Jewel Ascending

Dear Diary,

I can’t believe I did it. I don’t know why I talked myself into it. What the hell was I thinking anyway?

**

Jewel was on her hands and knees. Kyle’s fingers dug painfully into Jewel’s hips and pelvis from the strength of his grip. Jewel pushed back as Kyle thrust his cock into her. She decided she would begin to moan softly to try to encourage Kyle to cum. His cock was doing nothing for her. She knew now that she just wasn’t into having sex with him and wondered why she talked herself into it.

Jewel remembered her therapy sessions with Dr. Agonia and how she was always encouraging her to find someone new; to find someone to fill the void in her life since Jean Claude had died.

Jewel’s protestations that she was in her year long mourning period were brushed aside, and interpreted as denial.

“There’s nothing wrong with having someone to keep your bed warm while you mourn. This is also about your grieving and your recovery from your marriage.” She had said.

Jewel also thought of the conversations she had with noble peers of her own age. It had come up once or twice when noble women discussed…or bragged…about their love lives. In one conversation she remembered how they discussed how many dates one should have before considering allowing sex.

There was no firm number given, but a general consensus was that not until after three dates, if a noble woman was interested in her suitor, should she consider it.

Jewel and Kyle had been on 7 dates and he had escorted her to an equal number of social functions. Jewel, reluctantly, decided to see if he was even interested in her physically.

Their date had been pleasant enough. Kyle was the ever attentive gentleman and he had not made any serious overtures indicating that he wanted to sleep with her. His proposal was more humor and innuendo than anything else.

Yet Jewel had thought she understood his intent and went ahead and encouraged him.

One thing led to another and now, sure enough, they were having sex in his bedroom.

It had started as these things always do, gentle caresses that led to kissing, and then naturally enough to gently and reluctantly…removing each others clothing.

Jewel thought Kyle had seemed especially nervous and try as she might nothing she did, no words of encouragement seemed to calm him down. Finally, after what appeared to be a moment of decision for him, he became more aggressive and an active participant rather than the passivity of earlier.

Once he had stripped her of her dress, as she stood in her bra, panties, stockings and heels before him he stopped and just…looked at her. Jewel watched him swallow hard, with nervousness she thought, before placing a hand on her shoulder and urging her to drop down to her knees.

Jewel had removed Kyle’s suit jacket and his shirt and tie during their kissing. Now, after she dropped down to her knees, she pulled his belt off, unzipped the fly of his trousers, and pulled his pants down to his knees. Jewel reached into his boxers and pulled out his semi-stiff penis. With a kiss, followed by a soft lick from her tongue, she began her blow job.

Kyle was conflicted. Jewel was not attractive to him. Kyle knew that she…he…made a beautiful woman, and was amazing in her passion for social justice and possessing a raw, intense yet underdeveloped intellect. But try as he might she was just…just…too feminine.

Knowing she was really a male bride forced to dress as a woman didn’t help as much as he thought it would. When he stripped her of her dress it became entirely too apparent just how feminine she was…

Her breasts were perfect, firm, and high, upheld by a bra she didn’t seem to need.

Her narrow waist and hourglass figure were perfectly proportioned…for a woman.

Her full bottom covered by her lace panties…also too perfect.

Her penis, barely visible as a bulge in front of her panties offered little in the way of reassurance for Kyle’s own homosexuality.

Kyle had closed his eyes as Jewel blew him. When he did that and focused only on the sensation of her warm mouth on his cock, things were better. At least she was good at giving head!

Damn, she could even give lessons, Kyle mused uncharitably.

Kyle quickly grew fully erect under Jewel’s warm oral ministrations. Her head bobbing up and down on his cock was exquisite. She used just the right amount of saliva for lubrication and pressure for stimulation. She regularly teased his taint and the crown with her daring tongue, lashing at his most sensitive areas.

Kyle held Jewel lightly touching her shoulders. He had to work to ignore her long full luxurious brunette hair. Kyle preferred the men in his life to have short, masculine hair cuts and her long hair brushing against his forearms was a distraction.

Once fully erect and hard Kyle stopped Jewel and his cock slipped from her lips with a soft, warm, wet, popping sound.

Kyle opened his eyes and was disconcerted again by how feminine she looked with her full lips and soft features smiling shyly up at him from her kneeling position before him.

He moved to pull her to her feet. Jewel, sensing his intention, removed her panties. As he brought up and back to the edge of the bed he push her gently onto her back.

As Kyle positioned himself between her legs he tried to ignore her thigh high stocking clad legs and high heels as he aligned his cock with her anus.

Jewel had Kyle wait for just one moment as she retrieved the small bottle of water based lubrication from her purse. Squeezing out a small dollop of lubrication onto two fingers she carefully spread the lube onto her anus, slightly penetrating her anal ring with lube, and then applying the rest to Kyle’s saliva slicked cock.

Jewel didn’t have to use much compared to her former husband. Kyle’s dick was probably only 7 inches compared to Jean Claude and his 10 incher.

Jewel wiped the last of the lube from her fingers onto the sheets before wrapping her long legs around his waist and placing her hands onto his shoulders.

Kyle for his part slowly pressed his firm cock against Jewel’s ass and was glad that despite losing some hardness while she applied lube, he managed to penetrate her easily. She even gasped ever so slightly as his 7 inch cock slipped fully inside her.

Kyle noted how easy his cock slipped in, and looked to make certain his cock was clean when he withdrew. Kyle didn’t want to get any shit on his dick and it looked clean. Kyle assumed that Jewel must likely still maintain her anal hygiene as a feminized male bride. He had to admit that would be desirable if he wanted to pursue additional intimacy in the future.

Kyle was trying to distract himself again from how feminine she looked. He tried to simply look her in her eyes he was put off by her perfect eye make-up. Her soft and subtle eye-shadow, lush lashes from mascara, and perfectly sculpted brows were…yet again…too feminine for his tastes.

Kyle looked down her body and finally concentrated on her small penis. Surprised that it was still soft he reasoned it must simply be how a feminized male bride usually was.

Jewel and Kyle lay entwined; their bodies pressed tight to each other as Kyle slowly thrust into and withdrew his cock from Jewel’s ass.

Kyle didn’t want to lie against her body and feel her large soft boobs against his chest. He closed his eyes, went stiff arm to the plank position, and fantasized as he drove his cock in and out of Jewel’s ass.

