Being a radio host who gives dating advice doesn’t make navigating love any easier—especially when I crashed my best friend’s first date dressed as a clown. What happened that night was unexpected, and now I’m caught in a situation I never saw coming. Sometimes, life takes you where you least expect.
Once again, I found myself in Lucy’s cozy kitchen, she animatedly talked about yet another man who had caught her attention. Lucy’s love life was always buzzing with activity, unlike mine.
For illustration purposes only. | Source: Midjourney
Finding a partner wasn’t easy for me—I didn’t want to date just to avoid being alone.
I believed it was better to wait than to settle, even if that meant coming home to my cat instead of a husband.
“He’s perfect!” Lucy said, pulling me out of my thoughts. “We’ve been texting nonstop. He’s so sweet. I think he might be different.”
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“So, you haven’t actually met him yet?” I asked, raising an eyebrow.
“Not yet, but we’re meeting Friday. I’m so excited. I can feel this is going to be great!” she said.
I smirked without meaning to.
“What’s that look for?” she asked, narrowing her eyes.
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“Nothing. It’s just… you don’t even know him yet. People can seem amazing online but be completely different in real life,” I said.
“You’re so distrustful. That’s why you don’t have a man,” Lucy replied, crossing her arms.
“I don’t have a man because men are idiots,” I said with a shrug.
“Not Mike. He’s wonderful. I think he might even be the one,” she said.
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“Listen to your heart,” I replied. That was my go-to advice, though Lucy said it about every guy she met.
After that evening, I forgot about Mike and Lucy’s upcoming date—until Friday arrived, and I received a message from her.
There I was, dressed as a clown, surrounded by kids—my niece’s friends—because my brother had forgotten to hire an entertainer for her birthday party.
For illustration purposes only. | Source: Midjourney
The striped clown suit was too tight, and the red wig itched like crazy. I could feel sweat dripping down my back as kids tugged at my oversized shoes and poked my sides.
“Well, you can do it,” my brother had said, as if asking me to juggle balloons and make kids laugh was no big deal.
“I’m a radio host, not an entertainer!” I snapped.
“It’s basically the same thing,” he replied with a grin.
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Even though I wanted to storm out, we both knew I wouldn’t. I always stepped in for family, no matter how ridiculous the request.
As I tried to keep the kids from snatching my wig, my phone buzzed in my pocket. I quickly checked it, careful to keep my clown nose in place.
@Lucy
When will you be free???
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@Me
About half an hour
@Lucy
I need your help!!!!
@Me
What happened??
I frowned. Lucy was on her date with Mike. Had something gone wrong?
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@Lucy
I don’t know if Mike likes me! I need you to find out!
@Me
How am I supposed to do that?
@Lucy
You do this all the time on your radio show!
@Me
I’m in a clown costume!!!
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@Lucy
Pleaseeeeeee
@Me
Fine, but you owe me.
@Lucy
Thank you thank you thank you!!!!!!!
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I sighed, stuffing my phone back into my pocket. After peeling off the kids and saying goodbye, I messaged Lucy for the location and called a cab.
When I walked into the dimly lit bar, Lucy spotted me instantly and waved enthusiastically.
I hesitated, adjusting my ridiculous clown wig as a group of strangers gave me confused looks. Taking a deep breath, I made my way to their table.
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Lucy beamed as I sat down. “Mike, this is Trish, my best friend,” she said.
“Nice to meet you,” Mike said. His eyes briefly flicked to my bright red nose.
“Hi,” I replied, trying to ignore how ridiculous I looked.
Lucy launched into small talk, but the conversation quickly shifted. Mike mentioned a classic movie, and I couldn’t help but jump in.
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“You’re into old films?” I asked, intrigued.
“Big time,” Mike said, his face lighting up.
We exchanged favorite titles, diving into directors and scenes. Lucy fidgeted, looking uninterested. I tried to change topics, but Mike kept steering it back.
When Lucy excused herself, I leaned in. “So, what do you think of Lucy?” I asked.
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“Um… I mean, she’s cute,” Mike said, glancing away like he wasn’t sure how to answer.
“Nice? Lucy is more than cute. She’s amazing,” I said, my voice firm. “She’s funny, smart, and a great cook. I go to her place for dinner sometimes because I can’t stand cooking.”
“I love cooking,” Mike said, smiling a little.
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“See? You two already have something in common,” I said, trying to be encouraging. But then he looked right at me.
His eyes seemed to study mine, and for a moment, I felt something strange. It was like a spark, something unexpected. My cheeks got warm, and I quickly smiled back.
