Man from Dating Site Brought His Parents on Our First Date with Their Ridiculous Demand – I Decided to Outplay Them

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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.

“Roseanne” star Roseanne Barr, 70, looks “amazing” as she returns to Hollywood nearly five years after she was fired and “lost everything.”

Roseanne” star Roseanne Barr, 70, returned to Hollywood nearly five years after she was fired and “lost everything.”

She looks fantastic with long hair and makeup in a photo after flirting with Rihanna’s boyfriend, A$AP Rocky.

Barr revealed how TV daughter Sara Gilbert “destroyed” her life.

Roseanne Barr, the face of the hit show “Roseanne,” made a comeback. After a long time away from the spotlight, the actress has made her way back to Hollywood with a new comedy show titled, “Roseanne Barr: Cancel This!”

The actress also had some more excellent news after a new documentary on her long and intricate career was released. The return to show business comes after she made an insensitive comment about Valerie Jarrett, a presidential adviser back in 2018.

The comedy actress opened up after being canceled in 2018, saying she “lost everything.” The ordeal came just as her highly successful TV show was starting its reboot. After the comment, however, television executives decided the best course of action would be to cancel the reboot just as it started airing.

Barr also said it felt like a personal attack on her after her character was killed off.

But Barr refused to lie down. She opened up about the years after 2018, saying it was discouraging to be silenced wherever she went. She asked the studio executives for a chance to apologize and explain her actions, but they refused. She mentioned, “And they denied me the right to apologize.”

Luckily, Barr has gotten back up again and is being open about her experiences between 2018 and now. She has taken a step back from Twitter, investing in her Instagram presence instead. And fans have shown their support, saying, “You look fabulous Roseanne.”

Many users took to Barr’s comment section to show their support after the 70-year-old revealed her “makeup & long hair” look. One said, “You look absolutely AMAZING!!!!” In line with her new-found confidence, Barr sent A$AP Rocky a message, saying, “Call me when you get tired of Rihanna.”

Sara Gilbert, who played Barr’s on-screen daughter in “Roseanne,” also commented on the explosive Tweet.

Barr posed with her new hairdo and nails, smiling broadly in an Instagram post. She looked extremely happy to be back after the controversy, and Instagram users complimented her on the interview where the photo was taken.

How Did Roseanne Barr Feel after She Was Canceled?
Losing her job and being vilified by many people who used to be her fans and co-workers took its toll on Barr. She mentioned that she felt utterly alone. She noted it seemed to her as if she was being attacked from all sides by people who were jealous of her and who wanted to see her fall.

Gilbert was a considerable driving force behind the show’s reboot, and she corresponded with Barr to ensure she wanted to be a part of it.

Barr also said it felt like a personal attack on her after her character was killed off. To her, it was a message saying they didn’t want her around anymore and a direct dismissal of the work she did over the years. She commented:

“I’m the only person who’s lost everything, whose life’s work was stolen, stolen by people who I thought loved me.”

Although she has survived being canceled, Barr mentioned it was a terrible time. She described it as a “witch-burning” and as “terrifying” times in her life, noting, “I would die many times.” Although she’s glad to be back, she surely won’t forget the ordeal anytime soon.

What Did Sara Gilbert Do before Barr’s Cancellation?
After Barr’s controversial comments, numerous prominent Hollywood figures took to social media to show their disdain for her words. Everyone from Shonda Rhimes to congressman John Lewis criticized her, accusing her of being insensitive and urging her to apologize for what she said. But one accusatory comment left a deeper mark than the rest.

Sara Gilbert, who played Barr’s on-screen daughter in “Roseanne,” also commented on the explosive Tweet. Gilbert was a considerable driving force behind the show’s reboot, and she corresponded with Barr to ensure she wanted to be a part of it.

After Barr’s Tweet, however, Gilbert took to Instagram to express that the showrunners and the rest of the staff didn’t share the views expressed in the Tweet. Gilbert called the Tweet “abhorrent,” and mentioned that the TV show does not reflect what was implied in the Tweet. Barr responded to Gilbert’s statement:

“She destroyed the show and my life with that tweet. She will never get enough until she consumes my liver with a fine Chianti.”

Although Barr credited Gilbert’s statement for a large part of her downfall, Gilbert replied that her intentions were never to harm the actress. Instead, she mentioned that the show’s ending was heartbreaking for her, and she will always think of Barr as family.

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