Jewel was first confused, then annoyed when Kyle closed his eyes. After a moment she was slightly relieved. She figured that her presentation as female was at odds with her possessing her male anatomy and he may not have fully considered it before having sex.

Still, good for him for giving her a go, she supposed.

Kyle was having trouble finding the right fantasy. He had a few lovers from the past he tried to bring to mind but was unsuccessful. With his arms growing weary and his abs starting to burn from holding the plank position for so long to avoid pressing his body against Jewel he needed to change position.

Kyle opened his eyes to see Jewel studying him. He didn’t want to disappoint his mother by not satisfying Jewel and seducing her as his mother expected. Her femininity was still such a turn off he was having a hard time maintaining his erection. Kyle pulled out from her ass.

“Turn over…onto your knees…” Kyle commanded softly.

Jewel decided to simply let Kyle lead and set the pace. She was doing this for him after all. Her only interest was in satisfying what she perceived was his normal male lustful desires. She rolled over and got up onto all fours, Kyle positioned behind her.

Kyle got up onto the bed behind Jewel and again aligned his cock with Jewels ass. His earlier penetration allowed for easier entry that when they first began. Gripping each of her hips with his hands he gripped as tight as possible; her full round woman’s bottom was not the firm muscular masculine ass he preferred for his partners.

Kyle was a switch and he could either top or bottom with whomever his lover happened to be. But Jewels femininity was off-putting and he couldn’t ever imagine being a bottom with her. It was an aspect that was certainly something to consider when he finally…ugh…marries her.

Kyle just hoped his mother was right about this. He would never have picked Jewel for his wife. He would rather have chosen someone like Roderick for a husband.

Kyle closed his eyes as he fantasized about Roderick…

As he did so his cock became harder…Kyle imagined that Rod was topping him, his firm muscular body…Kyle was pleased with his fantasy. He was going to cum…

Jewel was on her hands and knees. Kyle’s fingers dug painfully into Jewel’s hips and pelvis from the strength of his grip. Jewel pushed back as Kyle thrust his cock into her. She decided she would begin to moan softly to try to encourage Kyle to cum. His cock was doing nothing for her. She knew now that she just wasn’t into having sex with him and wondered why she talked herself into it.

Suddenly his cock got harder.

His pace increased.

His thrusting lap was slapping into her bottom.

Jewel moaned softly in encouragement

“Shh!” Kyle shushed her. He was so close!

Jewel was nonplussed at being shushed and simply knelt quietly as Kyle pounded her backside, her body being pushed forward, then pulled back by his grip on her waist as he slammed into her, her firm full breasts jiggling fore and aft with each thrust.

Kyle suddenly ground down against her ass and groaned loudly.

Jewel could feel a slight splash of warm wetness inside her ass.

Kyle immediately withdrew his cock and flopped down onto the bed next to her.

Jewel rolled off her hands and knees onto her side looking at Kyle. He was breathing heavily as he recovered from his orgasm.

After a few moments he opened his eyes and looked at her.

“Was it good for you too?” He asked.

“Oh…yes…it was great.” Jewel said and nodded her head yes.

Kyle closed his eyes again and rolled onto his side facing away from Jewel.

“Thank god that’s over.” He thought, happy that at least she had enjoyed it as well. Kyle had been dreading the day she would ask for intimacy and sincerely hoped that would satisfy her for awhile. The amount of effort finding an effective fantasy alone was exhausting.

Jewel got up and out of bed to make her way to the shower. She wanted to wash out his cum before it started leaking out and soaking into and staining her panties.

While she was glad she had acted to satisfy him and his male lust she hoped it would be enough to hold him over for awhile.

**

Kyle and Jewel just finished with the informal luncheon among charitable business groups where once again Jewel had presented her plea for support in ending the practice of arranged marriages. Once again she was disappointed by the lackluster response her audience gave her.

After the meet and greet, her speech, and socializing after it was getting late in the day. The sun had set and it was just after dark when Kyle suggested to Jewel they go for coffee at a nearby coffee shop. Jewel accepted eagerly. She rarely ever drank coffee but it was rapidly becoming one of her favorite hot beverages.

Arriving at the trendy shop Jewel found a table for the two of them in a quiet corner while Kyle went to the barista to place their orders. He returned quickly with two cups of coffee before he sat across from Jewel.

Seemingly from out of nowhere Kyle presented Jewel with a Red Rose.

Jewel politely accepted the rose and fawned over its beauty and fragrance just as she had been trained before she realized exactly what flower she held.

The flower was a single long stem red rose…a symbol of love and romance. Jewel knew it was currently fashionable among the young nobles of the Allegorian court to present roses as a declaration of intent. It was an ancient practice that they had recently revived, much to the approval of their elders.

Was Kyle seriously declaring his intention to court her? Why would he give her a red rose?

Jewel suddenly realized that Kyle wasn’t acting as her escort and chaperone anymore. He seemed nervous and uncertain. Jewel knew that she had just been set up.

“I feel that I cannot continue with this charade. I have to tell you the truth.”

“Of course Kyle, what truth?” Jewel was nervous. First a red rose and now a cryptic opening statement. Her pulse was racing.

Kyle took a long pause. He took a deep breath, and then spoke from the heart.

“Honestly…feminine men are gross…but you pull it off well.”

Jewel truly believed her hearing must have failed her. She took several moments to process his statement and backhanded compliment to compose a response.

“Are you neg’ing me?” Jewel asked uncertainly.

“Neg’ing?”

“Making negative comments to induce feelings of insecurity with intent to exploit those feelings for personal reasons.” Jewel stated.

Jewel was amazed at the gall Kyle was displaying yet proud of her ability to rattle of a definition as if straight from the dictionary. Her time spent as a student and a teaching assistant at a private all girls’ school had to be good for something.

“I want to be honest, open and aboveboard. I have to confess to you that I am not attracted to you. Mother has insisted that I must go through with it to satisfy our family honor. I know you too must maintain appearances, so if you are willing and able to at least maintain appearances as a feminized male bride I am willing to make the necessary sacrifices to mollify my family.”

“To be blunt, I do know that you want to have…relations with other men.” Kyle looked meaningfully at Jewel. He took her silence for assent and continued.

“To continue to be blunt, I am gay. I too desire to pursue relations in accordance with my orientation.”

Jewel just sat there…stunned.

