Jimmy was stunned when the homeless man he’d bought coffee for earlier boarded the plane and sat beside him in first class. Who was he and why was he asking for money in the first place?
I’d never thought much about destiny until I met Kathy.
Three months ago, she walked into my life, and within weeks, she became my world. People called me crazy for proposing after just a month, but I couldn’t ignore the way everything fell into place with her.
A woman sitting in her living room | Source: Midjourney
We shared the same outlook on life, the same love for skiing, and even a mutual obsession with science fiction novels. It felt like the universe was nudging me, whispering, she’s the one.
Now, here I was, flying out to meet her parents for the first time.
Kathy warned me about her dad, David. She called him a stern man who didn’t give his approval easily. But she also insisted he had a good heart and loved her more than anything.
A woman sitting with her phone in her hand | Source: Midjourney
To be honest, I was scared. I knew I just had one shot to prove I was worthy of his daughter, and I didn’t want to mess it up.
I’d arrived at the airport too early, nerves pushing me to leave home long before I needed to. To kill time, I ducked into a cozy little coffee shop across the street.
The hum of conversations and the aroma of freshly brewed coffee were a welcome distraction from the thoughts swirling in my head.
That’s when I noticed him.
A man sitting in a coffee shop | Source: Midjourney
The man shuffled in, wearing tattered clothes. His face had wrinkles that showed he had worked hard all his life. His shoulders were slightly hunched, and his eyes, though tired, darted around the room like he was searching for something.
I watched as he approached a few tables, speaking softly to the people seated there.
People in a coffee shop | Source: Midjourney
Most people shook their heads, avoided eye contact, or offered an awkward apology. Then, he stopped in front of my table.
“Excuse me,” he said politely. “Could you spare some change? Just enough for a coffee.”
I hesitated. My first instinct was to decline. Not because I didn’t care, but because I wasn’t sure how much to trust him. You know, some people are genuine while others are just looking for handouts.
But something about him felt different. He wasn’t pushy, and he looked embarrassed to be asking.
A close-up shot of an older man | Source: Midjourney
“What kind of coffee do you want?” I asked.
“Jamaican Blue Mountain,” he said, almost sheepishly. “I’ve heard it’s really good.”
I almost laughed. It was the priciest option on the menu. For a moment, I thought he might be joking. But the way he looked at me made me stop.
“Why that one?” I asked.
“It’s my birthday,” he smiled. “Always wanted to try it. Figured… why not today?”
A part of me wanted to roll my eyes.
Sure, it’s your birthday, I thought.
But another part of me decided to believe him.
A man lost in deep thought | Source: Midjourney
“Alright,” I said, standing up. “Let’s get you that coffee.”
His face lit up with a genuine smile. “Thank you,” he said.
I didn’t just buy him the coffee, though. I added a slice of cake to the order because, honestly, what’s a birthday without cake? When I handed him the tray, I gestured to the empty chair at my table.
“Sit,” I said. “Tell me your story.”
For a second, he hesitated, like he wasn’t sure if I meant it.
A coffee mug on a table | Source: Pexels
But then he sat down, cradling the coffee cup like it was something sacred. And he started to talk.
His name was David, and he’d lost everything years ago, including his family, his job, and even his home. Betrayal and bad luck had played their parts, but he didn’t make excuses.
He spoke plainly, with a kind of raw honesty that made it impossible not to listen.
As I sat there, I realized this wasn’t just a man looking for a handout. This was someone who’d been broken by life but hadn’t given up.
A close-up shot of an older man’s eye | Source: Pexels
By the time he finished his story, I felt a lump in my throat I couldn’t quite swallow. I slipped him $100 before leaving, but he tried to refuse it.
“Consider this a gift from my side, man,” I told him. “And happy birthday!”
I walked out of that café thinking I’d done a small, good thing for a stranger. I’d never imagined I’d see him again. Or that he’d turn my entire world upside down just a few hours later.
A man looking straight ahead | Source: Midjourney
The airport was buzzing with its usual chaos as I sat in the first-class waiting area, sipping another cup of coffee.
My nerves about meeting Kathy’s parents had calmed somewhat, but the thought of her father loomed large in my mind. What if he didn’t like me? What if he thought I wasn’t good enough for her?
I picked up my phone to text Kathy, who had already reached her parents’ place.
