Keys to the Queendom Part 2

 

Needless to say, the sorority sisterhood were enthusiastic students. They watched rapt as Madge walked them through everything she knew. How to spot weak men... How to make them serve them... How to make them scream in pain... How to make them scream with pleasure... And when to use each of those skills. Eric was her demonstration object throughout and, reduced to his feminised form, Madge made him beg and crawl for the group of girls, and when he failed to comply fast enough, she spanked him hard across him pantied ass. She showed them forced kissing, gripping his face firmly with one hand to squeeze his glossed lips apart before shoving her tongue deep into his mouth while arching him backwards. Once her demo was complete, she had the sisters line up to have their own turns and Eric would have been aroused by the experience of having girl after girl make out with him had his tiny chastity cage allowed for it.

Next, Madge turned him over to the sorority so they could try out their own ideas. Various props were produced from dorms including a paddle that they used for initiations and Eric was draped over a knee while they lined up to swat him in a mock welcome to their sisterhood. Finally, it began to get late and the excitement began to die down. Just as Eric began to think his ordeal might be ending, one of the smaller, quieter girls approached Madge with a large tote bag.

“This is all stuff my boyfriend gets me to wear sometimes.” She started to pull out black shiny material. “I don't mind too much...but I have always felt like I would prefer to be the one in control, you know? Be the domme?” The girl continued to remove the items including some silver chains and a large feather duster, and the interest of many of the other girls piqued once more as they began to gather around. Eric wanted to run but he was once again surrounded. Madge dropped a firm hand on his shoulder and chuckled softly.

It took nearly an hour and an entire tub of baby powder to cram him into the black latex catsuit. An entire team of girls worked on him – two held his arms tightly, one sat on his stomach while two more dragged the shiny material up his legs. The fabric squeezed him mercilessly and it was tough to breathe even before the corset was added and laced closed. Shackles were added to his wrists and ankles and locked in position so that he couldn't move them more than a few inches. When the girls lifted him to his feet, he realised they had added a pair of high-heels and he swayed like a tall tree in a strong wind. He was too busy trying not to fall to prevent the sisters pulling the latex hood with the built-in gag over his head and then feeding his hair through the back.

“Well, well, well...” Madge cackled looking her boyfriend up and down. “And I thought I knew everything.” She screwed the feather duster carefully into the gag and took a step back. “I have an idea – how about my sweet little Eric stays here with you while I go and fetch my keys tomorrow? I think it would be rude to leave without giving your house a thorough cleaning now that he is dressed for it!” Eric's heart pounded and his eyes went wide. He tried to walk towards Madge but his ankles were chained to his corset with almost no slack whatsoever. The girls giggled in unison – they all knew he was going nowhere.

Keys to the Queendom Part 1

“So, why exactly should we help you again?” The stony-faced girl stood with her arms folded in the front doorway of the sorority house – her sisters crowded behind her, not a shred of sympathy shared between the lot of them. As always, Eric shrank next to his girlfriend, but Madge, ever the dominant one in their relationship didn't back down.

“Look, kid...” Madge began with a condescending tone. “You might go to college in this town, but I actually live here. Right over there actually.” She pointed at a large house across the street. “However, I have been away all week visiting this little runt at college...” She smacked Eric hard across the backside for emphasis. “...And I have somehow left my keys behind. Look, it's getting late and I will go get my keys tomorrow. But we need a place to stay tonight.” Her voice trailed off uncharacteristically and the college girl continued to stare sternly at them. “Hey!” She raised her arms in an appeal gesture. “I'm a girl...you're all girls...what d'ya say? Solidarity for the sisterhood?”

“He's not a girl!” One of the girls from the back of the group called out and an arm pointed at Eric from over the shoulder of the head sister blocking the entrance. He blushed deep red. He hated being singled out and though he was silently begging for Madge to step in on his behalf, he was already dreading where this might be heading.

