Caught in a New Life Pt.16

Chapter 21

Once back in the relative safety of the car Monroe let out a big sigh of relief. Finally he was away from all those disturbingly lust filled and curious eyes, away from all the laughter after he had been thoroughly outed as a huge sissy in front of so many people and after he had been the centre of a mortifying show. Sure doing chores and whatever else Ms. Thompson demanded of him at home in this embarrassing get up was nothing to look forward to, but at least no one would see him at home, no one but Ms. Thompson and maybe Lena if she came home. Compared to the day he had had that was a huge improvement.

Ms. Thompson wasn't planning on letting him feel at ease at all though, she wore a bigger grin than he had ever seen so far as she cheerfully got behind the wheel. "See Molly, there is hope for you yet, just look at how the people at the bar accepted you after you came clean about who you truly are and gave them a heartfelt apology for the hate you spewed. They all looked very happy to hear you would be working there so you they get to see you more often. Even for a lost cause like yourself it is possible to find redemption if only you try hard enough. Of course those people only had to listen to your shit for a moment so I'm afraid it will be a lot harder to redeem yourself to others, but don't worry Molly, with my guidance you'll get there. Just do as I tell you and you'll be fine." Ms. Thompson gleefully spoke.

Monroe just groaned, like he wanted to be Ms. Thompson's version of fine. He couldn't believe just how much damage she had done in such a short time. Just looking down at himself was enough to make him cringe and he didn't even need to be confronted by his horribly made up face and new hairdo for that. No matter where he looked there were constant confrontations with the disastrous makeover Ms. Thompson had given him. Even if he closed his eyes, the sensual feeling of his soft and slippery lingerie paired with the crushing of his corset and the unyielding tight cage served as firm reminders.

When they arrived home Ms. Thompson was instantly on his case. "Alright Molly, while I think it's great that you have landed yourself a job in such a good environment for you. I won't let you make a fool of yourself and by extend the training I have given you. Since you're luckily pretty up to date with your household chores and since you're getting more efficient at them I think we should have the time to practice proper pose and comportment. Thanks to your well put together outfits you already have the basics down, but there is quite a bit of room for improvement and refinement. Now that you know how to cook and clean it was about time that you learned to look elegant and dainty when doing so. Now give me your best mince to the living room." Ms. Thompson instructed with a gleeful smile.

Mentally drained from the horrid day he had had, Monroe didn't protest, all the embarrassment had knocked the fight out of him as he simply got out of the car and minced to the living room the way he had been mincing all day, getting kind of nervous as Ms. Thompson watched his every step closer than ever. He didn't like the prospect of learning proper posture and comportment at all, especially not after seeing what Ms. Thompson considered proper when it came to outfits and looks. Nevertheless he accepted that it was inevitable for now as he watched Ms. Thompson sit down with a critical look eyeing him up.

"Like I said there is definitely room for improvement there Molly, your back is straight, mostly because of the corset I imagine, but keep that head of yours high. I also want to see those elbows of yours pressed tighter to your sides, keep your underarms stiff as a board, and let those wrists hang completely limp. I want to see a slight bounce in them with every step you take Molly. Finally about those steps of yours, they need to be even shorter. I want your heel to line up with the toe of the other foot so closely that you're nearly stepping on your toes each and every time. Oh and before I forget put more sway in those hips, shake your booty like you're trying to drag everyone's attention to it. Now keep those things in mind and make a tour of the living room for me." Ms. Thompson instructed sternly.

Monroe could only groan, he already felt completely ridiculous with how this skirt, these heels and that corset made him walk, yet Ms. Thompson's instructions seemed designed to kick that up a few more notches. He realised full well that not giving in was just asking for trouble though and so he set out for a tour of the living room, his legs already killing him from all the walking around he had gotten up to this far. It proved near impossible to carry out all the demands his Nanny had heaped up on him, every part requiring his utmost concentration. When he focused on his steps and the swaying of his hips, his arms and head slacked off.

