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 MIL Kicked Me Out of Thanksgiving Dinner for Bringing a Store-Bought Pie — Karma Didn’t Let It Slide

Overwhelmed by new motherhood at forty, all Clem could manage for her mother-in-law Brenda’s perfect Thanksgiving dinner was a store-bought pie. Unimpressed, Brenda humiliated her in front of the guests and sent her packing. But when James, Clem’s husband, returned unexpectedly, karma stepped in. What began as a Thanksgiving disaster evolved into a reckoning for Brenda and the surprising start of a stronger family bond.

Motherhood at forty is no joke. People love to romanticize the late-in-life baby glow, but the reality? My glow was mostly sweat from trying to survive on three hours of sleep and caffeine I barely had time to finish.

Between the midnight cries, endless diaper changes, and the mental gymnastics of keeping another human alive, I’d lost all sense of time.

A woman holding a baby | Source: Midjourney

A woman holding a baby | Source: Midjourney

I hadn’t felt like myself in weeks. So, when Thanksgiving rolled around, I wasn’t exactly in the mood to tackle my mother-in-law Brenda’s Martha Stewart-level expectations.

Brenda’s Thanksgiving wasn’t just a dinner; it was a performance. She’s the kind of woman who obsesses over place settings, insists on family members contributing elaborate dishes, and still finds time to “graciously” host.

Normally, I’d step up and make something. Pies, casseroles, tarts, cheesecakes, you name it. But this year?

A cheesecake on a stand | Source: Midjourney

A cheesecake on a stand | Source: Midjourney

This year, I grabbed a store-bought pumpkin pie on the way to her house and called it a win.

Look, I knew that it wasn’t going to go down well. But I didn’t really care. After a year of IVF treatments, a pregnancy that was high-risk, and a baby who zapped my energy instantaneously, I was exhausted. Brenda would be fine.

Right?

A pumpkin pie in a box | Source: Midjourney

A pumpkin pie in a box | Source: Midjourney

I arrived balancing the baby strapped to my chest, a diaper bag slung over one shoulder, and the pie in one precarious hand. I felt like a walking circus act. Brenda opened the door, her smile tight, as it usually was when I showed up solo.

But it wasn’t my fault that James had been called onto a last-minute business trip.

Brenda’s eyes roamed me from head to toe. And when they finally landed on the pie, that smile fell faster than my self-esteem on a bad day.

“Clem, what’s this?” she asked, her voice clipped.

A baby strapped to her mom | Source: Midjourney

A baby strapped to her mom | Source: Midjourney

“Pumpkin pie, Brenda,” I said, trying to sound cheerful. “I bought it from the artisanal bakery. I didn’t have time to bake anything…”

She cut me off with a sharp sigh.

“You couldn’t even make a simple dessert, Clem? Everyone else managed, and they all have jobs and children.”

The interior of a bakery | Source: Midjourney

The interior of a bakery | Source: Midjourney

I swallowed hard, trying to explain how hard things had been with James out of town for work. And the fact that everyone else had kids above five years old. Eve, my daughter, was the youngest, at four months old.

“It’s been a little chaotic, Brenda. Between the night feeds and just… surviving, I didn’t have the bandwidth to make anything.”

She raised a hand, silencing me mid-sentence.

An annoyed older woman | Source: Midjourney

An annoyed older woman | Source: Midjourney

“This is just lazy, Clementine,” she declared, loud enough for the entire house to hear. “You’re a mother now. You need to learn how to handle your responsibilities. James deserves so much better. Honestly. This baby deserves so much better.”

I felt my face flush with anger and humiliation. Where was the doting grandmother who ignored everyone else except the new baby? Where was the supportive mother-in-law who wanted to make sure that I was okay and managing?

An upset woman holding a baby | Source: Midjourney

An upset woman holding a baby | Source: Midjourney

The guests around us stopped their casual conversations and went eerily silent. Brenda’s best friend coughed awkwardly, while James’ sister, Sarah, shot me a wide-eyed look as if to say, What is she doing?

But still, no one stepped in. Not even to come and take my baby from me. Instead, I was holding Eve and the pumpkin pie, while the diaper bag lay at my feet.

A baby bag | Source: Midjourney

A baby bag | Source: Midjourney

Then Brenda delivered her final blow.

“Maybe you should go home and think about your priorities, Clem. And there’s really no point to you being here. James isn’t here anyway.”

She was kicking me out. Over a pie. What was wrong with this woman?

The baby, as if on cue, let out a sharp cry. My hands shook as I tried to adjust the straps on the carrier, fumbling to grab my things. Eve was hungry. I told myself that I didn’t need this.

An upset older woman | Source: Midjourney

An upset older woman | Source: Midjourney

I didn’t need Brenda’s approval. But tears blurred my vision as I headed for the door, cradling my baby and piecing together what shred of dignity I had left.

Before I could leave, the door swung open.

Standing there was James, suitcase in hand, and his dad, Frank, carrying a bag of last-minute groceries that Brenda must have needed.

An open front door | Source: Midjourney

An open front door | Source: Midjourney

Apparently, my husband had cut his trip short to surprise me for Thanksgiving, and Frank had gone to pick him up.

“I couldn’t miss Thanksgiving with my two favorite girls,” James said, setting his suitcase and the diaper bag to the side. “Especially with it being Eve’s first Thanksgiving.”

I sighed, which forced James to look at me. Like, truly look at me.

A smiling man | Source: Midjourney

A smiling man | Source: Midjourney

“What’s going on?” he asked, his eyes narrowing as he looked from my tear-streaked face to Brenda’s defiant posture.

Brenda straightened, clearly caught off guard.

“Your wife brought a store-bought pie,” she started, her voice tinged with indignation. “It’s disrespectful.”

Frank let out a low chuckle, shaking his head.

A man standing in a doorway | Source: Midjourney

A man standing in a doorway | Source: Midjourney

“Disrespectful? Brenda, half the dishes on this table were ordered because you didn’t know how to cook vegetarian dishes for Sarah.”

He gestured toward Sarah, who had suddenly become very interested in her wine glass.

Brenda’s face turned bright red.

Vegetarian meals on a counter | Source: Midjourney

Vegetarian meals on a counter | Source: Midjourney

“That’s… different,” she stammered.

“No, it’s not,” James said, stepping closer to me. “Mom, you kicked my wife out over a pie? She’s been handling everything on her own while I’ve been gone, and this is how you treat her? Unbelievable. Disappointing. Have you even held Eve since Clem brought her over?”

The baby let out another small whimper as if punctuating James’ words. Brenda opened her mouth, but for once, no words came out.

Finally, she muttered something.

A woman holding a crying baby | Source: Midjourney

A woman holding a crying baby | Source: Midjourney

“I didn’t hear that,” James said.

“I said I’m sorry,” she snapped.

Then she turned to me, her lips pressed into a thin line.

“Please stay, Clem,” she said.

I glanced at James, who gave my hand a reassuring squeeze.

A woman cuddling her baby | Source: Midjourney

A woman cuddling her baby | Source: Midjourney

“Let me just feed Eve upstairs and I’ll leave,” I said.

“Honey, stay,” he whispered. “For me, please.”

His eyes softened as he bent to kiss Eve’s head.

So I stayed.

A couple holding their baby | Source: Midjourney

A couple holding their baby | Source: Midjourney

The rest of the dinner was painfully awkward. Brenda avoided me, sticking to the far side of the table like I might infect her with store-bought shame. Sarah quietly refilled my glass of grape juice when she thought no one was looking, and Frank made a point of chatting with me about anything other than pies.

James continued to pile my plate with turkey and roast potatoes, and a cheesy broccoli casserole that I loved, too.

Finally, I felt seen.

