I was having a great time on vacation with a friend. My significant other was going to college four states away and I had just bought $250 worth of plane tickets to go see her (a substantial amount of money for a college freshman). She calls me on vacation and basically says she's done.

Then two months later, she comes back to our hometown, and of course, she tells me she still loves me. I told her I didn't want to see her or talk to her. I'm doing very well without her now. Everything works itself out with time.

Image by S. Hermann & F. Richter from Pixabay

34. Leave A Message After The Beep

My friend's boyfriend broke up with her when she was on a family vacation. He called and left a message on their answering machine so when they all got home they hit play and her whole family heard the break-up message.

Image by

33. Not So Funny At Comic-Con

I spent a lot of money on a trip to Utah for a festival and Comic-Con. Four hours before we left, I got a Facebook message that it was over and she wouldn't be going. We had planned this for five months and had been dating for three years. I haven't heard from her since.

Wikimedia

My soon-to-be ex-wife went off on a weeklong vacation to Vegas on her own and then came home for the holidays. She refused to talk to me until Christmas morning. Only then did she tell me, over the phone, that she wants a divorce and I'm to evacuate our house within three days before she gets home.

Image by

31. The Sound Of Silence

My friend's ex broke up with her on a road trip (on the way to their destination). They camped out in the same tent for a weekend and then drove four hours back. She said the entire weekend was silent.

Image by

29. Analyze That?

A friend of mine and her husband were married about ten years. They have three children. Husband surprises her with a trip to the same resort in the Caribbean as their honeymoon. On the second day of a five day stay he tells her he wants a divorce. Turns out he had been having an affair for five years. Also he is a psychologist and specializes in marriage counseling.

Photo by Tim Stagge on Unsplash

28. Bye, Bye Baby

My girlfriend of 7 years went on vacation. When she came home, the first night she got back she said, "I don't love you anymore, I may have never loved you. I'm going back home, can you buy me a plane ticket?"

I bought her a plane ticket home the next day, best $400 I ever spent.

Zac Durant on Unsplash

27. But Mom! I Want To Go To Hawaii Too!

My girlfriend from high school, and into the first couple of years of college, broke up with me the night before we were going on a trip to Hawaii. The trip was something that her family had invited me on. I had taken the days off work, packed everything, and then when I showed up at the house with my luggage, her mother told me that she no longer wanted me to go on the trip. Only upside obviously is that I had not paid for the vacation. Prior to that night, I had no inclination that she was not happy.

Image by

26. Skype Breakup Anyone?

My friend was living with his girlfriend and they'd been together for a few years. He had to go to Spain on business for a few weeks. He flew over alone, and she was going to join him the second week for fun vacation stuff. While in Spain without her, he meets a girl and breaks up with his girlfriend via Skype.

Tord Sollie on Unsplash

25. That Is Really Not Nice

I met my first girlfriend when I was 16, and we were together until we were 18 years old. We organized a trip with our mutual friends, and rented a little apartment for three weeks by the sea. We were about 5 guys and two or three girls.

Five days before the end of the vacation, she tells me she "Only came here to see if I had to break up with you or not", and left me.

In those 5 days, she got with my best friend and they didn't even try to hide it. It was really bad, because I had to wait for my flight, and I had to live FIVE days in the same house as my ex-girlfriend and my ex-friend.

Thought Catalog on Unsplash

24. Over My Dead Body

We just came back from a trip to France and then I rushed off to a funeral in California right after. I told my family, that I haven't seen in years, how much we loved each other and how happy I was with him. I said hopefully we would get married one day. I come home and find out he had been cheating on me. He faked being happy so he could have a roof over his head. What a waste of four years. It's OK. I'm single and it's pretty nice.

Anthony Tran on Unsplash

23. Orca Island Wasn’t Worth It

At the age of 13-14 I paid $50 to go on a trip to Orca Island with my girlfriend's youth group. She had one of her friends break up with me for her when we were on the ferry to get there. I couldn't go home and I was stuck with her in a tiny house for a full week. All the while she's trying to be with another guy from the youth group.