Slacking that was quickly rectified by a quick painful zap to his balls and a reminder from Ms. Thompson of what her other instructions had been. When he went on to correct those remarks, his steps and swaying hips started slacking instead only to get yet another zap and reminder. His tour of the living room was filled with zaps and reminders of what he had to correct without real over all improvement. It was a very long and painful tour that seemed to drag on for ages, only to end in a scolding.

"Clearly you are too stupid to pay attention to your whole posture so let's work from the bottom up shall we Molly? Make another tour of the room and focus exclusively on your steps this time, nice and short with swaying hips. Get to it!" Ms. Thompson said as she kept a very close watch on Monroe who was doing his best. Yet he still earned another zap as she told him to make his steps even smaller and put even more sway in his hips.

At one point she just ordered Monroe to freeze, walking right up to him as he stood quite unstable, one foot in front of the other. She just knelt down and put her thumb between the back of his one heel and the front of the other. "This won't do at all Molly, I can easily fit the with of my thumb in the gap. It should be a pinky width at the absolute most. Now get walking again." She commanded getting right back up as she sternly watched the nervous sissy walk on as he made his steps so short out of fear that he nearly fell because he stepped on the toe of his other heel.

It took about five tours of the living room with multiple freezes and painful corrections before Ms. Thompson was satisfied. On Monroe's last tour she had been very pleased unable to slide her pinky between his feet when she told him to freeze in plays. His hips were swaying well enough to drag pretty much anyone's attention as well. For Monroe it was horrible either way, the punishments might have stayed out, but his cock was still giving him more than a bit of trouble trying to grow hard in the very tight cage. He had been denied for way too long already and these very short steps forced pretty much his entire nylon clad legs to rub together, the petticoats swaying wildly with his hips.

"Much better Molly, now let's move our attention up to your arms. Press those elbows tightly to your sides." She instructed sternly as she held out two pieces of paper which she swiftly moved in between this sides and elbows. "These aren't to drop under any circumstance Molly, now forearms straight out and wrists completely limp. I want to see those hands of yours bounce with every step." With that said Ms. Thompson just stepped back and observed as Monroe set out for yet another tour of the living room.

At least his arms were much easier to correct than his step. The papers did drop a few times and he was scolded for not keeping his forearms stiff enough and his wrists not limp enough, but he learned faster than he had learned his steps. It took only three laps of the room for Ms. Thompson to be satisfied. Monroe couldn't help but cringe as he noticed how there was more bounce in his limp wrists than there was in his stiffly permed old fashioned hairdo.

The last step was to let him keep his head up, carrying his arms and taking steps as expected without looking down. It took another two laps, but eventually Ms. Thompson was satisfied with that as well. "Good job Molly, you have your mince down to good sissy standards, now all that remains is practice, practice and practice until you wouldn't know how to walk any other way. I think we have time for another ten laps and I better not see any mistakes or you'll be very sorry. You know how to mince like the best now, you have proven you can do it, so there are no more excuses for screw ups. That goes for your laps now, but also for every step you'll take from here on out. Understood?" She sternly asked.

"Yes Nanny, I understand." Monroe said completely mortified and exhausted as he set out for ten more laps as demanded. His feet and legs were killing him, and he felt like the biggest fool on the planet, but Ms. Thompson didn't lose sight of him for even a minute, leaving him no choice but to carry out her demand, knowing how swiftly and easily she could bring him a whole world of pain. Every loud click of his heels on the hardwood floors was like a dagger to his ego as it took what felt like ages to make a tour of the large room, these tiny steps were outrageously inefficient.

"Excellent Molly, now mince your ass in the kitchen and set the table. It's time to get started on our diner. You can set the table for three as your wife will be coming home to join us." Ms. Thompson simply instructed, very satisfied with all the progress she had made with Monroe she simply followed along as he delicately minced into the kitchen, daintily donning his apron before getting started on the meal and setting the table like a proper housewife. It was so much more satisfying to watch now that he really looked the part he had been acting out for a while now, the part of the perfect sissy housewife.

