Rose and Jack Part 5 -The conclusion

 Below is the final part of the Rose and Jackie part of this story. It is much longer than the previous episode and could have been twice as long if I had expanded on certain parts of the story( there were so many possibilities) but as I said in a previous post I don’t want this to turn into War and Peace as I think people would get very bored, very quickly. Without giving away the ending I tried to manage it in such a way that whoever picks up the story will hopefully be able to explore their own plotline and hopefully what went on in these episodes will not adversely affect their own storyline too much.

Thank you again to the Anon contributors and Rocket Dave for their kind words and encouragement I would not have persisted with it without the support. Also to those who found it interesting. Loved the idea of a movie, would be great to see who would play the various parts. I’m also very jealous of Anon who posted the comment  regarding “bossy mistresses like mine” Lucky girl.

Enough of the waffle – hope you enjoy it.

Carrie

 

Rose and Jack Part 5 - The conclusion

Jack woke even before the alarm rang, he’d had a restless night. The events of the night before were racing through his mind. The limited intimacy he’d had with girls, kissing, light petting had not prepared him for what he’d experienced the previous evening and even though he was unable to achieve orgasm due to the confinement of his genitals within his cursed girdle, the experience while exhaustive had also been wondrous. After she had spent what seemed like hours teaching him how to pleasure her using only his tongue she had dismissed him to spend the night alone and if he had thought his sojourn in feminine clothing would be over at the end of the day he was very much mistaken. Before he was dispatched to his room she ensured he was suitably secured in formidable foundation wear consisting of a corselette secured by a slim chain through the shoulder straps and locked to a collar at the neck. This was worn over a high waisted firm control girdle with his member tucked firmly between his legs. It would be impossible to remove. He could rub the mound between his legs but this would only serve to persecute him even further knowing he could gain no relief. Over these forbidding garments she placed an elaborate full length pale pink nightgown with diaphanous sleeves, the body of the gown had two layers, a filmy soft chiffon outer layer and a satin inner one. Fussing over him arranging his ultra- feminine nightwear she stood so close to him, her breasts pressed against his chest. As she fondled him gently between his legs she watched him squirm and writhe as he emitted low moans of pleasure. When his legs could barely support him anymore she kissed him on the forehead before consigning him to a night of exquisite torment wrapped in his cocoon of the softest feminine night attire.

Now that he was fully awake the soft folds of the nightgown were still sending waves of unfulfilled pleasure throughout his body but he knew he had to dress himself in his lady’s maid uniform and present himself to Rose or Madam as she was now to be addressed as. Looking at the dreaded garment on its hanger he knew that he would escape from the nightgown only to incarcerate himself in the prison of his new uniform. He knew his appearance had to be faultless, his apron arranged correctly, falling just above the hem of the skirt a large bow tying it at the back, his cap perfectly placed on his head, the seams of his pantyhose straight. Rose had left him in no doubt she would not tolerate anything less than a perfect presentation. Divesting himself of his nightgown he slowly pulled his pantyhose into place over the restrictive foundation wear, stepped into his slip adjusting the straps as he did so. He lifted the velvet uniform dress over his head and let it fall before zipping himself into it, he then arranged the apron and cap in the correct manner to complete the ensemble.  He surprised himself at the speed at which he completed dressing but knew it was as a result of Rose having him perform it several times over the course of the previous day. She had him practice walking in higher heels, putting on and removing make-up particularly applying lipstick with a compact mirror. The words “practice makes perfect” were still ringing in his ears but at least they were alone, it took him hours to recover from the experience with Pamela and he wouldn’t want to go through that again. He looked in the mirror making minor adjustments to his uniform and thought to himself thank heavens it’s Sunday she won’t have him working in the students rooms and his mother will be home later so hopefully this charade won’t last too much longer. The tinkle of Rose’s bell shook him from his daydream and he slipped on his increasing familiar heels and minced his way to his mother’s room where Rose awaited.