“But I don’t want to argue over who cooks dinner,” Mike said, breaking the moment. “There should only be one chef in the kitchen.”
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I laughed. “So, you’re the chef?” I asked, raising an eyebrow.
“Always,” he said with a grin, and we both laughed.
Just then, Lucy returned to the table. “What’s so funny?” she asked, looking between us. “Were you talking about me?”
“Sort of,” I said.
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Mike’s phone buzzed, and he excused himself to take the call. The moment he left, Lucy turned to me eagerly. “So? What does he think of me?”
“He thinks you’re cute,” I said carefully. “What do you think of him?”
“I don’t know,” she said, her brow furrowing. “Watching you two, I feel like he’s more your type.”
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“Pfft. What? No. What? No,” I stammered.
“Not very convincing,” she said with a smirk.
“It doesn’t matter. He’s your date,” I said firmly. “There’s a rule—never go after your friend’s guy.”
“It’s just a first date,” Lucy said with a shrug. Then she smiled. “But I’m glad you reacted like that—I think I really like him.”
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I smiled back, but deep down, something felt off. A tiny pang of sadness hit me, and I wasn’t sure why.
We stayed a bit longer, and I tried to shift the focus so Mike and Lucy could talk.
But every time I said something to steer the conversation, Mike directed his answers back to me. It was hard not to notice, and Lucy didn’t seem thrilled.
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When we decided to leave, Lucy headed to the restroom again, leaving me alone with Mike. The night air was cool, and I shivered a little.
“So, do you work as an entertainer?” Mike asked, his tone light.
“Why do you ask?” I replied, narrowing my eyes playfully. Then I saw him glance at my outfit, and it hit me. “Oh, no! I host a radio show. Dating advice, mostly. My niece had a birthday party, and my brother forgot to hire an entertainer.” I gestured to my clown costume with a sheepish smile.
For illustration purposes only. | Source: Midjourney
“Well, that’s bold of you,” Mike said, grinning.
“It was fine until the kids tried to tear my costume apart. They’re little savages,” I joked.
Mike laughed. “Kids can be wild. They’ve got endless energy.”
“Yeah, but they mean well,” I said.
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He paused. “Listen, Trish…” he began, his voice softer, but before he could finish, Lucy appeared.
“Want to walk me home?” she asked him brightly. “I live close by.”
“Of course,” Mike said, stepping toward her.
He turned back to me, and we both hesitated. He went for a hug while I offered a handshake, and we ended up with an awkward high five.
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It made us laugh, but as they walked away, I felt something strange, a little twist in my chest.
The next few days passed quietly. Lucy didn’t say much about Mike, which was unusual for her.
She only mentioned that he hadn’t wanted to come up to her apartment after their date.
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She shrugged it off, but I could tell she wasn’t thrilled. I didn’t press her for details.
One morning, as I was sipping my coffee, my phone buzzed. It was a text from an unknown number.
@Unknown
Hey 🙂 It’s Mike. I know this is weird, but would you like to meet up sometime?
I stared at the screen, my stomach flipping.
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@Me
How did you get my number?
@Unknown
Secret 😉 So, what do you think?
I frowned, trying to steady my thoughts.
@Me
Sorry, I don’t go on dates with men my friends like.
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@Unknown
Lucy and I only had one date. But I haven’t felt a connection like this in years—with anyone. Not until I met you.
My chest tightened. I stared at the words longer than I should have.
@Me
Sorry, but no.
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I set my phone down. Saying no felt like the right thing, but his words lingered, leaving a knot I couldn’t untangle.
I tried to shake it off and focus on work. During my radio show, I put on my usual cheerful voice, pretending my own heart wasn’t a mess.
“Hi, this is Trish. How can I help with your love troubles?” I said, wishing someone could help with mine.
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“Hi,” a man’s voice said, calm and familiar. “I don’t date much. It’s hard for me to find a connection with someone. But recently, I went on a date with one woman. Her friend showed up in a clown costume. And, well, with the friend, I felt something I haven’t felt in years—maybe ever.”
I froze. My heart skipped a beat. It was Mike.
“But she won’t go out with me. She says it’s wrong. I don’t know what to do,” he said. “I really like her.”
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My mouth went dry. “Maybe you should listen to her and let it go,” I managed, my voice unsteady.
“She’s unforgettable. The kind of person who stays with you for a lifetime,” he said softly.
I smiled, caught off guard. “You probably just think that because she was wearing a clown costume,” I said, my tone lighter.
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“I’d remember her no matter what she wore,” he replied without hesitation. “So, will this girl go out with me?”
I hesitated, feeling torn. “I’m afraid that’s impossible,” I said quietly.
