New! Princess of Castile Ch.4


Jennifer Reed


Chapter 4: Secrets


Thomas had found Leanne’s preparation room with his favorite chair in the center.  He still felt a seething hatred for the cruel woman and swore she would pay for what she had done.  But he had agreed to allow her to transform him into a woman.  As a transsexual, that was his deepest desire.  


The sexy lingerie he was going to wear for his husband tonight was hung in the corner and he examined them.  He saw the white lacy pushup bra with firm foam cups and a heart in the center of the cleavage.  The matching panties were there, sexy silk thong panties he really wanted to wear.  He saw the rolled-up stockings, and garter belt, and matching white heel pumps.  They would look very sexy as he stood there in his bridal gown he was dressed in earlier.  


Leanne was preparing his makeup and arranging the rollers for his hair again to reset it.  Thomas approached Leanne as she was preparing the stuff for tonight.  


“Leanne, I have agreed not to fight the feminization and I will comply with it.  I see the lingerie I will wear for him tonight and I will go along with that too.  But there is something that I need to know before we begin.”


Leanne held out her hand to stop him.  “I think I know what you will ask Mrs. Cordoba.  You want to know about the Three Nights of Consummation.  Am I correct?  You must have heard about it.”


“Yes,” Thomas replied.  “Maggy and Alice mentioned that I would be the first man to perform the feminine marriage ritual in the country.  I want to know what it is.  Can you tell me?”


Leanne looked at Thomas for a moment over her horn-rimmed glasses.  


She then replied, “Your husband has arranged someone to explain it to you, Mrs. Cordoba.  I have been instructed to let you two talk and she will explain the Three Nights to you, and what you can expect tonight and for the next three days.  She is eager to speak to you Mrs. Cordoba.”  Leanne opened the door to the and said, “You can come in Jessica.  Mrs. Cordoba is waiting for you.”


Another woman walked in.  Thomas assumed this was Jessica and she was stunningly beautiful.  Thomas found her enchanting sexuality very appealing.   Dark brown hair fell across her shoulders shaping her perfect beautiful face.   Her dark swirling eyes drew him into their beauty.  Her mascara and eye lashes made her very enticing.  They were almost an inch from her eyelids.  Her eyeshadow was dark purple and just the right coverage on her lids to make her eyes very enchanting and exotic.  Her top seemed almost designed to draw all attention right to her very ample breasts.  Her cup size was larger than his right now and her top seemed to display much of her very ample breasts.  Thomas felt jealous.  She had more cleavage on display than he did.  


Her skirt was way too short, but that was probably the idea.  Her fingernails and toenails gleaming in the sunlight and were perfectly polished in bright red.   Her legs were very long and appealing.  She was very tall and seemed to be very dominant and strong.  Thomas felt very jealous of Jessica.


“I am Jessica, and I assume you are Thomas!”


He frowned.  Jessica called him Thomas.  He stared at her wondering.  She smiled at him, a soft warm smile.  It didn’t help, he knew something was wrong.  


“No,” Thomas said.  “I am afraid you are mistaken Ma’am.  My name is Isabella Cordoba.  I am the Duke’s wife.” 


Jessica looked at Thomas for a few long seconds.  She was smiling and thinking about Thomas saying he was Isabella.  Then she laughed a little and replied, “I cannot understand how a man can be named a wife.  It just makes no sense, but it is a twist of the law.  Because of the recent court ruling, a man can be named the wife in an arranged marriage and bound and placed under the husband the way women have been for a thousand years.  It isn't really right,” She said.


Jessica continued, “Isabella is just the name your husband forced on you and there is nothing you can do about it.  Isabella wasn’t the name you were born with and it is not your name, Thomas.  So don’t let it become you.”


Thomas turned away.  Thomas didn’t really understand how she knew so much.  “I think that I prefer being called Isabella.  Will you explain how you know my name?”  Thomas demanded, staring into her eyes.  


“It is not yet time.  I will tell you all about me when the time is right.  All you need to know now is one, I am here to help and assist you.  I am here to answer any questions you may have about the marital ritual you will be doing for your new husband.  I feel bad that you are forced to do this.”


Thomas didn’t think Jessica really felt bad for him.  Her smirk made her seem very insincere.  


“I just don’t think it is right,” Jessica replied with an amused smirk.  


Jessica then walked over to the window looking out into the garden.  With her back to Thomas, he was able to get a good view of her tight butt that the dress framed well.  


“The ritual is for the woman to show her devotion and feminine submission to her husband.  It was for women of another time and very few women of today would consider it.  Except for the especially devout and submissive women.  Most women consider it a demeaning and humiliating ritual.   For a woman who feels no affection or devotion to the man she is marrying, it will be a horrid violation of her person.  It must be 100 times worse for a heterosexual man, accustomed to being in the dominant position to a woman, to be forced to take on the feminine submission to a dominant man.” 


She then turned to Thomas with a big smirk on her face.  “To be the submissive bride to a man.  It must really make him feel very demeaned and humiliated.  It will be very difficult for you, Thomas.  You will feel anything but a man.”


Thomas glared at her for a few seconds, simmering in anger.  He never really felt like a man, but she didn’t need to know that yet.  


