Things Are Getting Worse
By LilDean.

“No, just grabbing a drink with Kim,” I said, trying to sound casual.
“So it is a date,” Suki chimed in with a grin.
I just rolled my eyes, smiling awkwardly. Kim had been my best friend since we were kids, and it wasn’t exactly a secret that I had feelings for her. I knew she felt the same, but we’d both agreed to wait until we finished school before taking things further.
At that moment, Julia wandered into the living room.
“Seriously, are you two ever going to get together? You’re twenty now,” she said with an exasperated sigh.
“You just want to get rid of me, admit it,” I joked.
Julia was my twenty-two-year-old sister. I had been living with her and her best friend, Suki, for about a year now. My friends were always a little envious when they found out—and who could blame them? Julia had always been the golden girl, with her sun-kissed blonde hair and effortless surfer vibe. Suki was no less striking, with her Japanese heritage and that warm, gentle smile that could melt anyone.
“We’re heading out too, by the way. We’ll close up. Don’t forget your keys in case you get back before us,” Julia called out as she grabbed her jacket.
I scooped up my keys and pulled open the door.
“Got it. Have a good night, girls.”
“Say hi to Kim for us!” Suki added with a wide grin.
****
“Hey, Leo, you’re late! As always,” Kim said as I walked up, her smile playful.
“Terribly sorry, dear Kimberley,” I said, giving her an exaggerated bow.
“Ugh, don’t call me that,” she groaned, pouting dramatically.
Kim hated her full name. She thought it sounded like something out of a trashy reality show—everything she despised.
“So, you said you found a new bar. Is it far?”
“Just ten minutes away. Come on!” Kim said, breaking into that brilliant smile that always made my heart skip a beat.
Kim was… well, she was amazing. Funny, smart, athletic—and those light blue eyes of hers could knock the wind out of me every time. She had let her chestnut hair down tonight, and it suited her perfectly.
“This is it! I came here with some friends a couple of days ago. It’s really nice.”
The bar was large, colorful, and buzzing with energy. Most of the crowd seemed to be young women.
“It’s right by my law school, so a lot of my classmates hang out here,” Kim explained as we found a table against a wall.
A young waitress came over to take our orders. As usual, Kim asked for a mojito, and I ordered a pint of beer.
After a few minutes, I noticed the wall behind us wasn’t a wall at all—it was a huge pane of glass.
“Check this out,” I said to Kim, pointing behind us. “This wall looks like a giant screen.”
“Oh yeah,” she said, leaning back to look. “Probably for sports events!”
We spent the evening catching up on our week, ordering round after round.
By the third round, though, disaster struck. The waitress stumbled slightly, and my pint went flying—right onto my jeans.
“Oh no, I’m so sorry!” she gasped. “Your pants…”
“It’s okay,” I said, though I was definitely a little annoyed. “At least the glass didn’t break.”
“But you’re soaked… Hold on, I’ll clean this up,” the waitress said, rushing off to grab some towels.
Kim gave me an apologetic smile.
“Maybe we should just head home? You can’t sit around like that all night.”
The waitress overheard and turned to us, practically begging, “Please don’t leave! We have a drying room right next door. I can dry your clothes really quickly!”
“It’s fine, really—”
“Come on, Leo,” Kim said, nudging me. “At least you’ll be more comfortable.”
“It’ll just take ten minutes, I promise!” the waitress added.
Sighing, I followed her into a dark side room. Glancing at the wall, I realized with a jolt that we were now behind that giant glass pane—and I could see Kim through it, sipping her drink, oblivious.
“It’s a one-way mirror,” the waitress explained. “It used to be for shows. If we turned on the lights in here, people outside could see in. But we haven’t used it like that in ages.”
It felt strange, almost wrong, watching without being seen.
“We’ve got an electric dryer. If you give me your pants, I’ll throw them on.”
Reluctantly, I kicked off my shoes, peeled off my jeans, and handed them to her. She hung them over the machine while I settled into a chair facing the mirror.
I couldn’t take my eyes off Kim, watching her twirl her straw in her glass absentmindedly, her fingers so delicate.
“Is she your girlfriend?” the waitress asked quietly.
“Not exactly,” I replied, still half lost in thought.
“I see… but you’re crazy about her,” she said with a knowing smile.
“Is it that obvious?” I said, half-laughing, half-sighing.
