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Homeless man drinking coffee | Source: Shutterstock
Homeless man drinking coffee | Source: Shutterstock

3 Stories of How Dressing up as Another Person Helped People Discover the Truth

Roshanak Hannani
Apr 01, 2024
03:29 A.M.

People normally act a certain way around those they want to impress, which is why these three people decided to hide their identities and find out what was truly lurking under the surface. Their discoveries changed their perspective considerably.

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A millionaire morphed into a driver to probe the depths of love, a fiancé became a beggar to peek into the heart's true colors, and a tycoon adopted the guise of the homeless to select his legacy's heir. Let's discover what happened in the process!

1. I Dressed as a Driver to See If My Wife Truly Loved Me

At 18, I was certain that I would marry Rachel Harrington. She was funny, beautiful, and bubbly, and fortunately, she felt the same about me.

Our families were close, and everyone supported the idea of uniting two wealthy and powerful dynasties. Rachel and I seemed perfect for each other, and our loved ones expected our story to end with "happily ever after."

For illustration purposes only | Source: Unsplash

For illustration purposes only | Source: Unsplash

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However, tragedy struck three days before our wedding. Rachel and her three best friends went on a "girls-only" trip to Las Vegas. On their way back, an 18-wheeler's brakes failed, resulting in a catastrophic accident that left four families, including mine, in ruins.

For the first year after the accident, I lived in a daze. I kept hoping it was a nightmare I'd eventually wake up from, and that Rachel would walk through the door any moment, laughing, making everything normal again.

But that moment never came, and I had to face the harsh reality that my beautiful bride-to-be was gone forever at just 23. I was left to rebuild my life from the shattered pieces of my dreams.

My parents struggled to find ways to help me cope with my grief. My father suggested that I join him at work, hoping it would distract me from my sorrow.

I threw myself into the family business, a chain of gas stations, driving it to new heights of success. Yet, a decade later, I remained alone. My father grew increasingly concerned, especially after falling ill, and lamented to my mother that his intention was only to distract me, not for me to live solely for work.

For illustration purposes only | Source: Unsplash

For illustration purposes only | Source: Unsplash

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Despite their efforts to introduce me to the daughters of their affluent friends, none caught my interest.

Deciding to personally evaluate our operations, I visited our gas stations in the Midwest, acting as a regular customer. But on my way back, just miles from home, I experienced a flat tire. With no spare in the trunk and no cell service, I locked the car and began walking, hoping to find a service station.

After an hour, I came across a dilapidated old gas station, a sight for sore eyes, believing I would finally get the help I needed.

I stepped into the dusty store and approached the counter. "Excuse me," I said, "I had a flat and I don't have a spare..." The person behind the counter, clad in oil-smeared mechanic's overalls and a baseball cap, turned around, revealing a beautiful girl.

I found myself stammering and blushing, but she, Marla, seemed to find it sweet and amusing. She drove me to my car in her truck and insisted on changing the tire herself.

For illustration purposes only | Source: Unsplash

For illustration purposes only | Source: Unsplash

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I was smitten. In an instant, the years of loneliness and pain seemed to wash away. I knew I wanted Marla in my life, no matter what. My mother was taken aback when I revealed Marla's profession as a car mechanic, but my father found humor in it.

However, my father's amusement faded when he learned of Marla's humble background. "She's not our kind of people, Eric!" he protested.

"And what kind of people is that, Dad? Are we only to consider the wealthy as our kind?" I asked.

"No," my father replied, hesitantly, "but you know nothing about her background. She's too young for you, and she might be after your money."

"Dad," I countered, "she's kind-hearted and genuine. For the first time since Rachel's death, I feel truly alive." Following this, my parents ceased their objections to the marriage.

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

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Marla and I married at my parents' grand estate in Martha's Vineyard, with a lavish ceremony attended by hundreds from my side, as Marla had no family or close friends to invite. Even her bridesmaids were my sisters.

My mother speculated that Marla was hiding something, given her apparent solitude, but I dismissed any such concerns. I loved her for who she was, fully embracing her presence in my life.

We settled into a beautiful new home, adapting to a lifestyle that included a housekeeper, two maids, and a driver. However, two years into our marriage, a disturbance arose when our long-serving driver came to me, nervously twisting his cap.

"Sir," Farrow began awkwardly, "there's something I need to discuss with you..."

I urged him to continue. "What is it, Farrow? Are you looking for a raise?"

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

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He blushed, denying it, then hesitantly said, "It's about Mrs. Montpelier, sir..."

Curious, I pressed, "What about my wife?"

Farrow explained, "For the past six months, she's been acting strangely. She asks to go shopping every afternoon, but I drop her off in a rough part of town. She calls me two hours later for pickup, and she never has any shopping bags."

