Sometimes, people go to great lengths to find the right connections, and that’s exactly what happens in these stories. The wealthy characters in these tales wear cheap clothes, beg for money, and even pretend to be homeless to see the true nature of those around them. The results are surprising!
In these stories, our main characters deal with snobby rich parents who believe their daughters should only date rich men, wealthy guys who pretend to be nice just to win over wealthy women, and girlfriends who only want to marry rich men. Let’s dive into these intriguing tales:
1. My Son Wasn’t Good Enough for His Fiancée’s Parents Until They Found Out Who He Really Was
I’m Sam Sutton, and I invented an unbreakable engine sealant. I never thought it would affect my son Will’s love life. Suddenly, we had a lot of money, but I learned that money can’t buy everything.
There are two things money can’t buy: love and health. I found out about love the hard way when my wife, Rain, passed away, and I learned about health when Will grew up.
I raised my son alone after losing Rain. I made some mistakes, like spoiling him, but he turned out kind and loving. In high school, he became popular, but it was clear that people were more interested in my money than in him.
Will realized that the girls liked him for his wealth, not for who he was. One night, he came to me upset, saying, “Dad, the girl I love only cares about money.”
I told him to let her go, and he did. After that, he focused on genuine friendships.
One evening, he surprised me with a plan. “Dad, when I go to Yale, I want people to think I’m poor, like a scholarship student.”
I asked, “Why would you want that?”
He explained, “If people think I’m poor, they’ll like me for me.”
I thought it was a great idea. We got him second-hand clothes, and he went to Yale looking like he had nothing. The plan worked! Will made true friends and met a girl he really liked named Edwina, or Eddy for short.
By his third year, he was in love and ready to propose! I was worried he was too young, but he was certain. Eddy said yes, and everything seemed perfect… until he met her parents, Marta and Farlow.
They were wealthy and clearly disapproved of Will. When he visited for Thanksgiving, they barely hid their disdain. They didn’t want their daughter marrying someone they saw as a poor college student.
Eddy loved Will and insisted that we join them for Christmas. I later heard from Will that her parents were not happy about our invitation.
They agreed to let us come but secretly planned something else.
I decided to play along.
We took a Greyhound bus to their beach house in Narragansett, and I wore old, second-hand clothes. When Farlow picked us up, he looked at me like I was homeless.
During the visit, he bragged about his wealth, trying to make me feel small. But I stayed quiet, even when they gave Will a brand-new Porsche as a wedding gift on Christmas Eve. Farlow seemed to think he had won.
Then I pulled out an envelope and said, “Will mentioned you two are moving to New York. I hope this helps.”
Farlow laughed, “What is that? A list of shelters?”
Eddy opened the envelope and gasped. “Sam… is this real?”
Will hugged me, and Eddy turned to her parents. “Sam has given us the deed to a brownstone in Tribeca.”
Marta and Farlow were stunned. “But… you’re poor…” Farlow stammered.
I smiled and said, “I wanted my son to be loved for who he is, not for the $570 million he’ll inherit.”
After that, Farlow and Marta became Will’s biggest fans. My son and Eddy got married that summer. When they had a daughter, Rain, three years later, I bought the house next door to be close to them and help with my wonderful granddaughter.
2. I Thought I Was Marrying the Man of My Dreams Until I Saw His True Colors When Faced with Poverty
When my parents introduced me to Walter, I wasn’t excited about the arranged meeting. But when I saw him, I was stunned. He stood up in a sharp suit, his blue eyes shining in the dim restaurant light.
He smiled warmly and helped me into my seat, making my heart race.
“Ava, this is Walter,” his mother said proudly.
My mom, Hilda, nudged me and whispered, “What do you think?” I could feel myself blushing.
At first, I was unsure about this meeting, but Walter quickly changed my mind. He was kind, attentive, and everything I hadn’t expected.
A few weeks later, he proposed with a diamond ring, and I happily said yes!
We were set to marry in a week, and my parents loved him!
As the wedding day approached, I was overjoyed. One day, while shopping for my wedding dress with my friend Hillary, I overheard some women talking in the store. What I heard shocked me.
“Did you hear Walter, the blue-eyed playboy, is getting married?” one whispered.
“I heard his parents found him a millionaire’s daughter,” the other added.
