Making the Wrong Choice... Again

In my past life, my father arranged betrothals for both my brother and me, leaving the choice to us.

Without hesitation, my brother chose the wealthy heiress, forcing me to marry the housekeeper's daughter.

But the heiress turned out to be a cruel woman. She brought her first love home and humiliated my brother every day.

Meanwhile, the housekeeper's daughter I married ended up winning hundreds of millions in the lottery, granting me a life free from financial worries.

Jealous of my prosperous life, my brother deliberately drove his car straight into me.

When I open my eyes again, I'm back on the day we're supposed to choose our betrothed.

My brother rushes to choose the housekeeper's daughter first.

"Jason Wright, it's my turn to enjoy the good life! You can go keep that awful woman company!"

I smile. He doesn't know that my comfortable life was never dependent on my wife.

"I've arranged two betrothals for you guys—one is a housekeeper's daughter, while the other is a wealthy heiress. You two can choose for yourselves."

As I listened to Dad's words, I touched my head, feeling no traces of a wound.

That was when I realized I had been reborn.

"Dad, I want to marry the housekeeper's daughter!" My brother, Jacob Wright, exclaimed eagerly from beside me.

Dad was taken aback. Jacob was usually quite vain, so why would he uncharacteristically choose the housekeeper's daughter?

Only I knew the answer. Jacob had been reborn too.

"Are you sure?" Dad asked in surprise. "If you marry her, you'll have to rely on your own efforts for everything."

"I'm sure. I want to marry the housekeeper's daughter. Why should Jason, of all people, get all the good luck?"

With that, Jacob looked at me. He leaned close to my ear and whispered smugly, "Jason Wright, it's my turn to enjoy the good life! You can keep that sadist company!"

I smiled, feeling secretly delighted. Jacob was welcome to enjoy this "good luck" all he wanted.

In our previous life, Jacob had chosen the heiress. But who could have known she would demand he marry into her family?

He even signed a prenuptial agreement, preventing him from getting a single cent from her.

After the marriage, Jacob thought he could at least live without financial worries. Instead, the heiress turned out to be a sadist who whipped him daily.

If Jacob failed to please her, she would withhold his meals.

He lived an absolutely miserable life.

One day, the heiress' first love returned to the country. She brought him into their home and humiliated Jacob in front of him every day.

In his grief and anger, Jacob asked for a divorce, but the heiress refused to let him go.

She produced the prenup he had signed and said, "You can leave, but you'll have to pay me 100 million dollars as compensation for my emotional distress."

Meanwhile, Quinn Burnett, the housekeeper's daughter I married, was demure and generous. She ended up winning hundreds of millions in the lottery.

I even drove the sports car Jacob had always dreamed of.

When he saw it, his eyes turned bloodshot, and he deliberately crashed his used-car into my sports car.

"Jason, you stole my life!" he screamed.

After Jacob married Quinn, he made a point of flaunting it in front of me. Wrapping his arm around her, he said, "Jason, take a good look. She's my wife now."

Quinn leaned shyly into his embrace.

I looked at the woman I had lived with for over a decade and couldn't help but feel disgusted. Jacob had picked up trash and was treating it like it was treasure.

I glanced thankfully at Jason before politely greeting, "Hello, Quinn."

A flicker of confusion passed over Jacob's face before he quickly composed himself. He leaned closer to me and said, "Jason, there's no need to pretend to be strong. After all, losing assets worth hundreds of millions would make anyone upset."

Then, with a light snort, he swaggered off with his arm still around Quinn.

I secretly clicked my tongue in disbelief. In my previous life, if Quinn hadn't held me back, my assets would have far exceeded mere hundreds of millions.

…

A few days later, I met Xenia Caldwell, the heiress, at a cafe to discuss our marriage arrangement.

Just like in the previous life, she produced a prenuptial agreement she had prepared in advance. She had a bright and captivating appearance, but her expression was full of contempt.

Xenia said, "If you want to marry me, you must marry into my family. Otherwise, forget it.

"And don't think you can get a single cent from my family. This betrothal was only arranged because my father became senile in his old age.

"Sign the prenup, and then we can talk about getting married."

I wasn't surprised by her arrogance. After all, Jacob's back had been covered in whip marks in our previous life.

Xenia pushed the agreement across the table toward me.

I knew it was an unfair agreement. In our past life, Jacob hadn't read it carefully and had to silently suffer the short end of the stick.

I hadn't expected Xenia to use the same trick again in this life. How unoriginal.

I flipped through the agreement and pointed at a specific clause. "This part—'Only the wife can initiate divorce. If the husband initiates divorce, he must compensate 100 million dollars.' What does that mean?"

Xenia stared at me, her mouth agape. She hadn't expected me to pinpoint the most critical clause amidst all that dense text.

After being exposed, she yelled, "You need to understand you're marrying into my family! What's wrong with you compensating me if you want a divorce?

"Wouldn't it cost money to support you after we get married? Even if you want to be a freeloader, you have to have what it takes!"

Her biting tone was a stark contrast to her beautiful looks.

I couldn't help but be taken aback. In our past life, Jacob had actually signed this prenup despite her attitude. Just how desperate had he been to latch onto a wealthy family?