I Asked Homeless Man to Be My Pretend Fiancé Only to Discover He Was Part of My Mother’s Secret Past — Story of the Day

I was tired of my family’s endless questions about my love life, so I had a wild plan. I found and brought a homeless man as my pretend fiancé to the holiday dinner. Everything seemed perfect until my mother’s reaction revealed a shocking connection between them.

I sat in my car, staring at the park entrance, dreading the upcoming weekend with my family. Every holiday visit was the same: my mom’s subtle looks, my dad’s hopeful smiles, and the never-ending barrage of questions.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

When are you getting married? Have you met someone?

It was exhausting, and the thought of another round of it was more than I could handle.

Suddenly, my eyes fell on a man sitting alone on a bench, huddled in a tattered coat. He looked worn out like life had handed him more than his share of troubles. His sad eyes and the deep lines on his face still made him look like a handsome man. That’s when it hit me. Crazy idea!

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Could he be my fiancé for the weekend?” I muttered to myself.

It was insane, but it could work. Anything to keep my family off my back. I got out of the car and walked over to him. He looked up, and we stared at each other.

“Hey,” I started, feeling awkward. “I know this is going to sound strange, but… would you be willing to pretend to be my fiancé? Just for a weekend. In return, I can offer you a warm place to stay, new clothes, and a nice meal.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

For a moment, he said nothing. His gaze lingered on mine as if he were trying to understand why someone like me would make such an offer. Then, to my surprise, he nodded slowly.

“Okay,” he said quietly.

I was shocked at how easily he agreed. No questions. No hesitation. That made me a little nervous. But at that point, I didn’t care.

“Great,” I said. “Let’s get you ready for the weekend.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

After we got back home, I handed the stranger some clothes that belonged to my ex. His things were still in my closet, and honestly, I couldn’t think of a better use for them.

“Here, these should fit you,” I said, offering a clean shirt and jeans. “You can take a shower if you’d like. I’ll make us some dinner.”

“Well, thanks,” he said with a small smile. “A shower sounds amazing.”

As he headed into the bathroom, I kept myself busy chopping vegetables and trying to ignore the nervousness building up inside me.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Sharing my home with a stranger… Mia, what are you doing? You still don’t know his name!

When the stranger emerged from the bathroom, I heard the door creak and turned around. He stood there, a towel slung over his shoulder, his hair still damp, and to my surprise, he looked completely different.

“Well, that’s the best shower I’ve had in years,” he joked.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

The awkwardness I’d felt earlier seemed to vanish in an instant.

“Glad to hear it. I hope the dinner will be just as good.”

He glanced at the table, eyeing the plates I’d set out. “Smells incredible. I am Christopher, by the way.” He smiled at me, sitting down at the table.

Feeling a bit shy, I only replied, “Mia.”

As we sat down to eat, he took the first bite and nodded. “It’s perfect. Haven’t had a home-cooked meal in a long time.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

We ate in comfortable silence for a bit, and then the conversation started flowing naturally.

“So,” I said, breaking the quiet. “Any favorite movies or books?”

He thought for a moment before answering. “I always loved old westerns. And books? Probably The Old Man and the Sea. Simple, but there’s something about it.”

“Really? Hemingway? I wouldn’t have guessed,” I said, a little surprised. “I thought you’d go for something darker.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

He chuckled. “You’re not wrong, but sometimes, simple stories hit the hardest.”

“I get that.”

We spent the rest of the evening talking about random topics that made us laugh. He had a dry sense of humor that caught me off guard, and by the end of dinner, I felt surprisingly comfortable around him.

Late in the evening, I went back into the kitchen to grab a glass of water before bed. I noticed the dishes had already been washed and stacked neatly by the sink.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Did you… do the dishes?” I asked Christopher, peeking around the corner.

“Seemed like the least I could do.”

I smiled, genuinely touched by the gesture. “Thank you.”

“No problem.”

“Good night, Christopher.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

The next day, everything moved quickly. We had one day left before the weekend with my family, and there was still so much to do.

First, we went to the hair salon. As the stylist worked, Christopher sat quietly, letting the transformation happen. I watched in amazement as his shaggy hair was trimmed into something neat and polished.

“This feels weird,” he muttered, looking at himself in the mirror.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Good weird or bad weird?” I teased.

“Definitely good,” he said with a smirk.

By the time we hit the shops to pick out new clothes, he was starting to look like a completely different person.

***

The holiday dinner started well enough. My parents were delighted to see Christopher, and I could almost feel my mother’s pride as she glanced at me, finally quieting her usual questions about my personal life.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Christopher played his part perfectly—polite, attentive, and even charming when he spoke. I began to relax, thinking that maybe my crazy plan had worked.

“Christopher, right?” my mother asked, smiling brightly. “You look so familiar. Have I seen you somewhere before? On TV, maybe?”

