ADVERTISEMENT

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.

Click here & follow us for more lists, facts, and stories.

#1

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 pink cake with chocolate edges and a cake fail showing incomplete Valentine’s Day message writing.

mrbootsy Report

"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."

ADVERTISEMENT
RELATED:
    #2

    Valentine Pie Fail

    Overbaked homemade apple pie with misshapen crust pieces, a funny Valentine’s Day fail meant to make you laugh through tears.

    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.

    Case-Witty Report

    #3

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

    Two images of messy, soggy pizza slices in greasy, stained pizza boxes showing funny but tragic Valentine’s Day fails.

    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 [angry] 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

    ADVERTISEMENT
    ADVERTISEMENT

    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.

    "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

    It Was You All Along

    Tweet showing a funny but tragic Valentine’s Day fail about missing a card from a secret admirer.

    colmflynnire Report

    ADVERTISEMENT
    #5

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

    Person sharing a tragic Valentine’s Day fail about a breakup with their ex and support from their single father.

    -Number1Boss- Report

    #6

    She Left Me For Another Woman On Valentines Day

    Young woman making a sad face during a Valentine’s Day fail moment at an outdoor cafe with a small dog nearby.

    JAdamsidk123 Report

    ADVERTISEMENT

    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.

    ADVERTISEMENT

    "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).

    #7

    I Hope He Secretly Has Something Planned

    Tweet about a humorous but tragic Valentine’s Day fail showing a couple’s indifferent and hopeful responses on the holiday.

    _RobertSchultz Report

    #8

    I Sculpted This Weird And Obese Giraffe For Valentines Day

    Handmade giraffe sculpture with rough texture on a concrete floor, showcasing a funny but tragic Valentine’s Day fail.

    MEGA__MAX Report

    ADVERTISEMENT
    #9

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

    Black dog lying on a tiled floor next to a torn pair of underwear, representing a funny Valentine’s Day fail moment.

    raven2474life Report

    ADVERTISEMENT

    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.

    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

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

    Red Valentine’s Day card with two female figures holding hands and a small gold heart above, tied with a black ribbon.

    normalize Report

    ADVERTISEMENT
    #11

    Valentine’s Rejection

    Heart-shaped "I love you" balloon discarded inside a large dumpster, illustrating a funny but tragic Valentine’s Day fail.

    harbinger_CHI Report

    #12

    Men Will Post Everything Except The Girl They're With

    Tweet about a funny but tragic Valentine’s Day fail showing more pictures of steak than the girlfriend.

    catekitchen Report

    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%).

    ADVERTISEMENT

    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.

    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.

    ADVERTISEMENT

    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

    Partially eaten chocolate bear held between fingers, representing a funny but tragic Valentine’s Day fail moment.

    Spookyredd Report

    #14

    Valentine's Day Fail

    Large teddy bear discarded on outdoor trash bins at night, illustrating funny but tragic Valentine’s Day fails.

    reddit.com Report

    #15

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

    Pink Valentine’s Day cards with funny fail messages humorously crossed out and rewritten, showing Valentine’s Day fails.

    User 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.

    ADVERTISEMENT
    ADVERTISEMENT

    Never miss a story that brings joy to the world. Follow on Google News

    #16

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

    Heart-shaped balloon lost in a clear blue sky above bare tree branches, capturing a funny but tragic Valentine’s Day fail.

    DriftingInTheDarknes Report

    #17

    This Krispy Kreme Valentine's Day Donut

    Comparison of a perfect pink heart donut and a failed Valentine’s Day heart donut with misplaced eyes and lips.

    danandflaff Report

    #18

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

    Fortune cookie message saying A new relationship awaits held by fingers on dark granite, funny Valentine's Day fails.

    User Report

    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.”

    ADVERTISEMENT
    #19

    There Was An Attempt To Make My Crush My Valentine

    Text message conversation showing a Valentine’s Day fail where one person’s valentine request is rejected.

    HymnElle Report

    ADVERTISEMENT
    #20

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

    Several hands with fingers wrapped awkwardly in green tape showing a funny but tragic Valentine’s Day fail moment.

    plumeria80 Report

    #21

    Happy Valentine

    Broken car window with scattered rose petals and spray bottle inside, a funny but tragic Valentine’s Day fail scene.

    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.

    marini_panini Report

    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.