I’m super nervous, I wrote. How’s it going there?
Everything’s great, she texted back. I’m sure Dad’s going to love you.
When the boarding call came, I joined the line and found my seat near the window.
The view from an airplane’s window | Source: Pexels
First class felt like a luxury I didn’t deserve, but Kathy insisted I spoil myself for once. As I buckled in and glanced around, I couldn’t help but think about the man from the café. His story had stuck with me.
I hoped the $100 I’d given him would make his birthday a little brighter.
Just as I was settling in, a figure stepped into the aisle. My heart nearly stopped as I looked at his face.
A man sitting in an airplane | Source: Midjourney
It was him. The same man from the café.
But he wasn’t wearing the tattered clothes from earlier.
No, this man was in a sharp, tailored suit, his hair neatly combed, and a gleaming watch on his wrist.
He caught my eye and smirked.
“Mind if I join you?” he asked casually, sliding into the seat next to me.
I stared, my brain refusing to process the scene in front of me. “What… what’s going on here?”
He leaned back, a sly grin on his face. “Let’s call it… a test.”
An older man in an airplane | Source: Midjourney
“A test?” I repeated. “What are you talking about?”
The man chuckled softly as he pulled out a sleek notebook from his bag.
“Let me introduce myself properly. I’m David.” He paused, watching my reaction. “Kathy’s father.”
“Wait… you’re her dad?” I blurted out. “The one I’m flying out to meet?”
“The very same,” he said, still grinning. “You see, I’ve always believed in a hands-on approach. I wanted to see who my daughter’s fiancé really is outside the polished dinner introductions and carefully rehearsed answers.”
A close-up shot of an older man’s face | Source: Midjourney
I couldn’t believe it. Why didn’t Kathy tell me about this? Was she a part of this plan?
“So, this was all an act?” I asked.
“A necessary one,” he replied calmly. “It’s easy to show kindness when everyone’s watching. But I wanted to know how you’d treat a stranger, especially one who seemed to have nothing to offer you. Turns out, you passed the first part.”
“The first part?” I echoed. “How many parts are there?”
He opened the notebook and handed me a pen. “Just one more. Write a letter to Kathy.”
“A letter?”
A young man looking straight ahead | Source: Midjourney
“Yes,” he said, leaning back in his seat. “Tell her why you love her, why you want to marry her, and how you’ll take care of her. Don’t overthink it. Be honest.”
I stared at the blank page as beads of sweat formed on my temples. This wasn’t what I’d signed up for. But as much as I wanted to protest, I knew I couldn’t.
So, I started writing.
At first, the words came slowly, stumbling over thoughts and emotions. But soon, the pen seemed to move on its own.
A man writing a letter | Source: Pexels
I wrote about how Kathy made me feel complete, how her laughter could brighten my darkest days, and how I wanted to build a life with her filled with trust and joy.
By the time I finished, my hand ached, but my heart felt lighter.
However, I still wasn’t sure if I’d pass the test. What if this was a trick question? What if David’s test wasn’t as simple as it looked?
A close-up shot of a man sitting near in the window seat | Source: Midjourney
After I handed him the notebook, he looked at it for a moment. Then, he looked up with a smile.
“You passed,” he said. “Welcome to the family.”
I felt so relieved after hearing those words.
This man, who had just tested me in the most unexpected way, extended his hand. I shook it firmly, knowing I had crossed the final hurdle.
“Now, let’s see how well you do at home,” he said.
An older man in a black suit | Source: Midjourney
When we finally landed and deboarded, I was both physically and mentally exhausted. As we walked through the terminal, I tried to steady my breathing, hoping I’d done enough to impress him, but my nerves were still fraying at the edges.
The drive to Kathy’s parents’ house was quiet. She and her mother were waiting for us there.
Meanwhile, my mind was racing with thoughts of what the evening would bring. I wasn’t just meeting her parents anymore. I had passed the “test.” But what did that even mean? Would David’s approval be enough? What would happen at their home?
Cars on a road | Source: Pexels
When we arrived, Kathy’s mother, Susan, greeted us warmly. Kathy’s brothers and sister were there too.
David, however, kept his usual serious demeanor, eyeing me across the table. I couldn’t tell if he was still evaluating me or simply reserving judgment.
Dinner was an uncomfortable affair, with everyone making polite conversation while David sat back, watching everything closely.
