I Was Secretly Dating My Boss, but He Announced His Engagement to the New Girl on My Birthday – Story of the Day

I had been eagerly anticipating this birthday. I was sure my boss would not only reveal our relationship but also propose to me. And he did propose—but not to me. Afterward, as I tried to escape, I fell into the cake, and everyone started laughing. But that was just the beginning.

I stood in front of the mirror, adjusting the necklace that rested just above my collarbone.

“Is this too much?” I asked my reflection, tilting my head slightly.

The blue dress I wore was new, purchased just for tonight. It hugged my curves in all the right places, and the color made my eyes pop—a detail Ben had once complimented during one of our secret lunches.

Ben was my boss and the man I had been secretly seeing for months. He was charming, confident, and everything I had dreamed of. But our relationship had remained hidden, tucked away from the prying eyes of our colleagues.

Tonight, though, I was convinced things would change. I could almost see it: Ben dropping to one knee, a ring in his hand, and our love finally out in the open.

My phone buzzed on the desk, pulling me out of my thoughts. It was a message from Greg.

Greg was my old friend from college, someone who had always been there, quietly supportive, though a bit awkward.

“Happy Birthday, Laura! Any plans to celebrate? Maybe coffee later?”

I smiled, picturing his kind but slightly nervous face. Greg was the type who would drop everything to help a friend, always ready with a joke to lighten the mood.

But tonight wasn’t about Greg. Tonight was about Ben, about the future I had dreamed of.

I quickly typed back, “Thanks, Greg. Maybe another time.”

The day had been strange. Ben hadn’t mentioned my birthday at all. Not even a small note or a smile in passing. But I told myself it was all part of his plan. He was always strategic, keeping his cards close to his chest.

“He’s just waiting for the right moment,” I murmured, trying to convince myself that everything was fine.

Just as I was about to leave, the door to my office creaked open. Jane, the new colleague, barely out of college and full of energy, peeked in with a bright smile.

“Laura! Everyone’s waiting for you downstairs. The party’s about to start!”

“Thanks, Jane,” I replied, forcing a smile. I turned back to the mirror, giving my dress one last adjustment. “I’ll be there in a minute.”

Jane nodded and disappeared down the hallway, leaving me alone with my thoughts.

“This is it,” I whispered to myself. “Tonight’s the night.”

With my heart pounding, I grabbed my purse and headed out of the office.

***

The party was already in full swing. Gold and silver streamers hung everywhere, and the tables were set with elegant centerpieces.

I scanned the room and quickly spotted Ben at the front, his presence commanding attention as always. He looked impeccable in his dark suit, his smile easy and charming as he chatted with colleagues.

“This is it,” I whispered to myself, trying to calm the butterflies in my stomach.

Then Ben raised his hand, signaling for attention. The room gradually quieted. This was the moment I had been waiting for.

“Thank you, everyone, for being here tonight,” he began.

“It’s a special night, not just because of the company’s anniversary, but also because I have some personal news to share.”

I smiled to myself, sure that he was about to mention me. But then his words took a turn I couldn’t have predicted.

“I’m thrilled to announce my engagement... to Jane.”

I froze.

Did he just say, Jane? No, this can’t be happening!

I looked at Ben, hoping to see some sign that this was a joke. But there was no mistaking the beaming smile on his face as he reached for Jane’s hand.

The crowd erupted in cheers. The applause seemed to mock me.

Why... Why did he do that?

I turned quickly, desperate to get out of there before anyone noticed my distress. But in my haste, I didn’t see the large cake behind me. My foot caught on the edge of the table, and the next thing I knew, I was falling.

“No, no, no!” I gasped, but it was too late.

I crashed right into the cake.

The room went silent for a moment, and then the laughter started. My face burned with humiliation.

Please, please, let this be a nightmare.

Finally, I managed to get to my feet, covered in cake, my dress ruined, and my dignity in shreds. Tears blurred my vision as I pushed through the crowd.

The night that was supposed to be the happiest of my life had turned into a nightmare.

***

I packed a bag and drove straight to my parent's home, a small town that always felt like a safe haven.

My mom greeted me at the door. I was emotionally exhausted.

“Laura, honey, what’s wrong? You look like you’ve been crying.”

“I... I don’t want to talk about it right now, Mom.”

My mom, always the intuitive one, didn’t press me for details. Instead, she led me inside and made me a cup of tea, the same way she had when I was a kid and had a bad day at school.

“You know,” she began, after a few minutes of silence, “there’s a festival at the park tonight. It might be good for you to get out.”

“I don’t think I’m up for it, Mom. I just want to hide for a while.”

“Come on, Laura. It’ll be fun.”

She was right. I needed some fun.

That night, before we left, I had a few glasses of wine—more than I probably should have. But it was the only way I could muster up the courage to face people again.

The park was alive with the sounds of laughter and music. The smell of popcorn and fried dough filled the air.