“Ladies...ladies...” Madge raised her palms appeasingly. “It seems you may be misreading our situation slightly. Yes, I did forget my house keys. Actually, I forgot all of my keys.” She gripped Eric's shoulders firmly but all he felt was a fist clenching his stomach. Please. no... “All of them...including...” Quick as a flash, Madge released his shoulders and grabbed the waistband of his pants, yanking them to his knees along with his underwear. The eyes of the sorority sisters widened in unison as their collective mouths dropped open at the sight of the tiny locked cage cradling Eric's genitalia. “Let us stay the night...” Madge shrugged. “And what's mine is yours...”

Two hours later Eric was standing at the bottom of the steps down into the basement of the sorority house – deep in the throes of his worst nightmare. He enjoyed playing the submissive to Madge's dominant side – they were the roles the couple fell into naturally anyway, but this was something else entirely. The sisterhood had been mesmerised by his girlfriend's control over him and ownership of his crotch, and were now hanging off Madge's every word as she taught them everything she knew about how to dominate boys and even how to turn their basement into some kind of kinky sex dungeon. The girls were not without talents of their own and had persuaded Madge to let them give him a makeover. Unsurprisingly, a house full of horny fashion majors had no problem turning his feeble build and delicate features against him and he now stood before them in a black vest top and a tiny checked skirt, his caged cock encased in pink panties and his hair tied in pigtails.

“You must show us more,” the girl who had previously blocked the entrance to the house begged Madge. “Please – you must have so many hot little games for controlling boys.” She glanced at Eric as if he were a prop and his chest tightened. “Show us everything!”

 

Model Citizen

 1/25

Alex brought a hand to his face and fingered the tiny scar behind his ear where the tiny device whirred away. It was one of the few things the mesh allowed him to do by himself – one of the few things it trusted him to do. A fleeting moment...and then it ended as quickly as it began and the mesh regained control, stretching his plump pink lips into a smile at the black suited man across the table. The restaurant was full of people but none of them looked at Alex and saw anything but an attractive young woman dining with a well-dressed man. They didn't see the device implanted behind his left ear. They didn't know that it had chosen the sexy red dress he was wearing that evening. They didn't know that it had chosen his tits.

“Oh, I would love to do that with you!” Alex felt the device strumming his vocal chords as it pulled him even deeper into the new life it had created for him.

When Alex had aged out of juvenile detention, he been given a choice – transfer to the big house alongside hundreds of hardened adult criminals, or take part in a new experimental trial where an AI mesh would be implanted in his skull. The device was designed to help calibrate its owners actions and decisions to guide them to being a functioning member of society and reduce their propensity to reoffend. As much as Alex didn't want something like that in his skull, he certainly didn't want to go to prison and so he opted in to the trial. He hadn't made a choice since.

Perhaps the AI was dialled up too high, or maybe it was working as intended in its own flawed way, but it quickly concluded that given the vast majority of crimes were committed by men, the most reliable way to avoid recidivism was to be a women. The mesh immediately started dressing him in feminine clothes and growing his hair out. The trial supervisors dismissed the idea this was due to the device's influence and concluded simply that he was a young man going through an identity change. The mesh next decided that to further drop the risk of re-offence, he needed gainful employment, and not having any qualifications, the easiest way to achieve that was to look and dress sexy – hence the curves, breasts and red dress. Alex quickly got work as a Personal Assistant and the mesh decided he needed a promotion to be truly secure, and the best way to do that was to network with the right people. And that's how we got to tonight, with Alex dressed to the nines and dining with one of the company directors.

“The guys are going to love you,” the man grinned broadly, “you are simply charming.”

.The whirring stopped behind Alex's ear. Relief flooded him realising the device had just turned off. It must have decided its job was done. But then the dread started to build. If went back to being himself, the man opposite him would surely find a reason not to keep him employed. And if he lost his job, surely the trial would be called a failure...and he would go to prison. Alex forced a smile at the man, realising nothing had changed at all.

