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

My Daughter Said I Could Only Come to Her Graduation If I ‘Dressed Normal’ Because She Was Ashamed of Me

Carmen spent 22 years cleaning houses to put her daughter through college. But when graduation nears, Lena delivers a gutting ultimatum: come, but don’t look like yourself. Carmen’s pride turns to heartbreak — until she makes a bold choice that no one sees coming.

My fingers throbbed as I unlocked my front door. The scent of ammonia clung to my skin like a second uniform, my sturdy sneakers dragging across the floor. Another day without a proper break.

Keys in a front door | Source: Pexels

Keys in a front door | Source: Pexels

I’d spent 13 hours on my feet.

The bathrooms at the Westfield Hotel don’t clean themselves, and Mr. Davidson had asked me to stay late again. Three more rooms needed deep cleaning before the conference guests arrived tomorrow.

How could I say no? The overtime would help pay for Lena’s cap and gown when she graduated with her degree in business management.

A woman holding her graduation cap | Source: Pexels

A woman holding her graduation cap | Source: Pexels

My back ached as I shuffled toward the kitchen, but my eyes caught on the envelope taped to the fridge: Lena’s graduation ceremony program.

My chest warmed. Pride swelled through the exhaustion. My daughter — the first in our family to go to college.

All those years scrubbing grout and sacrificing sleep were worth it.

A woman with a satisfied smile | Source: Pexels

A woman with a satisfied smile | Source: Pexels

I whispered to myself, voice husky from fatigue, “I just want to see my girl walk that stage.”

Four years of scrimping and saving, of coming home with raw hands and a sore back.

Four years of Lena growing distant, making new friends, and learning new words that I sometimes struggled to understand.

A confident young woman | Source: Pexels

A confident young woman | Source: Pexels

The microwave clock read 10:37 p.m. We still had to finalize the details about the ceremony; whether I’d have a reserved seat, what time I should arrive, etc.

But it was too late to call Lena now. She’d be studying for finals or out with those friends she mentioned — the ones I had never met.

Tomorrow, I promised myself. Tomorrow I would call about the ceremony.

A thoughtful woman | Source: Unsplash

A thoughtful woman | Source: Unsplash

On a rattling bus ride home the next day, I dialed Lena’s number.

My work shirt was damp against my back. My name, Carmen, was stitched in pale blue thread, still visible in the setting sun through the bus window.

“Hola, mija,” I said when Lena answered, the familiar voice of my daughter sending a wave of joy through my tired body.

The interior of a bus | Source: Pexels

The interior of a bus | Source: Pexels

“Mom, hi. I’m kind of in the middle of something.”

“Just quick, I promise. About graduation next week… I could take the morning off, but I need to know if my seat will be reserved or if I need to get there early. I want a good seat to look at my girl.” I smiled softly, imagining the moment.

There was a pause, one that felt a little too long, and a little too heavy.

A person holding a cell phone | Source: Pexels

A person holding a cell phone | Source: Pexels

“Mom… you can come. Yeah. Uh, the seats aren’t reserved. Just… please promise you won’t wear anything weird.”

I stilled. My smile faded. “Weird? What would I wear that’s weird?”

“I just mean…” her voice dropped to a volume just above a whisper, “you know, not your usual stuff. This is a classy event. Everyone’s parents are, like, lawyers and doctors. Just dress… normal. No uniform. I don’t want people to know what you do.”

A woman speaking on her phone | Source: Pexels

A woman speaking on her phone | Source: Pexels

The bus hit a pothole, jostling me forward. I gripped the phone tighter.

I didn’t reply. Lena’s words landed like bleach on a fresh cut — sharp and burning. The way she said it, like I was some embarrassing secret she needed to cover up, hurt more than anything else ever could.

“I just want this day to be perfect,” Lena continued. “It’s important. Maybe the most important day of my life, Mom.”

A woman speaking on her phone | Source: Pexels

A woman speaking on her phone | Source: Pexels

“I know it’s important,” I managed. “Four years I’ve worked for this day.”

“That’s not what I mean. Look, I’ve got to go. My study group is waiting.”

After Lena hung up, I sat motionless as the bus rumbled on. An old woman across the aisle gave me a sympathetic look. I wondered if my humiliation was that obvious.

A woman staring out a bus window | Source: Pexels

A woman staring out a bus window | Source: Pexels

That night, I stood in front of my small closet.

I’d decided to wear my best church dress to the graduation weeks ago, a simple but stylish yellow knee-length with white trim. Maybe I should’ve told Lena that on the phone, but would it have changed anything?

I ran my fingers over the dress’s pleated skirt.

Clothes hanging in a closet | Source: Pexels

Clothes hanging in a closet | Source: Pexels

I’d worn this same dress to Lena’s high school graduation and had felt beautiful and proud that day. Now it looked garish in the dim light of my bedroom.

My gaze shifted to my work uniforms, three identical sets hanging neatly pressed. I had washed one that very morning.

It wasn’t fancy. It wasn’t impressive. But it was honest.

A thoughtful woman | Source: Pexels

A thoughtful woman | Source: Pexels

I shook my head as a wave of anger washed over me. It seemed impossible that a daughter I was so proud of could also be so disappointing.

“College might teach you fancy words, but I guess it doesn’t make you smart,” I muttered.