Monroe was just putting the finishing touches on the fresh healthy meal that was to be their dinner when he and Ms. Thompson heard the garage open hinting at Lena's arrival. "Alright Molly, why don't you mince out to the garage and greet your wife with a nice deep curtesy?" Ms. Thompson suggested as she followed the mincing sissy to the garage door, keeping a close eye on him to ensure his mince stayed perfect.

She and Lena couldn't help but smile broadly as Monroe dropped in a deep yet clumsy curtesy, lifting the edges of his very large puffed out skirt as he bowed his head and said. "Welcome home Miss Lena, diner's ready. I hope you had a nice day." He couldn't help but cringe as he realised full well how absolutely submissive he was acting. He shouldn't have to bow to his wife, especially not dressed as ridiculous as he was, but with Ms. Thompson around he had no choice. No matter what he did things only seemed to get worse not better, maybe he should try to make a run for it anyways, damn the consequences. What she had done to him today was several bridges too far and way worse than his buddies finding out about everything. Right now though under strict supervision he could only continue to go along with things besides he was too tired to really stand up to either Lena or Ms. Thompson.

"Thank you Molly, I had the most wonderful day, but then again so did you right? Lucky sissy getting such a pretty outfit and getting pampered at the salon. Then we aren't even talking about how you got to be the star at Ben's club yet. That curtesy of yours can definitely use practice though. It's pathetic for such a delicate sissy like yourself." Lena spoke, a definite vicious lash in her voice. She was really enjoying this, for one it was nice to be welcomed home like this, but secondly what little sympathy she had still harboured for Monroe had been pretty much destroyed after he had once again insulted the LGBT+ community, clearly not having learned his lesson yet after all of this. It convinced her that he would never learn, that keeping him as Molly was the only way to ensure he wouldn't screw with anyone anymore.

Ms. Thompson was all too eager to discuss his training, loving how Lena had obviously grown very bitter towards her husband. Now all she needed to do was to convince her to keep him as her sissy housewife rather than kicking him out entirely. "You're right Lena, that was one pathetic curtesy, but don't worry I've simply not had the time to work on that yet. We did work on perfecting her mince. Molly, why don't you lead us to the table and help us get seated?" Ms. Thompson proudly suggested with a big grin as Monroe did as he was told.

It was mortifying for Monroe to be discussed like this and it only got worse as he minced his way to the kitchen under a constant stream of remarks from Lena about just how precious, delicate, dainty and downright ridiculous her husband now walked. The entire way was filled with jabs and mockery straight to his very fragile ego. It was devastating, especially when he was then forced to help these women who had just mocked him so much, holding out their chairs for them, sliding them right under their butts, before serving them the freshly cooked meal he had prepared and finally taking place at the table himself. He was only allowed a smaller portion 'to watch his figure.'

Just as he was about to dig in and enjoy whatever food he was allowed Ms. Thompson stopped him. "That is no way for a proper sissy to take a seat. Stand up again, brush your skirt out from under your butt and sit down slowly. Keep your knees and ankles pressed firmly together when you do so. We'll practice this later, but for now give it a try Molly." She instructed as Monroe followed the instructions with a deep sigh, cringing at how full his skirt felt when sweeping it under his bottom. Like the mince it just made him feel ridiculous.

Even his meagre meal wasn't left without criticism as Ms. Thompson's was constantly on his case making comments on how he should take smaller bites, how his head had to remain straight like his back. She commented on how he should chew more before swallowing and even on how to handle his utensils more daintily. By the time she was pleased, he felt like he was eating like a delicate flower at a high society banquet of sorts. With all Ms. Thompson's specifications it still took Monroe ages even to finish his meagre meal.

