Vanessas New Life

Published on Aug 26, 2023

Transgender

I would be pleased to hear from you if you read my stories. Reader opinions are important to me. Please e-mail me at: sissymaidvanessa@yahoo.com Please note that this is a new e-mail address and the address listed in the first three parts of the story are no longer valid. Thank you.

Part V

I had never been inside Mistress Dee's Boutique before although I did know where it was. I had always been too bashful to go inside. Now, I was in sissy paradise. I was astonished at all the gorgeous clothing of satin, leather and PVC and the all the leather restraints in so many different colors, even patent leather. I especially loved all the many styles and colors of collars from simple half inch to four inch posture collars. I was getting excited just looking at them. The ones that really turned me on was the two inch wide leather lined stainless steel collars with matching wrist and ankle restraints.

I was greeted by a well built Lady who apparently realized my excitement who asked me if I would like to try some of the collars. I immediately replied, "Oh yes, please, I would simply love it." I then remembered my own collar that I was wearing.

"I am so sorry, I forgot, my collar is locked on and I cannot remove it. Please forgive me, I just got so very excited," I said. "Don't worry sweetie, that's ok", she smiled, "you must be sissy Vanessa, Master Jevan's new gurl."

"Yes Ma'm, I am." I said blushing and with my head lowered. "Good gurl, Vanessa, I have your Master's order ready for you to pick up. I hope you will come back when your Master allows. There is much I would love to show you and let you try out. I absolutely know you will be so very excited to do that. Also, Vanessa, I just know you will love what your Master has in store for you." She stated with a big smile and a wink. "By the way, Vanessa dear, you may call me Mistress Dee or Mistress," she said.

"Yes Mistress, thank you Mistress."

"Good gurl," she replied.

I carried my packages to the car and drove home nervously wondering what was in store for me.

I arrived home and carried my packages inside. "Welcome back, Vanessa, you made it with time to spare," he said. "Thank you, Master, I really enjoyed myself and was very proud to be wearing your collar in public." I said, It was so exciting." Then I told him about the sales clerk at the market and how happy it made me telling the clerk who and what I was, especially wearing my "BLACK OWNED" collar.

"Good gurl, Vanessa that pleases me very much. Now, I have had a few items delivered while you were gone that I want to try out shortly but I want you to go to your room and remove all your clothes except you corset, stockings and heels and report to me in the basement dungeon."

"Yes Master, right away."

I remove my blouse, skirt, and panties and put them away neatly. I then go the basement gingerly descending the stairs as my bare breasts and clitty sway with each step. Master looks me over and is well pleased. Master, then has me sit on a stool and removes my heels. He brings out my hooved pony boots and makes sure they are properly and tightly fitted. He then places my bit and bridle onto my head and firmly buckles it. He then makes sure my bit is seated securely in my mouth. Satisfied, he then attaches reigns to my bridle and leads me to a covered table in the middle of the room. The clip clop sound of my hooves on the concrete is wonderful and excites me so much.

Master then removes the cover from the leather covered, padded, wooden table. It is about six feet long and about two feet wide with four strategically placed holes. He assists me onto the table and has me lay on my tummy with my face placed into the centered hole near the end of the table. My breasts fit perfectly into the two holes further down and my clitty was perfectly aligned in the fourth hole.

He then, without a word, proceeds to secure me to the table with leather straps at my waist and, with my legs spread, leather cuffs around my ankles, then secured to the table. That portion of the table to which my legs were secured was hinged in order to spread my legs at whatever angle was required. My arms are brought behind my back and secured with leather cuffs at my wrists and elbows.

Satisfied, he says, "My darling Vanessa this is your breeding and milking table to which you will become accustomed. You must be milked regularly. Special injections will help you to lactate and give breast milk and your prostate absolutely requires milking often to maintain your femininity." "Your breasts will be milked with a small vacuum pump with attachments fitted to your nipples. The pump will cause pulsed suction stimulation to your nipples and force you to give milk. This will also help make your nipples larger and much more sensitive.

"Your clitty will be milked by me with a small tool which is inserted into your boy pussy in order to stimulate you prostate and force you to cum into a small container which you will, most often, be required to drink. This will happen at least once a day. There will be refinements made to the process as we go along."

"Now that you are aware what is going to happen, we will begin," he says. He opens the package which I got at Mistress Dee's and pulls out my breast pump. He places a small amount of KY around each nipple and turns on the little pump. He attaches the little suction devices to each nipple and I immediately feel the suction. I feel my nipples being pulled and stretched. After a few minutes It becomes a little painful but I have to admit, I enjoyed it. Master stops the pump and removes the little suction cups and is very pleased as my nipples have become much bigger as they are engorged and are extremely sensitive as he tweaks both with a pinch and twist...even after a few minutes. My nipples, at this point, are about a half inch long and larger than a pencil eraser. I moan with pain but my moans are muffled by my bit. He then replaces the little suction devices and turns on the pump again.

