At 37, I thought I could finally date in peace until my Mom crashed dinner with a list of rules… and somehow ended up on a date with my boyfriend.
I always knew I had a mom. But sometimes, it felt like my mom was my whole life. I was 37, but that didn’t stop her from asking me every single day:
“Are you wearing warm socks?” or “Are you sure he looked at you with respect and not… interest?”
For illustration purposes only | Source: Midjourney
I worked in a museum, adored art history, lived in my own apartment, had a bank account, and had two degrees… Yet every time I saw “Mom calling” on my phone, I instinctively straightened my posture.
She controlled everything. From when I should go to bed to what color I painted my nails.
Once, I ordered salmon delivery, and 20 minutes later, she called.
“I saw him go into your house. Was that him?”
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“Mom, are you spying on my house?”
“I just sat in the car nearby. In case of suspicious movement.”
She had binoculars. And a notebook. She called it “just in case.”
As a child, it was cute. At 20, it got annoying. By 30, I began to question our “normal.”
At 37, I met Theo.
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For the first time in my life, I didn’t tell her right away.
It was my first grown-up secret. And, of course, it lasted exactly three days. Until Mom ruined everything.
But I’ll tell you that in a moment.
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***
I was preparing for my dinner with Theo. I baked a pie I found online, not from Mom’s sacred recipe book.
Even if it came out a bit burnt and the chicken was a little dry — those were my mistakes. My life.
I could already imagine my mother’s face if she saw the meal — a guaranteed explosion. I smiled quietly to myself while checking the candles.
For illustration purposes only | Source: Midjourney
A week earlier, she declared, “I want to meet him. In person. At my house. At the table. With my questions.”
“Mom, let me be an adult for once. I’ll decide when to introduce you.”
She backed off for once. It felt odd, but I didn’t think much of it. Big mistake.
That night, Theo came over for the first time. He brought tulips, non-alcoholic wine (knowing I was tired after work), and a cake from the bakery I always visit during lunch.
For illustration purposes only | Source: Midjourney
“I just wanted to get everything right,” he smiled, setting the plates.
“Theo, with you, it always feels right.”
Something warm and calm bloomed in my chest. We talked for hours. Laughed. Dreamed.
“Imagine… a little house by an old lighthouse,” he said.
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“And in the basement — an archive of old love letters.”
“You’d preserve them, and I’d write new ones.”
Candles were burning low. Music hummed softly. He touched my hand.
“I thought after all the heartbreaks, nothing would ever happen again. And then you came along…”
And at that exact moment…
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“ACHOO!”
From the closet. We froze.
“You’re not alone?” Theo shot me a look.
I got up. Opened the closet.
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“Mooom?!”
She sat in the dark. With a headlamp. And a thermos.
“What… what are you doing?!”
“Oh, hi! I was just checking if you’re storing things in your closet without lavender,” she mumbled, not even trying to sound convincing.
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“You broke into my apartment?!”
“I was just making sure. Listening. Evaluating. I didn’t interfere!”
Theo, somehow, still managed to smile politely.
“Good evening. I’m Theo. Very nice to meet you.”
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“Theo. Short. Like most male patients,” Mom said, sitting on the couch. “Sit. Let’s get to know each other.”
I wanted to run. But Theo sat down. Bravely.
And the interrogation began.
“Do you have a job?”
“Yes. I teach literature…”
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“Do you work 9 to 5?”
“Flexible hours.”
“So, no structure. Got it. Do you drink alcohol?”
“A glass of wine, sometimes…”
“Sometimes means regularly.”
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“Mom…”
“Quiet, Eliza. I’m asking.”
Then she turned back to him again, “How many women before my daughter?”
“I… excuse me?”
“Are you deaf?”
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“No, I just think that’s a bit…”
“You should always think. Before approaching a woman with serious intentions.”
Theo looked at me. As if to ask, “Is this a joke?”
I tried to say with my eyes, “No. This is my life.”
For illustration purposes only | Source: Midjourney
Mom stood up. “Now, a test.”
“What?” we both said.
“Wipe the table. With a sponge. No streaks. If there’s even one mark — you’re not for her.”
“Mom, enough!”
I was desperate and angry. But to my greatest surprise…
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Theo stood up, went to the kitchen, found the sponge… and wiped. It was perfect. She checked the surface and ran her finger across.
“Hmm. Survived. For now.”
