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I Thought Our Anniversary Dinner Would Be a Proposal – But My Boyfriend Ended Up Embarrassing Me in the Worst Way

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I spent years loving a man I thought I’d marry. I believed we were building something real. I truly thought he was the one. But all of that came crashing down on the night I thought he’d finally propose—when, instead, I became the joke in his twisted little show. It was the most humiliating night of my life… until I flipped the script and gave him a taste of his own medicine.

So let me tell you what really happened.

Yesterday marked our third anniversary. For weeks, I had this strong feeling in my gut that this would be the night Ryan finally proposed. I didn’t pressure him, didn’t drop hints—I just knew. The way he acted made it so obvious.

He’d made a reservation at this romantic little restaurant downtown. It was fancy. Way fancier than our usual spots. The kind of place that folds napkins with tweezers, that serves wine with words like “notes of oak” and “smoky finish.” It had flickering candles, soft music, white linen tablecloths—everything felt magical.

Ryan looked at me and said, “Dress up nice. I’ve got a special surprise for you tonight.”

My heart was so full.

I spent hours getting ready. I got my nails done, curled my hair, and wore my favorite emerald-green dress—the one he once said made me look like a movie star. I was glowing. Even though work had crushed me that week, I didn’t let it show. I told myself, Tonight is going to fix everything.

You see, I’d just lost out on a huge promotion I worked so hard for. I put in late nights, handled our biggest client, and even trained this kid Matt who was fresh out of grad school.

Guess who got the promotion?

Yep. Matt.

Why? Because of whispers in the office. Stuff like, “She’s probably gonna get married soon… maybe start a family…” Apparently, being 29 and female is enough for corporate higher-ups to decide you’re not worth investing in.

No one said it directly, but I heard things. One of the admins told me, “Upper management doesn’t like investing in someone who might vanish for a year.”

I laughed it off in the hallway, but I cried in my car.

That night, I came home and told Ryan everything. I thought he understood. He nodded, held me, said all the right things.

That’s why I needed this anniversary to be something good. I needed it to mean something.

And when dessert arrived at the restaurant, I sat up straight, my heart thudding in my chest. I knew this was the moment. I pictured him pulling out a ring. Maybe he’d say something cheesy like, “I didn’t need a promotion to know you’re the best thing that’s ever happened to me.”

But what the waiter placed in front of me wasn’t a ring.

It was a white plate with one slice of chocolate cake. Written across the top in pink icing: “Congrats on Your Promotion!”

I blinked. My breath caught. My smile froze.

“What is this?” I asked, barely above a whisper.

Ryan grinned like he’d just pulled off a magic trick. “Surprise! I thought it’d be cute to manifest it happening.”

The server smiled awkwardly. “Wow, big deal, huh? What position did you get?”

I faked a laugh. “Oh, uh… it’s not official yet.”

Ryan waved him off. “She’s being modest. It’s coming, just celebrating a little early.”

The waiter nodded slowly and walked away.

I stared at the cake. My heart was pounding. “Why would you do this?” I whispered. “You know I didn’t get it.”

“I know,” he said, still smiling. “That’s why I thought this would be sweet. A way to lift the mood. You’ve been so tense. I figured this might help shift the energy. Positive vibes, babe.”

I pushed the plate away. “You made it look like I got something I didn’t. That’s not sweet—that’s humiliating.”

He leaned back, his smile slipping. “You’re taking this way too seriously. I was just trying to be nice.”

“Nice?” My voice shook. “I didn’t get that promotion because they think I’m about to become a mom instead of a manager. I told you how crushed I was! And you turned it into a joke in front of strangers. This wasn’t about good energy. You just wanted a laugh.”

He scoffed. “It’s not like you were actually close to getting it. I figured this was the only way you’d hear ‘congrats.’ Maybe if you were getting promoted, I wouldn’t have had to fake it.”

I stared at him, stunned. “You didn’t do this to support me. You did this to make me the punchline.”

He rolled his eyes and muttered, “Whatever. You’re just being dramatic.”

I reached into my purse and pulled out my card. “I’ll pay for myself. You can leave.”

He blinked. “Are you serious?”

I nodded to the waiter, who came over with the machine. Ryan grumbled, paid his share, and stomped out, muttering something about me ruining the vibe.

I stayed behind. Ordered another glass of wine. Sat there alone, trying to slow my racing heart. The waiter came over and gently asked if I was okay. I nodded.

Three days passed. Ryan texted nonstop. I ignored every message.

Some of my friends said he probably meant well. Others said it was cruel.

Then my best friend Hannah sent a message that made me sit up.

“Girl… you need a revenge party.”

I stared at her text and thought: Yeah. I really do.

See, Ryan always loved making things about himself. He even had a tradition of throwing “Ryan Day” or “Ryan Appreciation Week” with themed shirts and party favors. He was obsessed with his looks—especially his hair. Always checking for thinning, spraying the top, asking, “Does it look full from the back?”

So I planned a party.

I texted Ryan: “I’ve been thinking. Maybe I was too sensitive. Can you come over? I have a surprise for you.”

Of course, he showed up all smug, wearing a tight shirt, giving me a little smirk. “So… you realize you overreacted, right?”

I smiled sweetly. “Come on in. I have something to show you.”

He stepped inside—and froze.

Black and gold balloons floated around the living room. A huge banner hung from the ceiling:

“CONGRATS ON BECOMING BALD!”

On the table sat a cake, almost identical to the one from the restaurant. But this one read: “Manifesting It Early!”

Both his friends and mine were there. Most of them burst out laughing.

Ryan turned beet red. “What the hell is this?!”

I grinned. “Just shifting the energy. You know… good vibes, babe.”

One of his friends, Derek, choked on his drink, laughing. Trevor whispered, “Dude… that’s brutal,” but he was grinning.

Ryan was fuming. “You think this is funny?!”

I nodded. “You thought it was funny to fake a win I worked hard for. I’m just returning the favor.”

“This is petty! It’s not the same!”

“You’re right,” I said, still smiling. “Mine’s a joke. Yours was cruel.”

He looked around, clearly expecting backup. “Guys? Seriously?”

Derek shrugged. “Man, you kind of set yourself up. That promotion cake was messed up.”

Trevor added, “I told you that cake idea was weird…”

One girl, Jenna, rolled her eyes. “You both need therapy. This is so immature.”

“You don’t have to stay,” I told her calmly.

Ryan shook his head. “We’re done. It’s over.”

“Okay,” I said, sipping my drink.

He slammed the door behind him.

A few of his friends awkwardly left. Some of mine did too. I didn’t mind.

Then, unexpectedly, Zach—one of his friends—stayed behind. He leaned against the counter, next to the cake box.

“You know,” he said, “Ryan always joked that you didn’t have a sense of humor. But that? That was one of the best comebacks I’ve ever seen.”

I raised an eyebrow. “You’re not mad I made your friend the joke?”

Zach shrugged. “He kind of deserved it. Honestly, I always thought you were too good for him.”

I blinked. “Really?”

He smiled. “Yeah. And, I mean… if you’re free this weekend…”

I laughed. “Are you asking me out?”

He smirked. “Depends. You gonna throw a party if I go bald too?”

“Only if you deserve it,” I replied.

We both laughed.

And for the first time in weeks, I didn’t feel humiliated. I felt powerful.

I had the last word. And it felt amazing.