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 Brother Covertly Took the $20K My Grandmother Left for Me Before Her Death — Karma Intervened Before I Could Confront Him

The moment I saw my brother cruising around in a shiny red convertible, I knew something was off. Little did I know, that car held the key to a betrayal I never saw coming — and a plan Gran had set in motion long before she was gone.

My name is Juniper. I’m 26 now, and I’ve been living out of state for four years. Honestly, it was the best decision I ever made: to get away from my family and from all the hurt that came with it.

It wasn’t like I ever felt a part of them. My parents had always favored my older brother, Maverick. You could say he was the golden child, but that doesn’t even cover it. Growing up, I was just… there. The “spare,” as Gran used to joke, though there was always a tenderness in her voice when she said it.

That’s part of why I left. Well, that, and Noel — my boyfriend. He convinced me it was time to live for myself, to create something outside the shadows of my family.

We packed up our little car, and I moved with him to the city, away from my parents, Maverick, and all the memories.

“Noel, I swear, I just couldn’t stay there anymore,” I had told him over dinner once. I still remember the way he’d smiled at me from across the table, his hand reaching out to grab mine.

“You don’t need to explain it to me again, June. You did the right thing,” he had reassured me, squeezing my hand. “You deserve more than being the second choice.”

Even after four years away, I barely spoke to my family. Calls came less frequently, texts became a rare formality. My parents? They didn’t seem to mind, honestly. It was like I had just faded out of their lives. The only one who stayed in touch was Gran.

She was the one person in my family who made me feel like I mattered. When I was younger, she’d sneak me chocolate bars when my mom wasn’t looking, or call me on the phone late at night just to hear how my day went.

Gran didn’t care if it was boring or if I felt like my life was a mess. She just listened.

And then, one day, I found out she died. Accidentally. No call, no message, nothing. Can you believe that? I was scrolling through Facebook, of all places, and saw a post from an old family friend. Gran’s picture. A date and a “Rest in Peace” note.

I couldn’t breathe. I stared at my phone, waiting for things to make sense, but they didn’t. My heart felt like it had been ripped out of my chest.

I dropped my phone on the table, stood up, and muttered, “Gran’s gone.”

Noel looked up from the couch. “What? What do you mean she’s gone?”

“She died. No one even told me.” I could feel the burn of tears, but it was more than sadness; it was anger and perhaps betrayal. “How could they not tell me?”

Noel was up in a second, pulling me into a hug, but it didn’t make any sense. Why hadn’t my parents called me? Even Maverick. Nothing.

I booked a flight back home that same night.

I didn’t care what it took — I had to visit Gran’s grave. I had to say goodbye, at least on my own terms. The next morning, I found myself walking through my hometown, the place I hadn’t seen in years, the place I had fought so hard to escape. Everything was as I remembered, except one thing.

I blinked, stunned. “The… what?”
As I stood at the corner of the street near the cemetery, I spotted something that made my blood run cold. My brother, Maverick, cruising by in a shiny red convertible.

Maverick? The one who still worked as a cashier, who could barely make ends meet? He was driving a red convertible that looked like it cost more than his entire life savings.

My stomach churned. Something wasn’t right.

Later that day, I found myself standing by Gran’s grave, the soft rustle of the trees the only sound around. The earth was still fresh, and I couldn’t shake the knot in my stomach. Gran was really gone. I hadn’t been able to say goodbye properly: no chance to tell her how much she meant to me.

The pain of finding out about her death through a Facebook post still stung like an open wound.

As I knelt beside the grave, I heard footsteps approaching. I looked up to see Mr. Anderson, Gran’s best friend. He was a kind, older man, always hovering around Gran, helping her with anything she needed. His face was somber as he approached.

“Juniper, I’m so sorry,” he said softly, standing beside me. “Your Gran… she was a one-of-a-kind lady.”

I swallowed the lump in my throat. “She really was. I just wish I had more time with her.”

He nodded, his eyes distant. Then, after a moment of silence, he turned to me and asked, “Did you get the $20,000 she left you?”

I blinked, stunned. “The… what?”

Mr. Anderson’s brow furrowed. “Your Gran. She mentioned in her will that she set aside $20,000 for you. I just assumed you knew.”

