Days Before Wedding, Millionaire’s Daughter Disguises As Homeless to Test Her Wealthy Fiancé — Story of the Day

Homeless woman sitting on the street | Source: Shutterstock

Ava unexpectedly falls for the man her parents arranged for her to marry. But when unsettling rumors about him surface days before their wedding, she devises a test to uncover his true intentions.

Ava caught her breath as she gazed at Walter, the man her parents had arranged for her to meet. He rose from his seat, impeccably dressed in a sleek suit that showcased his athletic build, his blue eyes sparkling under the elegant lighting.

Ava’s heart fluttered as he smiled and helped her to her seat.

“Ava, meet Walter, my son,” his mother said.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

“What do you think?” whispered Ava’s mother, Hilda, noticing her daughter’s reddened cheeks.

The families sat at a grand dining table in a restaurant, the air filled with apprehension and anticipation. Ava, initially resistant to this arranged meeting, found herself unexpectedly drawn to Walter. His gentlemanly demeanor throughout the dinner and subsequent meetings only deepened her admiration for him.

So a few weeks later, when he went down on one knee and proposed, she didn’t think twice before saying yes.

“I’ll marry you!” she exclaimed as Walter slid a diamond ring onto her finger.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

The wedding was set, and with only a few weeks to go, Ava and her friend Hillary went to a boutique to pick a wedding dress for Ava’s special day.

They had just gotten there and were waiting to be attended to when they heard two women whispering in the background.

At first, Ava tried not to pay attention, but with how loud they were, it was impossible not to hear a few words, especially when she heard Walter’s name.

“You mean Walter, the blue-eyed playboy, is getting married?” one woman whispered incredulously.

“Apparently, his parents found him a millionaire’s daughter,” another woman added.

For illustration purposes only. | Source: Unsplash

For illustration purposes only. | Source: Unsplash

Ava desperately wanted to continue listening but was interrupted when one of the attendants approached her since it was her turn.

“You heard those people talking in the lobby, didn’t you?” Hillary asked as they followed the attendant.

“Do you know how many Walters there are in this state?” Ava replied, dismissing the rumors. She was convinced her Walter was different.

An hour later, Ava drove to Walter’s mansion. The recent rain had left the roads wet, and as she approached his mansion, she noticed a group of homeless people huddled by the roadside, trying to keep dry.

\Ava slowed her car to avoid splashing water on them and rolled down her window to offer them some money, only to be taken aback after hearing their conversation.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

“That rich guy in the red car splashed water on us! All that money has gone to his head! And that money isn’t his, I bet! It’s his parents’!” grumbled a bearded man.

“With his handsome looks, he thinks he can do anything,” a woman added bitterly.

Shocked and confused, Ava rolled up her window and drove into Walter’s estate, wondering if they were discussing him. She had seen his compassionate side, like his charity work, but she now doubted if it was just for show.

\As she entered his house using the spare key she always had, she was stunned to hear him yelling on the phone.

“Get them out of here! I want all of them gone!” he bellowed, his face contorted with anger.

His tone suddenly softened when he turned around and spotted her.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

“I don’t want to see those beggars suffer in this rain. Find them a place, now!” he commanded, hanging up.

“Ava!” He smiled and approached her. “I saw some homeless people in the rain. It broke my heart, so I was arranging shelter for them,” he explained. Ava didn’t know what to say and nodded. Throughout the evening, she acted like everything was fine, but it wasn’t.

Their wedding was in a week, after which Walter was to be appointed as the director of one of her father’s charity organizations.

As Ava reached home, she discussed everything with Hillary and devised a plan to test Walter’s true character.

“Why not hire a private investigator?” Hillary suggested. “Isn’t that easier than hiring an actor? What if it doesn’t work?”

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

“It will. People let down their guard easily around strangers, and this particular actor I hired is pretty good,” Ava explained.

The next day, they met at Walter’s favorite café, concealing their faces under big hats.

“Aren’t you worried Walter might get angry if he finds out?” Hillary asked cautiously.

“He won’t know if all goes well,” Ava reassured her, waiting for Walter’s arrival. She’d already texted him and set her plan in motion. Babe, can you get me a coffee from your favorite place? I’ll be waiting at your office, she’d written.Later, she would text him that she couldn’t make it due to some work.

As Walter entered the café, Ava watched him closely. Dressed in a white sweater and black pants, Walter attracted admiring glances as he ordered. Ava’s heart swelled with pride, but she was anxious about the actor she’d hired to test him.

