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 74, Jay Leno Prepares for the Inevitable, Sets Aside Fortune for His Cars — ‘No One Lives Forever
After leaving behind his successful career as the host of late-night talk shows, Jay Leno launched a web series on nbc.com (2015 to 2022) about cars.
Jay Leno’s Garage, now appearing to more than 3.7 million subscribers on YouTube, allows the comedian to share his passion for cars and bikes with his audience.
In November 2022, the former Tonight Show host was badly burned when a fire broke out in his Burbank, California garage.
“I got some serious burns from a gasoline fire.” Leno told Variety at the time “I am OK. Just need a week or two to get back on my feet.”
According to reports, the now 74-year-old man was working under a car when the fire sparked. He suffered third degree burns on his face and got a new left ear after losing his first one to the fire.
Unfortunately, his luck didn’t get any better.
Only two months after the fire, he suffered a broken collarbone, two cracked ribs and two cracked kneecaps in a motorcycle accident.
‘Treats Mavis like gold’
Despite his body breaking down with aging, passion-related accidents and high cholesterol, the one thing that holds strong in his life is his love for Mavis, who he married in 1980.
“I always tell guys when they meet a woman, ‘Marry your conscience. Marry someone who’s the person you wish you could be and it works out okay.” Leno tells People of his enduring love with Mavis, now 77.
After 45 years together, the childless couple started facing some hardships.
Mavis was diagnosed with dementia and her condition is rapidly declining.
In April 2024, Leno was granted a conservatorship over his wife’s estate by a Los Angeles Superior Court judge who ruled the measure was “necessary and appropriate.”
According to court documents obtained by Entertainment Tonight, “Mavis has been progressively losing capacity and orientation to space and time for several years.”
The filing also says and “Jay is fully capable of continuing support for Mavis’ physical and financial needs, as he has throughout their marriage,” but her “current condition renders her incapable of executing the estate plan.”
Included in the documents is a statement from her neurologist Dr. Cohen: “Sometimes [Mavis] does not know her husband, Jay, nor her date of birth.”
Cohen, Mavis’ attending doctor at Cedars Sinai, adds that Leno “loves his wife very much” and “treats [Mavis] like gold.”
‘No one lives forever’
Only months later, In Touch reports that Leno is now preparing for his own death, making end-of-life arrangements so his fortunes are delivered to the rightful beneficiaries.
The filing reads: “No one lives forever, and the actions taken by Mr. Leno are reasonable and necessary for his and Mavis’ protection. Mavis does not object to the petition and in my opinion consents to it. Mr. Leno is her protector, and she trusts him. This estate planning is in her best interest and protects her interests.”
Leno’s latest filing details provisions for Mavis’ care and discloses that the couple intends to stay in their home “for as long as reasonably possible,” using their money for “assistance from household employees or caregivers as may be necessary.”
If Leno dies first, “the estate will divide into the Leno Marital Trust…it will have the Leno Collection and any real property housing Leno Collection. It will be irrevocable, and the survivor receives all income, plus principal for reasonable support. After the survivor’s death, after-tax balance will be distributed, along with the Leno Trust to JDM.”
The Leno Collection is Leno’s collection of automobiles and motorcycles, that’s valued at more than $52 million, and any real property.
Leno also instructed the JDM Foundation, a charity he launched in 1988, to open a museum with his automobile collection, and he’s already named the three initial directors.
In addition, Leno is leaving $7 million to Mavis’ brother Rikki Nicholson, who lives next door, and to his nephew Richard Leno.
The court-appointed official said Leno’s amendments to the trust will likely be approved.
It’s hard to imagine a world without Jay Leno! Please let us know what you think and then share this story so we can send Leno and Mavis a lot of love!
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