The Diary of Jewel Delacroix Ch. 25

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Jewel Enjoys her time in school and with the Headmistress.
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Part 25 of the 31 part series

Updated 06/09/2023
Created 11/15/2019
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The following contains themes of forced feminization, reluctance, non-consent, and other adult topics, so before we begin here are the usual disclaimers. This is porn, you must be over 18 to read this. If not, go away and come back when you are old enough. If you are old enough and this style of erotica isn't to your liking, then go find some erotica that is. You're an adult, life is short, find porn you like and read that instead. But if this is a style you enjoy, then feel free to comment and provide constructive criticism and feedback. I need to grow as an author and honest constructive criticism is always welcome.

******

For the first time since her marriage Jewel woke up the next morning feeling happy. She glanced at the clock and realized what she had done. She had finally lost her virginity with a woman. I knew I wasn't gay, she told herself as she sank back into the covers.

Jewel looked at the clock and realized she had woken just before her alarm was to sound. She waited the full minute in the warmth of her bed until it finally went off and silenced it immediately.

Tossing back the covers and swinging her feet off the bed she marveled at the energy she had. She couldn't remember ever waking up so eager since before the wedding.

She was looking forward to when Principal Hancock would come for her as they would usually take their meals together. Donna would often catch up on work or more often spend time out on town. Jewel wondered what she did and how she spent her weekends when she was away from the school.

Jewel disrobed and went to her shower. She only had an hour for her morning ablutions and beauty routine. The headmistress was punctual about unlocking her apartment door promptly at 7AM on weekends.

Jewel luxuriated in the cascade of hot water from her bathroom shower as she prepared for her day.

**

Dear Diary,

So life it private school wasn't bad at all for me. Aside from the dullness of having to wear the usual skirt and blouse uniform every day and continue to present as a woman it was actually one of the most free and happy times of my life since marriage.

After my first term in school, I was more or less promoted to teacher's assistant for several classes. History, choir, dance (except ballet), etiquette and deportment were the easiest.

Damn it all if Leanne's training of me didn't prove useful in teaching poise and etiquette.

The teaching staff came to regard me as their built in substitute teacher...And except for Languages and forensics (debate) I was able to cover and lead any class where a teacher already had a prepared lesson plan.

And then there was the headmistress...

**

Jewel smiled at the pupils as they read their assignment. It seemed difficult to not smile given how her life had turned out. She was no longer a kept slave to a madman, no longer forced to endure the unceasing erotic sexual attention of her husband.

Jewel absentmindedly listened as each of the girls read their paragraphs aloud. History was so easy. Jewel enjoyed teaching and studying history as one of the students. The more she learned, however, the more corrupt and crazy Allegoria seemed to be.

Jewel also liked that instead of the school sweater she wore in classes when she was a student, she had been allowed to purchase a staff blazer that had "Assistant" below the school crest on the breast pocket. A concession to her unique position in the school.

And while she still had to take meals with the students at the students table she mingled freely, usually sitting with the older students who were due to graduate soon. Having the foresight to separate 'work' from 'study' made her a bit of a unicorn, but not an isolated one.

"Ok, Becky, Are you ready to deliver your report?" Jewel inquired.

"Yes Lady Delacroix."

Jewel smiled at the use of her honorific. When teaching the students addressed her by her title or her honorific but when sitting as a student they simply referred to her as 'Jewel'.

"In that case please come up to the front and begin."

"A report on the Bimbo Lottery. By Becky Anderson."

Jewel was surprised at hearing the title and found she was listening with rapt attention.

"The Bimbo lottery is actually the slang term for a program developed by the National Social Service Acquisition and Maintenance Department."

After the near defeat of our armies at the end of the Great European Conflict power was seized by coup as women rose up against the military government in an effort to end Allegoria's participation in the war and bring their men home.

While most of the soldiers and men who returned from the war were eager for an end to the fighting and for peace to be restored, a cabal of military officers resented their displacement and tried to regain power. The Matriarchal government that was set up however was forewarned and was able to defeat the rebellion and suppress their supporters.