“I hope everything goes well,” she murmured to Hillary.

For illustration purposes only. | Source: Pexels

As Walter waited, a disheveled man, the actor Ava had hired, approached the counter. Walter was disgusted and stepped aside, allowing the man to order first.

“He’s so nice,” Ava whispered, unaware of Walter’s true intentions.

“Yeah, surprising,” Hillary said despite her doubts about Walter’s character.

Walter paid for the man’s bread and coffee, masking his frustration, all because he wanted the smelly, poor man to leave as soon as possible.

The situation escalated when the man accidentally spilled coffee on Walter’s sweater. Walter’s anger flared, but he caught a glimpse of someone familiar in the space and restrained himself.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

“I’m s-sorry, sir,” the man stammered, tears streaming down his face.

Walter, boiling inside, forced a smile. “Ah, no worries! It’s just clothes, nothing more. You can get more food at the counter; I’ll pay,” he offered, leading the man to the counter while vigorously typing on his phone, trying to send a quick message to his friend.

Ava watched from a distance and was proud of Walter’s kindness. “He’s the man I thought he was,” she said to Hillary, who wasn’t entirely convinced.

Soon, Walter stepped outside, walking side by side with the beggar, who walked beside him with a smile. They had just rounded a corner when he grabbed the man’s shirt and whispered harshly in his ears. “Say a word of this to Ava, and you’ll regret it,” he warned, tossing his hot coffee at the man before walking away.

Meanwhile, Ava dropped him the text, thinking she was a fool to doubt him. “See, I told you he’s a nice guy,” she told Hillary.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

Walter scowled as he read her message and drove home. He knew Ava suspected something. In desperation, he called Brandon, his trusted friend, for advice.

Meanwhile, Joe, the actor hired by Ava to test Walter, brushed off his coffee-soaked clothes. Feeling the soreness on his neck from Walter’s grip, he skipped contacting his client and headed home.

At Walter’s house, the atmosphere was tense. “She knows!” Walter yelled.

“Calm down. What does she know exactly?” Brandon inquired, pouring wine for his friend.

Walter explained Ava’s test and his fear of her suspicions.

“Spend more money on those charity galas she likes. There’s barely a week to the wedding, and all you have to do is persevere until then,” Brandon instructed him, and Walter listened with rapt attention.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

That night, after Ava got home, she spent hours talking to Walter on the phone, convinced that he was the only person she wanted to spend the rest of her life with.

“I love you, too,” she whispered into the phone after saying her goodbyes before hanging up.

Two days before the wedding, Ava went alone to pick up her dress. Unexpectedly, a woman blocked her path. “You’re Ava, right? The one marrying Walter?” the woman asked bluntly.

“Yes, I am. I love him,” Ava replied, assuming the woman was one of Walter’s exes.

“Don’t marry him. He’s not who you think he is,” the woman warned gravely before leaving.

Ava went after her, but the woman got into her car and drove away.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

Puzzled and concerned, Ava could only wonder about the woman’s motives as she picked up her wedding dress. She decided to call Joe, the actor she had hired to test Walter, for any insights.

She had paid him for his work but hadn’t heard from him ever since his act at the cafe. She didn’t think much about it then because she was convinced Walter was really a kind and caring man. Joe didn’t answer her first calls, and when he finally did, he urgently warned her to stay away from Walter before abruptly hanging up.

Confused and alarmed, Ava pondered Joe’s reaction and decided to test Walter herself, this time without any intermediaries. She planned to disguise herself as a homeless person and approach Walter to see his true character.

Dressed in old, smelly clothes and a dirty scarf, Ava waited for Walter at a fancy restaurant where they were supposed to meet. She approached him in the parking lot, asking for help in her beggar disguise.

Remembering Brandon’s advice to maintain a good public image, Walter reluctantly gave her some money and walked away.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

Seeing his ‘kindness,’ Ava couldn’t help but feel a little guilty for not trusting him. Entering the restaurant, she instantly headed straight towards him, trying to grab his arm as she called his name.

“Wal—” she began, but the words had barely left her mouth when she felt a brutal, stinging force against her face.

Walter slapped her.

“I-I’m a woman,” Ava stuttered in shock, not knowing what else to say as she watched Walter glare at her with hostile and unfamiliar eyes.

“You stinking witch! The only reason I didn’t slap you before was that we were in public. How dare you follow me!” Walter yelled. “You poverty-stricken set of beggars, I hate your kind the most!”

