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 Stepmother Secretly Gave Me a Towel – My Dad’s Reaction When He Saw It in My Bathroom Flabbergasted Me

My stepmother and I never got along for some reason. But when she gave me an unexpected gift, I thought our relationship was changing. Then I discovered the truth about the present and had to confront her! Little did I know that the innocent gift would lead to a new life!

A happy woman looking at herself in the mirror while wearing a towel to dry her hair | Source: Pexels

A happy woman looking at herself in the mirror while wearing a towel to dry her hair | Source: Pexels

My tale is about learning to understand each other, even if it’s someone you don’t quite click with. But before we get to that lesson, buckle up as I give you all the juicy details of how I got here.

My stepmother, Judy, and I had always had a rocky relationship. We were too different and never really saw eye to eye. Our connection never felt genuine, so we were never close. Despite our differences, I couldn’t deny that she made my father, Steve, happy after my mother’s passing.

A happy man embracing a woman from behind | Source: Pexels

A happy man embracing a woman from behind | Source: Pexels

His contentment was something I valued deeply. Here’s where my story starts getting interesting. One afternoon, while I was visiting my dad and stepmom, the latter did something unexpected. While Judy and I were alone in the house, she surprised me by handing me a towel.

It was a simple gesture, but it caught me off guard. The towel was soft, with delicate embroidery of daisies, which I had always loved. I accepted it politely, hoping it was a step toward bridging the gap between us.

An uncertain-looking woman holding a towel | Source: Pexels

An uncertain-looking woman holding a towel | Source: Pexels

“Thanks, Judy,” I said, trying to sound sincere. “It’s really nice.” My stepmother smiled awkwardly. “I thought you might like it. Just a little something.” I nodded and placed the towel in my bathroom later that day, feeling a strange mix of emotions.

I wanted to believe Judy was making an effort to connect with me, but a part of me remained skeptical. Yet, I brushed the feeling off, wanting to build a healthier and happier relationship with the woman my father loved.

A happy middle-aged man wearing a toolbelt and holding tools | Source: Freepik

A happy middle-aged man wearing a toolbelt and holding tools | Source: Freepik

A week later, my father came over to my place to fix a leaky faucet. He had always been the go-to handyman in my life, and I appreciated his willingness to help. As he walked into the bathroom, he spotted the towel hanging there.

His expression instantly shifted from neutral to one of intense disgust! Without saying a word, he grabbed the towel, marched to the kitchen, and threw it into the trash can with force!

An upset middle-aged man covering his face with his hands | Source: Pexels

An upset middle-aged man covering his face with his hands | Source: Pexels

“Dad, what’s going on? Why did you do that?” I asked, completely taken aback and confused by his reaction. “Sweetheart, I hope you haven’t used that towel yet because it…” He paused struggling to find the right words.

“Because it belonged to our old dog!” he finally blurted out, his voice a mix of anger and revulsion. I stared at him, trying to process what he had said. “Wait, what? OUR old dog? You mean Buster, the one that passed away years ago?” I asked, feeling a wave of confusion and a bit of disgust.

A confused and upset woman gesturing with her hands | Source: Pexels

A confused and upset woman gesturing with her hands | Source: Pexels

“Yes,” my father confirmed, looking at me with concern and seriousness. “But Judy gave it to me as a gift!?” I exclaimed in confusion. “Judy must have found it while cleaning out the attic,” he speculated.

“I guess she didn’t realize what it was, but it’s not something you want to be using.” A shiver ran down my spine, and I felt a surge of nausea. The thought of using a towel that had been used on our old dog was REVOLTING!

A woman after giving a dog a bath | Source: Pexels

A woman after giving a dog a bath | Source: Pexels

Now it made sense why I was uneasy and a bit skeptical about the sudden gift. Later that day, I decided to confront Judy about the towel. I needed to understand her reasoning. “Judy, why did you give me that towel?” I asked, my voice steady but curious.

She sighed, looking a bit embarrassed. “When I found that towel in the attic, it looked almost new,” she started explaining. “I thought it would be a nice gesture to give it to you, to save money and maybe try to bond with you.”

A remorseful-looking woman facing down | Source: Pexels

A remorseful-looking woman facing down | Source: Pexels

She continued, “I didn’t tell your father because I didn’t want him to think I was being cheap again.” I nodded, recalling how my dad often complained about her thriftiness. It was a habit she developed from growing up in poverty.

“You know how he ALWAYS gets upset about my frugality.” It was true, I’d seen how my stepmother rarely bought anything new. This was a woman who’d wear her clothes until they were threadbare before she could even THINK about buying something new!

