The Academy Chapter 4

A note moving forward, Everything you are about to read is fictional and fully consensual between all adults. The Role-play is a part of our daily life. We live a very unique life of love and affection.

I was given a real breakfast that morning of eggs, fruit, and yogurt. I drank lots of water and had a cup of coffee. I walked around a bit with Zofe, she was very attentive and caring.

At one point during our walk, she pinned me against the wall. She started kissing and fondling my body. My erection escaped my lacy panties. It was poking out of the bottom of my nightgown.

My clitty was barely 6 and a half inches long at full erection. Zofe went down on me and deepthroated me. She sucked on me so hard I started getting dizzy.

I felt up Zofe's firm breasts and caged clitty. She cooed when I massaged her balls as we kissed. She talked dirty to me and I loved it. I can't wait to have you to myself. I love the noises you make.

Tonight is my confirmation ceremony. Taylor, Lexi, and Zofe pulled out all the stops! I was given several colonics. A large 16-inch vibrating snake was shoved up my cum lubed hole.

My skin was waxed, polished, and covered in thick pink moisturizer cream. I was wrapped in plastic wrap from my neck to my toes. My nails were filled and shaped like talons and painted hot pink. My toes were painted to match.

My hair was colored, and my roots touched up in reddish orange. Rollers were added. To give my hair a nice full-body bounce. My makeup was heavy and sealed with spray. The plastic wrap was removed, and the cream was wiped off. My skin was as shiny as my Hot pink latex mini skirt and tube top.

Ballet ankle boots were locked to my feet. My wrists and ankles were shackled with stainless steel shackles. A small pink latex collar was put around my neck and locked in place.

After my shackling and makeup were completed, a large pink bag with a mouth opening was placed over my head and hair carefully and secured to the small collar.

I was escorted by both arms with my wrists bound together to another room. I could hear people whispering as I climbed up a small set of stairs. I was placed into position standing upright.

I heard Lady Vanessa's voice over a microphone.

Welcome friends!

The crowd clapped and cheered.

Tonight is a very special event! We have gathered here to welcome our newest sister and sissy. I'm very proud of our sissy Brianna. It's been a very long journey for her. Without your support and love the success she has had wouldn't have been possible.

Brianna and I met in a dark alley. She was being beaten by two very violent men. Tina and I stopped the muggers and took Brianna to my home.

She slipped in and out of consciousness for 3 days before falling into a coma. For more than 7 days Brianna fought her way back to the living. After she recovered from her injuries she agreed to join our family.

Tonight we celebrate her dedication and efforts with her confirmation ceremony.

As you know our Society is made up of brave males that have given up the lie of gender definitions and submitted to a life of femininity and service. The submission and service they dedicate themselves to is a gift that should never be taken for granted.

I'm very proud of all my sissy daughters!

Tonight we confirm your newest sister to our family.

The crowd cheered.

Everyone I present, my newest daughter and your sissy sister, Brianna!!!

My head bag was unlocked and carefully pulled off. I could see more than 100 people staring at me. My tube top was so narrow it barely covered my nipples. My penis was chained and pulled between my legs. My dress wasn't more than 3 inches below my crotch. My ballet boots were killing me, but somehow I stood strong.

Let the confirmation ceremony begin! Announced Lady Vanessa.

The music started

I was paraded across the stage. I swayed my hips like a bimbo slut looking for sex. I put a lot of effort into my sexy stage strut!

One by one every previously confirmed sissy lined up. I was kissed, hugged, and fondled by my sissy sisters.

The crowd cheered as I was kissed and felt up over and over. Each Kiss was longer than the last. Then the last.

After the sissies finished it was the men's turn.

I was ravished by all 8 security guards and Mitch.

The final was Lady Vanessa and Mitch. I was covered in sweat and sexy juices. I felt a new feeling of love and submission now. Whatever fight I had within myself was gone for good. I felt like I belonged here.

I never felt like I belonged anywhere before. I truly felt a new sense of family.

As our newest member, it's time to make your membership permanent.

Lexi! Zofe! Please retrieve Brianna's newest body gear! Said Lady Vanessa.