"I understand," I acknowledged.

Farrow continued, "I wouldn't have mentioned it, sir, but I've known you since you were a boy..."

For illustration purposes only | Source: Unsplash

For illustration purposes only | Source: Unsplash

Appreciating his concern, I proposed a plan. "Farrow, perhaps you can help me unravel this mystery. Tomorrow, tell my wife your nephew will drive her because you have a doctor's appointment."

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I decided to disguise myself as Farrow's fake nephew. "I'll wear your uniform, cap, and dark glasses, and keep the limousine's smoked divider up," I planned. "She won't even notice me, and I'll find out the truth."

That evening, I casually inquired about Marla's plans for the next day. She mentioned going to town for shopping and perhaps a hair appointment. But I knew these were lies. Lying in bed next to her that night, I couldn't sleep, tormented by doubts about our marriage.

For two years, I had been blissfully happy, believing Marla was too. The following day, I resolved, would bring the truth to light.

The next morning, I pretended to leave for work, then stealthily returned to Farrow's apartment above the garage to change into his uniform.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

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After grooming and donning the disguise, I waited in the car for Marla. At the scheduled time, she appeared and directed me to drive to 25 Camden Street. I silently complied, steering towards the requested address, a notorious area with cheap, run-down apartments, nothing like our life of affluence.

Upon reaching the address, Marla instructed me to wait for her call before picking her up. She hadn't glanced my way once, appearing deeply preoccupied.

I parked the limousine a couple of blocks away, then walked back to the building Marla had entered. It was dilapidated. Inside, I overheard her tender voice, "I'm sorry I can't stay too long, but you know I do love you..."

Consumed by a sudden surge of jealousy and anger, I barged into the apartment. The sight that met my eyes was even more dismal than the exterior. Marla was there, comforting an elderly man as she held his hands.

Startled, she stood up, her face drained of color. "Eric," she gasped, "what are you doing here?"

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For illustration purposes only | Source: Pexels

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I was the one demanding answers. "What is this place? Who is this man?" I barked.

Calmly, she revealed, "This is my father, Eric. He's ill and suffered a stroke. I help him as much as I can."

"But you told me you were an orphan. Why didn't you tell me the truth?" I asked, more softly now.

With a quiet voice, she confessed, "My father was in prison. I was ashamed... feared you wouldn't want me if you knew about my past, a girl from nowhere with a convict father."

Taking her hands in mine, I assured her of my unconditional love. "I love you, Marla, and nothing could change that."

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

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Overwhelmed, Marla broke down, apologizing for the deceit. After calming down, she introduced me to her father, who was severely impacted by the stroke and was unable to speak.

Determined to make things right, I arranged for her father to be placed in an assisted living facility, ensuring he received the care he needed without Marla having to hide her visits.

A few weeks later, Marla had some wonderful news for me: I was going to be a father!

2. I Dressed like a Homeless Man and Went to My Fiancée’s House Just before Our Wedding

Our family, the Greys, was known for our wealth. Stories around town said that we could buy every house in Beverly Hills if we wanted to. Our lineage traced back to the 1700s, and through generations, we maintained our aristocracy.

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I was the sole offspring of Franco and Leah. They had waited years to have me, and they invested their resources and time to raise me into one of the finest gentlemen the world has ever seen.

Standing tall with black hair, I prided myself on my refined appearance and manners. My mother affectionately called me Richie, viewing me as the total package. Whether in casual chats or deep discussions, I always held my ground.

During my high school years, I was well-liked by both students and teachers. This popularity followed me to university, where I continued to attract admiration.

My reputation wasn’t just built on looks or intelligence; my true distinction lay in my gentlemanly conduct. I never succumbed to the arrogance that wealth often breeds. Instead, I consistently demonstrated kindness and empathy.

I brought happiness to many, and my parents took every opportunity to showcase their perfect son, who was destined to manage our estate. Their pride in me was immense, yet they harbored concerns for my future.

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They eagerly anticipated grandchildren. My mother, in particular, longed for "tiny soldiers" and pressed for me to find a wife and start a family. She even confronted my father who urged her to ease the pressure on me about having children.

I overheard one of their discussions once:

"I never understand you, Franco," Mom said. "You might pass away before me, and aren't you worried that you might never meet his children?"

"I want what's best for him too, and yes, grandkids for us both, but let him take his time. Finding love is not as easy these days," Dad responded.

"People get married every day, Franco, every day!" She continued, "Getting married and starting a family are distinct steps, and Richie hasn't even started on the first."

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For illustration purposes only | Source: Pexels

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Dad's words of caution seemed to have little effect on Mom. Whenever she saw me, she invariably expressed her fears of not meeting her grandchildren.