She laughed lightly as if she had just made a harmless joke.

Christopher politely shook his head. “No, I don’t think so. Maybe I just have one of those faces.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

My father chuckled, clearly amused by my mother’s playful banter. “Well, if you’re on TV, I’ll have to start watching more closely.”

“So, Christopher,” Mom continued, “what did you do before you met Mia? Business, right?”

Christopher paused, glancing at my mother a bit too long before answering.

“Yes, business,” he said quietly, but there was something in his tone that felt different. “But everything changed for me about five years ago.”

My heart skipped a beat.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Wait… This isn’t part of the plan.

I shot him a quick look, hoping he’d catch on, but he continued. “There was an accident. A car accident. It… changed my life completely.”

This definitely isn’t something we talked about.

My mother’s face went pale, her fingers clenched the tablecloth, knuckles turning white. Her expression darkened as if she had just pieced something together.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“A car accident?” she echoed. Her words had sucked the warmth out of the room. “That’s… unfortunate.”

My father glanced at her. “Olivia, are you okay?”

But she wasn’t listening to him. “Not everyone walks away from accidents unscathed, do they?”

Christopher didn’t flinch, quietly sipping his wine.

“He’s not the kind of man you need,” Mom said bluntly, her voice trembling with anger.

I was taken aback. My father’s eyes widened in shock, his fork pausing halfway to his mouth.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

Christopher calmly set his glass down. “Excuse me. I’ll step outside for a moment.”

As he left, I turned to my mother. “What was that about? He didn’t do anything wrong!”

“There’s something you need to know, Mia. Five years ago, I was in a car accident,” she began, her voice lowering as though she were afraid someone else might hear.

“It was late at night, outside the city. There were no witnesses. The man I hit… was Christopher.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

My heart dropped. “What?”

“Your Christopher,” she said bitterly, “was under the influence that night. I demanded he get tested, but he refused. No one saw what happened, so I chose not to take him to court. But Mia, you need to understand… He’s dangerous. You can’t trust him.”

Christopher? Under the influence?

Finally, I broke the silence. “I need to talk to him.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

***

Christopher was leaning against the fence, staring off into the night. His expression was calm, but I could see the sadness in his eyes.

“Christopher,” I called softly.

He spoke slowly, choosing his words carefully. “My last name is Hartman. Yes, I was in that accident. I was on sedatives that night—prescribed for my anxiety after my wife died. I was driving carefully.”

He reached into his pocket and pulled out a small, simple ring.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“You’re the first woman I’ve met since my wife’s death that I’ve wanted to leave something with. This was hers. Thank you for dinner, Mia. It was… more than I deserved.”

He handed me the ring, then nodded slightly before walking away.

“Wait,” I whispered, but the words got lost in the cold night air.

I stood there for a moment, staring at the ring in my hand. When I walked back inside, my mother was waiting.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“You didn’t tell me the whole truth, did you?” I demanded.

She sighed. “No. I didn’t. I was driving too fast that night. I… I was scared, Mia.”

“Is he worth chasing?”

The look in her eyes said it all. Yes. But it was already too late.

***

I couldn’t stop thinking about Christopher. His story, the accident, the weight he carried. It haunted me.

I placed an ad in the local paper, something simple but direct:

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

“Christopher Hartman, if you see this, please meet me at the restaurant where we last had dinner. I eat there every evening. Mia.”

I felt a little foolish, not knowing if he’d ever read it or if he even wanted to see me again. But I had to try. There was too much left unsaid.

***

The day after placing the ad, I arrived at the restaurant early. As the minutes ticked by, doubt started creeping in.

Maybe he didn’t see it. Maybe he didn’t want to.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

But then, just as I was about to give up, the door opened. Christopher stepped in, scanning the room until they landed on me. A smile tugged at the corner of his mouth as he walked over.

“I saw your ad,” he said, sitting down across from me.

We locked eyes for a moment before I spoke. “There’s so much I need to tell you. I found out about your past… about the accident… My mother finally admitted she was at fault, too. And…. she took your money!”

“I didn’t want to blame anyone. After my wife died… nothing mattered.”

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

We sat in silence for a moment, letting the weight of his words settle between us.

“I’m sorry,” I whispered.

“You don’t have to be,” he said, his voice soft. “It wasn’t your fault.”

“I know, but still… I want to help. My mother wants to make things right. She’s returning what she took from you.”

We spent the rest of the evening talking. It wasn’t about pretending anymore. It was real. By the end of the night, I realized something. I had fallen in love with Christopher. And the best part? He felt the same.