Whatever Happened to Jimmy? (Miss June)

 This is a flashback for my Sissy Calendar caption "Miss June" 

“One extra large package just for...” Jimmy announced as he stepped off the elevator. “...Oh! It's you...” He instantly dropped the act upon seeing that the only person behind the ShackUp Lettings reception desk was the stony faced and significantly overweight Matilda. The boring cow was the kryptonite to his charms and an instant buzzkill. While he loved flirting with the other receptionists, especially the long-serving Ellen, who even after all these years was still his favourite, there was just something about Matilda that stopped the Jimster dead in his tracks.

“Ellen's not here today,” Matilda stated flatly, watching the courier slide the parcel silently onto the front desk. He was unable to meet her eye as he fiddled with a handheld device for collecting receipt signatures. The scrawny man appeared completely dejected by her presence. “Ellen, was talking about you yesterday though actually.” She said suddenly, her voice uncharacteristically bright. Jimmy's head shot up to attention. “She was saying how you're always asking her out – and that she has said 'no' about a million times.” Jimmy's gaze dropped back down to his device. “She said you do absolutely nothing for her. Except...” Now she had the courier's attention. “Except...this one time about ten years ago you posed for a charity calendar. You were Miss June, I think. Ellen showed it to me. She still has it, you know? Just that month, of course. I can see why. You were very cute. She said she bought a joke book to keep the banter going between you two, but you weren't interested. She said you were embarrassed. It's a shame really – sounded like she was willing to make a go of it if you had been willing to embrace your feminine alter ego.” Matilda used her finger to scrawl out a signature on the electronic screen. “Hey, how about I talk to her? Maybe she would give you another shot? What do you say? Would Miss June be willing to bring out an early summer?”

Three days later and Jimmy was waiting in a booth at a local bar, his heart thudding in his chest. You could say a lot about the courier, but you couldn't say he wasn't punctual. The wig was the same one from ten years ago. He had left the offices in such a daze that day, he had forgotten to remove it on the way out. The rest of the outfit was new though. He had guessed the sizes and ordered online, yet the hot pink playsuit fit him like a glove. It had taken him four hours to get ready but it would all be worth it if it got him some action with Ellen. The makeup had been the hard part. All the YouTube tutorials in the world couldn't steady his hand as it held those tiny brushes, and he had left trying to walk in the heels until far too late – badly underestimating how much practice it would take to be able to stride confidently into the bar. Though again, this was just a means to an end. Once Ellen got to know him, he wouldn't need to bother with all this crap.

“There she is!” A confident female voice proclaimed from the opening of the booth. Jimmy instinctively took up a defensive position, his hands stretching wide and pressing back into the sofa and his silk stockinged legs sliding up onto the leather. “There's my date!” Matilda said matter-of-factly. “There's my Miss June!” She stood over Jimmy imposingly. “Come on, sweetie, let's go get a drink in you!” She licked her lips hungrily. “I have much to get in you by the time this night is through!”

The Date Part 2

 

With every vibration of Otto's phone that followed, his feminine prison was built more secure. If the picture of the epoxy resin in Tilly's hand had been a barred window, the heavily edited videos that came next each added a lock to an already firmly bolted steel door. His so-called girlfriend was drip feeding him clips of him seemingly willingly, heck excitedly, dressing himself in the figure hugging outfit he was now wearing. 'This is going to be so good!' he exclaimed in one video as he ran fingers through the long hair of his wig. 'I can't wait to see Elijah see me like this!' as he pulled a pair of satin panties slowly up his silky smooth shaved legs. How had he let Tilly persuade him to wear the panties? Boxers would show show from under the short dress, she had said – they wouldn't hug his manhood tightly enough and Elijah might notice... Otto sighed – how had he let Tilly convince him to do any of this...