“I proposed that you allow me to be your sole escort during your time of mourning…” Kyle swallowed hard and took a sip of coffee before continuing “and that allows me to court you as your suitor afterwards. In a month or two we can marry and each of us will assume the roles society expects of us, me as husband and you as wife.”

Jewel’s shock had transformed into stupefaction.

“And naturally, we can both continue to pursue relationships according to our orientation, both of us with other men. Men we would each find for ourselves. Attractive men…or concubines’ maybe.” Kyle mumbled, and then paused to let that bit of information sink in.

Jewel was suddenly extremely glad that she was still within her year long period of mourning for her husband. His implication that she was unattractive stung.

Jewel was astounded to hear him say so bluntly exactly what he really wanted. She carefully considered what she knew of Kyle’s intentions. He wanted her for the appearances of propriety and her status as countess, nothing more.

Wait…Lady Oldsworth…she put him up to this. With a flash or insight Jewel received an epiphany. Lady Oldsworth wants Kyle to marry her…for her money…

Another thought burst into the fore; I can’t believe it…I let him sleep with me…I had sex with him…that we had sex…Jewel felt cheap and used. She blamed herself for letting her therapist convince her to explore sexual intimacy with another man.

“I do not find cross-dressers attractive. The thought of intimacy with you repulses me. But a marriage to each other gets us both where we want to be; you safe to pursue your fetish as a cross dresser and…uh…submissive…while I can have relationships with men who look like men.”

Jewel carefully mentally summarized what he had just said to her.

He was willing to marry her for family honor and public perception. His family honor, not hers.

Jewel also knew that as a woman of independent means, if she were to marry again she would basically be giving Kyle her wealth and when that happens she would be expected to resume her previous lifestyle of leisure while Kyle would manage their combined marital assets.

But most galling were his ulterior motives. He didn’t even pretend to love her. He had been her escort and friend all this time just to be close to her; to position himself near her and be seen as her…protector and…sleep together…

Aaauugh…her mind screamed in betrayal!

He would be free to take male lovers and he expected that she would do the same! Gross!

Jewel was thankful that the black mourning veil draping perfectly from her fascinator helped to obscure the astonishment that would otherwise certainly have been evident across her face.

Her fascinator’s veil, coupled with years of self discipline and the stern training by her governess to control her emotions allowed her to maintain her neutral expression…but just barely.

She eventually forced a small smile and responded noncommittally.

“That idea…” She paused politely despite the anger that was bubbling up and burning deep inside her “may be worth considering”

Kyle smiled.

“But,” Jewel continued “I am still mourning for my deceased husband and am in no state to begin considerations of such momentous importance during this painful time in my life.”

Jewel lied with a frank face and a deceitful heart. She had no intention of ever marrying a man again. Did everyone really think that she was gay and that she actually enjoyed dressing and presenting as a woman? And hell no would she ever marry Kyle Oldsworth.

Kyle’s smile never faltered.

“Of course; and I would never presume to impose upon you in such a way during this difficult time. But I can continue to be here for you now as you continue to grieve and provide a shoulder for you upon which to lean.”

Kyle knew that he needed to keep his position as her companion so other suitors would be dissuaded from pursuing Lady Jewel, and to satisfy his mother’s ambitions for him.

Jewel was grateful by the momentary distraction as the barista at the counter called for a customer.

“Tya…Taya….Tina?” She asked the busy room.

Jewel glanced toward the barista and was caught unprepared. Her breath caught in her throat as she recognized the woman.

She was beautiful…It couldn’t be…

She was alive and well…

Donna!

**

Donna Hancock handed off the latte and a hot chocolate drink to the customer. A young woman took the drinks and returned to a table where her daughter waited patiently coloring books.

As Donna stood behind the counter she quickly surveyed the shop and the customers at their tables. Her attention was drawn to a young woman who moved to stand up and was in fact staring intently at her

Dressed all in black the woman appeared taller than Donna was although Donna was wearing her flats for comfort and the woman wore high heels. She had a perfect figure if the way her dress was flattering her was any indication. Donna was unable to make out her face through the black veil she wore from her fascinator hat; just that her long brunette hair hung loosely behind her.

She suspected that she must be in mourning as veils had become fashionable again as well as traditional for women in mourning.

She waited as the woman hesitantly approached her. Was she about to place another order? She noticed that her male companion had two drinks at their table already. Probably about to lodge a complaint most likely

The woman approached until she was opposite the counter.

“Donna?” She asked.

Donna smiled politely. Her name tag was clearly visible after all.

“Yes, may I take your order?”

The woman gasped.

“Donna, it’s me; Jewel.” She said as she lifted her veil to reveal her face.

Donna felt all color drain from her face…Jewel…Lady Delacroix…Countess Delacroix…Her lover…

“Jewel?”

Jewel was astounded to see her former headmistress and lover working in a coffee shop of all places. The suddenness and surprise robbed her of any idea as to what to say.

“Uh…hi…” She finally said, lamely.

“Hello.” Donna replied.

“Oh my god…I’m stunned. I am so happy to see you.” Jewel finally found her voice.

“Um…yes…you too.” Donna replied.

Jewel was again at a loss for words. She was content to simply drink in the apparition that manifested it self before her. Donna Hancock, her first and only lover…was working at a coffee shop.

“I…uh…how have you been?” Jewel asked. C’mon Jewel, think of something…say something!

“Good, I’ve been good.”

“Is this where you work now?”

“I work here as a barista and I also work days as a legal secretary at a nearby law firm. I am reading the law, basically interning as a lawyer under the guidance and tutelage of a practicing attorney. These two part time jobs are how I support myself while I save up enough money to be able to attend law school.”

Another customer approached and was ready to place an order.

“Look, I have…work…”

“Of course, please, take my contact info. May I have your number? May I call you? I’d love to see you again.”

“I…can’t…sorry, can’t give out numbers at work…rules…”

Jewel was immediately disappointed.

“Oh…ok…I understand.” Jewel wasn’t ready to give up though. “I’ll come back late, is that ok?”

“Yes…sure…later sounds good.”

“Good…great. I’ll see you…later…then.” Jewel stepped back to let Donna work.

Holy shit! She found Donna!!!

**

Holy shit! Jewel!

Countess Jewel Delacroix, one of her lovers from the Academy had found her. And the only male lover she had ever wanted to seduce…showed up here, where she worked.

Holy Shit!

“You seem upset, who was that?”

Donna was working the late shift and was closing up as she wiped down the tables and counters. She looked up as her boss; Marci had asked her a question.

