Bad Dates Build Character (Or at Least Give You Good Stories to Tell)

Back in my single days, I dated my share of borderline psychotic unique guys.

There was Steve Bill (all names have been changed to protect each yahoo’s privacy), who, midway through a movie, stretched his eyelids open with his thumb and index finger and placed his eyeball directly on my bare knee. It wasn’t as slimy as you might think, but way, way creepier. 

Then there was Connor Paul, who made the most glorious exit of any man I’ve ever met. We met up for dinner downtown, and afterward he walked me to my car. I opened my door, and standing behind it, I leaned over to give him a quick peck goodbye. He backed away from me, grandly blowing kisses with both hands over and over. His wide open body language only accentuated the obviousness of the tiny erection that was tenting his pants.

But neither of these guys had anything on Paulo Bob. Oh Bob. If there were a trophy for Worst Date of the Century, you would trip over it while singing “Let’s Get Married.”

Let’s see, where do I begin? He picked me up at my apartment in some sort of Honda sedan. It was a perfectly respectable car, but for some reason, he felt the need to tell me that his “real” car was a BMW, but unfortunately he was having it detailed at the moment and wouldn’t get it back until Monday. Ummm…that’s great?

Next, we arrived at the Kennedy Center. He said he was taking me to the Opera. I’d never been to an opera before, so I thought, “Neato! I can see what all the fuss is about!” Parking cost somewhere around ten dollars, but that wasn’t nearly expensive enough for Bob to impress me. He pulled out a stack of $100 bills. He fanned them out in front of me. He removed one and handed it to the eye-rolling attendant, and waited for his change.

Imagine Bob’s surprise when he discovered that there was no opera playing at the Kennedy Center that evening. It was the Kennedy Center! Washington’s epicenter of culture and hoity-toitiness! Don’t they have have an opera here every night? “No,” replied the tired-looking reception desk guy. But they did have a stand up comedy show. Bob decided that an evening among entertaining riff raff would have to do.

Next, he took me to dinner at some Italian place I can’t remember. He didn’t even try to hide his disappointment that the wine I ordered was less than ten dollars a glass. And of course (you can probably guess this part), he made sure to show me the check.

He drove me home at about twenty-five miles per hour. I couldn’t get away from him fast enough, so I pointed out that he could increase his speed by at least 30 MPH without breaking the law. He said, “Oh, right,” and stepped on the gas with about a milligram’s more force.

The next thing I knew, Bob picked up my hand and placed it on his arm. I said, “What are you doing?”

“Oh, I just wanted you to feel my muscle,” he replied.

I’m serious. Dead serious.

He called me the next day. I did not answer. He continued to call. I continued to ignore him. He left me ever more desperate voice mails.

“Why aren’t you calling me back? I thought we had a nice time.”

“You owe me a phone call. This is preposterous!”

“What kind of person are you? How can you not like me? I did everything right!”

“You are evil and I hope I never see you again!”

“I’m sorry. Please call me back. I just want to know where I went wrong.”

“Please, Nicole. I don’t know where my mistake was. Just give me a critique so I can avoid repeating it on future dates.”

All we were missing was a rabbit in a pot, folks.

After about a week of this, I did finally answer the phone just to get him off my back. He begged me for notes on his date performance. All I could say was, “Bob, honestly, you were so desperate to impress me, it went beyond the absurd. And your voice mails made me want to take out a restraining order. If you can’t see where that would turn a girl off, I’m not sure I can help you.”

Then I got a burglar alarm, just in case.

Do you have any bad date stories to share? I’d love to hear from you!

8 thoughts on “Bad Dates Build Character (Or at Least Give You Good Stories to Tell)

  1. This guy. My therapist and I have a standing joke about him over the words he used…

    He was late to the date because he couldn’t follow my very simple instructions to find a parking garage 2 blocks away. He showed up super-quick when I texted him to say that if he wasn’t present by the time I finished my beer, I would be gone. He spent the entire hour looking me over even though the conversation was about international humanitarian disasters, but he managed to make me super uncomfortable as he leered at my backside.

    After I got home, I texted him to say thanks and let him know I had arrived safely. His response: oh no, it was my pleasure to spend the evening with someone as succulent as you.

    I still gag at the use of the word every time I think about it.

    Liked by 1 person

  2. I went out on a date with a guy in high school just to be nice. It was a group date so I thought it would be fun. I was so wrong. He was so handsy & acted like we were a thing the whole night. On the ride home he tried to kiss me (multiple times)…I acted like I was asleep!!! Obviously I had no balls in 10th grade:))

    Liked by 1 person

    1. There are so many things that teenage me did that adult me wishes I could go back in time and do over. Most of them involved teenage me not having the balls to stick up for myself.


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