For some strange reason he noticed his attitude appeared to change from the time he left his room. He did not know whether it was the tight foundation wear, the caressing of the satin slip against his thighs, the servant’s uniform or the fear she would expose him but whatever it was as he arrived at her door his demeanour had reverted to that of a servant girl.

“Good morning Madam” he said politely accompanied by the obligatory curtsy “you rang?”

Rose was sitting upright in the bed and was wearing a similar nightgown to the one he had also worn her prominent breasts filling its cups.

“Turn around girl, let me see if you’re dressed properly” she ordered.

After she was satisfied she issued him his orders, draw her bath, tidy downstairs and his room, prepare breakfast of coffee and toast which he was to eat alone in the kitchen while she had her bath she would ring for him when she required him and he was to serve a similar breakfast to her. She delivered these commands in quite a pleasant voice not at all arrogant or condescending. It was as if it was a normal everyday occurrence, a mistress speaking to her maid. He received her instructions with no resentment just an acceptance of their new roles. It was as if his subservience was an extension of his uniform. After he had drawn her bath he returned to the bedroom.

“Will that be all Madam?”

“Yes Elizabeth, I thought I may allow you out of your uniform later, would you like that?”

He couldn’t believe his ears, finally he would be allowed out of these infernal clothes and back to his own and some semblance of normality.

“Oh yes Madam that would be wonderful” he gushed.

“Pity I rather liked having you as my maid but it is a Sunday and even maids deserve some time off, well you’re not finished yet, get on with your work, girl” she retorted.

“Yes Madam, thank you Madam” Jack beamed and gave an even deeper curtsy to show his gratitude.

Rose dismissed him with a wave of her hand, one hour more maybe, he thought and this nightmare would be over. He left her presence to undertake his tasks with a much lighter attitude. He barely felt the time go by such was his excitement and when he heard her bell put her breakfast on a tray and climbed the stairs for the last time dressed as a servant girl.

Entering the room he placed the tray on the table by the window where she was sitting dressed in her robe and speaking on the phone. He immediately knew it was his mother.

“Yes Mrs Swanson…… he’s been a darling…….yes, yes, very co-operative….. no trouble at all. Of course tomorrow will be fine, no rush” Rose said updating Jack’s mother and after a few more words handed the phone to him.

Even though she couldn’t see him he felt extremely embarrassed dressed as he was speaking to his mother.

“Oh! tomorrow, no I just thought it would be today, no that’s fine everything’s ok. Yes of course I’ll be good” he answered her and just happened to catch Rose’s eye as he replied to his mother’s last question.

“Yes I’ll do what she says” he mumbled and handed the receiver back to Rose.

“I agree…… yes of course Madam……. see you tomorrow.” Rose finished the conversation.

 “It seems your mother doesn’t want you watching TV for the day, left it up to me to organise something for you” she announced.

Jack wasn’t entirely happy, would have preferred a day relaxing in front of the TV after the trauma of the last 36 hours or so but at least whatever she had planned it couldn’t be any worse than what he had endured.

“I think before we decide what to do for the day you’d better have a shower, take off your uniform and I will unlock your corselette chain” she said

While the chain confining him to the corselette was unobtrusive it was still a symbol of his servitude and he was grateful that she was removing it. He quickly removed the uniform dress to allow her to open the lock. Standing there in his slip he turned to go to his own room to shower.

“I think it’s best if you shower here” she said, and added somewhat impatiently “well come along get undressed we haven’t got all day, there’s a robe on the bed if you’re that shy.”

He divested his slip, eased off the straps of the corselette and pulled it down around his ankles he had to sit on the bed to remove his pantyhose, leaving just the high waisted girdle. Embarrassed he turned around and struggled out of it and quickly pulled on the satin quilted burgundy robe which he immediately recognised as his mother’s. Rose watched all this with open amusement, much to his discomfort. Smiling she waved him to the bathroom and he returned from his shower he found her sitting at the dressing table.