Image by

22. Friends Forever?

18. World Tour Of Drama

My girlfriend had cheated on me and I caught her, she cried and begged and I decided not to break up with her. It took me a while to trust her again. We decided to move to Korea together from South Africa and we lived there for two years. One time she went to visit her sister, who was also in Korea, and I had to stay behind and work. Months later I get home from work and she is on the bed crying saying she can't lie anymore, she cheated on me while she was visiting her sister, she feels terrible, please forgive her.... I do...

We finish working in Korea, she wants to travel Central and South America before moving back to South Africa to study some more. We spend a year backpacking from Northern Mexico to the Southern tip of South America.

We get back to South Africa and I am struggling to find work because there is no work in South Africa. I freelance as an environmental impact assessment contractor and let me tell you the work is not steady. I end up having to go to very remote parts of the country to try to keep making some money in between the periods of no work. I get back from the middle of nowhere and walk into the door. She says we need to talk, she asks me to leave and go to my parents. I am shattered.

I go to my folks, we break up officially about a week later... I spend six months living with my parents in a terrible state. I guest lecture at universities but don't care. I decide to move back to Korea. Dad and Mum agree that it's a good idea.

I still speak with her a bit. One day she says to me that we shouldn't be friends on Facebook and we need to take some time not talking to each other. I readily agree.

She e-mails me a few months later and says she feels guilty and doesn't want to lie anymore. She had been dating one of my "best friends" since I walked out the door to go home to my folks. I say "all I ever wanted was for you to be happy and if it couldn't be with me I hope you can be with him." I never spoke with her again.

17. I Didn't Realize This Was An Open Relationship...

Living with my fiancé in a different state for school, she is getting ready to go out after I come home from my part time job. Generally this would be a thing we would do together or at least have a brief by the by "oh hey I'm going out with my girlfriends tonight"... I naively believe I should get ready but as I do I get "oh how bout I get a rain check" on me joining her.

An hour passes at home, I decide to go get a drink at the gas station and some Arby's (comfort food) to settle my nervous stomach. As it gets later I drop by an acquaintance's place to try and sort this out. I say "acquaintance" because after a year of living in a different state and not being socially forward the only friend I had was my fiancé.

I leave still slightly anxious, more confused and headed for the unfamiliar night scene to satisfy my curiosity. 20 miles later, the first random place I arrive at is a busy place on the beach. I order something and immediately spot my fiancée across the way.

She's with a guy she works with. I only recognize him from the night she oddly made me go out and have dinner with him and his best friend 3 weeks earlier.

They are clearly on a date. I can't believe it, I'm in such shock, at the same time trying to remain unrecognized as I work angles, hiding to look through shaking tears at their very intimate moment... horribly interested in seeing where this goes to try to make sense of this blind side.

Gut wrenching moments pass, one after another, kissing, hugging, laughing, looks that had only been reserved for me. I gathered the nerve, I decided if I could walk over, pull her hand and see the ring I gave her, it would tell me all I wanted to know. That she either lied about being engaged and was not wearing it. Or the guy knew and was scheming on an otherwise to-be married woman.

I walked straight up to her. She was not startled or concerned at all by my intrusion to their date. I grabbed her hand to look close. She was still wearing the ring. I told her calmly, "It's over." She mouthed, "What?" I realized I could barely squeak into her ear a 2nd time over the loudness of the busy place. "It's over". No response.

Somehow I made it back to my car shaking and sick to my stomach. It was a 45 minute drive back to the apartment. I called her mom. I was close with her family and I wanted to let her know that it didn't work out and that we wouldn't depend on each other anymore.

She didn't come home that night, and I didn't sleep. I packed my car to head home 4 states away. She arrived mid-morning with just enough time to muddle through a circular argument about how inadequate I was.

Numb and lost, our puppy and I took an unplanned 10 hour drive to my parents that summer afternoon.

13. The Feelings Are Distant

I met a girl a few years back when I lived in London, we spent a few months together before I returned to Australia. The following year she came over and spent 3 months with me before she returned to the UK. We never actually broke up, we just left it as a 'see you again soon' kinda thing.

The year after that I booked a flight to London to spend a few weeks with her. The day after I booked my flight she told me she was seeing another guy. It was going well with him so she decided the thing we had was officially over.

Now I totally understand the difficulties in staying with someone who lived on the other side of the world, but come on, coulda broken up with me before I booked the flight!

