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.

My Neighbor Refused to Pay Me ($250) for Cleaning Her House as We Agreed — I Taught Her a Fair Lesson

They say neighbors can either become friends or foes, but I never imagined mine would turn into both overnight. What started as a simple favor turned into a bitter feud and a twist that left us both reeling.

When my husband, Silas, walked out of our lives six years ago, I never imagined I’d be standing in my kitchen, scrubbing the same countertop for the third time, wondering how I’d become this version of myself.

I’m Prudence, 48, a mother of two, trying to make ends meet while working remotely for a call center. Life didn’t exactly turn out as I’d hoped.

A closeup of a sad and tired lonely woman | Source: Midjourney

A closeup of a sad and tired lonely woman | Source: Midjourney

Silas and I used to talk about our dreams, you know? The kind of life we wanted to build together. But somewhere along the way, those dreams shattered, leaving me to pick up the pieces alone.

He walked out one evening, saying he needed “space to find himself,” leaving me with our then eight-year-old son Damien and just a few months old daughter Connie. I guess he found more than space because he never came back.

A photo showing a sad woman in the foreground with her husband's silhouette in the background | Source: Midjourney

A photo showing a sad woman in the foreground with her husband’s silhouette in the background | Source: Midjourney

“Mom, can I have some cereal?” Connie’s small voice pulled me out of my thoughts. Her wide brown eyes, so full of innocence, stared up at me from the kitchen table.

“Sure, honey. Just give me a second.” I forced a smile, grabbing the cereal box from the top shelf.

Damien, now 14, shuffled into the kitchen, earbuds plugged in as usual. He barely looked up from his phone. “I’m heading out to meet up with Jake, okay?” he mumbled.

A young boy standing in the kitchen with his earbuds plugged in | Source: Midjourney

A young boy standing in the kitchen with his earbuds plugged in | Source: Midjourney

“Don’t stay out too late. And remember, homework first when you get back,” I called after him as he stormed out the door, not waiting for my reply.

It was just another day in the life I’d been patching together since Silas left. Balancing the responsibilities of raising two kids alone while trying to keep a roof over our heads wasn’t easy.

My work at the call center helped, but it wasn’t exactly my dream job. It was a job, though, and in times like these, that’s all that mattered.

A woman working from home | Source: Midjourney

A woman working from home | Source: Midjourney

That’s when Emery, the new neighbor in her early 30s, knocked on my door. I opened it to see her, eyes red-rimmed, looking like she hadn’t slept in days.

“Hey, Prudence, can I ask you for a huge favor?” she said, her voice cracking slightly.

I nodded, stepping aside to let her in. “Sure, Emery. What’s going on?”

A tired and sleepless woman standing outside a house door | Source: Midjourney

A tired and sleepless woman standing outside a house door | Source: Midjourney

She sighed, sinking into the couch like she was about to collapse. “I had this crazy party last night, and then I got called out of town for work. The place is a disaster, and I don’t have time to clean it up. Could you, um, help me out? I’ll pay you, of course.”

I hesitated, glancing at the clock. My shift was due to start in a couple of hours, but the idea of earning some extra cash was tempting. Lord knows we could use it.

“How much are we talking about?” I asked, folding my arms across my chest.

A curious woman looking at someone | Source: Midjourney

A curious woman looking at someone | Source: Midjourney

“Two hundred and fifty dollars,” she said quickly. “I just really need the help, Prudence. I wouldn’t ask if it wasn’t an emergency.”

“Alright,” I agreed after a moment. “I’ll do it.”

“Thank you so much! You’re a lifesaver!” Emery hugged me quickly before rushing out, leaving me to wonder what I’d just signed up for.

Emery’s house was a wreck, and that’s putting it mildly. It looked like a tornado had blown through it, with empty bottles, plates with half-eaten food, and trash strewn everywhere.

A messy house with empty bottles, dirty plates, and trash strewn everywhere | Source: Midjourney

A messy house with empty bottles, dirty plates, and trash strewn everywhere | Source: Midjourney

I stood in the middle of her living room, hands on my hips, trying to figure out where to even begin.

Two days. It took me two solid days of scrubbing, sweeping, and hauling garbage out of that house. By the time I was done, my back ached, and my hands were raw. But I kept reminding myself of that $250 Emery promised. That money would go a long way for us.

A woman looks sad and thoughtful while cleaning | Source: Midjourney

A woman looks sad and thoughtful while cleaning | Source: Midjourney

When Emery finally got back, I marched over to her place, ready to collect.

“Emery, it’s done. Your house is spotless,” I said, trying to keep the exhaustion out of my voice. “So, about the payment…”

She blinked at me like I was speaking another language. “Payment? What payment?”

I frowned, my heart sinking a little. “The $250 you promised for cleaning up your house. Remember?”

Emery’s expression shifted into one of confusion, then annoyance. “Prudence, I never agreed to pay you anything. I don’t know what you’re talking about.”

A woman looks confused and annoyed while looking at someone | Source: Midjourney

A woman looks confused and annoyed while looking at someone | Source: Midjourney

For a moment, I just stood there, dumbfounded. “You… what? You said you’d pay me! We had an agreement.”

“No, we didn’t,” she snapped. “Look, I’m late for work, and I really don’t have time for this.” She pushed past me, heading towards her car.