Then, Mom dramatically handed Theo a paper. He smiled while skimming it, then slowly, he frowned before handing it to me.
“I think I should go. I’ll call you.”
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He left. Just like that. I finally looked down at the letters she wrote in thick black marker.
RULES FOR DATING MY DAUGTER
1. Have a job.
2. Understand I don’t like you.
3. I am EVERYWHERE.
4. You make HER cry — I make YOU cry.
5. Be home 30 min early.
6. SHE is my PRINCESS. Not your conquest.
7. I don’t mind going to jail.
For illustration purposes only | Source: Celebritist
Daugter. With a typo. That said it all.
“Mom, it’s time for you to go.”
“Oh, sweetie, if he leaves at the first sign of trouble, is he even a man?”
“He didn’t leave me. He said he’d call.”
“Same thing.”
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“Maybe he just didn’t enjoy being around you?”
“You’re overreacting.”
“You crossed the line, Mom! Please, leave. I want to be alone.”
Mom’s words echoed in my head.
Has Theo really left… forever?
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***
Three days passed. No texts. No calls. I caved and sent him a short message:
“I’m sorry for how everything went. You didn’t deserve that.”
Seen. No reply.
And then — a knock at the door. I opened it, my heart racing. It was him and he was there with flowers.
“Come on. I’ve planned a date… for you and your Mom.”
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I blinked. “What?”
“Just trust me.”
We picked up my Mom. She barely got in the car before starting her usual commentary.
“Where are we going? I have to defrost the freezer!”
“Surprise,” Theo smiled.
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The first stop? His lecture.
Mom and I sat in the back. Theo stood in front of a class full of students, talking about love in literature.
“To be with someone doesn’t always feel poetic. But it’s always worth it.”
“Oh, I might fall asleep here,” Mom whispered.
“Mom. Shhh.”
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“If he’s trying to seduce us both with lectures — he failed.”
I gave her a look. But I held on. I knew this wasn’t all Theo had planned.
Next stop — a boat ride. On the lake, with a plaid blanket, strawberries, and tea in a thermos. (Yes, the exact tea Mom liked. He remembered.)
For illustration purposes only | Source: Midjourney
“Yet another romantic coma,” Mom muttered, but this time, she was chuckling.
As we floated, Theo turned to her gently.
“So, Barbara. What are your hobbies?”
She raised an eyebrow.
“Hobbies? Suspicion. Avoiding scams. Crosswords when I can’t sleep.”
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“I bet you’re good at them.”
“I once found three typos in The New York Times. Sent them a letter. And you didn’t find one.”
“You planted that typo?”
“Of course, sweetie — it was a test for your Theo.”
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“A test? For spelling? Mom, he’s a university professor!”
“No, more like a test for politeness,” she smirked. “He passed.”
Then she leaned to move closer to the edge… and slipped.
SPLASH.
She fell right into the water. I gasped. Then, she laughed so hard I nearly joined her.
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“YOU LAUGHING? I COULD DROWN!”
Theo jumped in without hesitation. Swam straight to her, helped her out, and wrapped her in a blanket. Soaked, shivering, furious — but secretly touched. Back on land, she was about to stomp away.
“I need to go home. I’m done.”
Theo calmly said, “There’s a sports store nearby. Time for a wardrobe refresh.”
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He disappeared. Came back ten minutes later with two matching athletic outfits. One for me. One for Mom. She held hers suspiciously.
“How did you guess my size?”
“Easy. You’re built perfectly for a Medium. Athletic and classic.”
She smiled. Barely. Quietly. But I saw it. She loved attention.
For illustration purposes only | Source: Midjourney
We changed. And then — the climbing wall.
“Last challenge, I promise,” Theo grinned. “Climbing wall. One climbs, the other keeps the rope. Trust exercise.”
“Oh no. I’m 60!”
“Exactly. Perfect age for adventure.”
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To my absolute shock, Mom went first. Halfway up, she shouted:
“THEO! IF I FALL — I’M HAUNTING YOU!”
She didn’t fall. She reached the top. And when she came down, her eyes were gleaming.
“Okay, professor. Not bad.”
For illustration purposes only | Source: Midjourney
“To end the day,” Theo said, “I’d like to make you both dinner. My place.”
Mom looked at me. “I have no choice. I need to see where this man lives. Maybe I’ll discover his secret lair.”
***
Theo’s house was beautiful. Clean. Warm. It smelled like citrus and cedar. I’d never been there before. And I was stunned.
