When I offered to marry a homeless stranger, I thought I had it all figured out. It seemed like the perfect arrangement to please my parents with no strings attached. Little did I know I’d be shocked to walk into my house a month later.
I’m Miley, 34 years old, and this is the story of how I went from being a happily single career woman to marrying a homeless man, only to have my world turned upside down in the most unexpected way.
A woman in her bedroom | Source: Midjourney
My parents have been on my case about getting married for as long as I can remember. I feel like they have a timer ticking away in their heads, counting down the seconds until my hair starts turning white.
As a result, every family dinner turned into an impromptu matchmaking session.
“Miley, honey,” my mom, Martha, would start. “You remember the Johnsons’ son? He just got promoted to regional manager at his firm. Maybe you two should grab coffee sometime?”
A woman talking to her daughter | Source: Midjourney
“Mom, I’m not interested in dating right now,” I’d say. “I’m focused on my career.”
“But sweetheart,” my dad, Stephen, would chime in, “your career won’t keep you warm at night. Don’t you want someone to share your life with?”
“I share my life with you guys and my friends,” I’d counter. “That’s enough for me right now.”
But they wouldn’t let up. It was a constant barrage of “What about so-and-so?” and “Did you hear about this nice young man?”
One night, things took a turn for the worse.
A close-up shot of chairs in a house | Source: Pexels
We were having our usual Sunday dinner when my parents dropped a bombshell.
“Miley,” my dad said in a serious tone. “Your mother and I have been thinking.”
“Oh boy, here we go,” I mumbled.
“We’ve decided,” he continued, ignoring my sarcasm, “that unless you’re married by your 35th birthday, you won’t see a cent of our inheritance.”
“What?” I blurted out. “You can’t be serious!”
“We are,” my mom chimed in. “We’re not getting any younger, honey. We want to see you settled and happy. And we want grandchildren while we’re still young enough to enjoy them.”
A woman looking at her daughter | Source: Midjourney
“This is insane,” I sputtered. “You can’t blackmail me into getting married!”
“It’s not blackmail,” my dad insisted. “It’s, uh, it’s incentive.”
I stormed out of their house that night, unable to believe what just happened. They’d given me an ultimatum, implying that I needed to find a husband in a few months or kiss my inheritance goodbye.
I was angry, but not because I wanted the money. It was more about the principle of the thing. How dare they try to control my life like this?
A woman looking at her mother | Source: Midjourney
For weeks, I didn’t answer their calls or visit them. Then, one evening, I got an excellent idea.
I was walking home from work, thinking about spreadsheets and deadlines, when I spotted him. A man, probably in his late 30s, sat on the sidewalk with a cardboard sign asking for change.
He looked rough, had an unkempt beard, and wore dirty clothes, but there was something in his eyes. A kindness and a sadness that made me pause.
A homeless man | Source: Pexels
That’s when an idea struck me. It was crazy, but it felt like the perfect solution to all my problems.
“Excuse me,” I said to the man. “This might sound crazy, but, um, would you like to get married?”
The man’s eyes widened in shock. “I’m sorry, what?”
“Look, I know this is weird, but hear me out,” I said, taking a deep breath. “I need to get married ASAP. It would be a marriage of convenience. I’d provide you with a place to live, clean clothes, food, and some money. In return, you’d just have to pretend to be my husband. What do you say?”
He stared at me for what felt like an eternity. I was sure he thought I was kidding.
A close-up shot of a man’s face | Source: Midjourney
“Lady, are you for real?” he asked.
“Completely,” I assured him. “I’m Miley, by the way.”
“Stan,” he replied, still looking bewildered. “And you’re seriously offering to marry a homeless guy you just met?”
I nodded.
“I know it sounds insane, but I promise I’m not a serial killer or anything. Just a desperate woman with meddling parents.”
“Well, Miley, I gotta say, this is the strangest thing that’s ever happened to me.”
A homeless man sitting outdoors | Source: Pexels
“So, is that a yes?” I asked.
He looked at me for a long moment, and I saw that spark in his eyes again. “You know what? Why the hell not. You’ve got yourself a deal, future wife.”
And just like that, my life took a turn I never could have imagined.
I took Stan shopping for new clothes, got him cleaned up at a salon, and was pleasantly surprised to discover that underneath all that grime was a rather handsome man.
A man smiling | Source: Midjourney
Three days later, I introduced him to my parents as my secret fiancé. To say they were shocked would be an understatement.
“Miley!” my mom exclaimed. “Why didn’t you tell us?”
“Oh, you know, I wanted to make sure it was serious before I said anything,” I lied. “But Stan and I are so in love, aren’t we, honey?”