I tried to brush it off. There are many Walters out there, and I didn’t want to believe my Walter was part of their gossip. But doubts crept in.
Later that day, as I drove to Walter’s house, I saw a group of homeless people and overheard one say, “That rich guy in the red car splashed water on us. It’s not even his money; it’s his parents.”
That hit me hard.
Could they be talking about Walter? I didn’t want to believe it. When I arrived, I heard him yelling inside.
“Get them out of here! I want them gone!” he shouted into the phone.
When he saw me, he softened his tone. “I was just making sure some homeless folks had shelter in this rain,” he explained.
I wanted to believe him, but something felt off.
That night, I couldn’t shake my doubts, so I called Hillary and told her my plan.
“I need to see who Walter really is,” I said.
To find out, I spent a few days with him. He seemed generous in public, but I decided to dig deeper.
I hired an actor, Joe, to pretend to be a homeless man at Walter’s favorite café. I wanted to see how my fiancé would react.
Hillary and I sat in disguise, watching closely.
At first, he seemed nice, paying for the man’s meal. But then Joe “accidentally” spilled coffee on Walter’s fancy sweater. Walter’s smile faded, and though he said, “It’s no big deal,” he looked angry.
What I didn’t realize was that he had spotted me and knew I was watching, so he pretended to be kind. After leaving the café, he took Joe outside.
But once they were out of sight, he grabbed Joe by the shirt. “If you say anything to Ava, you’ll regret it,” he hissed, then stormed off.
Joe ran away, leaving me unsure if Walter was really bad.
A few days later, two women approached me at a boutique. One looked serious and asked, “Are you the woman marrying Walter?”
I replied, “Yes, and I love him. Why do you care?”
“Don’t marry him. He’s not who you think he is,” she warned before leaving.
I hesitated to follow them but they were gone. I brushed it off but felt uneasy.
Eventually, I decided to test Walter one last time. When he arrived at the fancy restaurant, I was outside in disguise as a homeless woman.
When I approached him and begged for help, he smiled but barely acknowledged me. He reluctantly handed me some money before walking away.
Feeling guilty, I followed him inside to apologize. But when I grabbed his arm, he turned around and slapped me!
“I’m a woman!” I stuttered, shocked by his sudden anger.
“How dare you follow me?” Walter shouted. “I hate your kind!”
When I revealed myself, his face went pale. “Ava? What are you doing?”
“I see you for who you really are now, Walter. The wedding is off.”
Months later, my parents introduced me to another man named Brandon. He seemed charming and well-mannered. But I was cautious now.
As he smiled and introduced himself, I smiled back, already planning how to handle this one. I wouldn’t be fooled again.
3. When I Proposed to the Girl of My Dreams in a Shabby House, She Showed Me Her True Colors
I grew up in a sad home. My mother married my father for his money, and after having me, she moved on. I watched how heartbroken my dad was, knowing the woman he loved didn’t care about him.
She wanted luxury while he wanted love, and I vowed to never let that be my life. I would never marry a gold digger.
fter studying abroad in England and Australia, I returned home with no real connections. My mom had remarried and never contacted me, and I had just my dad and grandmother, which was fine.
No one knew I was Danton Hardy’s son, the heir to Hardy Industries, and I wanted to keep it that way.
One night, I said to my dad, “I was thinking, how about I start working at the company?”
His face lit up. “That’s great! You can start as vice president of marketing!”
But I shook my head. “No, I want to start from the bottom. Don’t tell anyone who I am. Just hire me as an intern.”
He looked doubtful. “You know the pay’s not great, right?”
“That’s fine. I can live at home,” I laughed.
So, I bought a modest second-hand car and got a few thrift-store clothes to start as a marketing intern. I loved it! I made friends, including Cynthia, another intern who became my best friend.
One day, while jogging, I bumped into a girl who spilled her coffee all over me.
“Oh my God, I’m so sorry!” she said, her eyes wide.
“It’s okay,” I stammered, blushing.
She introduced herself as Heather, and we chatted about life and dreams. I found her so interesting and beautiful that I wanted to see her again.
I worked up the courage to ask her out, and to my surprise, she agreed!
Our first date was simple but perfect. We went to a taco truck, where we shared laughs and talked for hours. I couldn’t believe how easy it was to connect with her.
