Rich Man Met an 8-Year-Old Boy in the Town Square on Christmas Eve — ‘Can You Help Me Find My Family?’ the Boy Asked

On Christmas Eve, a wealthy but lonely Dennis stumbles upon a lost eight-year-old boy in the town square. Haunted by memories of his own childhood, Dennis soon finds his life changing in ways he never expected.

The square was alive with lights and laughter. Kids zipped around on skates, their cheeks red from the cold. Couples walked hand in hand, leaning close, bundled up, and smiling. A small group of carolers sang on the corner near the big tree, voices warm even in the chilly air.

A snowy street on Christmas | Source: Pexels

A snowy street on Christmas | Source: Pexels

I took it all in, trying to feel… something. You’d think a successful guy like me, an orphan who grew up to be a businessman, wouldn’t feel out of place here.

But here I was, alone, like every other holiday season. I’d had a few relationships over the years, but my partners saw dollar signs, not me.

A sad man outside on a snowy day | Source: Midjourney

A sad man outside on a snowy day | Source: Midjourney

Suddenly, I felt someone collide with me, and I turned to see a young woman sprawled on the ground, looking up at me with a grin. Her laughter was contagious, and for a split second, I couldn’t help but smile back. She was beautiful, bright-eyed, with a spark that caught me off guard.

“Oops,” she laughed, still sitting there. “Sorry! Guess I’m not as good on skates as I thought.”

A woman on a skating rink | Source: Midjourney

A woman on a skating rink | Source: Midjourney

“It’s alright,” I said, offering a hand to help her up. “You sure you’re okay?”

But just as quickly, a tall guy came over, scowling as he pulled her away from me. “Hey, buddy, what’s the deal here? Hitting on my girl?”

“No, I wasn’t,” I said quickly, backing off, with my hands up. “Just helping her up, that’s all.”

An aggressive man on a skating rink | Source: Midjourney

An aggressive man on a skating rink | Source: Midjourney

“Yeah, well, don’t,” he muttered, shooting me a glare as he led her away. She looked back once, mouthing a quick “Sorry,” and then they were gone, swallowed by the crowd.

I stood there for a moment, shaking my head. “So much for miracles,” I muttered. I turned to leave, ready to head home.

An upset man on a skating rink | Source: Midjourney

An upset man on a skating rink | Source: Midjourney

Then I felt a small tug on my coat. I turned around, half-expecting that girl again, but instead, I found myself looking down at a boy. He couldn’t have been more than eight, with wide brown eyes and a nervous look on his face. He clutched a small keychain, his hand trembling.

“Excuse me, sir,” he said, voice soft and polite. “I… I need some help. I can’t find my family. Haven’t seen them in days.”

A sad boy next to a Christmas tree | Source: Midjourney

A sad boy next to a Christmas tree | Source: Midjourney

The words hit me like a blast of cold air. “You… you lost your family?” I asked, lowering myself to his eye level. “When did you last see them?”

The boy looked down, shuffling his feet. “I’m not sure. I been lookin’ for a while, though. But… but please, sir, don’t call the police.”

“Not the police?” I asked, puzzled. “But if you’ve been lost for days—”

A serious man talking to a boy | Source: Midjourney

A serious man talking to a boy | Source: Midjourney

He shook his head vigorously. “No, no police. I heard people sayin’ that sometimes, when parents don’t have much money, the police take kids away. And… and my family doesn’t have much. They’re poor. I’m afraid they’ll… well, they’ll take me away, too.”

I looked at him, feeling a pang of something I hadn’t felt in years. I knew what it was like to be a kid worried about getting taken away.

A sad boy in an orphanage | Source: Midjourney

A sad boy in an orphanage | Source: Midjourney

“Alright,” I said gently, resting a hand on his shoulder. “No police, I promise. We’ll just… we’ll figure this out. Okay?”

He nodded, relief flashing across his face. “Thank you, sir. I didn’t know who else to ask.”

“Call me Dennis,” I said. “And what’s your name?”

A smiling man talking to a young boy | Source: Midjourney

A smiling man talking to a young boy | Source: Midjourney

“Ben,” he replied, clutching his keychain a little tighter.

“Alright, Ben,” I said. “Let’s get you home. Do you know where you live?”

He nodded. “It’s a little ways from here. I can show you. I think I remember.”

