Write about a date that was so terrible you’ll never forget it.

Posted in Nonfiction on Jan 4, 2021

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✍️ 46 stories

“He Must Really Like You A Lot ” by Kimberly Caplinger

Submitted to Contest #28

In my mid-twenties I was very active in the rooms of Narcotics Anonymous with going on 3 years clean and working as an admissions coordinator at a local drug and alcohol treatment center - I was blessed with more than the average newcomer’s 90 and 90 on a monthly basis. I discovered soon after I got clean that addicts like to replace their drugs with hugs. Well, not hugs necessarily but that’s how it begins. I had already divorced my husband into the rooms and had 2 relationships with co-workers who were also recovering addicts (granted they...

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“He Wasn't the One” by Tracey Sepe

Submitted to Contest #28

A senior year of high school is supposed to be filled with high expectations and plenty of opportunities for making memories. You are at the top of your game, the upperclassmen, the leaders of the pack, kings and queens of the school even if you weren't one of the popular kids. You got respect just for being a senior! It was great and a little scary. You wanted to be on the homecoming court and have a date for the prom. You didn't want to be the one that the yearbook called "most likely to be alone" or "nerdiest". Classmates can be c...

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“Ex- Valentine ” by Cole Lee

Submitted to Contest #28

I am a very socially awkward person who avoids human contact as much as possible. That includes handshakes, high fives, holding hands, hugs and, well you get the idea. So, having a boyfriend isn’t really high on my priorities list because I know that whoever it was, they would wanna hold hands, if not more. So I put it off for a long time and never had one. Until my dad met the so-called perfect guy for me in 10th grade. He convinced me to ask his guy, (we will call him Ginger cause, well, he is a red head) to a school girls ask guys dance. ...

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“I never wanted to go back” by Millie Thum

Submitted to Contest #28

I Never Wanted To Go BackBy: Millie Thum I was in my bedroom getting ready for the biggest date of my life. He was going to be my new husband; I was sure he would propose. He was taking me to a fancy restaurant: they serve caviar. I was so excited. After dinner we were going to go out on Times Square. I have never seen Times Square. I have always been too scared to go, you know, being a southern girl and all. I have never seen such a big place. I was ready for the best night of our lives. We would remember this day forever. It is...

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“First Date” by Trish Tyler

Submitted to Contest #28

Tick. The clock was ticking. Alone at the Christmas Party, I did not want to be at. I was tired. My feet were swelling through my heels and I wanted to go home. Home to my pajamas, watching a repeat of Saturday Night Live, wrapping the Christmas presents strewn on my kitchen table. Tick. It wasn’t crazy cold for December. Five days before Christmas. I was wearing a bright yellow Rachel Zoe coat. It felt like a comfy blanket. It protected me.&nb...

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“The Thanksgiving Date” by Unknown User

Submitted to Contest #28

My boyfriend and I were headed to a friend's place for Thanksgiving. We both needed the get away. Ozzie was glad to have us come and provide some relief from the limited companionship of the back country in an Alaskan winter. A quick phone call confirmed I would bring deviled eggs, cookies, and some other supplies he requested. I looked forward to getting away from my job for a couple of days. Ozzie lived approximately five miles from the nearest actual road. It would be fun to spend time with Jeremy and get away from civilization, and it's ...

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“Survival of Hurricane Florence ” by Casey Mullins

Submitted to Contest #28

This is my personal story of my family's ordeal of Hurricane Florence and how humanity can restore your faith when you have nothing.I wrote about this to a survivors page and a lady said she balled her eyes out. A local business owner had shared what I wrote to her business page. An out-pour of appreciation for my words. I had this idea being a small-town girl from KY; I would never find compassion as I did in my 6,000 people populated small town. Where everyone knows everyone. Moved to Havelock North Carolina on the east coast. The pop...

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“The Non-Starter” by Erika Bracy

Submitted to Contest #28

He and I. Me and him... It was an energy that built over the course of a year. We flirted, we spoke. It wasn't that kind of shallow conversation that normal people have. Afterall, I don't really know how to have those.Maybe I mistook that he met me on my level. Maybe I wanted to believe he admired me as I did him. Maybe it was the worst end of a date that never happened.He was tall, and possibly handsome. It's strange with tall men. Sometimes people perceive them as good looking just because their eyes are drawn to the highest person in the ...

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“Smooth-ish Criminal” by Claudia Jerome

Submitted to Contest #28

I was single for awhile and did the normal Millennial thing and joined every dating app you can think of. Few months in I am swiping away and see this guy; dark skin, husky, not un-attractive but I was broadening my horizons. I swipe to whichever direction meant I was intrigued and wanted to match, we match! Before long he sends me a message and we start chatting. A couple days of this and we have decided to meet up for coffee.It's date time and I get to the place early, as I always am for everything. I wait for about ten minutes, no sign of...

