Rich Man Falls in Love with Homeless Girl He Sees on the Street and Rushes to Find Her — Story of the Day

He saw a girl begging on the sidewalk and somehow couldn’t get her face out of his mind. He had to know her story.

Wealthy businessman Roger Landers was often annoyed by the sight of the homeless begging on the street outside his office building. There seemed to be more and more of them each year, he reflected.

As he passed a young woman huddled against a wall, a kindly soul dropped a coin in her cup. The woman looked up and smiled at her benefactor and that smile pierced Roger to the heart. In one second, that huddled anonymous annoyance became a lovely radiant woman.

For illustration purposes only. | Source: Unsplash

For illustration purposes only. | Source: Unsplash

Roger walked into the building and that moment when the girl’s face was transformed by her smile replayed over and over in his mind. He found himself wondering who she was, what had driven her to live in the pitiless streets of L.A.?

For the rest of the week, Roger found himself almost obsessed by the young homeless woman. He watched her surreptitiously, and once when he dropped a coin in her cup, watched that miraculous transformation at close quarters.

Love can sometimes lurk in the most unexpected places.

He found himself thinking about her, inventing stories about her, little fantasies in which he discovered she was really a reporter writing about homelessness at close hand, or a deeply committed actress preparing for a role…

Finally, on Friday afternoon, after he wrapped his work for the day and dismissed his employees, Roger did what he’d been longing to do all week. He walked up to the girl sitting on the sidewalk and talked to her.

For illustration purposes only. | Source: Unsplash

For illustration purposes only. | Source: Unsplash

“Hi,” he said awkwardly. “Would it be okay if I bought you a cup of coffee? You look really cold.” The girl lifted up her face and smiled at him.

“Thank you,” she said sweetly. “I’d like that.” Roger was struck by her low educated voice and her grace as she got to her feet. She was tiny, he realized, a petite 5′ 3″ next to his towering 6′ 2″.

He walked her to a nearby coffee shop and ordered her hot food to go with her coffee. Once again Roger was surprised by her delicate gestures, her manners. This was an educated girl. How had she ended up on the streets?

When Roger saw color flood back into the girl’s face after she finished her hot soup, her grilled sandwich, and her coffee, he asked her exactly that. “How did this happen to you? Living on the streets?”

The girl looked him straight in the eye. A wry smile twisted her lips. “I was stupid, and trusting,” she said. “It’s not an original story. I was in love with this boy in my hometown — Idaho — if you can believe it.

For illustration purposes only. | Source: Unsplash

For illustration purposes only. | Source: Unsplash

“My parents disapproved of him, which only made him even more romantic and attractive to me… To cut a long story short, he convinced me to withdraw my college funds and run away with him to L.A. He was going to be a movie star, and I’d be a screenwriter…”

Roger shook his head sadly. “A lot of people come out here every year, less than a handful make it!” he commented.

“Well, I’ll never know.” A tinge of bitterness colored the girl’s voice. “The first night in L.A., we booked into a motel. When I woke up in the morning Kevin was gone, so was my money and everything I had.”

Roger gasped. “Did you go to the police? Call your family?” The girl was shaking her head, tears in her eyes.

“I was too ashamed. I made a deal with the motel manager. She let me sleep in the storeroom and I cleaned the rooms. Some of the guests gave me tips, and I managed to eat. But then her husband started trying…” The girl shook her head. “You know how it is. I left the motel and ended up here, on the streets.”

For illustration purposes only. | Source: Pixabay

“What’s your name?” Roger asked gently.

“Emma,” the girl said with one of those radiant smiles. “Emma Sinclair from Preston, Idaho!”

“Well, Emma Sinclair from Preston, Idaho,” Roger smiled back. “I’m Roger Landers from Los Angeles, California, and I’m sending you home.”

Roger took Emma into a nearby mall and he bought her several outfits and a suitcase. He waited at the food court while she changed and came out of the restroom transformed.

He drove her to the bus station and bought her a bus ticket home. He tucked a $100 bill in her hand. “Listen,” he said. “Don’t let any more charming rascals talk you into coming to L.A., OK?”

For illustration purposes only. | Source: Unsplash

For illustration purposes only. | Source: Unsplash

Emma was crying and smiling through her tears. She reached up and gave Roger a hug. “Thank you, thank you, and God bless you!”

