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.
My Parents Gave Me $10,000 to Pay for College — I Was Shocked to Find Out What They Wanted in Return
My Parents Gave Me $10,000 to Pay for College — I Was Shocked to Find Out What They Wanted in Return
I am about to graduate high school and I have been applying to universities and going on tours. My parents decided to gift me $10,000 to cover college costs. I was excited about this gift until they told me what they wanted in return. I refused their terms and walked away but now they are calling me ungrateful.
Parents giving cash gift to daughter | Source: Getty Images
Growing up in a small state with big dreams, I always envisioned my future in New York pursuing my dreams. My vibrant brushstrokes, which had been a part of me almost all my life, kept my dream going.
My room was a kaleidoscope of colors, filled to the brim with paintings that spoke volumes of my journey through high school. I won art competitions and its perks were evident in the array of accolades adorning my walls.
A young woman painting | Source: Getty Images
But art wasn’t just about the trophies; it was about the stories behind each brushstroke, each piece holding a piece of my heart. Among these masterpieces, a subtle hint of my side gig lingered, paintings created with love, for lovers, whispering tales of romance and passion.
A room with framed artwork | Source: Getty Images
Painting was more than a hobby to me, it was my passion and my identity. My parents, on the other hand, saw it as a fleeting interest, something that would never sustain a ‘real’ career. They encouraged me to explore more ‘practical’ fields, but my heart was set on pursuing an art degree in New York, a city that pulsed with creativity and opportunity.
A woman painting her room | Source: Getty Images
One evening, amidst my college applications and tours, the dinner table conversation started off innocently enough. My parents had a surprise for me, a gesture so generous it left me speechless. “We’ve decided to give you $10,000 to help pay for college,” my mom announced, her smile as warm as the summer sun.
I was over the moon. “Thank you so much! This means I can apply to my dream art schools in New York!” I exclaimed, visions of bustling city streets and inspiring art galleries dancing in my head.
A happy daughter receiving cash gift from parents | Source: Getty Images
But the warmth quickly faded as my dad cleared his throat, signaling the onset of conditions I hadn’t anticipated. “There are two rules,” he said sternly. “First, you can’t leave the state for university. And second, you can only choose from the degrees we approve of — medicine or law. We don’t think an art degree is the right path for you.”
My heart sank. “But I’ve been painting my whole life. You know how much this means to me,” I countered, trying to keep my voice steady despite the turmoil inside.
A daughter sad at her parents terms | Source: Getty Images
“We’re doing this for your own good, Ruth. Stop being ungrateful. We just want you to have a secure future,” my mom chimed in, her voice softer but no less firm.
The argument that ensued was not just heated; it was a clash of dreams and practicalities, each word sharp with the tension of unmet expectations. “How can you call it help if it comes with strings that strangle my dreams?” I cried out, my voice cracking under the strain of emotion. My parents, steadfast in their stance, responded with equal fervor.
A mother repremanding daughter | Source: Getty Images
“Ruth, we’re not trying to strangle your dreams, that is an ungrateful thing to say. We’re trying to ensure you have a future that’s not dependent on whims,” my dad countered, his tone laced with frustration and concern.
“Art isn’t a whim! It’s who I am. Don’t you understand? By restricting me to medicine or law, you’re asking me to give up a part of myself,” I shot back, desperation creeping into my voice. Each word felt like a plea for them to see me, to really see the person I was and the dreams I harbored.
Very upset parents scolding their daughter | Source: Getty Images
My mom sighed, her usual composure faltering. “We’ve seen too many struggles in fields like art. We don’t want that life for you. Can’t you see we’re doing this out of love?”
“But love shouldn’t come with conditions that force me into a mold I don’t fit,” I argued, my heart aching with the need to be understood. “I appreciate the gift, I really do. But if it means sacrificing my passion, my dreams, then what’s it worth? Isn’t my happiness and fulfillment important too?”
Angry father with daughter | Source: Getty Images
The room fell silent, the air thick with unspoken words and unresolved emotions. I stood there, feeling more alienated than ever. It was clear that the gap between us wasn’t just about the money or even about my career choice; it was about recognition, about them not validating my identity and aspirations.
Unable to bear the weight of their expectations and the pain of feeling so fundamentally misunderstood, I stormed out, the sound of my departure echoing through the house.
A daughter leaving home | Source: Getty Images
The door slammed shut behind me, a symbolic closure to a conversation that left me feeling more lost and alone than before. The gift that was meant to pave my way to the future now felt like chains binding me to a path I couldn’t walk, a future I couldn’t accept.
In the weeks that followed, I sought refuge at my friend’s place, a sanctuary where I could escape the stifling atmosphere of my home. It was a time of reflection and, surprisingly, of understanding. I realized that my parents’ intentions, albeit misguided, came from a place of love. They wanted me close, and safe in a career they deemed secure.
A sad daughter | Source: Getty Images
But a fire still burned within me, a desire to follow my dreams. I started working on a presentation, pouring my heart into every slide. I gathered testimonials from successful artists, statistics on the demand for creative professionals, and a detailed budget plan to manage my expenses beyond the $10,000 gift. My aim was to show not just the viability of an art degree but the depth of my commitment to my passion.
A daughter thinking about her future | Source: Getty Images
With the presentation ready, I reached out to my parents, asking for a chance to discuss my future. They agreed, and on the day of the meeting, a mix of nerves and determination filled me. As I walked into the hotel lobby to meet my parents, a knot tightened in my stomach, and my palms grew clammy with nerves.
Nervous woman walking | Source: Getty Images
Despite my determination, fear gnawed at me, whispering doubts and uncertainties. The weight of the impending conversation pressed heavily upon me, each step forward feeling like a leap into the unknown. Yet, amidst the fear, a flicker of hope persisted, driving me forward with the belief that this meeting could change everything.
Nervous daughter presenting to parents | Source: Getty Images
“Mom, Dad, I understand your concerns, but I need you to see things from my perspective,” I began, as soon as we were done with the pleasantries. Clicking through slides that represented my dreams and plans. I spoke of compromise, of understanding, of a future where passion and pragmatism could coexist.
A woman presenting | Source: Getty Images
“Pursuing art is not just an urge; it’s my passion, my calling. I need the freedom to explore this path fully,” I said meeting my parents’ gaze with determination.
Acknowledging their worries, I continued, “I know you want what’s best for me, and I appreciate that. So, here’s what I’m proposing, regular check-ins and updates on my progress. You’ll see firsthand how committed I am to making this work. Please, trust me to follow my dreams.”
Parents listening to their daughter | Source: Getty Images
As I talked, I saw the change in their expressions, from skepticism to contemplation, and finally, to understanding. “We never realized how much this meant to you,” my dad admitted, his voice softer than I’d heard in weeks. “Your presentation… it’s clear you’ve thought this through.”
Happy parents with daughter | Source: Getty Images
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