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Ah, Valentine’s Day! It’s supposed to be the most romantic day of the year. And for many people, it potentially is. However, it would be naive to think that everyone feels happiness, love, and passion on February 14. Far from it! Rejection is something that doesn’t take any time off, and it can sting even more than usual when it happens on this day. Nor do all your dreams come true when you like someone very much.

Our team at Bored Panda is featuring some of the most hilarious and tragic Valentine’s Day fails that have ever happened to anyone. These pics might not make your heart skip a beat, but they’ll likely hit you right in your meow-meow. Scroll down for a good dose of laughter through tears, a bit of secondhand sadness, and a reminder that even the best-laid plans can go awry.

Bored Panda wanted to learn how we can all handle rejection better, as well as how to show our partners that we appreciate them throughout the year, not just on Valentine's Day. We got in touch with Glenn Geher, Ph.D., who was kind enough to answer our questions. Dr. Geher is a professor of psychology at the State University of New York at New Paltz and a published author.

"Rejection and failure are famously part of life in the broadest sense. The most successful among us—in any sphere—including the sphere of relationships—have had more than their share of failures. In fact, recent research by my research team (led by my student Maya Kardas) has found a positive statistical relationship between the number of failures that one perceives in their life with the number of successes—thus supporting the age-old adage that the more one fails, ultimately, the more one succeeds," Dr. Geher explained to Bored Panda in an email.

"Applied to relationships, this trend is straightforward: Don't expect every relationship to work out. Don't expect everything you do in a relationship to land well. Don't expect every intimate partner in your life to be 'the one.' Odds are that things won't work out that way. That said, don't give up on yourself—accept that failure and rejection are part of the process. Never give up. And you'll find the right one for you—you'll get there. Perhaps when you least expect it."

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    #2

    Broke Up On Valentine's Day But The Outcome Will Shock You

    Text tweet about a Valentine's Day fail, showing a supportive dad comforting a broken-hearted person.

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    #3

    She Left Me For Another Woman On Valentines Day

    Person with a pouting expression sitting outside with a dog, embodying a light-hearted Valentine's Day fail moment.

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    Multa Nocte
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    But at least the Eagles won the Super Bowl, so there's some consolation. ;-)

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    Dr. Geher also opened up about the small ways in which we can show our significant others that we appreciate them. It's something to keep in mind no matter what day it is. After all, you don't need the calendar to show February 14 to be romantic!

    "My wife Shannon and I, both on our second marriages and both all the wiser, are all about showing each other love in ways that are both big and small. This morning, Shannon made me a coffee in a travel mug, got me a Gatorade, and placed all of this and a photo of us from a memorable trip in my car as a surprise for my drive to work," he shared.

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    "She and I write poetry for each other regularly. We write songs for each other. We create for each other. And there are few things that are as romantic and loving as sharing creativity. This point is backed by an exhaustive amount of research."

    #4

    I Hope He Secretly Has Something Planned

    Screenshot of a humorous tweet discussing a Valentine's Day fail between parents.

    _RobertSchultz Report

    #5

    The Ice Cream Cake I Ordered For Valentine’s Day Said “I Love You” But Some Of The Letters Fell Off During Transit

    Heart-shaped cake with pink icing and partial message; classic Valentines Day fails moment.

    mrbootsy Report

    #6

    I Sculpted This Weird And Obese Giraffe For Valentines Day

    Unusual clay sculpture resembling a horse, representing a Valentine's Day fail.

    MEGA__MAX Report

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    You can do all these things regardless of what your budget is like. According to Dr. Geher, you don't have to buy a bouquet of expensive flowers and get a table at an over-priced restaurant to show your partner love. "Try sending a bouquet of sunflowers along with fresh bagels and cream cheese from the grocery store to your love when they least expect it. Maybe when they're having a hard day at work. Guaranteed to create delight and smiles," he suggested. It's something that pretty much all of us can do today—right now, in fact.