For illustration purposes only | Source: Midjourney

For illustration purposes only | Source: Midjourney

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My Stepmom Returned My Prom Dress to the Store Just a Day Before the Dance — the Reason Left Me Speechless

The night before prom, Gia is ready to lay out her clothes and have an easy night. But as she opens her closet to take out her dress, she finds it missing. Later, she discovers that her stepmother, Cindy, had returned the dress to the store… What on earth could be the reason?

My mom died when I was ten.

It was sudden, like the world had just stopped spinning. One minute, she was tucking me into bed, and the next, she was gone.

Flowers on a headstone | Source: Midjourney

Flowers on a headstone | Source: Midjourney

“I’ll always be with you, Gia,” she said one day as she tucked me in, her hands shaking wildly. “Whether I’m right next to you or not, I’ll always be here. Do you understand?”

I remember nodding sleepily as she kissed my cheek.

Losing her crushed my dad and me in ways I still can’t put into words. We were just completely… lost.

A woman tucking her daughter into bed | Source: Midjourney

A woman tucking her daughter into bed | Source: Midjourney

Then, a few years later, Dad married someone new. Cindy. Now, Cindy wasn’t evil or cruel or anything like that. If I’m being honest, she tried. She smiled a lot, bought me gifts, and cooked things that I enjoyed eating. She even waited for me to come home from school, ready to make me a toasted sandwich while asking me about my day.

But no matter what Cindy did, she wasn’t my mom. My heart just didn’t seem to let her in. And because of that, we never really clicked on a personal level.

A smiling couple | Source: Midjourney

A smiling couple | Source: Midjourney

Fast forward to senior year:

I’m 17 and waiting for prom. And for the first time in forever, I felt excited about something. Dad gave me a budget for a dress, and I spent weeks scouring the internet for ideas.

When I finally found it, a gorgeous deep-blue gown that made me feel like an actual princess, I knew that it was the one.

A smiling teenage girl | Source: Midjourney

A smiling teenage girl | Source: Midjourney

“That’s it, Gia!” my friend Selene said as I stepped out of the dressing room.

“You think?” I asked. “You really think so?”

“Yes! Your eyes pop with the blue, and your skin looks so good with it. This is it, Gia. Don’t even waste your time looking for another dress.”

I smiled.

“Fine, let’s focus on you now,” I said.

A teenage girl in a dressing room | Source: Midjourney

A teenage girl in a dressing room | Source: Midjourney

Standing in front of the mirror at the boutique, I felt like I could see the old me again, the one from before my life flipped upside down. There was a light in my eyes again.

Everything seemed perfect. For once, it felt like the universe was giving me a break. But that all shattered the day before prom.

I got home from school, ready to get into a bubble bath, shave, wash my hair, and have an early night. I was going to lay everything out before I went to bed — my dress, shoes, makeup options, all of it.

A teenage girl's vanity | Source: Midjourney

A teenage girl’s vanity | Source: Midjourney

I ran up the stairs and flung my closet door open, hoping to give my dress a look-over before I got into the bath.

But it wasn’t there.

All I saw was the empty hanger.

I blinked hard, as if somehow my dream dress would magically appear before my eyes. Of course, it didn’t.

Where on earth is my dress?

An empty hanger | Source: Midjourney

An empty hanger | Source: Midjourney

I yanked things off hangers and tore through drawers. Maybe I’d been careless and shoved it somewhere, right?

But deep down, I knew I hadn’t. I was so paranoid about wrinkling the dress that I had taken clothes off the hanger the day I brought it home. That dress had been the centerpiece of my week. I would never have misplaced it.

I ran downstairs, hoping to see my dad. He would have answers.

A close up of a teenage girl | Source: Midjourney

A close up of a teenage girl | Source: Midjourney

Instead, Cindy was sitting at the kitchen island, cutting into veggies and sipping her tea like nothing was wrong.

“Gigi,” she said, using a name that only my dad called me. “Dad is away for the night because of work. He said that he’ll try to be back in time to see you off tomorrow.”

How could she talk like nothing happened? Like nothing was wrong?

A woman busy in a kitchen | Source: Midjourney

A woman busy in a kitchen | Source: Midjourney

“Cindy!” I exclaimed. “Have you seen my prom dress? It’s gone!”

She looked up, completely calm, like I hadn’t just dropped a bomb in the middle of the kitchen. I was starting to feel panicked. I could taste bitterness on my tongue. I was on the verge of a breakdown.

“Oh, that? Gia, I returned that to the store.”

“You did what?” I gasped.

A shocked teenage girl | Source: Midjourney

A shocked teenage girl | Source: Midjourney

It felt like my brain had short-circuited.

“I returned it,” she repeated as if she was telling me she’d picked up groceries at the store. “It just didn’t seem right, Gigi. It was too grown-up for you.”

I stood there, unable to move.

“How could you do that? Prom is tomorrow evening! Why would you touch my stuff without asking me?”

