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

Straight Family Man Prefers To Wear Skirts And Heels As He Believes ‘Clothes Have No Gender’

Mark Bryan is a robotics engineer who has been married for 11 years and has a daughter. He identifies as straight and chooses to dress unconventionally. Bryan is an American living in Germany, and he doesn’t believe that fashion has to be gendered. You can find Bryan wearing a skirt and heels to work or out anywhere else he goes on any given day.

Bryan said he doesn’t like how limited men’s choices are in the fashion department, especially when it comes to office attire. Men’s pants only come in a few colors, mostly black, gray, dark blue and the occasional pinstripe, and cuts.

The stylish dresser believes that if women are allowed to wear pants, men should be able to wear skirts and dresses as well. Bryan likes how skirts come in many styles and patterns – and many more colors – unlike men’s clothing.

Bryan prefers to mix traditional gender looks by wearing masculine attire on his top half, like a blazer and tie, and traditionally feminine attire on the bottom half. He will typically wear a pencil skirt and four-inch heels on the bottom.

Wearing high heels is no problem for Bryan. He first learned how to do it when his college girlfriend asked him to wear high heels while dancing with her so that they were on the same level. They continued this for over a year.

Bryan doesn’t let stereotypes or assumptions stop him from dressing in a way that brings him joy. He challenges expectations and does so unapologetically. Keep reading to hear what Bryan has to say about his fashion choices.

Bryan has a very clear idea about how he likes to dress. He told Bored Panda: “To me, clothes have no gender. I prefer skirts to dresses. Dresses don’t allow me to mix the genders. I prefer a ‘masculine’ look above the waist and a non-gendered look below the waist. It’s all about clothes having no gender.”

He continued: “I am old enough to remember that in school, the girls could not wear pants. Pants have now become a non-gendered article of clothing. So why can’t skirts and heels be non-gendered? Besides, men wore heels before women did. Maybe not today’s stiletto-style heels, but men did wear heels before women.”

Bryan is correct about that. High heels can look back on a long history. Although historians and archaeologists cannot date their invention clearly, they have been around at least since the 10th century. And they were not a fashion statement at first. No, the first recorded use of high heels was eminently practical: the Persian cavalry wore boots with heels, called a kalash or galesh, that made it easier for them to keep their feet inside their stirrups. This is, by the way, the same reason why cowboy boots have a small heel as well!

Since owning a horse was a sign of wealth, only well-off men could afford to wear these high-heeled boots. The use of them slowly spread across Europe, and high heels heels became one of the fashion signs of rich noblemen or traders. In fact, following the Great Schism of the Christian Church in the 11th century, even the pope wore high heels.


It wasn’t until several hundred years later that fashion slowly changed. During the 18th century, cultural concerns in Europe came up about the distinction between males and females and talk about what men and women should wear arose. This is the point in time where the belief that fashion is something effeminate and frivolous that “real men” shouldn’t care about hails from. Due to these changing beliefs, men largely abandoned high heels heels, as they were seen as impractical and mere accessories.

Bryan is one of the examples of how high-heels are slowly coming back as an accepted form of footwear for men. Although the engineer champions the option of wearing high-heeled shoes for men, he understands many people will look twice when they see him. He compares his style choices to someone who chooses to dye their hair bright colors. He explained:

“Take a person with bright green hair. Green hair is not normal. You look up and see this person, your mind tells you it’s a person with green hair, you think to yourself, that’s odd or interesting, then you go back to do what you were doing and don’t give it another thought. I believe this is the same when people see me in a skirt and heels.”

Bryan doesn’t have to struggle to find skirts and heels that fit him either. He wears a size 8 in skirts, and with smaller feet for a man, his shoe size in heels is 8.5. If you know a man who is considering trying out wearing heels and skirts too, Bryan suggests starting with a lower heel until you feel more comfortable walking in high heels.


What do you think of Mark Bryan’s style choices? Do you know any men who would try walking in high heels? Let us know, and be sure to send this along to your friends and family.

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