50 Men Who Gave The Absolute Worst Proposals In Human History

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49. I remember seeing a Youtube video about a guy who proposed on some light-hearted late night game show or something. Everyone was getting into the fun, happy, late-night vibe except the woman, who had a look of pure horror on her face. Eventually she whispers “Can we…..can we talk about this later? Please?”

There’s this awkward silent pause that goes on and on, while the couple both look like they want the ground to open up and swallow them whole. Then the show starts playing some cheesy upbeat “Let’s go to the ad break!” music.

The juxtaposition between the humiliated couple and the cheesy party backing music, just made it hilariously tragic.

50. My parents. They were in the produce section of a grocery store when my dad says “all our friends are getting married we should too”. My mom thinking he was joking just said yea and moved on with shopping. A couple days later she got to thinking about it and with the serious way he said it had her confused. She goes to him and asks if it was a serious question or if he really was just kidding around. He responds with “well yea I thought we were engaged now” 34 years later and they’re still married.