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.
At 58, I rediscovered love, but his ex-wife was determined to destroy our joy
At 58, I thought love had passed me by until I met Oliver. Just as our happiness began to bloom, his ex-wife stormed back into his life, determined to tear us apart. What followed was a battle for peace and the strength to overcome the shadows of the past. Could love conquer all?
“Another quiet morning,” I whispered to myself, gazing out the window at the ocean. The waves rolled in gently, and the breeze carried that familiar, salty scent.
It had been years since my divorce, and I had gotten used to the solitude.
“I don’t need anyone,” I would often remind myself, my fingers tapping rhythmically on the keyboard.
My novels had taken off once I fully committed to writing. The quiet house, with only the sound of seagulls and the ocean, gave me the peace I thought I needed.
But every so often, I’d find myself staring out at the horizon, thinking.
Is this really enough?
It wasn’t until Oliver showed up that I realized the answer might be no.
One morning, as I sipped my coffee on the porch, I noticed him for the first time. A tall, charming man, maybe a few years younger than me, strolling along the beach with his golden retriever. I watched as they passed by my house.
“Morning,” he called out, tipping his head with a friendly smile.
“Good morning,” I replied, feeling a little shy.
Each day after that, I found myself looking out for him. I would watch as he walked along the beach, sometimes playing with his dog, sometimes just staring out at the sea. And each time, my heart would skip a beat.
“Why am I so nervous?” I muttered to myself, shaking my head. “It’s just a neighbor. Calm down.”
But I couldn’t. And my feelings grew stronger every time I saw him. Still, I hesitated.
Can I really open up to someone again?
One afternoon, while I was trimming my roses, I heard a rustling sound and a loud thud behind me.
Startled, I turned to see a golden blur darting into my garden.
“Charlie! Get back here!” I heard Oliver call, and seconds later, he appeared, breathless and apologetic.
“I’m so sorry! He just got away from me.”
I laughed, bending down to pet the dog.
“It’s alright, really. He’s cute.”
“He’s a handful, but I wouldn’t trade him for anything.”
“Do you… enjoy reading?” I asked, my voice tentative, hoping to keep the conversation alive.
Oliver chuckled. “I’m a writer. It kind of comes with the territory.”
“Really?” My eyes lit up. “I’m a novelist too.”
We talked about our favorite books, about writing, and soon enough, the conversation flowed easily.
“You know,” I said, taking a deep breath, “I don’t usually do this, but… would you like to have dinner sometime?”
Oliver raised an eyebrow, surprised but pleased.
“I’d love to.”
Just like that, the plan was set.
The next evening was perfect. We laughed and shared stories. Maybe this is what I’ve been missing all along. But just as I started to relax, a woman appeared at our table. Her eyes were hard, and she looked straight at Oliver.
“We need to talk. Now,” she demanded, completely ignoring me.
“Excuse me, we’re in the middle of…” I started.
“Not now,” she snapped, her eyes never even glancing in my direction. It was as if I didn’t exist.
I felt my face flush, my words stuck in my throat. Oliver looked flustered, shifting uncomfortably in his seat.
“I’m sorry, Haley,” he muttered, standing up awkwardly. “I have to go.”
I watched, speechless, as he followed her out, leaving me sitting there, feeling invisible. The chatter of the restaurant buzzed around me, but I was numb, frozen in place.
The empty chair across from me seemed like a reflection of how abandoned I felt.
Two days had passed since that awkward dinner, and Oliver still hadn’t called. The silence weighed on me more than I wanted to admit. I felt hurt, confused, and, honestly, a little humiliated.
My mind kept replaying the scene, the way he left without a proper explanation, the way that woman had dismissed me as if I didn’t matter.
I sat at my desk, trying to focus on my writing, but it was no use. My thoughts kept drifting back to that night.
Had I made a mistake inviting him? Was he just playing with me? Who was that woman? And why did he leave with her without even a real explanation?
I was about to give up and close my laptop when I heard a knock at the door. My heart raced as I stood up, part of me hoping, and part of me dreading what might come next.
When I opened the door, Oliver was standing on my doorstep with flowers in his hand.
I stared at him, unsure of what to say.
“I’m sorry, Haley,” he began.
“That woman from the other night—she’s my ex-wife, Rebecca. She shows up like that sometimes, trying to stir things up and ruin my relationships. I didn’t want to make a scene in front of you, so I had to leave with her.”