A guilty-looking woman seated | Source: Pexels

A guilty-looking woman seated | Source: Pexels

“I had no idea it was Buster’s,” she continued, her voice tinged with genuine regret. “It looked like it had only been used a few times, so I thought it would be fine.” Looking at the floor she said, “I’m REALLY sorry for the mistake.”

I could see the sincerity in her eyes, but I still felt a mix of emotions. The truth was I was still disturbed by the idea of using a dog towel. But, I also understood her intentions and the challenges she faced due to her upbringing.

A seated woman thinking | Source: Pexels

A seated woman thinking | Source: Pexels

“It’s fine,” I said, brushing her arm, trying to reassure her. “I appreciate that you were trying to connect with me. Maybe next time, we should find a DIFFERENT way to bond?” I replied, trying to lighten the mood.

She smiled, relieved by my positive response. “Yes, of course! I promise to be more careful in the future.” Leaving my dad’s home, I felt a deeper understanding of my stepmom and her past.

A remorseful-looking woman | Source: Pexels

A remorseful-looking woman | Source: Pexels

The incident, though awkward and unsettling, brought a new layer of connection between us. It catalyzed healing, and our relationship began to improve after that. We started spending time together, finding common ground in activities we both enjoyed.

One evening, Judy invited me over for dinner. She had cooked all my favorite dishes: chicken Alfredo, garlic bread, and even a homemade chocolate cake. “Wow, Judy, this looks AMAZING,” I said, touched by the effort she had put into the meal.

Homemade garlic bread | Source: Pixabay

Homemade garlic bread | Source: Pixabay

It was obvious that she’d spoken to my dad, wanting to know what my favorite food was. “I just wanted to do something special for you,” she replied with a shy smile. “After the towel incident, I realized we never spent much time together.”

As we sat down to eat, we started talking about our lives. My stepmother shared stories from her childhood. She explained how her mother had instilled in her the value of frugality. Judy told me about her dreams and the obstacles she faced in her upbringing.

A happy younger woman and an older one working in the kitchen | Source: Pexels

A happy younger woman and an older one working in the kitchen | Source: Pexels

“I know your father judges my behavior,” she said. “But it’s hard to shake off those habits. They were INGRAINED in me from a young age.” I nodded, understanding her perspective better. “I get it, Judy. We all have things from our past that shape who we are. It’s not always easy to change.”

Our conversation flowed naturally, and for the first time, I felt like I was getting to know Judy. She wasn’t just my stepmother; she was a person with her own history and challenges. After that dinner, Judy and I started spending even more time together.

Two women walking down a beach | Source: Pexels

Two women walking down a beach | Source: Pexels

We went shopping, cooked meals, and even took a few day trips to explore nearby towns! Each time we hung out, I learned something new about her, and our relationship slowly began to shift.

My father was THRILLED, to say the least! One sunny Saturday, we decided to tackle a DIY project together. My dad had mentioned wanting to build a small garden in the backyard. Judy thought it would be a great way for us to bond further.

A middle-aged woman harvesting carrots in a garden | Source: Freepik

A middle-aged woman harvesting carrots in a garden | Source: Freepik

As we worked on the garden, planting flowers and setting up a small fountain, we chatted about EVERYTHING. We tackled favorite movies to life goals. I discovered that my stepmother had ALWAYS dreamed of traveling! But had never had the opportunity.

“Maybe we can plan a trip together,” I suggested, wiping sweat from my forehead. “I’d love to see the Grand Canyon or even go to Europe someday!” Judy’s eyes lit up with excitement. “That sounds AMAZING, Sarah. I’d LOVE that.”

Two happy women embracing on a beachfront | Source: Pexels

Two happy women embracing on a beachfront | Source: Pexels

The more time we spent together, the more I realized how much we were alike! Perhaps that’s why we clashed so much in the past. We both loved nature, cooking, and exploring new places. It was like discovering a new friend in someone I had known for years!

One evening, as we all sat down for dinner, my father looked at Judy and me with a content smile. “I’m glad to see you two getting along so well,” he said, his voice filled with warmth. “It’s something I’ve always hoped for.”

A man standing in the background watching his wife and daughter bond | Source: Freepik

A man standing in the background watching his wife and daughter bond | Source: Freepik

Judy and I exchanged a knowing glance. We both knew that our relationship had come a long way since the towel incident. “I’m glad we finally understand each other and gave one another a chance,” I shared, holding my stepmom’s hand.

A happy couple and woman having a toast while enjoying a meal | Source: Freepik

A happy couple and woman having a toast while enjoying a meal | Source: Freepik

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