“You are enjoying this aren’t you?” Thomas accused.  “You will enjoy seeing this man take my masculinity and dignity away from me won’t you?”  His glare was one of the most fearsome things she had ever seen.  “You enjoy seeing me like this.”


“Yes,” Jessica admitted.  “I must admit that this will be very amusing.”  Her smirk widened into a full grin.  “I don’t mean to be offensive or hurtful.“


“Yes, you do,” Thomas interrupted.  “Try to be honest with me.  You will love seeing this happen to me.  You know I am going to be demeaned and humiliated, and you will enjoy it.  Your part in this is to make sure it is as humiliating as it can be, and to enjoy witnessing it.  There is an agenda here.  You are involved or you wouldn’t be here and know my name.  There has to be a reason you are here.  You being involved and brought here means you have some connection with the people here.”


Jessica stopped what she was going to say and just stood there for around a full minute.  This was a man who she couldn’t deceive.  He was already very suspicious of her involvement.  He pieced together some of it and knew she wasn’t here to help him.  She may as well admit it.  


“Yes.  I will enjoy seeing you demeaned.  I was told what you believe to be a woman's place is in life.  I was told about how you believe we must submit to a man and how you have treated women in your life.  I know how your father treated women and taught you to treat them.  I know how you have treated women.  So I fully admit I will love seeing you treated in the way you have treated the women in your life.  I love that you now must submit to a man in the way you believe women must submit to a man.  Now you have to be the woman.  It seems like justice.”


Thomas’ mind could only attempt to deduce her true identity and connections to her family.


Jessica knew a little about him and his family.  There were a few ways she could have known all of that she did.  If he had to bet, he figured he knew how she knew.  He had strong suspicions about who she was, but he would keep them to himself until he had further proof.  


“I know you have questions,” Jessica said.  “And that’s why I am here.  I can tell you anything you need to know about the experience that awaits you


“Yes, you and others have mentioned a ritual.  But, first thing I want to know is, whose idea was it for you to help me?” Thomas inquired.


She smiled, “Your husband asked me to come and help you.  I have known him for a year now and I have personal experience that can help you?”


“What personal experience,” Thomas inquired.  Nothing she said made sense.


“Well, I was in a marriage like yours.” Jessica replied.


“What?  You married the Duke,” Thomas stated in disbelief.  That seemed unlikely, but possible.  It was more likely she was married to someone else who treated her cruelly.


“No, the Duke has never been married.  No woman really liked being with him, as you can guess why.  He has not had a long-term relationship with a woman.  Most women can’t stand him and he has traumatized a few.  I just know him,” Jessica said, feeling uncomfortable.


“That makes sense.  You weren’t married to the Duke before, but you must have been married to someone.”  Thomas’s mind was racing now and it was very evident to Jessica that he was thinking this through.  “You must have performed this ritual I will be doing for the Duke.   So whoever you married, must have had connections with the Duke's family, but I think it is far more likely your connections was with my own family since you know so much about me and my father.  Since you won’t tell me, then fine.  Please don’t lie to me, Jessica,” Thomas said while Jessica now fumed.  “Since you won’t tell me, can you tell me about the Three Nights of Consummation.”


Jessica smirked evilly.  “Oh it is fun.  I loved doing it for my ex-husband.  It was so fun.”  Jessica said dryly.  Her voice was dripping with sarcasm.  Thomas knew that it was no fun at all.  She was most likely forced into it.  Seeing Jessica’s beautifully fit body, her hair, and obvious enhancements in certain areas.  That narrowed down the possibilities who her previous husband was in Thomas’s mind.  “It was the most demeaning thing I was ever forced through and I had no say in it.  I was in a marriage like yours.”


“You mean your family agreed to put you in a marriage against your will and you were forced to marry a man?” Thomas said.  Thomas now had very strong suspicions, but he wanted final confirmation.


“Yes, he forced me to do a lot of things that I hated.  He was very demeaning and he never loved me,” Jessica replied sadly.


That made no sense.  Of course he never loved her.  Love should have never been expected in a situation like that.  Things were not making sense to Thomas.  He decided to let it go, clarification would come later.  “You are now free.  May I ask what happened to your husband,” Inquired Thomas.


“He died,” Jessica said.  “As an answer to my prayer, I think.  I am free to determine the course of my own life once again.”


Thomas’s eyes bolted up suddenly, shocking and scaring Jessica a bit.  She stepped back defensively.   Thomas may look very feminine and delicate in his bridal makeup wearing a wedding gown, but he still looked fierce at that moment.  That statement pretty much sealed it.  Now he knew.  “You mean your previous husband is dead?”


“Yes,” She said, not really understanding where this was going.  


“Your husband’s death freed you to live your own life.  Now you are here to see that I am feminized and abused.  You will enjoy that I am forced into the humiliating ritual you had to do for your husband.” Thomas’s face wore a very brilliant smile as if a lightbulb just flashed in his head and a hidden piece had just fallen into place.  Of course, many rich men died often.  Her husband could still have been anyone, but the fact she was here.  The fact that she was so happy that he was being feminized and abused by a man in the way she was, narrowed the possibilities quite a bit.  It left only one option for who her previous husband was.  It made him very sad that she was abused and molested.  