Before I could say more, my producer buzzed in. “Take the next call—it’s important,” she said.
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I switched lines. “Go out with him! You have my blessing!” Lucy yelled through the line. I blinked, stunned. “Finally, a guy you like!”
“But you like him,” I stammered, realizing we were still live.
“Not really. He likes you,” Lucy said.
“It’s not right,” I protested weakly.
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“Forget right or wrong. Listen to your heart. You always say that to others. Take your own advice for once,” Lucy urged.
“So, what do you say?” Mike’s voice came back, gentle but insistent. “Her friend gave her blessing.”
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I sighed, my walls crumbling. “Yes,” I whispered.
The sound engineer played an applause track, and I couldn’t help but laugh. My face burned as I blushed, feeling completely exposed—but strangely happy.
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If you enjoyed this story, read this one: Attending my daughter’s wedding was supposed to be a joyful moment, but facing my ex-husband and his new wife turned everything upside down. Old wounds resurfaced, and new betrayals came to light. I thought I’d left the past behind, but this trip forced me to confront truths I wasn’t ready to face.
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My Boyfriend Proposed Right After Seeing My Luxury Apartment—He Had No Idea It Was a Test
When Sloane finally lets her boyfriend see her luxurious penthouse, he proposes the next day. But when a sudden “disaster” strikes, his loyalty crumbles. What he doesn’t know? It’s all a test… and she’s been watching closely. This is a story about power, love, and the moment a woman chooses herself.
I don’t usually play games, especially with people.
But something about Ryan’s timing felt too polished, too sudden… like he’d skipped a few pages in our story and jumped to the part where I say “yes” with stars in my eyes.
A pensive woman sitting on a couch | Source: Midjourney
Spoiler: I did say yes. Just not for the reason he thought.
We met eight months ago at a dive bar downtown, one of those dimly lit places where the cocktails are all whiskey-based and the bartenders wear suspenders like it’s a religion.
Ryan had an easy smile, a firm handshake, and eyes that lingered just long enough to be charming, not creepy. We talked about everything that night, late 20s burnout, startup dreams, childhood regrets.
The interior of a dive bar | Source: Midjourney
He was smart. Charismatic. Ambitious in a restless, surface-level kind of way. And when he kissed me outside under a busted neon sign that blinked like it couldn’t decide what mood it was in, I thought that maybe this could be something.
And it was. For a while.
But here’s the thing about charm, it can start to sound like a script.
A smiling man | Source: Midjourney
By our third month together, I noticed the patterns. We always went to his apartment. A cramped one-bedroom in a building that smelled faintly of incense and despair.
He called it “charming.” I called it “no hot water after 10.”
Ryan always paid for dinner but only if we ate somewhere cheap. He talked about “tired gold-diggers” and “materialistic women” like it was a rehearsed speech he knew well. I started realizing that he spent a lot of time talking about what he didn’t want in a partner and very little time asking me what I wanted.
What Ryan didn’t know?
The interior of a fast food place | Source: Midjourney
Two years ago, I sold my AI-powered wellness startup to a tech giant for seven figures. I’d spent my early 20s living on instant ramen and building backend code between shifts at a co-writing space that smelled like ambition and burnt coffee.
The acquisition was clean, and I reinvested most of it. Between that, advisory roles, and a few early crypto plays I cashed out of just in time, I was more than fine. Now, I worked at another tech company, helping build them up and keep myself busy.
But I never dressed the part. I drove my old car because it had been my father’s and he had passed it down to me. I wore clothes that weren’t name brands but fit well on my body. And I hadn’t brought Ryan home because I needed to know who he was before he saw what I had.
A bowl of ramen | Source: Midjourney
By the sixth month, I invited him to my place.
“Finally, Sloane,” Ryan grinned as he stepped out of the car. “I was starting to think that you were hiding a secret family or something.”
The doorman, Joe, greeted me by name, smiling warmly.
“Sloane, welcome home,” he said, tipping his hat.
A smiling doorman | Source: Midjourney
Ryan glanced at him, then back to me, eyebrows raised. I didn’t say anything. I just tapped the button for the private elevator and stepped inside. The doors slid shut with a whisper.
When they opened again, we were in my apartment. My sanctuary. Light poured in from the floor-to-ceiling windows. The skyline glittered like it had dressed up for the occasion. My living room was clean and quiet, the kind of quiet that came with double-insulated glass and peace that money can buy.
He didn’t step in at first. He just stood there, staring.
An elevator in a foyer | Source: Midjourney
“This is… wow, Sloane,” he said finally. “You live here?!”
