My Ex Demanded I Pay Him Back Every Penny He Spent on Me — I Made Him Wish He Never Asked

As if being cheated on wasn’t enough, my ex-boyfriend texted me out of the blue, making monetary demands! After I got over the shock, I devised a cunning plan that would be replicated down the line. I made him regret ever making the request!

A woman reacting in shock while looking at her phone | Source: Pexels

A woman reacting in shock while looking at her phone | Source: Pexels

So, here’s the deal. My ex, Dan Brown, and I had been together for five years. Things were great until they weren’t. When we broke up because of his cheating, I thought that was the end of it. Boy, was I wrong!

What made me think we were all done was that we had no contact for a while. I believed he’d moved on with the woman he cheated on me with, but that wasn’t the case. A month after our breakup, Dan suddenly reappeared last week, daring to text me with a ludicrous demand!

A serious-looking man texting | Source: Pexels

A serious-looking man texting | Source: Pexels

When you hear what it was, you’ll also agree that his request was the pettiest, leading it to be almost comical! His message was him asking me to pay him back for every penny he ever spent on me. Seriously!?

Dan was asking for money for all the gifts he’d bought me for special days like my birthdays, Christmas, and New Year’s! That man had LITERALLY calculated every penny he’d spent, leading to a large sum!

A confused-looking woman looking at her phone | Source: Pexels

A confused-looking woman looking at her phone | Source: Pexels

“You need to pay me back EACH and EVERY penny!” he demanded. He didn’t even bother greeting me before making demands! The nerve of this guy! At first, I was stunned! Who does that? But then, the more I thought about it, the more it made me laugh!

Instead of texting him and telling him how pathetic he was for making such a request, I chose to hold my tongue. I didn’t even brag to Dan about how the amount he wanted wasn’t more than what I had spent on HIM for those same days. After all, we had been together for long enough.

A woman giving a man a wrapped gift | Source: Pixabay

A woman giving a man a wrapped gift | Source: Pixabay

Initially, I asked him, “But throughout our relationship, you said I didn’t have to pay you back?” I was shocked when he replied, “It doesn’t matter. I need that money now, so hurry up.” I thought about ignoring him, but then a brilliantly mischievous plan started to form in my head.

I came up with a better plan to exact my revenge and decided to play along but with a twist! “Sure thing, Dan,” I texted back, “I’ll pay you back.” His response came within seconds, filled with self-righteous triumph:

“Good. I knew you’d come to your senses.”

A man texting | Source: Pexels

A man texting | Source: Pexels

Little did he know, I had something else in mind. I set up a direct debit to send him ONE penny a day. One single, solitary penny. I remember the exact moment I hit the final confirmation button on my bank’s app.

My best friend, Emily, was sitting across from me at our favorite café. She was watching my every move with a mixture of curiosity and amusement. “What are you doing?” she asked, leaning over the table. “I’m paying Dan back,” I said with a grin.

Two friends having beverages at a café | Source: Pixabay

Two friends having beverages at a café | Source: Pixabay

Emily’s eyebrows shot up. “How?”

“One penny a day.” Her eyes widened, and then she burst out laughing. “No way! That’s genius!” We both laughed until tears streamed down our faces! Our laughter attracted a few curious glances from other patrons. But I didn’t care.

The most exciting part about this whole thing was that I had added the reference “cheating [expletive].” It showed up with each payment made daily. This was the best plan I’d ever come up with!

Two friends laughing at a café | Source: Pexels

Two friends laughing at a café | Source: Pexels

A week later, Dan texted me again. “What the hell, Stacy? Why am I getting pennies from you?” I couldn’t help but laugh as I read his message. “I told you I’d pay you back,” I replied. “It’ll take a while, but you’ll get your money.”

He called me immediately, his voice boiling with anger. “This isn’t funny, Stacy! I want my money NOW!”

“Well, Dan,” I said calmly, “you’re getting it. One penny at a time.”

“Stop this nonsense right now!”

“Or what? You’ll take me to court? Go ahead.”

A woman smiling while talking on the phone | Source: Pexels

A woman smiling while talking on the phone | Source: Pexels

I figured from now on, he’d think about me daily for the next SEVEN years since he decided to mess with me! He hung up, and I felt a surge of satisfaction. Dan had always been controlling, always needing to have the upper hand. This was the first time I felt like I had the power, and it felt AMAZING!