He had tested the resin of course - pulling at the wig with fistfuls of synthetic hair while in the bathroom had only succeeded in giving him an awfully sore scalp. The acrylic nails wouldn't come off either, nor, Otto realised in horror would the high-heels. The figure hugging dress didn't seem attached and apparently he could drop his panties at will, but that's what the subsequent video messages had been for – Tilly wanted him to finish the date with Elijah or the clips of him gaily dressing himself would be circulated.

When Elijah invited him to his dorm room, he had accepted without thinking – anything to remove himself from staring onlookers, even if it was because they thought he was a hot girl. The dork was harmless anyway and proceeded to give Otto a tour of his hand painted figures and binders of completed DnD campaigns. Polaroids of his gaming club were taped to a mirror and the penny finally dropped. Almost all of them featured a single female gamer amongst the group of sweaty nerds – in one she even had her arms wrapped around the greasy bastard...Tilly.

Otto hid his phone in one hand and glanced back over his shoulder to where Elijah stood awkwardly the other side of an unmade bed. Tilly had just sent him pictures of the makeup she had used to paint his face – each tube and bottle was printed with 'LONG-LASTING' or 'SEMI-PERMANENT'. By now his heart was hammering in his chest. 'I see you have been invited to Eli's bedroom,' the message read, 'by now you will understand what this is about. I have been preparing you to be a fool for much longer than you have been planning your date.' Otto seethed. That bitch! How could she do this to him?! His phone buzzed again. 'But how long you stay a fool depends on you! Eli really doesn't have a clue who you are. You can still make this a night to remember for him. How about it? Either I spread these videos and your life will suck for a long time...or you can suck right now!' One more picture came through – it was of Otto posing suggestively with his short dress pulled up to expose his satin panties and a single finger pressed against his painted lips. It had supposed to be ironic but none of that came through in the picture. He just looked like a complete sissy. Hesitantly, he took a deep breath and gestured for Elijah to join him near the bed – taking care not to trip on his glued-on heels as he got down on his knees.

The Date Part 1

Otto glanced quickly at his phone again when Elijah's back was turned – which was a rare luxury considering the chubby boy's eyes had been fixated on him all evening. Still nothing... He sighed, willing Tilly to hurry up with her cue so they could accelerate their prank to the fun bit – the bit that didn't revolve around him being eye candy for Elijah so he could get on with humiliating the fat Dungeons and Dragons obsessed doofus.

“Everything alright, Baby?” Elijah smiled sweetly. “You look cold. Care to wear my jacket?” Cold?! He wasn't cold!? Hell, it was actually pretty warm for early April. But, he did want that jacket. He didn't care that it had been wrapped around that sweaty boy's body. Anything would be better than what he was actually wearing. Otto instinctively looked down at himself and instantly regretted it, cursing the fact he had listened to Tilly when she suggested starting the date early in the afternoon. Of course, there would be more of an audience for Elijah's ultimate humiliation, but by extension more people would get to see him in his role too, and with the daylight lingering, they would get quite the view.

In truth, it could have been a dark evening and Otto would have still cut the striking figure. Tilly had done a fine job of preparing him for their April Fool's prank. Their mark was the greasy and grossly overweight enternal-virgin from their freshman year college study group, Elijah. Their plan was a classic – Tilly would help her boyfriend, Otto, dress as an overly eager female date for their classmate, make him think he was getting lucky, build him up, and then just as lover boy leaned in for a kiss to seal the deal, the wig would come off, Otto's friends would jump out laughing, fingers pointed, phone cameras poised, and Elijah would never speak up to correct him in class ever again. Hell, that stupid ass might never even show his face again.

Otto looked at his phone once more. He was getting impatient now and no longer cared if he seemed rude. Like he was going to upset a guy who wore a DnD shirt on a date. He actually felt offended on behalf of the female alter-ego Tilly had crafted for him. The long flowing hair, the perfect makeup, the short figure-hugging dress that clung to his smooth moisturised skin...the shiny fuck-me heels Tilly had given him as a finishing touch and then proceeding to teach him to walk in. Otto wasn't even a real girl and he was still too good for this loser. It was no wonder Elijah had clearly fallen in love already – the geek's eyes bugging with every wiggle, every shimmy that Otto threw his way. They weren't just going to humiliate him, he thought gleefully. They were going to break his heart.