A few months later, I decided to propose. I knew I wanted it to be special but also wanted her to know my love for her was real.
I found a small, beautiful ring I could afford and planned the perfect evening. I wanted to propose in my grandmother’s old house, a place filled with memories of my past.
That evening, I picked her up, and as we walked to the house, I felt nervous but excited.
“I have something special for you,” I said, leading her inside.
As I opened the door, she gasped. I had decorated the space with fairy lights and flowers, creating a magical atmosphere.
“What’s this?” she asked, amazed.
I dropped to one knee and said, “Heather, will you marry me?”
But instead of the joy I expected, her face changed. “In this dump?” she exclaimed, looking around in disbelief. “You expect me to marry you here?”
I was heartbroken. “I thought you’d like it because it’s special to me,” I said, my voice trembling.
“No offense, but I deserve better,” she replied, turning her back on me and storming out.
I was crushed. I realized that all those nights of laughter and connection meant nothing to her. She wanted the flashy life I’d avoided.
Days later, my dad found me sulking at home and asked what was wrong. I explained everything, and he nodded. “Ava, people like that show their true colors when faced with hardship. It’s a blessing you found out now.”
After a few weeks, I decided I would show her. I called her up and asked to meet.
“Listen, Heather, I’m going to make my name mean something,” I said, planning to reveal everything.
I worked hard at my dad’s company and became known for my marketing skills. My dad believed in me and started trusting me with projects. He saw my dedication and love for my work.
Within a year, I helped double the company’s profits, and I finally revealed my true identity to my coworkers.
When I went to my childhood home for lunch with my dad, he smiled proudly. “You’ve done it, Ava.”
After that, I decided to throw a launch party for our new project. I invited everyone, including Heather.
When she showed up, I wore a tailored suit and greeted her.
“Wow,” she said, looking at me in shock.
“Welcome to my world, Heather,” I said, smirking.
She stuttered, “You look… different.”
I shrugged. “You said you deserve better. Well, I’m better now. Enjoy the party.”
As the night went on, I heard her whisper to a friend. “He’s changed.”
I chuckled, realizing I’d dodged a bullet.
Later that night, a woman named Jamie approached me. “You did great tonight. I love your vision for the company.”
I smiled back. “Thanks. I’m just getting started.”
We exchanged numbers, and as I walked away, I realized I’d found someone who appreciated me for who I truly was—not just my name.
Mother of the Groom Hires an Unknown Actress to Sabotage the Wedding, but Plans Spiral Out of Control – Story of the Day
A struggling actress takes an unusual job after being hired by a wealthy man’s mother to pose as his girlfriend and sabotage his upcoming wedding. But as she spends more time with him and his fiancée, she questions her actions and the price of her desperation. What will she choose?
Miranda stepped out of the dim audition room, her chest heavy with frustration. The casting director’s parting words, “You’re not interesting enough,” stung more than she wanted to admit.
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With her wallet almost empty, taking a taxi home wasn’t an option, so she trudged along the busy sidewalk, her thoughts clouded with doubt and discouragement.
As she neared a small corner store, a bulletin board tacked outside caught her eye. Among the cluttered ads and flyers, one stood out.
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She stepped closer to read the hastily written note: “Looking for a woman to pretend to be my son’s girlfriend. Will pay well.” Beneath the bold letters was a single phone number. No name, no explanation.
Miranda shook her head and chuckled to herself. “People are wild,” she muttered, brushing it off as she entered the store.
At the register, reality hit her hard. The little she could afford—pasta, cheese, and toilet paper—barely filled a small bag.
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The notice snagged her attention again as she was heading back. Staring at her meager groceries, she sighed, pulled out her phone, and dialed the number.
“Hello, I saw your ad—” Miranda began, gripping her phone tightly.
A sharp voice cut her off. “Meet me at 7:00 p.m. at Bella Luna. Dinner’s on me.”
Miranda blinked in surprise. “Wait, what—”
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The line went dead. She stared at her phone. No name. No details. Just instructions. It felt strange, but with her bills piling up, she didn’t have the luxury to ignore it.
At 7:00 p.m., Miranda entered the restaurant, her stomach fluttering. She scanned the room, unsure who she was meeting.
A middle-aged woman in a tailored suit approached her, her steps confident.
