Petty 27-year-old man abruptly breaks up with 25-year-old girlfriend after he surprises her with a nonrefundable $800 date that she can’t make: “This is why I hate surprises”

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Briana Viser • Writer and Editor
May 24, 2025 1:00 PM EDT

Welcome back ladies and gentlemen of the internet. Dating these days is tougher than it's ever been. There's a logical fallacy that there are "so many options" out there, and when someone does one thing wrong, it could be the thing to end your relationship. And all these people saying there are "so many options" out there are well into their 30s and 40s without any prospects of finding someone. So if there are tons of options out there, why are you old and still single? 

It's the dating era of red flags, ghosting, and the absolute inability to communicate properly. Everyone has their own agenda, and with the touch of a button one could find a potential date, or even just a text, forsaking the interest they had in the person before. It's a scary world for singles right now, and I personally believe that it's only going to get worse, not better. 

In the story below, the protagonist is a man who has been dating his girlfriend for a year, and he said that things are going really well. He plans an elaborate $800 dinner for them, and schedules it on a Wednesday without realizing it's not a good day for her. Read the full story for all the juicy details. 

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  • 01

    AITA for breaking up with my girlfriend after she refused to go on a nice date I planned because it was on a Wednesday?

    Cheezburger Image 10508867584
    via stock-eye from Getty Images Signature / Canva

    This image is for illustration only, and the subjects are models; the image does not depict the actual subjects of the story.

  • 02
    1 27M recently hit a small parlay win and decided to do something special for my girlfriend 25F
    via u/Unlikely_Light4863
  • 03
    We have been together for almost a year and things have been good but she always says she wants me to plan more thoughtful dates
    via u/Unlikely_Light4863
  • 04
    So I booked us a reservation at this really nice restaurant she always talks about Hard to get into Amazing chef
    via u/Unlikely_Light4863
  • 05
    I spent $800 total on the reservation Drinks included
    via u/Unlikely_Light4863
  • 06
    It was for a Wednesday night because that was the only time I could get a table I told her it would be a surprise and when I finally revealed the plan she looked disappointed
    via u/Unlikely_Light4863
  • 07
    Cheezburger Image 10508867328
    via avanti_photo / Canva

    This image is for illustration only, and the subjects are models; the image does not depict the actual subjects of the story.

  • 08
    She said Wednesday was a bad day for her She has work early the next morning and she would rather do something on a Friday or Saturday
    via u/Unlikely_Light4863
  • 09
    She said she would rather do "a multi event thing" like dinner then a show or bar hopping And asked if I could cancel and reschedule
    via u/Unlikely_Light4863
  • 10
    I explained that this was a special reservation and the timing could not be moved Also that I could not afford to do something like this without the parlay win
    via u/Unlikely_Light4863
  • 11
    She said she appreciated the gesture but still would rather do something else on a weekend No compromise No let's make it work
    via u/Unlikely_Light4863
  • 12
    Just flat out no That made me feel like nothing I did would ever be enough
    via u/Unlikely_Light4863
  • 13
    Like it was more about the vibe than the effort So I told her if this is how she reacts when I try to do something special then maybe we're not right for each other
    via u/Unlikely_Light4863
  • 14
    And I ended it Now my friends are saying I overreacted and I'm lowkey thinking I might have AITA for walking away over this?
    via u/Unlikely_Light4863
  • 15
    Severe-Tradition-183 • 2h ago Take your Mom or Grandma or favorite Auntie out and Queen them for an evening.
    via u/Severe-Tradition-183
  • 16
    WhatIsNoMan • 3h ago Sorry, I'm not understanding paying "$800 total on the reservation" at all.
    via u/WhatIsNoMan
  • 17
    VastBeautiful3713 • 2h ago Г $800 and you didn't even make sure that worked with her schedule?
    via u/VastBeautiful3713
  • 18
    Cheezburger Image 10508867840
    via Billion Photos / Canva

    This image is for illustration only, and the subjects are models; the image does not depict the actual subjects of the story.

  • 19
    authorinthesunset ⚫ 3h ago Did you tell her you had a surprise for Wednesday? Or did you surprise her with the news and say altogether? How much notice did she have when she found out the plans?
    via u/authorinthesunset
  • 20
    Hard to say if it's an over reaction without more details. But, I'm leaning towards OR. But, even so you are allowed to break up with someone regardless of what we think. If it's not working for you moving on is the thing to do.
    via u/authorinthesunset
  • 21
    Audrey_Rose_79 • 3h ago this is why i hate surprises
    via u/Audrey_Rose_79
  • 22
    Sad-Possession7729 • 2h ago Idk how you get off spending that kind of money without even confirming the other person is actually free that night.
    via u/Sad-Possession7729
  • 23
    is wrong with you? Crazy impulsive sh. Should have just put the $$ on another parlay lol And then you break up with her over this?
    via u/Sad-Possession7729
  • 24
    Dude you have some serious impulse control issues. You probably shouldn't be gambling at all tbh.
    via u/Sad-Possession7729

Tags

drama toxic relationships petty lol couples love breakup reddit thread Reddit funny gossip dating
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