Strange Dating Stories That Go Beyond Bizarre

We all do things that can make us uneasy, and going on a first date definitely tops that list. It’s always a gamble—you never know how it’s going to turn out.

If you think you’ve had some bad dates, wait till you hear these stories. These dating disasters not only went wrong, but they probably never should have happened in the first place.

These tales will motivate you to make better choices in your love life. They’ll also make you feel better about any dating problems you’ve encountered, as they surely can’t compare to these true humdingers.

I’m glad it’s over:

A woman shared her awful date on Reddit. Her date spent the first part of their evening complaining non-stop about his life. She barely got a word in. Frustrated, she excused herself to the bathroom, but instead, drove home.

Things only got worse at the restaurant. He boasted about his homeland, ordered for her without asking, and then spilled juice all over himself while criticizing the staff. He even talked about wanting to be a boss just to fire people. When the check came, she wanted to split it, but he shouted at her. She left money on the table and walked away.

Despite not wanting to create a scene, she let him walk her home in complete silence. At her door, he tried to force himself on her. She pushed him away, tossed money at him, and finally told his family about his behavior. They cut off contact with her afterward.

Making the Exit:

Another Reddit user shared a tale of a date at a fancy restaurant where their date was glued to their phone the entire time—taking calls and replying to texts. The attentive waitress brought out two separate checks, and this user took the opportunity to pay their share and leave.

A Kiss for Two:

A young Air Force man went on a date set up by his buddy when he was just 18. The group watched a movie, and his date brought along a large stuffed rabbit named Pebbles. They had ice cream and went to her cousin’s house afterward. As they approached the door, his date asked him to kiss both her and Pebbles. Though weirded out, he complied and kissed both.

Giving Up:

A man was set up on a blind date by a friend. Shockingly, his date looked nothing like her online photos. It got even worse when she took him to a movie along with her parents and her nine-year-old brother. The little boy kept kicking the back of his seat throughout the film. Eventually, he pretended to go to the bathroom but instead drove home.

A Strange Request:

A woman was flabbergasted when her date asked her to pay for her own ticket at the London Zoo. He used a buy-one-get-one-free coupon to get in for free, while she had to pay full price. It was certainly an odd strategy for a first date.

A Big Turnoff:

During a dinner date, a woman watched a man’s wedding ring fall out of his pocket as he reached for his wallet. She immediately threw some cash on the table and walked home, entirely disgusted by his deceitfulness.

Where is the Check?

A man was taken aback when his date confessed she was engaged but wanted to keep dating others to make sure her fiancé was the right one. He didn’t take long to ask for the check and make a speedy exit.