Walter had been holding in his emotions for a while, and seeing the utterly empty restaurant felt like a grand opportunity to take out his emotions on the beggar who DARED to almost touch him.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

“I’ve been going around with a kind look just because I’m trying to get a woman to marry me, and you think you can take advantage of that? Get out, or I’ll slap you again!” Walter continued yelling, and Ava could tell that he meant every word.

Touching her face, she felt it burn as her eyes stung from both the pain and the realization that Walter was nothing like the man she fell in love with.

As he demanded security to remove her, Ava removed her disguise, revealing her true identity.

“It’s me, Ava,” she finally said, her heart breaking.

His face turned pale. “A-Ava? How could you deceive me like this? Was this all a trap, a test? I thought you loved me. I thought you trusted me,” he stammered, trying to turn things around.

For illustration purposes only. | Source: Pexels

For illustration purposes only. | Source: Pexels

But Ava just shook her head and smirked.

“The wedding is off, loser!” she declared before leaving.

Months later, Ava’s parents arranged another match for her. She met Brandon, a seemingly calm and gentlemanly figure.

“My name is Brandon. I’m sure you’ve heard a lot about me!” He greeted her with a charming smile.

I guess looks can be highly deceiving, Ava thought. Through the private investigator Ava had hired, she knew this man was more deadly than Walter. She smiled at him, deciding to teach him a lesson he’d never forget.

For illustration purposes only. | Source: Pexels

Tell us what you think about this story, and share it with your friends. It might brighten their day and inspire them.

If you enjoyed reading this story, you might like this one about a maid who captured a millionaire’s heart days before his wedding.

I Asked My Husband for Money for Office Clothes After Maternity Leave — He Replied, ‘Get a Job as a Cleaner, You Don’t Need Fancy Clothes There’

Sometimes, life hands you lemons in the form of a careless husband. When mine suggested I become a cleaner instead of buying new work clothes, I took his advice. But I did it with a twist he never saw coming.

The worst part about betrayal? It always comes from someone you trust.

I went on maternity leave a year ago, completely devoting myself to our son, Ethan.

A woman holding her baby | Source: Pexels

A woman holding her baby | Source: Pexels

Late-night feedings, endless diaper changes, keeping our house together, making sure Tyler always had a hot meal waiting after work… I did it all.

And honestly? I didn’t mind. Being a mom was challenging but rewarding in ways my office job never was.

The tiny smiles and the first giggles… they just filled my heart with joy I can never explain in words.

A toddler sitting on the floor | Source: Pexels

A toddler sitting on the floor | Source: Pexels

But after a year, it was time for me to go back to work. I was actually excited. I missed adult conversations that didn’t revolve around baby food. I missed feeling like more than just a mom.

Except, there was a problem.

“Tyler, none of my work clothes fit anymore,” I said one evening while folding laundry. Ethan was finally down for the night, and Tyler was sitting on the couch.

“What do you mean?” he asked.

A man sitting on a couch | Source: Midjourney

A man sitting on a couch | Source: Midjourney

I sighed, holding up a pencil skirt that used to be my go-to office staple. “I mean, my body changed after having your child. I’ve tried everything in my closet, and nothing fits right anymore.”

“So? Just wear something else.”

“That’s what I’m saying. I don’t have anything else. I need to buy a few new outfits for the office.” I sat beside him on the couch. “I was hoping we could use some of our savings for that.”

That’s when he gave me the look that made me feel like I was asking for something out of this world.

A close-up shot of a man's face | Source: Midjourney

A close-up shot of a man’s face | Source: Midjourney

“Do you have any idea how much daycare is going to cost?” he asked. “Plus, all the baby expenses? Your job barely covers those costs as it is.”

“It’s just a few outfits, Tyler. I can’t exactly go back to work without clothes.”

That’s when he said it.

“Your job costs us a lot. Just get a job as a cleaner. You don’t need fancy clothes for that.”

I couldn’t believe his words.

Had he really just said that? This man whom I’d been making breakfast, lunch, and dinner for? The one whose laundry I’d been doing? Whose baby I’d been taking care of 24/7 while he continued his career without interruption?

A close-up shot of a woman's face | Source: Midjourney

A close-up shot of a woman’s face | Source: Midjourney

“A cleaner?” I repeated.

Tyler shrugged. “It’s practical. Better hours for childcare too.”