A sad blue-eyed boy | Source: Midjourney

A sad blue-eyed boy | Source: Midjourney

I called my driver, and we waited in the cold as he pulled up to the curb. Ben climbed in first, tucking himself into the back seat. I followed, shutting the door and glancing over at him. “So,” I said, trying to make conversation, “what kind of keychain is that? Looks pretty special.”

He looked down, fingers wrapped around the tiny silver heart on his keychain. “It’s… well, it’s just a keychain they give you at this place I stayed at once.”

A small silver keychain | Source: Midjourney

A small silver keychain | Source: Midjourney

I looked at it more closely, realizing that it looked familiar. Very familiar.

“So, you like Christmas?” I asked instead.

“Yeah, it’s nice,” he mumbled, still looking out the window.

When we reached the address he’d given, I got out and walked with him up to the front door. He knocked once, then again. Silence.

A sad boy near a door | Source: Midjourney

A sad boy near a door | Source: Midjourney

“Maybe they went to my grandparents’ place,” he said, though he didn’t sound convinced.

I glanced back at the square, its lights twinkling in the distance. “Alright, Ben,” I said, kneeling down to his level. “Maybe we’ll give it some time. How about we head back to the square and enjoy a few things while we wait? Have you ever been skating?”

A smiling man looking down | Source: Midjourney

A smiling man looking down | Source: Midjourney

He looked at me, his eyes lighting up. “I haven’t! Can we?”

I stood up, smiling. “Sure. Why not?”

As we headed back to the square, Ben’s face lit up with excitement. The whole place was glowing, with lights strung up on every tree and children darting around. I hadn’t done much for the holidays in a long time, but tonight felt different.

Christmas fair | Source: Pexels

Christmas fair | Source: Pexels

“So, skating first?” I asked, nodding toward the rink.

Ben’s eyes went wide. “Really? Can I?”

“Absolutely. Let’s get some skates.”

A boy on a skating rink | Source: Freepik

A boy on a skating rink | Source: Freepik

Minutes later, we were on the ice. Ben took off, shaky at first, his little arms flailing. I was no expert, but I managed to stay upright. We slipped, stumbled, and laughed. I felt lighter than I had in years.

“Look, Dennis! I got it!” he shouted, gliding a little more steadily, a grin stretched across his face.

A man smiling after he fell on a skating rink | Source: Midjourney

A man smiling after he fell on a skating rink | Source: Midjourney

“You’re a pro already,” I laughed, half-joking. “I’m gonna need lessons from you!”

After skating, we tried one of the carnival games—throwing rings onto bottles. He didn’t win, but he nearly knocked over the whole stand with how excited he was.

“Can we get hot chocolate?” he asked, eyeing the stand nearby.

Hot chocolate | Source: Pexels

Hot chocolate | Source: Pexels

“Of course,” I said. We got our steaming cups, finding a bench to sit and watch the crowd. As he sipped, Ben looked so content. His cheeks were flushed, and there was a peace in his expression that felt like a gift.

I looked at him, a warmth growing in my chest that I hadn’t felt in years. I’d only known this boy for a few hours, yet I felt connected to him. And I didn’t want the night to end.

A happy boy holding hot chocolate | Source: Midjourney

A happy boy holding hot chocolate | Source: Midjourney

But eventually, I cleared my throat. “Ben, maybe… maybe it’s time to head back to the shelter.”

He looked up, surprised, and for a moment, his face fell. “How did you know?”

I smiled gently, pointing at his keychain. “I recognized that keychain the second I saw it. They gave out the same ones when I stayed there.”

A man talking to a boy on a Christmas fair | Source: Midjourney

A man talking to a boy on a Christmas fair | Source: Midjourney

His eyes widened. “You… you were at the shelter?”

I nodded. “A long time ago. I was around your age. So, I understand. I get what it feels like to want a family, even just for a night.”

Ben’s eyes dropped to the ground, and he nodded slowly. “I just… I wanted to feel like I had a family, you know? Just for Christmas.”

An upset boy | Source: Freepik

An upset boy | Source: Freepik

“Yeah,” I said softly. “I know. And I’m really glad I got to spend Christmas Eve with you, Ben.”

He looked up, and I saw the gratitude in his eyes. “Me too, Dennis.”

We walked back to the shelter in silence, the warmth of the evening settling between us. When we arrived, a familiar face was waiting outside. It was her, the young woman who’d bumped into me earlier. Her eyes widened with relief as she spotted us.

