Who brings their parents to a first date? My boyfriend from a dating app did. But what really got me was the list of OUTRAGEOUS DEMANDS his parents brought with them. I knew I’d have to outwit them… but on my own terms.
When I virtually met Jacob on a dating site several months ago, we hit it off instantly. The connection felt real — the kind that makes your heart skip a beat when you see a new message notification. I grew to think that he was “the one,” but then when we actually met… well, let’s just say reality has a way of shattering our perfectly crafted illusions.
A woman holding a phone | Source: Unsplash
Three months of late-night texts and hour-long video calls had built up to this moment. Jacob wasn’t just another match; he was different.
While most guys led with cheesy pickup lines or bland “hey” messages, he had caught my attention with a detailed comment about my profile photo taken at Comic-Con.
“Is that a handmade Scarlet Witch costume?” he’d written. “The detail work is incredible!”
From there, our conversations flowed naturally. He listened, really listened, when I talked about my work as a graphic designer and my dreams of starting my own studio.
A woman using a computer | Source: Midjourney
He shared my love for true crime podcasts and could quote every episode of my favorite shows by heart. When I mentioned my sister’s battle with depression, he opened up about his own experiences with anxiety.
“I feel like I can tell you anything,” he’d said during one of our video calls, his warm brown eyes crinkling at the corners. “I’ve never connected with someone like this before.”
“Me neither,” I’d admitted, feeling my cheeks flush. “Sometimes I worry this is too good to be true.”
He’d laughed then, running a hand through his dark hair. “I can’t wait to finally meet you in person. Friday at Coffee Beanz? 7 p.m.?”
A man using a laptop | Source: Pexels
“It’s a date! Finally!” I’d chirped, unable to contain my excitement.
“See you on Friday!” He said as I hung up, blushing.
I spent the entire week planning my outfit, finally settling on a gorgeous dress that my best friend Sarah insisted brought out my eyes.
“He won’t know what hit him,” she’d said, helping me style my hair.
Friday evening found me standing outside Coffee Beanz, smoothing down my dress for the hundredth time. Through the window, I could see couples enjoying their meals, soft candlelight flickering across their faces.
People in a cafe | Source: Unsplash
My hands were shaking slightly as I pushed open the heavy wooden door, the warm aroma of garlic and fresh bread enveloping me. My eyes nervously darted around in search of Jacob.
“Lia! Over here!”
I turned toward Jacob’s familiar voice, my practiced smile freezing on my face. There he sat, but not ALONE.
An older couple sat beside him, their faces beaming with smiles. My heart, which had been filled with excitement all day, sank to my stomach.
“Hey… um, hi, what’s going on?” I managed, my brain struggling to process the scene before me.
A shocked woman | Source: Pexels
Jacob stood up, his bright smile unchanged as if this was completely normal. “Lia, I’m so excited to finally meet you! These are my parents, Linda and Patrick!”
Linda, a petite woman with perfectly coiffed gray hair and gold earrings that probably cost more than my monthly rent, gave me a practiced smile that didn’t reach her eyes. Patrick, sporting a dress shirt that seemed a size too small for his frame, barely looked up from his menu.
“Sit down, girl,” Linda patted the chair next to her, not next to Jacob. “While we wait for our appetizers, I have a few questions for you.”
An older lady smiling | Source: Midjourney
I sank into the chair, still trying to make sense of this ambush. The waiter appeared with water glasses, and I found myself wishing it was something stronger.
That’s when Linda pulled out a crisp sheet of paper from her designer handbag.
“Now then,” she cleared her throat, clicking her gold-plated pen. “I’ve prepared a brief questionnaire to help us get to know you better. I want you to fill it out.”
Sheets of paper on a table | Source: Pexels
My eyes scanned the paper she placed before me, each question worse than the last:
1. What is your current annual income and five-year career projection?
2. Please list any medical conditions, including a family history of genetic disorders.
3. How many romantic partners have you had, and what were the reasons for those relationships ending?
4. Do you own or lease your vehicle? What is your credit score?
5. Are you willing to sign a prenuptial agreement?
6. Do you plan to work after having children? If so, who will provide childcare?
7. What is your stance on living with in-laws?
8. Are you willing to host special occasions like Thanksgiving & Christmas every year without expecting a penny from your partner?
A startled woman covering her mouth | Source: Pexels
The questions went on and on like a never-ending train carriage. My water glass stopped halfway to my mouth. “I’m sorry, but is this for real?”
“Of course it is, dear,” Linda replied, her tone suggesting I was being deliberately difficult. “Our family has certain standards to maintain. We need to ensure any potential partners for our Jacob are… suitable.”
My eyes darted to Jacob, waiting for him to jump in, to say this was all a joke. But he just sat there, examining his napkin as if it held the secrets of the universe.
