The Academy Chapter 17

Vanessa and Mia got home late. They had dinner with the Mayor and his wife. I could see she and Mia were happy to be home.

Carla was right beside me at the dinner table. Carla made leftover beef stroganoff and a spinach salad.

Sorry, we're late! Vanessa called out.

Bree, are you feeling better? I'm so sorry about this morning! Vanessa said remorsefully.

I could see the concern in her eyes.

I'm feeling better! Not 100%, but better! Carla has been a big help today!

Did Lexi stop by? Vanessa asked.

Twice! Carla helped Lexi with me! (I was very grateful to Carla for stepping up and helping me; I wanted Vanessa to know it.)

Thank you, Carla! Vanessa kissed her lips softly! I won't forget this! Vanessa said with appreciation.

It was my pleasure! Carla said with a genuine smile.

So... How did it go? I asked.

The Mayor and city council accepted our terms. Inspections start tomorrow. With any luck, the victims of the fire will be moving into the buildings within the next two weeks. Families and seniors are first, then married couples and singles are last.

That's great, I said.

Congratulations Mistress! Carla said.

Thank you, girls! Vanessa said.

Carla, you look like you could use a break! Let Mia take over.

Yes, Mistress! Carla said with music in her voice.

Carla, go take a shower and clean yourself up and out, and meet me in my bedroom. Wear a nightie, sweetheart! Vanessa said.

Yes, Mistress! Carla said sweetly.

Mia raised an eyebrow at me and gave me a crooked grin. I winked my left eye back at her. Both of us already knew what was about to happen. I had a feeling Carla would be introduced to a new world of sexual adventure, and that would happen soon. We watched as they left. Vanessa held the door for Carla.

I had a feeling Carla's time was coming, Mia said.

So did I! I just didn't think it would happen while I was out of commission! I said.

Come with me, Bree, let's get ready for bed! Mia said.

Mia assisted me in getting my nightgown on. It was just after 8:30 pm when Mia cuddled up with me. We were asleep in no time.

Vanessa and Carla

Carla was wearing a pink baby doll nightie when she knocked on Vanessa's bedroom door. She was on her knees when Vanessa answered the door. Vanessa was surprised by her submissive actions. Vanessa thought maybe there was hope after all.

Vanessa took Carla's hands and pulled her to her feet. Carla moved slowly, keeping her head bowed. Carla knew what was going to happen. Ten weeks at The Academy, and the only sex she had so far was being milked, a little oral, and a lot of butt plugs.

Come with me, darling! Vanessa said softly. Relax Carla! I won't hurt you!

Yes, Mistress! Carla said nervously.

Carla tried to smile, but inside, she was scared. Carla followed Vanessa to the bed. There was a wedge-shaped pillow with a black latex cover on it. It was just then that Carla realized that the Bedsheets were also latex.

Without being told, Carla assumed the position on the wedge pillow.

Carla, my dear! You stepped up big time today! You cared for my wife! You can't imagine how much that means to me! I value my girls! When one of them is in pain, I'm in pain. I felt so terrible about this morning. Thanks to you, Bree is recovering nicely. It is a great relief to know I can trust you. You could have made a break for it today. I would not have been able to stop you. But you chose to serve! I'm very proud of you Carla.

Now I need you to trust and serve me! Tonight is your deflowering! Soon you will be anointed with my seed. I'm going to make this as gentle as possible for you, darling. Just relax and follow my instructions. We are going to make a lasting memory together, darling!

Yes, Mistress! Whatever you want, Mistress! Carla said softly.

Very good, Carla!

Carla, you need to beg me for it! You need to show me you want this! Vanessa said as she swung her large cock in front of Carla.

Can you do that, Carla?

Yes, Mistress! Carla said. Carla saw the massive cock and inadvertently licked her lips without realizing it.

Vanessa saw Carla licking her lips. Carla had 6 studs in her tongue. Vanessa thought it was sexy.

Carla raised her head off the bed and looked into Vanessa's emerald green eyes. She was so turned on that she couldn't think about anything except wanting to have sex. At that moment, Carla responded with lust in her eyes in the same way she had witnessed with Mia and Brianna.