“It’s mostly that goofy smile giving you away and your boner,” she said dryly.
It took me a few seconds to process what she meant. Slowly, I glanced at myself in the mirror, and there it was: a little bulge through my boxers.
“Oh, shit!” I blurted out, mortified.
“It’s no big deal,” she teased. “Actually, you should probably hand over your boxers, too—they’re soaked, and it’ll be more comfortable for you, freeing your package.”
“W-what?” I stammered, utterly stunned.
“And while your clothes are drying, I’ll get you a handjob—my treat, to make up for the mess,” she said brightly.
“A… A handjob?” I echoed, still reeling.
“You know,” she said, miming the motion with her hand and with an exaggerated smile.
“I… I…” I stuttered, completely overwhelmed.
“Deal!” she chirped—and in one swift motion, she yanked down my boxers.
“Oh… Not much between your legs, huh?” the waitress said, sounding unmistakably disappointed.
“What did you just say?” I asked, shocked.
“I said,” she replied with a smirk as she tossed my boxers into the dryer, “You’ve got a tiny little mushroom dick—barely three inches… Anyway, a promise is a promise—time for that handjob! Well, let’s call that a finger job!”
She knelt in front of me, her slender fingers gracefully wrapping around my tiny cock, beginning to stroke it slowly.
“Wait… Miss Waitress…” I stammered.
“Call me Yasmin,” she said, flashing a mischievous grin.
“Yasmin… This isn’t a good idea,” I said weakly, my voice betraying my lack of conviction.
“Oh, come on,” Yasmin purred. “Relax. Look into my eyes. I’m pretty, aren’t I?”
She was stunning, honestly—her sun-kissed skin, her sleek black ponytail, that dazzling smile…
“You are,” I admitted, my voice barely a whisper. “But it’s Kim I love.”
“Look at her,” Yasmin giggled, gesturing toward the mirror. “It’s like she’s right here with us.”
I glanced over. Kim was fixing her hair, obliviously staring through the glass at my dicklette in Yasmin’s hands.
“And anyway,” Yasmin went on, “with what you’ve got down there, you’ll probably never get more than this from her.”
“You’re wrong,” I panted, feeling my cock throbbing with pleasure. “Kim doesn’t care about that…”
“Sure, sure… Tell me, did you shave before coming here?” Yasmin asked casually.
“N-No… Why?” I said while I was about to cum.
“Oh, no reason!” she snickered. “Ooh, looks like it’s dry!”
With that, she dropped my dick and darted over to grab my clothes.
“Wait… No, come back—I was about to—” I groaned, squeezing my eyes shut, desperate to hold back.
“I’m cumming, I’m cumming,” she called out playfully. “But first, let’s bring you back to reality.”
I heard the click of a switch, and suddenly, a roar of laughter erupted from the other side of the glass.
I opened my eyes, and horror washed over me.
The whole bar could see me now. Yasmin had turned on the lights in our room, and the one-way mirror was now just… a window.
There I was, fully exposed, standing in all my miserable, humiliated glory. At the same time, dozens of young women pointed and laughed uncontrollably.
Dreading what I might see, I forced myself to look toward Kim, and my heart shattered.
She was laughing harder than anyone, tears streaming down her cheeks as she waved her little pinky finger mockingly.
Yasmin had been right. Kim would never see me as anything more than a joke.
The tears finally spilled over. I stumbled forward and, before I could stop myself, spurted straight onto the glass, right where Kim’s gleeful face was looking back at me, making her laugh even harder.
“Bahahaha! You actually jizzed from shame!” Yasmin squealed with delight.
“And look at your precious Kim—she’ll never see you as a man again!”
Then, as if nothing had happened, she flipped the lights back off and tossed me some paper towels and my now-dry clothes.
“Drinks are on the house, loser!” Yasmin said with a wicked grin before disappearing from the room.
I dressed quickly, trembling, and fled the bar, my face burning with shame as laughter echoed around me like a terrible storm.
***
A few dozen meters down the street, I heard a voice calling after me.
“Leo, wait!”
It was Kim.
She caught up to me, panting slightly as she regained her breath.
“Quite the show back there!” she said, still laughing.
“You thought that was funny?” I shouted.
“Of course! Just like everyone else!” Kim chuckled before bursting into laughter again.
“Enough,” I said, turning my back on her.