Concerned that resentments would simmer, the matriarchy took steps to ensure that the rebellion would be suppressed permanently and that no man would again take up arms against the nation.

Creative solutions were needed and a creative solution was found. The rebels would be punished by decimation. But instead of every tenth man being executed, every tenth man would have been placed into a lottery pool. Each of these men was examined and if selected by random chance would be forcibly feminized, as an example to all other would be rebels.

The National Social Service Acquisition and Maintenance department was established to enforce this program. In addition to their physical transformations, substantial effort was placed into programming them to become docile and obedient...to cooperate and accept their status as is necessary to maintain community standards and keep elevated social passions in check.

The bimbo lottery now exists as an annual reminder to all men that women are now equal to men and that men should not be ashamed to be treated in a feminine manner. The unveiling of the bimbo's is now one of the main attractions that occur during the holiday celebrations commemorating the end of the Great European Conflict and the day of the defeat of the rebellion.

Today, bimbos provide an acceptable and affordable outlet for those with elevated passions and, of course, a lucrative source of revenue for the royal treasury.

Bimbos provide their services on a sliding scale, a means test is used to determine the acceptable rate for each service provided so that even those in lower socio-economic strata or of limited means have access to needed services.

For men to be randomly selected to be made the object of male sexual arousal is one program that exists to protect women from violence and assault.

The End.

**

Jewel was shocked at the report and squirmed uncomfortable in her seat. The eyes of all the students were looking directly at her and Jewel knew they were wondering if something like this was what had happened to her.

"An excellent report," Jewel regained her composure quickly "clear, concise, and informative. Please take your seat."

"And now since class is nearly over and so is this semester, please remember that exams are next week so let's all have quiet study for the remainder of this class. Be sure to study the handout."

Jewel feigned interest in the study material as she quietly brought the class to a close.

**

Donna Hancock, Headmistress of the Academy, watched Jewel as she managed the students and the class. She was pleased Jewel never strayed from the prepared courses or challenged the teacher's syllabus.

Her misgivings over having a male-bride student had largely evaporated when not a single parent directly challenged her admittance. No students had been withdrawn by concerned parents nor unsubstantiated allegations made. If one didn't know beforehand one would never have suspected Lady Delacroix was anything other than the college age girl she appeared to be.

Donna was even more pleased with her private lessons. Donna had needs. She knew which students were showing 'unusual interest' in each other. That some of the girls in her school would be attracted to other girls was common, and usually only a flirtation or only for the duration of their enrollment.

Donna had enjoyed it when she would catch any of her students in the act of experimentation. Lesbianism wasn't as common as some thought, but Donna had a sixth sense about this. And when her young nubile prospects were 18, she could lay her trap.

When her plan to "tutor" promising students was unworkable she would instead try to catch them in the act. Threaten to expose them, threaten to expel them, threaten them with the scandal, threaten discipline...and then offer an alternative.

Donna would seduce them, insisting they show her what they were doing, or intending to do. Carefully she would ask questions, prompt them with suggestions, and encourage them to demonstrate their affection. She could arouse them with their passions for each other and then assert herself into their relationship. The seduction always proceeded the same way as she would participate by first offering them the opportunity and then the willingness and even more important, the privacy they sought to pursue their affections.

Donna wasn't a predator. She herself had been a student and having held such a relationship with another student before she had been caught and exposed by school staff. She had then in turn been seduced and taught everything she knew by the teacher who caught her.

And after graduation her teacher had so expertly and delicately ended the relationship that there was no anger or embarrassment nor reason to continue to pursue the relationship further.

Donna knew she had been played, but didn't care. It had been good, it had been real, and it had felt so right!

But there was always a danger of being caught. The excessive caution she fostered had always proved prudent. But now, dropped into her very lap was such a unique gift she didn't know what to do about it.

Donna had always believed she was a lesbian 'just in school'. Just normal experimentation after all...everyone does it. After her graduation and debut she thought she would be destined for the life of a wealthy society wife. Her two male lovers though had convinced her otherwise.

