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
I Got Engaged to a ‘Perfect’ Woman – When I Met Her Parents for the First Time, I Canceled the Wedding
When I met the woman of my dreams, I believed we were perfect for each other! But after I met her parents, I had major doubts about our future together. It took a while, but I finally saw her for who she was, and I didn’t like it!
As a 31-year-old man, I’d dated a couple of different women in my life, but when I saw Olivia, my life changed. I knew I wanted her to be my wife after our first meeting but learned the hard way that taking time to know someone is ideal. Here’s my story.
A man at a music concert | Source: Midjourney
I met the beautiful and lively Olivia at a concert. When I first spotted her, she was standing near the stage, singing along to every word of our favorite band’s songs—her energy electrifying! I was there alone, trying to soak in the music after a rough week at work, and her joy was contagious!
During the intermission, I managed to maneuver closer to her and struck up a conversation. We clicked instantly, bonding over our shared love for indie rock and terrible karaoke. By the end of the night, I had her number and a gut feeling that I’d just met someone extraordinary!
A man bonding with a woman | Source: Midjourney
Our relationship took off faster than I expected. Olivia was everything I’d ever wanted in a woman! She was charming, passionate, and endlessly supportive! Her vibrant personality was addictive, making every day feel like an adventure.
After only four months of dating bliss, we decided to move in together. It felt right, everything about us felt right! My apartment was small and bland, while Olivia’s place was larger and full of life, like her.
A large apartment | Source: Midjourney
She had plants on every windowsill, cozy blankets, and shelves of well-loved books. Blending our lives was effortless. What I didn’t anticipate was that living together would only deepen my affection for her.
We were the perfect couple in my eyes, and some of my friends who met her thought the same. We cooked dinner together, binge-watched old sitcoms, and hosted game nights with her friends and mine.
A couple hanging out with friends | Source: Midjourney
Olivia had this way of making the mundane feel special, and my friends loved her! After eight months, I knew she was the one! So, I planned another trip to a concert by the same band that was playing when we first met.
I was nervous when I bought the engagement ring, but we’d spoken about our future, and she’d excitedly revealed that she’d love to marry me and have children. That was all I needed to know. I hid the ring in my jacket and pulled it out at the perfect moment.
A man looking at a wedding ring | Source: Midjourney
I proposed at the concert, the same band playing a love song we adored in the background, and she said yes without hesitation! I thought I was the luckiest man alive! But I should’ve known better than to rush into things so quickly.
Because things moved so fast between us, we hadn’t met each other’s families yet. But Olivia always spoke highly of her parents, describing them as “fun and old-school.” She mentioned they were excited about the engagement and wanted to meet me.
A couple talking | Source: Midjourney
They planned a trip to visit us, and Olivia suggested celebrating our engagement with them at an upscale restaurant. I was nervous but eager to make a great impression.
The plan was that Olivia would meet my parents soon afterward. I spent the day preparing for the big day by getting my best suit pressed. I even rehearsed polite conversation and Googled ways to connect with potential in-laws.
A man using his laptop | Source: Midjourney
When we finally arrived at the restaurant, my nerves started kicking in, but I brushed them off, knowing I’d come prepared. As we entered, Olivia helped ease my tension by squeezing my hand and whispering, “Relax, they’re going to love you just like I do.”
But from the moment her parents arrived, I knew this dinner wouldn’t be normal. As soon as we sat down and I was introduced to her parents, they made me regret ever coming.
A couple sitting at a table | Source: Midjourney
Her father, Richard, was a broad-shouldered man with a commanding presence and a serious air about him. He barely acknowledged me as he took his seat. Her mother, Diane, adorned in enough jewelry to blind the waiter, gave me a quick once-over before turning to Olivia with a tight-lipped smile.
“So, Tommy, right?” Richard began. Without giving me a chance to respond, he said, “Let’s talk about your future roles now that you’re marrying our daughter.”
A serious older man talking | Source: Midjourney
I smiled, thinking he was referring to becoming part of the family or shared traditions. Instead, he leaned back and said, “Olivia’s been dreaming of quitting her job to be a full-time homemaker. You’ll need to cover all the household expenses so she can focus on that.”
I blinked, unsure if I’d heard him correctly.
Diane chuckled, swirling her wine. “Oh, and don’t forget a little financial help for us wouldn’t hurt. Just a small monthly amount for your new in-laws—it’s the least a loving son-in-law can do, right?”