A meal he was then left to clean up when his wife and Ms. Thompson retreated to the couch, but not before serving them both another glass of wine as the animatedly talked and laughed about his day. The only attention they really paid them was holding out their glass when he was near them. He didn't even get a thank you as he retreated to the kitchen to do the dishes. All Monroe could do was sigh deeply as he put on a pair of pink rubber gloves to protect his hands before getting started on the dishes.

Monroe couldn't help but feel completely humiliated for the umpteenth time. Not only had Ms. Thompson made him look like some exaggerated parody of a fifties housewife, she made him carry himself so much worse, and right now he couldn't help but feel like the worst version of one of those housewife stereotypes either. He did everything around the house, literally shoved the chair under his wife's butt and served dinner when she came home, and now she and Ms. Thompson were having a blast on the couch while he did the dishes, almost like how a wife had been supposed to hand beers to her husband and his buddy for a ball game, the focus being on the game rather than her effort. Only there was no game, it was so much worse as Ms. Thompson just repeated the humiliations of the day while Lena laughed and posed further questions.

He wasn't given a moment of rest as Ms. Thompson was right on his case from the moment he started taking off his rubber gloves, being done with the dishes. "Ah Molly, finally it seems like you've finished up back there. We could use another refill. Hang up your apron and bring us more wine." Ms. Thompson demanded, waving her glass without respecting all the work Monroe was doing, Lena just followed suite, giggling and waving her own glass as well. She was having way too much fun. After the stunt he had pulled at Ben's bar, she was happy to hear what an embarrassing day he had had, it made her feel like he had gotten his comeuppance, but that was just the start. All of this hadn't changed his ways so Lena had ceased believing he would ever change his ways. If anything she was convinced that he was getting what he deserved. Being slightly tipsy didn't help her get more sympathetic either, and she had to admit that it was very nice to get pampered like this.

Sighing deeply Monroe neatly hung up his apron and with a perfect mince and the bottle of wine in hand made his way back over to the couch. He didn't dare slack on the mincing front, not with both women watching him so closely. Dutifully Monroe poured both women another full glass of wine, emptying the bottle in the process. He was just about to return it to the kitchen and hopefully stay there to be away from their immediate attention, but Ms. Thompson quickly put a stop to that. "You can put the bottle on the table and clean up tomorrow Molly. I don't know about your wife, but I am in the mood for some entertainment and some much needed curtesy practice is bound to be entertaining. So why don't you go and stand at attention in front of me?" She grinned as Lena giggled.

Groaning inwardly Monroe took place before his nanny, ankles together, back straight, head held high and arms neatly tucked at his sides with his wrists hanging limp. Underneath the thick mask of makeup Monroe's face was beet red, deeply embarrassed as Lena giggled loudly. "I never thought you would make such an effeminate sissy Molly, but look at you, you're an even bigger sissy than the one you liked to watch for inspiration. I just don't believe that this is the result of a single training with Ms. Thompson, you'd have to have practiced this long before to make it so delicate."

"I think you are right Lena, Molly is way to natural at this, but she can definitely use some refinement like in her curtesies. So Molly, show us your best and let's work from there shall we?" Ms. Thompson smirked with delight. She was loving this way too much. There was no better pastime than sharing a glass of wine while mocking a sissy together with their wife. She could tell that she had convinced Lena that this was the way.

Under her instructions Monroe had little choice but to perform another quick clumsy awkward curtesy. One that had both women laughing at him. "That is surely entertaining Molly, but not a proper curtesy in the slightest. Lets start again, stand at attention. Good now slowly move one foot behind the other, delicately pinch the edge of your skirt between your thumb and index finger then at the same time bend through your knees, bow your head and raise the edge of your skirt. Hold that for three seconds then rise back to attention." Ms. Thompson instructed as Lena giggled throughout the ordeal.