"Soon your breasts will become engorged with milk but you will become accustomed to this Vanessa, dear, like it or not," he states. "I want you to be able so suckle your puppies once you have been bred so you must be able to give milk when required and that will happen soon. I can also raise or lower the table for the correct breeding and feeding height. It fits your body perfectly."

"Suckle my puppies...what is happening to me?" I had no clue that this was going to happen to me and I was frightened.

Master then moves my legs outward to give him access to me. He inserted something cool into my little hole and begins to massage my prostate making me ejaculate but not have a climax. I cum in loads into a glass container. "You will drink this when I release you, Vanessa. Later I will attach a tube to your clitty and insert the other end into your mouth and, as I milk you, you will suck it all in my darling," he says."

I mumble softly, "Yes Master."

When he is finished, he inserts my beautiful tail which is attached to a large butt plug and then releases me from my milking table. He helps me off the table and as I stand there somewhat weak he places my posture collar around my neck, firmly buckles the three buckles and then locks it with a small padlock. "You are to be my pony for the rest of the day my darling," he says. I can only mumble softly as my bit is still firmly in my mouth. He removes my bit and bridle and then makes me drink the glass filled with my cum which is to become part of my regular diet. Afterward, he reattaches my bit and bridle.

Master then attaches reigns to my bridle and leads me up the stairs and takes me to my room. I am taken to the center of the room and told to wait. Master goes to my vanity seat where he has taken a leather strap and wrapped it around the top through the bottom. The belt is centered and to it is attached a six inch penis shaped dildo about two inches in diameter. He takes my reigns and leads me to the seat. "Vanessa, when you have prepared yourself in the mornings, after you bathe and douche, you will sit here to apply your makeup. But before you begin you will slip a condom on the dildo, lubricate it lightly and arrange your bottom so it will enter you completely when you sit. You are required to follow this procedure every time you sit here.

"Yes Master."

"Place you arms behind your back, my darling, palms together." I do as he orders and he then slips a leather single glove over my arms. Then he buckles the straps firmly over my shoulders and under my breasts after which he laces the glove tightly almost drawing my elbows together. "That should suffice for now," he says, "soon your elbows will meet behind you."

He turns me around and reaches out again and takes each of my nipples between his forefingers and thumbs then pinches and twists them sending pain into my breasts. He takes pleasure in doing this so he has purchased several stretch satin bras for me in different colors. My lovely new bras are open tip which makes my nipples easily stand out and gives him access to them whenever he wants. He likes for me to wear satin blouses and little T's that show off my nipples especially after using my breast pumps. Since my nipples are becoming enlarged and so sensitive, wearing satin keeps me excited and my nipples hard and I do love satin next to my skin. He especially likes me to wear very sheer silk blouses with no bra when we are in public.

"I also have devised something new for you my darling." He shows me a small chain about a foot long to which is attached nipple clamps at each end. "This will hurt at first, Vanessa but you will learn to like it, even miss it when they are removed." He attaches each clip to my nipples and I want to cry out with a stinging pain, as he adjusts them. He then attaches my leash to the center of the little chain and now can pull me along with my leash attached to my breasts instead of my collar. He tells me this is meant as a punishment since it can be quite painful. I intend to be a very good gurl and do as I am told...!

A few months have passed and I have become somewhat used to the breeding- milking table as I am milked at least once a day by Master. My nipples have gotten larger, puffy and over 1/2 inch long and very sensitive. My newest maid uniforms are of heavy bridal satin and PVC in different colors. The necklines are cut very low and fit underneath my breasts. My corsets push my breasts up and out and the uniform fitting underneath totally exposes my breasts. With these uniforms I wear only my corsets with 6 to 8 attached garters and stockings and, of course, my matching patent leather 5" heel pumps with wide locking ankle collars. I am not allowed to wear panties with these uniforms. If I wear pantyhose they must have an open crotch so Master will have instant access whenever he desires.

The reason for my new uniforms is Master loves playing with my nipples because He knows what it does to me. He will come up behind me, lift my skirt and petticoats, pulls me to Him, reaches around and roll my nipples between His forefingers and thumbs while pinching and stretching them causing me to arch my back and press my ass into His bulge while He nibbles on my ears and neck. It excites me so much and sends me into a quivering frenzy of desire and lust for Him as He pushes His huge cock into my boypussy and fucks me until I can't see straight. I am immediately His to do with as He pleases and I want so much to please my Master Jevan. I have become totally submissive to Him.

Now, while at home, I am completely bare breasted even when I serve his dinner guests or party goers. He takes pride in showing off His white shemale maid slavegurl to His friends. He even now requires me, on occasion, to do my shopping in one of my maid's uniforms although not one of the new open breast uniforms...thankfully. And I do wear panties and always wear one of my collars.