All he could say was, “I am sorry for what happened to you, Jessica.  No one should be forced to marry someone they don’t know or want to marry.  Everyone should always get a choice in who to marry.  It is an atrocity to take such a choice away and force it this way.  I will see if there is anything that I can do for you.  What is this ritual all about?”


“The Ritual is a very intense three days of very intense repeated sex.  It was designed by women of another era as a very public display of her commitment and submission to her husband.  The sex is rigorous, unforgiving, and intense for three nights in a row.  It was designed and done by Noble women of another era when women were expected to submit to her husband.  The more extreme and public the submission was to her husband, the better her status was.  It was like a one-up thing, she was trying to outdo other women in her extreme submission and public display of devotion to her husband.  This was some time in the late middle ages.  The ritual is considered demeaning and silly now, but some women still take it seriously.  More often, it's done this way and to display the man's strength and virility more than the woman's.  I can see by that dark spot around your neck that the Duke couldn’t wait until tonight.”


Thomas looked down as he rubbed the dark spot on his neck.  “Yeah he gave me one of these already.”


 “So what did you two do,” she asked.


Thomas hesitated a little, this was embarrassing.  “He forced me to give him a blowjob on the way to the reception.  He stopped the car and pulled my hair.  He forced me to give him a blowjob like a woman.  It was disgusting, then he sucked on my neck.”


Jessica reached out and rubbed the dark spot on Thomas’s neck, marveling at it.  She wore a brilliant triumphant smile on her face.  It was very hot that the Duke was seriously doing this to another man.  Thomas was going to be the first man to go through this.  She didn’t seriously think that the Duke was going to go through with it when the Duke told her about his plan.  Here it was, a man with his first marital hickey, displaying it proudly for all to see.  A man was indeed going to be the first to publicly perform the Three Nights of Consummation.  


“That hickey is to show everyone that your husband is exercising his rights and that you two are performing the Three Nights.  He gives you a hickey each time he has sex with you.  It's to show everyone that you have started the consummation.  Each time he makes love or seeds you, he will give you a hickey.  You proudly show it.  It is to show the strength and virility of your husband.  All of your hickeys will be counted at the end of the three-day period when you are shown to all the family and friends during the banquet.”


Oh my god, this was too much.  Thomas thought as a tear ran down his eye.  It sounded very demeaning.  He would have many more hickeys by the time it was over.  It was to publicly display that he was receiving sex from his husband.  How could any woman consider doing this? 


“It is difficult, I know,” Jessica said seeing the tear run down Thomas’s face.  “It was incredibly humiliating to me too.  The first night was the most traumatic.  You won’t to even get in bed with him.  You must sit in a chair beside the bed, eagerly awaiting for him to wake up and have sex with you again and again.  You are to lean over the bed with your arms spread, offering yourself for his satisfaction.  I was restrained to the bedposts.  I didn’t know what was expected and wouldn’t have done it.  I expect that’s what will happen to you too.  He will have sex with you three or four times each night during the three nights period.  This first day is just the beginning.  There’s much more to it.”  Jessica was smiling very widely.


Thomas was distressed and pacing the floor listening to it.  He couldn’t believe what this young woman was put through.  He felt so bad for her.  Now he would be doing it for his husband.  It was going to be very demeaning and humiliating.  He was going to have to be eager, receive it, and proudly display the results for the public for this to work.  He couldn’t let them see how humiliating and distressing it was for him.  “Can you explain it all for me?” Thomas asked her.


Jessica smiled so widely.  “It’s a three day period of intense sex to display his strength and virtility as a husband.  You will be taken care of.  Handmaidens will take care of you.  You will only be allowed to wear white during this period.  And after the first night of seeding.  Your face must be hidden from the public until the third day when you are revealed to the general public as his wife.” 


“What?”


“Yes, there is a special wedding mask that will be secured to your face during that period and you can’t take it off.  It is called a bliss mask.  Only your husband and your principal handmaiden will be allowed to see your face.  Your family meets you on the first day after the wedding night.  Then you will meet his family on the second night.  There will be an official wedding banquet on the third day when your mask is taken off and you are unveiled for the general public to celebrate you.  Your hickeys will be counted.  Your husband will be celebrated.  Your purity will be lost by then and they will discuss your husband's strength and virility.  


“But you were a woman,” Thomas said to her.  “It was all meant for your sex.  It shouldn’t have been that difficult on you.”


She looked very offended.  “Do you think it is acceptable to treat a woman this way, but not a man!”


“No,” Thomas said.  “It’s just easier.  You were having sex with the sex you are naturally attracted to.  You submit and give him your body.  The sex is natural, the penetration is natural for your gender.  It isn’t at all natural for me.  Dressing like a woman, letting a man have sex with it.  It is repulsive.  I don’t know how I can deal with it.” Thomas whimpered.  “You are a woman doing a woman’s natural function.” Thomas knew that he was also a woman inside.  But he didn’t want her to know that.  


“That is very sexist, Isabella.”  Then she smirked, “Since you are going to live as a woman, your sexist attitude will also apply to you now.”