A concerned woman sitting on a street | Source: Midjourney

A concerned woman sitting on a street | Source: Midjourney

“There you are!” she exclaimed, rushing over to Ben and hugging him tightly. “We were so worried about you. We should notify the police you’re back.”

Ben squeezed her hand, mumbling, “I was okay. Dennis helped me.”

The woman looked up at me, her expression softening. “Thank you so much for bringing him back.” She let out a breath, then added with a tired smile, “I’m Sarah. I volunteer here. We’ve been searching for him since this afternoon.”

A smiling man talking to a woman | Source: Midjourney

A smiling man talking to a woman | Source: Midjourney

“Nice to meet you, Sarah,” I said, realizing this must be more than a chance meeting. We stood there for a moment, caught in a quiet, shared relief. She looked exhausted, her face a mix of worry and something else—hurt, maybe.

I hesitated, then asked, “Rough night?”

A man talking to a woman on a Christmas fair | Source: Midjourney

A man talking to a woman on a Christmas fair | Source: Midjourney

She nodded, looking away. “I found out my boyfriend… well, he was cheating on me. Tonight, of all nights.” She laughed sadly, brushing a tear away. “But I guess that’s how it goes.”

On impulse, I blurted, “Well… would you maybe like to get a coffee?”

She looked down at Ben, then back at me. “Actually… I’d love that.”

A smiling woman outside | Source: Midjourney

A smiling woman outside | Source: Midjourney

Over the next few months, I found myself at the shelter often. Sarah and I would meet there, talking for hours and helping out together.

The more time we spent, the closer we grew, both to each other and to Ben. He seemed to shine whenever we were all together, and soon the shelter felt like the home I hadn’t realized I’d been missing.

A happy family on a walk | Source: Midjourney

A happy family on a walk | Source: Midjourney

By the time the next Christmas rolled around, everything had changed. Sarah and I were now married, and Ben had officially become our son. That Christmas Eve, we went back to the square, the three of us hand in hand, surrounded by laughter and lights.

We watched the skaters, sipped our hot cocoa, and felt at peace as our own little family, a miracle in the making.

A happy family together | Source: Midjourney

A happy family together | Source: Midjourney

Liked this story? Consider checking out this one: When Sutton is on a business trip, the last thing she expects to discover is that her husband is having an affair, resulting in a pregnancy. But after Jacob moves out, and the months go by, Sutton plans her revenge.

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.

My Daughter’s Landlord Set Her up So He Could Evict Her and Raise the Rent – We Taught Him a Smart Lesson

When Jason’s phone rings in the middle of the night, he finds his daughter crying. During the conversation, he discovers that her landlord is forcing her out of her place. Jason decides to give the landlord a lesson…

I received the call late at night; it was so unexpected that I answered it without even thinking about who could be on the other end. Groggily, I clicked the green icon and held my phone up to my ear.

A man sleeping | Source: Midjourney

A man sleeping | Source: Midjourney

“Dad,” Lily, my daughter, sobbed into my ear.

“What’s wrong?” I asked, immediately sitting up and getting my feet into my slippers. “Tell me, Lily, what’s happening?”

An upset young woman | Source: Midjourney

An upset young woman | Source: Midjourney

“My landlord found out that I got a raise at work. I was sitting on the porch with Nolan, and we were laughing about it and toasting. And of course, he heard it from the front house. Ever since, he keeps talking about renovations and higher rent.”

“Okay,” I said slowly, trying to understand despite the grogginess from sleep.

A close-up of an older man | Source: Midjourney

A close-up of an older man | Source: Midjourney

Sure, it was a disgusting way to make money off people, but it wasn’t something to cry about.

“But sweetheart, why are you crying?” I asked, trying to keep my own voice steady.

Everything in me wanted to run to my child. But I wouldn’t do anything until she gave me a reason to.

An upset young woman | Source: Midjourney

An upset young woman | Source: Midjourney

“After I had no reaction to the rent increase, he secretly threw some old, prohibited chemical containers into my backyard and then accused me of violating the lease by storing hazardous materials on the property,” she said.

“What?” I exploded. “That’s illegal!”

Numerous plastic containers | Source: Unsplash

Numerous plastic containers | Source: Unsplash

“And he has given me two days to move out,” she continued.

I was fuming. My daughter had transformed that backyard from a barren plot into a blooming oasis. She poured her heart into every plant, every flower, and every single vegetable.