For the next twenty minutes she had Monroe practicing his curtesy, giving detailed pointer after each more and more delicate growing attempt until it looked about satisfactory. "Good job Molly, that was perfect, now all you're curtesy needs is a smoother, well practiced flowing movement like you're not thinking in steps anymore. I want you to be able to dip into a curtesy without a second thought, so let's get you some more practice shall we? Mince a tour around the salon table, then drop into a curtesy before your wife. Rise, mince on and perform a curtesy for me. Now be mindful I only want to see improvements. You can stop when I say you can sissy." Ms. Thompson sternly instructed as Monroe got started, wishing he could stop already. All the mincing practice, a whole day on his feet, meagre meals and these horrid heels made him ache all over. He wanted nothing more than to rest a little, but he wasn't granted any rest as Ms. Thompson had him perform.

In the end Monroe circled and curtsied for the better part of an hour by which time he could stop curtesy and get going again with a smooth well practiced ease. "Alright Molly, that will suffice for now. I can see you are starting to get a little tired. It was a busy day and I am feeling it too. I think we should retreat upstairs, we can practice some more tomorrow. Before we go why don't you go ask your wife for permission, ask her if she needs you for anything more. Also going forward I expect you to curtesy at the start and the end of a conversation with everyone, whether you address them first or they address you first. Curtesy to acknowledge them, curtesy to say goodbye and if you are ever in doubt just curtesy." Ms. Thompson instructed as Monroe dipped into a perfect curtesy, figuring he might as well do so now. He was simply too tired to fight and despite his abysmal sleeping arrangement with this roommate from hell he was more than happy to finally call it a day to finally rest his poor legs and feet a little.

Mincing over to his wife Monroe dipped into another curtesy and politely asked. "Could I please be excused for the night Miss Lena, or is there something else you could use my assistance with?" Monroe asked somewhat nervously despite knowing what question was waiting for him in the bedroom, Monroe hoped that his wife would dismiss him. He couldn't believe he was made to ask like this.

"How nice of you to ask Molly, well yes, there is something you could do for me. My feet are a little tired and way too hot in these, so a nice relaxing foot rub before bed would be really nice." Lena smiled as she cheekily held up one of her high heeled designer ankle boots at him. One of the pairs of her vast shoe collection that had cost him a fortune.

Lena's request came as a smack in the face for Monroe who's feet were killing him. Sure the stiletto on her boots was taller than the heels he wore, but unlike him she had had the luxury of sitting down the majority of the day, that and a life long practice with heels. Surely her feet weren't nearly as sore as his were, yet all he could do was dip into another curtesy as he said. "Yes Miss Lena." And got down on his stocking clad knees to get started. At least kneeling alleviated some of the pressure, but that was as close to relaxed Monroe would be able to get right now.

"Alright I'll leave the two of you alone then. Lena if you are done please be so kind as to escort Molly up to her room, but don't worry about the time or anything. There is no rush at all." Ms. Thompson quickly noted, before heading upstairs to prepare for Monroe's arrival. The fact that Lena once again tolerated his presence was good, especially since it was just to use him. She couldn't have wished for a better development.

Dutifully helping his wife out of her shoes Monroe was quite surprised by just how rank het feet were, covered in damp sheer nude nylons with The pedicure he has given her clearly visible underneath. It really showed how much he had slaved away at her feet quite literally as of late. A trend that was only increasing it seemed as he kneaded one of her sweaty soles, careful not to hurt her with hi now awfully long nails, as her other foot rested into his skirted lap. Monroe could only look down at her feet, too ashamed to meet her glee filled eyes.

After dutifully massaging Lena's feet for about five minutes, at which point Monroe was pretty certain that Ms. Thompson was far out of earshot, finally giving him a moment alone with his wife he spoke up again. "Miss Lena, please forgive me for my comments at the bar, I didn't mean to upset anyone. I would like you to please reconsider Ms. Thompson's presence. Just look at me this has gone way too far and there is no telling what she will do next. This has to stop I beg you. I'm prepared to...." Monroe pleaded gently and demurely, trying his best to garner some sympathy from his by now quite tipsy wife.