“You may help me dress I have laid out my underwear on the chaise longue” she told him, “fetch them”

He could feel his heart beat faster, last evening came rushing back, the way she’d ordered him to his knees to perform an act that he had only heard spoken about by his own adolescent peer group none of whom had ever experienced it.  He’d remembered she said it was the way girls made love and she would only allow him to do it if he thought he was girl enough. Lust had engulfed him and he shamefully admitted he was girl enough. Would she impose herself on him again, would he find himself on his knees before her, kissing her in the most intimate place imaginable? Her words still rang in his ears

“Higher, a little more, that’s it, now a little faster” followed by low moans then she almost smothered him with her thighs as she writhed uncontrollably on the bed before relaxing and allowing him at last to breath air that did not contain the scent of a woman.

With all this still fresh in his memory his legs trembled slightly as he gathered the delicate panties, the more formidable girdle and bra and held them out for her. Taking the panties and holding them between thumb and forefinger she said

“You may not be in uniform but you are still my maid”

He knew what was required of him and dropped to his knees and held them out for her to step into and when she had he pulled them gently up her thighs until his face was in line with her vulva.

“Not just yet Elizabeth” she said as if reading his mind “now fetch my bra sweetie”.

She pulled the panties into place and almost reluctantly he got to his feet and gave her the bra, into which she placed her arms and unbidden he fastened it. Without her even asking for it he brought the girdle and once again silently assumed his position on his knees and held it open for her to step into. Like the panties he pulled the girdle up her thighs and struggled to position it.

“You’re becoming quite an accomplished lady’s maid” Rose purred “now zip me up like a good girl”

He said nothing but blushed furiously knowing she was right. He handed her the stockings which she eased up first her right then left leg and again without instruction he began fastening them to the girdle’s garters.

She sat on the bed, laid her satin slip over her lap and patted the bed indicating him to sit.

“You like the feeling of ladies underwear, don’t you Jack?” she said surprising him by using his masculine name for the first time and placed his hand on the slip moving it up and down rhythmically , quickly adding

“Don’t lie to me, your little thingy down there will tell the truth”

He had no option as his growing erection would make a liar of him.

“Yes I suppose so” he mumbled beetroot with shame.

“I thought so, that’s a good girl, nothing to be embarrassed about” she quietly said.

She took a pair of white satin panties from underneath her and held them to his nose waiting for him to inhale then she deftly removed them and slid her hand under his robe and stroked his erection with the panties.

“You liked making love to me like a girl Jack?”

“Yes” he stammered his excitement growing with each slow stroke.

“You like wearing girl’s clothes?” she continued now squeezing him gently as she stroked him

“Yes, yes” he struggled, his mind in turmoil and barely able to contain himself.

“Like to stay in them a little longer?” she whispered, increasing the pressure slightly.

“Y…es, y….es” his voice cracking.

“Good girl, now what’s your name” she breathed in his ear as she gently squeezed him bringing to the point of no return.

“Elizabeth” he moaned.

“Not Jack?”

“N….ooh, Elizabeth, my name is Elizabeth” he panted

“That’s a good girl” she said triumphantly and gave him a final squeeze and as his whole body convulsed he climaxed into the panties, collapsing on the bed he panted and gasped for air. She relaxed her grip and wiped his penis clean with the panties. He didn’t know how long he lay there eyes closed, totally spent physically and emotionally but when he opened his eyes he saw her busying herself laying out clothes on the bed beside him. He suddenly got a horrible feeling in the pit of his stomach.

“I’d better go and get dressed” he said sheepishly.

“Oh there’s no need to go anywhere……………….” she said and paused before adding the word that caused him to wince,

“Elizabeth”

“But you said I could dress in my own clothes” he answered, now more in hope than expectation.

She stood above him arms folded and gave him that look.

“Oh that was before you said you liked wearing girl’s clothes, liked making love as a girl and told me your name was Elizabeth” she shot back and continued in a clam confident voice

“Of course you’re perfectly free to dress in your own clothes but remember not only do I have your written and signed apology for your disgraceful behaviour I now have your mother’s panties soiled with your semen. While you were recuperating from your little accident I hid them both where you’ll never find them. So what’s it to be …………..Elizabeth?”