He looked at Jessica and said, “A woman is meant to submit to a man.  Since I am now a woman, that does also apply to me.  I agree what you endured was a nightmare.  No woman should go through this.  I shouldn’t have to go through this either.  No one should.  But I will have to endure the ritual and I think you will enjoy seeing me go through it all.”


She clearly thought it would be very interesting to see.  She probably couldn’t wait to see the downfall of his masculine pride begin.  Thomas looked at her, “And I assume that this will not be the only time I see you.”


She smiled warmly, “Of course not.  I will see you a lot during the Three Nights of Consummation.  I have been consulted by the Duke to assist you during this time.  I am here to guide you through the consummation process.  I have been through it myself.  I will be here to help you after the consummation period.”


‘I bet she can hardly wait to see me do the consummation process,” Thomas thought to himself sourly.  


“I am glad you are here to help me,” Thomas said to her.  


Then Thomas said, “Jessica, I can see what your ex-husband saw in you.  You are very beautiful.  You have such large and lovely breasts.  I only wish you met a man who would treat you better.  It’s never right to force a woman.”


She looked at him with doubt, “I thought you were all about women being weaker and her submission.  That’s what you told me, right?”


“Yes,” Thomas said adamantly.  “I do believe a woman must submit to her man, but to a man she chooses and loves.  A woman will willingly submit to him out of love.  It can’t be forced.  Her submission must be freely offered through love.  That is where many men make their mistake and get it wrong.  Forced submission isn’t love.  It isn’t free and it’s not really submission.  It's fear and fear is never a good foundation for a marriage.  That’s the lesson I’m going to teach my new husband, if he wants me to be a woman for him.”


Jessica was stunned into silence, unable to reply for a few long minutes as she sat down.  Everyone seemed to have the wrong idea about this young man.  He was very intelligent, well spoken. and knew what was going on.  He was also incredibly strong.  She wondered if the Duke knew what he had gotten himself into.  She suddenly stood up and said, “I look forward to seeing more of you, Isabella.  I am going to have to start calling you that.  We both know you are a man named Thomas, but that is irrelevant.  I will see you some time tomorrow.”


Thomas said, “I do see what your ex-husband saw in you.  You are stunningly beautiful and I am jealous of your beauty.  I can only hope that I can be as beautiful as you are, Jessica,” Thomas smiled softly at her.  “I will try to make tonight go smoothly for my husband.”


She was stunned again.  She turned to leave and added, “Try not to fight the Duke tonight.  It will be rough on you, degrading, and probably painful if what I have heard about him is true.  You will have to adapt to being in the woman's role for sex with a husband.  I am sure it will be very mentally difficult and humiliating.  I know you have already gone through the ritual lubrication during the preparation for the wedding.  You were bent over in view of the bridesmaids for Leanne to lubricate your anal cavity? Didn’t you?” 


“Yes,” He hissed in anger.  “I don’t know why she had to do it that way with the women and my sister giggling.”


“It is one of the wedding rituals.  The lubrication is a major part of the ritual.  It is especially so in arranged marriages.  They use massive amounts of lube to insure you are well lubricated for the intense sex on the wedding night.  It was realized that it was better to do this to the women, because she is usually afraid.  She is afraid and usually does not know the man.  The unfamiliarity and fear prevents her body from functioning naturally during sex.  It will prevent her from secreting the natural lubrication through the vagina.  That only happens if she becomes aroused.  It can be done against her will, but most men aren’t willing to or knowledgeable about how a woman's body works.  He will simply want to get straight to the penetration.  He won’t want to play with her first, kissing, soft caresses to put her at ease, or massage her vagina or licking to get her aroused.  So we developed this ritual and the bridesmaids help and watch as her vagina and anus are lubricated.  You just experienced it.  We know your body won't naturally lubricate no matter how aroused you are.  I suspect you will feel just like those women felt, hence, the lubrication ritual.”  She giggled to herself.  


“Yeah, the women watched and giggled.  I didn’t understand when she asked me if I wanted to be lubricated.  I asked about it, she said in front of everyone, ‘for sex’.  The bridesmaids squealed and laughed.  I was so humiliated,” he looked down ashamed.  “She was insistent, demanded humiliating answers in front of everyone.  She asked if I received my enema before she did the lubrication.  I couldn’t believe what she was asking.  I hate Leanne.”


Jessica nodded in acknowledgement.  “I have heard that Leanne is cold and very cruel.  I was told that she cares nothing for the men she turns into wives.  But I suspect that you really aren’t a man at all,” Jessica said.  “I will be here to help you tomorrow and we will discuss your part in it.  You will have sex with your husband tonight.  You will be restrained to assure you fulfill your obligations and that and he can do his part with as little resistance as possible from you.  That will formally consummate the marriage.  He will formally be your husband.  That act will lock you to him in marriage.  


"The next morning, you will be washed, probably by a young man and a woman.  You will have to practice your walk with Leanne, either on a treadmill or a track.  A special walk in heels the husband want their feminized male brides to do for them to signify their status as feminized male brides.  Then you will be prepared for the day, including wearing the bliss mask, and then meeting your family.  Do you have any questions?” Jessica asked.