But instead of lifting my spirits, the cheerful atmosphere only made me feel more isolated

“Just stick with me, Laura,” my mom said, looping her arm through mine. “We’ll just walk around a bit, maybe play a game or two.”

As we walked through the festival, I spotted someone in the crowd. My heart sank as I realized it was Greg, making his way toward me.

“Oh no,” I muttered, trying to avoid eye contact.

Greg was a nice guy, but right now, the last thing I needed was to get caught up in one of his drawn-out stories about work or his latest hobby.

Suddenly, I heard the festival host take the stage and start speaking into the microphone.

“Ladies and gentlemen! We’re about to start our contest for the best toast!”

Before I knew what I was doing, I raised my hand.

“I’ll do it!”

“Laura, are you sure?” my mom whispered.

But I already stumbled up to the stage, the crowd’s eyes on me. I grabbed the microphone, intending to say something light and fun, but as soon as I started speaking, everything came pouring out.

“I thought... I thought tonight would be the happiest night of my life,” I began, my voice shaky.

“But instead, I found out that the man I loved, the man I thought was going to propose to me, is engaged... to someone else.”

The crowd, which had been noisy and cheerful, grew silent.

“I’ve never felt so lonely,” I continued. “I don’t know why I’m telling you all this.”

I suddenly felt unsteady. I took a step back but tripped over a cord on the stage. I would have fallen flat on my face if Greg hadn’t appeared out of nowhere and caught me.

“Whoa there, easy,” Greg said, quickly pulling me into a spin as if we were dancing.

“Greg?”

“Just go with it,” he whispered, twirling me around.

The crowd, thinking it was all part of some planned act, started clapping and laughing, their earlier tension dissolving. When the dance ended, Greg led me off the stage.

“Thanks, Greg,” I said softly, squeezing his hand. “I really needed that.”

“Anytime, Laura,” he replied with understanding. “Anyti...”

But before he could finish, I turned and vomited right onto his neatly polished shoes.

***

After the unexpected "performance," all I wanted was to melt into the ground, and never face anyone again. But Greg just smiled and reassured me without a hint of disgust or annoyance.

“It’s okay, Laura. Let’s get you out of here.”

Before we left, Greg quietly approached my mom.

“Don’t worry, Mrs. Stevens,” he said softly, giving her a reassuring nod. “I’ll take care of Laura. She needs to relax. We'll spend some time by the lake.”

My mom hesitated for a moment.

“Are you sure, Greg?” Her voice filled with motherly worry.

“Absolutely. I’ve got her.”

With that, Greg led me to his car, helping me into the passenger seat with a gentle touch. The drive to his house by the lake was quiet.

I was too embarrassed to speak, still reeling from everything that had happened.

When we arrived, Greg wrapped me in a warm blanket and handed me a steaming cup of tea.

“Here, this should help,” Greg said, sitting beside me on the bench by the lake.

The water was calm, reflecting the soft glow of the setting sun, and the gentle lapping of the waves against the shore had a soothing effect.

“I’m sorry,” I finally whispered, breaking the silence. “For everything.”

“You don’t need to apologize, Laura. You’ve been through a lot.”

His words opened a floodgate inside me, and before I knew it, I was spilling out everything—the heartbreak of the last few days. Greg listened without saying a word, just letting me talk.

As the stars began to appear overhead, I felt the exhaustion of it all catching up with me. I leaned back against the bench and drifted off to sleep.

***

The next morning, Greg was nearby, smiling warmly as he handed me a cup of coffee.

“Morning. How are you feeling?”

"Better." I finally smiled.

We were sipping our coffee and laughing about the previous night—about my disastrous toast, the awkward dance, and, of course, the unfortunate incident with his shoes. For the first time, I found myself genuinely laughing.

As we enjoyed the quiet morning, Greg said:

“You know, life throws us curve balls all the time. It’s not about how we fall. It’s about how we get back up. Don’t waste your time and energy on someone who doesn’t value you."

That's when I realized that I had been so caught up in chasing a fantasy that I overlooked the real, genuine love right in front of me.

That day, Greg and I spent time together walking along the lakeshore, talking about life, and sharing our dreams. In those simple moments, I found the love I had been searching for.

Tell us what you think about this story, and share it with your friends. It might inspire them and brighten their day.

If you enjoyed this story, read this one: For years, my husband mocked my plump figure. I often turned to food to cope with our troubled marriage. One day, his jokes went too far—he compared me to a slim, beautiful woman in front of everyone. That was the moment I decided to take control. Soon after, I shocked my husband and left him speechless. Read the full story here.

This piece is inspired by stories from the everyday lives of our readers and written by a professional writer. Any resemblance to actual names or locations is purely coincidental. All images are for illustration purposes only. Share your story with us; maybe it will change someone’s life. If you would like to share your story, please send it to info@amomama.com.