Worthy Asks: What’s Your Funniest or Weirdest Dating Story?

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Laura Lifshitz

By Laura Lifshitz | Jul 9th, 2021

In the Worthy Women & Divorce Facebook group, we dish, question, analyze, and chat over all of our divorce experiences—from serious topics like custody to the more personal like first dates after divorce. This past month, we asked the group for their funniest or weirdest dating stories and we got quite a mix.

The reality is that dating after divorce is different for everyone. There is no “one” experience. Some people meet others quickly—rebounding in destruction. Some people meet others quickly and it succeeds well! Some people struggle to date and others decide to avoid it altogether. Some people are eager to remarry whereas others are not. 

Personally, I really am not what I’d call a successful dater. I’ve gone out with many people but haven’t formed a relationship. I really think each journey is different for every individual. Some people move on fast, others slow—and everyone seems to want something different.

Worthy actually did a fascinating study back in February 2019 to learn more about our readers’ experience dating after divorce. To get a sense of the way divorce frames the next stage of dating and love for women trying to move on.  We used a panel of experts to create this first study of its kind and got over 1,700 female participants across the United States, ages 18 to 75. Our goal was to help understand how women move on, experience and perceive dating after divorce in this day and age.

Here are also a few fascinating statistics from our study that you may or may not be able to relate to:

Some Little Stats on Dating, According to Our Worthy Readers!

Top 3 biggest online profile turn-offs are:

Top 3 things readers voted they hate the most on a date are:

Now—let’s get to the heart of the matter. Here are some of the “unique” experiences our readers have had. Share your most interesting stories in the comments!

Rushed for a Touchdown

“Two guys asked me out at the very first football practice I attended with my son. I told them that I had just left my husband the week before and was not ready to date. One was kind and took my “no” in strode. The other guy? Well, he was a little more persistent… 

He asked me out every single practice, told me that he thought we should just go out on some dates and have fun as he wasn’t looking for anything serious. I politely declined every single time. He was engaged before football season ended.” – Shannon C.

To me, this man sounded like he was just desperate to be loved. Many of us can relate to that feeling, although it is not a sad or healthy one to have. If you feel this way, definitely reach out and talk to someone. You may need to understand where these feelings stem from.

Getting Eyeballed

“During the date, the guy was sucking on a straw the whole time and giving me ‘the look.’” – Ekaterina Y.

In this case, the guy could have been extremely “turned on,” or leaning towards stalker mode. If you are on a date and a guy does this? Run!

Grabbed Tissues, Not a Second Date

“A girl I work with went on a date with a guy who played Puff the Magic Dragon on the piano and sang it and cried.  He told her “That song gets him every time” when he is sober too.” – Lisa C.

Women sometimes complain men are too distant and unemotional. This guy is clearly not one of those “unemotional cold men.” To each their own …

Another Crier

This man cried every single time after sex—and just about the rest of the time, too. – G00d Witch, via Instagram

In this case, the man could have had mental health issues, which is sad.

Demanded High Maintenance “Spa” Time

“I went on a date with a guy and he asked me to scratch his back for half an hour. When I said we could take turns, he said, ‘Oh no, I worked today and I am tired. You won’t get sh*t.’”- Kelly M.

Demanding and needy guys are a big fat no! You need someone who can give and receive. This dude is a dud.

Dumped a Stage-Two Clinger

“I was set up by a mutual friend and went on two dates with this guy. After date number two, he was way too into me and said he could see us getting married. I ended it shortly thereafter on a Sunday. I later found out from our mutual friend that apparently he was heartbroken and couldn’t pull himself out of bed to go to work on Monday!” -Angela S.

Maybe the man was recently dumped and still fragile. In this case, it’s totally extreme but you have to consider how vulnerable he may have been before even going on that one date …

Decided Not to Date a Yes-Man

“First, the guy was a half hour late to our date. Then, he proceeded to order the exact same drink and meal as I did, saying he liked all the same things as me all throughout the night. Then it came time to pay.  He forgot his wallet in the car! I didn’t know what to do, so I sat and waited for him to go get it, as he ran (probably like a half mile) to his car! I felt so bad for him. Needless to say he didn’t get a second date. Sadly, I bet he thought it was because of the whole wallet thing when it was more to do with the fact that he just kept agreeing with everything I said rather than having his own opinions.” -Michelle L.

Having an opinion of your own is sexy. Being a “Yes” man or woman is not. Case closed. However—half a mile is a trek for a wallet… but forgetting it seems like a crappy move to dodge the bill, too.

What is your funniest or weirdest date after divorce? Share in the comments!

Laura Lifshitz

Laura Lifshitz

Laura Lifshitz is a writer, comedienne, a former MTV VJ and Columbia University grad. Find her work in the NYTimes, Worthy, and other sites. Visit her at frommtvtomommy.com.


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