Tiny Timmy *Extreme Content Warning*

[TerrancePhillips]

Chapter 6
A Plan in Action

The three had settled on pizza. They shared their slices at the kitchen counter over benign conversation. Timmy was quiet - more so than usual. While Emily chatted with Zoe about dance and school and boys, Timmy was lost in thought and nervous anticipation. Before the night was over, he would be free of Emily’s reign of blackmail, the tyranny of her camera roll. When the three had their fill of pizza, Zoe instructed the kids to clean their dishes and decide who’d take their bath first. Emily naively volunteered to go first. Timmy’s heart began to race again. It would not stop racing for some time.

Zoe asked Timmy to help her pick a movie, but Timmy had prepared an excuse to get alone while Emily prepared for her bath. He told Ruth that he had hoped to play some Minecraft before his bath. “Alright,” she replied, “but don’t be upset when Emily and I pick a girly Disney movie!” She teased a smile at him and turned to packing the leftover pizza. Emily scurried off to her room. She disrobed and donned a towel so fast that she passed Timmy in the hall on her way to the bathroom as he retreated to his own bedroom.

Timmy kept his door open and listened to the bath water being drawn from down the hall. He opened Minecraft on his computer just in case Zoe came in to test his alibi. Timmy trained his ears toward the hallway and heard Zoe turning on the TV. He heard the bathtub faucet running from behind the closed bathroom door. He also heard it stop. He knew that Emily would be slipping into the tub. His heart was pounding. This was his chance - it was now or never.

Timmy quietly rolled his computer chair backward and stood up. He tiptoed stealthily out of his room and into Emily’s. The door was open and he slipped in. There, on her desk, was her phone. Bingo. He picked it up and the Lock Screen appeared. He swiped up, revealing the number pad. He typed the passcode. “1 3 3 4 2 3”. He was in.

He opened the photos app and began to scroll to November 22nd. Tiles and tiles of Emily and her friends flashed by the screen. Hundreds of pictures. Finally the date indicator got to that fourth week of November. He slowed his scroll and found November 22nd. He slowed further, searching for the pictures of him in his shame.

He could not find them. Wait, wait - that’s not right. He was sure of the date - it was etched in his memory. Where are the pictures? He scrolled past the date in both directions but still nothing. He was starting to panic. Maybe another app - Snapchat memories maybe! He opened Snapchat on Emily’s phone and navigated to her memories. There were even more photos there than in her camera roll but there were no dates. He looked for temporal indicators and scrolled as quickly as he could through hundreds more pictures. Still nothing. The minutes were piling up. The sound of the TV in the living room faded in the background beneath the sound of his own heartbeat and fettered breath. His hands were shaking. He was starting to sweat.

Timmy was yanked by his panicked stupor by the sound of Emily’s door closing behind him. He jumped and turned and was shocked to see his stepsister standing before him, towel wrapped around her torso, arms crossed. She eyed him sternly.

“What do you think you’re doing?” She said in a subdued tone.

Timmy had been so focused on his mission that he didn’t even hear the bathroom door open. Okay, plan B. Timmy had planned for this possibility, though hoped it wouldn’t come to pass. It was a Hail Mary but he hoped it would work. It had to work. He recited his prepared lines.

“I’m taking your phone.” He said through a cracking voice. Emily raised one eyebrow and the corner of her lips curled ever so subtly upward.

“I’m done being your slave,” Timmy continued more confidently. “I’m gonna find those pictures and delete them, and- and you’re gonna leave me alone!”

A brief amused exhalation escaped Emily’s nose. Her wet red-yellow hair wrapped around the backside of her neck and over her bare right shoulder. She thought he might try something like this, and she had also prepared for this situation, though she didn’t expect to find herself wrapped in a bath towel when it happened. Thinking quickly, she weaponized her apparent state of vulnerability.

Maintaining firm eye contact with her anxious stepbrother, Emily uncrossed her arms. She reached her thumbs up to the lip of the bath towel wrapped around her chest and pulled. The towel fell silently to the floor. Timmy broke eye contact immediately.

