Money Time
By LilDean.

I started playing baseball at the age of eight. Still, by ten years old, I had turned to football and eventually earned a scholarship to university. My twin sister, Leah, had made a name for herself in basketball. She was a starter on the university team, and today was her most important game of the season. If her team won, they were almost guaranteed to take the title.
I was approaching the gymnasium when I heard a voice call my name.
“Miles!”
It was Diego, one of my teammates. The captaincy for the next season had come down to him and me. We had always been rivals, and even though he was disappointed, I didn’t think he held it against me.
“Hey, Diego! Are you going to watch the game?” I asked cheerfully.
“Of course! I’m glad to see you! Here, catch!” he said, tossing me a bottle of soda.
He popped the cap off his own and started drinking, and I did the same. We walked along, discussing strategy, and as we got closer to the gym, my head suddenly started spinning.
“Hey, Miles, are you okay?” Diego asked, grabbing my arm to keep me from falling.
“Yeah, don’t worry, it must be the sun… I should have worn a cap…” I said, but I felt my consciousness slipping away as I finished my sentence.
When I woke up, I looked around. I was sitting on a locker room bench that I didn’t immediately recognize.
“Finally, you’re awake. Carrying that mountain of muscle you call a body wasn’t easy.”
Diego stood in front of me. I tried to get up, but I felt weak—and that’s when I realized my hands were cuffed to the metal bench frame.
“Diego, what the hell is this?” I asked, my voice strained.
“You see, I’ve been thinking about how I could get back at you for taking the captaincy. I slipped a sedative into your drink. I’m glad you’re waking up now—I was afraid the game would end before you got back to us. If it makes you feel better, our girls are winning.”
As he said this, Diego wore a slight smirk.
That’s when I realized where we were: the starters’ locker room. Diego stepped closer and started removing my shoes.
“What are you doing?” I asked, trying to struggle.
“I told you, I’m getting my revenge. I didn’t take the coach’s decision very well, so I devised an idea—hazing my new captain.”
As he finished his sentence, Diego yanked off my shorts and my trunks in one swift motion.
He froze, eyes widening, before flashing a smirk that almost looked…sympathetic, looking at my one-inch flaccid dick.
“Man, I’m almost sorry for you. I was planning to make you look like a creep, but honestly? You just look like a lost little kid right now.”
I was still too dazed to fight back, powerless, as I watched Diego step away. He placed a small key on the floor in the middle of the locker room.
“That’s for the handcuffs. You can ask the girls to unlock them once they’ve had a good laugh. The game ends in three minutes. See ya, Captain.”
With that, he strutted out of the locker room, victorious.
Seconds passed, and I started to grasp what was about to happen—soon, the five starters of the basketball team would walk in. And among them was my twin sister.
If people considered me fairly good-looking, my sister was just as stunning, with her blonde hair, large blue eyes, and sun-kissed skin. She played as a shooting guard and was an excellent shooter.
In less than five minutes, I heard voices behind the door—Diego’s revenge was about to unfold.
Christie was the first to push the door open. She was the team’s center and captain. As tall as I was, Christie had long blonde hair with a bold red streak—her team’s color. She was extremely popular with the guys and had a commanding presence.
She walked in, whistling cheerfully. They had won the game.
She took a few steps before noticing me.
“What the…” she began.
But another, much higher-pitched voice cut her off.
“Oh my God! Leah! It’s your brother!”
Monica was the only freshman on the team and the shortest. She was of Mexican descent, with a mischievous smile and big brown eyes.
I had positioned one of my legs to hide my dick, but that didn’t stop me from being utterly mortified.
Leah walked in, followed closely by Lucy, her best friend since we were nine. She was slightly shorter than Leah but just as beautiful, with dark green eyes and jet-black hair tied up in a bun. She had always had a crush on me, but her shyness had kept her from ever admitting it.
“Miles, what the hell! What are you doing here?” Leah asked, nearly furious.