Marci was probably only 35 years old despite looking 25. The beautiful voluptuous red head with a pretty smile and freckled nose stood shorter than Donna at only 5’6″ in her flats. Her toned body boasted 39-25-36 measurements. She wore only minimum makeup with just a hint of eye shadow and a touch of lip gloss on her perfectly symmetrical features.

Donna answered uncomfortably.

“That was someone from my past. Someone I thought I’d never see again.”

“She seems to have upset you. Want to talk about it?”

“No…I mean…it’s just…”

Marci made a drink for Donna and one for herself.

“Sit down. Relax. Tell me all about it.”

“You know why I was terminated at my last job, right?”

Marci ‘officially’ didn’t know why, but unofficially she knew that Donna had an affair with a student. Marci nodded her head yes to encourage Donna to continue talking.

“That was her?” Marci asked.

“That was him.” Donna affirmed.

Marci raised her eyebrow at the gendered statement,

“Him?”

“That was Lady Jewel Delacroix. He’s a countess.” Donna elaborated.

“Hmm…interesting; I’ve heard of her. The first arranged marriage male bride, yes?”

“Yes.” Donna answered.

“So…tell me everything.”

Donna slowly and awkwardly told Marci her tale of how she and Jewel met and shared with her details of their intimate relationship. She finished by explaining how she was caught with Jewel having sex and Jewel was expelled and Donna was fired from the boarding school.

Donna looked to Marci. How would she judge her story?

“So there is a tragic back-story, but the real question is how does seeing her now make you feel?”

“What do you mean?”

“How did you feel when you saw her standing in front of you?”

“I felt…good…happy…then sad.” Donna admitted.

“Why?”

“Because I was truly happy when we were together, our secret affair, but now…” Donna trailed off.”

“But now what?”

“I feel I’m a fool. How could we ever be together? What would people say?”

“People who say they don’t care what people thing are usually desperate to have people think they don’t care what people think” Marci quipped.

“Uh…what?”

“Donna, you do know about me as well, right?”

“You mean officially, or what the other baristas gossip about?”

“They gossip? No…never mind…of course they do…we all do after all. So you know that I was also a bimbo lottery winner right?”

Donna just nodded her head yes.

“Yes, I was drafted into the National Social Services Maintenance and Acquisition Department…wow… almost 10 years ago now…time sure flies…”

Marci was momentarily lost in reverie so Donna just waited patiently.

“Yes, as I was saying drafted and forced to become a feminized male whore for the state.”

“Service provider.” Donna politely corrected.

“No, whore is far more accurate.”

Donna merely nodded again at Marci’s assertion.

“What’s it like?” Donna asked. Her curiosity piqued.

“Lonely.”

“I meant your term of service, what was it like?”

“Lonely.” Marci repeated.

“Anyway, as you can tell, I was pretty and passable in public and I had no shortage of admirers. My schedule was always full and I even amassed quite a retinue of regulars who only wanted me to provide them with sex to satisfy their perverted lustful desires.”

“You provided them with relief from their elevated passions.”

“Let’s not mince words, ok? Unless I had an appointment scheduled I was required to work in the brothel. I got fucked by men up to three times a day for six days a week. My day off was Thursday…” Marci shook her head slightly in recollection.

“Eventually I got good enough so that my schedule was usually full. One appointment meant one client per day, much better than three a day right?” Marci asked with scorn.

“Anyway, one day, my division manager tells me that a wealthy regular has offered to buy out my remaining contract. She positively gushed with enthusiasm and seemed offended when I didn’t appear as excited at this prospect as she did.”

“How could I? I was a slave and a whore for the state. What did it matter who I had to fuck. I only wanted to serve my 7 years indentured servitude, get it over with and be free.”

“Now the man who eventually bought my contract was one of my former regulars and, let’s be blunt, was by no means an attractive man.”

“He was not handsome?” Donna Asked.

“He was ugly.” Marci said bluntly.

“He was heavyset, pimples, bad skin, bad hair, crooked teeth, hooked nose, average height, probably had never ever set foot in a gym in his life, plagued by a host of imaginary ailments.”

“A hypochondriac?”

“Yes, that’s putting it mildly.”

Marci sighed again in reminiscence. She and Donna took a sip of their drinks before Marci resumed talking.

“I thought he was the ugliest man ever, but he was rich.”

“Most women didn’t want to be with him except for the money he could provide and the lifestyle he could give them. But the man himself was actually super nice, devoted, considerate and caring.”

“His issues were that his girlfriends had wronged him over and over again.”

“So he bought you…” Donna let the question hang.

“So he bought me for my companionship.” Marci paused again.

“He didn’t even touch me for the first two weeks. He brought me into his home, gave me my own bedroom, all my slut clothes from the service had been placed into my walk-in closet but he gave me an allowance to actually go and buy new clothes to wear…normal everyday clothes…as long as it was feminine and female attire of course.”

“It was nice. But I was scared and I eventually came to think that if I didn’t serve him as well as before he purchased my contract or better that he might send me back, so I gave him everything I thought he wanted. If he wanted my mouth, he got it, if he wanted my ass, I gave it to him, if he wanted eye candy in a pretty dress to hang on his arm for a gala or function, I put on the pretty dress and high heels and jewelry…oh yes, lots of expensive jewelry…and was his arm candy.”

“He took me to art shows, opera, theater, red carpet affairs. I’ve been taken yachting and lay about in a bikini as I suntanned on deck when we visited Cannes.”

“So you came to love him?” Donna asked.

There was a long pregnant pause before Marci finally spoke again.

“No.”

The silence between them lingered for a few moments more.

“When the day came that my term of service had finally expired, after seven years of indentured servitude, I walked away.”

“I’ll never forget the look on his face…his expression of…sorrow…”

“All that time I only wanted to get back to my normal life. I did everything that they trained me to do but I thought it was done, over, I was through. But after all the training and mental conditioning…and let’s not forget the physical changes they put you through.”

Marci cupped her bountiful bosom and then let her hands flow down past her waist and out to her thighs; her hourglass feminine figure and her feminized facial features.

“On that last day, the day I woke up and it was over, He had flowers filling the living room of his home, he had champagne on ice…”

Donna saw tears forming in Marci’s eyes.

“He had a ring and he actually got down on one knee and proposed. He had a fucking ring and even had a prenuptial agreement drawn up.”