Emily was ten years old, and had the body of a ten year old. No dramatic curves and no sharp angles. Her cream colored frame was slim and delicate, a product of her years of dance and other athletics. Her arms were toned and slender, and hung from petite shoulders in a mannequin like pose, with her right hand perched on her cocked hip. Her legs were firm and proportionate as she stood with a calculating but at self assured stance. She was skinny enough in her pelvic region to have a somewhat contracted cleft, allowing the slightly darker skin of her clitorial hood to peek out through her lips while she was in standing position. Symmetrical grooves led away from her groin in a V shape, toward a flat belly and chest. Her soft and supple pectorals bore none of the fleshy weight of developing breasts, and her pale pink dime sized nipples hardened immediately upon exposure to the air in the room. Imperceptibly, her heart beat rapidly within her chest.

Emily let her brother look. The shock lasted a few seconds while Timmy drank in the image of his naked prepubescent step sister. He had a strange and sudden surge of emotions. Was this a victory? Did she drop her white towel on the floor like a white flag? Was this some sort of shared ‘I’ve seen you now you’ve seen me’ bond between them?

No. Whatever fleeting sense of triumph Timmy felt in that moment would soon turn to dread. Because while Timmy had been coerced into and humiliated by his naked form, Emily volunteered hers. She stood bare in front of him, confident - hot, even. Her calmness made Timmy feel small, threatened, scared. She took a step toward him and he snapped out of it.

‘Stop!’ He breathed with reserved urgency. He was acutely aware of their baby sitter in the other room and did not want to draw her attention. He raised Emily’s phone over his head. “I’ll break it, I swear.”

Emily smiled coolly and took another step. Timmy stepped back in response. As if engaging in a sword duel the two circled around the center of the room. Fear shone brightly in Timmy’s eyes, arousing a brighter and more amused sneer from his sister. They took slow steps around each other, Timmy nervously searching for footing, his hand shaking holding Emily’s phone above his head, while lingering beads of bath water carelessly dripped from Emily’s hair and rolled down her hairless body.

Finally they had made a 180 degree revolution of the room. Timmy stood with his back to the door while Emily stood in front of her computer desk. Finally she spoke.

“Did you really think that I would be careless enough to leave those pictures on my phone?” Timmy returned a quizzical look. Emily smirked again and turned to face her computer. Her buttocks were small but round two grapefruit sitting firmly beneath her dimpled lower back. As she leaned forward toward her desk the creases beneath her cheeks smoothened out to the top of her thighs. The glow of her awakening computer silhouetted her form, and Timmy could not help but to steal a glance at her vaginal lips pressed together between her legs. He stood there in a daze of fear and frustrating arousal as Emily clicked away at the machine. She straightened up and faced him again. “Here, you want the pictures so badly?”

Emily took a step to her side revealing the contents of her monitor. Timmy leaned his head forward from across the room. It was definitely him - though the minute details were hard to make out, he could recognize his shame even from a distance. The picture was framed within a browser window. He took a slow cautious step forward and made out the banner at the top of the page - Instagram. She was in a private chat, and the picture was in the send text box.

“Wh- what..”

Emily relished watching the consternation on Timmy’s face transform to terror. It was well worth the concession of the little peep show she had offered in return.

“I haven’t sent it yet. In fact, I didn’t show any of them to anyone yet. I have them saved online in a private folder. Pretty easy to access if you know the passwords and where to look”

Timmy took another slow step closer and more details of the window came into focus. It was a private chat with her friend Kayla. He knew Kayla, she was one of Emily’s closest friends and had been over the house on many a play date - she was tan and had dark curly hair and Timmy would be lying if he said he wasn’t attracted to her. Within the chat to Kayla, a picture of Timmy was waiting to be sent. It was the first one Emily had taken. Timmy, naked, eyes closed and hands on head. A tiny pink penis on display between his legs. The picture sat in the pending message section, with text beneath it:

take a look at tiny timmy XD

Emily’s finger hovered over the enter button. Tears began to well up in Timmy’s eyes. He tried to steal back his freedom, but he had failed. He was defeated. And now he had no choice but to beg.

“P- pl- please, Emmy” he whispered. “Please don’t send it..”