He bowed his head and his face gave the answer his voice could not.

“I thought so” Rose said “now let’s get you gussied up, take off your robe”

He slipped off the robe and was so defeated did not even attempt to cover himself. She quickly set to work fastening a garter belt around his waist, had him struggle into a new high waisted girdle, smoothed stockings up his hairless adolescent legs and attached them to the garters, fixed breast-forms to his chest with an adhesive and hooked him into his bra, had him put on an ivory satin slip before putting him into a tight knee length black pencil skirt with a cream silk blouse. A pair of three inch heels completed his outfit. She applied discreet make-up and lipstick and fastened a tight necklace around his neck with matching clip on earrings. After brushing his hair into an appropriate feminine style she led him to the mirror. By now his reflection was no major surprise except he looked even more feminine as a result of the breast forms which accentuated his small waist. Slipping on a matching jacket and handing him a purse she said

“Much better, now your mother insisted you leave the house today so time to go sweetie and as not to attract too much attention to yourself you may revert to addressing me as Rose.”

Still in shock from what had just happened and her continuing hold over him, Jack meekly followed her downstairs. He had a horrible feeling this would be just as nerve wracking as yesterday. Getting into the car proved to be a struggle as the skirt wouldn’t allow him to spread his legs as a male would usually do, he had to sit on the seat and swing his legs into the car just as he’d seen his mother do numerous times. Rose said nothing but gave him a knowing smile. She suggested they have brunch in a quite café just to acclimatise Jack to his surroundings dressed as a girl. As she expected and much to Jack’s relief the waitress detected nothing unusual about the two girls she served.

“I’d thought we’d do something girly for the day, visit a nail bar, perhaps get a makeover at a big department store, maybe get your hair done? What would you like to do?” Rose said widening her eyes almost daring him to refuse and when he hesitated she offered

“You might enjoy an hour or two in a hair salon I could do some shopping while you got to know the girls and the delights of having your hair done like a real girl.”

Jack began to panic that she might actually bring him to a hair salon and knew he had to pick the lesser evil. He thought that if he sounded somewhat enthusiastic he might avoid the nightmare scenario.

“The nail salon” he said and added quickly to please her “I’d like to have my nails done”

“Pity” she said feigning disappointment “I’d really love to see your hair in rollers and then spending time under a dryer with the other girls. But it’s your day, you’re the boss, the nail bar it is. Maybe another time.”

He felt horrified that he had heard himself say he’d like to have his nails done, whatever that was, but relieved that he would not be subjected to the horror of the hair salon. Rose seemed pleased he thought and at least that was something. After leaving the café Rose guided him through the mall stopping here and there window shopping remarking all the time that no one had stared and if he remembered his lessons from yesterday he would be fine. Despite her confidence in his ability to pass as a girl he still felt extremely uneasy. Entering the Rouge Nail and Beauty Salon and seeing the hive of female activity served only to heighten his anxiety, he stayed behind Rose as she spoke to the receptionist. They were seated at tables side by side with a variety of bottles, tubes, gels, brushes and other paraphernalia and were soon joined by two young women who greeted them warmly, Rose gave them instructions which sounded totally alien to Jack’s ears. The girl in front of Jack took his left hand and began working on his nails.

“They’re long enough  I should be able to get a decent shape” she said concentrating on the hand and not looking at him. Rose sitting next to him interjected,

“Oh she’s a real tomboy, this is her first visit to a salon, maybe a nice oval shape, probably too soon for a French manicure like yours.”

Jack was appalled by Rose referring to him as “she” and a “tomboy” but just gave a weak smile to keep up the charade. He looked at the talons on the assistant and could feel his hand shake in hers. The girl looked at Jack and gave him a friendly reassuring smile.