Months went by, and the daily penny transfers continued. Emily and I would joke about it often, wondering how long it would take before my ex finally snapped. Every time I saw that single penny deducted from my account, it felt like a small victory!

A woman smiling while looking at her phone | Source: Pexels

A woman smiling while looking at her phone | Source: Pexels

One day, I got another message from Dan. But this time, it wasn’t filled with anger. “Please, Stacy. Just stop this. I get it. You win.” I thought about it for a while. He had been a jerk, but did I really want to keep this up forever?

I decided it was time to end the penny payments, but not without one final touch. I withdrew the remaining amount I owed him in pennies and nickels and placed them in a small box. It was a hefty little package. I decorated it with a nice bow and included a handwritten note:

“Here’s the rest of what I owe you. Have a nice life, Dan.”

Lots of coins on a table | Source: Pixabay

Lots of coins on a table | Source: Pixabay

I mailed it to his apartment. The thought of him opening the box, finding hundreds of pennies and nickels, and realizing he’d lost his battle filled me with immense satisfaction. A few days later, I got a message from Dan. It read, “You’re insane.”

I showed it to Emily, and we laughed until our stomachs hurt! “You know, I think he’s finally realized he messed with the wrong person,” she said, still chuckling.

Two friends laughing | Source: Pexels

Two friends laughing | Source: Pexels

In the end, this little revenge plan wasn’t just about getting back at Dan. It was about reclaiming my sense of control and humor after a relationship that had taken so much out of me. And it worked. I felt lighter, freer, and ready to move on!

Months passed, and my ex faded into a distant memory. Life was good. Emily and I graduated, and we both landed jobs in the city. One evening, while we were out celebrating a promotion, Emily raised her glass and said:

“To the best revenge plot ever executed.”

Two friends celebrating with a toast | Source: Pexels

Two friends celebrating with a toast | Source: Pexels

I raised mine too, happy to be honored. “To the best friend who helped me through it,” I replied, clinking my glass against hers. And just like that, Dan and his ridiculous demands were behind me. I learned that sometimes, the best way to handle pettiness is with a little bit of creativity and a whole lot of humor!

Years after my little revenge plot, I found myself telling the story to a new friend, Jenny. She had been going through a rough breakup. But she was sharp and had a knack for turning the tables in ANY situation.

Two friends talking while working | Source: Pexels

Two friends talking while working | Source: Pexels

After hearing my story, Jenny smiled and said, “You know, that gives me an idea.” I raised an eyebrow. “Oh?”

“Yeah. My ex, Jake, just demanded I pay HIM back for a trip we took together. I think I can take a page out of your book.”

A few weeks later, I got a call from her. “Remember how I said I had an idea?”

“Yeah?”

“Well, I told Jake I’d pay him back, too. But I set up a monthly payment of ten cents! I even made it a direct debit from my account!”

Someone using their banking details for a transaction | Source: Pexels

Someone using their banking details for a transaction | Source: Pexels

I laughed, remembering my own scheme. “How’s he taking it?”

“He’s FURIOUS! Keeps texting me to stop, but I remind him I’m paying him back, just like he asked.”

“Sounds like you’ve got this under control,” I replied, laughing at her ex’s misery.

“Thanks to you,” Jenny said. “I don’t feel powerless anymore.”

Two women hugging | Source: Pexels

Two women hugging | Source: Pexels

We chatted for a while longer, sharing stories and laughing about our past relationships. Jenny’s plan wasn’t just about revenge; it was about regaining power like I had. As we ended the call, I felt a sense of pride.

Not only had I managed to turn a ridiculous demand into a source of empowerment for myself, but I’d also inspired someone else to do the same. And that felt EVEN better than the revenge itself!

A happy woman smiling | Source: Pexels

A happy woman smiling | Source: Pexels

A Week Ago, My House Was Robbed — Today, My Son (Who Doesn’t Have a Job) Bought Himself a Sports Car

A week after Karen’s life savings are stolen, she’s shocked to see her son driving a new sports car. He claims it’s from a new job, but Karen isn’t convinced. As her suspicions grow, a heated confrontation unfolds, leaving Karen desperate to uncover the truth about her son’s sudden fortune.

It had been twenty years since my husband left. Twenty years of scraped-together meals, late-night shifts, and those weeks when I’d count down to payday like it was some sort of lifeline.