“I don’t know, I think I’ve kept your little secret long enough” Emily teased back. “And now you’re sneaking into my room while I’m naked like some kind of perv. Why shouldn’t I send it?”

“Please, I’ll do anything, please please don’t send it!”

Tears had begun to fall Timmy’s face. Emily enjoyed watching her step brother’s debasement. To her, it was funny, if not a little pathetic. She was keenly aware of the absolute power she held over him in this moment, and decided to put it to the test.

“Give me my phone,” she ordered calmly.

Timmy hung his head and dragged his feet toward his sister, arm outstretched with phone in hand. She snatched it when it was within grasp and placed it down on her desk. “Take four steps back”. Timmy obeyed. “Stay there, don’t move”.

Emily reached for the clothes draped over the back of her computer chair, tossing her sheer white tank top over her head, her erect nipples still poking through. She stepped one foot at a time into her plaid pink pajama shorts, lifting her knees just high enough to expose a bit more of the pink folds between her legs. Timmy’s naked body continued to loom on Emily’s computer screen. It seemed like, for the moment, she had decided to not send the picture.

Emily sat down in her chair and faced Timmy.

“Take off all your clothes.”

Timmy had a feeling this was coming. He lifted his T-shirt over his head exposing his skinny upper body. He hooked his thumbs into his waistband and hesitated. He became suddenly and horrifyingly aware of the one inch erection hiding within his tightie-whities and baggy sweatpants. He looked up again at Emily to see if she sensed his hesitation. “Hurry up” was her response. In a desperate attempt for privacy, he cupped his genitals with his left hand and slid down his pajama pants with his right, one hip at a time. He stepped out and covered himself with both hands.

Emily rolled her eyes. “Hands on your head please,” she cooed.

“Emily, please, can I-” He stopped short as Emily’s hand darted toward her keyboard, index finger hovering ominously above the enter button, like a vulture. Timmy shut his eyes and put his hands on his head. Emily gasped.

“Ew, Timmy! oh my God!” Timmy opened his eyes and looked down. His twitching one-and-a-half inch boner stood up perfectly straight, making a nearly perfect 45 degree angle to his shaking, hairless form. “I’m your sister you pervert! You got a boner from looking at my naked body?” Timmy stood silent. “Answer me!”

Timmy continued to look down. He did not see the look of amused bewilderment on his step-sister’s face. He searched for the words and squeaked out “I’m s-sorry. I didn’t mean to..”

“Ugh, God, it's gross. It’s like a little pink Jolly-Rancher. Ew, wait, is it twitching?” The words caused another involuntary tension in his shaft, confirming her observation. “PPpfff oh my God gross”. Tears continued to fog Timmy’s vision. He had never felt so helpless and humiliated. He was under her complete control.

Emily sat down in her computer chair with her phone in her lap, and wheeled herself up to her quivering stepbrother. She unlocked her phone and opened the camera app. Timmy gulped.

“Turn to your right,” Emily ordered. Timmy obeyed. Emily giggled and proceeded to snap a few pictures at various distances, including some closeups. She held her phone with one hand and held out the other, pinky finger out-stretched. She contorted the angle of her arm and hand until she had the perfect comparison shot. “Wow now that’s really pathetic,” she snickered, snapping another photo. “Look at this one, Pinky Dick,” she said with a smile, holding the phone screen up to Timmy’s face..

Timmy saw the picture. Emily had her pinky hovering parallel to Timmy’s erect penis. At full mast, it was just as thick and three quarters as long.


Emily rolled back toward her desk. Timmy dug as deep as he could and found the courage to ask for some mercy. “Can I get dressed now?” he asked sheepishly.

Emily, with her devilish smirk, crossed her arms and rolled her eyes. “Oh, I guess so,” she sighed. “Just one more thing.”

Timmy waited obediently for her next command. But what he got was far worse.

“It’s really bad what you did, sneaking in here and trying to steal my phone. Say you’re sorry.”

“I’m sorry, Emily” Timmy offered in response, head back down toward the floor.

“Good, but,” Emily paused. “Not good enough, I still think you need to be punished”. She paused again until the silence following the open-ended statement forced Timmy to look up at her. When he did, she reached toward the desk and pressed the return key on the keyboard.