After such exchanges, I would reassure her, "Mom, I'm trying to find the right person. It's challenging to know who genuinely loves you nowadays."

Indeed, my wealth complicated the search for a partner who met my criteria: commitment, compassion, and sincerity, not driven by money but for a successful union.

I sought a balanced relationship, not a one-sided affair. While I had clear expectations of my ideal partner, I was also prepared to better myself and adapt for her. Yet, she had to be my Cinderella, the one who would make my heart race.

When I would meet her, I couldn't predict. But surprisingly, it happened sooner than I anticipated. I met Marlene, a stunning woman with a model's figure, and was instantly captivated by her beauty and intelligence. She seemed like the perfect match.

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I gradually won her affection. It wasn't easy, but ultimately, I managed to win her heart, or as she put it, she fell in love with me.

A few months into dating, filled with outings and sending flowers to her door, I, the Grey heir, popped the big question. I planned an elaborate proposal and, fortunately, she said yes.

Marlene was set to become my bride, her finger adorned with a significant diamond. We moved in together, and I supported her in every way.

I discovered she was fundraising for orphanages, which endeared her to me even more. To me, Marlene checked all the right boxes; I couldn’t imagine being with anyone else.

I threw my support behind her fundraising efforts, promoting them among my wealthy friends, eager to see her succeed. However, our love story hit a snag when I decided to test my ideal Cinderella.

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One morning, as I was tidying the garage, I saw Marlene rudely dismiss a homeless old man seeking help at my door. This behavior shocked me and seemed out of character for the woman I knew.

Later at the office, I called an orphanage she claimed to support, only to discover they had no record of her or her projects.

I hired a private investigator named Sarah to dig deeper, not wanting to rush to judgment as we were close to marrying. The findings were disheartening: Marlene was a fraud, swindling people under the guise of charity, without a trace of genuine philanthropy.

Despite the damning evidence, I wasn’t ready to give up on her. Disguised as a beggar, with heavy makeup to hide my identity, I went to Marlene's house to see for myself what kind of person she was.

When she saw the disheveled figure on her porch, Marlene quickly and furiously turned him away, yelling, "Get off my property, you nitwit! You disgust me!" She ignored his pleas for water or food.

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For illustration purposes only | Source: Pexels

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Two days later, I revisited her home in disguise. Before she could show her disdain, I washed off my makeup, revealing my true identity, and confronted her about her deceit.

"Hold it right there. I'm well aware of your actions, Marlene, if that’s even your real name. But what does it matter now?" I said, filled with indignation.

Marlene was caught off guard and nervous, so she stammered, "I'm so sorry, Richard! I can explain. It's not what you think."

But I was beyond listening. Seized by anger, I demanded, "I don’t know what to think, except that I don't want you in my life!"

Not long after, Marlene was arrested. I don't know why, but it must have been due to her fraudulent deals.

For illustration purposes only | Source: Unsplash

For illustration purposes only | Source: Unsplash

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In the months that followed, Sarah and I started dating. This time, I was determined to take things slow and enjoy getting to know her better. After what happened, Mom finally eased up on her marriage and grandchildren campaign, focusing instead on asking how we were doing in general.

3. My Client Dressed like a Homeless Person and Visited a Grocery Store to Decide Who Would Inherit His Millions

I, William Carter, was Mr. Hutchins' lawyer. At 90 years old, he was the wealthy owner of Texas' largest grocery store and strikingly attractive for his age, with hazelnut eyes and a silver sparkle in his hair. Despite his charm, his business had consumed his time, leaving him without a wife or children.

One day, Mr. Hutchins confided in me his growing concern about lacking an heir. "Who would be the inheritor to my estate if I died?" he pondered during one of our calls.

He wasn't inclined towards philanthropy, preferring to leave his legacy to someone who would value it genuinely. The idea of bequeathing it to a friend didn't appeal to him either, mindful of the fact that in business, enemies often outnumber friends, a lesson he had learned through bitter experience.

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So, finding himself without clear options, he reached out to me for counsel. "What are your thoughts, William?" he inquired, his voice tinged with uncertainty. "I've thought about it, but I can't make up my mind."

I knew his reservations, so I started there. "Well, Mr. Hutchins, I'm pretty sure you wouldn't want to give it to a charity, so let's rule that out first. Do you have any known distant relatives?" I asked, trying to explore every avenue.

Reflecting on his difficult past, he said, "When you're orphaned at a young age, no one wants to take your responsibility, Will. I came to Texas with almost nothing and it took me several years to establish myself. So I'd like to give it to someone who understands the true meaning of it, rather than someone based on blood relations."

"Sir, this isn't a typical case," I told Mr. Hutchins, knowing the weight of his dilemma. "I'll need some time to think it over. Let's schedule a meeting for this coming Friday. By then, I should have some ideas."

