Theo thought he was as low as it was possible to go. How had this happened? Theo was a liar and a bully. He'd terrorized his own mother. Destroyed his aunts workshop and threatened her. Heck, just earlier this week, he'd crushed the favorite doll of his class-mate Emily, and threatened her right in her teary face. Yeah, even Theo admitted he probably deserved some punishment. But this?
It started simply enough. He'd been put in a skintight pair of shorts, the back of which had a little switch that made a plastic piece between his butt cheeks vibrate powerfully. The front had what was supposed to be a protective cup but, due to a sizing mistake from his aunt, had become a painful ball-crusher whenever he got simulated... Either by sexy thoughts or by the vibrator on his behind. Then he'd been tricked into getting into an adorable teddy bear costume. One that folded his arms and legs so to make him completely helpless. And finally he'd had a half face-mask placed on his face, one that contained a built in gag that rendered him effectively silent while also insuring that it always looked like he was tremendously happy on his smiling teddy bear face, no matter what was done. Adding to that, his long shaggy blond rebel hair had been cut and styled into bangs just the ideal length to give his face a doll-like look. His fringe had been delicately curled under and the rest of his long hair had been styled into perfect Shirley Temple rag curls completing the doll hairstyle. And of course the topper was that his aunt had built the suit around a framework controlled by a harness in the back. The framework had been designed by a ventriloquist friend of his aunts to control a puppet. Nancy had beefed it up, and now anyone who knew about the harness could use it to manipulate Theo like a puppet, no matter how hard he tried to resist. And of course, Theo had been snapped, zipped and even locked into the suit, insuring there was no escape. What could be worse than that? Theo could tell you!
Much worse was that Theo was now used as a doll by his Aunt and a number of her friends. He was forced to play out a series of skits, all focused on him being the most sissy he could be. He was placed in a variety of outfits, each one more humiliating than the last. He was constantly in ruffly dresses, covered in frills and bows. But the worst, the absolute worst of all was that he was compelled to make it look like it was all his idea! In front of a camera, he'd been forced to appear as if he loved it all, and couldn't get enough. They had used his real name in the video. But they had made it seem like he preferred to be called 'Goldilocks'! And Theo knew he'd do whatever it took to keep that video from ever being seen.
Of course, Theo didn't know that this had been his aunts plan all along. She had planned to build the ultimate blackmail tape that she could use to keep Theo in line. And so far things had gone according to plan.
But with the skits filmed, and distracted by the party, Theo had been left alone for a moment. And in that moment, one of the other ladies at the party had stolen Theo, dragging him off. Bertha was a large lady, who had also been drinking heavily even before she arrived at the party. And much like a child, she had been jealous of the toy that everyone was playing with. So she'd waited for her moment, and when it arrived, she took Theo. And that's how Theo found himself being dragged down a hallway by his arm. He was still wearing his 'Princess Goldilocks' outfit, the one with the big poofy dress and impossibly huge skirt. But as he was being dragged down the hallway, the dress dragging on the floor becoming dirty, Bertha even managed to carelessly bang Theo into a hallway table. 'Mmmph', Theo said as his head clunked into the table leg. The tiara he was still wearing had hit the table and jammed down hard into his head. Ouch! Of course, Theo thought as he continued to be dragged along, I'm padded all over my body and the one place I keep getting hit is my head. Theo stuck for a moment as his princess dress caught, but then Bertha just gave a big yank and Theo started moving again. But he could hear fabric tearing. Strangely, for a moment, Theo felt sad that his pretty dress was being torn...
Bertha banged through a door into another part of the house. Theo just had time to see a 'Restricted Area: Do not enter' on the door as it closed. He tried to look forward and could see Bertha trying doorknobs, but it seemed some were locked. After a while she found one that opened and they entered.
Theo knew they had entered the bedroom of a small girl. If it wasn't obvious from the pink bed, all the frilly curtains and bedding or the boy band posters on the walls, one merely had to look at the arrangement of dolls and teddy bears on shelves in the corner of the room to know. Bertha wandered over to the display.
"Hey, look Goldi", Bertha said as she hauled Theo up by the arm. He was pointed right at the teddy bears and dolls on the shelf. "Theresh a spot for you!" Theo realized there was a big open spot on the shelf. For a moment he thought she was just going to put him up there and leave him alone. "Is thish yer home?" she slurred. Yes, Theo thought, just put me there where I can hide among the dolls. Put me up there and forget about me, he tried to project at the drunk woman. Instead, she tossed him on the bed.
Bertha slid onto the bed next to Theo, taking off her blouse. She grabbed him by both ears and sloppily tried to kiss him. Theo can only think he'd rather be kissed by Mr. Bear as the smell of alcohol hits him. Not that he needed any confirmation this woman was drunk. After kissing his mask for a bit, Bertha became frustrated and spun Theo around. Theo can feel her pushing, pulling and yanking on the mask.