“Don’t be nervous Miss” she said “your first time can be daunting, I’ll take good care of you”

She proceeded to file his nails into a distinctly oval shape and began rubbing gel into them, soaking them in warm water and then used different implements on the cuticles then rubbing more gel and creams. All the while telling him what she was doing her voice was soothing and he began to relax despite what was happening to him. After she applied what she said was a base coat she asked him what colour he would like. Rose again interjected.

“Nothing too racy or obvious” she said “we don’t want her looking like a hooker, some understated perhaps but quite feminine.”

“This colour is just the thing it’s called Soft Rose” she said.

“I think that would be perfect” she beamed “what do you think Elizabeth?” 

Jack could only silently nod his acceptance and knowing that he would now have to wear nail polish colour bearing his tormentor’s name served only to further increase his humiliation. It was like he was being branded with her name, as if she was claiming him as her own.  

“Excellent choice Madam” the girl said and set to work applying Rose’s stamp on his nails.

Finally after what seemed to be an age the girl finished his nails which now were decidedly feminine and as he straightened his skirt after rising from the chair he could see the contrast of his newly coloured nails against the black of the skirt. Rose paid the receptionist and they left. Jack wondered how long more before he would be allowed back to the safety of the house but as he soon realised it would be for some time yet as Rose steered him through the mall gazing at various women’s stores as they went. They all seemed to blend into one until she stopped outside of That Dress Boutique. He got that now familiar queasiness in the pit of his stomach when he just knew something horrible was about to happen. She firmly guided him into the store where his senses were almost overloaded by the sheer femininity he encountered, racks of dresses,  gowns, shoes, lingerie and much more besides. After spending some time browsing through some racks of dresses they were approached by a saleslady offering assistance.

“I have a very special occasion coming up shortly and I’m looking for something suitable this young lady.” Rose said by way of explanation gesturing at Jack. He felt the blood drain from his face and had to hold on to a chair for support.

“Oh I’m sure we can find something special for her, right this way” she said.

Rose had to prise Jack’s hands from the chair and he was forcibly manoeuvred into following the assistant to a very large area at the back of the store where the fitting rooms and mirrored viewing area were situated. It was dotted with sofas, women and girls were trying on dresses. Jack did his best to remain calm as Rose and the woman chatted amicably about dress sizes and colours.

“If you take a seat I’ll bring some gowns that I think would suit” the assistant said

“Rose, please don’t make me do this, please I beg you.” Jack pleaded after she left.

“Elizabeth, we’re just two girls trying on dresses like everyone else here, you’ve been a good girl up to now so please don’t make it any worse for yourself ” Rose snapped leaving him in no doubt as to her intentions should he cause her further annoyance. He looked around and was amazed to see women in various states of undress none of them taking any notice of Rose or Jack.

He resigned himself to his fate which would soon become apparent. The saleslady appeared shortly after rolling a dress rack with gowns of various colours.

“Would you like some assistance” she asked, Rose thanked her and said they would be fine. She took a dress from the rack and beckoned Jack into the changing cubicle where she had him remove his dress and gave him a strapless knee length red satin dress with overlaying tulle. She then led him outside and had him parade up and down. As he was doing this the saleslady approached Rose and they had a brief conversation and the Rose approached him slightly agitated.

“It seems some idiot has set my car alarm off, I need to turn it off, I’ll be back shortly, stay calm remember all I’ve taught you and you’ll be fine as you can see no one suspects so just sit tight until I return.”

She left in a hurry and he sat on the sofa immobile with fright, eyes fixed on the floor for fear of making eye contact with any of the women. A pair of shapely legs perched on four inch heels appeared in his line of vision and a shiver went up his spine when he heard a familiar voice.

“Well, well if it isn’t my favourite servant girl all gussied up to look like a lady.”

He looked up to confirm his worst fears, Pamela was standing over him arms folded with a smirk on her face.

“I.. I .. I’m just waiting for Rose” he stammered unable to think of anything else.

