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?

My DIL Spoiled My Long-Awaited Vacation — I Taught Her a Lesson in Respect

My DIL Spoiled My Long-Awaited Vacation — I Taught Her a Lesson in Respect

I thought I was a good mother-in-law and grandmother by availing myself to my son and daughter-in-law (DIL) as they needed. But I soon realized that I was getting the raw end of the deal when my DIL disrespected me. I had to take matters into my own hands to remedy the situation once and for all!

An exhausted woman sitting by a computer as her children play in the background | Source: Pexels

An exhausted woman sitting by a computer as her children play in the background | Source: Pexels

My tale is about learning to set boundaries, standing up for yourself, and demanding the respect you deserve. Maybe it’s also a little about internalizing societal expectations. So finally, after two years of working hard while babysitting my grandchildren for three hours daily, I was free for a bit!

When I wasn’t working and babysitting, I spent time suffering from excruciating backache and joint issues. I was worn out and completely exhausted so I had booked myself some time off. I was ready to take my well-deserved and much-needed vacation!

A woman sitting with a laptop | Source: Pexels

A woman sitting with a laptop | Source: Pexels

I had spoken to my son, George and my daughter-in-law (DIL), Sarah, way ahead of time about my plans. “Darlings, you are going to need to make babysitting plans for the next few weeks,” I told them. “What do you mean? Where will you be,” Sarah asked, unintentionally annoying me.

Now don’t get me wrong, she wasn’t annoying me because I was a mean mother-in-law (MIL) who hated her. But because of her selfish question. It seemed I was expected to always be around. “I am going on a vacation to the Bahamas. I already bought the tickets and booked myself at a lovely hotel.”

An older woman talking to a young couple | Source: Pexels

An older woman talking to a young couple | Source: Pexels

My son and DIL exchanged surprised looks before staring at me as if I’d grown a second head. “This is so unlike you, mom. Who are you going with?” I rolled my eyes at George’s response. He’d somehow forgotten that before he had kids, I was jetsetting every few months!

“That’s not true my love. I used to travel all the time when my time was mine,” I replied a bit irritated. I couldn’t believe how clueless he’d become when it came to my life. “Well, where are we going to get someone to babysit the kids for free every day?”

An older woman talking to a young couple | Source: Pexels

An older woman talking to a young couple | Source: Pexels

I realized at that moment that I’d spoiled these two. “Your parents are a start, Sarah. Arrange play dates with your friends’ children or something, I don’t know,” I said in frustration. Why was I the one who had to figure out what THEY did with their own children?

It dawned on me how much I had made them dependent on me. It wasn’t my intention, I think I took the Gam-Gam role a bit too far, and I so loved my little munchkins! They gave me so much to live for. But I was tired and needed a break.

A happy woman in the kitchen with her grandchild | Source: Pexels

A happy woman in the kitchen with her grandchild | Source: Pexels

Without waiting for their response, which I anticipated would make me angry, I turned to leave. “I will send you the details of when I leave, where I’ll be staying, and when I’ll return. Toodles!” I heard them falling over themselves as they tried to catch up to my quick stride.

They were LITERALLY trying to get ME to tell THEM what to do with their children! But I was having none of it and quickly closed the door before rushing to my car and driving away. Yes, I felt like I was escaping and running away from my responsibilities and I HATED that feeling!

A woman driving | Source: Pexels

A woman driving | Source: Pexels

When I arrived home, my DIL had left several voice messages that I had no intention of listening to. My therapist was the one who made me realize I was overworked and needed some time off. I was oblivious to that as I continued stretching myself to my limits.

She, my therapist, knocked it into my head that I was overcompensating by trying to be the best MIL and grandmother while losing myself. I stuck to my promise and sent George and Sarah all the details of my travels as a courtesy.

A therapist taking notes while talking to a client | Source: Pexels

A therapist taking notes while talking to a client | Source: Pexels

The next few weeks were filled with Sarah trying to convince me to leave with the kids. When she wasn’t trying to do that, she tried to get me to stay and not leave. “I need to do this for ME, Sarah. You won’t understand,” I explained, trying to get her off my back.

If my DIL wasn’t the one pestering me, my son got in on it. But with the words of my therapist playing in my head, “Stick to your guns. You are doing this for YOUR well-being,” I remained resolute in my decision.

A younger woman negotiating something with an older one | Source: Pexels

A younger woman negotiating something with an older one | Source: Pexels

When the fateful day came, I announced my departure to my son and left. For two glorious days on vacation, I had nothing but massages, long beach walks, drank piña coladas, and enjoyed the sunsets!

On the third day, my mood was spoiled when I suddenly received a disturbing message from my DIL. “George is on his business trip, my parents have house repairs, and I’m going on MY retreat,” her text began.

