26 Romantic Gestures That Backfired Horribly

‘I gave my now ex-wife a kidney’
26 Romantic Gestures That Backfired Horribly

Even the most thoughtful gestures can blow up in your face.

One Redditor knows all about this, and told the story of how asking his crush to prom resulted in marriage — just not the way he expected. He thought up an elaborate plan, and created a display leading to his crush’s front yard, complete with signs asking her to the big dance. The only thing missing? His name. 

As it turns out, a neighbor had a crush on the same girl, saw an opportunity and claimed responsibility for the well-crafted promposal. “She said yes to him. Nobody believed I did it, and they’re now married,” he explained.

Several other Redditors have found themselves on the backfired end of a romantic gesture and broken-heartedly told their stories, the wildest of which involve flaming trees, painful burns and a sewage-sabotaged picnic.

The_Iron_Zeppelin 8y ago worked with this girl at a Ruby Tuesdays and for her birthday we all went out for drinks. We were all friends and I think she knew I liked her at the time though I hadn't made move yet. She put off this rocker vibe, tattoos, colored hair, loved 80s hair metal and rock music in general. So for her birthday I decided to burn her a C.D of all of my favorite songs from the band The Kills, because lead singer Alison Mosshart kinda reminded me of her and thought that their music would be right
ASlap_ 8y ago My girlfriend at the time had this friend who passed away so I went out and bought chinese sky lanterns (little hot air balloons, pretty much). We wrote messages to her friend on them and launched them in the sky from my backyard. Hers careened right into a tree and almost set the whole damn thing ablaze. 10K Award Share ...
JLisTheTruth 8y ago I took my ex to Paris. Had the whole weekend planed. We went to the Eiffel Tower at night, had a picnic, basically did it all. She dumped me 2 weeks later. She said I wasn't romantic enough and didn't tell her | loved her enough when we were in Paris. OK. - 7.1K Award Share ...
loyaltangie 8y ago I gave my now ex wife a kidney.... - 5.9K Award Share ... SarcasticDumbasss 8y ago She didn't like it? 3.7K Award Share ...
N4g4rok 8y ago Had a girlfriend come live with me after being in a not so great situation for nearly a year in another state. Was planning for 8 months to have a dress she had been dying to get waiting for her under the Christmas tree when she arrived because she hadn't had the cash for groceries, let alone a nice dress. So, she got super excited when she saw the box and opened it right away. I bought the wrong dress. - 6.1K Award Share ...
 8y ago Booked a spontaneous romantic trip to Paris for my girlfriend in college during a long weekend. Apparently, we both get grumpy as hell on long flights and basically spent the weekend fighting. So not worth the little money I had... Award Share 3.7K ...
CITIZENFOUR 8y ago Edited 8y ago Literally whispered the words sweet nothings into my new girlfriends ear. (Whispering sweet nothings is a saying or general term used to describe a set of compliments or words intended to flatter or woo a lady) This was my attempt to be sexy/romantic in a humorous sense. At the very least, I thought she would find it funny. I thought wrong however... I was unaware that this was something her Ex used to say/do on the regular, so I'd did not come off sexy or romantic, but actually repulsed her since I reminded her
AlexDawdy 8y ago Made a huge plan to ask my crush to prom. Made signs to her house asking her but didn't put up a name saying who did it. Well turns out her neighbor had a crush too and took credit for it. She said yes to him. Nobody believed I did it and they're now married. 4.1K Award Share ...
TheNote7 8y ago I emptied my wardrobe cabinet and filled the cabinet portion of it and placed on the shelf flowers, chocolate, a stuffed bear and numerous candy that she loved. When I told her to get my hoodie out of the cabinet she opened it and said it's not here  and then proceeded to close the cabinet. WELP 16K Award Share ...
 8y ago Did a large portrait of my at the time girlfriend. We had been fighting and had not spoken in a few day, and I decided to do something I thought would be romantic, and drew a portrait from my favorite photo of her. She got mad and said it made her look like shit. Gee, thanks. 7.9K Award Share ...
 8y ago After the date I dropped her off in the parking lot where her car was parked, we said goodbye and no kiss, it was our first date. She got out and began walking across the parking lot and I suddenly got the courage to whip my car around, stop right in front of her, get out, and kiss her. In my head it was like something out of a film. In person, | pulled up to her, forgot to put it in park, got out, walked away from the car, she looked at me horrified and pointed,
dumpsterKraken 8y ago Decided to make a bold move with a close lady friend. Invited her over for a home cooked meal on valentine's day in my shitty college apartment since neither of us were seeing anyone (pretty smooth right? I thought so). So I cook a pork loin and some pasta something or other, anddd purchased an expensive $12 bottle of wine. She'll be here any minute, I kept telling myself. At around 9PM I texted her. She let me know that she assumed the invite was a joke.... She did eventually sheepishly show up! We are now married
LousyMinibus 8y ago In 8th grade, | tried to hop over a little mini fence by the PE area to impress the boy | liked, needless to say I did not make it, and instead ripped the whole back of my pants, exposing my prepubescent ass to my fellow peers, well also falling forward and smacking my face into the concrete below the fence. Needless to say when the boy expressed his disinterest about me to his friends, | was not surprised. 5.8K Award Share ... + 145 more replies