“He talked about how he knew he wasn’t a good looking man but that he hoped he had proved to me that he was a good man.”

“You know in all that time he never forced himself upon me? He would only ask. I did as I was trained and conditioned. I took his requests as if they were orders and did what I thought I was told to do.”

“He didn’t see it that way.”

“When I said no…” Marci sniffled back a tear. “You could see the change…the hurt inside…”

“He was crushed.”

“Anyway, after I left I tried to move on with my life. Clark was his name, he was still single. He later found me and visited me once. After me he said that he now feels he is unworthy of love and lives alone.”

Donna struggled to hold back tears of her own.

“He even attempted suicide about a week after that visit.” Marci finally sobbed, then used a tissue to dab away her tears.

“I’m so sorry.” Donna offered.

“Thanks.” Marci accepted her sympathy.

“You know when you leave the service they give you a separation allowance?”

Donna shook her head no.

“It’s true. 50% of whatever you made during your tenure as a state whore is saved for when you exit the service.”

“What they don’t tell you is that they deduct your upkeep during your tenure. So food, clothing and rent for your brothel room all comes out of your half. And whatever is left over is still taxed. The Department of Income, Revenue and Taxes still take their share. They even tack on a penalty and surcharge for filing late, even though it’s the Bimbo Lottery that’s holding onto all your money.” Marci paused to calm herself. She had been getting carried away.

“What was left over after that wasn’t nearly enough for me to undo the physical changes…the surgeries alone cost way too much…so I used what little I had to open a small business and look at me now…owner of an independent coffee shop and barely making ends meet. I struggle every day to support myself and keep this shop running”

“And when I think about my dating life…ha…no girl wants to date or have a relationship with a feminized male ex-whore.” Marci dabbed away a few tears with a napkin.

“Carl still stops by sometimes to see me.”

Donna just listened attentively and gave Marci the time she needed.

“When I think about what I had, what I lost, and all because I couldn’t see what I had right in front of me! I only saw my own suffering and not the effect I had on those around me.”

“So if it’s advice you’ve come for, here it is.” Marci paused.

Donna sat forward in her seat.

“Don’t give up a good thing just because the other person has flaws. You need to realize that you have flaws too and nobody is perfect.”

Donna smiled at the honest advice.

“And don’t give two shits what other people think. If you are both happy, then you deserve to be together.”

**

Melinda and Dianne reacted quite differently to the news of Kyle’s confession.

“Well, isn’t that what you want after all?” Dianne asked “to find love and happiness in the arms of a man who would respect you and not abuse you.”

“I guess you missed the part where he said he didn’t love me or was attracted to me.” Jewel replied evenly.

“But it’s still a nice gesture. Maybe not very romantic, but truth and honesty is still a good foundation for a formal relationship moving forward. And having an open-relationship like that would still let you have your choice of partners, both romantic and physical!” Dianne encouraged.

She was warming up to the idea. Jewel as a feminized male bride/widow in a picture perfect society relationship would be great for her reputation and social media presence. The Oldsworth family was a highly respected noble line.

Dianne also had her own reasons not strictly professional. Lady Oldsworth had approached her and invited her assistance in convincing Lady Jewel to date Kyle. An implied reward from an Allegorian Noble was a potentially powerful incentive.

Jewel idly thought about and rejected the idea of mentioning Donna. She could already guess Dianne’s thoughts on the matter.

“And how about you?” Jewel looked to her body guard and head of security.

Melinda paused a moment to consider her answer.

“It’s not in your best interest.” She finally stated.

Dianne looked surprised while Jewel looked interested.

“How so?”

“Lady Delacroix, you are a woman of independent means. If you remarry, Kyle Oldsworth receives and takes control of your wealth. His honesty means nothing if he has the ability to take and maintain control over your life. Without love he would have no reason to keep you close and could send you away, just as your previous husband did.”

“Now there is no reason to think that…” Dianne started to argue and protest.

“Isn’t there though?” Jewel asked rhetorically.

“There is one other thing.” Melinda said.

Jewel waited patiently for Melinda to continue. She had to shush Dianne from interrupting, and then dismissed her from her presence. That act seemed to encourage Melinda to speak freely.

“Lady Wanda Oldsworth is intent on forcing a marriage if you do not consent willingly.”

“How do you know this?” Jewel gasped in shock. Another forced arranged marriage? One in a lifetime was already enough.

“Jean Claude kept informants everywhere. These informants sent word of plots and rumors as they heard them to him. Now they send information to us, me, your security.” Melinda finished.

“And you know this for certain?” Jewel asked, still appalled at the thought of a forced marriage.

“100% certain; it came from…well…I can’t tell you that for security reasons yet, but from someone in the queens inner circle. The petition of marriage has been delivered to the queen for her consideration.”

“So what do I do?” Jewel asked.

“Dianne should help you handle this but I have my doubts about her fidelity to you.” Melinda said as she glanced to the closed door Dianne had exited.

“But you can either protest the petition and move to have it quashed, or marry Kyle and accept his proposal willingly. Maybe there is a way to get a prenuptial agreement or something, despite your unusual legal restrictions.”

Jewel didn’t like those options. There had to be something better. Some way out of this mess.

“Thank you Melinda. I appreciate this. Is there anything I can do for you?”

“There are two things” Melinda replied.

Jewel listened carefully. She hadn’t actually expected there to be anything, at least not immediately.

“First, double the budget for security. Informants will want to be rewarded for the risk they take in passing intelligence and information.”

Jewel nodded agreement. “What else?”

“Jean Claude held a regular meeting for these rumors, a threat assessment briefing whenever needed. We need to resume those.” Melinda finished firmly and professionally.

“Very well” Jewel said, standing back up as she moved to her computer and opened up her accounts. “I suppose I should double the security budget now but…”

“I’ll show you what accounts he used.” Melinda informed. She was satisfied with how this meeting went. Jean Claude had always had many uses for his security team, and not just babysitting Lady Jewel Delacroix. They had always been deeply involved and invested in Count Delacroix’s machinations and had always reaped the reward for their loyal service.

At the next brief she would Teach Lady Delacroix about the piranha principle and it’s relationship to the Allegorian Nobility. Melinda smiled. It felt good to be more than a bodyguard again.

**

Jewel was very happy. Her latest dinner date had gone perfectly. After inviting Donna out for coffee and being rejected; Donna worked at a coffee shop so that had been a dumb idea, to then inviting her out for dinner and drinks, and then now a formal dinner date, Jewel had been building up the courage to have Donna over to her home.

