
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.
Actor Ali MacGraw sacrificed her own career for Steve McQueen
Ali MacGraw became a Hollywood superstar overnight. But just as quickly as she rose to fame, she disappeared from show business altogether.
Today, the 84-year-old actress has settled down in a remote and tiny town, and she’s aging gracefully with her grey hair.

Ali MacGraw
Ali MacGraw – born Elizabeth Alice MacGraw – was born on April 1, 1939, in Pound Ridge, New York, USA. Her mother, Frances, was an artist and worked at a school in Paris, later settling in Greenwich Village. She married Richard MacGraw, who was also an artist. In 1939, Ali was born.
Ali’s father Richard supposedly had issues from his own childhood which made him a little bit different from others.
He had survived a terrible childhood in an orphanage, running away at the age of 16 to go to sea. He would later study at an art school in Munich, Germany.
“Daddy was frightened and really, really angry. He never forgave his real parents for giving him up,” Ali explained, saying said her father’s adult life was spent “suppressing the rage that covered all his hurt.”
Ali MacGraw – childhood
Money was short for their family, too. Frances and Richard, together with Ali and her brother, Richard Jr, had to move into a house on a Pound Ridge wilderness preserve which they shared with an elderly couple.
“There were no doors; we shared the kitchen and bathroom with them,” Ali said. “It was utter lack of privacy. It was horrible.”
Mom Francis worked with several commercial-art assignments and supported the family. At the same time, Richard had a hard time selling his paintings, and as a result became very frustrated. Ali’s brother Richard became a victim for his anger at home.
“On good days he was great, but on bad days he was horrendous,” she recalled. “Daddy would beat my brother up, badly. I was witness to it, and it was terrible.”
Ali was the daughter of artists, and she knew that she, too, wanted to go into a creative line of work as she got older. She earned a scholarship at the prep school Rosemary Hall, and in 1956, she moved to study at Wellesley College in Massachusetts.
By the age of 22, Ali MacGraw moved to New York and got her first job as an assistant editor at Harper’s Bazaar, working with photographers as an assistant.
Fashion work in New York
Fashion editor Diana Vreeland hired Ali as, what she recalls as, a “flunkie”. Ever seen the film The Devil Wears Prada? Well, it was pretty much that.
“It was ‘Girl! Get me a pencil!’,” MacGraw recalled.
The future Hollywood celebrity worked her job as an assistant for several months. Then, about six months in, fashion photographer Melvin Sokolsky noticed her beautiful looks, and Ali MacGraw was hired as a stylist,and given a better salary. She’d end up staying in that position for six years.
“I don’t know where she got this work ethic, but Ali would come in at eight a.m., and many times I’d come back at one in the morning and she would still be doing things for the next day,” Ruth Ansel, a former art director of Vanity Fair and Harper’s Bazaar recalls.
Ali was great as a stylist. But soon, she was asked to work in front of the cameras as a model. It didn’t take long before she was on magazine covers all over the world, even appearing in television commercials. For thing led to another, and Ali tumbled headfirst into the profession of acting.

She had been sketched nude by Salvador Dali a couple of years earlier. But when the surrealist artist started sucking her toes, MacGraw decided that she’d rather be an actress than a model.
Ali MacGraw – films
Ali went straight from an unknown stylist and into the world of cinema, and boy, did she do it with a bang.
She was untutored in the art of film, which gave her acting another dimension. Her natural beauty was stunning, and the audience loved her.
Following a small role in A Lovely Way to Die (1968), she was asked to star in the 1969 film Goodbye, Columbus. It turned out to be a great call, with MacGraw receiving a Golden Globe for Most Promising Newcomer – Female. The following year, she got her big international breakthrough with a role that would pretty much sum up her career.
Ali MacGraw had received a script from her agent. She’d read it and wept twice because of how much she loved it. She decided she really wanted a part in it, and got herself a meeting with the film’s producer Robert Evans – who at the time was Paramount Picture’s head of production – at the Beverly Hills Hotel’s Polo Lounge. Not only did Evans think she was perfect for the part in the movie Love Story, he absolutely fell in love with her.
MacGraw – playing the role of Jenny – acted alongside Ryan O’Neal in the movie Love Story. The American romantic drama film, in which Ali played a working-class college student, became a smash hit.

Love Story hit the cinemas in 1970, and wow did the audience cherish it. It became the No. 1 film in the United States, and at the time, it was the sixth highest grossing movie in history in the US and Canada.
Award-winning actress
MacGraw earned an Academy Award nomination for her role, and the film itself earned her another win and five Academy Award Nominations. She also won herself a second Golden Globe as Best Actress in a Motion Picture – Drama.
Film producer Robert Evans not only loved her on screen, he had fallen in love with her in real life, and that love was reciprocated. In 1969, the couple tied the knot, and two years later, they welcomed their son, Josh Evans.
Ali MacGraw was the hot new star of the 1970s, but her private life and marriage with Evans would soon come to an end. Steve McQueen had visited their home to ask her to star alongside him in The Getaway, and the two Hollywood stars clicked right away.
“I looked in those blue eyes, and my knees started knocking,” MacGraw recalled. “I became obsessed.”

MacGraw and McQueen had an affair, and she soon left Evans to live with the actor in Malibu, along with her son Josh.
“Steve was this very original, principled guy who didn’t seem to be part of the system, and I loved that,” she said.
Ali MacGraw – Steve McQueen
But after a while, Ali realized that Steve McQueen had his own problems. Following his father abandoning his mother, a then-14-year-old Steve was sent to a school for delinquent children. MacGraw said he never trusted women after that.

(Photo by Silver Screen Collection/Getty Images)
He didn’t like that she worked and had her own career. For a while, Ali stayed home to raise their sons. But her husband’s demands were something Ali simply couldn’t accept in the long run.
Not only that, but he’d explode if she even looked at another man. He also wanted her to sign a prenuptial agreement, promising not to ask for anything if they’d divorce. She abided by the agreement when they did divorce in 1978.
“I couldn’t even go to art class because Steve expected his ‘old lady’ to be there every night with dinner on the table,” she recalled.
“Steve’s idea of hot was not me. He liked blond bimbos, and they were always around.”

This was the start of a pretty dark time in MacGraw’s life. She arrived on set to shoot the 1978 film Convoy both drunk and high, which prompted her to quit drugs.
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