Yes, Mistress, please allow me to serve you! Please, Mistress, train me, take my virginity, seed me, make yours. Allow me to worship you. I'll do anything for you! Just please bless me with your seed.

Are you certain you want this? Vanessa asked as she rubbed her enormous erection across Carla's face.

Yes, Mistress! I'm sure! Carla responded almost like it was second nature.

You do realize that after tonight, I will truly own you! There's no going back after tonight. Once my seed is inside you we are bound as Mistress and sissy. You will be mine forever!

Yes, Mistress! Make me yours!

Are you ready to become my girl?

Yes, Mistress! Make me your girl! Make me your sissy. Please, Mistress! I promise to be a good girl!

Carla heard her own words as she begged. Carla couldn't believe she said them so easily.

As Vanessa hesitated, she let Carla's words sink in for both of them. Vanessa looked into Carla's eyes, there was no resistance in her face.

Carla leaned forward and licked the head of Vanessa's cock. Vanessa pushed her cock closer and Carla kissed the head of her cock gently. It was the same gesture Brianna and Mia used a thousand times.

Worship me, Carla! Prove your devotion and loyalty to me and The Academy! Make me a believer, and I will show you a whole world of love, adventure, and freedom! A new life awaits you, but you need to make me a believer.

Yes, Mistress!

Vanessa moves forward, and without thinking, Carla starts using her lips and tongue. She starts sucking Vanessa's cock softly at first. Carla struggles with the length and girth of it. Slowly Carla takes a little more with each movement of her head.

Vanessa lets out a soft moaning sound of approval. Carla responded by going deeper. Carla moves her tongue across the bottom of the veiny shaft. Vanessa moans a little deeper as Carla increases her movement. Carla is getting used to the size of the massive python between her lips.

Carla can taste the precum. She licks the precum with her tongue while looking up at Vanessa. Vanessa moans and smiles with approval. Vanessa can feel the genuine affection Carla is using. Carla is acting more submissive than Vanessa hoped for. Vanessa was almost certain she would have to discipline Carla at some point tonight.

Carla swallowed Vanessa's gift with pride.
Vanessa smiled with pride.

Face down, darling! It's time to make you into a girl. Vanessa said.

Carla obeyed without a word or hesitation.
Vanessa applied a generous amount of lube and played with her hole. Once Carla's hole was accepting 3 fingers with ease Vanessa added additional lube to her Iron Forged erection. Vanessa slowly worked herself in and out of Carla. Carla moaned and grunted softly as Vanessa worked her deeper and deeper into Carla.

Vanessa applied infinite patience with Carla. Vanessa wanted Carla to have a very positive experience from tonight. Vanessa knew that this night would leave a lasting impression on Carla.

Are you okay baby? Vanessa asked.

Yes Mistress, thank you for being gentle! Carla said.

You're welcome, darling! Just relax and breathe baby! Soon, the discomfort will dissipate and be replaced with pleasure. Everyone experiences the same thing. Just relax sissy Carla! Lady Vanessa will take good care of you! Vanessa said softly.

Thank, uh, you, uh Mist..ress! Carla grunted softly.

Vanessa bottomed out in Carla quicker than she expected. Vanessa figured that Mia and Brianna were dilating her daily. The inflatable snake didn't hurt either. Vanessa moved around slowly helping Carla to adjust her body to the 12-inch erection buried inside her.

Carla's moaning began to sound sweeter and more comfortable as Vanessa's thrusts slowly destroyed what was left of Carla's male ego. After 20 minutes of very careful penetration, Carla was moaning and squealing like a girl. Carla was beginning to move her body in a more feminine manner and pushing back to meet every thrust.

10 weeks of intense hormone therapy and feminine deportment training all started to pay off for Carla. As Vanessa started thrusting at a regular rhythm. Carla was moaning and squealing like every sissy Vanessa employed. Vanessa smiled with pride as Carla began begging for more!

Vanessa and Carla made love for over two hours. Vanessa came inside three times. Carla collapsed on top of Vanessa when they finished in the cowgirl position. Vanessa hugged and kissed Carla. Vanessa expressed her profound pride in Carla and her efforts to please her.

Carla cried as Vanessa comforted her. Carla hugged her in the same manner as she did her mother.