“He probably lost a bet,” Katy said mockingly.
She was the last and oldest player. She was also the most beautiful, with her tanned skin and piercing eyes. Her Apache heritage made her incredibly captivating.
“Leah, please, pick up the key and unlock me. Diego set me up—this is his revenge.”
But Christie was faster—she grabbed the key before Leah could even take a step. She stared at me and started smiling.
“I don’t know about you, girls, but we’ve earned a little fun!” Christie said.
“This isn’t funny, Chris! Let’s just untie him!” Leah protested.
“Of course, but first, I want him to spread his legs!” she replied.
“Stop messing around, Christie! Just unlock me! Leah, Lucy, help me!”
“Well then, I’ll just keep the key…and tell our coach!” Christie said, grinning even wider.
“Chris!” Leah exclaimed indignantly.
“Come on, Leah! Don’t be such a killjoy! We can see what one of the most popular guys is hiding—if you don’t want to look, just turn away.” Christie said in an almost convincing tone.
After a few seconds of hesitation, Leah turned to me.
“Just do it, Miles. It can’t be that bad. I’ll turn around.”
I realized there was no way out of this. Diego’s words echoed in my mind. Of course, this was going to be that bad.
“Lucy, please turn around too…” I pleaded. She agreed, but I saw a hint of disappointment in her eyes.
Monica and Katy, however, were ready to enjoy the show. My heart started racing. I was about to reveal my little shame to three of the prettiest girls in school.
Katy had her usual teasing smirk, Christie wore a triumphant grin, and Monica could barely contain her excitement.
After a deep breath, I spread my legs, revealing my worm, and thus began my great humiliation.
Christie burst into laughter, Monica covered her mouth with her hands in shock, and Katy, laughing, said, “It’s so tiny!”
I felt myself flush with shame, and tears started growing in my eyes.
“Alright, Christie, you got what you wanted. Untie me now.”
But Lucy’s voice was heard for the first time: “I want to see it, too,” and she turned around.
She first had a look of disbelief, then whispered, “So tiny…”
Monica started laughing along with Christie and Katy while Lucy kneeled next to me and placed her pinky finger on the back of my naked cock.
“It’s barely even halfway…” she said with a smirk.
Seeing these four beautiful girls laughing at me made me as hard as ever.
“And he likes it too! What a loser !” Monica exclaimed.
Lucy, who hadn’t moved her finger, also burst out laughing. “Even hard, it’s smaller than my pinky!”
And then the worst happened: Leah, seeing her friends doubled over in laughter, decided to look too.
“Oh my God, Miles, it’s just as small as when we were ten! I thought you’d have grown by now…” she said, holding back her laughter.
“Please, Leah, untie me…”
But Christie had a new idea. “Since you seem to be enjoying yourself,” she said, touching the head of my tiny dick with the tip of her index finger, “we’ll keep going for a bit,” she added with a chuckle.
I saw my twin sister holding back her laughter and her best friend, who had always liked me, laughing hysterically on the floor. My erection deepened, and I waited in fear for Christie’s next words.
“We’re going to walk in front of you one by one, and you’re going to tell us what you think of us and apologize for having such a babydick. Then you can leave. I think you’ll need to relieve yourself!” Christie said with a wink. “I’ll go first!”
Leah sighed in exasperation, but she didn’t object.
I knew I couldn’t refuse, so I obeyed.
“Christie, you’re one of the sexiest girls in the school, and I apologize for having such a small dick…”
“Good!” she said mockingly. “Monica, your turn!”
“Yes, Captain!” Monica replied, laughing.
“Monica, your tiny body is incredibly sexy, and I apologize that my dicklette is out of your league.”
“You’re pathetic,” she said, giggling, touching my nose with her finger.
Christie took out her phone. “Your turn, Kat, I’m keeping a memory!”
The beautiful Katy stood before me, wearing her usual mocking smile.
“Katy, I’ve always had a crush on you, and I apologize. I can never please you with my little dicklette.”