My heart dropped. Suddenly, the red convertible Maverick was driving made all the sense in the world. The anger that had been simmering inside me boiled over. “No,” I muttered, standing up, fists clenched at my sides. “I didn’t know.”

Mr. Anderson’s face paled. “Oh, Juniper, I’m so sorry.”

But I wasn’t listening anymore. I had to get to Maverick’s trailer. Now.

I stormed back to my car, my mind racing. Maverick, who could never hold down a steady job, was suddenly driving around in a flashy car, and I hadn’t thought twice about it? Of course, it was my money. The money Gran left me — the one person in my family who actually cared about me — and he stole it without a second thought.

When I pulled up to Maverick’s trailer, I was ready for a full-blown confrontation. But what I saw stopped me in my tracks. There, crumpled in the driveway, was the red convertible, completely wrecked. The front bumper was smashed, the windshield shattered, and the tires looked flat, like the car had been in a serious accident.

And there, standing in the doorway of his beat-up trailer, was Maverick. He was leaning on crutches, a cast covering his leg, and his face was bruised, a mess of cuts and scrapes.

Karma had already caught up with him.

I walked up to him, my anger momentarily replaced by shock. “Maverick, what the hell happened?”

He shifted uncomfortably on his crutches, his eyes darting away from mine. “It’s… it’s nothing.”

“Nothing?” I gestured at the totaled car. “That doesn’t look like nothing. What did you do? And why did you take Gran’s money, Maverick?”

He winced, knowing he couldn’t avoid it any longer. “I didn’t mean for it to go like this, Juniper. I… I just thought I’d borrow it. I was gonna pay you back. But then I saw that car, and…”

“Borrow it?” I was incredulous. “You don’t just ‘borrow’ twenty thousand dollars that wasn’t left to you. Gran left that money for me, and you took it like it was nothing. And now look at you. This is karma, Maverick. This is what you deserve.”

Maverick opened his mouth to protest, but I wasn’t finished. “You’ve always taken everything. My parents’ attention, their affection: everything was always about you. But this? This was different. This was from Gran, the one person who actually gave a damn about me, and you stole it.”

Maverick hung his head. “I messed up, okay? I thought—”

“You thought what?” I snapped. “That I wouldn’t find out? That I didn’t deserve what Gran left me?”

He didn’t have an answer. We stood there in silence, the weight of everything hanging in the air. Then, just as I was about to turn and leave, my phone buzzed in my pocket. It was Mr. Clearwater, Gran’s lawyer.

“Mr. Clearwater?” I answered, keeping my eyes on Maverick.

“Juniper, I’ve been going over your grandmother’s will,” Mr. Clearwater said. His voice was calm and steady, as though he knew I needed some reassurance. “There’s something you should know. Your grandmother predicted this might happen.”

“What do you mean?” I asked, my heart pounding in my chest.

“She knew Maverick might try to take the money, so she had a plan in place. The $20,000 was only a part of her estate. The rest of it — her house, her savings, her investments — it’s all yours, Juniper. She left everything to you.”

I couldn’t believe what I was hearing. “Everything?”

“Yes, everything,” Mr. Clearwater confirmed. “Your grandmother was very clear. She wanted to ensure you were taken care of, so you wouldn’t have to rely on anyone.”

Tears pricked at my eyes, but they weren’t just from sadness. Gran had known. She saw this coming, every bit of it, and she had protected me in the way only she could. Even in death, she was still looking out for me: still showing me that I mattered.

I took a deep breath, steadying myself as I looked at Maverick. “I hope that convertible was worth it, Maverick. I hope you enjoyed the ride.”

“Juniper, I—” he started, his voice shaky.

I held up my hand, cutting him off. “Don’t. I’m done with excuses, Maverick. Just save it.”

Without waiting for a response, I turned and walked away, leaving him standing there, broken in more ways than one. For the first time in my life, I didn’t feel like the forgotten sibling. Gran had made sure of that.

If this story touched your heart, take a look at another exciting read: When my grandmother asked us to come to her place to celebrate her birthday, I didn’t expect my family to do what they did! Grandma was hurt by their actions, and I wasn’t willing to let my family go unpunished. So I came up with a plan that put them in their place!

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