I Asked Homeless Man to Be My Pretend Fiancé Only to Discover He Was Part of My Mother’s Secret Past — Story of the Day

I was tired of my family’s endless questions about my love life, so I had a wild plan. I found and brought a homeless man as my pretend fiancé to the holiday dinner. Everything seemed perfect until my mother’s reaction revealed a shocking connection between them.

I sat in my car, staring at the park entrance, dreading the upcoming weekend with my family. Every holiday visit was the same: my mom’s subtle looks, my dad’s hopeful smiles, and the never-ending barrage of questions.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

When are you getting married? Have you met someone?

It was exhausting, and the thought of another round of it was more than I could handle.

Suddenly, my eyes fell on a man sitting alone on a bench, huddled in a tattered coat. He looked worn out like life had handed him more than his share of troubles. His sad eyes and the deep lines on his face still made him look like a handsome man. That’s when it hit me. Crazy idea!

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Could he be my fiancé for the weekend?” I muttered to myself.

It was insane, but it could work. Anything to keep my family off my back. I got out of the car and walked over to him. He looked up, and we stared at each other.

“Hey,” I started, feeling awkward. “I know this is going to sound strange, but… would you be willing to pretend to be my fiancé? Just for a weekend. In return, I can offer you a warm place to stay, new clothes, and a nice meal.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

For a moment, he said nothing. His gaze lingered on mine as if he were trying to understand why someone like me would make such an offer. Then, to my surprise, he nodded slowly.

“Okay,” he said quietly.

I was shocked at how easily he agreed. No questions. No hesitation. That made me a little nervous. But at that point, I didn’t care.

“Great,” I said. “Let’s get you ready for the weekend.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

After we got back home, I handed the stranger some clothes that belonged to my ex. His things were still in my closet, and honestly, I couldn’t think of a better use for them.

“Here, these should fit you,” I said, offering a clean shirt and jeans. “You can take a shower if you’d like. I’ll make us some dinner.”

“Well, thanks,” he said with a small smile. “A shower sounds amazing.”

As he headed into the bathroom, I kept myself busy chopping vegetables and trying to ignore the nervousness building up inside me.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Sharing my home with a stranger… Mia, what are you doing? You still don’t know his name!

When the stranger emerged from the bathroom, I heard the door creak and turned around. He stood there, a towel slung over his shoulder, his hair still damp, and to my surprise, he looked completely different.

“Well, that’s the best shower I’ve had in years,” he joked.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

The awkwardness I’d felt earlier seemed to vanish in an instant.

“Glad to hear it. I hope the dinner will be just as good.”

He glanced at the table, eyeing the plates I’d set out. “Smells incredible. I am Christopher, by the way.” He smiled at me, sitting down at the table.

Feeling a bit shy, I only replied, “Mia.”

As we sat down to eat, he took the first bite and nodded. “It’s perfect. Haven’t had a home-cooked meal in a long time.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

We ate in comfortable silence for a bit, and then the conversation started flowing naturally.

“So,” I said, breaking the quiet. “Any favorite movies or books?”

He thought for a moment before answering. “I always loved old westerns. And books? Probably The Old Man and the Sea. Simple, but there’s something about it.”

“Really? Hemingway? I wouldn’t have guessed,” I said, a little surprised. “I thought you’d go for something darker.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

He chuckled. “You’re not wrong, but sometimes, simple stories hit the hardest.”

“I get that.”

We spent the rest of the evening talking about random topics that made us laugh. He had a dry sense of humor that caught me off guard, and by the end of dinner, I felt surprisingly comfortable around him.

Late in the evening, I went back into the kitchen to grab a glass of water before bed. I noticed the dishes had already been washed and stacked neatly by the sink.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Did you… do the dishes?” I asked Christopher, peeking around the corner.

“Seemed like the least I could do.”

I smiled, genuinely touched by the gesture. “Thank you.”

“No problem.”

“Good night, Christopher.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

The next day, everything moved quickly. We had one day left before the weekend with my family, and there was still so much to do.

First, we went to the hair salon. As the stylist worked, Christopher sat quietly, letting the transformation happen. I watched in amazement as his shaggy hair was trimmed into something neat and polished.

“This feels weird,” he muttered, looking at himself in the mirror.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Good weird or bad weird?” I teased.

“Definitely good,” he said with a smirk.

