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"Sent a Naked Photo After a Date" – 10 True Stories About Weird Dating Partners

Angela Price4 min read
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"Sent a Naked Photo After a Date" – 10 True Stories About Weird Dating Partners — Relationship
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The Oddball

The Oddball
I was into the school oddball, even though my friends warned me he was a player. I thought he was just "misunderstood," but after I cut him off, it turned out there was a reason he had no friends: he made a YouTube channel where every video was about how he planned to kill me. It became a police matter—terrifying experience.

The Chance

The Chance
My mom’s coworker had been trying to set me up with her son for years. I knew him by sight but always thought he was strange. After a rough breakup, I was down and finally agreed to go on a date. While walking in the park, he told me how beautifully he could stuff kids or dogs. I was confused, so he explained he was into taxidermy and wanted to pioneer legal human taxidermy. Needless to say, I blocked his number as soon as I got home, and my mom’s coworker was upset that I rejected her son.

The Colleague

The Colleague
I always knew my quiet, reserved coworker liked me, and at a company party, I drunkenly said yes when he asked me out. On the date, he told me he wouldn’t pay for dinner and that even if we moved in together, we’d keep separate finances. I got out as fast as I could and paid my own way. Half an hour later, he sent me a fully naked mirror selfie. That was enough weirdness for a lifetime.

The Sister

The Sister
In a big friend group, there was a weird guy who never had a girlfriend. He seemed nice and wasn’t unattractive. At a party, we hit it off talking about movies, so I thought, why not give him a chance? I showed up with my sister, who was meeting a friend at the mall. When I introduced them, his eyes lit up and he asked my sister to join us because he liked her too—right within my earshot. My sister and I just stared at each other, stunned. We left immediately, and he spread rumors among our friends that I was the one who dumped him.

Never Again

After getting tired of "alpha males," I thought I’d date a weird but kind guy. Let’s just say he was too weird and there was no chemistry, so I broke up after a few dates. He didn’t take it well—sent me videos for months of him crying about how heartless I was, plus occasional insults calling me ugly and fat.

Blocked

Blocked
We started chatting in a YouTube comment section, and it could have been a romantic story—if the guy hadn’t been crazy. After one video chat, he thought we were dating and kept messaging nonstop. I told him I was working and busy, but within an hour he sent twenty messages. The first few were “Are you okay? Everything alright?” but then it turned aggressive: “Who do you think you are? Why won’t you answer?!” I blocked him everywhere immediately.

Party

Party
I gave my number to a guy at a friend’s party. I liked that he didn’t party, dance, drink, or laugh—just quietly observed. Within ten minutes of our date, he told me he loved me and already imagined our whole life together. I left as soon as I could and blocked him. Then he sent a ten-page email to all our mutual friends calling me a worthless, ugly woman who would die alone and that he deserved better. Crazy people are everywhere.

Gina

Gina
I met a guy on a movie fan forum, and from the moment we met, I sensed something was off. He acted very strangely, and alarm bells rang in my head. When I came back from the bathroom, my drink was in a different spot than I left it, and I was sure he slipped something in it. (I had ordered a frothy cocktail and could see the sign.) I excused myself and left quietly, blocking him everywhere once I was outside.

The Waiter

The Waiter
Long story short: a man I met on Tinder scared me so much with his behavior that I asked the waiters to help me. They took me to the back and warned him, but he refused to leave and threatened me. Eventually, the police had to take him away. Always trust your gut feelings!

The Obsessive

The Obsessive
After two dates, he somehow found out where I lived—I have no idea how—and when I stopped answering his calls, he waited outside my gate at night. He was deeply offended when I told him I’d call the police, saying it was a "romantic gesture."
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