A happy woman talking | Source: Midjourney
I froze in place, my smile faltering before I managed to squeak, “I’m sorry—what?”
Richard’s face remained stone-cold as he nodded as if the conversation was normal. “You want to marry into the family, right? So, you have to provide. Your wife shouldn’t have to work. And we’ll appreciate a modest amount for our pension from you as well.”
I glanced at Olivia, expecting her to laugh it off! But she only smiled sweetly and said, “It’s not a big deal, baby. Really. It’s how we’ve always done things in our family.”
A happy woman | Source: Midjourney
The waiter conveniently appeared with our drinks, giving me a moment to process this insanity! I felt like I’d been sucker-punched and was struggling to catch my breath. But looking back, there were small things I ignored.
Olivia tended to brush off any serious conversations I wanted to have. Once, when we talked about finances, she laughed and said, “Oh, my parents have always told me I’d marry someone who’d take care of me.” I thought it was a joke, until now.
A couple talking | Source: Midjourney
While everyone placed their food orders, I sat there in awe, mulling over what I’d just heard. When the waiter turned to me, I ordered the first thing I saw on the menu, completely dazed and consumed by what Olivia and her parents had told me.
After the waiter left, Richard continued as if he were negotiating a business merger. “It’s not just about you providing money, of course. My daughter deserves the lifestyle she’s grown accustomed to—vacations, fine dining, spa days, and such. You’ll need to buy her apartment from us too. We raised her with high standards, after all.”
A serious man talking | Source: Midjourney
Diane leaned in. “And eventually, you’ll need a bigger place. This apartment is fine for now, but our grandchildren will need more space. And when we visit, we expect to have a bedroom dedicated to us.”
My appetite completely vanished as the food was served. Every word out of their mouths felt surreal, and so did the whole evening! I glanced at Olivia again, but she just sipped her wine, perfectly comfortable.
A woman holding her wine | Source: Midjourney
I don’t remember what they spoke about for the rest of the dinner. I occasionally smiled, and I think I chipped in with some comments, but I wasn’t there mentally. When the check arrived, Richard didn’t even glance at it.
He made intense eye contact as he slid it toward me without a word. I paid, my hands trembling. The drive home was suffocatingly silent. Olivia fiddled with her engagement ring before finally breaking the silence.
A woman sitting in the passenger’s seat of a car | Source: Midjourney
“So? What did you think of them?”
I gripped the steering wheel, choosing to handle the matter at hand once and for all. “Honestly? I think I can’t marry you.”
Her head snapped toward me. “What? Are you serious?”
I nodded. “Because this isn’t love, Olivia. It’s a business arrangement. Your parents want me to be their retirement plan, and you’re okay with that. That’s not the kind of life I want.”
An upset man driving | Source: Midjourney
Her face twisted in disbelief. “You’re overreacting! It’s just how my family works! You said you loved me!”
“I do—or I did. But love doesn’t come with conditions like this,” I replied.
We argued all the way home. Olivia accused me of being cold, selfish, and unwilling to compromise. But in my mind, the decision was made. As soon as we got home, I packed my things. The same apartment that once felt so alive now felt like a cage.
An upset man packing his clothes | Source: Midjourney
I moved in with my brother, Nate, for a while. He didn’t ask questions, just handed me a beer and let me sit in silence.
A week later, I bumped into one of Olivia’s friends, who told me her parents were livid, not because I’d broken their daughter’s heart, but because their financial plan had crumbled. That was all the confirmation I needed.
Olivia texted me a few times, saying I was throwing away something amazing. But I knew better. Love shouldn’t feel like a contract.
A man looking at his phone | Source: Midjourney
Months passed, and I slowly started rebuilding my life. I joined a local hiking group, reconnected with old friends, and focused on myself. I learned that love isn’t just about how someone makes you feel, it’s about how they support you, challenge you, and grow with you.
Looking back, I realized that walking away was the best decision I ever made. Sometimes, the “perfect” person turns out to be perfect for all the wrong reasons.
And I’m okay with that.
A happy man | Source: Midjourney
If that story had you going, then you’d love this one about a man’s fiancée who thought everything was perfect in their relationship until they went on holiday with his children. He suddenly abandoned the trio at the vacation hotel, leaving his fiancée to think the worst.
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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