Finally, Otto's phone vibrated in his hand. As expected, it was a message from Tilly and he opened it eagerly. But wait...he narrowed his eyes heavy with false lashes and wrapped his extended nails around the device like talons. He studied the picture Tilly had sent him. She had clearly been holding her phone in one hand and pointing it at assortment of objects on a table. Otto recognised them instantly given he was wearing all of them – a long flowing wig, the high-heels, acrylic fingernails – yet it was what was in Tilly's other hand that stopped his heart in his chest. Her palm was open and facing upwards, a small bottle lay in it with its cap unscrewed – 'Never-break Epoxy printed on its label.

 

Little Benny's Easter Jamboree

 

“What the hell is all that crap?!” Jill screeched upon seeing Ryan unloading the huge box from the back of their van. Brightly colored streamers were bursting from the top and Ryan was using his chin to stop a pile of bunny-ear headbands from falling to the floor. With a confused expression on his face, Ryan lowered the carton to the ground and Jill began to rummage through it. Together, the pair owned and ran a new and already struggling party hosting business and while they were supposed to be partners, having put up most of the investment money and the down payment on the company van, Jill was very much in charge. “What is all this?” She was pulling out items at random – plushy bunnies, paper plates, little yellow fluffy chicks, and dozens of small colorfully wrapped chocolate eggs.

“It's the stuff for Little Benny's party.” Ryan responded as if the answer was obvious. “You know, the Easter Jamboree. I just figured we were going with the standard egg hunt and party games and spent the budget accordingly. What's the big deal?”

“The big deal?!” Jill's mouth dropped open. “The big deal is 'Little Benny' is an ironic nickname. The big deal is Little Benny is a six foot five dude turning thirty this weekend and his friends are turning up here in two hours expecting us to have a surprise party for him, and my idiot partner has just spent our entire budget on baby chicks and chocolate eggs. I bet you haven't even booked a hostess, have you? Did you even read the booking form?”

“Well... hmmm...” Ryan blushed deep red and stammered sheepishly. He hadn't, of course, and was scanning the box of Easter knick-knacks for some inspiration. Finally, his eyes settled on a pair of the bunny ears and he raised them for Jill to see. “Well, I suppose you could wear these, and play the role of hostess?”

Needless to say, Jill did not play the role of hostess. That honor fell to the junior member of the partnership, Ryan. A hasty run to the store for some crates of beer had been enough to distract Little Benny's friends from the lack of an organised party – especially once the hot little bunny girl made her debut. Jill had sped home and returned with a satin corset and matching panties, as well as a blonde wig and her makeup box. She had been merciless in packing Ryan into the underwear, not so much showing him how to tuck as stuffing him into the knickers like a turkey. There was no effort spared when it came to shaping his body with the corset either and by the time it was firmly tied, Ryan could barely breathe. Makeup was then slathered on and by the time Jill was finished with him, he didn't even recognise himself.

“Oh, hostess!” Jill called coyly across the busy room to where Ryan had been trying to hide in a quiet corner. He had spent the last three hours serving beers, listening to drunk guys try to chat to him and dodging the odd wandering hand, and he just wanted the whole humiliating experience to be over. “We're about to sing Happy Birthday to Little Benny!” Ryan glanced to the table where the cake was waiting and braced himself for trying not to drop it while tottering across the room on six-inch heels. He adjusted the top of his corset to make sure the silicone padding was sitting naturally. “Oh no, I've got that.” Jill said. “I have promised the birthday boy that the beautiful hostess will sit on his lap while we sing!” Ryan paused – his stomach would have dropped were the corset not clenching it so tightly, and looked sideways to where Benny was sitting. He really was a mountain of a man – a wide grin on his face as he patted his thigh invitingly.