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50 Funny But Tragic Valentine’s Day Fails To Make You Laugh Through Tears (New Pics)

50 Funny But Tragic Valentine’s Day Fails To Make You Laugh Through Tears (New Pics)

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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.

#1 It Was You All Along

Tweet humorously reflecting on Valentine's Day fails, missing a secret admirer card due to granny's passing.
167points

"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."

#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.
130points

#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.
95points

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 I Hope He Secretly Has Something Planned

Screenshot of a humorous tweet discussing a Valentine's Day fail between parents.
91points

#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.
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90points

#6 I Sculpted This Weird And Obese Giraffe For Valentines Day

Unusual clay sculpture resembling a horse, representing a Valentine's Day fail.
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88points

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.

"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 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.
79points

#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.
78points

#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.
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75points

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 Valentine’s Rejection

Heart-shaped balloon in dumpster, symbolizing Valentine's Day fails.
73points

#11 Men Will Post Everything Except The Girl They're With

Tweet about Valentine's Day fails, joking about steak photos over girlfriend photos.
72points

#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.
65points

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.

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.
63points

#14 Valentine's Day Fail

Teddy bear on trash bins symbolizing Valentine's Day fails in a humorous outdoor setting.
61points

#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.
60points

“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.
59points

#17 This Krispy Kreme Valentine's Day Donut

Heart-shaped doughnut with a funny face mishap, symbolizing Valentine's Day fails.
58points

#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.
58points

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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54points

#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.
53points
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