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.
Entitled Neighbor Buried My Pond – I Showed Him Why You Don’t Cross an Older Woman
Brian, Margaret’s conceited neighbor, had no clue the intense, deliberate reaction he would inspire when he filled in her cherished pond while she was gone. Margaret, an elderly woman who appeared to be lonely, came up with a scheme that completely changed Brian’s life. Let me tell you, having seen my fair share of drama, at seventy-four years old. However, nothing could have equipped me for the chaos that broke out in my own backyard.
I’m Margaret, and I’ve spent the last 20 years residing in this quaint little home. It’s been my little piece of paradise, where I’ve seen my three children grow up and now greet my seven grandchildren for weekend cookouts and summer splashes. There is always someone stopping by, bringing love and laughter into the space. The jewel in the crown of my estate? A lovely pond that my beloved grandfather excavated by himself. It has always served as the focal point of our family get-togethers. The grandchildren enjoy playing in it, and to be honest, there are moments when I feel like they care more about the pond than they do about me! Before roughly five years ago, when Brian moved in next door, everything was fine and dandy. That man had a bee in his bonnet about my pond from the very beginning. He would call out across the fence, “Margaret!” I can’t stop staring at those frogs all night! Is there nothing you can do about them? “Oh, Brian, they’re just singing you a lullaby,” I would merely answer with a smile. Without charge!” He, however, was not having it. “And the biting insects! They are proliferating in your pond like crazy! I would respond, “Now, Brian, I keep that pond cleaner than a whistle.” The source of the mosquitoes is most likely the pile of debris in your backyard. He would puff and sputter, but I would get on with my day. I was mistaken to think he would ultimately get used to it. I made the decision to go see my sister who lives in the next state over one day. I was excited for a few days of gin rummy and gossip. I had no idea that when I returned, I would see something that would chill me to the bone.
Upon entering my driveway, I became aware of an irregularity. There was no longer the typical shimmer of water to greet me. It was replaced by… dirt. I heaved myself out of the car, my heart sinking to my toes.Sweet old Mrs. Johnson, my neighbor across the street, hurried over. “Ah, Margaret! I’m so happy you’re back. They claimed to be following directions when I sought to stop them. “Who should stop? What directives?” I was lost in thought, gazing at the muddy area that once held my cherished pond. “Yesterday, a crew stopped by. According to Mrs. Johnson, “some company hired them to empty and refill the pond.” “They had all the paperwork, but I told them you weren’t at home!” I had been taken completely by surprise. In a day, twenty years’ worth of memories vanished. And I knew just who was responsible. I whispered, squeezing my fists, “Brian.” “How are you going to proceed?” With concern imprinted on her features, Mrs. Johnson inquired. I positioned my shoulders squarely. “Well, I’ll let you know what I plan to do. Does that man believe he can bully a kind elderly woman? He’s going to discover the hard way why you never cross a woman like Margaret! I started by giving my relatives a call. Lisa, my daughter, was furious. “Mom, this is not right! We must dial the police number! I said, “Hold your horses, sweetie.””First, we need proof.” Jessie, my granddaughter, spoke forward at that point. “Grandmother! Do you recall the bird camera we installed in the oak tree? Perhaps something got caught in it! As luck would have it, that tiny camera ended up being our covert tool. After watching the video, we could clearly see Brian leading a team to fill up my pond. He appeared to be a young child who had just avoided getting caught stealing cookies from the jar. “You got it,” I said, a smile forming on my face. Brian appeared to assume that since I’m elderly and live alone, I’d just accept it. He had no idea that I was hiding a few tricks from him. My initial action was to give the local environmental department a call. “Hi,” I said in a kind voice. “I want to report that a protected habitat has been destroyed.” Confusion was audible from the individual on the other end. “Habitat protected, ma’am?” “Oh yeah,” I answered. You see, there was a rare species of fish living in my pond. Years ago, I registered it with your organization. And without authorization, someone simply filled it in.When it comes to endangered animals, those agency people don’t play around, I can assure you. After a few days, they were at Brian’s door demanding an eye-watering fine. “We represent the Environmental Protection Agency, sir,” one of the representatives stated. “The illegal destruction of a protected habitat on your neighbor’s property is the reason we are here.” Brian’s expression turned pallid. How come? habitat that is protected? It was merely a pond. “Mr. Thompson, a pond that was home to a rare species of fish that was registered.” We have proof that you destroyed it without the required authority.”This is absurd!” Brian’s voice rose as he sputtered. “That elderly woman’s pond was a bother! I was being helpful to the neighborhood!That “favor,” sir, carries a $50,000 penalties for breaking environmental protection regulations. Brian was in complete shock. “Fifty thou—You have to be kidding! It’s all a miscommunication. The pond was that. I overheard their chat in private and had to smile. I wasn’t finished, though. With all due respect, my grandson Ethan is a highly successful lawyer in the city. I rang him. “Ethan, sweetie,” I spoke. “How about helping your grandmother take a stern look at a bully in the neighborhood?” Ethan was only too glad to assist. Brian was issued with papers for mental distress and property damage before he could pronounce “frivolous lawsuit.” I could have stopped there, but I needed to play one more card.
Karen, Brian’s wife, had always seemed like a good person. I decided it was time for a quick conversation after seeing her get home from work one evening. “Evening, Karen,” I murmured. “A moment, please?” Despite her fatigue, she managed a smile. Naturally, Margaret. What are your thoughts?I told her the truth about the pond and invited her over for a cup of tea. I told her about the fish and frogs, the kids learning to swim in it, my grandfather digging it, and the summer nights spent by it. As I spoke, Karen’s expression changed from bewildered to horrified. “Margaret, I didn’t know,” she exclaimed. “Brian informed me that the pond was filled per the city’s order for security.” “All right,” I patted her hand. “You understand the truth now.” The days that followed were peaceful. When Brian’s automobile vanished, the rumors in the neighborhood spread like wildfire. Word got out that after finding out what Brian had done, Karen had asked him to leave. Then, one morning, I heard equipment rumbling when I woke up. I almost lost my balance when I glanced out my window. My yard was being worked by a crew, and they were digging! Running outside, I saw Karen in charge of everything. She grinned at the sight of me. “Good morning, Margaret. If it’s okay with you, I felt that it was time to make things right. It came out that Karen had contracted with workers to fix my pond. She confided in me while we observed them at work. She murmured, “Brian’s been involved in some shady business dealings.” “He was simply lashing out at his own problems, which is what led to the whole pond thing.”Nevertheless, the environmental office dismissed its allegations after the pond was repaired. Ethan also persuaded me to drop the lawsuit in the interim. That boy has a gift for language. Brian, on the other hand, with his tail between his legs, skulked off to another state. Karen, however, started to visit frequently. She even began assisting me with pond maintenance, claiming it was the least she could do. Karen turned to face me and a twinkle appeared in her eye as we sat by the recently rebuilt pond one evening, watching the sunset reflected off the water. “You know, Margaret, I’m glad Brian messed with your pond. I never thought I’d say this.” I arched an eyebrow. Oh, I see. And why is it the case? She grinned. “Because I might not have realized what a wonderful neighbor I had right next door if he hadn’t.” We chuckled and clinked our glasses of iced tea. Who would have guessed that a small pond could be both so troublesome and beneficial? Thus, here I am, seventy-four years old, with a pond that has been restored, a new buddy, and a tale that will be discussed for years to come at family get-togethers. Indeed, life has a way of taking you by surprise. If there’s one thing to take away from all of this, believe me when I say this: you should never undervalue a resentful grandmother and a capable family lawyer!
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