A man sitting casually | Source: Midjourney
Something snapped inside me. Three months of building this connection, sharing hopes and fears, only to be treated like a job applicant? No. This called for a different approach.
“Would you excuse me for just a moment?” I smiled sweetly. “Ladies’ room.”
Instead of heading to the restroom, I ducked into the convenience store next door. Five minutes later, I returned with my own notebook and pen.
“Before I answer your questions,” I said, sitting down with renewed confidence, “I have a few of my own.”
A woman holding a piece of paper | Source: Pexels
Linda’s perfectly plucked eyebrows shot up in surprise as I placed the paper with my questions on the table. She picked it up and began reading loudly, her face speaking volumes of her anger.
“Question one: At what point did you realize your son wasn’t capable of choosing his own partner?”
Patricks’s face reddened. Jacob finally looked up from his napkin.
“Question two: How many women have actually completed your interrogation process? Or do most run screaming before the credit check?”
“This is completely inappropriate!” Linda’s voice pitched higher as she continued to read.
A furious older woman with a man | Source: Midjourney
“Question three: Do you also inspect their teeth like show horses, or is that saved for the second date?”
“Question four: When Jacob moves out of your basement, will you be requiring his future wife to submit weekly progress reports?”
“Question five: Have you considered therapy for your control issues, or is that too personal a question?”
“That’s enough!” Jacob slammed his hand on the table, making the silverware jump. “You have no right to disrespect my family like this!”
An angry man | Source: Midjourney
I leaned back, crossing my arms. “Oh, but they have every right to treat me like I’m applying for a position at the FBI?”
“My parents are just looking out for me,” he protested, his voice weak. “They want what’s best— “
“No, Jacob. What’s best for you would be growing a backbone and living your own life.”
Linda and Patrick were already gathering their things, faces flushed with indignation. Linda’s hands shook as she stuffed her questionnaire back into her bag.
“We’re leaving,” she announced. “Jacob, come on. She’s not the one for you.”
“Wait!” I called out, loud enough for nearby tables to turn. “Aren’t you forgetting something?”
Side shot of a woman | Source: Midjourney
They paused. “WHAT??”
“Waiter, these people are trying to leave without paying their bill!” I announced loudly, waving to the waiter. “Guess running out on checks is another proud family tradition!”
The restaurant had gone quiet. Linda’s hands shook as she pulled out her credit card, practically throwing it at the waiter. I stood up, smoothing my dress once again.
“Well, this has been entertaining. I’ll cover my water.” I placed a five-dollar bill on the table and turned to Jacob.
“Good luck finding someone who meets your family’s rigorous standards. Although, you might want to try job recruitment sites instead of dating apps. I hear they provide detailed background checks and references.”
A woman laughing | Source: Midjourney
As I walked out into the cool evening air, my phone buzzed with a message from Jacob, “You didn’t have to be so cruel. My parents were just looking out for me.”
I typed back, “Just looking out for myself, mama’s boy. Goodbye!”
Later that night, Sarah called to hear about the date. After I finished telling her everything, she was quiet for a moment.
“You know what?” she finally said. “I bet Linda has a spreadsheet ranking all of Jacob’s potential wives.”
We both burst out laughing, and I felt the last of my disappointment melt away. Dodged a bullet? Absolutely. And I’ve never been so grateful for a red flag wrapped in a questionnaire.
A woman walking away | Source: Midjourney
This work is inspired by real events and people, but it has been fictionalized for creative purposes. Names, characters, and details have been changed to protect privacy and enhance the narrative. Any resemblance to actual persons, living or dead, or actual events is purely coincidental and not intended by the author.
The author and publisher make no claims to the accuracy of events or the portrayal of characters and are not liable for any misinterpretation. This story is provided “as is,” and any opinions expressed are those of the characters and do not reflect the views of the author or publisher.
A woman discovered a wallet containing a letter from 60 years ago and decided to track down its owner
A woman came across a wallet while sweeping the street and decided to track its owner and return it. The events that followed were intriguing, to say the least.
Sandra was a young woman whose fate had never been on her side. She had been orphaned at a young age and had lost her family in a car accident, leaving her traumatized for a long time.
As time went on, she somehow sympathized with her destiny and started looking for means to support herself. But sadly, the only job that she could manage to get was that of a street sweeper. The job didn’t pay well, but she could at least afford a place to live and three meals a day.
As Sandra started cleaning the road one day, she saw a wallet lying at the edge of the road. Out of curiosity, she stopped sweeping and began investigating its contents. She discovered that the wallet was mostly empty, with only a few dollars and a letter that appeared to have been read several times a day for years.