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“Are you the one who called about the ad?” the woman asked, her tone brisk.
“Yes, I’m Miranda,” she replied, offering a polite smile.
“Leslie,” the woman said, gesturing toward a nearby table. “Follow me.”
Once seated, Leslie leaned forward. “Do you have experience with this sort of thing?”
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Miranda hesitated. “Not exactly. I’ve never pretended to be someone’s girlfriend before,” she admitted. “But I’m an actress. I think I can do it.”
Leslie nodded, her expression unreadable. “Good enough,” she said. “Here’s the deal. My son is getting married in a month. I need you to make him fall for you and ruin the wedding.”
Miranda’s jaw dropped. “Excuse me? Your ad said to pretend to be his girlfriend. It didn’t say anything about ruining relationships.”
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“I’m not stupid enough to write that in an ad,” Leslie said, her voice sharp. “His fiancée isn’t good enough for him. She’s only after his money. You’d be helping him, really.”
Miranda pushed her chair back. “I can’t do this. I’m sorry,” she said, preparing to leave.
“Ten thousand,” Leslie said suddenly.
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“What?” Miranda froze.
“Ten thousand dollars if you break up the wedding. Two thousand if you try but fail. That should motivate you,” Leslie explained, her eyes fixed on Miranda.
Miranda’s breath caught. Ten thousand dollars. Two thousand, even. Her landlord’s threats echoed in her head. She needed the money.
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“Honey, I don’t have all day,” Leslie snapped.
Miranda swallowed hard. “Fine. I’ll do it.”
“Good. But don’t slack off. If you do, you get nothing,” Leslie warned, extending her hand.
With a deep sigh, Miranda shook it.
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Leslie had it all mapped out, and Miranda followed the plan step by step. Leslie’s son, Jack, was hiring an assistant for his company, so Leslie helped Miranda put together an impressive résumé.
It was polished to perfection, making Miranda seem like the ideal candidate. Jack didn’t hesitate—she got the job almost immediately.
But getting the job was the easy part. The hard part was getting Jack to notice her.
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Miranda tried everything Leslie suggested. She wore short skirts and fitted blouses, hoping to catch his eye.
Yet, Jack seemed uninterested. His focus was always on work.
Frustrated, Miranda decided to try something different. She began staying late at the office, waiting for moments when it was just the two of them.
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One evening, Jack looked up from his desk and frowned. “You don’t have to stay just because I’m still here,” he said, his tone gentle but firm.
Miranda forced a smile. “I enjoy your company,” she replied, sitting across from him and pretending to organize files.
Over the next two weeks, something shifted. Jack began having longer conversations with Miranda, talking about his life, his goals, and even his favorite movies.
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Yet, the more time Miranda spent with Jack, the harder her task became. She had met Katie, his fiancée, the woman Leslie despised.
Katie wasn’t what Miranda expected. She was kind, thoughtful, and genuinely sweet.
She brought homemade cookies to the office, reminded Jack to eat, and calmed him with a soothing word when he was stressed.
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One day, Miranda watched as Katie laughed over an origami crane Jack had made for her.
The love between them was undeniable. Leslie’s claims about Katie being a gold-digger felt harder to believe.
Still, Miranda couldn’t back out. Her landlord had already warned her about overdue rent, and the clock was ticking. Desperation outweighed her growing guilt.
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One evening, as Miranda stayed late at the office with Jack, her phone buzzed. She sighed, seeing Leslie’s name on the screen. Reluctantly, she answered.
“What’s taking so long?” Leslie demanded. “The wedding is in a week, and he’s still with Katie!”
“I’m working on it,” Miranda replied quietly, glancing at Jack, who was seated nearby, engrossed in his laptop.
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“There’s no time left. You need to sleep with him,” Leslie snapped.
“What?! We never agreed to that!” Miranda exclaimed, her voice rising slightly.
“Then fake it,” Leslie said coldly. “Make it look like you did and send me photos. I’m done waiting.”
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Before Miranda could respond, the line went dead. She stared at the phone, her stomach twisting.
Slowly, she walked back to Jack and sat next to him on the couch, closer than she ever had before.
“Tired?” she asked, her voice softer than usual.
Jack glanced up briefly. “Yeah, a little,” he admitted.
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Miranda hesitated, then placed her hand on his arm. “Maybe we could go to a bar. Unwind a little?”