Zofe and Lexi brought over my new custom-made Swedish stainless steel collar and the chastity Mitch fabricated especially for me.

Lexi and Zofe secured my collar.

Lady Vanessa secured my chastity. My chastity key was placed on her belly button piercing in full view of everyone.

Welcome to the Society! Sissy Brianna!!!

The crowd cheered with approval.

We had a large party afterward. I drank a lot that night. My ballet boots were swapped out to 6-inch platform thigh-high stiletto boots

It took three days for me to fully recover. Lexi, Zofe Kelly, and Taylor took wonderful care of me

Lady Vanessa kept stepping up our bondage play. Shibari bondage was a huge favorite of Lady Vanessa. I was bound by every style I imagined. She became my altar and symbol of worship. For some reason, she favored me over everyone. I never really understood why. I never asked. I was in love with Lady Vanessa.

Over the next 3 weeks, I was retrained to walk, talk, and deliver food and drinks like a slutty cocktail waitress. Lexi taught me how to lick my lips softly and bat my eyelashes as I thanked my customers after delivering their orders.

The Academy would be opening soon and we were ready.

Lady Vanessa's handyman, Mitch, was super sweet to us girls. She called him the Manic mechanic. He was an American like me. He worked in the shop at the far back of the Academy building.

He was over six feet tall. He wore his hair in a buzz cut. Mitch had a lot of masculine tattoos. He was handsome and scary-looking at the same time. He had big muscles and was very well-hung. He was always nice to us girls. All of us girls loved playing with Mitch.

Mitch rode a Harley-Davidson motorcycle. It was a beautiful bike, satin black with a lot of chrome. He named his motorcycle after his late wife, Sharlene.

Mitch didn't have a woman in his life anymore. After he started working for Lady Vanessa. All of us girls took care of Mitch to some degree. He was kinda like a Teddy bear to us. We had to confirm we had permission to play with Mitch.

Mitch was mostly Maintenance and fabrication. He was great with custom equipment. He even made custom chastity cages and butt plugs and enema nozzles for us. Every girl had their very own set custom-made and engraved by Mitch.

One week before our grand opening, Lady Vanessa had an invite-only soft open. Some of the girls weren't as highly trained as Kelly, Lexi, Zofe, and I. Taylor worked her ass off attending details throughout the building.

We mentored them as best as we could. We had 8 sissy girls to start that first night. We all served drinks for the first hour and then we started our dates in our very own bed chambers. We didn't sleep in the bed chambers at the Academy. These were strictly for use with our customers.

Taylor and Tina served drinks with a couple new girls after we started rotating our dates in and out of our chambers. We were sissy whores.

I screened and profiled our clients before arriving. Tina briefed the clients on the rules of conduct in The Academy. Clients were not allowed to abuse us in any way. No drunks or drugs were allowed. No club insignias of any kind were allowed. No cameras or weapons are allowed on site.

We also were trained to transform men into sissies for an evening of play. We were trained in other forms of sex as well. We had a few female clients mostly locals and a few tourists. We trained to please the women as well.

We had rooms dedicated to different styles of sex. We had security cameras everywhere, they were required by law.

The second floor of the Academy was a male-only bath house. Men could rent lockers or rooms for 8, 12, and 24 hours. There was a hot tub, sauna, steam room, as well as several open rooms for sex. There was also an intimate massage room.

The Grand Opening

We opened at ten am on a Thursday morning. We had a Help Wanted sign on the front of the reception desk. Sissies wanted. Thursday was a fairly light day for customers. Kelly, Lexi, Taylor, Zofe, and I were really popular.

The receptionist would ring the house chime and we had to line up in a review line for each customer if we were available. We weren't allowed to wear panties only our chastity cages and plugs.

Our outfits were varied in sissy styles, we had school girl, gothic girl, babydoll nightie, latex catsuit, latex french maid, pink latex sissy girl. We also had a variety of mini skirts and short relieving tops. All in white, pink light blue and purple. No dark colors are allowed unless the customer makes a reservation with such a request.

