25 Times People’s Valentine’s Day Plans Were Tragically Ruined

As Valentine's Day approaches, we've got the perfect compilation of how quickly V-day plans can come crashing down.

By Rima Biswas

February 6, 2023

Posted February 6, 2023

Every single person in a relationship feels the weight and necessity to do something special for their loved one during one of the most special days of each year. As Valentine’s Day comes knocking around the corner, some people dread it, some people are stressed because they can’t come up with the perfect idea for a date and some people are just out of luck.

Well, we have compiled a series of posts highlighting some extravagant Valentine’s Day fails which will keep you giggling and perhaps feeling a bit of pity for the poor souls out there. Regardless of how you celebrate the most romantic day of the year with your partner, this post might remind you that not even Cupid can save specific dates and romantic plans from ending tragically.

via GIPHY

1. "Copying a supermarket best seller to impress your husband on Valentine's."

2. This romantic dinner might need some seasoning

3. "Got a hotel for SO, with a Valentine's Special package, and they had the TV frozen on Biden staring at you lol."

4. Valentine's pizza fails couldn't have been funnier

When you try to order heart-shaped pizza on valentine’s day and they send regular pizza with a heart on the box. #fail pic.twitter.com/HPcxIAqvck
— Julie Mayville (@JulieMayville) February 14, 2018

5. "Bought my wife this Valentine's Day basket from a local homeschooled kid, completely forgetting that she started the keto diet the day before."

6. "My nephew drawing Valentine's 'hearts' on the patio."

7. Not so happy Valentine's Day

Happy Valentine’s Day to my 7 yr old self who secretly ate the entire bag of red hots instead of putting them in my classmates valentines cards. I barfed spicy red barf all night & couldn’t go to school the next day, on the most candy filled day of the year. Lessons were learned.
— D'Arcy Carden (@DarcyCarden) February 14, 2021

8. "My cat waking me up in the middle of the night for me to discover he ate the rose buds off my Valentine's plant I got myself."

9. "This is what I walked into on Valentine's Day. I left for dinner and came back to this. Everything was taken out and thrown on the floor. I also carried stuff from my small family business, so the estimated loss was over $6000+. I also can't find my used underwear and some of my clothes."

10. "A failed confession on V-day!"

11. You've got the wrong mail

Oops @MoonpigUK mixed up my wifes valentines day card and sent us someone else's! Someone has our card with 'Happy Valentine's Gay' on the front 🌈 😂 Tammy I have your card from Sheldon. Where are you Tammy?! #findtammy #Valentine2020 pic.twitter.com/cxe0zxLgsa
— LANTA (@lantasongs) February 14, 2020

12. "For our Valentine's tea, my little girls wanted chicken nuggets… I made these from scratch… they were supposed to be love hearts."

13. "Just got my Valentine’s Day gift. Thank you Shari’s Berries and UPS!"

14. "She left me for another woman on Valentine's Day."

15. "My partner and I both got food poisoning on Valentine’s day. I had bad sushi, my girlfriend accidentally had gluten. (We’re taking turns in the hotel bathroom)."

16. What do they deliver to be exact?

So @1800flowers forgot to include flowers in my order. Now they refuse to refund me my money. #valentinesday #valentinesdayfail pic.twitter.com/NKmMUyHqYc
— Mike Splain (@mikesplain) February 14, 2017

17. "My kid got this in a Valentine's Day goodie bag at school. It's a crayon..."

18. "Well, that was a quick Valentine's."

19. "Valentine's day pedi from my daughter! Bloody massacre!"

20. "My wife gave me a bath bomb for Valentine's called LUNA. Pretty sure they should have called it WATERBIRTH."

21. "Went to the grand canyon for Valentine's day. It was awesome..."

22. "Coworkers make each other valentines and I’m literally the only one in my 12-person office that didn’t have one made for them. Some people even have multiple… awkward."

23. "Beautiful flowers I got my wife from Pro Flowers for Valentine's Day."

24. "Parcel thief has ruined my Valentine’s day, but at least they can go f**k themselves now."

25. "Our Valentine’s in China: Corona beer, Coronation chicken, Pandemic board game, 'Contagion' movie."