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    "At the end of the day, visible investments of time and effort signal love in a profound way. Research has shown this fact consistently for years. And based on personal experience, I will say that I have no arguments with this research. Shannon and I delight each other in these kinds of ways regularly—and doing so shows the other that our thoughts and hearts are with our partner. Ultimately, displaying such investments of time and energy sit at the core of this thing that we call 'love.' And these are all things that we can easily do each and every day." You can also find Dr. Geher on Psychology Today (Darwin's Subterranean World) and Substack (The Human Condition).

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    #7

    It's Funny For You But Not For Us Who've Got To Reorganize It

    Valentines Day fails; plush toys scattered and messy aisle in a store.

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    #8

    My Pup Decided To Help Me Get Extra Good Looking For My Wife For Valentine's Day

    Black dog on a tiled floor with chewed underwear; a Valentine's Day fails moment.

    raven2474life Report

    #9

    Welp, Just Realized I Bought A Lesbian Valentines Card For My Wife (I'm A Man)

    Red Valentine card with black ribbon and two female figures under a small golden heart, representing Valentines Day fails.

    normalize Report

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    river
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    i am a lesbian and my birthday is valentines day.... gimme

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    The National Retail Federation (NRF) predicts that American consumers are likely to spend a record-breaking amount of money this Valentine’s Day.

    The NRF’s annual survey found that spending should reach $27.5 billion in 2025, even higher than the record $27.4 billion set back in 2020.

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    It’s estimated that the average American will spend $188.81 on Valentine's Day, up slightly from the $185.81 spent in 2024. Valentine’s Day is a bit more popular this year than last.

    The NRF states that 56% of American consumers plan to celebrate it this year, compared to 53% in 2024. More men said they intend to celebrate the holiday this year: 55% in 2025 vs 51% in 2024.

    #10

    Valentine’s Rejection

    Heart-shaped balloon in dumpster, symbolizing Valentine's Day fails.

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    ocean todd
    Community Member
    Premium
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Who would have a balloon in the back of a Cybertruck?

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    #11

    Men Will Post Everything Except The Girl They're With

    Tweet about Valentine's Day fails, joking about steak photos over girlfriend photos.

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    ManBlob
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Maybe he's being considerate and doesn't post pictures if she didn't want to have her pictures online.

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    #12

    Valentine Pie Fail

    Homemade pie with uneven crust, capturing a classic Valentines Day fail baking attempt.

    I spent hours today, working hard to make my other half apple pie with hand-cut hearts for the top crust. I admired her beauty as I slid it into the oven.

    Then my hand touched the hot rack, I overrated, and flipped the pie onto the oven door. I nearly cried scooping up what I could salvage.

    I so wanted it to be a show stopper, but on the bright side, my husband ate it just the same and said it tasted amazing.

    Haha Happy Valentines Day everyone.

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    This year, the most popular gift categories include candy (56% of respondents plan to buy some), flowers (40%), greeting cards (also 40%), an evening out (35%), and jewelry (22%).

    That should amount to around $6.5 billion spent on jewelry, $5.4 billion on an evening out, $2.9 billion on flowers, $2.5 billion on candy, and $1.4 billion on greeting cards.

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    Over a third (38%) of Valentine’s shopping happens online, 34% happens at department stores, 29% at discount stores, and 18% at specialty shops and florists.

    Treating your significant other on Valentine’s Day is, naturally, what most consumers plan to do. However, nearly a third (32%) of Americans also plan to buy gifts for their friends.

    Meanwhile, a whopping 19% also have plans to purchase gifts for their colleagues. And 32% also plan to treat their pets to something special on February 14.

    #13

    My Kid Got This In A Valentine's Day Goodie Bag At School. It's A Crayon

    Chocolate bear with a missing ear, illustrating Valentine's Day fail, held in hand against blue fabric background.