We all wore our Swedish stainless steel collars. All of our collars were secured to our necks with RFID tracking chips; that way, if we were kidnapped, we could be tracked.

On our wrists were very pretty bracelets. The pearl-looking jewel was actually a panic button in case the client got carried away. These were also secured with a two-step mechanical and magnetic lock.

Some people reading this might think we were prisoners or slaves. Nothing could be further from the truth. We had long-term contracts, we are legally paid employees with full benefits and healthcare.

Every one of us wanted to be there. Lady Vanessa would not allow us to use street drugs; in fact, she forbade drugs in the Academy unless prescribed by a doctor.

All of our security guards were off-duty police or retired police. One of the benefits for our guard was sex with us either before or after their shift or on a day off.

As I stated before Lady Vanessa takes care of her people.

The first day we had over 20 applications for the sissy position. When they were interviewed only six wanted to commit to the contract. We did get a seventh application for a sissy position but he wanted to be a sissy receptionist.

Basically, that meant no training beyond the desk except for dress, makeup, and deportment. He was given a 3-year contract that paid pretty well. Not nearly as good as us. He did have the option to change his mind.

The clause in his contract stated if he accepted more than five tricks in a single year he would be promoted to sissy whore and signed to a 5 year contract. He would also be subjected to every treatment, piercings, tattoos, and surgeries we had, including HRT

He only made it six months and was promoted and trained and transformed into a sissy whore like us. This happened a few times.

After the first month we were open we had several fetish magazines come in and write reviews on our establishment. Mistress Quarterly and Bizarre magazine gave us 5 stars. Sissy magazine and Transformation Magazine gave us 5 stars as well. Calling The Academy a don't miss destination.

By the second month, we were doing bachelorette and bachelor parties. Those were a lot of fun for us. Each sissy could easily make over $2000 in six hours.

We entertained an all-black college football team reunion. There were 20 of us. The party was over 12 hours long. There were almost forty black men and 20 sissy whores. We pole-danced for them all night in between private sessions.

All I can say is it's a damn good thing we are kept flushed, stretched and lubricated. I personally made over 7000 dollars that night in tips! Every man there had at least three runs with each of us I had 7, not including oral and private dances.

Zofe, Kelly, Lexi, and Taylor also did really well. Tina had a couple but she wasn't as interested. She was there more for security than anything else. The guys were a little aggressive in bed with us but it wasn't anything we weren't willing to report. None of them raised a hand to us.

They were actually better behaved than a lot of other guys.

We had a party for a bunch of Japanese men. They were very kinky! We had a great time with them too.

By the third month, we were so busy with reservations that we could barely service our walk-in clients. Lady Vanessa had to hire and train 10 more sissies. I interviewed and screened each one.

Finding a boy or young man that wants to be turned into a whore isn't easy. We started advertising in the magazines that gave us such great reviews. We did almost 200 interviews to get 10 boys. Most of them were orphans or poor and wanted to transition.

Doctor Von Klit came up with new hormone therapy treatments and used the latest in surgical technology and techniques to speed up the transformation process. A sissy could be ready for surgery now in 3 to 4 months as opposed to the previous 6 to 9-month process safely.

It was a revolution for the transgender community. She was awarded transgender specialist of the year. She made all the medical journals and there was a huge article in the New England Journal of Medicine.

She was invited to speak at Yale, Harvard, John Hopkins, and Oxford Universities.

At our six-month anniversary of being open. We had almost 40 full-time sissy whores. Lady Vanessa announced we would be starting a webcam service featuring us girls.

When we first started, all of the sissies were working 12 and 15-hour days, six and seven days a week. I worked 110 hours a week for 6 weeks in a row. I was locked permanently in chastity for so long I didn't get full erections anymore.

All of us were like that now, permanently limp and flaccid. I was servicing so many clients during those six weeks. I couldn't cum after 8 or 9 hours.

One client slapped me for not cumming at all. That was the first time I used my bracelet. Two guards showed up in less than a minute and he was dragged out and arrested. Assaulting a sex worker in Amsterdam is taken very seriously here.

