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 Cousin Intentionally Sewed My Wedding Dress 2 Sizes Smaller – She Was Shocked When She Saw What I Did with It
When Jess and Michael get engaged, her cousin Sarah decided to sew her wedding dress for her as a gift. But during the final fitting, Jess discovers that the wedding dress is two sizes too small. Will Sarah fix her error, or will Jess have to take things into her own hands?
My cousin Sarah and I have always had a complicated relationship. She’s loud and bubbly, but also the type of person who craves the spotlight. And because of that, our entire family gave her the attention she wanted. It made more sense to shine the spotlight on Sarah, rather than ourselves.
When Michael and I got engaged after being together for four years, my whole family seemed genuinely excited for me.
A couple standing together | Source: Midjourney
Sarah even got all of our girl cousins together, along with my best friends, for a night out. Ending in an Airbnb where we continued the party, because I was the first of us to get engaged.
During that night out, Sarah came up to me, a glass of champagne in her hand.
“Jess! I have a great idea!” she said.
A smiling woman holding a glass of champagne | Source: Midjourney
“What?” I asked. “What do you want to do?”
“I want to make your wedding dress for you!” she exclaimed, swaying to the music as she spoke.
Now, Sarah is a brilliant seamstress, and she’s made some incredible outfits in her young career so far. Despite our complicated relationship, the thought of Sarah making a dress for me was actually a lovely idea.
A woman working as a seamstress | Source: Midjourney
“Really? You’d do that for me?” I asked, touched by the gesture.
“Of course, Jess! It’ll be perfect!” she replied with a smile that seemed nothing but sincere at the time.
The rest of the evening went off without a hitch. I was surrounded by the people who loved me, and even more, my cousin wanted to do something so intimate by making me a wedding dress.
Smiling women at a party | Source: Midjourney
Everything felt right.
We spent weeks choosing the design and fabrics. We pored over the magazines and websites, and finally, I had an idea in mind.
One day, I met Sarah at her office, ready to take my final measurements so that she could start with my dress.
“You’re going to look amazing,” she said, taking my measurements precisely, jotting down everything carefully on her writing pad.
The office of a seamstress | Source: Midjourney
“Oh, I hope so,” I said, taking a sip of my coffee as Sarah put her measuring tape away. “I’ve been on a strict diet, and I’m finally happy with my weight. So, it’s just about maintaining my figure now.”
“You look good, Jess,” she said. “But if anything changes and you find yourself losing or gaining weight, just let me know, and you can come in for another fitting.”
I nodded and left, eager to see how my dress was going to turn out.
But when I went for the final fitting, things took a turn.
A garment bag on a hanger | Source: Midjourney
I slipped into the dress, but something was wrong—it was way too small. I couldn’t even zip it up, no matter how hard I sucked in my breath.
“Jess! Are you crazy to gain weight before the wedding?” Sarah asked, her tone dripping with mock concern.
My heart sank. We were two weeks away from the wedding, and judging from this fitting, I didn’t have a dress.
A shocked young woman | Source: Midjourney
“I haven’t gained any weight, Sarah,” I replied. “I’ve been too stressed to eat. If anything, I should have lost weight because of that!”
Sarah shrugged, barely concealing a smirk that was plastered onto her face.
“Well, I’ll try to fix it, but with the wedding so close, I can’t make any promises. I have other clients waiting for their orders, too, Jess.”
A nonchalant woman | Source: Midjourney
Her words rang loud and clear in my head as I drove away from her office.
And then it hit me — this wasn’t an accident. I recalled the way she spoke to me, and the tone in her voice. There was no remorse in her mistake. There was no mix-up in measurements. There was no weight gain with me.
This was deliberate, and Sarah had made the dress too small on purpose.
“I don’t know what to do,” I told Michael when he got home that evening.
A couple talking in their kitchen | Source: Midjourney
“Show me the dress?” he asked, pouring himself a glass of water.
“What! No!” I exclaimed. “The dress may be a mess, but it’s bad luck for you to see!”
“Look, why don’t you take the dress to Mrs. Lawson? She’s my mom’s friend, and she does all her alterations. She’s making Mom’s dress for the wedding, too.”
An older seamstress | Source: Midjourney
So, I gathered the awful dress and went to Mrs. Lawson, who was a retired seamstress with a reputation for miracles.
“Oh, honey,” she said when I walked in. “Michael phoned me and told me all about the mess. But I’ve seen the worst and made it a hundred times better.”
“This might be tricky, though,” I said, showing her the dress.
A smiling older woman | Source: Midjourney
“Honey, I’ve seen it all, trust me. Let’s make this work,” she chuckled.