"Locked? Thas shtupid!" Theo felt a surge of joy. As much as the bear suit was his prison, it was now his protection. Where before knowing he was locked in had made him despair, now knowing that the drunken Bertha couldn't get at him made him delight. There were ripping sounds as Bertha tore the dress off him in a fury. Soon the dress was in tatters on the floor. Again, Theo felt sad at the loss of the pretty dress, and then wondered why he felt sad about the dress that he'd been humiliated by? Those thoughts were quickly interrupted as Bertha started yanking on the tiara. OW! OW! OW!, thought Theo. Eventually the tiara came loose, probably taking some hair with it, and Bertha tossed it in the corner. She continued to poke and pull at Theo, obviously looking for some way to get the suit open. Luckily Nancy was an excellent craftsman and the teddy bear suit was too sturdily build for Bertha to defeat. Theo had a moment to think 'Ha! You can't touch me' before Berthas poking bore fruit. She poked at his darling little teddy bear tail... And there was an audible buzz. 'Oh no!', Theo thought.
Theo stayed motionless. As the buzzing started up between his butt cheeks, he could feel blood starting to flow down below and the pressure start to build...
"Oh hey! A vibrator!" Bertha exclaimed. With Theo sitting on the bed, she sat behind him. Wrapping her legs around him, she squeezed him tightly. Then released. Then she squeezed him tightly. Theo tried to resist moving but the pressure continued to increase. Then she clicked the tail again... BZZZZZZ as it went into high gear. Very quickly, it felt like someone was closing a pair of pliers on Theo's groin. He couldn't help it, soon he was frantically twisting and turning, trying to relieve the pressure. Bertha continued squeezing him between her legs.
"Oh yeah... " Bertha was breathing heavily, squeezing so hard. "Mmm, I love how you wiggle and squirm. Keep doing that." Theo wished he had could stop! The pain was becoming unbearable. Suddenly Bertha picked him up, throwing him facedown on the bed. She climbed onto his back, her weight pinning him in place. She continued to squeeze and squeeze. Harder and harder, and with each squeeze Theo was crushed against the bed. Theo just had time to process Bertha making little 'Oh! Oh!' noises before the pain overwhelmed him and he descended into a pit of blackness, passing out...
---
Slowly Theo opened his eyes. His first reaction was a happy one. Bertha was nowhere to be seen. But his second reaction was fear. Because sitting on the pink bed (which had obviously been repaired from the mess that Bertha had made of it) was the dominatrix. She immediately noticed he was awake.
"Well hello, little Theodore. Wakey wakey!" That cruel smile he'd seen earlier was on the face of the dominatrix again. "So, isn't it ironic that, of all places, you'd wind up here, in Emily's room." Theo started at the name. Emily? Not his classmate... "Yes", the dominatrix hissed. "Emily is my sister!". Theo now knew why she'd had that look on her face when they met. She'd known all along who he was. "Now, how ironic is it that you, after having destroyed my sisters antique doll... MY antique doll, it's been in our family for years... You wind up on her doll shelf in the same spot Emily kept the antique." And Theo looked around, seeing that he was seated in the middle of the dolls. He realized that the dominatrix had used the harness to lock his arms and legs in place, but he could still move his head around, and he could see that... He had been put in a new dress? It looked familiar somehow, the lace, the style. But before he could place it, Emilys sister held a mirror in front of him. He could see on his head he was wearing a ruffled baby bonnet. The Victorian dress with sash. And... Suddenly it hit Theo! He was wearing the exact same outfit as the antique doll he'd crushed!
"Oh, I see you are realizing it now." Emilys sister purred. "The irony is almost delicious. You see, back when Emily was your size, her birthday request was an outfit identical to her antique doll. And your Aunt Nancy made it for her. Even once she outgrew it, she kept it because she loved it. And now, after you destroyed her doll, after you took that priceless item from her, it turns out that the outfit fits you perfectly, like it was made for you." Theo tried to wiggle, tried to scream, but nothing moved, and only his usual 'Mmmph' came out.
"Now, I'm going to tell your Aunt that I let you out of your suit, and you're mad at her." With that, she dangled the key on the teddy bear keychain that she'd got from his aunt. She dangled it right in front of his nose. "I'll tell her that you decided you didn't want to go home with her and that you needed to cool down. She'll believe that. I'll tell her that I'll take care of you for the weekend, calm you down and then deliver you home after the weekend. She'll probably thank me and go home, knowing you're in my good hands." Theo absorbed the news.
"But, you see, sweety, I think it's time for you to make up for what you did to Emily. Emily is having a sleepover this weekend. The house is going to be full of giggling girls, some even from your class. But that won't matter. I'm going to let you out of your teddy bear restraint. Well...", At this, Emilys sister pretended to be thinking about it. "I'll let you out eventually, once the girls get tired of their teddy." Again she flashed that cruel smile. "But when they do, I'm going to let you out and then you're going to become their doll. You're doing to do what they say, when they say it. You're going to be humiliated in ways that are going to make the teddy bear suit look like a business suit, and you're going to always keep a smile on your face and act like it's the best thing in the world. Then, at the end of the weekend, Monday morning, I've already decided what outfit you're going to wear to school for Halloween. If you do that, you will have made up to Emily for what you did to our doll. IF YOU DON'T, then you're going to wind up in my dungeon and I guarantee it will be far worse than anything you ever imagined. It's your choice. Do you understand?"
For the first time in a long time, Theo nodded 'Yes', and really meant it.
[THUS ENDS THE STORY OF 'THEODORE'. COMING SOON, THE SEQUEL 'THEOS CONVENTION']