Roger watched her board the bus with a sinking feeling in his heart. Why did he feel that this was a mistake? He wanted to run after that bus, beg Emma to stay… What was happening to him?

That night, Roger realized that the petite waif with the glowing smile had stolen his heart. “If I let her go, I’ll regret it for the rest of my life!” he told himself. “She’s special, and I love her.”

Two days later, Roger was driving into Preston, Idaho. He stopped at the police station and asked where he could find Emma Sinclair. “Emma?” asked one of the deputies suspiciously. “What do you want with Emma?”

For illustration purposes only. | Source: Unsplash

For illustration purposes only. | Source: Unsplash

Roger blushed. “Well, you see, I met her in LA, and I wanted to see if she was alright…”

The deputy looked him up and down. “You can find Emma at her mom’s laundromat, two doors down. I’m coming with you. I don’t want any more trouble for Emma!”

Roger’s heart was beating fast as he walked into the laundromat and saw Emma. She looked up and her face lit up. At that moment, Roger knew she had been feeling the same way: they belonged together!

So just three weeks after she returned home, Emma headed back to LA once again, but this time she was with a man who loved and cherished her. By the end of the year, Roger and Emma were married, and she became involved in a program to help runaways find their way home.

For illustration purposes only. | Source: Unsplash

For illustration purposes only. | Source: Unsplash

What can we learn from this story?

  • Helping others can be a transformative experience. Roger helped Emma, and in the process, he found his own way to life-long happiness.
  • Love can sometimes lurk in the most unexpected places. Roger found love with a homeless waif when everyone expected him to marry a socialite.

Am I Right for Not Inviting My Sister to My Wedding after She Ruined My Proposal?

Jake’s dream proposal to Emma was ruined when his sister, Lisa, hijacked the moment with drunken antics and snarky comments. Now, as their wedding day approaches, Jake faces a family feud over the decision to exclude Lisa, leaving him to question if he’s justified in protecting their special day.

I had always imagined my wedding day as perfect. But now, I faced a dilemma. My sister, who ruined my proposal, was not invited. My family was angry. Was I wrong?

A frustrated man | Source: Pexels

A frustrated man | Source: Pexels

My name is Jake, and I’m 29. My girlfriend, Emma, and I have been together for three years. We met at a coffee shop, and it was love at first sight. She is kind, smart, and beautiful. I knew I wanted to spend the rest of my life with her. So, I planned a special proposal.

I wanted the proposal to be unforgettable. I chose the beach where we had our first date. It was secluded and romantic. I decorated the spot with flowers and fairy lights and hired a violinist to play our favorite song. And, I bought fireworks to light up the night sky.

Beach at night | Source: Pexels

Beach at night | Source: Pexels

On the day of the proposal, I was excited and nervous. Everything was perfect. I couldn’t wait to see the look on Emma’s face.

As we walked to the beach, I held Emma’s hand. She had no idea what was about to happen.

“This walk is so nice,” Emma said, smiling up at me.

“Yeah, it is,” I replied, my heart racing.

Emma on the beach | Source: Midjourney

Emma on the beach | Source: Midjourney

Just then, I saw my sister, Lisa, approaching us. I was shocked.

“Lisa, what are you doing here?” I asked, trying to hide my surprise.

“Hey, Jake! I thought I’d tag along and take some candid photos for you guys,” she said, holding up her camera.

“Uh, I don’t think that’s a good idea,” I said, feeling uneasy.

A woman with a camera | Source: Pexels

A woman with a camera | Source: Pexels

“Come on, it’ll be fun,” Lisa insisted.

Reluctantly, I agreed. As we reached the beach, Lisa started acting strange. She made snarky comments and tried to direct everything.

“Jake, move a little to the left,” she said, waving her hand.

“Lisa, stop. You’re ruining the moment,” I whispered.

Woman takes a photo on the beach | Source: Pexels

Woman takes a photo on the beach | Source: Pexels

“Relax, I’m just helping,” she replied, rolling her eyes.

Emma looked confused. “Is everything okay?” she asked.

“Yeah, everything’s fine,” I said, trying to keep calm.

But then, Lisa did something unforgivable. She grabbed the ring box from my pocket and shouted, “Surprise! Look what he’s going to do!”

Lisa stole the box from Jake | Source: Midjourney

Lisa stole the box from Jake | Source: Midjourney

Emma’s eyes widened in shock. “Jake, is this…?”

I nodded, feeling my heart sink. The moment was ruined.