Oh, Mistress!!! Carla continued to cry. I love you! Carla said.

Mistress, why do I feel like I did something wrong? But I loved it so much! I'm so confused!

There, There, Carla! It's like this for every sissy in the beginning! What your feelings are the last bits of your male ego dying! It's perfectly normal. Come here, darling! Vanessa rested Carla's face into her breasts. Cuddle up, sweetheart. Lady Vanessa will take good care of you!

Carla cuddled with Vanessa. Vanessa stroked her hair and encouraged Carla to suck her nipples. Carla began to start sucking on Vanessa's nipples like a baby in her mother's arms. Vanessa kept petting Carla reinforcing her feminine mannerisms. Carla responded by softly stroking Vanessa's hair and silky smooth skin.

Mistress, will I become as beautiful as my mother?

Yes, sweetheart! You're going to be my Demi Moore look-a-like! You will be even sexier than Demi Moore was in the Movie "Strip Tease". Your mother and I have a plan! It's going to be a rough beginning. However, we will support you every step of the way. Just obey me and my staff and you will have an enjoyable transition.

Yes, Mistress! Thank you, Mistress! Carla squeezed Vanessa tightly.

You are very welcome my sweet sissy girl! Vanessa kissed her forehead.

The next morning Carla reported to my room. Carla was dressed in a purple latex French maid's mini dress. Complete with transparent latex stockings and 4-inch spike heels. Her makeup was slightly heavy but tasteful with a slightly tart look. She was wearing a beautiful smile.

Good morning Mistress Bree! How are you feeling?

A little better! How are you feeling Carla?

Wonderful Mistress! I think I'm starting to adjust to everything.

That's great darling! I'm very happy to hear that! I reached out from bed and hugged her affectionately.

Thank you for listening to me yesterday and for your advice. It's been a long time since someone just listened and talked to me without judging every word I said. Carla said.

Aww!!! Carla.... You can always talk to me! I'm always going to be right here! Yes, you have a long road ahead of you! I will be right beside you! When I told you you can trust me... I meant it! I know you still have some reservations, but this will pass! Before you know it you are going to be a very happy sissy girl!

You are going to be so sexy and beautiful! Men will be lined up around the corner willing to pay a lot of money for a few minutes of your attention. With the money you save, you will be able to retire by the time you're 35 years old.

Carla smiled at the thought.

Would you like a massage, Mistress Bree?

Yes, please! But I would love a good bath first!

I'll prepare the bath and stones, Mistress! Excuse me.

Carla left to prepare the bathroom for me. I was a lot stronger than I pretended to be. Vanessa wanted to see if it was a fluke or if Carla was really a caring person. I was curious myself. Vanessa was right; Carla could have escaped yesterday, and no one was there to stop her. No one is here to stop her today either.

Carla came back 20 minutes later.

Mistress, I have the Jacuzzi filling up and the stones are in the warmer. I'm also warming the oils for you as well. I'm hoping you will find everything satisfactory. Carla said in a sweet submissive tone.

Thank you, Carla! Will you help me, please?

Of course Mistress!

Carla helped me up and walked me to the tub and helped me in. She stripped and joined me. Carla massaged and washed my body with great care and attention. I could feel love and caring in her touch. I sighed softly as she washed and massaged my body.

I was much stronger this morning than I was last night. I slept almost 12 hours. Mia never left my side. Now Carla is picking up from where she left off yesterday. I was enjoying Carla's caring touch. I think Carla was enjoying it too!

As we settled in the tub, I decided to ask her about her night with Vanessa.

Carla, are you going to tell me about last night?

Well, now that you mentioned it, I hadn't really thought about saying anything.

Carla, you can tell me anything! Believe me, I'll understand! I've been where you are! Almost every sissy here has been where you are.

Carla proceeded to tell me in detail about losing her virginity and how amazing the sex was. She described how easily she submitted to Lady Vanessa. She told me about how caring and thoughtful she was taking her time and preparing her. By the way, Carla was talking, you could tell she loved it!

I'm very proud of you Carla! That was a big step! I remember my first time with Vanessa. I was scared, too! By the time we finished, I didn't want to have sex any other way.