“Yeah,” I said, slipping off my heels and placing them on a mat I’d imported from Tokyo. “Not bad, right? Comfortable.”
He walked in slowly, like he was afraid to touch anything but couldn’t help himself. His fingertips dragged across the marble countertops. He opened the wine fridge, Sub-Zero, custom installed, and nodded to himself.
“Not too shabby,” he said.
A wine fridge in a kitchen | Source: Midjourney
Ryan continued to walk around, stopping at one of the abstract canvases hanging over the fireplace.
“How much is that one worth?” he asked.
I shrugged but I was watching him now. Closely.
He didn’t ask to sit down. He just kept moving. His eyes lingered on the custom couch, on the Eames chair in the corner, the fridge that synced with my sommelier app to suggest pairings based on what I had chilled.
A chair in the living room of a penthouse | Source: Midjourney
He didn’t kiss me that night. He barely touched my arm or leg, something that he had done all the time. Instead, he just kept smiling that dazed, boyish smile… like he’d stumbled into a fairytale and didn’t want to wake up.
And one week later, he proposed.
Ryan and I hadn’t really talked about marriage. Not in the way you do when you’re building a future. No deep conversations about kids or biological clocks or timelines, no dreamy what-if scenarios over wine.
A close up of a man | Source: Midjourney
Just vague nods to “someday” and offhand comments about “building something together.”
It always felt like a placeholder, not a plan.
So when he showed up a week later, standing in my living room with a ring box in one hand and nervous energy leaking from every pore, I blinked.
Unaware. But also… not surprised.
A ring box on a coffee table | Source: Midjourney
Ryan launched into a speech. He went on about knowing when you’ve found the one. About how life’s too short to wait or waste time. Something about seizing the moment when the universe gives you a sign.
I smiled. I pretended to be surprised. I said yes. I even kissed him.
But something inside me stayed still.
A smiling woman standing in a living room | Source: Midjourney
Because what he didn’t know was that Jules, my best friend, had seen him the day after his jaw dropped when he saw my penthouse.
She’d called me from the mall.
“He’s at the jewelry counter,” she said, whispering. “Sloane, he’s literally pointing at rings like he’s late for something. He’s not even looking at them properly! Girl, are you sure about him? He’s going to propose soon. I can feel it from his energy.”
A ring display at a jewelry store | Source: Midjourney
I didn’t know how to answer her. I cared for Ryan, sure. But did I love him?
Knowing what I knew, the proposal wasn’t romantic at all.
It was strategic. So yeah, I said yes. But not because I was in love. Because I needed to know if he was.
Did Ryan want a life with me? Or did he want a lifestyle that came with a marble kitchen and a fridge smarter than most people?
I needed to be sure.
A romantic table setting | Source: Midjourney
So I smiled, slid the ring on, and started planning the trap.
One week later, I called him in tears.
“Ryan?” I sniffled, letting just enough panic bleed into my voice. “I got fired. They said it was restructuring but I don’t know… Everything’s just… falling apart.”
A woman sitting on a couch | Source: Midjourney
There was a pause. Just a beat too long.
“Oh… wow. That’s… unexpected,” he said slowly, like his brain was trying to pull the words out of sludge.
“I know,” I whispered. “And to make it worse… the apartment? My goodness! A pipe burst. There’s water damage everywhere. The wooden floors are ruined in the guest room. It’s unlivable.”
A close up of a burst pipe | Source: Midjourney
More silence. Thick, heavy silence. And then a throat clearing.
“Unlivable?” he repeated. “What does that mean?”
“Exactly what you think it means, Ryan. I’m staying with Jules for now. Just until I figure things out.”
This time, the silence stretched.
A man talking on the phone | Source: Midjourney
I sat cross-legged on my leather sofa, bone dry, of course, twisting my hair into a loose, anxious knot for effect. I imagined him on the other end, blinking stupidly, recalculating.
The ring.
The “forever” speech.
The skyline he’d mentally moved into.
“I… I didn’t expect this, Sloane,” he finally said, his voice having lost all its lustre. “Maybe we should… slow things down. Rebuild. You know, get stable before we move forward.”
A woman sitting on a couch wearing a fluffy sweater | Source: Midjourney
“Right,” I murmured, just above a whisper, letting my breath hitch like I was trying not to cry. This was it… this was Ryan refusing to see me. This was Ryan blatantly showing me that he didn’t care.
“I get it,” I said.
The next morning, he texted me.
“I think we moved too fast. Let’s take some space, Sloane.”
No calls. No offers to help. He was just… gone.
A cellphone on a table | Source: Midjourney
I waited three days.