A thoughtful woman | Source: Midjourney

A thoughtful woman | Source: Midjourney

I should’ve been used to the constant balancing act of being a single mother, but it still felt like I was one misstep from everything crashing down.

Jake was my life, though. No matter how hard things got, my bright-eyed, creative son was the reason I kept going. But there was a problem, a big one.

At twenty-five, Jake still hadn’t found his footing.

A young man checking his phone | Source: Midjourney

A young man checking his phone | Source: Midjourney

He had no job and no income. His art was everything to him, but it wasn’t enough to pay the bills. And trust me, there were so many bills. The financial pressure got worse when someone broke in and stole all my savings from my lockbox.

“Mom, you just have to trust me. I’ll figure out who stole your money. It’s all gonna work out,” Jake had said last week after my house was broken into.

But his voice had been too calm. Maybe I was too used to things going wrong. Still, the pit in my stomach only grew as I thought about that night. All the cash I’d saved for years, gone in an instant.

An old lockbox | Source: Midjourney

An old lockbox | Source: Midjourney

Then came the day when everything changed. Jake had gone out, probably off working on some new project that wouldn’t pay a dime.

I was at the corner store when I saw the shiny, red sports car gleaming in the sun. It screamed money. Flashy, expensive, and out of place in our neighborhood. I was about to climb into my beaten-up sedan when a familiar figure caught my eye: Jake.

He walked over to the sports car and climbed into the driver’s seat. My jaw dropped.

A sports car | Source: Pexels

A sports car | Source: Pexels

My mind raced with possibilities as I headed home, each more impossible than the last. When I got inside, Jake was leaning against the kitchen counter, twirling the keys to the sports car parked in my driveway like they were nothing.

“Where did you get that car?” I demanded, barely able to keep my voice steady.

He glanced up, shrugging. “Oh, that? It’s nothing, Mom. I’ve got a new job.”

A man and woman speaking in a kitchen | Source: Midjourney

A man and woman speaking in a kitchen | Source: Midjourney

“A job?” I scoffed, crossing my arms. “Doing what? You’ve never held down a job in your life, Jake.”

Jake rolled his eyes, pushing past me to grab a soda from the fridge. “I’m not doing some minimum-wage labor if that’s what you’re asking. It’s legit.”

“Legit?” I couldn’t stop the laugh that bubbled up.

His jaw tightened. “I’m not stealing, if that’s what you’re thinking.”

An angry young man | Source: Midjourney

An angry young man | Source: Midjourney

“Oh, really? So where did you get the money for the car then? Or do you expect me to believe you just… stumbled into it?”

“I don’t owe you an explanation,” he snapped. “You wouldn’t get it anyway.”

My chest constricted. There was no way around it now. The horrible suspicion that had been gnawing at me since the robbery suddenly had teeth.

“You didn’t… take my money, did you?”

An angry young man | Source: Midjourney

An angry young man | Source: Midjourney

He turned on me so fast. “How could you even ask me that? I can’t believe you’d think that of me. I’ve done nothing but try to make things better, and this is what I get?”

Without another word, he stormed out, slamming the door behind him.

I didn’t want to believe my son was a thief but I needed answers. I grabbed my keys and followed him. If he was up to something, I had to know.

A woman starting her car | Source: Midjourney

A woman starting her car | Source: Midjourney

His new car was easy to tail. I followed him across town to some high-end beauty salon. My eyes narrowed as I watched him step out and wait by the curb. And then, she appeared.

A woman, older than Jake, maybe in her mid-forties, stepped out of the salon. I watched, frozen, as she wrapped her arms around Jake and kissed him. It wasn’t just a quick peck either. This was… intimate.

My throat tightened as I sank lower in my seat. Who was this woman? And what the hell was Jake doing with her?

A concerned woman in her car | Source: Midjourney

A concerned woman in her car | Source: Midjourney

When they pulled away and got into the car together, I decided to keep following. They drove to the outskirts of town, where the houses turned into mansions. My stomach churned as Jake’s car pulled into the driveway of a sprawling estate.

My heart raced. This wasn’t just strange — it was wrong. Everything in me screamed that I had to stop this.

I didn’t wait for a second thought. I was out of the car and at the front door, pounding on it so hard I thought it might crack.

A grand front door | Source: Pexels

A grand front door | Source: Pexels

The door swung open, and there she was: the woman from the salon. Jake appeared behind her, his face immediately paling when he saw me.

“Mom?”