“Emery, this isn’t right!” I called after her, but she was already backing out of her driveway, not giving me a second glance.

As I watched Emery’s car disappear down the street, I stood there, fuming. How could she just walk away like that?

An extremely angry woman | Source: Midjourney

An extremely angry woman | Source: Midjourney

Two days of back-breaking work, and she had the nerve to pretend like we never made a deal. I could feel my anger bubbling up, but I knew better than to act on impulse.

I went back to my house, slammed the door behind me, and paced the living room, trying to think. Connie was playing with her dolls on the floor, and Damien was still out with his friends. I didn’t want to drag my kids into this mess, but I also wasn’t about to let Emery get away with it.

A woman lost in her thoughts | Source: Midjourney

A woman lost in her thoughts | Source: Midjourney

“Alright, Prudence, you’ve got to be smart about this,” I muttered to myself. I looked out the window at Emery’s house and an idea started to form in my mind. It was risky, but I was beyond caring at that point. If she wanted to play dirty, I could get down in the mud too.

Twenty minutes later, I was at the local garbage dump, pulling on a pair of old gloves I kept in the car. I wasn’t proud of what I was about to do, but desperate times called for desperate measures.

A woman standing at a garbage dump site | Source: Midjourney

A woman standing at a garbage dump site | Source: Midjourney

I loaded up my trunk with as many garbage bags as I could fit, the stench nearly making me gag. But I gritted my teeth and kept going.

On the drive back, I kept replaying our conversation in my head, her dismissive tone, her refusal to acknowledge what she’d promised. The more I thought about it, the more justified I felt.

She didn’t even have the decency to respect the hard work I’d put into cleaning her filthy house. Well, she was about to see just how dirty things could get.

A woman driving an old car | Source: Midjourney

A woman driving an old car | Source: Midjourney

When I pulled up in front of Emery’s house, the street was quiet. No one was around to see me pop the trunk and start hauling the garbage bags to her front door. My heart pounded in my chest, adrenaline coursing through me as I worked quickly.

It was then I realized something: Emery had forgotten to take her house key back from me. She was in such a hurry when she left, she didn’t even think about it.

A closeup of keys lying on a wooden surface | Source: Midjourney

A closeup of keys lying on a wooden surface | Source: Midjourney

I hesitated for a moment. But then I thought of the look on her face when she told me there was no agreement, the way she dismissed me like I was nothing. I wasn’t going to let her get away with it.

I unlocked the door and stepped inside. The house was still spotless, just as I’d left it, but that was about to change. One by one, I tore open the garbage bags, dumping the contents all over her floors, her counters, and even her bed. Rotten food, old newspapers, dirty diapers: everything mixed in a disgusting heap.

A dirty room filled with trash dumped all over the place | Source: Midjourney

A dirty room filled with trash dumped all over the place | Source: Midjourney

“This is what you get, Emery,” I muttered under my breath as I emptied the last bag. “You wanted to play games, well, game on.”

I closed the door behind me, making sure to lock it, and slipped the key under her welcome mat. As I walked back to my car, I felt a strange surge of satisfaction and guilt. But I shook it off. Emery had brought this on herself.

That evening, just as I was putting Connie to bed, I heard furious banging on my front door. I knew who it was before I even opened it.

A woman hugging her little girl | Source: Midjourney

A woman hugging her little girl | Source: Midjourney

“Prudence! What the hell did you do to my house?!” Emery screamed, her face red with anger.

I crossed my arms and leaned against the doorframe, playing it cool. “I don’t know what you’re talking about, Emery. How could I have gotten into your house? We never had any agreement, remember? So, I never had the keys to your house.”

She stared at me, speechless for a moment, before her face twisted in rage. “You—you’re lying! I’m calling the police! You’re going to pay for this!”

A woman screaming in anger | Source: Midjourney

A woman screaming in anger | Source: Midjourney

I shrugged, not breaking eye contact. “Go ahead and call them. But how are you going to explain how I got in? You can’t because according to you, I never had the key.”

Emery opened her mouth to argue, but no words came out. She looked like she was about to explode, but all she could do was turn on her heel and storm off, muttering something under her breath.

I watched her go, my heart still pounding, but this time it wasn’t just from anger. There was a sense of justice, of balance restored.

A happy and determined woman | Source: Midjourney

A happy and determined woman | Source: Midjourney

I didn’t know if she’d call the police, but I wasn’t worried. Emery had learned a valuable lesson that day: don’t mess with Prudence.

As I closed the door, I let out a long breath, feeling a weight lift off my shoulders. I knew I’d crossed a line, but in that moment, it felt like the only way to make things right.

Sometimes, you have to stand up for yourself, even if it means getting your hands dirty. And as for Emery? Well, I had a feeling she wouldn’t be asking me for any more favors anytime soon.

A depressed and exhausted woman | Source: Midjourney

A depressed and exhausted woman | Source: Midjourney

Do you think I handled things well? What would you have done differently in my place?

If you enjoyed this read, here’s another one you might like even more: When my new neighbor knocked on my door at 2 a.m., I had no idea I was about to be dragged into a web of lies and infidelity. What started as an act of kindness quickly spiraled into a moral dilemma that would force me to question everything I thought I knew about trust and doing the right thing.

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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