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
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.
An Elderly Man with OCD Develops Feelings for a Waitress, Only to Be Publicly Humiliated by a Rival the Following Day
Jonathan arrived at the café, eager to impress the woman he loved. He had a new suit and had practiced hard. But things went wrong. Instead of Phoebe, he faced Mark, who publicly humiliated him, hinting at his long-time flaw. Jonathan’s nerves took over, leading to an embarrassing scene.
Jonathan Green, an elderly man, lived alone in a small, neat house on the city’s outskirts. His life was strictly regimented.
Every morning, he woke up precisely at 8:00 a.m., his alarm clock ringing loudly, piercing the quiet dawn. Jonathan would take a deep breath, and then immediately start his daily rituals.
First, he disinfected all surfaces, spraying and wiping until every inch sparkled. Next, he checked the locks and switches multiple times, his fingers trembling slightly as he flipped the light switches on and off, on and off.
The door locks were tested three times each, ensuring they were secure.
Jonathan’s days were like clockwork, each minute planned and each task completed in a specific order.
His routines were his comfort, a way to manage the anxiety that constantly buzzed at the edges of his mind.
He often quarreled with his neighbor Bob because of Bob’s cat, Mr. Whiskers, constantly roamed Jonathan’s garden, digging up his carefully planted flowers.
That bright morning, Jonathan was outside, meticulously tending to his garden, when he spotted Mr. Whiskers pawing at his tulips.
“Bob!” Jonathan called out, his voice tight with frustration. “Your cat is at it again!”
Bob, a quirky man with a wide grin and a perpetually messy appearance, popped his head over the fence.
“Ah, sorry, Jonathan! Mr. Whiskers is just a free spirit, you know? He means no harm.”
Jonathan grumbled, shaking his head. “Keep him out of my garden, Bob. I can’t have him ruining my flowers.”
Jonathan ate his lunch at a local café every day, occupying the same table by the window. The thought of someone else sitting there made his palms sweat.
Phoebe, the kind-hearted waitress at the café, knew about this peculiarity and always tried to reserve the table for Jonathan.
She was a bright spot in his otherwise anxious world, with her warm smile and gentle demeanor.
“Good afternoon, Mr. Green,” Phoebe greeted him as he walked in, her eyes crinkling at the corners. “Your usual table is ready for you.”
At the sight of Phoebe, Jonathan got nervous, and his hands started to shake. He quickly sat down and began arranging the sugar packets on the table, lining them up in perfect rows to calm himself.
Phoebe watched him with a soft smile, understanding his need for order.
“Thank you, Phoebe,” Jonathan said quietly, his voice barely above a whisper.
Phoebe nodded and placed his usual lunch in front of him: a plate of vegetables arranged by color, with the potatoes perfectly aligned.
She arranged the vegetables this way just for him, knowing it helped to calm his nerves.
As he ate, Jonathan couldn’t help but glance at Phoebe from time to time. She moved gracefully between the tables. Each time she looked his way and smiled, he felt a flutter of warmth in his chest, a feeling he couldn’t quite name.
Despite the rigid structure of his days, there was a small part of Jonathan that longed for something more, something beyond his routines.
And though he would never admit it, Phoebe’s smile was a tiny spark of light in his meticulously ordered world.
On one of his regular visits to the café, Jonathan brought a single daisy, its white petals slightly wilted but still charming. He hid it in his pocket throughout lunch, occasionally patting it to make sure it was still there.
As he finished his meal and carefully arranged his utensils, he discreetly left the crumpled flower on the table for Phoebe.
As Jonathan made his way to the exit, Phoebe hurried after him. “Mr. Green, wait up!” she called, her voice bright and cheerful.
Jonathan paused, his heart racing. “Yes, Phoebe?”
Phoebe caught up to him, holding the daisy gently. “This is lovely, thank you,” she said warmly.
“You know, the café owner is planning a musical evening soon. We’re looking for someone who can play the piano well. I remember you mentioning you used to play quite well. Would you consider performing?”
Jonathan felt his chest tighten. He looked at his watch, his fingers tapping nervously on its face.
“I… I need to be home. It’s almost time for my afternoon routine,” he stammered.