“Wait! I wanted to propose something!” she called after me, a mischievous glint in her eye.
“What?” I asked, wary.
“Come to my place. It’ll cheer you up!” Kim winked.
I hesitated a moment, then grudgingly agreed.
On the way there, Kim kept texting, smiling to herself, and I was sure it was about me. It only made my mood worse.
When we got to her place, a blond guy was waiting outside.
“Hey, Kim!” he greeted her cheerfully.
“Hey, Adam! Leo, meet Adam, he’s in my class.”
“Uh… hey,” I mumbled, confused.
“Come on in, boys!”
Inside her room, we sat on the floor. Kim cleared her throat.
“So here’s the thing,” she said brightly. “I know you’re in love with me, Leo. But after what happened at the bar, I’m not sure I feel the same anymore. So you’re gonna have to prove you’re willing to do anything for me. Adam, show him.”
Without a word, Adam stood up and pulled down his pants, revealing a flaccid cock nearly six inches thick. I flushed deep red with shame.
“Alright, Leo, this is a true man’s cock.” Kim said seriously. “Get on your knees and suck it.”
“What?” I gasped in horror.
“You heard me. And take off your clothes first. Don’t worry, Adam’s fine with it. If you do a good job, we’ll fuck together afterward. Sound good?”
“But Kim, you’re not serious…” I protested, growing more desperate.
“Too bad for you then!” Kim said with a shrug and immediately turned to Adam, giving him a sloppy blowjob.
I trembled, helpless, watching the girl I loved sucking someone else’s cock right in front of me. It made me hard.
“Stop! I’ll do it!” I cried in a high-pitched voice. Kim stepped back, smirking, as I removed my clothes.
“Ha, you look even less manly next to Adam,” she teased.
After Kim’s handiwork, Adam now had an eight-inch monster standing proudly before my face.
I started hesitantly, just touching it with the tip of my tongue. After that, instinct seemed to take over.
“Wow, he’s pretty good at it!” Adam joked, amused.
“Hehe, go on, Leo, close your eyes, and really give it your all,” Kim said softly.
I obeyed, closing my eyes tightly, imagining myself finally fucking Kim.
Suddenly, I felt Kim’s toes gently press against my little cock.
“Keep going, Leo. Obey me. Let yourself go. I can tell you like it,” she whispered.
After about ten minutes, Adam started shifting.
“Oh fuck, man!” he gasped.
“Are you about to cum, Adam?” Kim asked excitedly.
“Oh, hell yeah!”
“And you, Leo?” she purred, pressing harder with her foot.
I nodded, unable to speak—my mouth was too busy.
“Alright then! Let it all out! Oh, by the way, Leo—I’ve been filming this whole time!” Kim burst out laughing.
It took me a second to realize what she had said—but by then, it was far too late.
Adam pulled back, freeing my mouth just as I turned to Kim, who was howling with laughter, recording every second with her phone.
A hot stream of cum splattered across my cheek—then another, and another.
Still, under Kim’s control, I came, too, weakly beside Adam.
“HAHAHAHA! Smile for the camera, Leo! Oh, and by the way—I never intended to fuck you. I just wanted to make you pay for waiting twelve damn years before letting me find out you’re way too small down here ever to satisfy me!”
“Kim…but…I love you…” I sobbed.
“Yeah, sorry, but coming from a guy crying his eyes out, covered in another man’s cum and who had just cum after I barely touched him with my toes… that’s just sad,” Kim sneered.
I sat there, frozen, as she wiped off her foot.
“Alright, go wash your face and get the hell out. I’m staying here with Adam tonight, and I don’t want you to see me naked. Bye little cocksucker.”
***
I made it back home before the girls did.
As I replayed the night in my head, a mess of emotions clashed inside me: anger, shame, sadness.
My best friend, my confidante, my soulmate had humiliated me—simply because of my tiny cock—and still, I had cummed… twice.
Then I got a message from my sister :
“We’ll be home in 3 minutes, kisses!”
In a strange mix of excitement and shame, a crazy idea suddenly hit me.
Despite everything that had happened tonight, it felt like it had to end here, in front of Suki and Julia.
I took off my clothes, sat down on the couch facing the front door, and started jerking off with two fingers only.
I heard footsteps and voices approaching the apartment.
The door swung open.
“Oh my god!” Julia shrieked, covering her eyes.