Together, we transformed the original design into something completely new. A chic, short, cocktail-style dress that was bold, unconventional, and a bit edgy for a wedding.
But it was absolutely stunning. It was everything Sarah’s dress wasn’t: fun, flirty, and perfectly me.
A wedding dress on a hanger | Source: Midjourney
When it was time to walk down the aisle, my heart raced. I stood in the bridal suite of the wedding venue and looked at myself in the mirror. I looked beautiful. I felt beautiful.
As my dad walked into the room to get me, his jaw dropped.
“My darling,” he said. “You look incredible! Wow!”
A close up of a bride | Source: Midjourney
“Thanks, Dad,” I said. “I know it’s not what we all envisioned me wearing for my wedding, but it’s been the best surprise. I feel like a bride.”
“That’s the only thing that matters, darling,” he said.
Soon, my entrance music began, and goosebumps appeared all over my body as a classical version of a Lana Del Rey song took over the room.
Heads turned.
A smiling father-of-the-bride | Source: Midjourney
And I felt the buzz of admiration follow me as people watched me walk in. I knew that my dress was a hit.
When I got closer to Michael, his eyes widened, and his smile took over his face. I knew then that the man I was about to marry fell in love with me all over again.
But before I took my place next to Michael, I turned to Sarah, wanting to see her expression first.
A groom standing at the altar | Source: Midjourney
Her face was priceless: she was pale and shocked. I knew she had expected to see me in tears, humiliated by her sabotage and wearing that horrible dress she had designed.
Instead, I was glowing, smiling from ear to ear.
The ceremony went off without a hitch, Michael’s vows leaving me in tears and my heart full of love for the man I was going to spend the rest of my life with.
A bride with tears in her eyes | Source: Midjourney
But then came the reception.
Michael and I were mingling with our guests when Sarah cornered me.
“Jess, what happened to the dress? Where’s my original design? Why did you change it?” she asked, trying to hide her confusion.
I grinned.
A close up of an annoyed woman | Source: Midjourney
“Oh, I thought I’d take your design and make it better! Remember, you weren’t even sure that you could do anything about it. And I was bursting out of it because it was at least two sizes too small.”
“So, that’s it? You just threw away my hard work?” she gasped. “That’s low!”
“No, Sarah, your work is the foundation of this dress. It’s just a hundred times better because the woman who fixed it wanted me to look and feel beautiful on my wedding day.”
A close up of an annoyed woman | Source: Midjourney
Her mouth opened, but no words came out. Around us, guests kept complimenting my dress, calling it unique and stunning.
Sarah had no choice but to stand there and listen.
“Come on, love,” Michael called to me. “Let’s do our first dance so that I can really get into the buffet after! The roast beef is to die for!”
“I’m coming,” I smiled, finally happy.
A couple standing at a wedding buffet | Source: Midjourney
What would you have done?
If you enjoyed this story, here’s another one for you:
I Asked My Grandmother to Walk Down the Aisle at My Wedding — My Family Demands That I Apologize for It
Just days before her wedding, Leah discovers that her grandmother didn’t have a wedding. Unable to sleep due to her grandmother having missed her opportunity, Leah wants her grandparents to have their moment and walk down the aisle. Instead of it playing out as Leah plans, she has to deal with a grandmother in a wedding dress, an embarrassed grandfather, and livid family members. Did she ruin her own wedding just to give her grandmother a memory?
“Tell me about your wedding, Gran,” I asked, rocking back and forth on the porch swing. The night was quiet, and we were a week away from my wedding.
A person sitting on a porch swing | Source: Midjourney
All I wanted to do was soak up the time I had left with my grandmother because once we were married, Nate and I would be moving away.
“Oh, honey, there wasn’t really a wedding. Your grandfather always promised, but it never happened,” she smiled, her eyes distant.
A smiling old woman | Source: Pexels
“Never?” I asked, frowning.
My grandmother shook her head.
“No. He didn’t even propose, Leah,” she said. “He always said that we’d get around to it eventually, but life just kept getting in the way. We raised our kids, took care of the house, and before I knew it, decades had passed.”
A woman washing dishes | Source: Unsplash
“But you are married, right?” I asked, trying to understand why my grandmother’s words felt like such a blow to me.
“Married, yes. Your grandfather took me down to the courthouse, and we signed away our single lives. He didn’t ask me; he just said that it was going to happen. And it did.”
The exterior of a court house | Source: Unsplash
My heart ached for her.
“But you wanted one, right? A wedding, I mean,” I pressed.
Her smile was wistful.
“I did, but I let go of that dream a long time ago. Now, come on, I’ll make you some hot chocolate before you leave.”
Two mugs of hot chocolate | Source: Midjourney
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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