“Yes I know you are, I’ve been watching you. You two seem inseparable, such a pity her car alarm went off, I wonder who could have done such a thing” she said with a sly grin and sitting herself next to him on the sofa. She continued

“Anyway I’m glad we’ve got this chance to get to know one another….alone” she purred placing her hand on his thigh and caressing it through the rich material of the dress.

“You’re quite a pretty little thing, but I don’t think that dress suits you why not try the pink one, much more girly” she said pointing to a dress on the rack.

“Maybe we should wait for Rose” he said

“I do hope you’re not going to argue with me, girl”

“I just think … “he began but she cut him short.

“You’re a maid, you don’t think, now get in there and take off that dress, I’ll be there in a moment” she spat.

“But what about Rose?” he said

 “Never mind Rose, now do as I say” she said in a tone that scared him

He knew what she was capable of, meekly he picked up the dress and entered the changing room and began to undress and was down to his slip when she entered with a mass of fabric in her arms.

“I’m not used to being spoken back to” she began “I think it’s time you learnt what happens to those who defy me, now come here this instant”

She sat down and motioned him towards her patting her knee.

“Get yourself over my knee if you don’t I can make life very difficult for you and Rose” she threatened.

Not having Rose to rely on and knowing what she was capable of he capitulated and submissively draped himself over her knee.

“This won’t be painful but it will teach you your place and not to question me in future” she said and began to spank him intending more to humiliate than hurt him.

It has the desired effect, she quickly had him step into a six layered black petticoat and as he stood there totally under her thumb she lifted the pink taffeta dress over his head at quickly zipped him in.

“Perfect” she said let’s see you walk in it.

 

 

 

 

 

 

 

 

She led him outside and had him walk up and down, the rustling of the petticoats against the taffeta ringing in his ears as he walked. As he walked back to her she took his arm and looked at it intently.

“Now that’s a coincidence” she said “I’ve seen a birthmark like that in on someone else recently”

He could hardly believe his ears and said

“Lots of people have birthmarks”

“Yes they have” she said and examining the back of his neck “but what are the chances of two people having a similar one here as well”

Jack remained silent, eyes downcast.

“I knew there was something familiar about you, I just couldn’t put my finger on it, Rose certainly did quite a job on you. Only for this I would never have guessed, you really do make a good looking girl, I am going to have so much fun with you Jackie, after I get rid of Rose of course. Just wait until I tell the girls.”

“Elizabeth, his name is Elizabeth and you won’t be telling anyone” Rose’s calm voice came from behind them “I’m not going anywhere anytime soon.”

“Elizabeth get changed back into your own clothes and then come back here” Rose said authoritatively “myself and Pamela here need to have a chat”

Jack almost ran for the changing room thinking his heart would explode. Everything was running through his brain, how could he live with the shame, his mother would surely be fired. He quickly struggled to get out of the dress and petticoat, after wearing that confection the skirt and blouse he came in seemed quite normal.

He left the safety of the changing room and returned to Rose and Pamela.

“Pamela has something to say to you Elizabeth” Rose said

“I’m sorry for offending you Elizabeth, it won’t happen again. No one else will hear of this.” she said in a low voice.

“You may go now Pamela” Rose said dismissing her as if she was a servant.

Jack was astonished and after she left bombarded Rose with questions.

“All in good time dear, didn’t I tell you not to be afraid, you’re Rose’s girl now and no one else’s. Now let’s get a coffee before we go home” Rose said.

He didn’t like the phrase “Rose’s girl” but was powerless to question it for it was abundantly clear that is exactly what he now was. He was in no doubt that he would prefer to be under Rose’s thumb than Pamela’s

Jack was still in shock at the events of the day particularly the change in Pamela’s attitude and was relieved when they reached home and Rose let him into the sanctuary of the house. Once inside Rose sat down on the sofa and motioned Jack to sit beside her.

“Should I get into my uniform Miss Rose” he said remembering that once inside he was to revert to his servant girl status.

“That won’t be necessary tonight Elizabeth” she said and picked up the bell and rang it.

“You rang Madam”

 

Jack looked around and saw Pamela standing there dressed in his housemaid’s uniform complete with cap and apron.