12. Disney Heartbreak

I was 15. I lived in Massachusetts and my dream was to go to Disney World at the time. My boyfriend was going to Florida with his family for a week and his family invited me to go with. It was the most magical time. In my head, everything was going so perfect... I got to go to my dream place with my first love. I fell in love with him so fast and so hard. His family loved me, my family loved him. It seemed so right!

Then the day we got back from this amazing vacation, he broke up with me... Through email! I asked him why and never got a response back, ever. He could've at least waited a week after coming back! Way to break a young girl's heart.

But here is a happy ending to this story...Now I'm happily married and live in Orlando. I can go to Disney World with the hubby anytime I want!!!!

11. This Guy Sucks

A guy I know had spent months planning a trip with his 2-year girlfriend to the Middle East and Europe. He arrived before her, and apparently started seeing local women. Emboldened by his newfound ability to get with the ladies, he decided to break up with her.

Here's the kicker -- he WAITED UNTIL SHE LANDED to break up, reasoning that it's better to do it in person. They had a multi-week trip planned together, complete with activities and lodging, that she'd already paid for. Needless to say, dude isn't my friend anymore, for totally different reasons.

Joshua Rawson-Harris on Unsplash

10. No Chemistry Is A Recipe For Disaster

I broke up with someone while we were backpacking in a foreign country. Just the two of us. I did it in the first week of travel of a month long trip. In my defense, I could not pretend to be romantically interested in this man for a second longer. The thought disgusted me. We had been dating long distance prior to this and I quickly saw a side of him I did not care for shortly into the trip.

whoislimos on Unsplash

9. Disneyland Is Supposed To Be A Place Of Love

My friend had his first girlfriend and they were dating for about three months. The parents of the girl absolutely LOVED him. This girl however, didn't really want to even hold his hand. Before I say anything let me throw this out there, this chick isn't the brightest bulb on the Hanukkah bush, her "dream" was to become a female catholic chaplain. (You can't do that.)

So they invite him to Disneyland for a week and a half. (I think the parents did, not her.) They drive down there, have a bit of fun for the first day, then, out of nowhere she said, "Listen, I was praying last night and I really don't think God wants me to have a boyfriend. I'm breaking up with you, we can still be friends though."

My friend was terribly angry, (he isn't religious at all). He doesn't show it though. They are still there for another 10 days and he is stuck with her. He pretty much did absolutely nothing due to the fact that he was so sad (first breakup).

They finally finish that horrible vacation and eventually drive home. That's when he decided to tell her parents. They were more angry than she was. They started yelling at her and it was an even worse car ride home.

It's been about 7 months since the breakup and he still has feelings for her. Poor guy, not only did she break up with him, she broke up with him at Disneyland.

Pan xiaozhen on Unsplash

8. A New York State Of Mind

I went to New York on vacation with my girlfriend of 2 years. I noticed that in the weeks before, she had been getting a little distant and was texting on her phone a lot, she would never leave her phone just laying anywhere like usual, always had it on her.

The night before we leave I asked her if anything was wrong, and told her about how her behavior was a little suspicious. She reassured me and said it was just stress from planning the trip. I knew better, but I said whatever and went on our trip anyways.

The first day we are there she hardly talks to me at all, every time I would point something interesting out she would just say "Oh that’s cool" and go right back to texting on her phone.

So while we were waiting on a table at the Hard Rock Cafe I happened to get a glance of who she was talking to. It was some guy whose name I didn't recognize, and the message she sent him went something like "I'll be home soon baby, don't worry. I love you". At this point she didn't realize that I could plainly see what she was typing on her phone over her shoulder. She texted this guy back and forth for our entire 30 minute wait for a table, and she didn't say one word to me that whole time.

I seriously about lost it right there. I wanted to tell her what was on my mind right there in front of everyone in that restaurant. But I kept my cool and waited until we got back to the hotel that night. We still had 4 more days there, and I personally was not about to let her ruin the trip.

We got back and I confronted her about it. She went on to tell me that it was just some guy that she was good friends with in high school, blah blah blah. I told her if that was the case then she needed to stop ignoring me and that she needed to stop texting him on OUR vacation. She turned her phone off right there and left it off for the rest of our trip.

