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 Week Ago, My House Was Robbed — Today, My Son (Who Doesn’t Have a Job) Bought Himself a Sports Car
A week after Karen’s life savings are stolen, she’s shocked to see her son driving a new sports car. He claims it’s from a new job, but Karen isn’t convinced. As her suspicions grow, a heated confrontation unfolds, leaving Karen desperate to uncover the truth about her son’s sudden fortune.
It had been twenty years since my husband left. Twenty years of scraped-together meals, late-night shifts, and those weeks when I’d count down to payday like it was some sort of lifeline.
A thoughtful woman | Source: Midjourney
I should’ve been used to the constant balancing act of being a single mother, but it still felt like I was one misstep from everything crashing down.
Jake was my life, though. No matter how hard things got, my bright-eyed, creative son was the reason I kept going. But there was a problem, a big one.
At twenty-five, Jake still hadn’t found his footing.
A young man checking his phone | Source: Midjourney
He had no job and no income. His art was everything to him, but it wasn’t enough to pay the bills. And trust me, there were so many bills. The financial pressure got worse when someone broke in and stole all my savings from my lockbox.
“Mom, you just have to trust me. I’ll figure out who stole your money. It’s all gonna work out,” Jake had said last week after my house was broken into.
But his voice had been too calm. Maybe I was too used to things going wrong. Still, the pit in my stomach only grew as I thought about that night. All the cash I’d saved for years, gone in an instant.
An old lockbox | Source: Midjourney
Then came the day when everything changed. Jake had gone out, probably off working on some new project that wouldn’t pay a dime.
I was at the corner store when I saw the shiny, red sports car gleaming in the sun. It screamed money. Flashy, expensive, and out of place in our neighborhood. I was about to climb into my beaten-up sedan when a familiar figure caught my eye: Jake.
He walked over to the sports car and climbed into the driver’s seat. My jaw dropped.
A sports car | Source: Pexels
My mind raced with possibilities as I headed home, each more impossible than the last. When I got inside, Jake was leaning against the kitchen counter, twirling the keys to the sports car parked in my driveway like they were nothing.
“Where did you get that car?” I demanded, barely able to keep my voice steady.
He glanced up, shrugging. “Oh, that? It’s nothing, Mom. I’ve got a new job.”
A man and woman speaking in a kitchen | Source: Midjourney
“A job?” I scoffed, crossing my arms. “Doing what? You’ve never held down a job in your life, Jake.”
Jake rolled his eyes, pushing past me to grab a soda from the fridge. “I’m not doing some minimum-wage labor if that’s what you’re asking. It’s legit.”
“Legit?” I couldn’t stop the laugh that bubbled up.
His jaw tightened. “I’m not stealing, if that’s what you’re thinking.”
An angry young man | Source: Midjourney
“Oh, really? So where did you get the money for the car then? Or do you expect me to believe you just… stumbled into it?”
“I don’t owe you an explanation,” he snapped. “You wouldn’t get it anyway.”
My chest constricted. There was no way around it now. The horrible suspicion that had been gnawing at me since the robbery suddenly had teeth.
“You didn’t… take my money, did you?”
An angry young man | Source: Midjourney
He turned on me so fast. “How could you even ask me that? I can’t believe you’d think that of me. I’ve done nothing but try to make things better, and this is what I get?”
Without another word, he stormed out, slamming the door behind him.
I didn’t want to believe my son was a thief but I needed answers. I grabbed my keys and followed him. If he was up to something, I had to know.
A woman starting her car | Source: Midjourney
His new car was easy to tail. I followed him across town to some high-end beauty salon. My eyes narrowed as I watched him step out and wait by the curb. And then, she appeared.
A woman, older than Jake, maybe in her mid-forties, stepped out of the salon. I watched, frozen, as she wrapped her arms around Jake and kissed him. It wasn’t just a quick peck either. This was… intimate.
My throat tightened as I sank lower in my seat. Who was this woman? And what the hell was Jake doing with her?
A concerned woman in her car | Source: Midjourney
When they pulled away and got into the car together, I decided to keep following. They drove to the outskirts of town, where the houses turned into mansions. My stomach churned as Jake’s car pulled into the driveway of a sprawling estate.
