The Millionaire Invited His “Ugly” Secretary on a Bet—But His Friends Stopped Laughing When She Arrived…-mdue - Chainityai

The Millionaire Invited His “Ugly” Secretary on a Bet—But His Friends Stopped Laughing When She Arrived…-mdue

The Millionaire Invited His “Ugly” Secretary on a Bet—But His Friends Stopped Laughing When She Arrived

“I didn’t expect to meet you here.”

I was about to walk into his office when I heard my name slip through the crack in the door. Then I heard the word ugly. Then I heard the word bet.

The air froze inside me, but the worst part was not what his friend said.

The worst part was his answer.

Low, with a held-back laugh, with the $100,000 check sitting there on the desk waiting to be torn up. They had bet my boss he could not take me to a gala, the ugly secretary with the heavy glasses, the same one he had barely even greeted in the hallway for 2 years.

I should have turned around and walked back to my desk, but I lifted my chin, took 3 deep breaths, and stepped into his office.

If they wanted to play a game, the game was going to be played my way.

Except sometimes playing games brings consequences we are not ready to face.

The alarm buzzed at 6:30, and I had already been awake for 10 minutes, staring at the crack in my bedroom ceiling. The apartment in Queens was small enough for me to know every flaw in the paint, every noise in the plumbing, every creak of the kitchen door when the wind hit the window.

I got up without rushing because rushing never helped. The 7:15 train leaves at the same time, rain or shine.

I picked the gray cotton blouse, the straight skirt I always wore, the flat shoes that did not hurt until nighttime. I pulled my hair into a tight bun, put on my thick-framed glasses, and checked the mirror for 3 seconds before heading out.

Nobody on the street ever noticed me, and I was grateful for that every single day.

The walk to the station took 8 minutes, and the subway car came packed, like always. I squeezed in between a man in a rumpled suit and a woman sleeping on her feet with her fingers hooked around the bar. I crossed Manhattan while the train rocked, not thinking much beyond the day ahead.

I got off at the Midtown station at 7:50. The Ashcroft Holdings building rose up on the corner, all dark glass with the discreet logo etched into the marble wall at the entrance. I walked past reception with a nod to the security guard, got into the executive elevator, and hit the 48th floor.

The world I lived in during the day was on that number.

The floor was empty because I always got there before him. I walked to my desk, set my bag underneath, opened my computer, and before anything else, went into Mr. Ashcroft’s office. I straightened the papers on the desk, changed the water, checked the room temperature, 66°, the way he liked it, and made sure the Italian coffee was ready in the break room.

After 2 years, I did all of that with my eyes closed.

My phone buzzed when I got back to my spot. It was Wren, my best friend of 4 years, owner of a gallery in Chelsea, and an expert at dragging me to places I never belonged.

In 4 years, I only knew the basics about her family: a distant father, a mother who died young, a brother she only described as complicated and who never showed up in any photo in her apartment. I never pushed. Anyone who grew up without a family learns to respect other people’s silences.

Saturday is the foundation gala. You thought about going?

I laughed to myself and answered with 3 words.

Who? Me?

She sent an eye-roll emoji and a line about how I needed to get out of Queens before I turned into mildew.

I put the phone away when the elevator doors opened.

Dashell Ashcroft came down the hallway with his leather briefcase in hand and his overcoat hanging open over his black suit. He walked past my desk without looking, like on the other 700 and some days I had worked there, and went straight into his office.

Never a full good morning. Just a nod of the head at best.

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