The responding police were invited to stop by after their shift ended. I was chosen by one of the officers. I took very good care of him. So good, in fact, he divorced his wife and became one of my regulars.

He eventually found a sissy of his own. Lady Vanessa trained his sissy in our sissy school for half price!

Between the sissy school, the whore house, and dungeon services where we dominated our clients, we were raking in money hand over fist.

Lady Vanessa built a new community center for the children with a splash pad, indoor pool, and basketball court.

The girls and I hardly spent a single dime of our money. We didn't need a car, all our clothes and costumes were purchased by the Academy. We ate, slept and practically lived at the Academy.

By the time we were open for 8 months, we started getting regular work schedules. The work schedules still vary a bit so to client requests.

Lexi, Kelly, Taylor, Zofe, and I all had regular clients. Tina even had several clients of her own, she was very choosey of her clients. Tina wasn't a certified Mistress, but the demand for her submissive clients had grown to the point that Lady Vanessa promoted her to wear red as a dominant.

My relationship with Lady Vanessa grew from a scared orphan and sissy to a loving wife. After living as a full-time sissy and girl for almost a year and a half, Lady Vanessa got down one in the Japanese restaurant and proposed to me.

I was dressed up in glamorous style as Jessica Rabbit with a solid gold evening collar locked with a gold heart-shaped padlock. I was always wearing a collar now. I felt naked if I wasn't wearing one.

My dear sweet Brianna. I've loved you from the day I saved you from those awful men. Since then my love for you has only grown. You are my best friend, confidant, and an incredible lover.

You're smart, funny, and submissive. You filled my broken heart just when I thought I would never feel love again. I told myself I would never get married again. The thought of being without you is the only thing that I fear.

Will you marry me? She asked.

She opened the small box. In the box was a 3-karat diamond engagement ring. It was a beautiful emerald-cut diamond that sparked like the sun. It had small hoops on each side of the stone mount. It was the most beautiful ring I'd ever seen.

While she was kneeling, she slipped the ring on my finger; it fit perfectly.

Please marry me! I don't want to live another day without you!

I was shocked beyond words. I never expected to get married or be the bride! It never occurred to me until the moment. I looked at the ring and into her eyes. I could see how much she loved me. We said I love you all the time, I did love her. She saved me and gave me purpose! How can you not love someone like that?

Yes, Yes! I'll marry you! I'll be your sissy wife! I said with all the enthusiasm I possessed. The restaurant manager gave us a bottle of champagne in the house. A gay couple bought our dinner.

It was the perfect evening! My love for Lady Vanessa grew for her ten times over that night. I realized when I said yes. How much I really loved Vanessa. She was my savior and so much more!

Three months later we were married at the Academy. We had the ceremony on a Monday afternoon. We partied until Tuesday afternoon. There were over 200 people there.

I wore a custom-made latex white wedding dress and had a very skimpy reception dress for the party afterward. We were married on the stage in the main hall of the Academy where we did our sex shows.

I was put on display for everyone to see. It was no secret I was a sissy whore. I was actually proud to be the sissy concubine of Lady Vanessa. Now I was even more proud of being her bride.

After we finished our I do's. I was bound to a cross and a spreader bar was locked between my legs. My chastity was removed.

A Gold and diamond encrusted band was locked around the base of my clitty behind my shrunken balls. My 3-karat gold and diamond ring for my ring finger was locked with a gold bracelet and chain around my wrist securing my ring and wrist.

I was tattooed with the word sissy above my left thigh tattoo in 3 inches in cursive and Wife above the right. I was very happy to tie the knot with my Futa Mistress.

I knew from that moment I'd never again return to the US or be a man again. I also knew no matter when my contract expired I would be her sissy wife forever! It was the happiest day of my life.

We opened the doors of the Academy at 3 pm on Wednesday.

Lady Vanessa took me on a Rein river cruise. We went to Venice, Italy, after that. It was very romantic. I had to tone down my regular sissy whore personality a bit, that was really difficult.

I was turning tricks almost seven days a week over a year. It was a bit difficult when you lived the life of a full-time prostitute. Men expect you to act and talk a certain way. The faster the guy can ejaculate, the more money I make.