Mistress, is that why you don't miss your balls?

In part! My balls had shrunken up so much by the time I had them removed, they were as small as a pearl. Between that and the loose skin, they just got in the way during sex. I hated All that loose skin hanging down there. When I did my first webcam video after my surgery the amount of views I got went through the roof.

It was seeing what Mia looked like and how happy she was after her castration, that convinced me to ask for it. I've been this way for a few years now. I've never had a single regret. Vanessa froze my sperm and Mia's a long time ago. So, if we ever decide to have a child, we still have the option.

I didn't know that! Carla said with relief.

Carla, darling, I told you, we will take care of you. All you have to do is obey us. Give up on the notion of returning to your former life. Carl is dead! Carla's life is just beginning. I have a great idea. How would you like to go sightseeing tomorrow? We could walk around the city, get some lunch, just you and me? A girl's day!

Yes, please! I would love that! Carla said smiling.

Good, I'll make all the arrangements! In the meantime let's just enjoy each other's company.

Thank you, Mistress!

You're welcome, baby girl!

Carla smiled.

Carla gave me a two-hour full body massage. She helped me administer my enemas. We treated each other to moisturizer treatments. It was very intimate and loving. I had Carla give me a fashion show of what she was going to wear tomorrow. She brought out several casual outfits of skirts and dresses. All her outfits were very girly.

I suggested her pink turtleneck sweater dress and white latex leggings with knee-high pink boots. I explained that it would be cold and that she needed to dress for the weather. I also explained that we are sissies, and sissies always wear latex. Carla was a little nervous about wearing latex. I explained that latex would keep her warm and feeling very girly. She just said okay.

When I had her try on the outfit with her above-the-knee-length White latex trench coat, and when she saw herself dressed in the mirror, she smiled.

I really am a girl now, aren't I, Mistress? Carla asked.

Carla, you've always been a girl! Look at the way you move, the way you sound! You're adapting quickly, it makes me very proud! I said.

I want to make you proud, I want my mommy to be proud of me! I miss her so much! Carla said.

Carla began to cry softly. I hugged Carla tightly and kissed her forehead like I saw her mother do!

Dry your tears, fix your makeup, and we'll send your mother a couple of pictures! I said.

Okay! Carla said with joy.

I helped Carla with her makeup, light pink and silver with hot pink lipstick. I made her pose in several positions. I even had her pose with a lollipop, it was adorable. CC texted back several emojis of tears of joy. She told Carla she loved her and was very proud of her progress.

Carla helped me dress up in a similar style. Only I wore a red sweater dress that was one size too small and black latex leggings with red boots, a black jacket, and black fingerless gloves. We walked outside and sat on the patio and enjoyed a cigarette.

In town, Mia and Lady Vanessa were getting things started. Lady Vanessa, along with the Mayor held a meeting with the displaced housing residents. Together, they explained the plan for temporary housing. While city workers and inspectors were busy ensuring everything was up to code, they requested volunteers to clean and sanitize the new temporary housing.

The Mayor arranged for family services to supervise the children while the volunteers worked. The children that were attending school would be transported by family services to and from school. Children too young for school would be attended to on-site at the current shelters.

When Mia and Lady Vanessa reunited, Mia took me out to Luigi's for dinner, and Carla spent another adventurous evening with Lady Vanessa.

The next morning I was almost 100%. I was in the shower when Carla arrived. I stepped out of the shower, and Carla got another full view of my naked form. She was staring at me in stunned silence. I could see her thinking about the changes she was in store for herself.

I turned around slowly, watching her as she studied my body, tattoos, and piercings. She was admiring my form and my F-Cup breasts. I turned my back to her and bent over. Showing off a beautiful and firm bubble butt of an ass. I stood up, facing away from her, and I did a hair flip as I turned around.

So you like what you see? I said sweetly!

Ye, ye, yes... I do! You have a beautiful body! Carla said with a delightful surprise.

Prepare yourself, darling, because you're going to become one sexy woman very soon. I said.

Yes, Mistress! I'll do whatever you want me to! Carla said in an almost excited tone.

That's good to hear! Now let's get ready. I need some fresh air! I'm betting you could use some too!

Yes, Mistress! Carla said.