My heart raced. This wasn’t just strange — it was wrong. Everything in me screamed that I had to stop this.
I didn’t wait for a second thought. I was out of the car and at the front door, pounding on it so hard I thought it might crack.
A grand front door | Source: Pexels
The door swung open, and there she was: the woman from the salon. Jake appeared behind her, his face immediately paling when he saw me.
“Mom?”
“Oh, you bet it’s your mom,” I spat. “What the hell is going on, Jake?”
The woman’s smile never faltered. “You must be Karen. Jake’s told me so much about you.”
“And you are?” I snapped, not bothering to hide the venom in my voice.
An angry woman | Source: Midjourney
She extended her hand as though this was all perfectly normal. “Lydia. Jake’s girlfriend.”
“Girlfriend?” I nearly choked on the word. “What is going on here, Jake? How long has this been happening?”
“Three months,” Jake muttered, not meeting my eyes. “Mom, please, just calm down.”
Calm down? Was he kidding me?
A stunned and furious woman | Source: Midjourney
“Calm down?” I repeated. “My house gets broken into, you show up in a sports car, and now I find out you’ve been shacked up with some rich woman for months?”
Lydia’s smile faltered a bit. “Karen, I think you’re misunderstanding—”
“No, I understand perfectly,” I said, eyes narrowing at Jake. “You’re using her. For her money, for this lifestyle. And that car — was that part of the deal too? Is this what you’ve been doing, Jake?”
Jake’s face darkened.
An upset man | Source: Midjourney
“It’s not like that.”
“Then what is it like?” I shot back. “Because I can’t see anything else.”
Jake’s eyes flashed with anger, but behind it, I saw something else: hurt.
“I love Lydia, Mom,” he said. “Even if you find that hard to believe. I’m not going to argue with you about my relationship. We’ll speak later.”
And with that, he shut the door in my face.
A shocked woman | Source: Midjourney
When Jake came home later, I was sitting in the dark, waiting. I didn’t turn the light on when he walked in.
“Mom, we need to talk,” he said quietly. He wasn’t angry anymore. Instead, he just sounded tired.
I took a deep breath. “You’re right. We do.”
He sat across from me, rubbing his hands together like he was trying to find the words. I didn’t make it easier for him.
A nervous man sitting on an armchair | Source: Midjourney
“Lydia isn’t just some rich woman I’m using,” he said softly. “She’s been helping me. You know how hard I’ve worked on my art, but no one ever took me seriously. Except her. She pushed me to show my work and introduced me to people in the industry who saw what I could do.”
I blinked at him, the weight of his words slowly sinking in. “Jake…”
“I know I should’ve told you about her earlier, but I was scared,” he admitted, his voice cracking a little.
An emotional man | Source: Midjourney
“You’ve been through so much, and I didn’t want you to think I was doing something shady. Lydia’s helped me get my first real exhibition. I’ve already sold enough to pay off your debts, Mom. All of it.”
I stared at him, unable to speak for a moment. “You… what?“
“The money and the car didn’t come from anything illegal. It was from my art. Lydia helped me organize everything, and the exhibition is in two days. I’ve worked so hard for this, and I wanted to surprise you.”
An earnest man sitting on a sofa | Source: Midjourney
“I’m sorry I doubted you,” I whispered.
Jake looked at me, and for the first time in a long while, I saw my little boy who always had big dreams, even when they seemed impossible.
Two days later, I walked into a gallery filled with people admiring Jake’s work. My son, who’d spent so many years lost in his art, was finally being seen for the talent he was.
During the event, Jake stood up to give a speech.
A person holding a microphone | Source: Pexels
“Thank you all for coming. This night means everything to me. But I have to say, none of this would’ve happened without my mom. She’s the reason I kept going, even when things got tough. So, Mom, this is all for you.”
Jake smiled at me from the stage, and then, to my absolute shock, he held up the keys to the car. “I wanted to give you something to make life a little easier. You’ve earned it. Thank you, Mom.”
A happy woman at an art exhibition | Source: Midjourney
The room erupted into applause, but all I could do was cry. After years of struggle, we were finally going to be okay.
It’s disheartening to listen to damaging feedback about your look. Do not forget that true magnificence goes past bodily attributes, and everybody
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