A beautiful outdoor space | Source: Unsplash

A beautiful outdoor space | Source: Unsplash

She had always been like this. Lily wasn’t the type of child to sit inside and play with her toys. She preferred to stay outside and get her hands dirty, trying to discover how things grew.

“This is so much fun, Dad,” she told me one day when I was mowing the lawn and little Lily was planting flowers.

A little girl in a garden | Source: Unsplash

A little girl in a garden | Source: Unsplash

“There’s a few worms there,” she said, pointing. “But I still planted the seedlings anyway.”

Her mother hated it. She wanted Lily to have freshly pressed clothing, clean nails, and hair that stayed in place.

“You need to stop enabling this behavior, Jason,” my wife, Jenna, would say. “Encourage her to be a little lady.”

A happy little girl standing on a bed | Source: Midjourney

A happy little girl standing on a bed | Source: Midjourney

“Not a chance, Jenna,” I would always say. “Let this sweet girl just be herself.”

Now, after everything Lily had done to make her garden her own space, all I wanted to do was try and save her hard work.

A little girl climbing a tree | Source: Pexels

A little girl climbing a tree | Source: Pexels

“Don’t worry, honey,” I said, a plan already forming in my mind.

“How, Dad?” she asked.

“Because we’ll sort this out. And we’ll do it together.”

A smiling older man | Source: Midjourney

A smiling older man | Source: Midjourney

The next evening, I showed up at Lily’s place with my truck and a few friends. We were armed with flashlights and a healthy dose of righteous anger.

“Right, guys,” I said. “We’re going to do this for my daughter. We’re going to teach Jack a lesson. That as a landlord, you cannot go around and take advantage of young women.”

A group of older men | Source: Midjourney

A group of older men | Source: Midjourney

We meticulously dismantled the entire backyard haven that Lily put together.

“Dad?” Lily asked when she realized that we were there. “What’s going on?”

“Hi, darling,” I said. “We’re going to teach your landlord a lesson. He cannot do this. So, we’re going to take everything apart. I’ll take your plants home, too.”

Tools on a bench | Source: Midjourney

Tools on a bench | Source: Midjourney

Lily yawned and stretched.

“I’ll leave you to it, Dad,” she said. “I’m going to rest for a little bit and then get back to packing up the place when the sun comes up. I’m going to stay with Nolan until I find a place. He’ll be here with more boxes soon.”

“Go on,” I said. “We’ll be quiet, I promise.”

A tired young woman | Source: Midjourney

A tired young woman | Source: Midjourney

As we worked, every lovingly tended plant, every painstakingly built bed, vanished. By the time we were done, the once-flourishing garden was reduced to a desolate patch of dirt, a stark contrast to the lush photos Jack, the landlord, had already posted for the new listing.

A house listing photo | Source: Midjourney

A house listing photo | Source: Midjourney

“Thanks, guys,” I said. “You can leave. I’ll just help Lily pack. I’ll pick up my truck later, Malcolm.”

I wasn’t done. There was still more work to be done.

Inside the house, we rearranged the furniture to highlight all the faults.

A woman surrounded by boxes | Source: Midjourney

A woman surrounded by boxes | Source: Midjourney

The cracks in the walls were not hidden by Lily’s art pieces. The missing tiles were left out in the open without any kitchen appliances to cover them up.

“Nothing can be done about the ceiling mold in the bathroom,” Lily told me. “But I have been telling the landlord that we needed to sort it out.”

Cracks in a wall | Source: Midjourney

Cracks in a wall | Source: Midjourney

We replaced all the light bulbs with very bright blue-white ones, making the entire place look stark and uninviting.

As we worked, Lily and I talked about her time in the house.

A man carrying a box | Source: Midjourney

A man carrying a box | Source: Midjourney

“I remember when I first moved in,” she said, a hint of nostalgia in her voice. “The backyard was just dirt and concrete. And I didn’t think that anything could grow here. But eventually it did. And every time I felt homesick, I would come out here and plant something new or tend to whatever was growing.”

“And you made it happen,” I replied, smiling. “You turned it into a paradise.”

A young woman planting | Source: Midjourney

A young woman planting | Source: Midjourney

She sighed.

“It just feels so unfair. I did everything right, and he still found a way to ruin it all.”

“We’re not going to let him win,” I assured her. “This is just a setback. You’ve got a new adventure waiting for you. Nolan’s place is a good stop for now, but I know that he’s serious about you. Maybe a new house together is going to be the next step.”