One evening Master invited five of his friends to his home for dinner and I was to be dressed to the hilt as his serving maid. I dressed in my red pvc open breasted maid's uniform, very full white petticoat, a little white satin apron, black stockings and my 5" red patent stilettos. I was also tight laced into my white heavy satin corset with eight garters. Master placed my leather lined shiny steel collar around my neck and locked it along with matching wrist and ankle cuffs which were also locked. Needless to say, my makeup and my nails were perfect. I was not wearing panties.

The guests were three very attractive ladies and two very handsome gentlemen. Prior to serving dinner, I served them all drinks and appetizers. Diner was catered so all I had to do was to serve. Each of the guests watched me closely as I went about my duties, especially one of the women. Her eyes followed me wherever I was and it was as thought She was peering deep into my being. I was so aware of Her piercing glaze that it excited me very much although I dare not look Her in the eye for fear of punishment.

Upon finishing serving everyone their meal and standing to Master's right and slightly behind with eyes lowered and hands lightly clasped in front, the lady, Mistress Miranda, leaned over and whispered something into Master's ear. There came a smile on Master's face as he nodded approval to the woman. Once the meal was completed and I had removed all the dinnerware I was told to come to Mistress Miranda's side and wait. I did as I was told as I was feeling a little apprehensive and weak kneed at the time.

I had noticed earlier that Master had rolled the X-frame into the dining room. I did not know for what reason that was done but I felt for sure it was for me.

mistress Miranda stands and says, "Vanessa, come with me my dear," "Yes Mistress," I reply.

She hooks her finger into the ring on the front of my collar and takes me to the X frame. She begins by placing my bit and bridle into my mouth, and onto my head. She then firmly buckles the straps firmly in back. Mistress then orders me to bend over while Master steadies me from the front. She lifts my petticoats and begins to insert my butt plug pony tail into me. "I know, Vanessa, you love your plug tail and I want you to me happy." "Yes Mistress," I mumble underneath my bridle.

As I stand, She rolls the X frame behind me and orders me to spread my legs and She attaches my ankle cuffs to the lower frame. She takes my arms and slowly attaches my wrist cuffs to each of the uprights and then, with a smile, She admires her handiwork. "Oh, Master Jevan, she is so pretty and sexy and wonderfully submissive...I just love her," as She slowly moves Her hands over me, touching, feeling.

"Very nice Miranda, she is now totally helpless for you and you request is heartily granted," Master commented. Although Master never lets anyone touch me, he did so in this case and I was frightened.

Mistress cups my breasts with her very soft hands making me quiver. She rolls my nipples with Her thumb and forefinger and pinches then lightly making them hard and very sensitive while I close my eyes and wanting more. Then She pinches them hard making me scream and groan. It hurt so bad by it made me want Her so much. She then kneads my left breast while taking my right nipple into her mouth and begins to lick, bite and suck. She is driving me to amazing ecstasy. "Ooooh vanessa, you are marvelous and your milk is sooo delicious..!

I thought I was lactating but was not real sure. However, my breasts felt full with firmness that I had not experienced before. It was thrilling now that I know I am able to give breast milk. Mistress finishes my left breast and moves to my right and begins to suckle me again and I am about to go crazy with desire as She tries to drain me of my milk. "Ooohhh Master Jevan, I must have her for my own, please sell her to me, please Master," She pleads. Maybe, Miranda, maybe but first you should have dessert."

"Oh yes, she replies."

She kneels in front of me and lifts my dress and petticoat and takes my little but very hard clitty and begins to lick the smooth head and slowly takes it all into her mouth while sucking. Shortly, I begin to convulse and with a load moan under by bridle I cum into Her mouth. "Swallow it all, Miranda," orders Master, "and lick it clean."

"Yes Master Jevan," she replies, her breathing so very heavy. As for me, I am exhausted and drained.

"Release her from the frame and bring her to me," orders Master. Mistress Miranda complies and releases my hands and feet from the X frame. She takes me to Master.

I am standing before my Master with head bowed and breathing hard from what had just happened to me. "Vanessa, please bend over and touch your ankles." I do as he orders and he attaches my wrist cuffs to my ankle cuffs. "Brace her from the front Miranda. as she puts her hands on my shoulders to hold me steady. Master goes behind me, lifts my dress and petticoat and slowly moves my tail plug inside me and slowly removes it. I then feel His so very hard cock trying to enter me. I relax a little and it enters me freely and smoothly. Oooooh it feels wonderful as it slides deep into me, so hot, so smooth...so BIG. I love for Him to fuck me like this.

After several minutes He cums in huge amounts into me...sooo hot. I dare not cum since it would shoot all over the floor and I would have to clean it up. I know He would not be happy if I soiled the carpet. Since Mistress Miranda had shortly before drained me, I probably would not have made much of a mess anyway.

Master released my wrist cuffs from my ankles and ordered me to serve drinks to Him and Mistress Miranda. Before I go to prepare their drinks, Master affixes by little bells to my nipples. Now the little bells ring whenever I walk. Ding, ding. Although I am weak and totally drained, I do as my Master orders.


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