16 People Share Their Most Embarrassing Dates That They Will Never Forget

Whether it’s a first date or you have been seeing the person for a while, we cannot deny the importance of these tête-à-tête meetups. Usually, we expect these rendezvous to be exciting, fun, and most of all romantic, but once in a blue moon, a date can be awkward and embarrassing or even turn into a complete fiasco.

At CHEERY, we have gathered stories about some not-so-fortunate romantic encounters. They might have been mortifying at the time, but at least they have turned into fascinating tales to remember.

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• Our first date was going really well. Then she asked me to pass the water. I thought it would be funny to hold it over her head. And then my hand slipped, and I actually did pour the whole jug of water on her head. Everyone was laughing at us. That was the last time I saw her. ©stephenstephen7/Reddit

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• I took this girl to the surf club where I work. A call for a rescue goes off. I pull this guy from the water and start doing CPR on him. She then asked me if I was gay or bi and I explained to her what CPR was and that I was trying to save a life. She wasn’t buying it. CompletelyFlammable/Reddit

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• I drove about an hour to his area as his car wasn’t running. No problem with me I line to see new places. We arranged to meet at his and walk into town so I could leave my car there. I knock on the door and the guy is in boxers saying “Alright love, just ordered the pizza and the wresting is on a min”. Picture the scene. I’m dressed up all nice and that’s how he opened the door. I was starving so went in thinking maybe he will change and we will go out. Nope he sat down ate all the pizza. Didn’t offer me anything and then ignored me. I just got up walked out the door and went home. © dannyanddilbert/Reddit

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• It was actually a great date at first, bought me flowers, food, took me to the movies, even bought the expensive theater food which I insisted we didn’t need because I felt bad about him spending money. I had an amazing time. About a year later I found out my parents had told him to take me out and payed for everything because they knew I deserved it. My bf at the time had tons of daddy’s money and we were a broke family so it really made me upset. © MassiveFinish857/Reddit

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• We went back to my place for the first time, and started kissing. Suddenly, my nose started bleeding and was dripping on her upper lip. I was horrified, and tried to wipe it off, but smeared it instead. She was polite, but quickly left. Somehow we’ve been together almost 10 years now. © T412E/Reddit

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• After dating for only 2 months he wanted to present me to his parents and show me his childhood home. It was a disaster. His entire family was there. Some traveled from hours away. He lied to them and even said that we were engaged. I spent the entire afternoon brainstorming wedding ideas and planning an Alaskan honeymoon. We were far from home and I had no way to leave. Finally, when we got back, I got in my car and left. © andandandetc/Reddit

Which one of these dates was the most shocking to you? Have you ever had a similar embarrassing romantic story? Share it with us in the comments!