“Lisa, what the hell?” I shouted, furious.

“Oh, come on, Jake. It was just a joke,” Lisa said, laughing.

Shocked happy woman | Source: Pexels

Shocked happy woman | Source: Pexels

I turned to Emma, who looked hurt and disappointed. “I’m so sorry, Emma. This wasn’t how it was supposed to be.”

Emma and I tried to salvage the proposal, but the magic was gone. She said yes, but it wasn’t the moment we had both dreamed of.

Later that night, I confronted Lisa.

An angry man | Source: Pexels

An angry man | Source: Pexels

“You ruined everything,” I said, anger boiling inside me.

“Don’t be so dramatic, Jake. I was just trying to help,” she said, shrugging.

“Help? You call that help? You embarrassed me and ruined a special moment,” I replied, my voice shaking.

“You’re overreacting. It’s not a big deal,” Lisa said dismissively.

A laughing woman | Source: Pexels

A laughing woman | Source: Pexels

Planning the wedding was supposed to be a joyful time for Emma and me. After the proposal fiasco, we agreed on one thing: we wanted our wedding to be drama-free. This meant not inviting my sister, Lisa.

“Jake, we can’t risk her ruining our day,” Emma said one evening as we discussed the guest list.

“I know. I just don’t want any more chaos,” I replied, feeling a knot in my stomach.

A couple has a serious talk | Source: Pexels

A couple has a serious talk | Source: Pexels

When we told my parents, their reaction was immediate and intense.

“How can you not invite your own sister?” my mom exclaimed, her face red with anger.

“She ruined the proposal, Mom. We don’t want a repeat performance,” I tried to explain.

“She’s family, Jake. You’re being heartless,” my dad chimed in.

A disapproving elderly man | Source: Pexels

A disapproving elderly man | Source: Pexels

Lisa, of course, played the victim.

“You’re tearing this family apart over a little joke,” she said, tears streaming down her face. “I just wanted to help.”

Despite the backlash, Emma and I stood firm. We deserved a special day without any disruptions.

Crying woman | Source: Pexels

Crying woman | Source: Pexels

The day of the wedding arrived, and everything was going smoothly. Emma looked stunning in her dress, and I couldn’t wait to say “I do.” The ceremony was set on the beach, just like our first date.

As we exchanged vows, I noticed a commotion near the back. To my horror, Lisa had shown up, uninvited and clearly drunk.

“Jake! Emma! I’m here to celebrate!” she slurred, stumbling toward us.

Shocked guests at the wedding | Source: Midjourney

Shocked guests at the wedding | Source: Midjourney

The guests whispered and stared. Emma’s face turned pale. I couldn’t believe this was happening.

“Lisa, you need to leave,” I said firmly, stepping in front of her.

“Why? I’m your sister. I deserve to be here,” she shouted, drawing more attention.

“You’re causing a scene. Please, just go,” I insisted.

Jake stands in Lisa's way | Source: Midjourney

Jake stands in Lisa’s way | Source: Midjourney

She ignored me and continued to make a spectacle. “Everyone, let’s toast to the happy couple!” she yelled, raising an empty glass.

I had no choice. I signaled the security we had hired for the event. They escorted her out, much to her protest.

“Jake, you’re making a mistake! This is my family too!” she screamed as they led her away.

A screaming woman | Source: Pexels

A screaming woman | Source: Pexels

Once she was gone, the ceremony resumed. Emma and I exchanged rings and shared our first kiss as husband and wife. Despite the earlier disruption, the rest of the day was filled with joy and love.

Looking back, I still feel conflicted about how everything unfolded. Was I right to exclude my sister? Could I have handled it differently? My parents are still upset, and Lisa continues to act like the victim.

Angry middle aged man | Source: Pexels

Angry middle aged man | Source: Pexels

“Jake, did we do the right thing?” Emma asked me as we relaxed after the wedding.

“I think we did. We needed to protect our day,” I replied, though doubt lingered in my mind.

What do you think? Was I justified in my decision to keep our wedding day special, and free from drama? Or should family always come first, no matter the circumstances?

Man deep in thought | Source: Pexels

Man deep in thought | Source: Pexels

In the end, weddings are about love and commitment. Sometimes, tough decisions have to be made to preserve the happiness of the couple. Family dynamics are complex, and it’s not always easy to balance everyone’s feelings. But when it comes to such a significant day, ensuring it remains about the couple is paramount.

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