February 14th is this week, and that means social media is filling up with pictures of “perfect” couples, telling us what true love really looks like. And of course, some of those darlings are genuinely happy to be together and simply want to show off their charming partner. There’s nothing wrong with that.
However, what’s often forgotten during this time of year is that both casual dates and serious relationships come with disappointment, too. So to reassure you that the most appropriate expectations for Valentine’s Day may be none at all, we compiled a collection of the worst experiences people have had while celebrating this special occasion. One has to wonder: what did they do to end up on Cupid’s naughty list?
#21

When I was at university, my boyfriend at the time phoned me up on Valentines day whilst on his break at work and dumped me. I asked him if I had done something because it came from nowhere, but he told me his break was up and couldn't talk anymore. So he just hung up.
Coward.
Coward.
16points
#22

One of my exes saw me at a store and told me he still loved me… we had been broken up for 6 months at the time. And then was offended when I told him I wasn’t getting together with him again, and that we were over. So that was fun.
15points
#23

My husband asked for a divorce on Valentines.
14points
#24

Got dumped on Valentine's Day.
He was apparently with someone else and decided to dump me on Valentine's Day.
He was apparently with someone else and decided to dump me on Valentine's Day.
14points
#25

In sixth grade I had a crush on a girl and I wanted to send her a rose (something the school did) but, I didn't want her to know it was me (my handwriting is incredibly distinguishable and I was really shy) so I paid one of my friends a dollar to write her name and "Happy Valentines Day, From Your Secret Admirer" on the card. He went to the desk set up at lunch and turned in the card. Everyone at my lunch table (I should have mentioned this took place during lunch) watched as one of the teachers delivered the card to Lauren. (for that was her name) We continued to watch as she smiled and giggled with her friends, she then jumped up and ran to the desk where they were selling the card/roses wrote some stuff down and then ran back to her table. A few moments later, the teacher got up and walked over to my table, she gave a card to my friend, (that I paid to write the note) It was from Lauren, she had recognized his handwriting, and wanted to go on a date. He got up and went to her table and accepted the offer.
They went on a date, and were "dating" (as much as 6th graders can be) for the rest of the year. She moved to El Paso at the end of the school year. Never to be seen again.
They went on a date, and were "dating" (as much as 6th graders can be) for the rest of the year. She moved to El Paso at the end of the school year. Never to be seen again.
14points
#26

Probably the time that my gf stopped by a 'friend's' house after dinner for 'fifteen minutes' to 'say hi' and ended up spending the night there. Just friends. Yeah. Right.
13points
#27

I had been dating this guy for almost a year and this was the first Valentine's Day where I wasn't single. He went to a different college and lived about two hours away from me. I was planning on driving out there on Valentine's Day so we could spend the day together.
He came out to visit me the weekend before but I got violently ill. I spent the whole weekend throwing up bile and when I finally went to the hospital Saturday night, I had diabetic ketoacidosis. I spent the rest of the weekend plus some of the week in the hospital.
The ex-boyfriend grudgingly came out and visited me in the hospital after I b**ched him out on the phone. He didn't want to drive to Seattle to see me because he was afraid of driving in the city and it was a pain in the butt for him.
I was released the day before Valentine's Day and he still expected me to drive out, especially since I was missing school and work (because I could barely walk without passing out). I needed time to recover.
We ended up getting into this huge fight because he was being a selfish jerk. I'm still bitter about it three years later.
He came out to visit me the weekend before but I got violently ill. I spent the whole weekend throwing up bile and when I finally went to the hospital Saturday night, I had diabetic ketoacidosis. I spent the rest of the weekend plus some of the week in the hospital.
The ex-boyfriend grudgingly came out and visited me in the hospital after I b**ched him out on the phone. He didn't want to drive to Seattle to see me because he was afraid of driving in the city and it was a pain in the butt for him.
I was released the day before Valentine's Day and he still expected me to drive out, especially since I was missing school and work (because I could barely walk without passing out). I needed time to recover.
We ended up getting into this huge fight because he was being a selfish jerk. I'm still bitter about it three years later.
13points
#28

In highschool, my first boyfriend on obviously wanted to break up with me but I was too naive to see it, so he decided to go around telling everyone but me he was sick of me, while ignoring my texts and threw out the baking I made for him on Valentine’s Day, and completely ignored me during school on Valentine’s, and soon as school finished he dumped me OVER TEXT, FIVE MINUTES BEFORE I STARTED WORK.
What is even more ironic is when I went out with my current boyfriend for valentines dinner my ex was at the same restaurant with his current girlfriend! He was looking so scuffy that my boyfriend didn’t recognise him lol, but I do hope he’s treating his current gf better than me :).
What is even more ironic is when I went out with my current boyfriend for valentines dinner my ex was at the same restaurant with his current girlfriend! He was looking so scuffy that my boyfriend didn’t recognise him lol, but I do hope he’s treating his current gf better than me :).
12points
#29
Last year the guy I was dating was planning to be out of town on Valentine's Day for work, so I was teaching a 3 hours ceramics class. For the few days leading up to Vday, he's dropping hints like he may fly in to see me to celebrate. Instead, he calls me during the 30 minute break in the middle of my ceramics class to break up with me to go back to his ex-girlfriend in a grand gesture because of the holiday.
So last year I cried while teaching a ceramics class because I got dumped on Valentine's Day.
So last year I cried while teaching a ceramics class because I got dumped on Valentine's Day.
Report
12points
#30