ketzzy 8y ago Edited 8y ago Not me, but my boyfriend, and at first I hated it but it really grew on me: Seven years ago, he promised a mini-weekend getaway. A romantic picnic at a secluded beach and afterwards an intimate view of the sunset. First he came to pick me up about 2 hours late, later I found out he was busy preparing everything for the picnic. We drove there, but luckily for us, a 4th grade class trip arrived. We quickly tried to find a place somewhere else. When we found a spot, my boyfriend told me
FrenchSnail 8y ago Edited 8y ago Senior year in highschool I had a girlfriend who | had been going out with for awhile. With graduation getting close and us having different plans for our futures things were getting tense and our relationship was getting rocky. There were really tall cliffs over the lake in the town I lived in. Our first official date was there and in the early days we spent a lot of dates there at those cliffs. When we were rocky we hadn't gone to them in awhile so as a way to like revitalize our relationship
lotus38 . 8y ago Edited 8y ago To celebrate out fifth Valentine's Day together I was going to replicate our shitty first meal together over candle light. It was Banquet chicken patties with marinara sauce and mozzarella melted on top with pasta and a Dole bag salad. In the days leading up to it, when she asked what | was going to do, I told her make a special meal. She laughed and said Probably just make the same food we did years ago or something dumb. So, needless to say I went to plan В. EDIT: For the record,
makeupyourworld 8y ago I used to write my boyfriend one sonnet per week about how much I loved him. I called him to tell him I got in to the writing program at my University. Не told me he'd been seeing someone else for two years, that he hated my writing, and ripped up all of my poems on the phone for me to hear. 2.6K Award Share ... + 130 more replies
ikkyu666 - . 8y ago Walking around at recess with my life-or-death crush Christina in 5th grade. I'd been planning this moment for weeks. She was a small girl. I told her she reminded me of strawberry shortcake. She asked why and I responded because you're short and sweet. She did not respond and I'm still dead inside. - 10K Award Share ...
Fullmetalmedusa 8y ago This is one I just remembered while scrolling through these replies. My entire high school career I was goth, always wearing band tees and combat boots, really grungy. It was just my style, and I liked it. I liked a guy who was friendly but didn't seem interested, SO I decided to come to school one day dressed 'pretty', with pink lipstick and a skirt and normal boots. I thought for sure he'd see me as a ugly duckling turned swan. Everyone laughed. I was teased all day about my makeup, the girls were whispering about how dumb
throwyoworkaway 8y ago My ex and I were to get married in 18 days, and we were really stressed out about the wedding. So I left work early, got a bunch of things, cooked dinner, set up a little scavenger hunt of memories to remind her of why we're together, which then lead her to the dinner table with her favourite meal with candles. She then broke up with me, lied about why she did it. And I found out a few weeks later that the reason we were having trouble was not wedding related. It was because she was
The_Town_of_Canada 8y ago Oh what fun it is to ride in a one horse open sleigh! Spoiler: Not fun at all. I booked a weekend at a nice resort up North after the first decent snowfall of the year, and one of the options was a sleigh ride. I thought it would be like a Hallmark card. Couldn't have been more wrong. First of all, it's way below freezing, but we were dressed for it. The horse had constant gas for the duration of the trip. Also, that horse doesn't give a shit that we're there. He's clipping trees, farting,
Im_Justintyler e 8y ago - Edited 8y ago I once had a car break down at the very beginning of my relationship with the girl of my dreams, however me being underage couldn't rent a car. But I could... Rent a U-Haul. For just 20 dollars a day and but a few dollars for extra mileage I rented a U-Haul and was on my way to her house to pick her up for what promised to be the most awkward date of her life... Until I pulled up that is. For you see once I arrived I saw her family
drewuncc 8y ago Cooked Valentine dinner for an ex back in like 2002. Was making some chicken. Put it in a pot to cook. Me and girl hang out while cooking. Get a little 'preoccupied'. Afterward I think, 'oh crap the chicken!' Run to kitchen naked. Go to grab lid off. Apparently I used my roommates pressure cooker. I didn't know what a pressure cooker was but I do now. I force the lid open and got boiling water all over my stomach, arms, and crotch. Spent Valentine's Day in ER getting burns treated. 4.6K Award Share ...
Benadryll 8y ago I surprised my fiance at her work with a bouquet of flowers. She thought it was creepy and told people I snuck into her work and security had to change the codes. I simply walked up to receptionist and said I had a delivery for her, and was escorted there. Turns out she was having an affair with her boss and was gaslighting me to make me look like the bad guy. It clicked for me because I always thought the only difference between a creepy gesture and a romantic one is how you feel about the
zulwe 8y ago 8 yrs ago, I proposed to my beloved wife, my lioness, my force of nature, with a Taco Bell sauce packet that had Will you marry me? inscribed on the back. She punched me (hard) on the arm. Dazed by the force of the blow, | awkwardly dug out the ring with my other arm, and she gave me a hug that made my ribs creak. - 5.3K Award Share ...
ccasella3 . 8y ago I got painting lessons for a girlfriend because she was getting into painting. She took it to mean that I thought her painting sucked. She never took the lessons and I never got my money back. 20K ... + More replies

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