By the time we hit the shops to pick out new clothes, he was starting to look like a completely different person.

***

The holiday dinner started well enough. My parents were delighted to see Christopher, and I could almost feel my mother’s pride as she glanced at me, finally quieting her usual questions about my personal life.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Christopher played his part perfectly—polite, attentive, and even charming when he spoke. I began to relax, thinking that maybe my crazy plan had worked.

“Christopher, right?” my mother asked, smiling brightly. “You look so familiar. Have I seen you somewhere before? On TV, maybe?”

She laughed lightly as if she had just made a harmless joke.

Christopher politely shook his head. “No, I don’t think so. Maybe I just have one of those faces.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

My father chuckled, clearly amused by my mother’s playful banter. “Well, if you’re on TV, I’ll have to start watching more closely.”

“So, Christopher,” Mom continued, “what did you do before you met Mia? Business, right?”

Christopher paused, glancing at my mother a bit too long before answering.

“Yes, business,” he said quietly, but there was something in his tone that felt different. “But everything changed for me about five years ago.”

My heart skipped a beat.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Wait… This isn’t part of the plan.

I shot him a quick look, hoping he’d catch on, but he continued. “There was an accident. A car accident. It… changed my life completely.”

This definitely isn’t something we talked about.

My mother’s face went pale, her fingers clenched the tablecloth, knuckles turning white. Her expression darkened as if she had just pieced something together.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“A car accident?” she echoed. Her words had sucked the warmth out of the room. “That’s… unfortunate.”

My father glanced at her. “Olivia, are you okay?”

But she wasn’t listening to him. “Not everyone walks away from accidents unscathed, do they?”

Christopher didn’t flinch, quietly sipping his wine.

“He’s not the kind of man you need,” Mom said bluntly, her voice trembling with anger.

I was taken aback. My father’s eyes widened in shock, his fork pausing halfway to his mouth.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Christopher calmly set his glass down. “Excuse me. I’ll step outside for a moment.”

As he left, I turned to my mother. “What was that about? He didn’t do anything wrong!”

“There’s something you need to know, Mia. Five years ago, I was in a car accident,” she began, her voice lowering as though she were afraid someone else might hear.

“It was late at night, outside the city. There were no witnesses. The man I hit… was Christopher.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

My heart dropped. “What?”

“Your Christopher,” she said bitterly, “was under the influence that night. I demanded he get tested, but he refused. No one saw what happened, so I chose not to take him to court. But Mia, you need to understand… He’s dangerous. You can’t trust him.”

Christopher? Under the influence?

Finally, I broke the silence. “I need to talk to him.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

Christopher was leaning against the fence, staring off into the night. His expression was calm, but I could see the sadness in his eyes.

“Christopher,” I called softly.

He spoke slowly, choosing his words carefully. “My last name is Hartman. Yes, I was in that accident. I was on sedatives that night—prescribed for my anxiety after my wife died. I was driving carefully.”

He reached into his pocket and pulled out a small, simple ring.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“You’re the first woman I’ve met since my wife’s death that I’ve wanted to leave something with. This was hers. Thank you for dinner, Mia. It was… more than I deserved.”

He handed me the ring, then nodded slightly before walking away.

“Wait,” I whispered, but the words got lost in the cold night air.

I stood there for a moment, staring at the ring in my hand. When I walked back inside, my mother was waiting.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“You didn’t tell me the whole truth, did you?” I demanded.

She sighed. “No. I didn’t. I was driving too fast that night. I… I was scared, Mia.”

“Is he worth chasing?”

The look in her eyes said it all. Yes. But it was already too late.

***

I couldn’t stop thinking about Christopher. His story, the accident, the weight he carried. It haunted me.

I placed an ad in the local paper, something simple but direct:

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Christopher Hartman, if you see this, please meet me at the restaurant where we last had dinner. I eat there every evening. Mia.”

I felt a little foolish, not knowing if he’d ever read it or if he even wanted to see me again. But I had to try. There was too much left unsaid.

***

The day after placing the ad, I arrived at the restaurant early. As the minutes ticked by, doubt started creeping in.

Maybe he didn’t see it. Maybe he didn’t want to.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

But then, just as I was about to give up, the door opened. Christopher stepped in, scanning the room until they landed on me. A smile tugged at the corner of his mouth as he walked over.

“I saw your ad,” he said, sitting down across from me.