My ex boyfriend would always be "busy" on valentines day and then the next day he would buy all the sale valentine stuff at half price.
(That is not why we're ex, but he was consistently stingy with me while demanding that I treat him like a king).
(That is not why we're ex, but he was consistently stingy with me while demanding that I treat him like a king).
12points
#31

Got dumped the day after Valentine’s Day 2 years ago. It was also the day before her birthday which I had spent a small fortune on.
11points
#32
In fifth grade, I didn't receive a single Valentine's Day card in my cubby while everyone else did
Report
11points
#33

First valentines day i had a boyfriend he dumped me. only he didn't even do the dumping, but made my friend tell me when i arrived to meet him with his gift. ah, high school.
10points
#34

My wife asked me to get her a soda at the gas station this morning, but she forgot to meet me there. So I was just standing there with a fountain soda waiting for my wife. Just thought "I got stood up on Valentines day, by my wife, at a gas station." Little bit of a low point.
10points
#35

In high school I was crazy about this one girl. But she had a boyfriend, so I stayed firmly in the "trusted friend" category.
Well, early February comes around, and she breaks up with her boyfriend! We plan to meet up for dinner a day or two before Valentine's day. I'm stoked, I buy her a Valentine's day Teddy Bear, and I'm seriously gonna ask her out, tell her my feelings, etc. Well I pull up to her house, and she comes out, and the first thing she says to me is "Me and my boyfriend got back together, aren't you happy!!"
That. Sucked.
Well, early February comes around, and she breaks up with her boyfriend! We plan to meet up for dinner a day or two before Valentine's day. I'm stoked, I buy her a Valentine's day Teddy Bear, and I'm seriously gonna ask her out, tell her my feelings, etc. Well I pull up to her house, and she comes out, and the first thing she says to me is "Me and my boyfriend got back together, aren't you happy!!"
That. Sucked.
9points
#36
Mine was a couple of years ago in middle school when we had a Valentine’s Day dance and me and one of my crushes were talking like a week before the dance. I made an elaborate plan to talk to him and get to know him but it soon went down hill when he just wouldn’t talk to me and talk to his friends. Later, close to the end of the dance, he said “don’t ever talk to me again, I want nothing to do with you.” After that I just stopped being elaborate and now I am upfront most times.
Report
9points
#37
Last year, I was working on Valentine's day as a server. Boy, oh boy was it awful. It was filled with tears, from men to women to children. I was like... This can't be real life right now. I served more napkins than food.
If you're going to have an emotional breakdown in public, do it at the grocery store like the rest of us! Don't do it in front of an innocent bystander that would rather be with their husband on the day of love instead of awkwardly trying to do anything to ignore the tears as I ask "if you're ready to order" or "how your meal is".
If you're going to have an emotional breakdown in public, do it at the grocery store like the rest of us! Don't do it in front of an innocent bystander that would rather be with their husband on the day of love instead of awkwardly trying to do anything to ignore the tears as I ask "if you're ready to order" or "how your meal is".
Report
9points
#38

I asked a girl out on Valentines day with a gift I had hand made (LED's, Microcontroller, soldered it, the whole nine-yards).
Didn't get to go out to dinner with her on Valentines day :/
Rejected. And it still hurts.
Didn't get to go out to dinner with her on Valentines day :/
Rejected. And it still hurts.
8points
#39
Told him how I felt about him after being in love with him for a year. He told me he just wanted to be friends. (This is after we’ve dated before and he’s told me he loves me and the whole 9 yards.) Then he started acting like a jerk.
I don’t know how to feel or what to do because he’s my best friend but he’s also the only person I’ve ever loved the way I do and I’m kind of crushed.
I don’t know how to feel or what to do because he’s my best friend but he’s also the only person I’ve ever loved the way I do and I’m kind of crushed.
Report
7points
#40

I’ll share one where I’m the bad guy, at least one of them. I’m currently “single” but talking to one guy who I’m making dinner tonight and still head over heels in love with my ex.
Last night, I met up with the ex to watch an episode of our favorite show. We decided to go out for a nightcap drink after. While at his neighborhood bar we run into a girl he’s been on a date with since the breakup. I got insecure and hit on another girl at the bar right in front of him and his friends.
Neither he or the other girl were even really talking. He was the bad guy in a lot of our relationship issues but last night was on me.
Now I’m begrudgingly bringing that energy into guy 2s valentines night.
I know it’s messy and I need to do better but this is where I am at the moment.
Last night, I met up with the ex to watch an episode of our favorite show. We decided to go out for a nightcap drink after. While at his neighborhood bar we run into a girl he’s been on a date with since the breakup. I got insecure and hit on another girl at the bar right in front of him and his friends.
Neither he or the other girl were even really talking. He was the bad guy in a lot of our relationship issues but last night was on me.
Now I’m begrudgingly bringing that energy into guy 2s valentines night.
I know it’s messy and I need to do better but this is where I am at the moment.
5points

