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.

ROBIN WILLIAMS’ SAN FRANCISCO MANSION: WHERE HIS SON TIED THE KNOT ON THE LATE ACTOR’S BIRTHDAY

Robin Williams passed away in 2014, leaving behind his children: Zelda, Zachary, and Cody. Robin and his ex-wife, Marsha Williams, raised their kids in their San Francisco home.

In 2019, on what would have been Robin’s 73rd birthday, his youngest son honored him by getting married on that special day.

Robin Williams was a beloved actor known for his incredible comedic talent. He starred in popular family films like “Aladdin,” “Jumanji,” “Happy Feet,” and “Night at the Museum.”

Robin died by suicide on August 11, 2014, at his home in Tiburon, California. He was born on July 21, 1951. At the time of his death, he was single and had been married three times. His children were Zelda (34), Zachary (41), and Cody (32).

Robin Williams married his first wife, Valerie Velardi, in 1978. They had a son, Zachary Williams, together. The couple divorced in 1988.

Robin then married Marsha Garces in April 1989. They had two children together: Zelda and Cody Williams.

Getty Images

In 2008, Marsha Garces filed for divorce from Robin Williams. She said they had irreconcilable differences. Marsha requested joint legal custody of their kids, with Robin having visitation rights and paying spousal support. She also asked the court to divide their property after figuring out all their assets.

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During their marriage, Marsha and Robin Williams worked together on films like “Jakob the Liar,” “Patch Adams,” and “Mrs. Doubtfire.” After their divorce, Robin married Susan Schneider in 2011, but they divorced in 2014 and did not have any children together.

Robin and Marsha raised their kids, Zelda and Cody, in their San Francisco home, which was at the corner of Sea Cliff Avenue and El Camino Del Mar.

Vimeo.com/openhomes

The beautiful San Francisco mansion, which Robin Williams and Marsha Garces renovated in the 1990s, is a large 10,600-square-foot property. Built in 1926, it has more than 20 rooms, including six bedrooms, five full bathrooms, and three half bathrooms.

The home offers stunning views of the Golden Gate Bridge, San Francisco Bay, Marin Headland, and the Pacific Ocean. It was listed for sale at $25 million in October 2023.

Steven Mavromihalis, who is handling the sale, mentioned that Robin and Marsha expanded the house while keeping the original, valuable materials from when it was built in 1926. They also added a movie theater and a grand foyer, which is a central and impressive part of the home leading to its elegant public spaces.

Vimeo.com/openhomes

The outside of the property features stunning lawns, bushes, gardens, flowering plants, mature trees, and hedges that surround the entire estate. It includes several sitting areas with clear, open views, making it an ideal space for entertaining guests.

The home includes a four-car garage with both side-by-side and tandem parking options. Inside, the living room is spacious with wooden beams on the ceiling, a wood-burning fireplace, and a French door that opens to the terrace.

Vimeo.com/openhomes

The house features a spectacular eat-in kitchen with plenty of counter space, triple sinks, and custom cabinets made from high-quality materials. Next to the kitchen is a butler’s pantry. There’s also a media entertainment room with a half bath that opens to the east lawn and an outdoor dining patio.

Vimeo.com/openhomes
Vimeo.com/openhomes

The primary suite is designed for peace and tranquility, offering views of the Pacific Ocean and the Golden Gate Bridge. It includes a spacious bath with a soaking tub and a separate walk-in shower. The suite also features a large dressing room and closet. On the upper level, you’ll find four bedrooms, two full bathrooms, and a home office.

Vimeo.com/openhomes
Vimeo.com/openhomes

The home includes several hidden safe rooms and a large, ventilated walk-in vault. On the garden level, you’ll find a sauna, a one-bedroom guest apartment, and a fitness center with a full bath. This level also features a wine cellar, a pantry, and plenty of storage closets.

Vimeo.com/openhomes

Marsha shared her experience of living in the mansion with Robin. She mentioned that Robin enjoyed shopping for art, and since their home was so large, they bought modern and unique pieces to decorate it. Marsha mixed new, old, historic, and handmade items to create a beautiful and eclectic look for the house.

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Robin had a love for toys, so their home was filled with various toy collections. Additionally, some items in the house were particularly special because Marsha and Robin would give each other art pieces as gifts on special occasions like birthdays.

In 2019, Robin Williams’ youngest son paid tribute to his father by getting married at the same San Francisco mansion where Robin and Marsha had raised him.

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Robin Williams was very proud of his kids, but he didn’t think of himself as a perfect father. He saw himself as a dad who was always learning and loving his children.

Zachary, his oldest son, graduated from New York University with a degree in rhetoric and followed his dreams to become an actor and director. Zelda, his daughter, made a name for herself in horror movies. Robin described his youngest son, Cody, as “kind but brilliant” and also as an actor.

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Robin’s children continue to make him proud, even though he is no longer here. They have each made their own way in the entertainment world as actors and directors. They also make an effort to honor and remember their dad on their special occasions.

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