He was cut short though when Lena simply pressed the damp toes of her free foot over his lusciously painted lips much to his shock. The strong scent of her feet hit him harder than ever, forcing him to suppress a gag. "Hush Molly let me make one thing very clear to you. As far as I am concerned you are getting exactly what you deserve. Hell I am convinced that you are even loving this on some degree. No real man would have let things come this far, and no real man would perfect a mince and a curtesy so quickly. So I don't want to hear any more complaints from you understand? Don't think even for a second that I won't punish you like Ms. Thompson does if you ever bring up this issue again." Lena spoke sternly leaving a brief pause to let her words sink in, as she saw the horror spread on Monroe's face.

"You can't please me like a man, and you certainly don't look or act like one either. Before you argue, being a sexist homophobe is not a personality and it certainly doesn't make you a man. You're no woman either cause no woman would dress or act like this, so clearly you are just a sissy, a sissy who developed a facade to shield her secret." Lena spoke as Monroe could clearly hear Ms. Thompson's words, just coming from his wife. That horrid old hag had really managed to convince his wife this was the truth. He could tell how serious Lena was being, despite being slightly intoxicated, arguing now would only trigger her more, besides it was not like he could speak with her toes over his lips. He just felt his shattered ego being crushed further as a hopeless devastation took hold of him. His horrid day had knocked what fight remained out of him. He was just too tired to really make a stand.

"Now I understand you might have gotten way more than you've bargained for, but frankly I don't care. You are way more pleasant as Molly and while I might have fallen in love with Monroe it has become clear even more so today that the world is better off with Molly than with Monroe so as far as I am concerned Molly is here to stay. So is Ms. Thompson until she thinks her work here is done. Hell I'm even starting to see the merit of Molly over Monroe on a personal level right now, Monroe would have never given me a foot rub." Lena continued.

"I haven't quite figured out what all of this means for our marriage just yet, but like I've said to Ms. Thompson before. You aren't coming near me with that dick of yours until you can use it to please me. Now I am willing to keep an open mind and make this work, but you are going to have to let go of your asshole facade for good. Now be a good sissy and give my toe a suckle. Those lips of yours are just begging to be wrapped around something and I don't really have anything better at hand now." Lena ended on what she considered a high note with a giggle as Monroe just opened his lips. He was too tired and too beat down to fight it at this point, his thoughts mostly spinning around what Lena had just said than around the sweaty toe she promptly shoved in his mouth and flicked his tongue with.

It tasted gross, that was for certain, but Monroe could only mourn the very clear statement Lena had just made as he continued the massage. His hope that Lena would put a stop to Ms. Thompson was completely dashed. As was his hope that he could win Lena back over. If anything he wanted out, but Ms. Thompson had kept such a close eye on him that it had been impossible to step a toe out of line since her arrival. He was doomed, completely doomed, maybe tomorrow would bring some clarity as he was too tired to think clearly, too exhausted to run. It was clear that running was his only option to have any hope to get some semblance of his male life back though. That or waiting until Ms. Thompson was gone and he could hope to bit by bit regain some more freedom again as he doubted Lena would keep such a tight reign. There was no telling how long that would take and what damage could be done before that though.

Lena kept Monroe down at her feet, massaging one foot and sucking on the toe of the other for nearly an hour before finally getting off of the couch, not bothering to slide her ankle boots back on, just leaving them for Monroe to clean up tomorrow. "Alright Molly, it's about time we headed to bed as well. Mince ahead and don't slouch, I will punish you if you don't give me a proper mince." She giggled as she kept a close eye on him.

Groaning loudly Monroe got up on his very sore heeled feet and did his best to put up a proper mince as he headed up stairs followed by his relaxed bare footed wife. She followed close by right until he dipped in a last curtesy before stepping in the guest room he shared with Ms. Thompson and closed the door.