It seems that for most people, Valentine's Day is hit or miss. Unfortunately, the people who have the worst Valentine's Day stories seem doomed to repeat their mistakes. Whether they suffered the indignities of a date who was too drunk to finish dinner, or they threw up after eating at the saddest salad bar on earth, the lonely hearts on this collection of depressing Valentine's Day stories that were posted on Reddit have had a rough time with Cupid’s favorite holiday. If you’re giving up on love this Valentine’s Day, open up a heart-shaped box of chocolates, pour another glass of wine, and keep reading to find out about these Reddit users who revealed their most depressing Valentine stories.
If this Valentine's is making you feel like an unloved ogre, then cheer yourself up with these stories of terrible relationships, and some of the worst Valentine's gifts that have ever been given. Hopefully, the Redditors who shared their tales for this list of the most depressing Valentine's Day stories ever won’t be repeating the bummers of their past. After reading these sad stories it’s important to know that even if one Valentine's was bad, that doesn’t mean that every year has to follow the same pattern. So if you’re having an off day this Valentine's, just read these stories and realize that your day could be much worse.Vote up the most depressing Valentine’s Day stories, and if you’ve had a rough holiday tell everyone about it in the comments.
There's Nothing Like Dividing Assets Over a Bottle of Wine
Maybe Sleep Through Valentine's Day Next Year
She Broke Up with Him Because He Rented a Car
Not Even a Single Rose
The (presumably ex) boyfriend of HarukoBass was very anti-V-Day when he asked her what she wanted a few days before the holiday. Having a history of being stood up by exes she made a simple request: one red rose. He laughed in her face. The story gets rough from there.
"On the day, we went shopping, and he dragged me through the city bitching about how pathetic all these happy couples were. I got progressively more unhappy, partially at the let down of not having a special day with him, partially because his ego and feeling of superiority over everyone was getting tiring. He realized I was unhappy at about 11pm after laughing to himself all day, and said '"well there's nothing I can do about it now, you should have said if you wanted something."'