The dinner date had been the perfect excuse to invite her to Delacroix Manor. Jewel had invited her on a shopping date and volunteered to loan her accessories. Now they had returned home and were changing for bed. Donna had been reluctant but Jewel persisted and convinced her to stay the night with her.

Jewel walked into her walk in safe occupying the corner of her closet and removed her jewelry. She placed each item in its appropriate spot. Her emerald earrings, necklace, ring and bracelets were part of a set and went into their decorative wooden chest before being placed onto the appropriate shelf.

Jewel turned slowly around and admired the size of her jewelry box. With one wall the door to the room, the shelves were arranged in a “U” shape along the remaining three sides. The walls, ceiling and floor were steel reinforced to keep her jewelry safe from both fire and burglars. The lock on the door was biometric and would only open for Jewel, Muriel (her aesthetician) and Melinda (her head of security).

As she stood in the center there was enough room to hold out one arm with her shoulder touching a shelf and her fingers would touch the shelves on the opposite wall. Each shelf was covered in green felt and was 18 inches wide. They were spaced about 2 feet apart and had 3 shelves per wall, or 9 shelves total.

Every inch was carefully arranged to contain the precious stones and metals that made up her accessories.

Jewel stepped out as Donna entered to drop off the Ruby set she had been loaned and wore for the evening.

Jewel slipped out of and dropped her form fitting little black dress and lacy black intimates onto the floor, her staff would pick them up and tale care of them in the morning.

As Jewel was putting on a nightie Donna came out and shut and secured the door to the walk in safe.

She then took a moment to look over the room sized walk-in closet.

“I can’t get over how big this space is.” Donna commented.

“It’s just a walk in closet, nothing special.” Jewel countered.

“Yes, but most peoples walk-in closets are not the size of a small studio apartment. The fashion boutique we visited earlier today was smaller than this.”

Jewel put on a pair of 4 inch comfort fit block heels. Her feet and her ankles would begin to ache if she didn’t and she would be in agony in as little as 15 minutes if she tried walking without heels at least 4 inches high or higher.

“Yeah…” Jewel sighed as she took notice. She watched as Donna walked slowly around the room taking everything in.

Even though she had previously been married for 6 years her former governess, Leanne and her current chaperone; Muriel, had only managed to fill the room to half capacity with clothes and shoes. Everything was neatly and perfectly arranged and spaced such that anyone afflicted with OCD would have no issues.

At the far end of the room, with an outside wall featuring an enormous quarters fan arched window was Jewel’s shoe collection. From floor to ceiling it held perhaps a hundred or so pair of heels, none with less than a 3 inch heel height. Kitten heels, stiletto heels, wedge heels, espadrilles…Jewel had probably worn most of them only once if at all. Despite the natural lighting from the window providing warm illumination, task lighting softly illuminated the shoes as if they were on display in a high fashion store. The shoes were all evenly spaced on display and there was easily room for twice as many more.

Next Donna turned her attention to Jewel’s dress collection, which covered a side wall entirely in custom made designer fashion dresses. Every dress was equally spaced and like her wall of shoes there was probably room for two or three times as many as it currently held. Donna hung up her dress they had bought earlier and put on a robe.

The third wall, opposite of the dress wall was for blouses and skirts. Blouses were hung on a top rung while skirts were hung on the lower rung. There was a wide variety of blouses to choose from yet it surprised Donna that the majority of the skirts, over half of them, were pleated A-line skirts followed by a selection of pencil skirts and then a few other varied styles making up the rest.

Donna found it amusing that Jewels’ school uniforms were hung at the end, her uniform skirts on the lower rung and her uniform blouses, sweaters, and blazer on the top rung.

After Donna walked once around she turned her attention to the center of the room. At one end were the two commercial sized dresser drawers, each occupying the same amount of space as a twin bed, yet were as high as a typical bedroom dresser, that held all of Jewel’s intimates.

Nighties, bras, panties, and other more erotic wear such as torsolettes and corsets she had been required to keep for her husband’s bedtime entertainment and pleasure. One entire drawer was stuffed with petticoats. Jewel’s memories of each time her husband had her ‘dressed for a scene’ usually involved hyper-feminine styles and petticoats were the foundation garment for those ensembles.

On one side of the door way were two wardrobes. Her swim gear and athletic attire were kept inside, as if they were not worthy of display. The other side of the door was her “mirror room”, an enclosed 6 sided room with wall mirrors that would allow her to see reflections of herself and whatever outfit she was wearing that day from every angle.

Jewel saw as Donnas’ eyes were again drawn to the Swarovski crystal doorknob and chandelier.

A set of Hepplewhite chairs in white and a matching table were in the front center of the room where clothing could be laid out.

A round tuffet occupied the opposite side nearest the shoes to provide her a place to sit when putting on her heels.

The most interesting feature Donna noticed were the eight mannequins arranged in the front center of the room. These were each displaying Jewel’s most expensive and precious gowns that her Governess and Chaperone had considered too important to merely be hung or stored.

On one mannequin, covered in a clear breathable dust cover was her wedding dress. The one she was made to wear as she listened to the vows that were made as she was taken as an arranged bride to Count Jean Claude Delacroix and made his arranged male bride and wife.

Jewel wanted to get rid of it but the terms and conditions of her inheritance forbade such a thing.

Another mannequin displayed an 18th century vintage period riding dress complete with bonnet and bustle. Jewel recalled fondly the outfit from one of her many escape attempts.

Another displayed a ballroom dance gown that adhered to the athletically borderline scandalous nature that was de rigueur for that vocation.

The remaining mannequins each displayed a gown of significant beauty.

“Did you buy these?”

“They were made for me. I rarely ever was allowed to choose my own clothing. I once spent over 40,000 dollars on a shopping trip to try and hurt my husband financially. He never noticed. The cost of this dress alone was almost three times that.”

“It doesn’t look like it came from a store.” Donna said, admiring the craftsmanship.

“No, they’re hand made by a designer; although I don’t know which ones. I was expected to simply wear them, look pretty, and make my husband look good doing so.”

“These mannequins…are they all the same size as you?” Donna noted.

“Yes, all made to my exact measurements. The designers could use one to custom fit a gown without me being present.”

All the cabinetry and shelving, wardrobes, table and chairs, were all obviously custom hand made for this room and bespoke of the wealth necessary in their creation, being made of teak, oak, African dark wood, and lined with cedar.