Jack shook his head. “I can’t. Katie made dinner. She’ll already be upset that I’m late.”
“Does it really matter?” Miranda asked, leaning in slightly. “Come on. It’ll be fun.”
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Before Jack could respond, the elevator doors opened. Startled, Miranda pulled back. The sound of heels echoed as Katie appeared carrying two lunchboxes.
“I thought I’d bring dinner since you’re working late,” Katie said, smiling. She handed one box to Jack and turned to Miranda. “I brought some for you, too. You shouldn’t go hungry.”
Miranda stared at Katie, her heart sinking. Without thinking, she blurted, “I can’t do this anymore!”
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“What are you talking about?” Jack asked, confused.
Miranda took a deep breath. “I’m an actress. I was hired to ruin your wedding. Leslie wanted me to make you fall for me. I needed the money, so I said yes. I’m sorry.”
Jack and Katie listened in stunned silence.
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“I’m so sorry,” Miranda said again, her voice breaking. “I’m a horrible person.”
“No, you’re just someone in a desperate situation,” Katie said, taking Miranda’s hand.
Miranda shook her head. “Who are you? I just admitted I was trying to steal your fiancé, and you’re comforting me?”
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Katie smiled gently. “I know Jack loves me. You wouldn’t have succeeded.”
Jack frowned with a hard expression. “I don’t want my mom to get away with this. Will you help us?”
“It’s the least I can do,” Miranda agreed.
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They carried out Jack’s plan with careful precision. Fake photos of Miranda and Jack in intimate moments were sent to Leslie.
Her response came quickly—she was excited and praised Miranda, convinced the wedding was ruined.
Meanwhile, Miranda saved screenshots of Leslie’s incriminating messages, knowing they would be crucial.
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At Jack and Katie’s rehearsal dinner, Miranda stood before the gathered guests, her heart pounding.
One by one, the photos, the messages, and even the ad that had first brought her into their lives appeared on the screen.
The room fell silent, then erupted in hushed whispers. Guests exchanged shocked glances, their disbelief palpable.
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“This is all lies! I can explain!” Leslie shouted, her face red with anger.
Jack’s expression remained cold as he stepped forward. “Thanks, Mom, but Miranda already explained everything. We know the truth.”
Leslie’s voice rose in desperation. “I only wanted better for you! That woman doesn’t deserve you! She’s not good enough!”
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“She’s the best thing that’s ever happened to me,” Jack said firmly. “I’ll never forgive you for trying to ruin that. Now leave. Don’t come back into our lives.”
Leslie’s mouth opened to protest. “But—”
“Leave now,” Jack interrupted, his tone sharp. “Or I’ll call security.”
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Leslie’s face twisted in frustration. She grabbed her bag, muttering under her breath, and stormed out, her heels clicking loudly against the floor.
As the room settled, Miranda quietly gathered her things, preparing to slip out unnoticed. Jack noticed and stopped her. “Wait,” he said.
Miranda looked up, hesitant. “What is it?”
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“I spoke to a friend of mine. He has a role in a theater production. You’d be perfect for it,” Jack said.
Her face lit up briefly but quickly fell. “I can’t. I owe you too much already.”
“Stop,” Jack said firmly. “Actors like you are hard to find. You did spend a whole month pretending you enjoyed staying late at the office with me. And you’ll still get your paycheck for this month as my assistant.”
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Miranda shook her head. “I don’t deserve it. I nearly destroyed your lives.”
Katie stepped forward, her voice calm and kind. “If not for you, Leslie would still be trying to ruin our wedding.”
Miranda hesitated. Katie smiled and added, “Stay for dinner. You’re already here. I’ll be upset if you leave.”
Miranda’s eyes filled with gratitude as she hugged Katie tightly. “Thank you,” she whispered.
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If you enjoyed this story, read this one: Sarah’s life has always revolved around her family, but a devastating call from the hospital forced her to confront everything she had put on hold. As she rediscovers herself and begins living on her terms, a surprising twist changes everything, leading her to see life completely differently.
This piece is inspired by stories from the everyday lives of our readers and written by a professional writer. Any resemblance to actual names or locations is purely coincidental. All images are for illustration purposes only. Share your story with us; maybe it will change someone’s life.
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