A close up of a woman | Source: Midjourney

A close up of a woman | Source: Midjourney

Cindy tilted her head like I was overreacting.

“You’ll understand tomorrow,” she said quietly, sipping her tea.

Her nonchalance lit something inside me. I couldn’t believe she was acting so casual, like she hadn’t just taken the one thing I’d been looking forward to for months and thrown it in the trash.

I stormed up to my room, slamming the door so hard the walls shook. I buried my face in my pillow, tears soaking into the fabric.

An upset girl | Source: Midjourney

An upset girl | Source: Midjourney

How could she do this to me?

That night, I cried myself to sleep, my anger burning hot and bitter. I felt betrayed. She had no right to mess with my dress. She had no right to interfere with my prom.

But what did I expect?

Cindy wasn’t my mother.

An upset girl in her bed | Source: Midjourney

An upset girl in her bed | Source: Midjourney

The next morning, I woke up to the heavy weight of disappointment. I didn’t even want to go to prom anymore.

What was the point?

But Selene wasn’t having it.

“You need to find out why she did it,” she said over the phone. “It’s weird, right? Like, she has to have a reason. Just… talk to her, Gia.”

A girl talking on the phone | Source: Midjourney

A girl talking on the phone | Source: Midjourney

I rolled my eyes.

“There’s no reason good enough for what she did.”

“Maybe,” Selene said. “But don’t you want to know?”

Selene had a point, and she knew it. So, against my better judgment, I dragged myself out of bed and went downstairs.

A girl talking on a phone | Source: Midjourney

A girl talking on a phone | Source: Midjourney

Cindy was waiting for me, dressed in jeans and an old sweatshirt, looking more nervous than I’d ever seen her.

“Come with me, Gigi,” she said quietly.

I stared at her for a long second. A part of me wanted to blow her off entirely. But there was something in her voice, something soft.

A close up of a woman | Source: Midjourney

A close up of a woman | Source: Midjourney

Without a word, I followed her to her bedroom.

There was a box on her bed, wrapped in a bow.

“This belonged to your mom,” Cindy whispered, her voice catching. “I found it while cleaning a few weeks ago. I’ve been wanting to turn the attic into something new, like a little reading room.”

I froze.

A box on a bed | Source: Midjourney

A box on a bed | Source: Midjourney

My heart hammered in my chest as she peeled away the tissue paper, revealing an elegant, vintage white dress. It was stunning — lace sleeves, delicate beadwork, the kind of timeless beauty that would never go out of style.

Cindy glanced up at me, her hands trembling slightly.

“I thought maybe you’d like to wear it. To prom. When I returned the blue dress, I took this one to be dry-cleaned.”

A dress in a box | Source: Midjourney

A dress in a box | Source: Midjourney

For a moment, I couldn’t speak. I couldn’t even think.

All the anger, all the resentment, all the hurt I’d held onto melted into shock.

“I wasn’t trying to hurt you, my darling,” Cindy whispered. “I just thought that this way, your mom could be with you. I will never replace her, Gia. But I wanted to give you something that mattered.”

A smiling woman | Source: Midjourney

A smiling woman | Source: Midjourney

Tears welled up in my eyes before I could stop them. All this time, I’d been so sure she was trying to ruin my prom. But instead, she was giving me the most meaningful gift she ever could.

That night, I wore my mom’s dress to prom.

As soon as I slipped it on, I felt her with me, like she was wrapping me in a hug. The dress fit perfectly. Cindy helped me with my hair, and for the first time, I saw her not as someone trying to replace my mom, but as someone who cared. For me. Deeply.

A crying teenage girl | Source: Midjourney

A crying teenage girl | Source: Midjourney

When I walked downstairs, my dad was waiting. His eyes widened, and his breath caught.

“Thank goodness I made it,” he said, tears brimming in his eyes. “You look just like Mom!”

A close up of a man | Source: Midjourney

A close up of a man | Source: Midjourney

The prom was magical. And as I danced with my friends, I saw once again that Cindy hadn’t stolen anything from me. She’d given me something priceless.

A way to feel connected with my mom again. And I felt so beautiful. Absolutely beautiful.

A teenage girl in her prom dress | Source: Midjourney

A teenage girl in her prom dress | Source: Midjourney

When I got home, Cindy was sitting on the couch wrapped in a blanket.

“You’re waiting up for me?” I asked, kicking off my shoes.

“Of course, my darling,” she said. “I wanted to know how your night went. And I’ve got ice cream in the freezer. Mint choc-chip. Your favorite. We can eat it while you tell me.”

That’s when I broke down. In that moment, I knew Cindy wasn’t just my dad’s wife. She was someone who loved me, too.

And maybe, just maybe, that was going to be enough.

A woman sitting on a couch | Source: Midjourney

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