals or even better, he could frame the picture and display it in his home as an amazing conversation starter.

He Took Relaxing At the Beach to a Whole New Level

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Consider the most laid-back individual in your circle of friends and then compare them to the man in this photo. We are confident that this man would come out on top every time. He has redefined what it means to unwind at the beach. While we’re unsure if he’s the one responsible for positioning the couch on the shoreline, he’s undeniably utilizing it well. Precisely, whoever had the ingenious idea to bring the couch to the beach has undoubtedly earned the recognition of being the coolest person around. It would certainly be an absolute pleasure to spend time with such a person.

Headless Beach Dweller

Should we consider recognizing an image for its creativity, this amusing beach snapshot would be a strong contender. It humorously depicts a man whose all body is concealed under the sand but his head, alongside his companion who appears with his head hidden and his whole body exposed. The result is a deceptive visual that looks as though a man’s head has been severed. Astoundingly, this ranks high among the most entertaining beach pictures we’ve ever encountered. Although it’s mainly about laughter and amusement, it might cause an unprepared observer to pass out from shock – unless of course, that observer shares our dark sense of humor!

Hoping That the Sharks Understand English

The concept comes across more as funny than inventive. Assuming sharks could comprehend English, this surfer would be immune from their assaults. It’s clear that this surfboard belongs to someone with an excellent sense of humor. The surfer seems to highly value his life, and he doesn’t want his beloved surfboard to be ruined either. He might just be doing the sharks a favor by warning them against consuming something that could upset their stomach. Perhaps the surfer should also consider enrolling all the sharks in a language class.

These Guys Aren’t Scared Of Heights

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Assuming the image isn’t manipulated, it begs the question of how these individuals managed to reach the spot; the climb appears formidable, and personally, I wouldn’t dare to attempt it. This might have been the pinnacle of their trip, and the photo can certainly spark lively dialogues amongst their loved ones. Regardless, such a risky venture is something I wouldn’t fancy, especially given how dangerously close to the edge the guy on the left appears to be. The steep slope also influences the risk factor, as one tiny slip could result in a serious fall for them both. It’s comforting to hope they successfully and safely made their descent.

Daredevil

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There could be claims that this image is manipulated and to be honest, we can’t verify its authenticity either. Nevertheless, if this image isn’t counterfeit, then we must commend this brave man. Many individuals incorporate such daring acts into their fitness regimen to meet precise mental or physical wellness goals. It appears that this guy feels quite secure in his actions. Still, we would not want to be anywhere near such a high altitude.

The Real G.O.A.T Surfer

In the surfing realm, we’re talking about the true GOAT – and here, we mean a literal goat, not the greatest of all time. This appears to be the comparison the man had envisioned when he embarked on a surfing adventure with his goat. Kudos to both of them for an impressive performance. While the man is securing the goat, the goat also demonstrates its balancing skills on the surfboard, deserving commendation as well. This is a perfect Instagram moment, bound to garner tremendous attention. We foresee a torrent of likes and comments flooding this man’s profile.

Don’t Eat Her Gulliver

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As children, we all immersed ourselves in the world of Gulliver’s Travels. It was an innovative idea during its inception and it appears this gentleman was undeniably an admirer of the book. The couple decided it would be amusing to replicate a scene from the book in a photo while on their beach outing, and to be fair, they nailed it. The illusion of the man appearing to consume the woman entirely is just incredible. Clearly, it’s a clever photographic illusion. It is apparent that they must have taken multiple shots to get the perfect one. Undoubtedly, attaining such precision would have required a fair share of trial and error.

Taking Sun blockers To a Whole New Level

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That’s not any ordinary hat, that’s a Super Sombrero. Wondering what to do if you’ve left your sunscreen at home? Fear not, simply take a leaf out of this boy’s book and pull out your expansive beach hat. Intriguingly, the hat appears larger than the boy wearing it. Whether he’s using it for practicality or simply as a humorous accessory, one thing’s for sure – he’s accomplishing his mission. The cap provides amusement and, coincidentally, offers protection from the sun’s rays. Let’s not forget the likely gazes and smiles he’s drawing from others at the beach.

Screaming Llama

Simply based on the stunning background, this image deserves to be on our list. The breathtaking vista presents a superb photography opportunity. Yet, the foreground of the picture isn’t to be overlooked. There’s an angry Llama evidently displeased by the photographer’s attempt to capture it. You can clearly see in the photo that the Llama has sounded a loud orgle, much to the alarm of the nearby girl. Although it may appear as though both the Llama and the girl are merely screaming for the camera, the girl is genuinely terrified and is screaming as a result.

Sexy Rock

It’s unclear where folks come up with such amusing concepts, but they never fail to entertain. An individual at the beach punctuated their leisurely vacation by organizing stones into a strangely distinctive configuration. They assembled the stones in such a manner that they took on the appearance of an oversized, beach-going human figure. It’s safe to assume that the beach-goers found this quite entertaining, as we certainly do, appreciating both the creativity and the humor. We hope this amusing stone figure wasn’t dismantled after some time and that it was left intact for others to marvel at this burst of creativity.

The Cookie Monster

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The Cookie Monster has at last taken its bow. It appears to be a fishing net, or perhaps the net trapped it at sea. Regardless, it’s an incredible discovery. The manner in which it’s situated on the boat gives the impression of a melancholic Cookie Monster. For those not acquainted with Sesame Street from the younger cohort, this sight might be meaningless, but those hailing from the 80s or 90s would recognize it instantly, often pausing to snap a photo. Overseas journeys sometimes present us with such unexpected moments.

We Feel Sorry For the Car Owners

When embarking on a safari, the thought of an elephant smashing your vehicle may not cross your mind. Frequently, safari-goers advise their loved ones to remain in the car due to the potential danger of wild animals. Yet, this is an instance where fleeing the car would have been the most prudent course of action. We can only hope that all occupants evacuated the vehicle before this incident, as we would hate to see anyone harmed. Despite the extensive damage, the car’s front appears intact, suggesting that the driver may have ineffectively attempted to maneuver his compact car beneath the elephant.

The King of Sharks

Looking at the crystal clear water, it’s hard not to tremble in fear knowing that it’s teeming with sharks. But for this man who positions himself as the ‘shark king’, such fear seems non-existent. He seems to revel in the waters filled with these deadly predators as if oblivious to the potential danger. Even without provocation, the sharks could easily flip his meager inflatable boat, spelling disaster. It’s our hope that he eventually realized the peril he was in and promptly made it out of the waters.

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