Stan, to his credit, played along beautifully. He charmed my parents with made-up stories of our whirlwind romance.
A month later, we were married.
A newly wed couple | Source: Pexels
I made sure to get a rock-solid prenup, just in case my little scheme backfired. But to my surprise, living with Stan wasn’t half bad.
He was funny, smart, and always ready to help around the house. We fell into an easy friendship, almost like roommates who occasionally had to pretend to be madly in love.
However, there was just one thing that nagged at me.
A woman looking straight ahead | Source: Midjourney
Whenever I asked Stan about his past, about how he ended up on the streets, he’d clam up. His eyes would cloud over, and he’d quickly change the subject. It was a mystery that both intrigued and frustrated me.
Then came the day that changed everything.
It was a regular day when I returned home from work. As I entered the house, a trail of rose petals caught my attention. It led me into the living room.
A woman’s hand on a doorknob | Source: Midjourney
The sight that greeted me in the living room left me speechless. The entire room was filled with roses, and a huge heart made of petals was on the floor.
And there, in the center of it all, stood Stan.
But this wasn’t the Stan I knew. Gone were the comfortable jeans and T-shirts I gave him.
Instead, he was dressed in a sleek black tuxedo that looked like it cost more than my monthly rent. And in his hand, he held a small velvet box.
A man standing in a living room | Source: Midjourney
“Stan?” I managed to squeak out. “What’s going on?”
He smiled, and I swear my heart skipped a beat.
“Miley,” he said. “I wanted to thank you for accepting me. You’ve made me incredibly happy. I would be even happier if you truly loved me and became my wife, not just in name but in real life. I fell in love with you the moment I saw you, and this past month we’ve spent together has been the happiest of my life. Will you marry me? For real this time?”
A man talking to his wife | Source: Midjourney
I stood there with eyes wide open, struggling to process what was happening. A thousand questions raced through my mind, but one pushed its way to the front.
“Stan,” I said slowly, “where did you get the money for all this? The tuxedo, the flowers, and that ring?”
“I guess it’s time I told you the truth,” he said before taking a deep breath. “You see, I never told you how I became homeless because it was too complicated, and it could have put you in a difficult position. And I loved our life together so much.”
A man talking to his wife in the living room | Source: Midjourney
“I became homeless because my brothers decided to get rid of me and take over my company,” he continued. “They forged documents, faked my signatures, and even stole my identity. One day, they dropped me off in this town, miles away from home. When I tried going to the police, they pulled strings, and I never got any help. They even bribed my lawyer.”
I quietly listened as Stan poured out his story.
A woman looking at her husband | Source: Midjourney
How he’d lost everything, how he’d spent months just trying to survive on the streets. And then, how meeting me had given him the push he needed to fight back.
“When you gave me a home, clean clothes, and a little money, I decided to fight back,” he explained. “I contacted the best law firm in the country, one that my brothers couldn’t influence because it works for their competitors.”
A man talking on the phone | Source: Pexels
“I told them my story and promised them a substantial payout,” he revealed. “At first, they didn’t want to take the case without an advance, but when they realized they could finally outsmart their rivals, they agreed. Thanks to them, a court case is set for next month, and my documents and bank accounts have been restored.”
He paused, looking at me with those kind eyes that had first caught my attention.
A man looking straight ahead | Source: Midjourney
“I’ll be honest with you,” he smiled. “I’m not a poor man. I’ve spent my whole life looking for love, but every woman I met was only interested in my money. You, however, were kind to me when you thought I had nothing. That’s why I fell for you. I’m sorry I kept all this from you for so long.”
I sank onto the couch, unable to process his story. I couldn’t believe the man I married on a whim was actually wealthy and harbored genuine feelings for me.
A woman sitting on a couch | Source: Midjourney
“Stan,” I finally managed to say, “you’ve really taken me by surprise. I feel like I have feelings for you too, but all this new information is overwhelming.”
He nodded understandingly and guided me to the dining table. We ate the dinner he had prepared.
I shared my feelings with Stan once we finished eating.
“Stan, thank you for such a romantic gesture. No one has ever done anything like this for me in my life.” I felt a tear roll down my cheek as I spoke.
A woman talking to her husband | Source: Midjourney
“I will marry you. That’s my decision now. But could you ask me again in six months? If my decision remains the same, we’ll have a real wedding. Let’s first see how life goes with all of this new information for both of us. You have a tough court battle ahead, and I’ll support you through it.”
Stan’s face lit up with a smile. “I’m so happy. Of course, I’ll ask you again in six months. But will you accept my ring now?”
A ring in a box | Source: Pexels
I nodded, and he slipped the ring onto my finger. We hugged, and for the first time, we kissed. It wasn’t a Hollywood kiss with fireworks and swelling music, but it felt right. It felt like coming home.