I tried to mask my emotions. “Why didn’t you tell me that then?”
“I panicked. I should have explained. I’m sorry.”
He paused, offering the flowers.
“I want to make it up to you. I have a literary event coming up. Will you come? It’ll be quieter, and maybe we can spend some time together.”
I hesitated a bit but then nodded.I had dressed carefully, hoping for a peaceful evening, a chance to talk to Oliver without interruptions. Maybe, tonight will be different.
Oliver greeted me with a warm smile. “I’m glad you came.”
I smiled back, trying to push aside the unease I still felt.
The evening started well. Oliver’s presentation was engaging. For a while, I forgot about everything that had happened.
But just as I began to feel at ease, the mood in the room shifted.
I saw the same woman from that night at the restaurant. Rebecca. She strode in with a determined look on her face, her eyes scanning the room until they landed on Oliver. My stomach dropped.
Without hesitation, she marched over to where Oliver and I stood, her voice sharp and loud enough to silence the conversations around us.
“You really thought you could just move on, didn’t you, Oliver?” she spat, glaring at him.
The room grew quiet, and all eyes were on us.
“Rebecca, this isn’t the time or place.”
Oliver took a step toward her, trying to calm her down, but it only made things worse.
“Time or place? How dare you?” she snapped, her voice rising. “You’re a liar and a cheat! You think you can just forget about everything we had? You think you can walk away from me?”
People began to whisper, their curiosity piqued by the unfolding drama.
Rebecca’s eyes turned to me then.
“And you,” she said, her voice dripping with venom, “you’re just another one of his mistakes.”
Before I could even respond, she grabbed a glass of wine from a nearby table and threw it in my face. The cold liquid soaked my hair and dress.
Gasps filled the room. For a second, I just stood there, too humiliated to move. My cheeks burned with embarrassment, and all I wanted to do was disappear.
Security rushed in and quickly escorted Rebecca out, but the damage was already done.
I felt small and exposed. The warmth I had felt earlier was gone, replaced by a crushing sense of shame. I wiped my face and looked at Oliver, who stood there, silent and torn.
“What is going on, Oliver? Why is she doing this? And what aren’t you telling me?”
Oliver sighed, running a hand through his hair.
“I… I haven’t told you everything,” he admitted, his eyes full of regret.
“Rebecca and I have been separated for a while, but during that time, I had an affair. It was a mistake, and I’ve regretted it ever since. Then Rebecca came back into my life and took control. She managed everything. My finances. My schedule. She used my guilt to keep me trapped.”
I felt a heavy weight settle over me and realized how deep that mess went.
“I’ve been trying to leave her for good, but she refuses to let go,” he continued. “I didn’t want to drag you into all of this.”
“I don’t think I can do this, Oliver,” I whispered. “I’m not ready for this kind of drama in my life.”
Without waiting for his response, I turned and walked out, the cool evening air hitting my face as I stepped outside.Several days had passed since the disastrous evening at the literary event, and I couldn’t stop thinking about Oliver. Despite everything that had happened, I missed him.
I tried to push the feelings away, to convince myself that walking out had been the right choice, but the ache of missing him wouldn’t fade.
One afternoon, as I sat by the window, a flicker of movement caught my eye. It was at Oliver’s house. I watched as Rebecca hurried back and forth, swiftly loading boxes into a car.
Is he moving out? Why is she here?
I couldn’t ignore it any longer. I had to tell him that he needed to be stronger, to stand up for himself, and to stop letting people like Rebecca control his life.
Summoning my courage, I stepped outside and made my way toward his house.
But as I approached, something felt different. Oliver’s car pulled up, and when he stepped out, there was a calm, resolute look on his face—one I hadn’t seen before. I hesitated, keeping my distance, watching as he walked straight to Rebecca.
“It’s over, Rebecca,” I heard him say. “Take the money, take the house—whatever you want. But you will not interfere in my life anymore.”
Rebecca froze, staring at him in disbelief. “You can’t be serious.”
“I am,” he said, his voice unwavering. “If you don’t respect that, I’ll file a restraining order. This ends today.”
I stood there, shocked. That was a side of Oliver I had never seen.
At that moment, I knew. He had finally taken control of his life, and that was exactly what I needed to see.
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