“No, I understand.  I just wish I didn’t have to be restrained.  I will do my part now that I know.” Thomas told her.


“Maybe you can talk her out of it if you are willing to cooperate with your husband tonight, but I doubt she will give in no matter what you promise.  She loves her power and wont yield it to anyone.  I will be here tomorrow, Isabella.  Have a beautiful night with your new husband.”


 He watched Jessica walk away showing off her gorgeous ass.  Thomas knew it was going to be very painful.  The Duke had that enormous penis in his mouth and it stretched his jaw to its limit.  It was over two inches in diameter.  Sex was going to hurt him a lot.  


He was left alone for a few minutes which he assumed Jessica was talking to Leanne.  The chair was in the center of the room and Thomas began examining it.  He picked up one of the leather arm straps and ran his hand over them.  He hooked the buckles and pulled and felt them.  


Leanne had come back while Thomas was still stooped over examining the restraint chair he was immobilized in during the preparation for the wedding.  He had the arm strap in between his fingers, examining it closely.   Leanne walked behind him, she assumed he was so focused on the chair he didn’t hear her.  She was about to announce her presence when he said, without looking back, “It is nice to see you again, Ms. Sterling.”  He turned around and acknowledged her.  “I had a nice conversation with Jessica.  Now what will we do?”


“I assume you now know all about the Three Nights of Consummation.  You must be prepared for your first intimate night with your husband.”


He frowned.  “I guess pleading or offering to pay you a lot to let me leave will do no good.  You will see this through until I am forcibly raped by him, making the marriage official and legally binding.  Am I correct?”


“You know you are,” She confirmed.  Have a seat Mrs. Cordoba, so we can begin.”


He frowned at the chair, “Why?” He inquired.  “You just spent all morning curling and doing my makeup.  I figured I would just go to the bedroom.  He is probably there waiting for me.”


“He is waiting for his bride,” Leanne confirmed.   “But we must make you beautiful for your first night with him.  You are very undignified and not presentable yet.  Your curls are messed up.  Your makeup is running and smeared.  We must make you appealing again.  He wants your appearance to be flawless and beautiful for your night with him.  So let's get started.”


Then Leanne moved in to begin removing his wedding gown when Thomas held up his hand to stop her.  He said in a very female manner, “I can remove my own clothing, thank you very much.” And he unlaced his own wedding gown and let it slip down his body.  He stepped out of it and then naturally reached behind his back and undid his own bra strap and removed it.  Thomas stepped out of his heels and carefully unrolled his own nylons from his legs and sloped out of the panties he was wearing.


Leanne watched and was very disturbed by how natural he was with female clothing.  Most men would have struggled with the laces and hooks on female clothing.  Thomas removed it all very naturally as most women would.  He was careful not to create any run in the nylons and most men would simply rip them off.  The needles of ice ran through her veins again.  This would be trouble.  Was Thomas a transgender?


She looked at his naked body and a few things stood out that she did not see before.  Things were so chaotic during the preparation for the wedding.  Now she saw how smooth his hair was.  Her eyes went to his chest and she could not help but notice the slight growth under his nipples.  Those were breasts she was looking at.  His waist was more narrow than most men and his hips also had some growth to them.  He had an unmistakable womanly form.  Even his face was very decidedly female.  


All of this meant that he was not really a man.  He must have gone to much effort to feminize himself.  All of his protests were just for show.  He did want to be female so feminizing him would have no effect.  And now she did not want to do this job anymore.  She knew that she was abusing another woman.  This was not something she was comfortable with at all.  But there was a contract and she had little choice.  She pointed to the chair and said sternly, “Please have a seat, Mrs. Cordoba.”


“Please don’t make me sit in that again.  It is so demeaning,” Thomas pleaded.


She was unmoved, “Please have a seat, Mrs. Cordoba.  I will call security to assist me if it is needed.  You will be in the chair and I will do what I need to do.”


“Fine, I will remember this too.” He turned and sat down.  


Leanne didn’t use the buckles and straps this time.  Must be some measure of trust while she applied cold cream on his face.  She rinsed the foundation off.  He felt uncomfortable sitting in the chair totally nude while she worked on him.  She washed his hair again and he sat still as she put the curlers in one by one.  Taking a piece of his hair and rolling his hair in the rollers.  It was a lengthy process and she was meticulous.  Except this time, he knew it was coming and didn’t fight her.  He didn’t fight, she didn’t have to have a man come in and hold his head for her.  He sat perfectly still, fuming and she saw the anger in him as she worked.  The level of anger was disturbing.  She knew sooner or later; he would snap and that unnatural control would break.  She was going to make sure she always had security close by to deal with it when it happened.  The process took around an hour then he was left alone with his hair in the rollers under the dryer as she left.  


Leanne was careful.  She paid close attention to Thomas as he sat under the dryer perfectly still.  He didn’t rage or yell like her previous man did.  He was in complete control over his emotions.  It was almost like he wanted all of this.  Except that she saw the anger in his eyes.  The previous male bride screamed and cried in the empty room knowing the time was coming soon when another man was going to have sex with him.  Knowing there was nothing he could do to stop it.  Having tried to stop them and was overpowered each time.  The feeling of powerlessness and the foreboding feeling that the time was coming.  He had a breakdown and she watched it happen.  Thomas displayed none of that.  He just stared ahead, letting his curls dry in silence.  It was very unnerving.