Every time I spoke, he would nod or grunt, never offering much in return. Kathy’s siblings were easygoing, but David’s silence was almost deafening.
I couldn’t help but wonder, Did I really pass?
A man sitting for dinner in his house | Source: Midjourney
As the meal drew to a close, David set down his wine glass and cleared his throat.
“You’ve done well, Jimmy,” he said. “You’ve shown me who you really are. And that means something.”
Kathy squeezed my hand under the table.
“I’ve always known you were the right one for me,” she whispered.
“I’ve seen enough to know he’ll take care of you,” he said while smiling at his daughter. “You’ve got my blessing.”
A man smiling at his daughter | Source: Midjourney
I was super happy at that point, but there was something unspoken in the way David looked at me.
After dinner, as Kathy and I helped her parents clean up, I thought everything had fallen into place.
That’s when I stumbled upon a folded piece of paper on the counter.
As I unfolded it, I realized it was a receipt for a cup of coffee from the café I had visited earlier that morning. The one where I met David.
A young man looking at a receipt | Source: Midjourney
The receipt wasn’t for the coffee I bought for David, though. There was an additional charge at the bottom.
“Extra donation — $100.”
I picked it up and turned to Kathy.
“What’s this?” I asked her.
“Oh, that’s my dad’s way of tying up loose ends.”
I frowned, confused. “Loose ends?”
She leaned against the counter, her eyes twinkling. “You gave him $100 at the café, remember? He didn’t keep it. He handed it to the café staff and told them to count it as an extra donation after you left.”
“And… how do you know that? Did you know about his plan all along? Were you a part of it?”
A man talking to his fiancée | Source: Midjourney
She gave me a sly smile.
“Well, I was,” she said. “You didn’t think it was just about the coffee, did you? And how do you think Dad knew about your flight? Of course, it was me, Jimmy.”
At that point, I realized I wasn’t marrying into a regular family. These people were very special, and they wanted me to realize the importance of generosity. And what it meant to be a part of this family
Poor Guy Escapes on His Wedding Day, 50 Years Later Bride Discovers It Was Her Father’s Plan – Story of the Day
Karl was forced to run away from his wedding, but Jessica never understood why he stood her up at the altar. Years later, she received a note in the mail with his name on it. No matter how much time had passed, Jessica never forgot him, and what he wrote was astonishing.
“You will leave this church immediately and never return. Do you understand me, boy?” Hubert Pennigton, Jessica’s father, threatened Karl with a stern look. They were standing in the men’s dressing room behind the church.
“I’m not a boy, sir. I’m a man, and I love your daughter. I will not abandon her. It’s our wedding day,” Karl insisted, pleading his future father-in-law to understand.
For illustration purposes only. | Source: Pexels
“I never liked you two dating, and I’m not going to let this continue. My daughter will not be marrying a loser who works paycheck to paycheck,” the older man sneered. “Do you hear me? I have friends in high places, as well as connections in some others. I can make your life a nightmare. If you don’t disappear willingly, I’ll make you leave by any means necessary.”
“Is that a threat?” Karl asked, squaring up to Hubert, trying not to show how afraid he was. He knew Jessica’s family was connected to some important people and a few dangerous folks, too, so Karl knew the older man’s words were not in vain.
“I don’t make threats, boy, I make promises. Now, you will leave this place right now without anyone noticing and ghost Jessica forever, OR ELSE!” Hubert finished, raising his voice, in the end, to get his point across thoroughly. He poked his index finger in Karl’s chest painfully, gave him a disdainful look, and exited.
Karl didn’t know what to do. He truly loved Jessica, but her father would hurt them both just to get his way. He paced around the room for a few more minutes then decided to leave before his groomsmen came to find him. He was quick, exiting through the back of the Masonic Temple in Detroit, Michigan and hailing a cab right there.
“Where to, sir?” the taxi driver asked.
“DTW, please,” Karl replied. He was going to the airport and flying across the country to get away from these people. I hope Jessica can forgive me, Karl thought while resting his elbow on the window sill and facing out.
All they had left was a single Polaroid photo, a painful reminder of a wedding that was never meant to be.
Fifty years later…
For illustration purposes only. | Source: Pexels
At 75, Jessica liked to sit outside on her porch and watch the kids running around Rosedale Park Historic District, one of the best neighborhoods in Detroit. She always took a cup of tea and a book to read. It was a peaceful time, but Jessica inevitably thought about her life during those times. Today was that kind of day.