I always have my regulars for the full hour. Anyone else I was hustling! But that's what whores do. We drain your balls and your wallet. If guys want more than an hour, the price goes up. My rate was $500 for a half hour, 950 for an hour, and another 1000 if he extended his time while I was with him.

Most of my 30 minutes customers last 15 maybe 20 minutes. One day I serviced 23 guys in 10 hours. Thank goodness for condoms and lube. A lot of guys get off at watching my limp clitty flop as they ravish me, especially when they see it leak clear cum.

I don't miss erections anymore. I love being chemically castrated. My clitty is only 4 inches long now and my balls are the size of marbles. Lady Vanessa tried to put flat-faced disk chastity on me but fell out every time. We've been talking about piercing it.

I also fell in love with Zofe and Lexi. All three of us would sleep together at least once a week. When a customer wanted three sissies at once we always did it. Those were Two-hour sessions, and we would make a great deal of money.

When Lady Vanessa and I went on our honeymoon I had over 375,000 dollars in my checking account. Lady Vanessa and I hit all the designer shops in Venice. We had to mail back a bunch of our clothes.

I spent almost 40 thousand on clothes. Haute Couture was a big part of it. The dresses were so beautiful. I bought a lot of custom leather and latex clothes too.

The one lady measuring me was surprised by my tiny flaccid penis.

I didn't realize you were a male. She said sweetly.

No ma'am, I'm not. I'm a sissy and prostitute by trade. I also do adult webcam videos.

She was a little shocked I was so open about it. Then she saw my tattoos.

You really are a sissy!

Yes, ma'am, and this is my wife, Lady Vanessa! We are on our honeymoon.

Well, I hope you enjoy your stay. There is a very nice gay bar four blocks down called Antonio's. I go there sometimes for a drink it's a very nice place.

Thank you I said.

I didn't care who knew about me anymore. When you have had anal sex non-stop for over a year and been ravished as many times as I have, you wouldn't give a damn, either. Besides it's hard to hide my thigh tattoos under my plump ass that say "Sissy Wife".

Most men who pass Lady Vanessa and me on the sidewalk never look at our faces. E-cup breasts get a lot of attention. Walking in mini dresses and tattoos and piercings peaking out makes it hard for any man to stop staring at you.

Vanessa and I made love at least 5 times a day during our honeymoon.

Vanessa was going crazy not being able to bind me up and ravish me. We found a Dungeon club that rented dungeon rooms. We booked it for twelve hours. She bound me shibari style, she suspended me, she even tied me to a wheel and spun me around.

I was ravished for hours. Most people would find this kind of attention abusive. Maybe it is to some people but I trusted Vanessa. She loves me. She would never permanently hurt me. Occasionally I'd get a bruise or two. Maybe even a small welt. Vanessa never laid an angry hand on me. She never even raised her voice to me, not once.

Lady Vanessa never hit me in anger or punched me. It was her way of paying attention to me. My submission was my way of showing trust and love.

After every session like this, she always treated me with love and kindness. She never apologized for dominating me. That's what guilty and angry people do. She would pamper me after every session, even if I passed out.

They say in sub-dom relationships that worship goes only one way. Whoever said that didn't know a damn thing about sub-dom relationships.

Yes, I worshipped the ground she walks on! But Vanessa worships me for the unlimited trust I put in her.

Maybe that's why she fell in love with me. I trusted her from the moment she lifted off the alley floor and accepted her help. It could also be she was in a similar situation before she was married to her first wife.

I don't really know. To be honest, I don't need to know. All I need to know is she loves me.

We aren't 100% monogamous! Working as a sissy whore, that's impossible. Lady Vanessa services plenty of men all the time. I've watched her in action. I love it!

She's turned so many men gay or into sissies for their wives and husbands. She has guys on the side, I know she does! I couldn't care less. I sleep with Zofe and Lexi all the time. We do sex shows on stage together.

Kelly has a sweet guy now, so the only men she services are customers, but that's her job. She's putting her man through med school in Amsterdam. Rumor is at home he's her little sissy.