Unhappy-looking woman looking at her phone | Source: Pexels

Unhappy-looking woman looking at her phone | Source: Pexels

“And you know what? It’s in the Bahamas!! Isn’t it amazing? We’re already boarding, I need you to watch the kiddos!” Annoyed is an understatement for what I was feeling! I couldn’t understand, so HER parents have repairs, and I have a vacation, so I can babysit the kids?!

I was MAD AS HELL! I was practically seething! This time I leaned on my own faculties and decided to teach her a lesson on mutual respect. When they pitched, I was my usual affectionate self to my grandbabies and hugged and kissed them.

A woman bonding with her grandchildren | Source: Pexels

A woman bonding with her grandchildren | Source: Pexels

I then spent an hour bonding with the pair while Sarah mumbled about how SHE had to MEDITATE tomorrow. But the next day, I got an irritated call from her. “WHAT THE HELL IS GOING ON? WHERE ARE YOU?!” she had the nerve to demand.

All calm and relaxed as I had anticipated that type of response, I answered, “I’m at the spa, getting a massage. Why do you ask?” Sounding more frustrated, my DIL replied, “Why would you not answer your phone?!”

A frustrated woman talking on the phone with her baby lying in a cot behind her | Source: Freepik

A frustrated woman talking on the phone with her baby lying in a cot behind her | Source: Freepik

“The kids have been driving ME crazy, and I need a break!” I had finally had enough of her nonsense and took a deep breath before responding. “I hear you talking about what YOU need and want, but have you asked ME what my plans are?”

“Has it even occurred to YOU to find out if I WANT to babysit during MY vacation and time away?” I heard her gasp as she tried cutting in all respectful this time, saying, “Mrs. Thomas, I…” But I cut her off and continued my rant.

A frustrated woman talking on the phone | Source: Pexels

A frustrated woman talking on the phone | Source: Pexels

“Do you know what I am doing here, huh? Do you even CARE?” My voice went up a notch. “You receive what you deserve, Sarah. And maybe it’s time for YOU and George to learn a lesson about respect!”

My DIL was stunned into silence. She realized for the first time in two years the depth of her imposition. Her voice had softened as she stammered, “I… I didn’t think… I just assumed…”

A woman talking on a phone in a bathroom | Source: Pexels

A woman talking on a phone in a bathroom | Source: Pexels

I wasn’t done with her as I replied, “That’s exactly the problem we have, you assumed and KEEP assuming. I love my grandkids, but I also NEED my own time.”

“This was MY vacation. It’s time I took off so I can recuperate and have some self-care.” I could hear from the silence on the other side that Sarah was feeling guilty. She was FINALLY understanding where I was coming from.

An upset woman talking on the phone | Source: Freepik

An upset woman talking on the phone | Source: Freepik

“I’ve given you and Georgie two long years of my love and dedication.” I shared how I’d stretched myself because I wanted to be a good MIL and grandmother. I also wanted to be there for them as they transitioned into parenthood.

But then I went too far as they kept demanding more and more of my time. I confessed to my DIL that I started feeling burnt out. Yet, because I hadn’t felt the feeling before, I didn’t realize what was happening to me.

A frustrated woman talking on the phone | Source: Freepik

A frustrated woman talking on the phone | Source: Freepik

A friend I confided in suggested I see her therapist. That’s when it finally clicked that I was wearing myself thin. I was quite upset as I ended my rant by stating, “Next time, respect MY plans and ask, don’t just assume I’m here to serve your convenience!”

Sarah paused for a long time on the other end of the line and I was about to say something when she finally sighed. It appeared she finally understood the weight of my words and where I was coming from.

Two women conversation | Source: Pexels

Two women conversation | Source: Pexels

“You’re right. I’m sorry. I should have asked. I’ll make other arrangements,” my DIL replied, sounding defeated. I won’t lie, I felt a tinge of regret for how I approached things, but decided it was something that had to be done.

After all, as they say, people treat the way you teach them to. I thanked her for understanding. “Now, I’m going to enjoy the rest of my vacation. I suggest you find a way to enjoy yours too, without relying on me.”

A woman playing with her children | Source: Pexels

A woman playing with her children | Source: Pexels

I didn’t wait for a response before hanging up and felt the most serene wave of satisfaction! I had stood up for myself and drew boundaries that taught my DIL a valuable life lesson! I happily returned to my massage, content that I would not be disturbed anymore.

I felt the stress melt away from my body as the masseuse kneaded longstanding knots that had built up over the years. I was pleased to know that I had managed to reclaim my well-deserved break.

A relaxed woman getting a massage | Source: Pexels

A relaxed woman getting a massage | Source: Pexels

Unfortunately, Mrs. Thomas isn’t the only person who’s had to take measures to teach people important lessons. Mark’s mother kept nagging his pregnant wife to the point that the younger woman had to leave. Not wanting his mother to miss her mistake, Mark found a clever way to teach the parent about respect and boundaries.

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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