Timmy saw the picture of himself publish to the chat. Emily closed the browser window. His stomach sank and his face turned white. Emily turned back and gave her brother a pursed lip smile, as if to say ‘I told you so’. Timmy’s world came crashing down. With elevated whispers he pleaded with Emily.

“What- why why did you do that? Please please no please can you unsend it? Can you delete it?” Timmy was full crying now. “Please pleasssssee Emily please I’m begging you, please please delete the chat before she sees it.”

Emily leaned back in her chair and crossed her arms, continuing to smile smugly at him.

Timmy got to his knees and crawled toward her and continued to beg. He hugged her calves and sobbed into her lap. “Please pleasssse I’ll do anything - anythingggg” he looked up into her eyes.

“Shh shh, stop crying,” Emily whispered warmly. Timmy continued to look up into his little sister’s smiling face, heart racing, lower lip quivering. The bright maroon tip of his still erect penis poked out from between his thighs. “You really want me to delete it?” she said. Timmy violently shook his head up and down. “Stand up,” she calmly responded.

Timmy nearly jumped to his feet and stood at attention.

“Hands on your head”

“Spread your feet apart a bit”

Timmy unquestioningly obeyed every order. In his mind, the sooner he obeyed, the better chance he’d have of having Emily delete the picture from the chat before it could be seen by Kayla.

“Now don’t move," Emily said.

Slowly, she reached her hand up between his legs. Her palm facing to the side, she delicately wrapped her fingers around Timmy’s scrotum and grape-sized testicals. The skin was wrinkly but firm, and warm to the touch. Timmy’s pink twitching boner jutted out above Emily’s hand, its base resting on the side of the inside of her palm. With his balls cradled in her hand, she suddenly began to squeeze.

“Hhmghmmph”

A sharp pain shot from Timmy’s loins all through his core. He saw white and his knees buckled. Instinctually, his hands shot to her wrist in a reflexed attempt to free himself and also support his own weight. Emily giggled and squeezed harder. Timmy dropped to his knees, now held up almost entirely by his step-sisters grip. He was crying again.

“This is what you get, big-brother,” Emily teased. “I told you. I OWN you. Do you understand me?” Again, Timmy violently shook his head yes, unable to speak. Emily tightened her grip again. “Do you??”

“Yes!” Timmy yelped.

“You’re going to do whatever I say, whenever I say it.”

“MM mm- yes, Emily” Timmy panted.

“I can see it whenever I want.”

Silent nods.

“I can show it to whoever I want.”

“Yes, Emily, yes please pleassee let go”.

Emily waited another moment. She loved it. She had never felt so powerful. Before, she had him by the balls, but now she ACTUALLY had him by the ACTUAL balls. The feeling was pure bliss for her. She looked at her pathetic, crying step-brother squirming in her grip, and knew that she was fully in control. Satisfied that she allowed the moment to truly sink in, she released him from her grasp.

Timmy fell to the floor in the fetal position sobbing, hands wrapped around his aching testicals. He had forgotten about the picture, Kayla, the chat. His erection had completely faded to a pail pink chode. He knew in this moment only pain, with a dull relief washing over too slowly. As he came to, he gathered himself into a sitting position, on the floor. He looked up at Emily who had picked up her phone.

“There,” she said. “Unsent, see?”

She held her phone out for proof. Timmy saw the Instagram chat ‘message deleted by user’. Kayla’s profile bubble remained further up in the chat, confirming to him that she had not opened the message. Timmy closed his eyes sprawled out on the floor in relief, his fleshy flaccid nub pointing straight toward the ceiling.

“Can’t wait to show that to Zoe, later” Emily goaded.

Timmy’s eyes shot open wide with horror.

[ScarletSabre]

I love the slow buildup and escalation, this is absolutely fantastic stuff, keep it up ^^ I'm very excited to see what comes next, haha!

[BABYRYAN2121]

cant wait for whats next!

[McWilly]

I love this! I hope you have the intention to continue the story!

[Jeepman89]

Sph? I'll pass.