Thomas was still, she saw he was thinking things through.  She smirked in the darkness; Leanne still had reservations about this job now.  The level of anger she saw in Thomas and his reaction to it all was very female.  He acted more like a woman facing this future than a man.  


She returned forty-five minutes later when she figured his hair was dry.  He said the most unexpected thing.  “You were not going to tell me, were you?”


She looked down at the man strapped in the chair.  “What, Mrs. Cordoba?”


He laughed, “About Jessica.  You had no intention of telling me about her?”


“I don’t know her.  The Duke knows her and she came to help you.  That’s all I know Ma’am,” Leanne said.


“And you are a liar!” Thomas said in a tone of ice.  She stepped back and Thomas saw her anger.  “You had no intention of telling me that my father was her previous husband!  She was married to my father, he abused her.  That is the only thing that makes sense.  I will find out how she is connected with the Duke.  How that happened?  And how you two know each other, but don’t for a second think I will believe you two do not know each other.  You and Jessica got together and planned this out.  And you were not going to tell me.”


Leanne was stunned into silence as she cursed herself.  She knew that Thomas was very intelligent and that he had the ability to rapidly piece together information.  “It isn’t my job to tell you these things Ma’am.  My job is to dress you for your husband’s fetishes,” Leanne replied.


He smirked, “Of course.  You better not tell Jessica that I know.  That isn’t your job either.”


“Yes, we are clear,” Leanne agreed.  It seemed she had no problem keeping things away from Jessica, but Jessica wasn’t part of her job.  Thomas felt like he could trust her to keep this away from Jessica, since Leanne didn’t give a rat’s ass about what Jessica knew.  Then she proceeded to remove the rollers from his hair and redo his face.  


Thomas sat silently as Leanne worked on him.  She reapplied the foundation rubbing in a thick coat of liquid foundation on his face.  She did his eyes in a darker more exotic color.  His lips were made in a shiny red lip gloss.  Thick long false eyelashes were applied to his eyelids.  She traced his eyes with an eyeliner pencil.  It was a very overdone feminine image.  He really enjoyed the look.  Then, Thomas asked, “Excuse me Leanne.  Why didn’t you moisturize my face before you applied the foundation?”


“Excuse me, Mrs. Cordoba?” Leanne looked confused at his question.


“Well, I know many women apply a moisturizer to their face before the foundation so it has a smooth surface.  Why didn’t you do that?  I figured my face would be dry after having that on all day.  Not a very good surface for a foundation.”


Now Leanne had a deeper suspicion.  How would a guy know about this?  He knew more than most guys did about makeup.  “I don’t think you need a moisturizer.  Your skin is smooth enough.  We will do it tomorrow morning.”


 She quickly switched the subject.  “Mrs. Cordoba.  I need you to listen to me.”


Thomas was silent as he just watched her.  She figured he was listening.  “I will need your cooperation tonight.  You can’t give me any trouble.  Do you understand?”


Thomas watched her with his icy cold glare.  He refused to respond.


“If you resist or give me trouble tonight, I will have to punish you.”  She reached and took a long cane off the wall.  “I will have you bent over as I cane your bare ass if you try to fight.  I need you to dress yourself for your husband.”


He refused to respond.  She just received that icy cold look of his.  He understood.  


“I trust you will obey me.  Or you will receive more.”  She began to unstrap Thomas.


 He stood up and said, “Is that all?  When you progress to electrical wires on my genitals or cutting, then we will talk about what real pain is.  I still gave them trouble.”


“What!  I have seen your records, Ma’am and you have experienced nothing like that,” Leanne replied.  


“You have your secrets and I have mine, Leanne,” Thomas stated.  Then he continued.  “Tonight, when I am expected to consummate this marriage with the Duke.  Can you please not have the guards restrain and strap me to his bed?”


“Mrs. Cordoba, what made you think about that?”  Jessica must have told him.  


“I was told how this is done on male brides and I hate being tied up.  Can you please not do that,” Thomas begged her.  


“I am afraid that is how it is done to insure you fulfill your obligations to your husband tonight,” Leanne informed him.


“I will submit to him.  I will fulfill my obligations to my husband tonight.”  He hated saying that the man was his husband.  “I will lean over the bed for him and sit in the chair when he is done,” Thomas pleaded.  “Please don’t have the security strap me to the end of the bed.”


“If you submit,” Leanne said.  “And give me no problems then I will not have you strapped to the bed.”


“Thank you, Leanne,” Thomas said with a smile.  “What should I wear tonight?”


‘She pointed to the lingerie on top of a table.  He examined them and shrugged.  