Taylor is also married to Lady Vanessa. But their relationship is a bit different. The three of us play together quite a bit. I've seen her ravish Taylor, it doesn't match what we have.

After a three-week honeymoon, we were back.

Taylor was more than a little jealous of us. Taylor felt neglected and left out. Taylor was acting all snotty and jealous. Taylor was Lady Vanessa's first wife.

Vanessa sent me to sleep with Lexi and Zofe. She said that she and Taylor need some quality time. I didn't argue the point. I spent most of the next 3 weeks sleeping with one or both of them.

Our sex is great. We had a great time. We ravished each other silly. Our time together was equally special to me. Zofe and Lexi were my best friends besides Vanessa. I'm a great sissy whore, but only because they basically trained me.

I found out later why Taylor was really upset. She was jealous of my Sissy Wife tattoos on the back of my legs. Over the first three weeks, I returned, it was busy. I must have worked 80-plus hours. I averaged 12 to 15 tricks a day, 6 days a week.

The frequency of sex I was having took its toll on my body. I wasn't the only one either. Many of the girls started having issues performing at a high level.

I got permission from Lady Vanessa, and she immediately started rotating us to see Doctor Von Klit.

I explained my problem with my body, my mental health, and my performance issues.

Doctor Von Klit did a full workup on me as well as a full physical exam.

How much sex have you had over the last year sweetheart? She asked.

A lot!

Did I say to define a lot for me?

I'd rather not say. I said.

2 or 3 thousand times? She asked

Over 5000 times professionally! I said. Her jaw dropped open.

Sweetheart! I am amazed you can still walk!

You get used to it! I said.

Is anyone else feeling like this?

Almost all of us! I said.

I'm going to give you a vitamin B6 and B12 shot. I'm also going to put you on Prep. Put your legs in the stirrups. I'm going to give you a pelvic and prostate exam.

Doctor Von Klit put on a long latex glove over her hand and arm. She used a generous amount of lube and checked and milked my prostate. She slid her arm inside me almost up to her elbow.

My body easily accepted her arm. I was actually enjoying her pelvic exam. My flaccid clitty got semi hard. As she examined me I started leaking my clear cum. I was moaning softly as her hand explored my rectum.

Brianna darling everything appears normal. I feel quite a bit of expansion in your rectum and lower colon. Your muscles are extremely well developed. This is expected of someone in your profession.

I'm going to order you to stand down from work for two weeks and order a colonoscopy to ensure you are healthy. I will talk to Lady Vanessa about your extensive sexual activity.

But I have to work! I said.

No work for you, not for at least two weeks. It is my theory that you have overworked your own body. Your muscles are overdeveloped, and your body, while in good physical shape, is fatigued.

I want you to continue your daily enema routines and add olive oil and coffee to your routine. You may stimulate yourself with small toys. But no sex! Especially large cocks or toys. No sex with Lady Vanessa either.

Your body needs to recover. I'm going to recommend you use a tampon instead of your butt plugs for two weeks and make sure you use panty liners in case of leaks.

I'm the meantime you can do office work or relax. You can perform oral sex, but that is it

I understand doctor.

Good! My office will set up appointments for all the girls. Starting with the longest-serving girls and going from there.

Will I ever work again? I love my job!

I don't see why not, but your body needs rest. You need to pace yourself. 5,000 tricks. Most people don't have half that amount in their lifetime.

You are my greatest success, Brianna. I saved you from death and watched you blossom into a beautiful sissy. I want to see you succeed.

I'm going to recommend to Lady Vanessa that she use you exclusively for web videos from now on. Your days as a full-time prostitute are coming to an end. Besides, you'll make a fortune on the Internet.

Now, wait for the nurse to clean you up, and I will write my recommendation for your wife.

Yes, Doctor. What should I do for the next two weeks?

You can do whatever you like: Yoga, swimming, pilates, some light running. Whatever you want, provided you give yourself at least 2 five five-quart enemas a day, three would be better. I don't want you pushing a hard stool or anything larger than two fingers inside yourself, Doctor Von Klit said.

Yes, Doctor. I had a small tear forming.