I had sacrificed my body, my sleep, and my career momentum for our family. And now, when I needed something basic to continue moving forward, he couldn’t even be bothered to support me.

Instead of yelling at him, I just smiled and said, “You’re right, babe. I’ll figure something out.”

And I did.

But not in the way he expected.

A man in his house | Source: Midjourney

A man in his house | Source: Midjourney

I wasn’t about to beg for basic respect or a few new shirts.

Instead, I followed his suggestion and got a job as a cleaner.

But not just anywhere.

I applied at his office.

Tyler works at a prestigious corporate law firm downtown. When I discovered they needed part-time cleaning staff through a job listing online, it felt like the universe was handing me exactly what I needed.

A woman looking for a job on her laptop | Source: Pexels

A woman looking for a job on her laptop | Source: Pexels

Within a week, I was hired for the evening shift, which worked perfectly with our childcare situation. My mother was more than happy to watch Ethan for a few hours in the evening, especially when I explained what I was doing. She never did like Tyler much.

The best part? Tyler had no idea.

He assumed I was taking night classes to “improve my skills,” as I’d vaguely mentioned. He never asked for details, which was another sign of how little he actually cared about my aspirations.

A man looking straight ahead | Source: Midjourney

A man looking straight ahead | Source: Midjourney

For three weeks, I worked the cleaning shift, making sure to avoid the floor where Tyler’s office was located. I needed to pick the right moment.

The perfect opportunity presented itself when I learned through office gossip that Tyler would be hosting an important client meeting on Wednesday evening.

The cleaning schedule had me on his floor that night, and I made no requests to change it.

Documents on a table | Source: Midjourney

Documents on a table | Source: Midjourney

When Wednesday arrived, I walked into his office in my gray uniform, hair pulled back in a simple ponytail and wearing minimal makeup.

I pushed my cleaning cart deliberately, the squeaky wheel announcing my presence before I even reached his door.

Tyler was in the middle of presenting something to a group of five people seated around his conference table when I entered to empty the trash bins. I kept my head down initially, methodically going about my work, but I could feel the moment his eyes landed on me.

The confident flow of his presentation stuttered to a halt mid-sentence.

A man standing in a meeting room | Source: Midjourney

A man standing in a meeting room | Source: Midjourney

“And the quarterly projections show—” His voice cracked. “The projections show that… I’m sorry, excuse me for a second.”

I continued working, moving to the bin beside his desk, feeling his stare burning into my back.

“Marilyn?” he finally spoke up. “What are you doing here?”

I turned and smiled politely. “Oh, hello, sir. I didn’t mean to interrupt your meeting.”

The blood drained from his face so quickly I thought he might pass out. Meanwhile, the clients and his colleagues looked between us in confusion.

Men sitting in an office | Source: Pexels

Men sitting in an office | Source: Pexels

Then, one of his coworkers, who had seen me at company events before, spoke up. “Wait, this is your wife? What’s she doing here?”

Tyler stammered. “I… I don’t know. Marilyn, what are you doing?”

I maintained my composure, standing straight with dignity despite the uniform. “Oh, I just took my husband’s wonderful advice! He suggested that since my old job was too costly with childcare and professional clothing, being a cleaner would be more practical. No dress code to worry about. To be honest, it’s actually been quite educational.”

The room fell silent.

Every eye turned to Tyler, whose face had now gone from pale to flushed with embarrassment.

A man looking straight ahead | Source: Midjourney

A man looking straight ahead | Source: Midjourney

His boss, Mr. Calloway, raised an eyebrow. “Your husband told you to be a cleaner instead of continuing your career?”

I shrugged with an innocent smile. “Well, he said my previous job was too expensive because I needed new clothes after having our baby. He thought this would be a better fit for me.”

Mr. Calloway’s expression hardened as he looked at Tyler.

An angry man | Source: Midjourney

An angry man | Source: Midjourney

The atmosphere in the room had completely changed.

“Marilyn, can we discuss this at home?” Tyler whispered. “Now isn’t the time.”

“Of course,” I replied cheerfully. “I wouldn’t want to interfere with your important meeting. I’ll just finish up here and be on my way. You gentlemen have a wonderful evening.”

As I pushed my cart toward the door, I heard Mr. Calloway say, “Let’s take a fifteen-minute break, shall we?”

That told me Tyler was in for an uncomfortable conversation.

A boss talking to an employee | Source: Midjourney

A boss talking to an employee | Source: Midjourney

But I wasn’t done yet. This was just the beginning.