Jewel watched as Donnas’ attention turn to the dresser drawers as she opened one at random and looked inside.

“My brassieres; I prefer the lightly lined versions. My breast augmentation made my breasts and nipples extremely sensitive and the lining helps to reduce the impact of unexpected…sensations.” Jewel felt awkward trying to explain the hyper sensitivity of her bosom that she had to endure.

Jean Claude usually ignored her breasts; instead always concentrating on dominating her and using her for his pleasure; the few times he ever touched her breasts he seemed oblivious and mauled them, never causing Jewel any sensations of pleasure or enjoyment.

Not until after his death did Jewel discover how sensitive and enjoyable her breasts really were.

With gentle caresses she could induce feelings of intense pleasure that could even induce orgasm and cause her to ejaculate from pleasure without even touching or masturbating her penis. Jewel pleasured herself by stimulating her breasts only reluctantly because any amount of stimulation tended to become overpowering and caused increasing pleasure demanding additional attention.

“So is this what I think it is?” Donna asked.

Jewel looked over to what she was holding up.

“Yes, it is a sleep corset. When Jean was on travel I was often required to wear that.”

“You know what these are really for, right?”

“Yes, to enforce chastity on young unmarried women.”

Jewel had to admit to herself that as uncomfortable as they were to wear she had never thought about masturbating while alone. Her first marriage was too traumatic for her to have ever considered it and very nearly turned her completely off of sexual intimacy.

“And these?”

“Those are hobble girdles. They are useful in preventing overly long walking strides.”

Jewel considered them as especially evil. The amount of compression on her waist, thighs and hips and her inability to take a step longer than 6 or 8 inches when she wore one was embarrassing.

Donna smiled reluctantly as she placed it back in its appropriate drawer. As she opened another drawer she gasped in surprise.

“And what are these?”

Jewel cringed internally but showed no emotion.

“Those are butt plugs. They are actually something of a mixed blessing. Wearing one would open me up…uh…back there, and make our…umm…intimacy less painful for me.”

Donna perused the other items in Jewels ‘naughty’ drawer. Jewel saw where her gaze had fallen next.

“Those are dildos.”

“I know that, but why do you have them?”

Jewel momentarily became lost in reverie as she recalled her fellatio instructor training her on how to give a man a blow job.

“No, you must control the tempo and the pacing or your husband will become overly enthusiastic resulting in injury to your throat.” Her instructor commanded.

Jewel slowed down. She found her ‘lessons’ tedious, embarrassing, and demeaning. Being forced to suck artificial cock as a means to make her more proficient when she sucked on Jean Claude’s cock was a lesson she’d rather not have to learn. But her husband had hired the instructor for her and Jewel had no say.

“You can’t argue with a good blow job!” Her instructor lambasted Jewel.

Why the hell should I care about his pleasure when he certainly never cared about mine?

Jewel spat out the cock from her mouth to swallow the build up of saliva and was immediately chastised by the fellatrix.

“I didn’t tell you to stop. Keep going. You will get that thing down past your gag reflex today young lady!” Her voice was assertive and commanding much like the stereotypical belligerent tone of a military drill instructor.

Jewel did as she was told. The fellatrix held a small crop for ‘motivation’ and Jewel had already felt its sting twice that day.

Jewel broke away from her reverie and considered answering Donna but Donna had mistaken Jewels reluctance for embarrassment and simply smiled mischievously and moved on.

Jewel noted that Donna had found a tablet containing a vanity album of pictures; a scrap book of images from news media and from her social media account maintained by Dianne. Within were pictures of various outfits she wore during her marriage to her deceased husband Count Jean Claude Delacroix the Fourth.

Donna was intrigued by the variety of styles and fashion choices.

Most of the images were taken via hidden camera and appeared to capture the ‘spontaneous’ and ‘unscripted’ moments as well as several posed and staged photos taken openly with a professional digital camera. A few were obviously taken with a cell phone camera as ‘selfies’. A few more ‘candid’ cell phone pictures were included for purposes of maintaining the appearance of spontaneity. Some were images of Jewel dressing and appeared to be from behind the mirrors in the mirrored room

“Some of these are…very daring” Donna remarked as she swiped through the album.

“If by very daring, you mean slutty; then yes, it’s very daring.” Jewel replied evenly.

Donna noted the many gowns hanging along one wall.

Jewel followed her gaze and recalled how most of them she only wore once and now will probably never wear again as they hung listlessly in her closet.

Jewel noticed when Donna spied a beautiful blue ball gown. It was floor length, backless all the way down to the top curve of her buttocks and showed plenty of side-boob.

“I don’t suppose that I can borrow this for our next date?” She asked.

“Yes you may,” Jewel smiled at her choice. It would be perfect for the opera gala. “but we will have it altered to fit you perfectly first.”

“Why is that necessary? I already know we are the same size.”

“It shouldn’t be necessary, but somehow, one of society’s noble women will spot it and make statements and implications detrimental to both of us. These women can be…catty to the extreme. It will impact my status as noble countess if it were implied I was recycling dresses.”

“That is really wasteful.” Donna said scornfully.

“Yes.” Jewel simply agreed.

Donna put on the nightie that Jewel had offered her and followed her to her master bathroom. They silently performed their individual ablutions getting ready for bed. Jewel was nervous. It was only their third date, and was just a dinner date at that but Donna had agreed to spend the night.

Jewel removed her makeup with a cosmetics wipe and then gently washed her face with lukewarm water and gentle exfoliating soap to ensure her skin was completely clean.

She used a small amount of lotion to replace moisture in her skin that was removed by the chemicals of the makeup removal wipes and the soap.

She had learned in her first encounter with Donna that it was difficult to be a lipstick lesbian. Kissing a girl is such fun and an amazingly pleasurable experience but gosh-darn-it if it doesn’t mess up both of their lips lipstick.

Jewel was grateful that she had been taught early in her marriage to always keep her lipstick on hand for frequent touch-ups. Such knowledge actually came in handy now.

With hair touched up and makeup removed and both now in their nighties Jewel followed Donna to the master bed. Jewel noted the maid must have turned down the bed covers while they were in the master bath readying for bed.

Jewel smiled as she admired the view of Donnas’ curves as she walked behind her. She didn’t consider it odd that she would follow Donna even in her own house.