'This should make me look very sexy tonight.’ Thomas thought to himself.  He picked up the shiny lace thong panties.  They were small, just his size with embroidered pink hearts on the thin waistband and front.  There was just a thin string in the back.  He slid the panties up his legs feeling shame doing this.  Leanne watching him and he was doing this for a man he never met.  But the clothing itself felt natural and right.  He picked the bra up and examined it.  They were a very sexy underwire padded cup bra.  It was lacy white with embroider silk hearts on the cups.  The straps had lace trim.  It was adorned in diamonds and must have custom made for him.  He slid his arms in the straps, looked at Leanne facing her.  He reached back and hooked the straps together like there was nothing to it.  


Thomas enjoyed Leanne’s stunned look at how easily he had hooked his own bra with his inch long fingernails.  Most men could never have done that even without the fingernails.  Hooking a bra's eyehooks from behind was never a skill men ever had to know.  Fingernails made it more difficult.  Every man she worked with needed her assistance to hook the bra.  Leanne suspicions grew stronger.  


She watched him wrap the lace garter belt around his waist with the skill of a woman accustomed to doing it.  He sat down and carefully rolled his nylons up his legs, careful to avoid snagging or running the material.  He was careful to keep the seams straight and he hooked the garter straps to the nylon tops.  He was very sexy as he slipped the breast forms into the cups of his bra.  He posed in the mirror and looking at the floral designs in the nylon stockings that encased his legs.  Then he put on his jewelry.  He attached two sets of clip-on earrings to his ears.  Each one had large sapphire stones hanging from his ears.  He wrapped the necklace around his neck and hooked it.  It had a large inset ruby in the center with a ring of smaller diamonds.  He applied a few bracelets to his wrists and then did a very sexy feminine pose in the mirror.


 Leanne was very now worried.  She had little doubt that Thomas was a transgender male to female.  She had a very strong suspicion that he knew it and he was playing with them.  The Duke was probably happy and him being so naturally feminine, that meant that the feminization would be very effective to making him pretty.  The Duke wanted that.  


But for the purposes of the marriage, the feminization would be very ineffective to the final goal.  Making Thomas into a proper submissive male bride.  Most men who wanted a male bride in this type of marriage, wanted a feminine pretty man as his bride.  The feminization was double edged.  Part of it was to satisfy the husband.  The other part of the process and reason for the feminization was to crush the male spirit in the bride.  The feminization did that part well, for most men.  Their sexism insured that once they knew their status as feminized men, it was crushing and ensured that their resistance was broken.  Their spirits crushed.  They accepted their place as brides to a man.  


If the man wanted to be feminized, then it would be ineffective.  It would be like trying to feminize a woman, it would have little effect on her emotionally.   If Leanne was right, then this feminization would not demoralize Thomas.  It would stiffen his resistance and have little other effect on his personality.  He would throw it back in her face and go along with it.   She began to suspect that Thomas was a transexual, with a long history of dressing as a woman, and feminizing himself with female hormones.  This would have little effect on him.  If that was true, he would enjoy some of it....  Thomas would not break from the feminization.


He thought he looked sexy enough for the Duke.  He turned to Leanne and said, “I am ready.  Can you show me to my husband's bedroom?”  She saw the disgusted look on his face referring to the Duke as his husband.  It was repulsive to him.  Just like any other woman, being intimate with a man she did not want would be a repulsive experience.  


“Yes we are ready.  You do look beautiful.  The Duke will be very pleased.”  Thomas stood there looking like a natural woman.  No matter how hard she tried to make him look like an overdone exotic transvestite with too much makeup, he still looked like a natural woman.  


Leanne went to the door and called out to the men, “We are ready.”


Suddenly, the two men appeared and seized Thomas by the arms.  Fear engulfed Thomas as they forced him out the door.  He didn’t struggle as they led him out of the room.  He gave the most hateful betrayed look to Leanne.  “I thought we had an agreement you would not do this.  You violated my trust and lied to me.  I will not forget this, Leanne.  Ever.”


He began struggling and he escaped the men’s grips.  They reacquired him and he easily escaped again.  The men forced him down on the floor and pressed a knee into the small of his back as he wrenched Thomas’s arms behind him.  They handcuffed him and strapped his feet together.  Leanne walked toward them.  He thought Leanne was going to discipline him, but Leanne just walked past him.  Thomas watched as she walked down the hall.  He watched her open the door for the men as they lifted Thomas up and carried him into the bedroom.  


They put Thomas on the bed and unstrapped his ankles and stood him at the end of the bed.  Thomas was restrained while the other man who drove him here attached padded wrist cuffs to the bedrails securing him in position at the end of the bed.  Then attached ankle cuffs to the bottom of the bedposts, to each of his ankles.  He was pretty much immobile.  Not going anywhere.  He could kneel up and down, but he was secured in the perfect position for sex with his husband.  Leanne examined his hair and legs and noticed they were all right.  


He glared at Leanne with the most venomous look, “I thought we had an agreement.  I told you I would not resist my husband tonight.  You lied to me and broke our agreement.  I can no longer trust you, Leanne,” He said icily.  “I guarantee you will regret betraying my trust.”


