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 Stepdaughter Accused Me of Being a Golddigger after Getting Us to Pay for Her Wedding
I never thought my stepdaughter would accuse me of being a gold digger, especially after I tried so hard to connect with her. The tension peaked when we discussed her wedding budget, exposing deeper issues in our blended family.
Mother and daughter talking on lakeshore in a park | Source: Pixabay
My name is Emily, and I’m married to John. We’ve been together for four years, and his late wife passed away a year before we met. We dated for two years before tying the knot. John has one daughter, Sophie, who is 28 years old.
A couple looking at each other | Source: Pexels
She doesn’t see me as her stepmom, just as her dad’s wife, which I understand since I didn’t raise her. Despite my efforts to be kind and generous, Sophie remains distant. As a child of divorce myself, I try not to force a relationship and let things develop naturally.
A woman in deep thought | Source: Pexels
Recently, Sophie got engaged, and we were all excited about it. One sunny afternoon, we gathered in our cozy living room, with sunlight streaming through the large bay windows. Sophie asked about our contribution to her wedding budget.
Living room interior with furniture in modern cottage | Source: Pexels
John, sitting next to me on the couch, told her we could give $10,000. Sophie was disappointed as she had bigger plans for her wedding.
Mother and daughter sitting on a couch while looking at each other | Source: Pexels
She kept pressing for more, but John explained he was still rebuilding his savings. Before his late wife died, John had to deplete his savings, cash out his 401k, and even take a small mortgage on his house to cover medical and living expenses.
A man covering his face with his hand | Source: Pixabay
He eventually had to switch to a lower-paying job with more flexible hours. Given these circumstances, $10,000 was a generous offer from him.
A stack of dollar bills | Source: Pixabay
When John went out for an errand, it was just me and Sophie in the room. She turned to me and asked if I would contribute more on top of what John was giving. I told her we discussed it as a couple and decided that $10,000 was a reasonable amount.
A mother and her grownup daughter on talking on the couch | Source: Pexels
Sophie’s face twisted with anger. “Sure, OBVIOUSLY you married an older man for HIS MONEY, not for what you could give,” she said, her voice dripping with sarcasm.
A mother talking to her daughter while carrying gardening tools | Source: Pexels
I took a deep breath while almost on the brink of tears, staying calm despite the sting of her words. I told her that the money was from our joint account and that it was what he could afford. Afterward, I dropped a bombshell on her.
A woman sitting talking to her daughter | Source: Pexels
“Yeah, sure, I only need this marriage for money. The thing you HAVE NO IDEA about is that on your wedding day, I was planning to give you money for your down payment as a gift from my own savings,” I explained.
Mom and daughter having an argument | Source: Pexels
She looked taken aback, but I continued. “I’ve also been paying your college debt. Did you know that? All this time, I’ve been helping out because I care about your future.”
Sophie’s eyes widened, and she seemed at a loss for words. “I… I didn’t know that,” she finally said, her voice much softer. “It’s true,” I said. “I make more than your father, and I’ve been covering 70% of our household expenses. I wanted to help because I love him and I care about you too.”
Mom and daughter talking to each other | Source: Pexels
She stood there, embarrassed and silent. The room seemed to hold its breath as she absorbed my words. I decided to still participate in her wedding budget but chose not to give her the additional gift I had planned from my own savings.
A woman looking away | Source: Pexels
In the days that followed, Sophie’s attitude towards me began to change. One evening, as I was preparing dinner in our warm, inviting kitchen, Sophie approached me hesitantly.
Two women in the kitchen | Source: Pexels
The aroma of freshly baked bread filled the air, adding a comforting backdrop to our conversation. “Emily, I want to apologize for what I said,” she began, her voice trembling slightly. “I didn’t realize everything you’ve done for me and Dad.”
Two women sitting on a couch talking | Source: Pexels
I looked up from the cutting board, meeting her eyes. “Thank you, Sophie. It means a lot to hear you say that.” Over time, Sophie started to warm up to me.
She began to join me for morning coffee in the sunlit nook of our kitchen, where we would chat about her wedding plans and share stories. The hostility that once filled our interactions was slowly replaced with mutual respect and understanding.
Mother and daughter posing together | Source: Pixabay
As Sophie’s wedding day approached, the preparations intensified. The venue was a picturesque vineyard nestled in rolling hills, with rows of grapevines stretching as far as the eye could see.
A vineyard next to a river | Source: Pixabay
On the day of the wedding, the sky was brilliant blue, and the weather was perfect, with a gentle breeze that carried the scent of blooming flowers.
Clouds under the blue sky | Source: Pixabay
The ceremony took place in a charming gazebo draped with white roses and ivy. Guests were seated on wooden chairs arranged in neat rows on the lush green lawn.
A garden prepared for a wedding ceremony | Source: Pexels
As the music started, everyone turned to watch Sophie walk down the aisle, radiant in her lace wedding gown. The dress had a vintage charm, with intricate embroidery and a long train that trailed gracefully behind her. She carried a bouquet of white peonies and lavender, adding a touch of elegance to her ensemble.
A bride on her wedding day | Source: Pixabay
John stood at the front, looking proud and emotional. When Sophie reached him, he took her hand, and they exchanged a few words that made both of them smile warmly.
The officiant began the ceremony, and as they exchanged vows, there wasn’t a dry eye among the guests. The love and sincerity in their voices were palpable.
The bride and groom head to head on their wedding day | Source: Pexels
After the ceremony, everyone moved to a beautifully decorated tent for the reception. The tables were adorned with elegant centerpieces of fresh flowers and candles, creating a romantic and inviting atmosphere.
Candle holders and white bouquet in a vase | Source: Pexels
The sounds of laughter and clinking glasses filled the air as guests enjoyed a sumptuous meal prepared by a renowned chef. Sophie and her husband shared their first dance under a canopy of twinkling fairy lights.
The moment was magical, and I couldn’t help but feel a sense of pride and joy for her. As the evening progressed, speeches were made, and toasts were given. John stood up to speak, his voice filled with emotion.
Emotional bride with her father during wedding celebration | Source: Pexels
“I am incredibly proud of you, Sophie,” he said. “You have grown into a beautiful, strong woman, and I am grateful to have witnessed this journey. Emily and I are so happy to see you marry the love of your life.”
Sophie looked at me, her eyes brimming with tears. “Emily, I owe you an apology,” she said, her voice shaking. “Thank you for everything you’ve done for me and Dad. I appreciate it more than words can express.”
A back view of the bride in during her wedding | Source: Pexels
The room fell silent as I stood up, feeling the weight of the moment. “Sophie, it has been my pleasure to support you and your father. I love you both very much, and I am so proud of the woman you have become.”
The rest of the evening was filled with dancing, laughter, and heartfelt conversations. Sophie and I shared several moments together, our bond stronger than ever before.
Guests and newlywed couple celebrating wedding at night | Source: Pexels
The experience taught us both valuable lessons about patience, understanding, and the true meaning of family. Despite the rocky start, we emerged stronger, bound by the trials we had faced together.
By the end of the night, as we watched the newlyweds drive off into the moonlit night, John and I stood together, hand in hand, feeling a profound sense of peace and fulfillment. The journey had been challenging, but standing there, witnessing Sophie’s happiness, made it all worthwhile.
Happy newlywed couple in a car | Source: Pexels
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