She remembered her first wedding well, as it was the only time she was ever excited to have one. Karl was the love of her life, or so she thought. But when she reached the end of the aisle on her father’s arm, she saw everyone’s worried faces. Karl had disappeared, and no one knew why. They waited hours for him to return.
His groomsmen went to his house, and everything was intact. But Karl never returned, and Jessica cried on the steps of the Masonic Temple for several more hours. It was one of the best wedding venues in the city, and she always dreamed of getting married there. However, it was not to be. Her mother comforted her as best she could, but her father was actually happy.
Five years later, her father introduced her to Michael Keller, the son of a family friend. He was wealthy and connected, so her dad pushed until she accepted his proposal. They got married and had a daughter, Cynthia, almost immediately. However, Jessica filed for divorce the moment her father died.
Her husband had cheated throughout their entire relationship and was glad to separate from her, so it was a win-win situation for everyone involved. She took the then-six-year-old Cynthia, moved to her house in the Rosedale Park area, and forgot about her failed love life.
For illustration purposes only. | Source: Pexels
Years went by, and Cynthia grew up to become an amazing career woman. She got married right there at the Masonic Temple and gave Jessica three gorgeous grandchildren, who visited often.
I had a great life, Jessica thought to herself while sipping her tea. It was true, although she never tried dating again. But once in a while, she thought about Karl and still wondered why he had disappeared.
Suddenly, the mailman snapped her out of her inner musings with a bright smile and a loud, “Hello, Mrs. Pennington!”
“Oh, dear. You scared me,” Jessica answered after almost dropping her tea.
The mailman laughed and apologized humorously. “I’m sorry, ma’am. But I have a letter for you. I think someone wrote it by hand even. So fancy! People don’t do that anymore,” the mailman said, handing Jessica the letter. She thanked him with a smile, and he left, waving goodbye.
The last thing she expected to see was the name “Karl Pittman” on the envelope, but it was right there along with her name and address.
“I can’t believe this,” she breathed and settled her cup of tea on the porch railing with a shaking hand. Suddenly, she was back at that church, crying on her mother’s shoulders.
Her hands still shook as she tried to open the envelope. She took a big breath before starting to read what was Karl’s unmistakable handwriting.
For illustration purposes only. | Source: Pexels
“Dear Jessica,
I don’t know if you’ll be glad to hear from me. But after all this time, I want you to know that not a day goes by where I don’t think about you. Your father threatened me on our wedding day, and I was young and afraid. I shouldn’t have listened, but I did, and I ran off. I moved to California with nothing but the clothes on my back.”
Jessica had to stop reading for a few moments and wipe a few tears off. She knew her father had something to do with it. She knew Karl loved her and wouldn’t have done it otherwise. It didn’t change anything, but it soothed that old ache that never went away. Karl was right to leave. Her father never made threats he wasn’t serious about and didn’t take “no” for an answer. She focused on the letter again and continued reading.
“I never married nor had children. You were the love of my life, and I wanted nothing else. I hope this letter finds you well. I’m leaving my phone number, and there’s my address, so you can write me back if you want. I don’t know how to use Facebook, and all that stuff kids have these days. But I hope to hear from you.
Sincerely, Karl.”
For illustration purposes only. | Source: Pexels
Jessica’s tears kept falling for several minutes after finishing the letter, but then she laughed. She also had no idea how to use all that technology available these days. Therefore, she got up and went inside to find her stationery. It was time to write back.
For the next few months, they wrote to each other often, recounting even the smallest moments in each other’s lives. Until Karl finally called her and they stayed on the phone for hours. A year later, he moved back to Detroit, and they rekindled their lost relationship.
They were old and might not have much time together, but they were going to enjoy one another’s love for as long as they could.
What can we learn from this story?
- It’s never too late to find love again. Jessica gave up on relationships for many years until she found the love of her life again at 75.
- Tell your partner the truth. If Karl had told Jessica about her father’s threats, they could’ve run away together or dealt with it in some form. But he took off, and they would never know what could’ve been.
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If you enjoyed this story, you might like this one about a man who stole his grandmother’s money, but she got her revenge.
This account is inspired by our reader’s story 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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