Leanne just walked out as if she had no concerns at all.  But she really was afraid now.  She saw that look of extreme hatred and she knew he was serious.  She also knew that with her status with her husband and their political power they would share, this was not an idle threat at all.  He might really be able to seek revenge on her.  It was not unreasonable that he could destroy her entire life.  But she had no choice here.  This was what the Duke demanded and she had to do it.  But she was resolved to get out of here as quickly as possible.  This was not a job she wanted to do with Thomas anymore.  She knew with Thomas’s intellect, his will, and his cunning that, Thomas as a woman, she could work her way into the Dukes trust and convince him to comply with her requests and get a lot of power on his behalf.  As many wives tend to do with powerful husbands.  


Leanne walked out.  It was as Thomas had suspected all along.  Leanne was a liar, nothing she said could be trusted.  She never intended to fulfill the agreement with him.  It was her plan all along, so he would willingly comply and dress himself.  He swore he would get her back…......somehow.

<<<<<<>>>>>>


Emilio Mendoza had been bent over on the bed biting a pillow for almost an hour how as his pretty husband wearing a blue silk nighty and a padded bra had mounted him, and driving in and out of Emilio's ass as hard as he could. Emilio could do nothing, but bite the pillow and cry. His long red fingernails gripped the blankets as he bit the pillow. His Husband dressed as a woman, the Major Rafael Velasquez seemed no where near done mounting and violently fucking his ass. Emilio sobbed as he remained bent over with the vile Major behind him driving in and out as hard as possible.


He had been stuck in this cruel marriage for two months with this man he had not met before,This man was very dominant transvestite. The physical pain of being penetrated by this mans nine to ten inch cock has ceased. It used to hurt and make him so sore the next day. But his ass had got used to the cruel violation by such a pretty man. But the emotional toll and the mental agony of being forcefully penetrated and violated never got easier. He was a very straight dominant man who was used to sex with women. He was disgusted by sexual contact with other men, especially being forced to be the submissive receptive parter. But he had been sold into this marriage and he wondered what caused his family to agree to sell him into this arrangement with the Major. Emilio could only guess that they were protecting their children and wanted their young kids to remain living. That would be a good motivation to agree to sign the forms condemning him to this cruel life.


And Emilio used to be one of the three very powerful Dukes in a neighboring country. He was beloved by his people and had almost endless wealth and power, and now he was signed into an helpless in this unwanted marriage with a cruel heartless man. He had been being drilled for almost an hour and the mental agony of this was getting to be overwhelming and he cried out, “Major, Please Stop this. Please this is enough.” He finally broke down n tears. 


“Shut up Emily,” The Major growled. “I thought you liked pretty looking transvestites. You married one, didn’t you, you faggot. You earned this land you know you deserve this life after what you did. You deserve to suffer, you sadistic pig so take it all.” And the Major drove all the way in slapping his pelvis against Emilio’s ass and pulling almost all the way out and slamming into him again. Humiliating and demoralizing sounds and grunts were coming from Emilio’s mouth as he was being even more violently fucked and it was slamming the bed against the wall.


Finally, after nearly an hour and a half, the Major drove in deep into Emilio and had a very satisfying orgasm inside of the other demoralized man and pulled out. It was massive and the ejaculation went in deep and spread its warm sickening feeling inside of Emilio. It was a disgusting experience for a straight man and he covered his face and sobbed.


Emilio rolled over and cried helpless as the Major just smiled. He rolled Emilio over and looked deep into his eyes and kissed Emilio. He forcefully kissed Emilio and drove his tongue deep into Emilio’s mouth. He squealed and cried at the violation.


He started remembering how he ended up in this cruel marriage with this pretty man who was also a powerful major. He was married before this, with another young male transvestite. But it was not a typical marriage at all. That young man was pretty and lived his life 24 hours a day dressed as a woman and acted as a woman. But Emilio could tell that that young man was not happy with the marriage at all. He was having a hot night of hard sex with his young male transvestite wife and then the young man got very angry and they had a vicious argument when the man said he was cheating on Emilio with another man. And he said he didn’t love Emilio at all and accused him of being cruel and brutal to him during sex. 


He went to sleep as the other man began crying and eventually fell asleep himself. Somehow he had went into a very deep sleep because he he woke up to see some other people in his bedroom. He saw some fearsome looking women in black uniforms surrounding his bed with his wife smiling in triumph.


The women seized him and one of them said, “your hell is about to begin, Baron,” and then he felt a sharp needle plunge into his arm and Emilio feel asleep. He woke up later and was taken out of a plane. His spirits fell as he looked up and saw the black flags waving over the airport. He was in Castile and he saw more of those military women escorting him, and the Empress’s imperial guards. The Empress was there and approached him and told him he was never going to leave Castile. His people thought he was dead, and they were planing his funeral. He was dead to his country. His family knew he was alive but they knew not to talk about it. They signed him into a marriage with a man. Then the Empress told the soldiers to take him to his wedding.

To Be Continued.....

4 comments:

  1. Good chapter, and the final part was a good surprise.

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    1. It was wasn't it? Jennifer is a pretty good writer

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  2. Thank you. There are many surprises. I really didnt want this to be another retelling of MMH. The princess is much stronger than the Duke expected
    I hope you enjoy this story as it goes on
    Thank you for your complement Annabelle. I was wondering if I was any good or not

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  3. Love your work, Jennifer! Can't stop reading. Love, Tim

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