Phoebe’s smile softened. “I understand, Mr. Green. Just think about it, okay? It would be wonderful to have you play.”
Jonathan nodded quickly, eager to escape the unexpected conversation. “I’ll think about it,” he mumbled before hurrying out the door.
At home, Jonathan tried to follow his usual routine but found himself distracted by Phoebe’s words. Finally, he deviated from his schedule and sat down at the old upright piano in his living room.
His fingers trembled as they hovered over the keys. He began to play, but not all the notes came out right. His anxiety grew with each mistake.
Hearing the hesitant notes, Bob peeked through the window, his curiosity piqued. He knocked gently on the glass.
“Hey, Jonathan, need some help?” he called out.
Jonathan frowned but opened the window a crack. “I’m fine, Bob. Just… just trying something.”
Bob grinned, undeterred. “That’s awesome! Need an audience to practice on?”
Jonathan sighed. “It’s a foolish idea. I haven’t played in years.”
Bob stepped back and smiled. “Nonsense. Let’s work on it together. I can listen, and we can get you ready.”
Jonathan often struggled to play because of his obsessive thoughts, but Bob found a way to calm him.
He created little funny rhyming phrases.
“Tickle the ivories, just like pies,” and “Play the keys, no fleas, just ease.”
They first repeated them aloud, then to themselves. This helped Jonathan gather himself and play more steadily.
For the first time in a long while, Jonathan felt a flicker of happiness, a sense of accomplishment warming his heart. He smiled, thinking that perhaps this could be his moment to shine.
However, deep down, he couldn’t shake off the nagging worry that his joy might be premature.
The next day, Jonathan walked into the café with a slight spring in his step. However, instead of Phoebe, he saw Mark behind the counter.
Mark was a young waiter, known for his sharp tongue and competitive nature. He always seemed to be trying too hard to impress, especially when Phoebe was around.
Jonathan’s heart sank a little, but he approached Mark.
“Hello, Mark,” Jonathan said, trying to keep his voice steady. “Could you tell Phoebe that I agreed to perform at the musical evening?”
Mark raised an eyebrow, a smirk playing on his lips. “Sure, I’ll let her know,” he said, his tone dripping with sarcasm. “Good luck with that, old man.”
Ignoring the snide remark, Jonathan turned and left the café. He met up with Bob, who was waiting for him outside.
“How’d it go?” Bob asked, noticing Jonathan’s slightly flustered appearance.
“Phoebe wasn’t there, but I left the message with Mark,” Jonathan replied, trying to shake off the unease. “Let’s go get that suit.”
Bob nodded enthusiastically. “Absolutely! Let’s get you looking sharp.”
They went to the local department store, where Bob helped Jonathan pick out a suit. Bob was like a whirlwind of energy, holding up jackets and ties, and offering opinions on colors and styles.
“Try this one,” Bob said, handing Jonathan a navy blue suit. “It’ll bring out your eyes.”
Jonathan hesitated but took the suit into the dressing room. When he emerged, he felt a bit self-conscious but also a little proud.
“Well, what do you think?” he asked, turning around slowly.
Bob gave a thumbs up. “You look fantastic! Phoebe will be impressed for sure.”
After purchasing the suit, Jonathan had one more request.
“Bob, can we stop by the jewelry shop? There’s something I need to get.”
Bob’s eyes widened in surprise but nodded. “Of course, let’s go.”
At the jewelry shop, Jonathan carefully examined the pieces on display. His hands were a bit shaky as he finally selected a delicate silver bracelet with a small charm.
“This one,” Jonathan said, his voice soft. “For a special woman.”
Bob smiled broadly. “That’s a beautiful choice, Jonathan. She’ll love it.”
Bob patted him on the back as they walked out of the shop.
“Everything’s going to be great, Jonathan,” Bob said confidently. “I’ll be there to support you at the performance. You’ve got this.”
Jonathan nodded, a small smile tugging at his lips.
“Thanks, Bob. I appreciate your help.”
As they headed home, Jonathan felt a flicker of hope. Yet, the biggest test for poor Jonathan was to come, and he had no inkling of what lay in wait.