“Oh my God! So do you like me? Sooo, do you want me to make you cum, kiddo?” Katy asked.
I was excited, and I wanted to jerk off so hard that I answered without thinking.
“Yes, please.”
They all laughed.
“You look like you’re about to burst. It would make you happy, wouldn’t it?”
“Yes! Please! Make me cum!” I said in despair.
“Not a chance loser!” Katy declared. “I’m not into kids. I prefer real men, so keep your balls blue!” she laughed.
Lucy stepped in front of me, and my tears started to fall.
“You’re crying? What a disappointment. You know, I had a crush on you even this morning…” Lucy said.
“Yes… I’m so sorry, but I want to cum so hard. Please help me, Lucy, untie me…” I said, looking at the joyful expression on her face.
The girl who had admired me so much before all this. She was looking at my dick leaking with pre-cum.
“You look so weak right now, crying like a baby, leaking in front of clothed girls,” and then Lucy laughed again.
Suddenly, Diego’s voice rang out. “I see you’re having fun here!” He looked at the scene with a triumphant expression. “Christie, give me the key.”
She tossed it to him while continuing to record.
Then he took off his pants, revealing a big and thick cock, and addressed Leah, “Hey Leah, you have a choice: the key or my cock?”
She stepped toward him, staring at the cock in disbelief. She slowly reached out for the key but then looked me straight in the eyes and finally grabbed the cock with her sexy right hand.
“I’d tell you I’m sorry, Miles, but not really,” my sister said with a smile.
She knelt and began licking the head of Diego’s cock.
“Buddy, your sister is a queen,” said Diego, closing his eyes with pleasure.
“Diego, your asshole!” I screamed
“Listen to him, Leah. You don’t want to help him?”
“Actually, I’m helping him,” Leah said. “I’m teaching him what a real man looks like. I hope he won’t act manly after that,” she said, looking him into his eyes.
Then she started a sloppy blowjob. I was here with my hard little weenie looking at my twin sister sucking a big fat cock while her pretty friends were laughing at me.
“I want to jerk off! Please untie me!” I screamed with my eyes full of tears.
“Are you gonna cum?” asked Katy in a middle of a laugh, looking at my throbbing dick.
“Yes… Yes! Please, please…nnngh”
I struggled to hold my orgasm.
“I don’t want to cum hands-free, please, Lucy, jerk it! I beg you!” I cried.
“Don’t give me orders!” Lucy replied, pushing his finger into my asshole. “And now, cum while watching your sister having fun with a true cock! Do you enjoy my finger in your ass? Do you enjoy your childhood friend’s finger in your ass? Go ahead, make your cummies for us,” she ordered, laughing hysterically.
Then, I moaned like a little boy, and my dick started leaking with thick jizz for at least a minute, with no splashing. My orgasm was entirely ruined.
Christie, Katy, Monica, and Lucy burst out laughing.
“That’s the first time I’ve seen that! What a fucking loser!” said Monica, crying from laughing.
“What the fuck! He did cum without touching himself!” said Katy, half-laughing, half-surprised.
Lucy wiped the jizz off my pulsating dick and then put it in my mouth.
I was crying, too, and I saw Christie still filming.
“What a sissy,” Lucy snickered.
Then, after finishing her blowjob, Leah stood up and walked over to me.
“Leah, please help me. I’m your twin brother…” I begged.
That’s when she kissed me, filling my mouth with Diego’s cum.
“You are my twin sister now,” Leah said, giggling and tipping my dicklette with her pinky finger.
The End.
*AI has edited this story to fix spelling, punctuation, formatting errors, & basic grammar, but the narrative and plot have remained the same. Even with the limited editing done here, it doesn’t mean any possible major flaws in this story were fixed (That’s the author’s job). The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story was submitted directly to this website. Thank you so much for sharing your story with us.
4:10 am
Its rare when I find a story as good as this one, thank you!