And then I called him. It was a video call this time because some truths deserve a front-row seat.
Ryan answered the phone, looking like he hadn’t shaved or slept well. His hoodie was wrinkled and his voice came out rough.
“Sloane, hey…”
A close up of a tired man in a grey hoodie | Source: Midjourney
I was standing on the balcony, wearing my silk pajamas, barefoot against the warm stone tiles. I had a chilled glass of champagne on the side table next to me, and I was ready to put my heartache on hold.
And to teach Ryan a lesson, of course.
I didn’t smile. I just tilted the phone slightly.
A glass of champagne on a table | Source: Midjourney
“You’re back home?” he asked, hope sparking his eyes.
“I’m home,” I said simply. “But it’s funny, isn’t it?”
“What is, Sloane?” he asked, sighing like he was just so tired.
“That you vanished faster than the so-called flood in my apartment. Well, everything is fine. There was nothing wrong with my apartment. I just wanted to know if you truly cared about me… but I guess not, huh?”
A woman standing on a penthouse balcony | Source: Midjourney
His mouth opened, then closed.
“I got promoted too, by the way,” I added. My voice was steady, but my heart was hammering.
This was it.
This was the moment I ended it with Ryan. All those months of us getting to know each other, spending time together… all of that was over.
“Anyway,” I continued. “The CEO offered me the European expansion. I’ll have Paris on my doorstep. Big win for me, Ryan.”
A view of the Eiffel tower | Source: Midjourney
A flicker of shame crossed his face. Or maybe it was guilt. They often wear the same skin, don’t they?
“But thank you,” I continued, lifting the glass to my lips. “For showing me what ‘forever’ means to you. We clearly have different definitions of the word.”
“Sloane, wait… I…”
“No,” I said, my voice cracking on that word. I didn’t cover it. I let him hear the pain in my voice. “You don’t get to speak to me. Not now, not ever.”
A tired man with his eyes closed | Source: Midjourney
He blinked.
“You had your chance, Ryan. You had me. Before the skyline, before the stories, before the rushed proposal… And you let go the second it didn’t look easy for you.”
I held his gaze, just long enough to make it sting.
Then I ended the call.
Blocked. Deleted. Gone.
A side profile of a woman standing on a balcony | Source: Midjourney
Jules came over that night with Thai food and zero judgment.
She didn’t ask questions. She just kicked off her shoes, handed me a container of spring rolls, and flopped onto the couch like she’d lived there in another life.
“He really thought he played you,” she said, unwrapping her chopsticks. “Meanwhile, you were three steps ahead, glass in hand.”
Thai food takeout on a coffee table | Source: Midjourney
I gave her a half-smile, eyes still pulled toward the skyline. It looked the same as it always had, endless and glowing, but somehow… brighter. Maybe it was just me, finally seeing clearly.
“It’s weird,” I murmured. “I’m not even heartbroken, maybe a little bit. But I am… disappointed. Like I wanted him to pass the test, Jules. I really did. I was rooting for Ryan.”
“Girl,” she said, mouth full of noodles. “He didn’t even bring an umbrella to the storm. You made one phone call and he bailed like you were on fire. That man was in it for the perks, not the person.”
A carton of noodles | Source: Midjourney
I laughed, really laughed, but there was a lump in my throat anyway. Not for Ryan.
Rather for what I thought we could’ve been. For who I thought he might be.
“I think the worst part,” I said slowly. “Is knowing that he wouldn’t have survived the real storms. Like… if things actually got hard.”
Jules put her carton down and looked me dead in the eye.
“He’s not your storm shelter, babe,” she said. “He was just the weak roof you hadn’t tested yet.”
A pensive woman sitting on a couch | Source: Midjourney
And somehow, that landed harder than anything else.
People love to say, “You’ll know it’s real when things get hard.”
So, I made things look hard.
And what did he do?
A glum woman sitting on a couch | Source: Midjourney
Ghosted me. Ran.
Because it was clear that Ryan wasn’t in love with me. He was in love with the idea of me, the lifestyle, the convenience, the curated illusion. But the second that cracked, even just a little, he folded.
Not everyone can handle the truth behind the shine.
But me? I’d rather be alone in a penthouse with my peace than hand over the keys to someone who only wanted the view.
A close up of a man | Source: Midjourney
Real love isn’t about who stays when the lights are on. It’s about who holds you through the flicker. Ryan left before the first rumble of thunder.
And now?
I still have the view. The job that promises to take me places and the fridge that talks.
And most importantly?
I have the lesson.
So here’s to champagne, closure, and never again confusing potential with promise.
A glass of champagne | Source: Midjourney
What would you have done?
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