A smiling father and daughter | Source: Midjourney

A smiling father and daughter | Source: Midjourney

I left my daughter’s place feeling confident that her landlord would get a really good wake-up call the next day.

“Dad, can you come over?” Lily asked me on the phone early that morning. “Please be here when I have to hand over the keys to Jack.”

“I’ll be there soon,” I said, buttering my slice of toast.

Buttered toast on a plate | Source: Midjourney

Buttered toast on a plate | Source: Midjourney

Lily had me packing her shoes into a box when Jack stormed in, livid.

“What the hell, Lily?” he demanded. “Where are the plants? The flowers? The pictures online clearly show what this place is supposed to look like!”

He sighed deeply, his face turning the color of a particularly overripe tomato.

A shocked old man | Source: Midjourney

A shocked old man | Source: Midjourney

Lily, the picture of innocence, blinked at him.

“What plants, Jack?” she asked. “The backyard has always looked like this, haven’t you noticed?”

She gestured toward the desolate patch, a sly smile playing on her lips.

Jack, caught red-handed with his deceitful plan, spluttered some incoherent threats about property damage. I stepped in, pointing at the exposed faults.

A desolate backyard | Source: Midjourney

A desolate backyard | Source: Midjourney

“You want to talk about damage?” I said, my voice cold.

“Let’s discuss the cracks in the walls, the missing tiles, and the mold in the bathroom. You can see everything clearly now, can’t you?”

Jack’s eyes widened as he looked into the bathroom.

“This is clearly sabotage!” he yelled.

A close-up of an older man | Source: Midjourney

A close-up of an older man | Source: Midjourney

“No,” I replied, pulling out the photos I’d taken when Lily moved in.

“This is exactly how the place was when she moved in. If anything, it’s tidier now. Nothing is missing, Jack.”

Jack tried to regain his composure, but the three couples who came for the viewing that afternoon saw the house in its raw, unappealing state. They all left without putting in an application.

A smiling young woman | Source: Midjourney

A smiling young woman | Source: Midjourney

Meanwhile, after a few months, Lily found a new place with a landlord who appreciated her green thumb, not just the potential for profit. As my daughter settled into her new home, I couldn’t help but feel proud.

Lily and I sat on her new porch, looking out at the spacious yard that would soon become her next gardening project.

A smiling older man | Source: Unsplash

A smiling older man | Source: Unsplash

“Dad, I can’t thank you enough,” she said, her eyes bright with relief and excitement. “I was so scared, but you knew exactly what to do.”

I smiled, squeezing her hand as we swung on the porch swing. “You did the hard part, kiddo. You stood up to him. And now, you’ve got a fresh start.”

A porch swing | Source: Unsplash

A porch swing | Source: Unsplash

What would you have done?

If you enjoyed this story, here’s another one for you:

My Sweetest Old Neighbor Helped Me Unpack & Later, I Found Her Note in the Box – It Made Me Immediately Sell the House

When Phoebe decides that her new chapter begins with a divorce and a new house, she finds a little house in a sleepy neighborhood. As she gets unpacking, she meets a wonderful neighbor, who has a big responsibility for Phoebe.

When we first moved to the little house at the end of Maple Street, I was filled with hope and a sense of new beginnings. It was just my 6-year-old daughter, Lily, and I.

The exterior of a house | Source: Unsplash

The exterior of a house | Source: Unsplash

We were finally starting over after a difficult year: me going through a tough divorce with Lily’s father, and Lily having to navigate life without her father living in the same house.

“It’s okay, Mom,” she said softly to me one night. “I don’t like how Dad always shouted at us.”

It was clear then that we needed to break free.

A young mother and daughter | Source: Midjourney

A young mother and daughter | Source: Midjourney

From the moment I met Mrs. Thompson, she reminded me of my own grandmother. There was this motherly warmth to her that made me feel like moving here was the right decision.

“I’m Hazel,” she said, walking up to our porch with a batch of freshly baked cookies. “I’m so glad you’re moving into the neighborhood. My house is that one.”

She pointed to the little house directly next to mine.

Freshly baked cookies | Source: Midjourney

Freshly baked cookies | Source: Midjourney

“And who is this little girl?” she asked, seeing Lily jump into a pile of leaves.

“This is Lily, my daughter,” I said, introducing the two. “We needed a new start.”

When our official moving day arrived, Mrs. Thompson insisted on coming over and helping me unpack.

Read the full story here.

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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