10 Dating disasters

The single life can be fun but at times, it’s not easy. Sometimes you have to kiss a lot of frogs before you find a prince. We talked to a variety of women of all ages about their worst dating experiences. With these dating disasters, there were 10 common themes.

Bad date


A good man doesn’t have to be a millionaire, but he shouldn’t be cheapskate either. Gloria tells us about her experience with a good looking man that was beyond cheap.

“While at a summer outdoor concert, I met a very handsome man through friends. The type that makes you take a second look that turns into a long stare, a smile and an exchange of phone numbers.

Once we got to know each other well enough to move on to the dating stage, we had a wonderful time. It wasn’t until date three that we actually went someplace that cost money and then it was
McDonald’s. I was horrified when we got to the counter. He stepped up, order the two cheeseburger meal, regular size with a Sprite. She asked what I would like and he said ‘Oh, we’ll be splitting

He hadn’t even asked if I liked cheeseburgers or what I would like, he just stepped up, took charge and that was that. That was the beginning of the end, right there under the golden arches.”

Needy guy

At first a needy guy might be appealing. He is always around. He’s sensitive and isn’t afraid to share his feelings. But as Tricia found out, needy and insecure definitely isn’t good.

“This might sound cliche but I met him when I was walking home from the grocery store. He offered to carry my bags. I was hesitant at first, but he had a really cute smile. We exchanged numbers
that night and I was surprised when he called the next day.

On our first date, we met for coffee. He seemed so interested in learning about me and my life that I found it attractive. But his attentiveness soon turned just weird. Two days after our third
date, I came home from having a few drinks with the girls to find him crying (yes, actual tears) on the steps outside my apartment building. I thought maybe something tragic had happened – death in
the family or something like that.

When I approached him, he jumped up and explained through sobs that he thought I had ‘left him’ since I hadn’t answered his phone calls for the last few hours. In my head, I was thinking ‘Left him?
He’s not even my boyfriend.’ I cut off all contact with him a few days later. I need a man with has their own life, not someone who lives for mine and tracks my every move.”

Mr. big shot

Money can’t buy happiness, but it certainly doesn’t hurt. If you have every dated a guy with a lot of money, power and status, you know it’s very appealing at first. These type of men are confident
and strong – two qualities women love. But sometimes money isn’t everything, as Gwen found out.

“I once dated one of the best real estate guys in New York. Everyone knows him in the city. He has bought and sold some of the most expensive buildings in the area. Needless to say, he’s got some
serious cash. I’m not a gold digger, but every woman likes the good life. After knowing each other for just a few weeks, he started taking me to all the best parties and restaurants. I thought I
was in heaven.

But on the nights we weren’t partying or dining, it was very lonely. I was oftentimes sitting home, waiting all hours of the night for him to get back from meetings and other events. When I’d
complain, he’d buy me something. It was like money was the only form of communication that he knew.

One night, I had expected him at my apartment around 10:00pm. It was midnight and I called him on his cell phone. There was a lot of noise in the background and all I heard him say was, ‘Sorry
Lisa, I’m running late.’ And then he hung up. Lisa? My name is Gwen. When he finally did arrive, I questioned him about Lisa and he feigned innocence, swearing I must have heard him wrong.

Over the next few weeks, I made it my mission to find out who Lisa was. Unfortunately, I not only found out about Lisa, I found about Tracie, Brenda and numerous other women. Apparently, I wasn’t
the only ‘girlfriend’ of Mr. Big Shot.

Lesson learned. When it seems to be too good to be true, it probably is.”

Go to the next page for more dating disaster stories.


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