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“Did you buy this on a teacher’s salary or rob a bank?” Mom asked, peeking into the kitchen.
“Started saving in high school. Plus I teach online courses on the side. Hard work pays off.”
“Well, look at you,” she muttered. Then, louder, “Does the fridge clean itself, or are you just this weird?”
Theo just laughed.
For illustration purposes only | Source: Midjourney
We sat on the terrace. Theo grilled steaks nearby while the sun dipped low. Mom leaned back. Actually relaxed.
“You know… he’s not so bad, honey.”
“Really? Wow. Mom, you’re on fire today.”
“I was too distrustful. Because your father left. And I didn’t want you to get burned like I did.”
For illustration purposes only | Source: Midjourney
“But Mom, it’s my life. I need to make my own mistakes. Walk my own path.”
“Theo is wonderful. It’s obvious he loves you. I mean, he jumped in a lake to save his future mother-in-law.”
We both laughed.
“And he could’ve dropped me on that climbing wall. But he didn’t. That’s some nerve control.”
Theo joined us, carrying two plates.
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“Hungry?”
“Always,” Mom said.
“Even for this? Because I have one more course.”
Theo knelt on one knee.
“Eliza, these past three months have been the best of my life. You’ve brought color back into everything. And your mom… we’re friends now.”
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“Almost,” Mom added.
“Not even the rule list could scare me away. I want to share my home, my life… all of it. And yes, even see your mom — but no more than twice a week.”
He laughed. I gasped.
“Will you marry me?”
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I blinked. Heart racing.
“Sweetheart,” Mom nudged me. “I’d have said yes already.”
“YES. Of course — yes!”
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***
Mom changed.
She started Pilates, bought her first floral swimsuit, and we no longer lived in a co-dependent loop. We were separate but always family.
Finally, our coffee dates felt like chats between old friends.
For illustration purposes only | Source: Midjourney
She told me about her fitness class. I told her how Theo’d forgotten to take out the trash and called it a “creative delay.”
I finally became myself. And I think — she also did.
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Man Who Asked Me Out Didn’t Realize I Was the ‘Fat Girl’ He Bullied in High School – My Perfect Revenge
When Jen matches with her high school bully on a dating site, she relives the trauma of her childhood. But still, she goes on the date—as a way of getting revenge for how she was treated. The date ends up being a bust, and Jen doesn’t get what she intended, so she plans a second meeting…
I sat at the bar, pretending to be absorbed in my phone as the door swung open and my date walked in. After meeting on a dating app, Justin and I had decided that it was finally time to meet.
Except that Justin and I had met before—just that he didn’t remember it.
A person using her phone | Source: Unsplash
As he walked in, the familiar jolt of recognition shot through me, but on his face, there was only the casual scan of a man on the lookout for someone who could have been anyone but the girl he once tormented. As he approached, his smile was confident, practiced.
I steeled myself, reminding my racing heart of its role tonight—a new woman, who just wanted revenge.
A smiling man | Source: Unsplash
“Hey, Jen,” he said, sliding into the seat beside me, unaware of the storm he was walking into. “I hope I’m not too late?”
“Not at all,” I replied, my voice steady and sweet. “I was just enjoying the vibe here. This place has changed since the last time I was around.”
People sitting at a bar | Source: Pexels
When we had matched on the app, I was convinced that Justin wouldn’t be able to recognize me. Since high school, I had drastically changed—everything from my hair, my weight, and my sense of style.
I was a new person.
“Yeah, it’s got a good crowd tonight,” Justin nodded, waving over a bartender. “Can I get you a drink now?”
People sitting at a bar | Source: Pexels
I watched him closely—he had barely changed since the last time I saw him. It had been our high school graduation, followed by a party in an open field. Justin had barely glanced at me. He didn’t register that I was someone who had been attracted to him.
Then, not now.
A group of graduates | Source: Pexels
When we matched, I wasn’t interested in Justin—but after I spoke to my sister, we both thought that messing with Justin would be healing in some way.
“Sure, a gin and tonic, thank you,” I said, watching his face for any sign of recognition. There was none. It was clear as he saw me—I was just another date. Just another woman that he had picked up.
A cocktail with strawberries | Source: Pexels
As he chatted about his job and recent travels, I nodded along, my mind racing ahead to the plan unfolding around us. The bar was filling up quickly.
Justin continued to speak, and I began to space out—remembering moments from high school.
