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?
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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.
‘That’s for Mommy’s Friend’: Little Girl’s Reveal Almost Cost Me My Job—Story of the Day
I worked as a nanny. My little Thea was my sunshine, making my days fly by. One afternoon, she found a man’s wallet full of cash under her bed. I took it to Thea’s father, but he said it wasn’t his. “It’s for Mommy’s friend!” That phrase nearly cost me my job later on.
I had been working in Max’s household for a few weeks, and the routine had become second nature. I would wake up early each morning to prepare breakfast for 6-year-old Thea.
The kitchen was always filled with the warm aroma of pancakes and freshly squeezed orange juice. We often cooked together.
“Good morning, sunshine!”
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I greeted Thea one morning as the little girl shuffled into the kitchen.
Her eyes were still heavy with sleep.
“Good morning, Anna.”
She climbed onto a stool at the kitchen island. I set a plate of pancakes in front of her.
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“Do you want blueberries or strawberries today?”
“Blueberries, please.”
As I watched Thea eat, I thought about my huge love for this little girl.
“You’re my little blueberry, you know that?”
Thea giggled. “I know.”
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After breakfast, I helped Thea get ready for school.
“Hold still, Thea, I need to get this braid just right.”
“Okay, but can you make it like Elsa’s braid today?”
“Of course, Elsa it is,” I replied, carefully braiding Thea’s curly blonde hair. I tied the end of the braid with a ribbon.
“You look beautiful, Thea.”
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“Thank you, Anna. You always make my hair so pretty,” Thea replied, giving me a big hug.
I had always wanted children of my own but had discovered a few years ago that I couldn’t have any. I loved the girl as if she were my daughter, pouring all my maternal affection into our relationship.
After dropping Thea off at school, I returned home to take care of the household chores.
Veronica, Max’s wife, rarely acknowledged my efforts. She was always busy with her daily pleasures.
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Not even a thank you. But it’s okay. I’m here for Thea.
In the evening, I picked Thea up from school, and we would head back home for dinner. I always made sure Thea had her favorite meals.
“Do you want spaghetti or chicken tonight?”
“Spaghetti!”
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Max, who was constantly busy with work, would join us whenever he could.
“You’re doing a wonderful job, Anna. Thea seems so happy,” he said that evening.
Despite his demanding schedule, he always tried to spend his free moments with his daughter. Thea was his only child from his first marriage, and Veronica didn’t want to have any children of her own.
So, Max poured all his affection and care into Thea and was deeply grateful to me for my dedication and genuine love for his little girl.
For illustration purposes only | Source: Midjourney
“Thank you, Max. Thea is a special girl. She deserves all the love and attention,” I replied, glancing over at Thea, who was engrossed in a puzzle on the floor.
However, despite the happy moments, I couldn’t ignore the tension that Veronica brought into the household. She spent most of her time away and showed little interest in Thea.
That night, as I tucked Thea into bed.
“Why doesn’t Mommy love me, Anna?”
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My heart broke at the question.
“Oh, sweetheart, you are so loved. I love you very much, and so does your daddy. Sometimes, people don’t show their love in the same way, but that doesn’t mean you’re not special.”
Thea hugged me tightly. “I love you too, Anna.”
I knew my love and support could make a real difference, and I was determined to give Thea the best childhood possible.
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***
One sunny afternoon, Thea and I were playing in the nursery. The room was filled with toys, colorful drawings on the walls, and the soft hum of children’s music playing in the background.
Thea was busy pretending her dolls were having a tea party.
“Anna, can you pour the tea for Daisy?”
“Of course, Daisy,” I replied, carefully pretending to pour invisible tea into a tiny cup.
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As we played, Thea crawled under the bed to retrieve a toy she had dropped.
“Anna, look what I found!”
She emerged holding a man’s wallet.
“Hmm, let’s see what’s inside.”
The wallet was filled with cash! No cards no ID. Just cash.
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This must belong to Max. We should return it to him.
I held Thea’s hand, and we walked downstairs to Max’s home office. He was at his desk, surrounded by papers and his laptop.
For illustration purposes only | Source: Midjourney
“Max, we found this wallet in Thea’s nursery,” I said, holding it out to him.
“This isn’t mine.”
Just then, Thea, who had been looking around curiously, piped up, “Oh, that’s a toy! That’s for Mommy’s Friend!”
Max and I exchanged a surprised glance.
Before we could say anything, Veronica walked in. She noticed the wallet in Max’s hand and immediately narrowed her eyes.
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“What’s going on here?”
“We found this wallet in Thea’s nursery. Thea said it belongs to one of your friends.”
Veronica’s eyes flashed.
“That’s ridiculous! Anna, you must have taken this from one of the workers!”
“I would never…” I began, but Max interrupted.
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“Veronica, that’s enough. Anna is always with Thea. She wouldn’t do something like that.”
Veronica’s face twisted with anger.
Max continued, “I trust Anna. This is a misunderstanding.”
Veronica huffed, “How can you be so sure? You barely know her!”
Max stood his ground.
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“I know enough to trust her. And I trust Thea’s word too. If she says it’s a toy, then it’s a toy.”
Veronica glared at me, but I held my head high. I had nothing to hide.
Veronica shot me one last icy look before storming out of the room.
As she passed by me, she leaned in and whispered, “You’re finished.”
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Max turned to me. “I’m sorry about that, Anna. Veronica can be… difficult.”
“It’s alright, Max. I understand.”