“What’s going on?” Suki yelled before even seeing me.
When she turned my way, her worried expression shifted to one of pure bewilderment.
“Leo, what the hell are you doing?”
“Isn’t it obvious?” I said.
“I mean… Yeah, you’re jerking off, but why? Right in front of us?” Suki asked, barely daring to look at me.
“I need closure. Tell me what you think,” I said, staring down at my navel.
Suki, a bit hesitant, finally gave me a proper look—and broke into a huge grin.
She kicked off her sandals and came closer.
“Ooh, looks like somebody’s got a serious complex!” she laughed. “Julia, come take a look at your very little brother!”
Reluctantly, my sister peeked through her fingers, slipped off her sneakers, and shuffled closer. She raised an eyebrow and smirked. “Wow, bro… Hell of a show,” she said.
“Yeah. That’s exactly what Kim said,” I muttered as I kept going.
“You showed her?” Julia blurted out.
“More or less. And I realized that size really does matter to Kim,” I groaned.
“Oh, size doesn’t matter to me, too,” Suki teased, leaning forward with her hands on her knees. “But that’s not even a man’s cock you’re working with!” she giggled.
“Anyway, Kim said if I wanted to keep seeing her, I had to suck her friend’s big cock,” I went on.
“What the hell?” Julia cried. “Is that why you came home early?”
“No. I did it,” I said solemnly.
“You did what?” they both shrieked.
“I sucked him off. He even came all over my face while Kim filmed and laughed at me. And you wanna know the best part?”
“What?” Suki asked, completely hooked.
“It made me cum, too,” I confessed.
“Just like that?” Julia snorted.
“Just like that! Well, Kim gave me a pity footjob, but she barely touched me.”
“Oh my God, Julia, your brother is completely deranged,” Suki said and laughed even harder.
“And you thought we were going to comfort you? Nope. Your little carrot here is just pathetic,” Julia said, laughing along.
“Take a look between your thumb and forefinger—that’s about the size of your dignity,” Suki added.
“Yes, I just realized I’ll be pussyfree forever. I just wanted your confirmation. I think I will be a masturbation addict. A Gooner…” I confessed.
I felt I was about to burst and started to moan.
“Come on, show us! Cum!” Suki clapped excitedly. “Oh wait, I’ve got an idea! Lay your back against the couch and put your legs up over the backrest. I wanna see you cum on your face!”
“Like this?” I asked, obeying.
“Yeah, perfect! Let it all out! Cum with your tiny dicklette!” Suki cheered.
“Might as well,” Julia sighed, amused. Pulling out her phone, she started recording. “Don’t forget to smile, lil bro!”
After a few seconds, I felt a rush of adrenaline.
“For Kim!” I shouted while I was cumming all over my face.
“Yay!” Suki whooped with laughter.
“What a loser!” Julia laughed right along.
I stayed there, dazed, while they laughed at me.
“Alright, I’m going to bed,” Julia said at last, breathless from laughing.
“I suggest you wash up.”
“Sweet dreams, Leo,” Suki said with a wink.
***
The next day, around noon, I got a message from Kim: ‘Hey, little guy! Your sister sent me an awesome video—thanks for the shout-out! As a reward, I’m gonna make you famous!’
My blood ran cold. Kim had posted both videos all over her social media. Claiming a headache, I sprinted home and buried myself under the covers, dying of shame. Eventually, exhaustion took over, and I fell asleep.
I woke up to a weird sensation.
Opening my eyes, I caught a glimpse of my sister closing a chastity cage on my dick, Suki right behind her.
“Girls, what the hell?” I groaned.
“Hey, there, social media star,” Julia mocked. “We figured we’d save you some time, avoiding you jerking off too much, and made a little agreement.”
“We both have a key now!” Suki chirped.
“Please, don’t do this,” I panicked.
“Obviously not negotiable!” Suki said, practically glowing.
“No… Julia. I’m your brother,” I begged.
“Which makes it even funnier!” Julia grinned wickedly. “Oh, and don’t cum—we’ll only ‘free’ you once a month.”
“We’ll even invite Kim if you want!” Suki giggled.
They burst out laughing and walked out, leaving me stunned.
I laughed, too, half-crazed.
And then, without even thinking, I started cumming wildly.
There was nothing left to do except wait for the end of the month.
The End.
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