Going on a first date can feel like stepping into a fairy tale, where we hope for chemistry and maybe even sparks. But sometimes, reality doesn’t match up to our expectations, and things can go south fast. Awkwardness, strange behavior, and even rude moments are more common than you might think. Here are some unbelievable first date stories that took an unexpected turn.
1) Dinner, Distractions, and the Waitress to the Rescue
I went on a first date with a girl who insisted we go to an expensive restaurant. I didn’t mind, so we ordered—a $25 appetizer, a $45 steak for her, and a $15 cocktail. But the moment the food arrived, she wouldn’t put down her phone. Call after call, text after text, it was like I wasn’t even there. I sat awkwardly, feeling like I was dining alone, while she kept staring at her screen. Thankfully, the waitress noticed my discomfort. She signaled for me to come over when my date wasn’t looking. I excused myself, and the waitress had separate checks ready. She whispered, “Do you want to pay your part and leave?” I jumped at the chance, saying, “Yes, please!” So, I paid and left her at the table with her phone. Best decision ever!
2) Dodgeball Disaster: A Painful First Date
This guy invited me and a friend to join him for a game of dodgeball with people we had never met. I wasn’t too thrilled about it, but I figured, why not? He spent most of the time hanging out with his friends, which was fine because I had my own friend there to keep me company. We were standing in the parking lot waiting for the game to start when he suddenly grabbed a ball and threw it directly at my crotch. He screamed, “Wham, bam, right in the clam!” Shocked and humiliated, I turned to my friend and said, “Are you ready to go?” We left immediately, but not before I got a string of texts from him accusing me of being “immature.” Yeah, sure, I’m the immature one.
3) Date with a Soldier: The Worst Confession
I once went on a date with a guy in the military. I was excited to hear about his experiences and the places he had been. Instead, he spent most of the date talking about why the strippers in Toronto were better than the ones in our town. Trying to steer the conversation in a different direction, I asked if he had done any volunteer work while serving overseas. His response? “No way! I joined the military to kill people, not help people!” That was my cue. I quickly paid my bill, chugged my drink, and left as fast as I could.
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4) The Stalker Vibes: A Quick Exit
Within the first 10 minutes of meeting this guy, he was already making sexual comments and “joking” about following me home if I didn’t agree to see him again. It was terrifying. Luckily, the bartender must have noticed my discomfort. He gave me an opportunity to sneak out through the back door, and I didn’t look back. Sometimes you just need an escape plan!
5) Online Dating Nightmare: A Dangerous Situation
I matched with a guy from an online dating app, and we decided to meet in person. When he showed up, his pupils were huge, and he was behaving erratically. He told me he had forgotten his wallet, so I ended up buying the first round of drinks. While walking to another pub to meet his friends, he rambled non-stop about nonsense, including a story about how he tried to drown his ex’s chihuahuas. That was it for me. I told him I’d meet him inside the pub, but instead, I kept walking past it and ran straight home.
6) Drunk at Noon: A Boozy Date Gone Wrong
I had a 1 p.m. lunch date with a woman who showed up completely wasted. She invited me back to her place, claiming her two-year-old wouldn’t even notice. That was enough for me. I politely declined, called her a cab, and made my exit. Some dates just aren’t worth sticking around for.
Sometimes, the first date is just the last! Hopefully, your next date will be nothing like these horror stories.