We locked eyes for a moment before I spoke. “There’s so much I need to tell you. I found out about your past… about the accident… My mother finally admitted she was at fault, too. And…. she took your money!”

“I didn’t want to blame anyone. After my wife died… nothing mattered.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

We sat in silence for a moment, letting the weight of his words settle between us.

“I’m sorry,” I whispered.

“You don’t have to be,” he said, his voice soft. “It wasn’t your fault.”

“I know, but still… I want to help. My mother wants to make things right. She’s returning what she took from you.”

We spent the rest of the evening talking. It wasn’t about pretending anymore. It was real. By the end of the night, I realized something. I had fallen in love with Christopher. And the best part? He felt the same.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

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

My Millionaire Father Left Me Homeless Until I Discovered Something Worth More Than Money

I thought my father’s wealth would protect me forever, but his sudden decision took everything away. Left to survive on my own, I uncovered a truth far more valuable than money and realized it was the lesson my father always knew I needed.

I’ve always lived without worries. The idea of planning for the future? It never crossed my mind because I knew my father’s money would support me for the rest of my life.

Growing up, I didn’t think much about how lucky I was. Luxury just felt normal. Expensive cars, designer clothes, private schools, and vacations at the best resorts used to be all part of my world.

I never thought it would end. I was even confident enough to ask out Layla, the most beautiful woman I’d ever seen. But one day, my life changed forever.

My father and I were standing beside his brand-new car, admiring the sleek black paint and shiny chrome details. I was already thinking about when I could take it out for a spin.

Suddenly, a homeless man shuffled over. His ragged appearance seemed out of place next to us as he stopped a few feet away.

“Excuse me, sir. I don’t mean to bother you, but… if you have any work, I’d be glad to earn a few dollars. I can wash the car or… clean your shoes.”

I looked at him, repulsed by his appearance.

“No, thanks,” I snapped. “I don’t want you touching my stuff with those dirty hands.”

The man didn’t respond. He didn’t argue or make a scene. He just gave a small nod and walked away, disappearing into the city crowd like he was used to hearing that kind of response.

I felt a strange satisfaction as if I’d defended my world. My father had been quiet the entire time. Later that evening, though, he called me into his study, his face unusually serious.

“Declan,” he started, “I’ve watched you live your life without any understanding of what’s really important.”

I frowned, not knowing where this was going.

He continued, “That man today… you treated him like he was less than human. That attitude is going to destroy you. You think money makes you better, but it’s the one thing that can ruin you.”

I tried to interrupt, but he raised his hand.

“From now on, you’re not getting another dollar from me until you learn to be a decent person. No money, no inheritance, nothing.”

“What do you mean, nothing?”

“I mean, you’re going to earn everything on your own. I’m giving you these clothes from the second-hand store, and that’s it. You need to learn the value of money, Declan.”

That wasn’t just talk. I found my accounts frozen. No more luxury, no more easy life. I was left with nothing and no way out.

The first days on the street were nothing short of humiliating. One minute, I was surrounded by luxury, and the next, I was searching for a spot to escape the cold.

The reality of it all hit me harder with each passing day. I always thought it could never happen to me. Yet there I was, shivering under a bridge, wishing for even a fraction of what I once had.

My mind kept drifting back to Layla. I had promised her a night out somewhere elegant and expensive, a place worthy of her beauty.

But now, what will she think if she sees me like this?

I wore ragged clothes, had unwashed hair, and had no money in my pockets. The thought of showing up in this state was unbearable. On the second day under the bridge, I heard a voice.

“Hey, are you alright?”

A young woman was standing in front of me.

“You look like you could use some help,” she said, offering me a hand.

I hesitated for a second, ashamed of what I had become. But I had no choice.

“I’m a volunteer at a shelter nearby,” she said. “It’s not fancy, but it’s warm, and we can get you cleaned up and something to eat.”

She led me down a few streets until we reached a modest house. The furniture was worn, but it didn’t matter. After spending nights under the open sky, it felt like a palace.

Mia motioned me to sit.

“Here, let me get you something to drink,” she said as she handed me a cup of hot tea. “This place isn’t much, but we try to make it comfortable for everyone who comes through.”

I looked around. “Why are you helping me?”

“It’s my job to help. But more than that, I know life can turn upside down in the blink of an eye. I’ve seen people from all walks of life come through here. You’re not alone in this.”