“Oh, you bet it’s your mom,” I spat. “What the hell is going on, Jake?”

The woman’s smile never faltered. “You must be Karen. Jake’s told me so much about you.”

“And you are?” I snapped, not bothering to hide the venom in my voice.

An angry woman | Source: Midjourney

An angry woman | Source: Midjourney

She extended her hand as though this was all perfectly normal. “Lydia. Jake’s girlfriend.”

“Girlfriend?” I nearly choked on the word. “What is going on here, Jake? How long has this been happening?”

“Three months,” Jake muttered, not meeting my eyes. “Mom, please, just calm down.”

Calm down? Was he kidding me?

A stunned and furious woman | Source: Midjourney

A stunned and furious woman | Source: Midjourney

“Calm down?” I repeated. “My house gets broken into, you show up in a sports car, and now I find out you’ve been shacked up with some rich woman for months?”

Lydia’s smile faltered a bit. “Karen, I think you’re misunderstanding—”

“No, I understand perfectly,” I said, eyes narrowing at Jake. “You’re using her. For her money, for this lifestyle. And that car — was that part of the deal too? Is this what you’ve been doing, Jake?”

Jake’s face darkened.

An upset man | Source: Midjourney

An upset man | Source: Midjourney

“It’s not like that.”

“Then what is it like?” I shot back. “Because I can’t see anything else.”

Jake’s eyes flashed with anger, but behind it, I saw something else: hurt.

“I love Lydia, Mom,” he said. “Even if you find that hard to believe. I’m not going to argue with you about my relationship. We’ll speak later.”

And with that, he shut the door in my face.

A shocked woman | Source: Midjourney

A shocked woman | Source: Midjourney

When Jake came home later, I was sitting in the dark, waiting. I didn’t turn the light on when he walked in.

“Mom, we need to talk,” he said quietly. He wasn’t angry anymore. Instead, he just sounded tired.

I took a deep breath. “You’re right. We do.”

He sat across from me, rubbing his hands together like he was trying to find the words. I didn’t make it easier for him.

A nervous man sitting on an armchair | Source: Midjourney

A nervous man sitting on an armchair | Source: Midjourney

“Lydia isn’t just some rich woman I’m using,” he said softly. “She’s been helping me. You know how hard I’ve worked on my art, but no one ever took me seriously. Except her. She pushed me to show my work and introduced me to people in the industry who saw what I could do.”

I blinked at him, the weight of his words slowly sinking in. “Jake…”

“I know I should’ve told you about her earlier, but I was scared,” he admitted, his voice cracking a little.

An emotional man | Source: Midjourney

An emotional man | Source: Midjourney

“You’ve been through so much, and I didn’t want you to think I was doing something shady. Lydia’s helped me get my first real exhibition. I’ve already sold enough to pay off your debts, Mom. All of it.”

I stared at him, unable to speak for a moment. “You… what?

“The money and the car didn’t come from anything illegal. It was from my art. Lydia helped me organize everything, and the exhibition is in two days. I’ve worked so hard for this, and I wanted to surprise you.”

An earnest man sitting on a sofa | Source: Midjourney

An earnest man sitting on a sofa | Source: Midjourney

“I’m sorry I doubted you,” I whispered.

Jake looked at me, and for the first time in a long while, I saw my little boy who always had big dreams, even when they seemed impossible.

Two days later, I walked into a gallery filled with people admiring Jake’s work. My son, who’d spent so many years lost in his art, was finally being seen for the talent he was.

During the event, Jake stood up to give a speech.

A person holding a microphone | Source: Pexels

A person holding a microphone | Source: Pexels

“Thank you all for coming. This night means everything to me. But I have to say, none of this would’ve happened without my mom. She’s the reason I kept going, even when things got tough. So, Mom, this is all for you.”

Jake smiled at me from the stage, and then, to my absolute shock, he held up the keys to the car. “I wanted to give you something to make life a little easier. You’ve earned it. Thank you, Mom.”

A happy woman at an art exhibition | Source: Midjourney

A happy woman at an art exhibition | Source: Midjourney

The room erupted into applause, but all I could do was cry. After years of struggle, we were finally going to be okay.

Here’s another story: When our daughter Sarah demanded a down payment for a house as her 18th birthday gift, we were stunned. Determined to teach her a valuable lesson, we gave her a fixer-upper instead. As Sarah dove into renovations, she faced unexpected challenges that transformed both the house and herself. 

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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