9 Proposals That Went Terribly Wrong

Everyone likes an oh-so-romantic engagement story. You know, where the guy sets up a hidden camera or sneaks a series of gift boxes in a Christmas tree? We just can’t get enough! But then there are the epic fails, the total disasters, and the just plain awkward proposal stories out there. If you thought that man who proposed with 99 iPhones had it bad, here are a few more painful proposal stories we found on Reddit

  • somethingwickednc: “My dad stuck the ring in a stick of deodorant, then told my mom she needed to use it. Small argument ensues when mom tells dad she does not need it.”
  • anonymous: “I proposed to my wife in Times Square at New Year’s Eve (I was going for maximum cheezy!) She was pretty emotional and took a while to believe I was serious (even though I had a ring). This being New York, strangers started shouting at her to ‘HURRY UP LADY, WHAT’S IT GONNA BE? WE DON’T HAVE ALL NIGHT!'”
  • aquariums: “I was on the ferry to the Statue of Liberty a few months back, and suddenly we see a plane writing something in the sky… Extremely slowly. Like, ridiculously slow. I know it must take a while to write something out in the sky, but it seriously took like 25 minutes for this dude to write “MARRY ME SUE” in the sky. By the time he had written Sue’s name, the “MARRY ME” had faded from the sky.”
  • ABlackThaiAffair: “I saw a guy propose to his girlfriend in a Subway at around 9 at night. It was so unbelievably awkward because it was just the three of us in the shop. She said no, the guy cried and I still had to order my sub while they sat there.”
  • apiratenamedbob: “Pilot here. Guy ask me to fly him and his SO over a field, where 150 people had formed a heart and two rings. Huge show, I was really impressed. When she saw it, her response was: “Look at all those idiots! How ridiculous is that??”
    He did not ask his question that day.”
  • aladyredditor: “I knew a guy who was at McDonalds with his girlfriend one time, and as a joke he wrapped a fry around her finger and said, “Will you McMarry me?” She started crying and called her mom and like started planning the wedding the next day. He hadn’t meant to propose but he didn’t have the heart to tell her so, so he just married her.”
  • s**ttycats: “I was a restaurant in NYC once with my whole family and there was a couple at a table across from ours. The man had the restaurant bake a ring into a cake which was to be presented to his girlfriend so he could pop the question. The wait staff made this known to likely the entire restaurant so when the cake was brought out all eyes were on them. The woman proceeds to cut into the slice of cake finding the ring. She looked mortified. You could see the “are you f**ing kidding me face” on her a mile away. She said no. Promptly placed the ring on the table and left the restaurant, leaving the man behind with his head in his hands. He sat there for 20 minutes or so before paying his bill and leaving.”
  • weaselmeat: “I proposed to my wife in Dublin, which is more difficult than it sounds because it’s not a romantic city. After dinner, I decided that the Halfpenny Bridge was about the best place to get the job done. Right in the middle of my proposal, I hear the unmistakable sound of a drunk guy pissing off the bridge not 10 feet behind me. Ireland has never let me down.”
  • Toast_n_Gravy: “I unfortunately didn’t witness it but my best friend just got engaged and when her SO proposed they were in a little french deli. She had just put a massive mouthful of pie in her face when she saw he had got down on one knee. She was so shocked she spat the pie out all over herself, all over him, all over everything. She just sort of nodded … it was very like her to do something like that so it’s all fine but still … I don’t think he was expecting pie in his face.”
  • Have you ever witnessed a proposal gone wrong, Loverlies? Send us your stories at thescoop@lover.ly!

    Photo by Phase4Photography/BigStock

    Need a palate cleanser after that? Browse some perfect proposals on Lover.ly!

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