As I write this, I’m still trying to wrap my head around everything that’s happened. I married a homeless man to spite my parents, only to discover he’s actually a wealthy businessman with a heart of gold. Life really does work in mysterious ways.
A couple holding hands | Source: Midjourney
If you enjoyed reading this story, here’s another one you might like: When a wealthy man cruelly mocks an elderly woman after a minor accident, no one dares intervene — until Mark, a homeless man, steps forward, demanding respect. The rich man jeers at Mark’s appearance, but the next day, fate flips the script, and he’s on his knees begging for forgiveness.
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.
My Colleague Came to My Date with Her 3 Kids in Tow & Ruined It – When I Confronted Her, She Boldly Said, ‘You Should Thank Me’
The night had everything I’d planned for: candlelight, wine, and the promise of a deeper connection. But when my colleague burst through the door with her kids in tow, the evening spiraled into a disaster I never expected and a truth I wasn’t prepared for.
The third date with Susan was supposed to be the charm. We’d met on Tinder — her profile was a perfect mix of witty banter and effortless beauty. After two great dates and a dreamy stroll in the park, I was ready to take things to the next level.
Couple on a date during sunset | Source: Pexels
That night, I picked a cozy Italian restaurant tucked away from the usual hustle. It was the perfect backdrop for soft candlelight and deep conversation over wine and pasta.
Susan arrived in a navy dress that hugged her figure just right, her hair cascading over her shoulders. She smiled, and I thought, Wow, this might actually be something.
The waiter had just set down a basket of fresh bread when the sound of the door swinging open grabbed my attention. At first, I ignored it. But then I heard a familiar voice.
Couple on a fancy dinner date | Source: Midjourney
“Oh, hey, Rob! Fancy seeing you here!”
I froze mid-reach for the breadstick. Standing at the entrance, unmistakably Linda from accounting. Her bright floral dress clashed with the scene, but that wasn’t the real problem. No, the real problem was the three kids clinging to her, each armed with loud, sticky energy.
“Linda?” I managed, blinking.
She marched over with her kids toward our table. “You didn’t tell me you were coming here tonight!” she said.
Mother and her children walking into a restaurant | Source: Midjourney
Susan’s confused glance darted between Linda and me. “Friend of yours?” she asked, her tone cautious.
“Colleague,” I corrected, a forced smile plastered on my face as Linda plopped her kids into chairs at our table.
“It’s packed tonight,” Linda said, casually stealing a breadstick. “I figured we’d join you. You don’t mind, do you?”
Oh, I minded. I really minded.
Linda had always been an enigma. A single mom of three — ages two, eight, and 12 — from two failed relationships, she was equally magnetic and intimidating.
Woman walking into a fancy restaurant with her three children | Source: Midjourney
Around the office, she commanded attention with her sharp intellect and striking beauty, though she kept everyone at arm’s length. I admired her resilience, devotion to her kids, and ability to balance chaos with grace.
But that admiration was from afar — strictly professional. Besides, a woman like Linda? She’s completely out of my league.
But tonight, as she slid into the booth beside me with her kids, her aura wasn’t awe-inspiring. It was suffocating.
“Linda, what are you doing here?” I stammered, my voice low, my eyes darting toward Susan, whose confusion had quickly hardened into annoyance.
Tense man talking to two women at a dinner table in a restaurant | Source: Midjourney
“Oh, don’t be silly,” Linda replied, casually placing her hand on mine. I instinctively pulled back. “You promised to watch the kids tonight, and here you are… having dinner with her?” She nodded toward Susan as if she were an unwelcome guest.
Susan’s mouth fell open. “Excuse me?” she said, her voice sharp.
Linda wasn’t fazed. “I mean, we’re a family.” She gestured to her children, now happily devouring the breadbasket. “The kids were so excited to see you tonight!”
“Linda, I never promised—”
Tense man talking to two women at a dinner table | Source: Midjourney
She cut me off. “Really, Rob? You’re going to pretend this isn’t a thing in front of her?”
“Pretend what’s a thing?” Susan demanded, standing now, her face a mix of disbelief and fury.
Linda shrugged, a smug grin spreading across her face. “I didn’t mean to ruin your date, Susan. But you should know the kind of man you’re seeing. He’s been leading me — and the kids — on for months.”
My heart stopped. “What? Linda, stop this!” I hissed, glancing around. Other diners were starting to notice.
Susan grabbed her purse. “You two clearly have… unfinished business,” she snapped, glaring at me like I was something stuck to her shoe. She turned on her heel and stormed out.
I stood to follow her, but Linda’s toddler, an adorable baby girl, clung to my leg.