Donna didn't care to dwell on them anymore. She figured the first one had been a fluke and that her lack of feelings for him was simply a sign he wasn't right for her. Her second one seemed perfect however; attentive, considerate of her feelings, surely when they had sex it would feel right...except it wasn't.

Donna's feelings for other women never abated and her attraction to other women remained strong. Men simply held no interest for her.

Finding her first job as a teacher at the same academy from which she graduated had been altogether right and proper. She would surely resume the relationship with her former teacher.

Except...she didn't. Her former instructor and lover had no use for her now. At 21 years of age she was too old, her teacher said.

Donna was crushed. Until she found out the headmistress was also lesbian. Seducing her had been her first real relationship since graduation. And by being indispensable, available, and willing, Donna had secured her endorsement when she announced her retirement. By age 26 Donna became the youngest headmistress in the history of the school.

She had slept her way to the top and had no regrets whatsoever.

And now...she had Jewel.

Donna never corrupted morals, she exposed orientations. She embraced the girls who would otherwise be outcasts and guided them to realize their true nature.

But Jewel...obviously, was different. Jewel had a cock. And Jewel wasn't going anywhere.

Catching Jewel as she masturbated had come as a surprise, but a welcome one. She noticed Jewel wasn't as well endowed as her lovers had been. She knew it was slightly above average in size, but unlike those lovers it wasn't intimidating.

Donna had ample time to dwell on this. The obvious difference was Jewel's female appearance. Donna had a selection of toys, which she had used many times for her female lovers and them on her. And yet the opportunity for a feminine man to use a real cock couldn't have been more unexpected.

**

Headmistress Donna Hancock entered Jewel's room nearly an hour after she had locked her into her staff apartment. Jewel was surprised because normally she never came until well after dark. Jewel had been studying and hadn't even changed out of her school uniform yet.

Sitting at her desk she had been engrossed in reviewing the history syllabus for the class she was expected to teach the next day when the headmistress had surprised her, not only unlocking the door but actually walking in and standing behind her. She didn't know Donna was there until her hands had covered her eyes as she breathily whispered "Guess who?" into her ear.

Jewel was startled of course, but sitting in her chair at her desk there was no where to go so after flinching in surprise Jewel answered "Good Evening Headmistress" as she felt her cock stir in her panties from Donna's breath on her ear.

"Turn your chair around." She spoke softly but there was no mistaking the command in her voice.

Jewel turned the chair around and nervously smoothed her skirt out as she did so.

Jewel was excited at first as the Headmistress hiked up her skirt and sat down across Jewel's lap with her legs on each side of the chair, but frustrated as his hardening cock was now trapped in his panties under his skirt, and under the headmistresses panties and body weight.

Jewel's frustration grew as her thoughts of how only 3 layers of fabric now separated her from the pleasure she sought.

Headmistress Hancock gazed at Jewel as she straddled her lap. Jewel's frustration was evident on her face, Donna observed. Donna enjoyed the power and control she had from teasing the poor girly-boy.

"Have you been a good girl?" She asked.

Jewel remembered early in her marriage how she used to become irritated if she was referred to as 'she' or 'girl' because usually it was her husband or her handlers controlling or abusing her. She was used to it now so being referred to in the feminine was simply part of her life now.

It was amazing what one could become used to when one had no choice in the matter.

"Yes Headmistress, I have been very good." Jewel answered, coyly.

But it was different with the headmistress. She wanted her cock, and Jewel wanted to give it to her.

"So you haven't played with it or touched it at all?" She teased as she ground her panties against Jewel's skirt and lap.

"No headmistress. You said I should not and I have not." Jewel answered respectfully.

"Are you sure?" She continued teasing Jewel with her grinding motion and then gently biting Jewel's ear.

Jewel felt her swollen cock spring out from above the hem of her panties but then catch painfully in the pleats of her skirt and the weight of Donna on her lap.

"Yes!" Jewel said with a gasp of pleasure and frustration.

"Good Girl...Now go to the bed." She directed as she stood up and off Jewel's lap.

Jewel rose from her desk and made her way to the bed, discreetly adjusting her tumescent cock under her skirt. She thought the tenting of her skirt from her cock was embarrassing.