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    #14

    Valentine's Day Fail

    Teddy bear on trash bins symbolizing Valentine's Day fails in a humorous outdoor setting.

    reddit.com Report

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    #15

    My Son Didn’t Approve Of The Class Valentines Cards I Picked

    Valentines-Day-Fails: Humorous Valentine's cards with crossed out messages from Henry.

    burningisntfun Report

    “Whether they are celebrating a significant other or someone else in their lives, Valentine’s Day is meaningful for many people. Consumers are looking for special ways to treat their loved ones and can expect retailers to provide the best gift options and deals,” said Katherine Cullen, NRF Vice President of Industry and Consumer Insights.

    #16

    So, I Got My Wife A Balloon For Valentine's Day

    Heart-shaped balloon stuck in a tree, representing Valentine’s Day fails.

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    #17

    This Krispy Kreme Valentine's Day Donut

    Heart-shaped doughnut with a funny face mishap, symbolizing Valentine's Day fails.

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    #18

    Went To Panda Express With My Girlfriend For Valentine's Day

    Valentine's Day fail with a fortune cookie message reading "A new relationship awaits" from Panda Express.

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    Meanwhile, Phil Rist, Prosper Insights & Analytics Executive Vice President of Strategy, had this to say: “Consumers plan to celebrate Valentine’s Day through a variety of ways to show appreciation and love for the many different people around them. Purchasing gifts for those outside of significant others or family members continues to rise in popularity and reflects consumers’ growing interest in celebrating all the meaningful relationships in their lives.”

    #19

    There Was An Attempt To Make My Crush My Valentine

    Chat screenshot showing a Valentine's Day proposal and rejection.

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    #20

    My Friend Owns A Florist Shop And She Posted Her And Her Employee's Hand From The Week Of Valentine's Day

    Hands with taped fingers spread in a circle, depicting a funny Valentine's Day fails moment.

    plumeria80 Report

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    Dragon mama
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Ah yes, I remember that. Long stem roses do very much come with thorns, which are removed by the florists and I can tell you it is not fun.

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    #21

    To Roast Someone On Valentine's Day

    Twitter conversation showing a humorous Valentine's Day fail involving comments about "my mum" and "your mum."

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    Younger generations plan to spend a lot more money on Valentine’s Day than older ones. Statista reports that in 2025, Americans from Generation Z are spending an average of $235 on February 14-related gifts and services. In second place are millennials who are spending roughly $176. Meanwhile, Generation X is spending just $95 while baby boomers are prepared to shell out an average of $53.

    This makes sense the more you think about it. On the one hand, younger people are either still looking for love or they’re freshly in new relationships, so they want to leave a good impression with their gifts. On the other hand, members of older generations might increasingly value gifts that don’t necessarily require spending much money.

    #22

    Happy Valentine

    Broken car window with rose petals, a knocked-over cup, and glass shards inside, illustrating a Valentine's Day fail.

    My girlfriend left a gift in the car for me yesterday to find this morning when I went to work, but instead, I found a smashed window.

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    Kris Fireheart
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Must've been a nice gift. But why is the spray bottle in its place?

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    #24

    Sounds Like Jodee Should Get A New Valentine. Maybe Someone Who Doesn’t Cheat And Can Spell Slept

    Car decorated with humorous signs for Valentine's Day fails.

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    You don’t necessarily have to break the bank to celebrate Valentine’s Day in style. If you’re on a tight budget, you can surprise your partner with a handmade gift, a home-cooked meal, an awesomely romantic date, a song you’ve written for them, a painting you made, etc.

    The sky and your imagination are the limit! What truly matters is that you give your partner the attention they deserve and find small ways to do something truly special for them. It’s not the price tag of a luxury gift that makes someone feel seen, loved, and understood. Your effort, on the other hand, is priceless!