Her words hit me harder than I expected. I nodded, grateful for the first bit of kindness I had felt in days.

Later, Mia brought me clean clothes and showed me how to clean up.

“I know things seem bad now,” she said as I combed my hair in the mirror, “but you can get through this.”

Her kindness gave me hope.

The next day, Mia helped me prepare for a job interview at a local restaurant.

“It’s not glamorous, but it’s a start.”

I knew she was right. I had to start somewhere. The interview was short, and I began my duties immediately.

I started doing the dirtiest work: taking out the trash, mopping floors, washing dishes. It was tough, but I kept reminding myself that I had to earn enough to stay at a motel and buy decent clothes for the date.

Each day was hard, but with Mia’s support, I started to believe I could face whatever came next.

A week of hard work passed, and it felt like the longest week of my life. Every day at the restaurant was a struggle. My hands, once soft and unblemished, were now calloused from mopping floors and scrubbing grease off dirty dishes.

It seemed like everything was working against me. Plates always slipped from my grasp, buckets of water splashed over my shoes. Each time something went wrong, the manager was quick to pounce.

“Declan, can’t you do anything right?” he barked one afternoon as I fumbled with a tray of dirty dishes. “This isn’t a playground. You mess up again, and you’re out!”

I could feel the stares of the other employees burning into my back, but I just nodded, biting my tongue. My pride had already taken enough hits.

Outside, as I walked home from work, I heard kids running down the street, laughing loudly.

“Look at him!” one of them shouted, pointing at me. “He can’t even walk straight!”

They giggled as I stumbled, my feet dragging from exhaustion.

When I’d finally make it back to the shelter, I’d go straight to the shower. Every night, I collapsed onto the bed, too tired to even think, only to wake up and do it all over again the next day.

By the end of the week, payday came, and I eagerly opened the small envelope, hoping it would be enough to keep me going. But inside were only a few crumpled bills.

“That’s it?” I muttered, stunned.

The restaurant owner looked at me coldly.

“You’re homeless. And you’re an awful worker. Be glad I gave you anything at all.”

At that moment, I saw myself in the homeless man I had once insulted. I finally understood what it felt like to be treated as if you didn’t matter.

Despite everything I had been through, I decided to go on that long-promised date with Layla. I hoped she would see me for more than the wealth and status I used to flaunt.

I arrived at the café, my palms sweating. Layla walked in, her high heels clicking sharply against the floor. She was just as stunning as ever. Her eyes scanned me from head to toe.

“Declan,” she sighed, “I thought you’d at least show up in a decent suit. What happened to the car? I expected dinner at that fancy place downtown, not… this.”

She gestured around at the modest café, her voice dripping with frustration.

“I’m sorry, Layla. Things have changed for me. I don’t have the money I used to, but I thought maybe we could still…”

She cut me off, shaking her head.

“I’m not here to help you rebuild yourself, Declan. If you can’t offer me the life I deserve, then what’s the point?”

Her words were like a slap in the face, but they were also the truth I needed to hear. Layla wasn’t the woman I thought she was. She was just a reflection of my old shallow life built on appearances and material things.

After she left, I sat there for a few minutes, processing it all. In my old world, I would have been crushed, but now, I no longer needed to chase after someone who only valued me for money.

With the little money I had earned, I bought a box of pastries from a local bakery. As I walked through the park, I spotted the homeless man I had insulted weeks ago. I handed him the box.

“I’m sorry,” I said. “For how I treated you before. You didn’t deserve that.”

“We all have bad days,” he said simply, accepting the pastries.

His words lifted a bit of a weight off my shoulders. Then, with the last bit of cash I had, I bought a big bouquet of roses and headed to the shelter.

Mia was there, as always, helping others with a warm smile on her face. I handed her the flowers.

“Thank you, Mia. For everything. I don’t know where I’d be without your help. I was wondering… would you like to go for coffee with me sometime?”

Mia’s eyes lit up. “I’d love that, Declan.”

At that moment, I realized something I hadn’t understood before. Life isn’t about money or status, or how you look to others. It’s about the people who lift you up, who see you for who you really are, and help you become better.

My father appeared later that evening and admitted he had been watching me all along.

“I’m proud of you, son,” he said quietly. “Let’s go home.”

And for the first time, I felt like I had earned it.

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

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