I then took out a notepad and began to write. When I finished, I folded the pages carefully and slipped it into an envelope.

A notepad, pen, and envelope | Source: Pexels

A notepad, pen, and envelope | Source: Pexels

I arrived at the graduation ceremony early and found a seat. Rows of proud families filled in around me: perfumed women in designer outfits with real pearl necklaces, suited men with brand-name watches and silk ties.

I’d decided against wearing my church dress, after all. Instead, I sat straight-backed in my uniform.

A graduation ceremony | Source: Pexels

A graduation ceremony | Source: Pexels

It was clean and neatly pressed, the blue fabric faded from hundreds of washings. I had polished my sensible work shoes until they gleamed.

I stuck out in the crowd, and I knew it.

The ceremony began with pomp and circumstance. Speeches about bright futures and limitless potential.

A woman making a speech during a graduation ceremony | Source: Pexels

A woman making a speech during a graduation ceremony | Source: Pexels

I understood enough to know most of these graduates had grown up in a world without any real limitations. The pearl necklaces and expensive watches around me said it all.

And then Lena walked onto the stage, her cap bobbing among the sea of black. Her face scanned the crowd.

I knew when she spotted me because her eyes widened in horror.

A woman staring at something with wide eyes | Source: Unsplash

A woman staring at something with wide eyes | Source: Unsplash

There was no wave. Just a tight smile. Controlled. Calculated.

I clapped anyway as she received her diploma, the kind of clap that said: You’re still my little girl, no matter what.

And I hoped she understood that even though she seemed to have gotten caught up in a world where her mother’s honest work was an embarrassment.

A person holding out a diploma | Source: Pexels

A person holding out a diploma | Source: Pexels

After the ceremony, families swarmed the lawn. Cameras flashed. Laughter rang out across the green space.

I stood apart, watching as Lena posed with friends, her smile wide and genuine.

When Lena finally approached, I saw my daughter’s eyes dart nervously to my uniform, then back to my face.

A woman wearing a cap and gown walking down a path | Source: Pexels

A woman wearing a cap and gown walking down a path | Source: Pexels

“Mom…” Lena said, her voice low. “I asked you not to wear that! I told you—”

I didn’t say a word. I just handed over the gift bag I’d brought with me.

“What’s this?” Lena asked, peering inside. She pulled out an envelope and removed a thin stack of papers.

An envelope | Source: Pexels

An envelope | Source: Pexels

On the day I’d spoken to Lena, I’d written a list detailing every extra shift I took over the years to provide for her school clothes, college tuition, textbooks, and everything else she needed.

It detailed every house and hotel I’d worked in, every weekend I’d worked overtime, every penny I’d pinched along the way.

And right at the bottom, I’d written a simple message: “You wanted me invisible, but this is what built your future.”

A handwritten letter | Source: Unsplash

A handwritten letter | Source: Unsplash

I left while she was still reading. I had a bus to catch. Another shift tomorrow.

A week passed. I worked extra hours to push away the memory of graduation day. My supervisor noticed my distraction.

“Everything okay, Carmen?” he asked as I restocked my cleaning cart.

A man wearing a suit | Source: Pexels

A man wearing a suit | Source: Pexels

“My daughter graduated college,” I said, trying to inject pride into my voice.

“That’s wonderful! You must be so proud.”

I nodded, not trusting myself to speak.

That evening, there was a knock at my door. I wiped my hands on a dish towel and went to answer it.

An apartment hallway | Source: Pexels

An apartment hallway | Source: Pexels

Lena stood there, eyes puffy. She held her cap and gown bundled in her arms.

“Can I come in?” she asked, her voice small.

I stepped back, allowing my daughter to enter the apartment that had once been our shared home.

“I read your note,” Lena said after a moment of silence. “I’ve read it about 20 times.”

A serious woman | Source: Unsplash

A serious woman | Source: Unsplash

I didn’t speak. I just nodded.

“I didn’t know,” Lena continued. “About the extra shifts, how you worked holidays, the night cleaning jobs… or, rather, I knew, but I never fully realized how much you sacrificed for me.”

“You weren’t supposed to know,” I said finally. “That was the point.”

A woman speaking to someone | Source: Unsplash

A woman speaking to someone | Source: Unsplash

Lena’s eyes filled with tears. “I’m so ashamed. Not of you — of me.”

She reached into her bag and pulled out a frame. “Can we take a photo? Just us? I didn’t get any pictures with you at graduation.”

I didn’t speak. I just nodded.

A humble woman | Source: Unsplash

A humble woman | Source: Unsplash

We stood together in my small living room: Lena in her gown, me in my uniform. The neighbor from across the hall took the photo with Lena’s fancy phone.

“I have a job interview next week,” Lena said later as we sat at my kitchen table. “It’s a good company, and the job offer includes benefits.”

“That’s good,” I said. “Your degree is working already.”

A smiling woman | Source: Pexels

A smiling woman | Source: Pexels

“Mom.” Lena reached across and took my hand. Her fingers traced the calluses and chemical burns I’d accumulated over the years. “Your hands built my future. I’ll never forget that again.”

The photo now hangs in our hallway.

Because love doesn’t always look like pearls and pressed suits. Sometimes, it looks like bleach-stained sneakers and a mother who never gave up.

A person cleaning a toilet | Source: Pexels

A person cleaning a toilet | Source: Pexels

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