I still wasn't convinced obviously, so I had planned to talk more about it when we got home. We get home, her sister picks us up from the airport in my truck, which I had left at her sister's house since she dropped us off. First thing I notice is that the full tank of gas that was in my truck when we left is now completely gone and the interior of it was full of trash, so her sister drove my truck around for that week we were gone and trashed it.

Finally get to where we were alone and I told her that I knew what she was doing. I knew that she was cheating on me and trying to hide it. She starts crying and tells me "I can't believe you would accuse me of that, I told you he was just an old friend and that we were catching up." Little did she know that I had installed a keylogger on my laptop and thus saw every message that she sent this same guy over Facebook. Most of them were very intimate and it was plainly obvious that she was cheating on me with this guy. I had the proof right there in writing, and she STILL insisted that it was nothing and that I was being ridiculous.

At that point I was so completely dumbfounded about her maintaining innocence even in the face of that proof, so I really had no clue what to say. While I was still trying to process all this she says "I don't think I can't keep dating you, you are too insecure and you don't trust me anymore." Duh, I just pieced together that you are cheating on me while we were on vacation in New York.

I will never understand how one person could be this horrible to another person, let alone the person that they dated for two years.

Photo by Luca Bravo on Unsplash

7. No Extra Credits

We were young and fresh out of high school and in our first few semesters of college. She was brilliant and was able to attend a pretty nice college... three or four states over.

I, on the other hand, did the bare minimum in school and lacked any motivation to improve. As a result, I spent the first few semesters in a local college. This was good, because I finally got motivated. I wanted to do well, stop wasting my potential and get the chance to transfer my credits over to her school so we could be by each other's side again.

At first it wasn't so bad. We'd talk every night, played WoW together between homework assignments and generally kept each other updated with what was going on in our lives. All the while, I'd be saving every dime I had to get over there to see her. In retrospect it was a poor use of my money, but I loved her and wanted to spend as much time with her as I could.

So things were going as well as they could be, for a while. Then one autumn rolled around, and she fell into her depression like she always did at that time of the year. I did my best to keep her spirits up as I always did, but this year it wasn't working. She just kept getting quieter and quieter, retreating from me with each passing day. I should have seen the signs then, but I just figured that school was putting pressure on her that was causing her depression to become even worse. I could totally fix it. I always had before.

Her birthday was coming up and there was something I know she really wanted (I don't even remember exactly what it was) that she had asked for previously. I took up as many hours as I could at work to be able to afford the gift and to be able to go out and spend her birthday with her. One 12 hour train ride later, followed by a 2 and a half hour bus ride and I was there at her city's bus stop around 8 AM. But she was nowhere to be found. Odd... she knew I was coming, maybe she had class and couldn't meet me. Guess I had to walk then.

So I'm running on fumes since I hadn't been able to get any sleep for the last 14 hours, it's the middle of November and there was already snow on the ground so it's absolutely freezing, I'm walking up every hill there is in the city to reach her dorm which is of course at the highest point, and I'm lugging around the really heavy gift I had gotten her in my backpack that's threatening to snap me in two. I finally reach her room two hours later. I'm sweaty, I'm exhausted, and a little annoyed that she hadn't responded to my texts, but I'm happy because I'm able to see her again.

She looks much less happy. She doesn't even crack a smile when I show up at her door. She accepts her gift, but won't let me kiss her. She tells me she doesn't love me anymore. She doesn't want me anymore.

So I spent the rest of that weekend alone, trapped in her town knowing almost nobody with nowhere to go until my return train comes back in a few days. She could have done this before I left, dumped me before I paid for the train ticket and traveled a total of 16 hours to get to her. Maybe she wanted to do it in person, sure, but I can only assume she REALLY wanted that present.

6. This Is Why I Only Love Pizza

Timing is everything! A cousin of mine flew to Italy for a 6 week trip (with his girlfriend who was living there at the time), their plan was to travel and hike all around Europe and finally meet her entire family in Spain for a rather grand festival. He broke up with her as soon as he arrived on the plane...

And they then proceeded to go on their trip! He said that it was rough, and that there was a lot of crying (he seemed very surprised at this).

We don't see eye to eye on many things.

 1. You Couldn't Wait One More Hour?