On the torn envelope of the letter, everything was blurred out except for the return address. She cautiously opened it, taking care not to tear the delicate paper, and discovered that it had been written in 1959. A 60-year-old letter? It must have been quite special to the owner, she wondered.
Some words in the letter had faded, but Sandra could thankfully read most of it.
“Dear Lewis,” the letter began. “My mother forbade me to meet and said that you and I could not be together, but I want you to know that I love you. Love, Nancy Ar…” Unfortunately, the paper was torn at the edge, and Sandra could not read it.
Thinking that it was pretty special for its owner, Sandra decided to track him down and return it. She went to the phone exchange operator to inquire about the phone number indicated with the return address and was soon connected to someone who lived there.
“Hello, my name is Sandra. May I speak to Nancy?”
“I’m sorry but no one by the name of Nancy lives here,” the woman on the line replied.
“Actually, maybe you can help me. I found a wallet and wanted to return it to its owner. There was a letter inside the wallet and I got this phone number from the return address on the letter, so I assumed the person who wrote the letter lived there.” Sandra explained. “The woman’s name is Nancy.”
“Are you talking about Nancy Arnolds?” the woman inquired.
“Well, I’m not sure if her last name is Arnolds, but I think it’s her. Do you have her contact information or know where I might be able to find her?” Sandra inquired.
“Actually, we bought the house from her mother 20 years ago. She was staying at a nursing home then. If you want, I can give you the nursing home’s contact number; you can write it down.”
Sandra thanked the woman and immediately called the nursing home. There she was informed that Nancy’s mother had passed away, but her daughter was still alive and staying there.
Sandra quickly hired a cab and headed to the location. When she met Nancy and showed her the letter she had found, Nancy’s eyes welled up. “I can’t believe he has kept it safe until now. By the way, where did you find this?”
“Well, it was inside the wallet I found on the road. By any chance, do you recognize this?” Sandra showed the wallet.
“I don’t know about the wallet, but this letter, I wrote the letter for Lewis — Lewis Duncan,” Nancy said. “We met in college, and I wanted to marry him and start a family, but my mother was against it because, just like my father, Lewis was not well off. After my mom married my father, he began living off my mother’s wealth, and when mom objected, he threatened that he would harm me.”
“Mom resisted for a long time and then divorced him. Sadly, she never had a happy married life, and she feared the same would happen to me. As a result, she despised Lewis and my relationship. But if you find him, please let him know that I still love him and never married. I always hoped he’d come and find me, and I am still waiting.” Nancy burst into tears as she finished.
Sandra consoled her and promised she would find Lewis, but deep down, she was scared that wouldn’t happen. Nancy was the only way Sandra could contact him, but Nancy had no idea about him because she hadn’t seen him since she was transferred to the nursing home.
Dejected, Sandra left the nursing home and decided to drop the wallet at the police station, but as she stepped outside, the security guard interrupted her. “Are you Nancy’s relative?”
“No, actually…” Sandra began speaking when the guard interrupted her again. “Wait, isn’t that Mr. Duncan’s wallet?”
Sandra was taken aback. “Yes, it is! Do you know him?”
“Yes, he lives in the building next to the nursing home,” the guard replied. “The man is pretty old and keeps misplacing his wallet. Actually, don’t tell Nancy, but he frequently visits just to see her. That’s how I know him.”
Sandra’s happiness knew no bounds when she heard that, she went to Mr. Duncan and returned the wallet. He was glad that the letter was safe.
“I’m sorry, Mr. Duncan, but I read that letter,” Sandra admitted shyly. “And I have a question if you don’t mind me asking.”
Mr. Duncan smiled warmly at her. “Ask anything, young lady. You returned the most valuable item to me. I don’t mind if the wallet was lost, but the letter is very close to my heart.”
“Then why don’t you meet Miss Arnolds? The guard told me everything. She couldn’t stop crying when she saw the letter. Do you know that she never married and has been waiting for the day she’ll meet you again?”
Mr. Duncan’s eyes almost welled up. He said he was devastated when he received this letter and resolved that he would never marry anyone because he loved Nancy. However, he had no idea that Nancy wasn’t married either.
Sandra took him to her and left them alone for a while. They cried and hugged, and Sandra’s eyes welled up when she saw them like that. It brought back memories of how she and her husband Edward met. She sobbed as she walked out of the nursing home.
A year later, she received a wedding invitation. It was an invite to Nancy and Lewis’ wedding.
What can we learn from this story?
Matches are made in heaven. Nancy and Lewis were destined to be together, and that is exactly what happened.
Some accidents are beautiful. Sandra found the wallet accidentally and returned it to the owner. Eventually, it led to the reunion of two lovers.
Share this story with your friends. It might brighten their day and inspire them.
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