“People Share Dating Stories That Went Embarrassingly Wrong”

Dating can be an exciting journey, but sometimes it takes a hilariously awkward twist. Here are 10 people’s most memorable dating stories that are bound to make you laugh, cringe, and maybe even shed a tear:

He asked to put something in my bag while we were out, and I assumed it was a snack for the movie. But right after the previews, he pulled out a new hairbrush, unwrapped it, casually put his arm around me, and began brushing my hair! Stunned, I just froze. Then he leaned his head on my shoulder, sniffing my hair. Needless to say, I didn’t stick around for a second date.

We met at a coffee shop attached to a bookstore. He asked if I liked The Lord of the Rings, and I said I did but wasn’t obsessed. His response? Complete silence, followed by an intense stare and the statement, “Lord of the Rings is very important to me.” When I gently suggested that not every interest has to match for a relationship to work, he repeated, “It’s really important to me.” I wrapped up that date pretty fast!

I was thrilled to meet someone new and had a great conversation with this gorgeous girl online. We planned a date at a local pub. When I arrived, I was mortified to realize she was my younger sister. We laughed it off, but I’ve definitely double-checked profiles since then.

On a blind date, I drove in circles for 45 minutes, trying to find her place after she gave confusing directions. By the time I finally found her, it was clear we weren’t going to click. I awkwardly tried to end with a hug but ended up shaking her hand. Then, on my way home, my tire exploded on the freeway. The next day, she told me her ex liked to puncture people’s tires. Coincidence?

My friend’s sister was getting serious with her boyfriend, and he had something “important” to show her. She thought he was ready to propose, but instead, he revealed a hidden room filled with a detailed Smurf village replica. He told her he spent hours there, acting out storylines. Let’s just say it wasn’t quite the life milestone she had in mind.

After weeks of chatting with this guy from Tinder, we finally met and hit it off. He even walked me home and suggested another date. Later that night, he added me on social media, and I discovered he’d been in a relationship for four years! I still see them around campus, looking perfectly happy.