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    #25

    I Invited Friends And Family To A Art & Spirits (Drinking) Get Together At Home, I Was Planning On Painting Valentine's Day-Themed Pictures But Nobody Showed

    Living room with empty chairs, table set for guests; Valentine's Day fails evident in lack of celebration or decor.

    coolname1228 Report

    #27

    Valentine’s Day Rose Expectations. This Bouquet Feels More Like A Threat Or A Warning Than A Sweet Gesture. There Goes $110 Down The Drain

    Black and pink roses arranged awkwardly, highlighting a Valentine's Day fail with mismatched flower hues.

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    quentariel
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    But excuse me, $110? That price better include delivery on the other side of the world or something.

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    Have you ever had any Valentine’s Day fails of this caliber? How do you plan to celebrate Valentine’s Day this year, dear Pandas? Do you have any romantic or wholesome traditions with your partner?

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    Do you enjoy the holiday? Do you find it a bit cheesy and celebrate it ironically? Or do you try to find ways to be romantic throughout the year, whether or not it’s February 14? We’d love to hear all about your plans, expectations, and past rejections, so if you’ve got a moment, feel free to share yours in the comments!

    #28

    Found The Day After Valentine's Day

    A large teddy bear stuffed in a green dumpster, illustrating a Valentine's Day fail.

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    Kris Fireheart
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Pick it up, clean it/ wash it. There's a cancer ward that would love if you donated it.

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    #29

    Sorry My Friend Made This Ad, Nobody At The Company Knew What It Meant LOL

    Dogs meeting with "Give and Receive" offer; humorous Valentine's Day fails apology from BarkShop.

    pigsinatrenchcoat Report

    #30

    This Heart Shaped Pizza Crust Again Highlights My Amazing Cooking Abilities

    Heart-shaped dough on a griddle, a comical Valentine's Day fail in baking attempts.

    bgraff11 Report

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    #31

    Flowers I Ordered For Valentines. Never Buy From 1800flowers Learned My Lesson After Reading How Much Of A Scammer They Are

    Expectation vs reality of a flower bouquet, illustrating Valentine's Day fails with mismatched rose arrangements.

    wJaxon Report

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    PunchinelloTX
    Community Member
    Premium
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    To be fair, this is a living plant, so at least it will grow unlike an arrangement. Still disappointing, but with some chance.

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    #32

    What I Paid For vs. What They Delivered To My Wife For Valentines

    Side-by-side comparison of Valentine's Day fails, with a vibrant floral bouquet on the left and a sparse arrangement on the right.

    All she wanted were some flowers. A $50 arrangement with an additional surprise $30 service fee... What a scam. They wouldn't give me a refund unless I drove to the city she works in to return them.

    Apple_jax7 Report

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    David
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    I rarely buy flowers but over and over again I hear it is better to call a florist in the city where you want them delivered and deal direct. Usually cheaper, but also the local knows what they have in stock compared to if you chose an arrangement from an online catalog.

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    #33

    Squirrels Infiltrated My Room And Stole My Valentines Chocolate While I Was Asleep

    Valentine's Day fails: chewed chocolate wrapper and torn blinds, creating an unexpected mess.

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    Jaya
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    It's sad that this person doesn't get to eat their chocolate, but it's also quite lovely to imagine a squirrel couple sitting in a tree eating the valentine chocolate together.

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    #34

    You Know It's Valentines Day When All The Ladies Razors Are Sold Out

    Empty store shelves on Valentine's Day, indicating shopping fails.

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    Sara Frazer
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    I've discovered "men's" razors actually work better 🤷 and usually cost less ...

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    #35

    Ordered Pizzas For Valentines Day With My Boyfriend And They Were Delivered Like This

    Pizzas with toppings stuck to boxes, illustrating Valentines Day fails in food preparation.

    The driver must've crashed and rolled their car like 40 times and still said "well I've got pizzas to deliver on we go" or someone got pissed that they work a job and was scheduled on valentines and just decided to ruin our day. valentines grinch or accident, I'm upset.