Students hanging out together | Source: Pexels
Like the one time when the dull echo of my footsteps in the empty high school corridor seemed louder than usual, reverberating off the lockers with a metallic chill.
I clutched my books tightly to my chest, my eyes downcast, trying to make myself invisible. The memory of Justin’s harsh laughter from earlier that day still stung, a cruel reminder of my daily ordeal.
A close-up of lockers | Source: Pexels
As I turned the corner, I could hear the muffled sounds of other students, their voices light and carefree. I approached the bathroom, a temporary refuge where I could gather myself away from prying eyes and sharp tongues.
I could never eat in the cafeteria. They would all look at me and laugh.
Meals on trays | Source: Unsplash
I remember pushing the bathroom door open, the familiar scent of industrial cleaner mixed with a hint of floral air freshener greeted me. I checked the stalls quickly—empty—and allowed myself a moment to lean against the cool tile wall, exhaling slowly.
The tears came then, quietly at first, then with a shuddering force I couldn’t contain. It wasn’t just the words that Justin had hurled at me—it was the relentless, grinding down of my spirit, day after day.
A bathroom stall | Source: Unsplash
Bringing me back to the present, Justin asked if I wanted to leave the bar after our drink and get something to eat at the many food stalls outside. Younger me would never, but I was different now.
As he asked for the bill, Justin began to hound the waitress.
A couple drinking at the bar | Source: Pexels
“I need you to hurry up,” he told her. “We’ve got places to be and you’re just taking up my time. Could you do your job any slower?”
She blinked back tears and went to get the bill.
“My ex-girlfriend was just like that,” he said, turning to me. “Her eyes would well up whenever I said anything.”
A smiling waitress | Source: Unsplash
The evening ended with me leaving Justin outside the bar, claiming that I had a headache and needed to sleep it off.
I was disappointed that I didn’t get my revenge.
At home, I sat with my laptop in bed and decided to take another shot at having my revenge against Justin. I logged onto Facebook and created an event—adding everyone who had gone to high school with us.
A person using their laptop in bed | Source: Pexels
I planned the reunion, making the bar that I had just left the location for our meeting. When the event was created, many of my ex-classmates indicated that they would be there—there were many shares and by the next morning, the number of people attending had grown.
A laptop opened to Facebook | Source: Pexels
On the day of the reunion, I spent a while getting dressed. This was a big moment. This was for everyone to see that I was the best version of myself—and that I was confident in my own skin.
At the bar, I went straight to the bartender and made sure that the bill would be sent to Justin at the end of the evening, giving his name and number.
A woman doing her make up | Source: Pexels
After a while, Justin came up to me with a big grin on his face.
“You seem different, have we met before?” he asked, slurping his drink.
He didn’t even have the decency to remember me from drinks the previous week.
The irony of his words almost made me laugh, but I kept my composure.
A person holding a glass | Source: Pexels
“I get that a lot,” I deflected. “Maybe I just have one of those faces.”
Justin laughed, shrugging as he turned to signal the bartender for another round.
“But you do know me,” I said. “You really haven’t changed, have you, Justin?”
“What do you mean?”
A couple talking | Source: Pexels
“Just that you’ve always had this way of making people feel less,” I pressed on, my resolve hardening with each word. “Like how you talk to the waitress, or how you joked about your ex the other night.”
Justin’s face hardened when he realized who I was—but still, I was merely the girl from the dating app, not the one who had been bullied by him before.
A person holding her phone | Source: Pexels
“What? Oh! Jen!” he said, his face contorting.
“Do you remember Jennifer from high school?” I asked loudly, hoping that people would be listening. “The girl that you tormented. The girl that you made sure knew how different she was from everyone else. That she didn’t fit your cruel standards.”
His face went pale, his eyes widening as realization dawned, connecting the past with the present.
A shocked man | Source: Pexels
“I’m that Jennifer,” I said. “And tonight, I wanted you to see exactly who I have become, despite your best efforts to break me down.”
Justin stood up, his mouth opening and closing, searching for something to say but finding nothing. Around us, the expressions from our classmates ranged from shock to support, their eyes fixed on us.
A surprised woman | Source: Unsplash
“I hope one day you’ll understand the weight of your words, how deeply they can cut,” I said.
Turning on my heel, I left him standing there stupidly, the bill for the drinks being the least of his worries.
Finally, I had done it.
A person holding a receipt | Source: Pexels
What would you have done?
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