The restaurant went silent.
Toddler smiling while sitting in a restaurant | Source: Midjourney
I turned to Linda, my voice barely contained. “What are you doing? You just ruined my date!”
She didn’t even flinch. Instead, she leaned back in her chair, her toddler now happily munching on a breadstick. “You should thank me.”
“Thank you?” I mumbled, my anger rising. “For what? Publicly humiliating me?”
Linda calmly pulled out her phone, scrolling with deliberate precision. “No. For saving you.”
“Saving me?” I stared at her like she’d lost her mind.
Man with a confused expression | Source: Midjourney
She flipped the phone around, holding up an image. “Recognize this?”
I squinted at the screen. It was a grainy photo, but there was no mistaking the face.”That’s… Susan. Why are you showing me this?”
“This,” Linda said, zooming in on the photo, “is a mugshot.”
The words didn’t register at first. “A mugshot?”
Linda nodded, her expression grave. “My brother’s a cop. Last night, I stopped by the station to drop off some paperwork for him. While I was there, I noticed her face on the bulletin board. She’s wanted for fraud.”
“Fraud?” I echoed, my brain struggling to keep up.
Man with a confused expression during dinner | Source: Midjourney
“Yeah,” Linda continued. “She’s been conning men. Gets into relationships with them, gains their trust, and then scams them out of thousands. I didn’t put two and two together until I saw the picture you posted on Instagram before your date tonight. So, I called my brother, and — well, here we are. She’s probably being arrested as we speak.”
The room tilted, or maybe it was just me. “You’re joking.”
“I’m not,” she said, her tone softening. “Look, Rob, I know this was… a lot. But I couldn’t just stand by and let her take advantage of you. You’re a good guy. You don’t deserve that.”
For a moment, I couldn’t speak. The anger drained from me, replaced by something else — disbelief, confusion, maybe even gratitude. “Why didn’t you just… tell me? Why the whole spectacle?”
Man with a confused expression having a conversation with his coworker | Source: Midjourney
Linda sighed, her gaze flickering toward her kids. “I tried calling you before your date, but you didn’t answer. And once I saw you here, I panicked. I didn’t want her slipping away. I did what I thought was best.”
I sat back, rubbing my temples as the weight of her words settled in. “So… you’re saying Susan is—”
“Gone,” Linda finished, her voice firm. “And you’re welcome.”
I stared at her, my emotions swirling into chaos. If she was telling the truth, then maybe she’d saved me from disaster. But the way she’d done it? I wasn’t sure I could forgive that.
Tense, confused man with arms crossed, talking to his coworker in a fancy restaurant | Source: Midjourney
The realization hit me like a freight train. Susan — charming, witty, and gorgeous — was a scam artist. And Linda, with her kids and bold, chaotic interruption, had just saved me from walking straight into a disaster.
The table fell silent, the air thick with unspoken tension. For a moment, I couldn’t look at Linda. My mind was a whirlwind of conflicting emotions — gratitude, embarrassment, and something else I couldn’t quite name.
Then her eldest broke the silence, kicking his legs under the table. “Are we getting pizza or what?”
I couldn’t help it — I laughed. A real, unfiltered laugh that seemed to cut through the tension in the room.
Man laughing while seated at a dinner table | Source: Midjourney
Linda smirked, leaning back in her chair. “You know, Rob, you should thank me right about now.”
I shook my head, half-amused, half-exasperated. “You’re unbelievable.”
She shrugged. “And yet, here you are. Not scammed out of your life savings.”
As I looked at her — tired but radiant, her kids clearly hanging on her every word — I felt something shift. Linda wasn’t just the brave, maddening woman who had bulldozed into my evening; she was something more. She’d saved me tonight, but she’d also shown me what I’d been too blind to see.
Man and woman in a fancy restaurant having dinner | Source: Midjourney
“Linda,” I began, my voice steadier than I expected, “can I buy you dinner? All of you.”
She blinked, clearly caught off guard. “You want to buy us dinner? After all this?”
“Yeah,” I said, glancing at the kids. “I think you’ve earned it. And honestly? I could use the company.”
Her oldest grinned. “I vote pizza!”
Linda studied me, her expression softening. Then she smiled — a real, genuine smile that made something stir in my chest. “Alright, Rob. But only if you’re buying dessert, too.”
“Deal,” I said, grinning.
Man and woman sharing a happy moment | Source: Midjourney
Two years later, Linda and I are still together. I’ve adopted her kids, and every day, they remind me what it means to love and be loved.
As for Linda? She still insists I should thank her for that night.
And every single day, I do.
Happy couple enjoying breakfast in their home | Source: Midjourney
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