On the day of the performance, Jonathan arrived at the café, feeling a bit nervous. As he entered, he looked around for Phoebe but saw Mark behind the counter instead.
“Good afternoon, Mark. Is Phoebe here?” Jonathan asked, his voice slightly trembling.
Mark smirked. “Oh, she’s in the back. Why do you need her?”
Jonathan took a deep breath.
“I’m here for the performance. I told you to let her know.”
Mark’s smirk widened. “Oh, right. I must have forgotten. Besides, we decided against live music tonight. It’s not really your scene, old man.”
Jonathan’s heart sank. Just then, Phoebe came out from the back and saw Jonathan. She greeted him with a warm smile.
“Mr. Green! What a pleasant surprise. I didn’t know you came tonight! You look sharp today,” she said, noticing his new suit.
“You didn’t respond to my message, but I went ahead and tuned the piano just in case.”
Jonathan managed a small smile, feeling a bit more at ease. “Thank you, Phoebe. I’m ready to play.”
Jonathan looked at Mark, who shrugged nonchalantly. Phoebe frowned but turned to Jonathan with a reassuring smile.
“It’s not a big deal. The piano is tuned, and you can play. Let me just inform the café owner.”
As Phoebe walked away, Mark seized the moment to mock Jonathan.
“Look at you with your useless rituals. Your obsessive thoughts have no place here. You’re just going to embarrass Phoebe and yourself.”
Jonathan’s hands began to shake uncontrollably. In his panic, he knocked over a stack of dishes on a nearby table. The crash echoed through the café, and juice spilled onto the patrons at the neighboring table.
Faces turned towards him, some with shock, others with annoyance.
Feeling utterly humiliated, Jonathan ran out of the café, his vision blurred with tears.
Bob was just entering the café, having arrived a bit late. As he stepped through the door, he and Jonathan collided, nearly knocking each other over.
“Whoa, Jonathan! What happened?” Bob asked, seeing the distress on Jonathan’s face.
Jonathan, struggling to catch his breath, tried to explain.
“Mark… he didn’t tell Phoebe. They weren’t expecting me to play, and he… he mocked me. I knocked everything over.”
“Jonathan, calm down,” Bob said, placing a firm hand on his shoulder. “Remember our rhymes from the rehearsals. Repeat them with me.”
Together, they closed their eyes and chanted the calming phrases:
“Tickle the ivories, just like pies,” and “Play the keys, no fleas, just ease.”
Gradually, Jonathan’s breathing steadied, and the panic ebbed away.
Despite the anger and confusion inside the café, he felt a new resolve forming within him.
Bob gave him an OK sign. “You’ve got this, Jonathan. Don’t let Mark or anyone else stop you.”
Jonathan, still murmuring the calming rhymes, walked back into the café, ignoring the stares and whispers.
He made his way to the piano, his focus entirely on the keys in front of him. The café owner moved to intervene, but Phoebe quickly stepped in.
“Please, let him play. I’ll take responsibility for whatever happens next,” she pleading the owner.
Summoning all his strength, Jonathan began to play. The first notes were shaky, but as he continued, his confidence grew.
The music flowed beautifully, filling the café with a serene melody. The chatter died down, and everyone listened, captivated by his performance.
As the last note faded, Jonathan faced the audience.
“I have OCD,” he began, his voice steady. “But today, I overcame my fears and my need for daily rituals to take a step forward. I want to thank Bob for helping me find a new way to calm myself, and I even thank Mark for the obstacles he put in my path because they made me stronger.”
He turned to the café owner and the patrons. “I apologize for the chaos earlier and promise to cover the costs.”
The café erupted in applause, and Jonathan felt a wave of relief wash over him. Mark slipped out quietly, his head down, while Jonathan approached Phoebe, who was beaming with pride.
He took out the small box and handed it to her.
“Phoebe, this is for you. And… would you go out with me on a real date?”
Phoebe’s eyes sparkled as she opened the box to reveal the bracelet.
“Yes, Jonathan. I’d love to.”
From a distance, Bob watched with a satisfied smile. Jonathan had not only faced his fears but had also found the courage to pursue his happiness.
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