    ADVERTISEMENT

    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

    I Levo This Girl So Much

    Woman making a surprised face while pointing at a kitchen towel with misplaced hearts spelling a tragic Valentine’s Day fail

    jimmahb Report

    ADVERTISEMENT
    #23

    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

    Cozy living room with mismatched chairs and a cluttered table, reflecting a funny but tragic Valentine's Day fail.

    coolname1228 Report

    #24

    Valentines Pizza

    Heart-shaped pizza with uneven crust and burnt spots in a pizza box, illustrating funny Valentine’s Day fails.

    ServerZero Report

    ADVERTISEMENT

    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!

    #25

    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

    Bouquet of black and pink roses symbolizing funny but tragic Valentine’s Day fails and unexpected gift reactions.

    User Report

    #26

    Found The Day After Valentine's Day

    Large white teddy bear discarded in a green trash bin, illustrating a funny but tragic Valentine's Day fail.

    smileedude Report

    ADVERTISEMENT
    ADVERTISEMENT
    #27

    This Heart Shaped Pizza Crust Again Highlights My Amazing Cooking Abilities

    Unusually shaped baked dough on a tray over a stove, illustrating a funny but tragic Valentine’s Day fail in the kitchen.

    bgraff11 Report

    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?

    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

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

    Potted pink roses in floral pots showing a funny but tragic Valentine’s Day fail with wilted flowers and uneven growth.

    wJaxon Report

    ADVERTISEMENT
    #29

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

    Bright Valentine’s Day flower arrangement fail showing a vibrant bouquet and a sparse, wilted version side by side.

    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

    #30

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

    Torn Valentine’s Day chocolate packaging and a chewed hole in window blinds showing funny but tragic Valentine’s Day fails.

    51893Eric Report

    ADVERTISEMENT
    #31

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

    Nearly empty store shelves with limited razors and shaving supplies, illustrating Valentine’s Day fails humorously.

    InternetsSpokesman Report

    #32

    This Is How Men Will Embarrass You

    Tweet about a tragic Valentine’s Day fail where a woman was the only one to pay for comedy tickets on date night.

    Shomicita Report

    ADVERTISEMENT
    #33

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

    Broken red rose with stem separated from flower head on a desk illustrating funny but tragic Valentine’s Day fails.

    cptaixel Report

    #34

    An Attempt To Make A Romantic Valentines' Dinner

    Spaghetti arranged in a heart shape with bright pink sauce, a funny but tragic Valentine’s Day food fail.

    mum2girls Report

    ADVERTISEMENT
    #35

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

    Little Debbie Valentine brownies box with a heart-shaped design and red frosting, showing an expired freshness date.

    aaphelion Report

    #36

    Valentine's Pastry At My Local Coffee Shop

    Side-by-side comparison of a perfect and a failed pink frosted éclair, showcasing a Valentine’s Day fail dessert attempt.

    deycko Report

    ADVERTISEMENT
    #37

    Blursed Valentine's Day

    Single red rose discarded in a toilet bowl showing a funny but tragic Valentine's Day fail in a tiled bathroom.

    Zito_of_Legends Report

    #38

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

    Plate of sliced salami, assorted crackers, and partially broken cheese, showcasing a funny but tragic Valentine’s Day fail.

    feltandtears Report

    ADVERTISEMENT
    #39

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

    Valentine’s Day fail card with a heart made of colorful sprinkles and misspelled text on a pink background.

    okwolf6705 Report

    #40

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

    Person holding a printed photo of Mike Tyson with a birthday message, illustrating a funny but tragic Valentine’s Day fail.

    User Report

    ADVERTISEMENT
    #41

    Matching With Someone On Valentine's Day

    Text message exchange with humorous Valentine’s Day fail about avoiding harassment by claiming to be someone's Valentine.

    gravesville Report

    #42

    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 a Valentine’s Day dress code fail, asking to wear red or pink collar shirts and sweaters, featuring a Peanuts cartoon.

    ChairStander Report

    ADVERTISEMENT
    #43

    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

    Hand holding COVID-19 and Flu A/B test kits showing faint lines, illustrating funny but tragic Valentine’s Day fails.

    ConstructionEnough70 Report

    #44

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

    Pink carnation with a handwritten note about missing chocolate, illustrating funny but tragic Valentine’s Day fails.

    meghanrushton Report

    ADVERTISEMENT
    #45

    Oh Wow, Thanks For Noticing

    Screenshot of a 1-800 Flowers notification apologizing for no Valentine’s Day order, illustrating funny but tragic Valentine’s Day fails.

    onehundredthousands Report

    #46

    Sad Valentine’s Day Cake

    Two images showing a Valentine's Day cake before and after shipping with the cake smashed inside the box, a funny fail.

    Tarrontomato Report

    ADVERTISEMENT