In Jewel’s prior illicit affairs with Donna, Jewel had always been subordinate. It made sense this way with Donna as headmistress and Jewel as student and later teacher’s assistant. Donna always instigated their romantic interludes. It was easy for Jewel to slip back into her role as the submissive partner in their relationship.

As they crawled into bed and snuggled in the center under the warm bedcovers Jewel embraced the warmth of Donnas’ skin, the softness of her breasts, the firmness of her thighs. She reveled in the warm feeling of Donnas’ arms around her back as she pulled her tightly into her embrace.

Jewel felt anticipation as she hoped this meant Donna wanted intercourse.

Jewel sighed as Donna gently reached into Jewel’s panties and stroked her tumescent penis. Once fully hard Donna pushed the front of Jewel’s panties down uncovering her small cock and flipped up the hem of her nightie. Donna pushed Jewel from their embrace and onto her back. Jewel could feel her nipples surge in arousal, standing firm atop her C cup breasts under the plunge cut bosom of her nightie, the sheer fabric offering only minimal concealment of the visual indication of her arousal.

Donna rolled up on top of Jewel and took Jewel’s face in her hands and leaned in for a kiss. Jewel’s eyes closed in anticipation as Donnas’ lush lips met Jewel’s own; their soft kiss stimulating every nerve ending and increasing Jewel’s arousal.

Jewel placed her hands on Donnas’ waist and gently lifted up the hem of Donnas’ nightie. She slipped her hands lower to grasp the hem of Donnas’ panties and removed them only to discover that Donna wasn’t wearing any.

Donna broke from their kiss and leaned back, her knees on either side of Jewels waist and planted her bare pussy firmly against Jewel’s hard penis.

Jewel could feel the warmth and the wetness of Donnas’ pussy and her arousal. Jewel tried to move her hips and attempt to align her cock and thrust into Donnas’ warm folds and received a gentle slap on her face from Donna.

“Nuh uh uh.” Donna negatively chided her.

Jewel lay still as Donna maintained control of their lovemaking. She strained to not move as Donna slowly slipped her warm wet folds up and down the shaft of Jewel’s penis. Jewel for her part took the spaghetti straps from Donnas’ nightie and finding no resistance or remonstration slipped them off Donnas’ exposed shoulders. As the fabric dropped down Jewel placed her hands back onto Donnas’ waist and watched.

She watched the material of the nightie bunch up around Donnas’ waist.

She watched Donnas’ nipples jut out proudly from her full C cup breasts.

She watched as Donnas’ breast jiggled hypnotically before her from the rhythmic motion of her riding.

She watched as Donnas’ face became flush with excitement.

Now slicked with Donnas’ pussy juices Donna finally reached down between both their legs and lifted and aligned Jewel’s cock with Donnas’ pussy. With a slow and steady motion she pushed down onto Jewel’s cock and let it slide deeply and fully inside her.

Jewel and Donna both gasped simultaneously in pleasure as Jewel’s penis was fully enclosed by the warm velvety folds of Donnas’ labia and vagina and Donna felt the comfortable fullness and hardness of Jewel’s penis as it filled her insides.

After the plunge Donna waited a moment a gazed into Jewel’s eyes. Jewel gazed adoringly back into Donnas’ eyes as she was forced to exercise tremendous self restraint and wait for Donna to initiate the next part.

Once she seemed satisfied Donna, maintaining her gaze, lifted up and began to ride Jewel’s cock. At first, with agonizingly slow strokes, Donna rode up and down Jewel’s penis, letting Jewel’s full 6 and 1/2 inches feel every millimeter.

Her pace increased so slowly and so imperceptibly that Jewel wasn’t sure when the slow and gentle teasing had transformed into a vigorous pounding ride as Donna slammed down with more and more force each stroke onto Jewel’s hardness.

Jewel watched transfixed as Donnas’ breathing became more ragged, her cheeks flushed, her upper lip formed a sheen of sweat, her bosom heaved with each breath and her pussy slammed down causing Jewel’s cock to disappear inside her.

Jewels pleasure increased tenfold as Donna suddenly grabbed Jewels nipples and rubbed her thumbs across their engorged prominence. Without warning and with unbridled lust Jewel cried out in pleasure as her orgasm slammed through her body. Her penis spurt it’s small amount of cum into Donnas wet folds.

After Jewel came Donna rode her even harder. Jewel’s penis never flagged as the slippery wetness and stimulation was too great. Donna was now using Jewel for her pleasure and hers alone. Minutes passes as Donna maintained an incredible pace riding up and down on Jewel’s penis.

Suddenly Donnas’ breath seemed to catch and her bosom impossibly swelled larger than before. She arched her back and plunged down hard onto Jewel’s wet and cum smeared penis. With a cry of passion Donna ground down onto Jewel, Jewel’s cock fully buried inside her. Impaled on her penis Donnas’ orgasm spread in waves throughout her body as several peaks of pleasure rippled inside her.

Donna lifted and plunged down again, then ground down, then lifted and plunged down again, before opening her eyes.

They say that the eyes are the windows to the soul and Jewel would swear that deep inside Donnas’ penetrating green eyes she could see the explosion of her rapture as it was spent inside her.

With her orgasm subsiding Donna slipped off from Jewel’s penis and collapsed onto her back into the bed.

Jewel again remembered how during their encounters when Donna was headmistress of her boarding school and she was a student that she enjoyed Jewel’s submissive, subservient position in bed after sex.

Jewel curled up onto Donnas’ side and rested her head gently on Donnas’ shoulder and bosom. She felt Donnas’ hand caress the back of her hair as she slowly recovered from the pleasures of her exertions.

She remained there several minutes as they slowly recovered their breath until Donna flexed her arm slightly and wriggled her fingers. If she stayed in position any longer it would become uncomfortable and Donnas’ arm would fall asleep, so Jewel rolled onto her other side, into the small spoon position, resting her head gently onto her pillow.

Donna rolled over into the big spoon position and placed her arm over Jewel pulling her into an embrace.

The perfect end to the perfect date, Jewel thought with satisfaction as they slowly drifted off to sleep.

**

Jewel woke up the next morning and for the first time she could ever remember was not curled up into the far corner of her bed. She rolled over and looked at Donna, still asleep, practically nude as her nightie was still wrapped around her waist. Her beautiful reddish brown hair had adorably fallen partially across her face. She could hear her softly and deeply breathing and see the steady swell of her breasts as she lay in deep slumber.