As Thea and I left the office, I couldn’t shake the feeling of unease. Veronica’s reaction was harsh and unfounded.
Why is she so eager to accuse me?
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***
The following afternoon, Veronica called me into the living room. She was sitting elegantly on the sofa, watching me carefully.
“Anna, I was thinking of taking Thea out for a walk this afternoon. Why don’t you stay here and prepare dinner?”
I hesitated for a moment, but couldn’t find a reason to object.
“Sure, Veronica,” I replied, trying to sound cheerful.
“Great. Thea loves the playground, so we’ll be there if you need us.”
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I headed to the kitchen, watching from the window as Veronica and Thea walked down the path to the playground. I busied myself with chopping vegetables.
“It’s just a walk,” I told myself. “Everything will be fine.”
Half an hour later, I heard the front door open and close.
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Max’s voice echoed through the house, “I’m home!”
I wiped my hands on a towel and walked out to greet him.
“Hi, Max. How was your day?”
“Busy as always,” he replied, glancing around. “Where’s Thea?”
“Veronica took her to the playground. They should be back soon.”
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“The playground? By themselves?”
Without waiting for a response, he grabbed his coat and headed out the door.
I stood there, a sinking feeling in my stomach.
“Please let everything be alright,” I whispered.
It felt like an eternity before Max returned, holding a very upset Thea by the hand. Her clothes were dirty, and she had a scrape on her knee.
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“Max, what happened?” I asked, rushing over.
Max’s face was a storm of anger.
“I found Thea playing alone at the playground. Veronica was nowhere in sight!”
“I didn’t know, Max. I swear I thought Veronica was with her the whole time.”
Veronica was listening to our conversation at the doorway.
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“Max, I just went to the store for a minute. I was sure Thea’s playing with Anna.”
Max turned to me, his anger misdirected.
“Anna, you should have been with her. This is unacceptable.”
“But, Max…” I started, but he cut me off.
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“No excuses, Anna. Pack your things. You’re fired.”
Tears filled my eyes as I nodded, too shocked to argue. I headed upstairs to pack.
This can’t be happening. How did everything go so wrong?
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***
As I walked down the stairs with my suitcase, Veronica stood in the hallway, a smug look on her face.
She had orchestrated this whole thing, and I had fallen right into her trap. I kept walking, trying to ignore the satisfaction in her eyes.
I saw Thea running towards me, tears streaming down her face. “Anna, please don’t go! Please!”
I knelt to her level, my own eyes filling with tears.
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“I don’t want to leave either, Thea, but I have to.”
Thea turned to her father, who was standing in the doorway.
“Daddy, please let Anna stay! Veronica never plays with me. She’s always with her friend when you’re not here. I want to stay with Anna!”
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Max frowned. “What do you mean, sweetheart?”
Thea wiped her eyes.
“Veronica has a friend who comes over a lot. They play in her room while I watch cartoons. She even has pictures of him on her phone.”
Max’s face darkened. “Is this true, Thea?”
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“Yes, Daddy. Yesterday at the playground, Veronica left me alone while she went to talk to him.”
Max looked stunned. He turned to Veronica, who had just walked in. “Veronica, is this true?”
Veronica’s face twisted with anger. “This is ridiculous! She’s just a child. What does she know?”
“Thea wouldn’t lie about this. Why didn’t you tell me about this ‘friend’?”
Veronica lost her temper.
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“Because you’re never around, Max! You’re always at work. I have no life, no one to talk to. And you spend all your free time with Thea, ignoring me completely!”
“That doesn’t justify your actions. You put Thea in danger and lied to me.”
Veronica glared at me. “This is all your fault, Anna. You turned them against me.”
I was trying to stay calm. “Veronica, all I’ve ever wanted is to take care of Thea. She needs love and attention.”
Max raised his hand.
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“I’ve heard enough. Your actions are unjustifiable, Veronica. You put Thea in danger, and I can’t forgive that. You should leave.”
Veronica looked shocked.
“You’re kicking me out? For her?”
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She stormed out of the room, slamming the door behind her. I held Thea close as she sobbed into my shoulder. Max approached us, his eyes softening.
“Anna, I’m so sorry. I didn’t see what was happening. Please, stay and help us through this.”
“Of course, Max. I’ll always be here for Thea.”
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***
In the days that followed, I stayed on as Thea’s nanny. Max began to spend more time with his daughter.
We spent our days playing games, having picnics in the garden, and enjoying family dinners. It felt like we were becoming a real family.
Sometimes, as I watched Max and Thea together, I couldn’t help but imagine what it would be like if we truly were one. Those thoughts crept into my mind more often than I’d like to admit.
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One evening, as I was tucking Thea into bed, Max knocked on the doorframe.
“Anna, can I talk to you for a moment?”
“Of course, Max,” I said, giving Thea a final kiss on the forehead before stepping out into the hallway.
Max looked a bit nervous, which was unusual for him.
“I was wondering if you’d like to have dinner with me tomorrow. Just the two of us.”
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“Are you asking me out on a date?”
“Yes, I am. We’ve been through a lot, and I’d like to spend some time with you outside of the house.”
I agreed, feeling a flutter of excitement. As I headed to my room to prepare for the next day, I couldn’t help but smile.
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If you enjoyed this story, read this one: Prue arrived at my Mom’s wedding and found a note under her plate. “Help me!” The handwriting was the same as on the invitation. It wasn’t Mom’s, so… it must be Colin’s! Prue followed him and saw something that soon turned the family party into a big scandal. Read the full story here.
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