    Good news though, we called the company & showed them these photos and they offered to send us new pizzas for free so our day isn't ruined. I'm putting these in the fridge for when I feel like a depression meal.

    MommyTofftoff Report

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    #36

    This Is How Men Will Embarrass You

    Tweet about Valentine's Day fails at a comedy show, highlighting an awkward moment during a date.

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    Jaya
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    The idea that men need to pay the woman's ticket is ridiculous. If you're not an escort/callgirl, there's no reason the man should be paying you to go somewhere with him.

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    #37

    Bought A Single $4 Rose To Brighten Up My Desk For Valentine's Day, And Tried To Remove The Inexplicable Tag

    Broken rose stem on a table next to a label, symbolizing Valentine's Day fails.

    cptaixel Report

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    Miki
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Buy few more, cut the heads and you have a nice Morticia Addams cosplay :p

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    #38

    An Attempt To Make A Romantic Valentines' Dinner

    Heart-shaped pasta with pink sauce on a plate, illustrating Valentine's Day cooking fails.

    mum2girls Report

    #39

    The Valentine's Day Brownies I Bought Expire Before Valentine's Day

    Valentine brownies with expired date label, reflecting classic Valentines Day fails in product packaging.

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    #40

    Valentine's Pastry At My Local Coffee Shop

    Valentines Day fails: a glamorous dessert compared to a messy, underwhelming replica.

    deycko Report

    #42

    Tried To Make A Cheeseboard For My Boyfriend For Valentine's Day With Zero Experience

    A plate of crackers, cheese, and salami arranged haphazardly on a countertop, illustrating Valentine's Day fails.

    feltandtears Report

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    PunchinelloTX
    Community Member
    Premium
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    How much experience does one require to put out cheese?

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    #43

    Meanwhile, The Summertime Humidity Here In Australia Claimed A Victim: My Mum’s Valentine’s Day Card She Got This Year

    Valentine's Day card with a candy heart and message, resulting in a humorous fail.

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    #44

    I Printed Out Photos Of My And My Boyfriend For Valentine's. The Machine Proceeded To Print Me A Picture Of Mike Tyson

    A person holds a gift wrap featuring a mismatched birthday message, showcasing a humorous Valentines Day fail.

    throwingnanas Report

    #45

    Matching With Someone On Valentine's Day

    Text exchange showing Valentine's Day fails, with humorous messages about forgetting the holiday.

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    #46

    I Can't Spend The Day With My Girlfriend Or Have A Valentines Dinner But At Least I Can Wear A Pink Shirt

    Sign with Snoopy for Valentine's Day, suggesting wearing red or pink, linked to Valentines-Day-Fails.

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    Petra Peitsch
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    And you can see all the red or pink flags about this business rigth here.

    #47

    Third Year In A Row Valentine's Day Does Not Go Well For Me. Just Hours Before My Valentine's Date I Started Feeling Really Bad, So I Took A Covid/Flu Test

    COVID-19 and Flu test results in hand, highlighting a Valentine's Day fail.

    ConstructionEnough70 Report

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    David
    Community Member
    3 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    I didn't know there were flu tests like the covid test.

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    #48

    Found On The Road. I Guess It Didn’t Go As Planned

    Pink flower with handwritten note on rough surface, a classic example of Valentines Day fails.

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    #49

    Oh Wow, Thanks For Noticing

    Notification from 1-800-Flowers about customer not shopping on Valentine's Day, highlighting a potential Valentine's Day fail.

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    #50

    Sad Valentine’s Day Cake

    Top cake intact, bottom cake smushed in box, illustrating Valentine's Day fails.

    Tarrontomato Report

    Note: this post originally had 68 images. It’s been shortened to the top 50 images based on user votes.

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    Ic_polls

    Poll Question

    In your opinion, what matters most in a Valentine's Day gift?

    Thoughtfulness

    Creativity

    Romantic gesture

    Timeliness

    Practicality

    Surprise element