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“A Memorable First Date” by Michelle Anderson

Submitted to Contest #28

I have been married to my high school sweetheart for the past thirty-two years. We have had our ups and downs, as any married couples have.It was around our tenth anniversary that the itch became too much. One problem with marrying your first love is that, no matter how good life is, there is always this nagging thought of “what have I missed out on?”Luckily, it happened to both of us. If it had only been one, things likely would have ended in divorce. Neither one of us wanted to step out on the other, but the thought of ...

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“I Could Have Been A Trophy Wife” by Barbara Herron

Submitted to Contest #28

Renee and I were recent college grads renting the first floor of an old house in Historic Annapolis. Our apartment included a working fireplace and a screened-in back porch, which served as a three-season living room and our preferred entrance. We loved being able to take after-dinner walks around town, hang out at our favorite clothing store on Maryland Avenue, and generally be in the middle of everything that Annapolis had to offer. One of those offerings was the Maryland Inn’s Bastille Day celebration, featuring French wine and food on th...

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“A Heterosexual Moment” by Geoffrey Archer

Submitted to Contest #28

First dates, whether they’re terrible or amazing, aren’t always the best indicators for the compatibility of two people. Sometimes a date is good, for example a date that ends without sex. Some are bad. Like many other bad dates that take you to a trailer park, or a convenience store, or where you get kicked out of someone’s house, this date started at a bar. We had been in a relationship for a few months. Finding a boyfriend in a place where you bumped into somebody whenever you stepped out of your apartment was difficult though. It’s not s...

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“Not So Sublime” by Renee Lemal

Submitted to Contest #28

Looking back, the date?—it was doomed from the start. Shouldn’t I have known it wouldn’t end well? Just by the way he asked!Here is what happened.An old childhood friend contacted me via social media, made the appropriate introduction after not having seen or talked to each other in thirty five years. He then gave the usual invite to meet for coffee. We never did.A month passes, as months do and with it another contact. This time from him stating” it’s my birthday on Saturday and I want you to go to dinner with me.”Notice, I said “ stating”...

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“One and Done” by Kate Black

Submitted to Contest #28

I glanced in the mirror over the bathroom sink. I was pale and perspiring and my eyes had that look a rabbit gets when it spots a dog running toward it at full speed."I can't go through with this," I said, clutching my cell phone in one hand while pulling at my hairline with the other. I counted six gray hairs. I was only thirty-five years old and decided I was doomed to look like Grandma Moses before the decade was out. "I'm going to text him and cancel. My stomach is heaving and I'm pretty sure I'll never be able to eat dinner."I put my ha...

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“Horse Chiropractor” by Devon Flynn

Submitted to Contest #28

I’ve been on many dates, but none quite as memorable as the one with the horse chiropractor. I was living in a small town up in northern rural British Columbia, Canada. Living there already made dating challenging. Most women my age were either already dating someone, married, had children, or were in the process of having children. It was no surprise they didn’t care to befriend a guy they didn’t know, nor introduce me to any of their cute single friends since there were almost none to be met. I had to go to the larger c...

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Write about a date that was so terrible you’ll never forget it.

Submissions are closed

✍️ 46 stories

“He Must Really Like You A Lot ” by Kimberly Caplinger

“He Wasn't the One” by Tracey Sepe

“Ex- Valentine ” by Cole Lee

“I never wanted to go back” by Millie Thum

“First Date” by Trish Tyler

“The Thanksgiving Date” by Unknown User

“Survival of Hurricane Florence ” by Casey Mullins

“The Non-Starter” by Erika Bracy

“Smooth-ish Criminal” by Claudia Jerome

“A Memorable First Date” by Michelle Anderson

“I Could Have Been A Trophy Wife” by Barbara Herron

“A Heterosexual Moment” by Geoffrey Archer

“Not So Sublime” by Renee Lemal

“One and Done” by Kate Black

“Horse Chiropractor” by Devon Flynn

🌟 Similar prompts

Write about someone (or something) you loved that you shouldn’t have.

Write about your most unique experience at, or in, a wedding.

Write about a time when a broken heart led to something you’d never have expected.

Write about a secret that you’ve never told to the person you love.

Contest #28

Enter our weekly contest!

$50

Prize money

269

Contest entries

0

Stories

Win $250 in our short story competition 🏆

Explore more writing prompt ideas: