I Promised a Homeless Man I’d Find Him a Family in One Evening – But First, We Went to a Salon and a Boutique

Mark meets Stuart, a homeless man, on a busy city street and makes an unusual promise to change his life in just one evening. He starts by giving Stuart a fresh haircut and buying him new clothes, determined to find him a family by the night’s end. But can Mark truly fulfill this bold promise and transform Stuart’s life?

A homeless man | Source: Freepik

A homeless man | Source: Freepik

You never know who you’ll encounter in life and how they might change your world.

I’m Mark, and a few days ago, I had this wholesome experience I will never forget.

So, I was sitting on a busy city street, munching on my sandwich during lunch break.

A man holding a half-eaten sandwich | Source: Pexels

A man holding a half-eaten sandwich | Source: Pexels

Out of nowhere, this scruffy-looking guy walks up to me and hands me my wallet.

“Hey, you dropped this,” he said.

I was stunned. “Thanks, man! I didn’t even notice. What’s your name?” I asked, genuinely curious.

A wallet | Source: Pexels

A wallet | Source: Pexels

“Stuart,” he replied with a shy smile.

“I’m Mark,” I said, shaking his hand. “I’m a barber. How about I repay you with a fresh haircut?”

Stuart looked down at his worn-out clothes and shrugged. “Why bother? I got no one to impress. Nobody cares about a bum like me.”

I imagined being in Stuart’s shoes, and his words hit me right in the feels. I knew I had to do something more.

A man thinking about something | Source: Pexels

A man thinking about something | Source: Pexels

“How about this,” I said, my mind racing. “I bet you I can find you a family in one evening!”

Stuart laughed, thinking I was joking, but I grabbed his hand. “Bet on it!”

I could see he wasn’t really sure, but he agreed.

We headed straight to my shop. “Come on in, Stuart,” I said, holding the door open for him as we arrived. The place was buzzing with activity. My colleagues and a few customers gave us curious looks as we walked in.

Inside a barbershop | Source: Freepik

Inside a barbershop | Source: Freepik

I pointed to the chair. “Take a seat, Stuart. Let’s see what we can do.”

Stuart hesitated for a moment but then sat down. I draped the cape over him and got to work. “You’re in for a treat,” I said, picking up my clippers.

A man cutting hair | Source: Pexels

A man cutting hair | Source: Pexels

As I started cutting his hair, I could see the change happening right before my eyes. The scruffy, tired look began to disappear. Stuart was getting a fresh start, and it showed.

“How’s it looking?” Stuart asked, a bit nervous.

A smiley man at a hair salon | Source: Freepik

A smiley man at a hair salon | Source: Freepik

“Trust me, you’re going to look great,” I replied, focusing on giving him the best cut possible. Other barbers started to gather around, watching the transformation.

“Wow, Mark, you’re doing wonders,” one of them said, impressed.

A hairdresser standing in a barber shop | Source: Freepik

A hairdresser standing in a barber shop | Source: Freepik

When I was done, I turned the chair around so Stuart could see himself in the mirror.

His eyes widened. “Is that really me?” he asked, touching his newly styled beard and hair.

“Yep, that’s you,” I said, smiling. “What do you think?”

An elderly man looking into a mirror | Source: Freepik

An elderly man looking into a mirror | Source: Freepik

Stuart grinned, looking a bit shy. “I feel like a new man. But do you think it’s too fancy for a guy like me?”

Everyone in the shop chuckled.

“Not at all,” I said. “You deserve this.”

A man laughing | Source: Pexels

A man laughing | Source: Pexels

Stuart’s confidence seemed to soar. He stood up a bit straighter, and there was a sparkle in his eye that hadn’t been there before. “Thanks, Mark. This feels amazing,” he said.

But it wasn’t over yet. After the haircut, I decided it was time to get Stuart some new clothes.

Outfits on display inside a boutique | Source: Pexels

Outfits on display inside a boutique | Source: Pexels

We walked over to a nearby clothing boutique. As we stepped inside, the staff greeted us with friendly smiles.

“Hi there! How can we help you today?” one of them asked.

“We need to find my friend Stuart here some stylish clothes,” I said, patting Stuart on the back. Stuart looked around, a bit overwhelmed. “I’ve never been in a place like this,” he whispered to me.

“Don’t worry, we’ll find something great,” I assured him. The staff quickly got to work, bringing out various outfits for Stuart to try.

A man selecting clothes | Source: Pexels

A man selecting clothes | Source: Pexels

His reactions were priceless. “These pants are so tight! How do people breathe in these?” he said, making everyone laugh.

I handed him a shirt. “Just try it on, Stuart. You’ll look great.”

He reluctantly took the clothes and went into the changing room. A few minutes later, he came out, looking unsure. “How do I look?” he asked.

A man looking at outfits curiously | Source: Freepik

A man looking at outfits curiously | Source: Freepik

“Wow, Stuart, you look fantastic!” I said, giving him a thumbs up. The staff nodded in agreement.

Stuart looked at himself in the mirror, turning this way and that. “I feel like I’m wearing someone else’s clothes,” he said with a laugh. “But they do look nice.”

An older man in a suit | Source: Midjourney

An older man in a suit | Source: Midjourney

“Exactly, that’s the point,” I said. “You deserve to feel good about yourself.”

After trying on a few more outfits and making everyone laugh with his witty comments, Stuart finally settled on an outfit that made him feel comfortable yet stylish.

“I think I’ll stick with this one,” he said, smiling.

A confident elderly man in a suit | Source: Pexels

A confident elderly man in a suit | Source: Pexels

“Great choice,” I said. “You’re looking sharp, my friend.”

Stuart’s confidence seemed to grow even more. “Thanks, Mark. I really appreciate this,” he said, enveloping me in a hug.

“No problem. We’re just getting started,” I said, feeling excited about what was to come.

An elderly man hugging a young man | Source: Pexels

An elderly man hugging a young man | Source: Pexels

With Stuart looking sharp, we decided to grab dinner at a cozy café.

As we walked in, Stuart seemed nervous. “I haven’t been to a place like this in years,” he admitted.

“Relax, Stuart. It’s just dinner. Enjoy it,” I said, guiding him to a table.

Inside a cafe | Source: Unsplash

Inside a cafe | Source: Unsplash

We sat down and ordered some food. While we waited, I pulled out my phone. “How about we set up a date for you?” I suggested.

“A date? You’re serious?” Stuart asked, his eyes widening.

“Why not? Let’s give it a shot,” I said, smiling.

A happy man using his phone | Source: Pexels

A happy man using his phone | Source: Pexels

I registered him on a dating site and quickly set up a profile. Within minutes, we got a response from a woman named Linda. She agreed to meet us at the café.

When Linda arrived, she seemed interested at first. Stuart stood up and introduced himself, looking a bit nervous. “Hi, I’m Stuart,” he said, offering his hand.

A beautiful senior woman | Source: Freepik

A beautiful senior woman | Source: Freepik

Linda shook his hand, but her smile faded as we talked. When she found out Stuart was homeless, her expression changed.

“You should have been honest,” she said, standing up abruptly.

“Wait, Linda, he’s a great guy,” I tried to explain, but she was already walking out the door.

Stuart sat back down, looking dejected.

An elderly man looking sad | Source: Pexels

An elderly man looking sad | Source: Pexels

“I’m sorry, Stuart,” I said, feeling bad for him.

To my surprise, he smiled. “It’s alright, Mark. Today is still one of the best days of my life. It reminded me of when I used to go out with friends and meet girls.”

I didn’t know what to do at that point. I had promised him I would help him find a family, and I knew that I had failed to do so.

But the next morning, on my way to work, I saw something that made me stop in my tracks.

A man walking on a road | Source: Pexels

A man walking on a road | Source: Pexels

Stuart was sitting outside a supermarket, chatting with a woman. They were both smiling and laughing.

I walked over, curious. “Hey, Stuart!” I called out, waving.

“Mark! Good to see you,” Stuart replied, standing up and giving me a big smile. “I want you to meet Maria.”

A happy elderly couple | Source: Pexels

A happy elderly couple | Source: Pexels

Maria stood up and shook my hand. “Hi, Mark. It’s nice to meet you,” she said warmly.

“Nice to meet you too, Maria,” I said, looking at Stuart with a raised eyebrow. “Where did you two meet?”

“Believe it or not, we met last night after the date fiasco,” Stuart said with a chuckle. “Maria was kind enough to sit and talk with me. We’ve been chatting ever since.”

Maria smiled at Stuart. “Stuart told me everything. I’ve had my own struggles, so I understand where he’s coming from.”

A couple holding hands | Source: Pexels

A couple holding hands | Source: Pexels

I felt a surge of happiness and pride. “That’s wonderful to hear,” I said, genuinely moved. “You two seem to get along really well.”

“We do,” Stuart said, looking at Maria with a grateful smile. “Thanks to you, Mark. That bet led to something really good.”

“I’m just glad to see you happy, Stuart. You deserve this,” I said, and we shared a hug.

A happy man | Source: Pexels

A happy man | Source: Pexels

I still can’t believe it all happened.

Life has a funny way of surprising us, doesn’t it? Stuart found a friend, and maybe even a family, through a series of events that started with a lost wallet. And I learned that sometimes, all it takes is a little compassion to change someone’s life.

Have you ever witnessed something like this or changed someone’s life for the better?

For Months, I Kept Receiving Gifts From a Secret Admirer, but the Truth I Discovered on Valentine’s Day Shocked Me — Story of the Day

I never cared for romance. It always seemed like a fantasy, something that belonged in movies, not real life. But then the gifts started arriving—flowers, chocolates, even books I had wanted. No name, no clues. Just a secret admirer who knew too much. Someone was watching. But who? And why?

To be honest, I was never the romantic type. It had always been that way. Ever since my teenage years, I never understood why everyone was so obsessed with romantic comedies.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

The grand gestures, the dramatic confessions, the over-the-top happy endings—it all felt staged, unrealistic.

Love didn’t work like that in real life. At least, that’s what I believed. Yet, someone decided to prove me wrong.

One day, I arrived at work, juggling my coffee and bag, only to freeze at my desk.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

A massive bouquet of flowers sat there, bright and overwhelming. A note was attached.

My heart pounded as I unfolded it, hoping for a name. But all it said was, “Your smile brightens my days.”

“Did anyone see who brought this bouquet?” I asked, holding up the note.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

Robert looked up from his computer. “No. I was the first one here. It was already on your desk when I arrived.” His usual warm smile made me trust him.

Robert was my favorite coworker. He was kind, thoughtful, and always had my back.

“Wow,” Brian said from across the room. “Someone actually noticed you exist.”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I rolled my eyes. Brian was my least favorite coworker. Brian never missed a chance to annoy me.

Since my first day at the office, he had made it his mission to get on my nerves.

“Do you have to be like that?” Robert asked, shaking his head. “Jealous the bouquet isn’t for you?”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

Brian smirked. “Oh, look at our knight in shining armor.” He walked off before I could reply.

“Thanks,” I said to Robert.

“Always happy to help,” he said, winking.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I smiled, pushed the flowers aside, and turned on my computer. Work had to come first.

The thing was, Robert, Brian, and I were each working on a project for the company, but only one of us would receive funding.

Winning meant recognition, respect, and career growth. Losing meant months of effort wasted. I figured that was why Brian had been even more unbearable lately.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

He thrived on competition and loved getting under my skin. This was a battle, and in battles, anything was fair game.

I couldn’t let him—or even Robert—win. I was one of the only women in the company, and I had worked hard to get here.

If my project got funded, it would prove I belonged, that I was just as good—no, better—than the men.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

But then, there were the gifts. The gifts from my secret admirer didn’t stop—they kept arriving almost daily.

At first, I didn’t mind. A bouquet one day, chocolates the next. Then, candy and books—ones I had wanted but never mentioned aloud, at least not that I remembered.

That’s when it stopped feeling sweet and started feeling… unsettling. I wasn’t the kind of person to daydream about romance.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I didn’t swoon over mystery admirers. I analyzed, questioned, doubted. How did this person know so much about me?

Someone was watching. Someone knew my habits, my preferences. I wasn’t flattered. I was scared.

“You must be happy to have a secret admirer,” Robert said one day, leaning back in his chair.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“Honestly, it freaks me out,” I admitted.

Robert raised an eyebrow. “Oh, come on. It’s sweet.”

I shook my head. “Not so sure about that.”

Brian, who had been eavesdropping, smirked. “Right. It’s probably some psycho who’s going to be waiting outside the office one day to get rid of you.”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I grabbed a pencil and threw it at him. “Only a sick idiot like you would do that.”

Brian dodged it easily. “Touched a nerve?”

I turned back to my work, pushing away the anxious thoughts. My head was already spinning from this project.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I just wanted to get it over with. The presentation wasn’t until February 14th. Ironic, wasn’t it?

Brian wasn’t done. He strolled over and glanced at my computer screen. “Are you sure this is a good idea?”

I turned the monitor away from him. “Stop snooping. You probably just want to steal my idea.”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“My idea is way better,” Brian said, crossing his arms.

“Sure,” I said, dripping with sarcasm.

Brian rolled his eyes and walked away.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I sighed and reached for my paper cup, but it was empty. “I really need to buy a water bottle. I’m tired of constantly running to the cooler,” I muttered to myself.

The next morning, when I arrived at work, a sleek new water bottle sat on my desk.

A note was attached. “So you don’t have to keep running to the cooler.” I froze.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

What the…?

Someone had overheard me. Someone from this office.

“Want to grab lunch together?” Robert asked, appearing beside me.

“Yeah, sure,” I said, distracted.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“Nice bottle,” he said, pointing at it.

“Yeah,” I murmured, picking it up.

“You don’t seem too happy about it. Didn’t you want one?” Robert asked, watching me closely.

I nodded, but my mind kept racing. Something didn’t feel right. Then, it clicked. It was Robert. Robert was my secret admirer.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

He sat next to me every day, close enough to hear my offhand comments. He knew my favorite things.

He had always been kind, always supportive. Who else could it be? It made perfect sense.

I wanted to ask him about it, to confirm my theory. But the presentation was too important.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I couldn’t let myself get distracted now. My focus had to stay on my project.

On February 14th, we finally presented. The conference room was packed, tension filling the air.

As the discussion began, I listened carefully. Robert’s project came up first.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

Then Brian’s. Executives asked questions, debated ideas. But no one mentioned mine. Not once.

“You’ve talked a lot about Robert’s and my projects, but you haven’t said anything about Leslie’s,” Brian suddenly said, his voice steady.

“You think it’s worth discussing?” our boss, Paul, asked, barely glancing at my report.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

Ouch. That stung.

Brian sat up straighter. “I think it’s the most deserving of the three. It’s obvious Leslie’s project is the best.”

I had to stop my jaw from dropping. Brian, of all people, was defending me?

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“I don’t think so,” Robert cut in. “I still believe mine is the best, or at the very least, Brian’s. Men are better architects than women.”

I felt like I had been slapped. Robert, who I had thought was supportive, had said that?

One of the executives finally looked at my project. He flipped through the pages, nodding slowly. “Actually, I think Brian is right. Leslie’s project is the strongest.”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

A heated debate followed. People argued back and forth, numbers and strategies thrown around. I held my breath, waiting for the final decision.

Nearly an hour later, we walked out of the conference room.

I had won.

My project had been chosen. Relief and pride flooded through me. I knew I had earned it.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“Thanks for speaking up for me,” I told Brian as we walked down the hallway.

He shrugged, hands in his pockets, then kept walking.

I shook my head and turned to Robert. My excitement was quickly fading. “You were acting weird during the presentation. Especially considering how you feel about me.”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

Robert frowned. “What do you mean?”

“I know you like me. You’re my secret admirer,” I said, crossing my arms.

Robert blinked. “What? Where did you get that idea?”

“Everything fits. Plus, you’re always nice to me,” I said.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

Robert sighed. “I’m just polite. I have a girlfriend.”

“Oh…” My stomach dropped.

“Yeah. And I still think my project should have won,” he added.

I shook my head. “Learn to accept defeat,” I said and walked away.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

If it wasn’t Robert, then who was it?

Now, my secret admirer scared me even more. What if he had some kind of listening device at my desk? How else did he know everything?

That evening, as I left the office, unease settled in my stomach. Brian’s words kept replaying in my head—that one day, my admirer would be waiting outside.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

When I stepped out and saw a figure standing by the door, my heart stopped. I panicked and screamed.

“Oh my God, Brian! You scared me!” I yelled, my pulse racing.

“Sorry,” he said, shifting on his feet.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“What are you doing here?” I asked, eyeing him suspiciously.

“Waiting outside the office to get rid of you,” he said, his tone unreadable.

“What…?” My confusion deepened.

Brian sighed. “Remember when we talked about your secret admirer, and I said that one day he’d be waiting for you outside?”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I interrupted him. “Yeah, but what does that—” I froze. My mind pieced it together. “Wait… it’s you?”

Brian nodded.

Only then did I notice the large bouquet in his hands. Tulips. My favorite.

“But why all of this?” I asked, staring at the flowers.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“I figured you needed to see a different side of me. Not just the Brian who teases you,” he said, shifting awkwardly.

“You could have just stopped acting like a jerk instead of scaring me half to death,” I said, narrowing my eyes.

“Yeah… it didn’t go exactly as I planned,” Brian admitted, rubbing the back of his neck.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

“So… you like me?” I asked.

Brian covered his face with his hand. “I’m not good at talking about this,” he muttered.

“I’ve noticed,” I said, smirking.

“…Yeah. I do,” he finally said, avoiding eye contact.

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

I smiled.

“Well, happy Valentine’s Day,” Brian said, turning to walk away.

“Hey, that’s it?” I called after him. “No invitation to dinner?”

For illustration purposes only. | Source: Midjourney

For illustration purposes only. | Source: Midjourney

Brian hesitated. “You’d actually want that?”

I walked up to him and took his arm. “Well, I do need to get to know this other Brian,” I said.

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.

If you enjoyed this story, read this one: I was living my ordinary life until one of my students gave me a Valentine. It looked familiar, and when I unfolded it, my heart stopped. It was the card I had written years ago for someone I once loved. I had to know how it ended up in his hands—even if it changed everything.

This piece is inspired by stories from the everyday lives of our readers and written by a professional writer. Any resemblance to actual names or locations is purely coincidental. All images are for illustration purposes only. Share your story with us; maybe it will change someone’s life.

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