"Ah ah aaahh...no touching..." Donna commanded.

Jewel sat down on the edge of the bed.

"Lay back" Donna ordered.

Donna always controlled their lovemaking. From their positions to the tempo, she always insisted and took control, never yielding to Jewel or allowing her to do anything except submit.

Jewel lay back on her bed. She was a good girl after all, and good girls do as they are told.

"You haven't even changed out of your uniform" Donna commented as she removed her panties and then moved to straddle Jewel on the bed.

"No Headmistress. I was working and haven't changed into my nightie yet." Jewel dutifully answered.

"Well...I guess I shall just have to have you like this." Donna said.

Jewel was surprised that she wasn't taking off her clothes. Typically she would make Jewel lie down and slowly remove her school staff uniform as Jewel watched her, her undressing a slow tease for Jewel as she lay there. Of course, Jewel would normally be wearing her nightie by then as well...and Donna would pull it up over Jewel's hips, and down below her bosom...normally, that is...

Jewel placed her hands on Donna's hips as she knew she liked, and as she moved to straddle Jewel's face she eagerly drew her closer. Her enticing musky smell preceding her heavenly taste as Jewel delved expertly teasing the headmistress's labia with her tongue.

Jewel mused as she worked to pleasure the headmistress that she had coached her on how to orally pleasure her during the many months of their time together. Jewel knew from experience that if she could bring her to orgasm from her oral attention alone she would be very generous with her attentions after.

Jewel licked and stroked Donna's labia with her tongue and then alternated with delving deeper between her folds as she sought out her clitoris. Jewel had been trained not to go directly there first but rather to build Donna up to the moment when she would demand that Jewel satisfy her.

Jewel had been an attentive lover and making love to a woman had become her greatest joy since her husband had exiled her to the private school. Jewel thought it would be ironic if her husband knew that his arranged marriage male bride was having the best sex of her live with a living breathing sexy desirable woman when she was supposed to have been squired away and forgotten.

Jewel hoped the count did forget about her. As she attended to the headmistresses needs she felt she was right where she wanted to be.

Jewel ardently licked Donna's pussy and felt only happiness and joy.

Donna felt Jewel's tongue as it teased all the right spots, She ground her pussy against her face and lips both as a means to achieve her pleasure and as a means to stay her pleasure. Donna wanted to draw this out as long as possible.

Donna arched her back slightly as she reached back for Jewel's cock. She lifted Jewel's skirt up above her waist and pushed her panties down to her thighs, freeing her trapped cock from its cotton and pleated confines.

Donna could only see Jewels brunette hair as her face was buried between her thighs and under her pussy completely hidden by Donna's uniform skirt. Donna slowly stroked Jewel's cock as she rode her face.

Jewel felt the headmistress's hands on her cock as she licked and lapped at her pussy. Her frustration at not being able to satisfy herself for over a week since their last visit built quickly at Donna's manual ministrations. Her stroking was bringing Jewel closer to climax. Jewel tried to warn Donna that she was about to come when Donna grabbed Jewel's balls and squeezed hard.

Jewel's readiness to cum evaporated immediately though her cock remained as hard as ever.

"What the fuck?" Jewel thought.

Donna continued riding Jewel's face as she brought her closer and closer to pleasure. Donna could feel in Jewel when she was close and acted each time to restrain her from reaching orgasm before Donna did. Four separate acts were required before Donna could no longer resist the pleasure building inside her.

Jewel was caught by surprise. No sooner had Donna yet again squeezed Jewel's balls and stayed Jewel's impending eruption than she finally achieved orgasm. Donna ground down hard one final time as Jewel's tongue was busy teasing her clitoris. Donna pressed her weight onto Jewel's face, embracing to her fullest extent the rapture that was coursing throughout every fiber of her being.

Meanwhile Jewel's face was completely covered by the headmistress's pussy. Her nose and mouth were covered. Jewel tried to hold her breath and still manipulate Donna's pussy with her tongue but was quite rapidly running out of breath.

12