A glass of juice on a table | Source: Midjourney

A glass of juice on a table | Source: Midjourney

After everyone left, Brenda found me in the kitchen. Eve was asleep and James and I didn’t want to wake her up, so, I was clearing out the kitchen. Brenda’s demeanor was softer now, almost hesitant as she walked in.

“I’m sorry for what I said earlier. It wasn’t fair,” she glanced down, fidgeting with the hem of her apron. “I’ve just been stressed out about hosting, and I took it out on you. That was wrong.”

A woman in a kitchen | Source: Midjourney

A woman in a kitchen | Source: Midjourney

The apology surprised me.

I wanted to lash out, to tell her how humiliating everything had been. But something about her expression stopped me. She wasn’t just embarrassed; she looked genuinely remorseful.

“And especially after everything you’ve been through to get Eve, I should have known better. You’ve made James so happy, Clem. First by being his wife, and then giving him a baby.”

I nodded, accepting her apology more for James’ sake than my own. I didn’t expect much to change.

An older woman in a kitchen | Source: Midjourney

An older woman in a kitchen | Source: Midjourney

A few days later, Frank showed up at my house unannounced. He said he wanted to check in on the baby, and me. I appreciated the gesture, especially when he started coming by regularly to help out.

A week after that, Brenda tagged along.

She was holding two cups of takeaway coffee, a bag of cookies, and a box of donuts. She looked nervous, but determined to make things right.

A box of donuts | Source: Midjourney

A box of donuts | Source: Midjourney

“I thought you might need a break,” she said, stepping inside. “Here’s some treats, and point me to Eve. It’s grandma duty now.”

We sat in the living room, Brenda holding Eve, and we chatted like old friends.

It was surreal.

Brenda wasn’t just apologizing anymore. She was trying to make amends. Frank even winked at me as if to say, I told her to do this.

A woman holding a baby girl | Source: Midjourney

A woman holding a baby girl | Source: Midjourney

Since then, Brenda has shown up almost weekly, sometimes with coffee, sometimes with groceries. She’s offered to babysit so James and I could have a date night and even texted me a recipe for homemade pie.

We can bake one together next time.

Karma didn’t just humble her; it changed our relationship for the better. And now, whenever I see a store-bought pie, I can’t help but smile.

Pies on a counter | Source: Midjourney

Pies on a counter | Source: Midjourney

What would you have done?

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

My Mother-in-Law Claims I Ruined Thanksgiving Dinner

When Scarlet arrives at her first Thanksgiving dinner as Shaun’s wife, she finds herself looking at a dinner table with no empty seats for her. Instead, she sees a smirking mother-in-law and her husband’s ex-girlfriend sitting next to Shaun, giggling away at his jokes… What will Scarlet do?

Thanksgiving was supposed to be one of those easy family get-togethers, where I could just relax, catch up with everyone, and enjoy some delicious food.

At least, that was what I’d hoped for.

A Thanksgiving dinner spread on a table | Source: Midjourney

A Thanksgiving dinner spread on a table | Source: Midjourney

But things get tricky when your mother-in-law is involved, especially one who still insists on inviting your husband’s ex-girlfriend to every single holiday meal. I’d had a few years of dealing with Angela’s snarky, passive-aggressive remarks, but this year, she really outdid herself.

I’ll never forget how that dinner crashed and burned on Thanksgiving, and somehow, I’m the one who got blamed for it all.

Shaun, my husband, had gone to Angela’s place a bit earlier that day. He wanted to help her set up while I made the pies.

A woman making a pie crust | Source: Midjourney

A woman making a pie crust | Source: Midjourney

“I’ll go ahead and you take your time and make the pumpkin pie, honey,” he said. “And make the pecan pie extra sweet.”

He gave me a kiss on the head and bolted out the door. I wasn’t worried that he left early because Shaun was a menace when I was in the kitchen, always wanting my attention, causing a few burnt meals in the past.

A smiling man | Source: Midjourney

A smiling man | Source: Midjourney

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.

Related Posts

Be the first to comment

Leave a Reply

Your email address will not be published.


*