Over the following weeks, I made sure to be exceptionally diligent at my job. I always cleaned Tyler’s office last, timing it perfectly so his coworkers would still be around wrapping up their day.

I smiled sweetly whenever someone asked about my presence there, and I made a point of thanking Tyler loudly for his “amazing career advice” whenever we crossed paths.

Back-view shot of a woman working as a cleaner | Source: Midjourney

Back-view shot of a woman working as a cleaner | Source: Midjourney

One day, Tyler tried to talk to me about it at home.

“This has gone on long enough,” he insisted. “You’ve made your point. This is embarrassing.”

“Embarrassing for whom?” I asked calmly. “I’m following your suggestion. I thought you’d be proud of me for being so practical.”

“You know I didn’t mean it like that,” he said. “It was just a comment. I was stressed about money.”

A man looking down | Source: Midjourney

A man looking down | Source: Midjourney

“Funny how your ‘just comments’ always seem to minimize me and my needs,” I chuckled. “And funnier still how my stress about returning to work professionally wasn’t worth considering, but your stress about money justified belittling my career.”

At that point, Tyler didn’t know that I was having conversations while cleaning offices. Real conversations. With people who saw me as more than just “the cleaner” or “the mom.”

Specifically, Carol from HR had stopped me one evening to chat after finding me reading a legal brief I’d spotted on a desk.

A stack of papers on a desk | Source: Midjourney

A stack of papers on a desk | Source: Midjourney

After learning about my background in corporate communications and the circumstances that led me to cleaning, she was appalled.

“We actually have an opening in the marketing department,” she told me. “The pay is competitive, and the hours would work with your childcare situation. Would you be interested?”

I was more than interested. I was ready.

The final act in my plan came together at the next company event, where spouses were invited. Tyler had begged me not to attend, claiming we should “leave work at work,” but I insisted.

A man sitting with his head in his hands, worried about his image | Source: Midjourney

A man sitting with his head in his hands, worried about his image | Source: Midjourney

I arrived fashionably late, wearing a stunning new navy dress that I’d purchased with my first advance from my new marketing position that would start the following Monday. It was a position that paid significantly more than Tyler’s.

The look on his face when I walked in was worth every second of pushing that cleaning cart. He just stared at me with wide eyes as Carol from HR approached me with a glass of champagne.

A woman holding a glass of champagne | Source: Midjourney

A woman holding a glass of champagne | Source: Midjourney

“Everyone, I’d like to introduce our newest team member,” Carol announced to the small group near us. “Marilyn will be joining our marketing department on Monday as our new Communications Director. Some of you may have met her already in a different capacity.”

The smirks and raised eyebrows around the circle made it clear everyone understood exactly what “different capacity” meant. Tyler looked like he wanted the ground to swallow him whole.

Later that evening, Tyler cornered me by the drinks table.

“You planned this whole thing, didn’t you?” he hissed.

A man standing in a party | Source: Midjourney

A man standing in a party | Source: Midjourney

I sipped my champagne calmly. “No, Tyler. You planned it when you decided I wasn’t worth a few new outfits to restart my career. I just adapted to the circumstances you created.”

“It was a joke,” he insisted, his voice desperate. “I was stressed. I didn’t mean for you to actually become a cleaner.”

“And I didn’t mean to discover that my husband values me so little,” I replied. “Yet here we are, both surprised by outcomes we didn’t expect.”

Over the following months, things changed dramatically between us.

An upset man | Source: Midjourney

An upset man | Source: Midjourney

Tyler’s position at the firm became increasingly uncomfortable as the story of his “career advice” to his wife became part of company lore. Meanwhile, my role expanded as my talents were recognized. The power dynamic in our marriage shifted noticeably.

Tyler tried to apologize repeatedly.

He bought me clothes, jewelry, and even a new car, but it didn’t work.

A man holding car keys | Source: Pexels

A man holding car keys | Source: Pexels

You see, the moment he made me feel like I wasn’t worth basic respect was the moment something fundamental broke between us.

Now, six months later, my closet is filled with clothes that fit the woman I’ve become.

Meanwhile, Tyler has lost his job. He’s apologized more times than I can count, but no amount of regret can erase the moment he made me feel small, the moment he dismissed my worth so easily.

And now, the choice is mine. Do I forgive him and give our marriage another chance? Or is it time to walk away for good?

What would you do?

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.

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