"Sure, Will," he replied before ending the call. However, I could sense from his tone that he wasn't convinced I'd find a solution soon. Instead, he took the matter into his own hands, and I only learned about it later.

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For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

The day after our conversation, Mr. Hutchins sat in his study, trying to come up with potential heirs to his estate. He spent several hours with a notepad in front of him, but the list remained empty.

Feeling defeated, he tossed his pen aside and was about to leave when a sudden thought halted him. Could he possibly find a worthy heir among his employees? He pondered the possibility of discovering someone who valued hard work as much as he did.

Resolved to explore this idea, he dressed in his oldest clothes the next day, supported himself with a second-hand cane, and wore a fake beard to conceal his identity. His destination was his own grocery store.

Upon entering, he was harshly rebuked by the cashier, Lincy. "Go away, old man!" she scolded. "People like you are not allowed in here!"

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"But ma'am, I'm just here for some food. I haven't eaten in days. I need your help," Mr. Hutchins implored in his disguise.

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For illustration purposes only | Source: Pexels

Lincy's response was icy. "Well, then, I guess you're in the wrong place," she retorted dismissively. "Homeless people like you beg on the streets. You don't deserve to be in such a posh establishment!"

When he told me about it, I couldn't help but say, "Yikes, you do have some harsh employees." Mr. Hutchins nodded and continued his story. He managed to still enter the store under his disguise and navigated through the aisles, searching for a potential heir among the customers, but to no avail.

A commotion near the checkout line caught my attention. "Who the hell let this man in here?" a woman yelled, her nose wrinkled in disgust. "Wait, don't get too close. You smell like garbage meat!"

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Mr. Hutchins tried to respond, "But ma'am..." but he was abruptly cut off.

An agreeing voice from the crowd added, "I know, right? Just give him some money and shoo him away."

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For illustration purposes only | Source: Pexels

As Mr. Hutchins attempted to explain his need for food, Linda, one of the sales staff, approached him assertively. "You need to leave now! Our customers are unhappy, and we can't ignore that! How did you even get in here? Didn't the guards stop you?"

Mr. Drummonds, a regular customer, nodded and insisted, "Yes, please, Linda, get him out of my sight, or I am never coming back! And make sure the guards keep such scumbags away!"

Linda hurriedly apologized to Mr. Drummonds, promising to have "the homeless man" removed immediately. Hearing how everything took place, I realized the extent of disdain and lack of empathy some people could harbor.

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But just as Mr. Hutchins appeared ready to depart, a voice pierced through the disdainful chatter, "Everyone, back off from the old man!" It was Lewis, the young store administrator, who had once faced financial hardships himself.

His intervention was so different from the earlier reactions of everyone at the store and hinted at a depth of character that Mr. Hutchins had been hoping to find.

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

"Lewis, do you really think Mr. Hutchins would have tolerated such behavior in his store?" Lincy retorted, doubtful. "He would never have allowed this man inside!"

Lewis stood up for what he believed was right. "I understand Mr. Hutchins better than you do, Lincy. Return to your work, or I'll have to report this," he stated firmly and then addressed the disguised Mr. Hutchins, "Please come with me, sir. I'm sorry for the rudeness of our staff."

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Lewis took the "homeless man" inside, got a basket, and filled it with groceries. After paying, he handed them over to the disguised Mr. Hutchins, whose eyes brimmed with tears. "Thank you, young man," he uttered, his voice quivering. "May I ask you something?"

"Sure, sir," Lewis answered, with a welcoming smile.

Mr. Hutchins asked, "Why did you stand up for a homeless man like me? You could have easily thrown me out, and I wouldn't have known."

For illustration purposes only | Source: Pexels

For illustration purposes only | Source: Pexels

Lewis shared his history, recalling how he was once in dire straits and how Mr. Hutchins had offered him a job and a place to stay, asking only for his hard work in return. That kindness had profoundly impacted the young worker.

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As Mr. Hutchins told me this story, I realized he had found his successor. That day, he expressed his gratitude to Lewis and left quietly.

Seven years later, after Mr. Hutchins passed away, I was the one to call Lewis. I informed him that Mr. Hutchins had left everything to him, including a short letter, which explained his homeless disguise and why he chose him as his inheritor.

The act of disguise in these stories serves as a gateway to enlightenment, compelling our protagonists to confront reality in its most unvarnished form. These journeys illuminate the intricate interplay between perception and truth, challenging us to question the real intentions of the people we associate with.

We're curious — do you have such a story, too? We'd love to hear it!

Tell us what you think about these stories, and share them with your friends.

If you enjoyed reading these, you might also enjoy these three stories where single parents faced the worst to take care of their children.

If you would like to share your story, please send it to info@amomama.com.

Note: These pieces are 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.

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