“As yes there you are girl, I think I’ll have some tea and cucumber sandwiches” Rose said matter of factly.

“Yes Madam and you Miss Elizabeth” she said meekly as she curtsied.

Jack was dumbfounded and noticed her blushing with shame and embarrassment, he could only mumble

“The same”

After she curtsied again he turned to Rose with a look of utter amazement and before he could ask she said

“You recall when we were cleaning her room yesterday, I found some, well shall we say various substances and some documents that the police would find very interesting. The authorities take a serious view on such matters, not only would she be expelled but it would probably also result in a custodial sentence. I seriously doubt she would risk divulging our little arrangement which now by the way includes her also.”

Jack suddenly felt conflicted, he felt a sigh of relief that his secret would not be exposed but also a feeling of dread with the reference to “our little arrangement.”

Pamela returned with the refreshments and after laying the try on the table curtsied and clasped her hands together on her apron eyes downcast awaiting further instructions.

“I think you have the makings of a good housemaid my girl” Rose said.

For the first time despite his imprisonment in feminine clothing Jack was becoming somewhat relaxed as he noticed that Pamela was visibly humiliated by her situation but Rose was in no mood for compassion.

“Your shoes seem to be slightly scuffed from today’s outing Elizabeth I think they require a touch up.”

He looked at her unsure of where this was going until she nodded in Pamela’s direction, then it suddenly dawned on him what she wanted of him and reaching on his experience of Rose’s role as a mistress in charge of a maid he said

“On your knees girl you may clean my shoes” growing into his role as Pamela’s superior.

Just as he had done on several occasions recently she dropped to her knees and began to clean his shoes.

The next few hours progressed with Pamela experiencing further humiliations at her tormentor’s hands. Eventually Rose told Pamela to put on her own clothes and report back to her. She told both of them to stand in front of her.

“Now my darlings, this is how it will be for the near future” she said revealing her plans for both of them.

“I want you both to become, well not quite friends but perhaps associates, colleagues if you will. Pamela needs to learn humility so Elizabeth here will instruct her in the duties of a housemaid, naturally dressed as a girl. Whereas Elizabeth needs to improve and refine his feminine traits so Pamela will supervise him with these. These sessions will alternate so if one of you is harsh on the other, the following session the aggrieved one can return the favour. Agreed?”

Not that they had any choice both nodded.

“Excellent you may now kiss to seal the arrangement” Rose cooed.

Reluctantly both came together and kissed and to both their surprise found it pleasurable and only stopped when Rose called a halt.

“That’s quite enough of that” she snapped

Pamela left shortly afterwards cursing herself for her stupidity and wondering where all this would lead but at least she would now have access to Jack. Rose put Jack to bed but only after he spent some time on his knees furthering his education in the extra-curricular duties of a lady’s maid.

 

Epilogue

Jack stretched his body, only half awake, what a horrible dream he thought gradually the sensations of the familiar fabric of his soft nightgown filtered into to his consciousness. He slowly opened his eyes horrified to find his mother and Rose standing over his bed.

“Good morning dear” his mother said gently.

Jack now very much awake and aware of his feminine nightwear began to stammer

“I … I can explain Mum”

“No need darling Rose has explained everything” she said.

“Everything?” he said

“Yes, you missed me so much you felt you could be closer to me by wearing my nightgown. I never thought you were so sensitive such an unusual trait in a boy. I should have been more attentive to your feelings. You obviously want to get in touch with your feminine side. Rose suggested we go shopping later and get you some beautiful nightgowns of your very own. Wouldn’t you like that?”

Jack looked at Rose standing behind his mother and knew what was expected.

“Yes mum” he said

“Rose also suggested it would be a good idea if you addressed me as Mummy from now on. What do you think?

“Yes Mummy” Jack said now firmly under another woman’s thumb.

“Thank you so much Rose, you obviously have a way with boys” his mother said.

“Oh it was nothing Madam” Rose replied with a sweet smile.