Here’re 5 sissy maid stories for you:)

Sissy Maid and Her Master

Part 1

I find myself sitting at the feet of my Master. My Master is petting my silky auburn natural hair as I submissively look down. From the mirror I can see myself dressed in a really short satin french maid outfit with a fluffy petticoat.

My legs are smooth and covered in sexy black fishnet stockings followed by my black shiny 5 inch ankle strap heels that are locked on. I dare not look at my Master directly as that’s the way I was trained. In fact I endured many training sessions, surgeries and brainwashing…I am now the perfect sissy french maid.

As my Master pets me I can feel my clitty (I was trained to call my cock a clitty) grow in my pink locked chastity device. Still part of my male mind hates the idea that my clitty would get excited as a Man touches me.

My Master locked my clitty away 3 months ago and I am never allowed to touch my own clitty. I sometimes get sad as I think about my past life, my wife and fucking her pussy….but that seems like a lifetime ago. My Master told me that I will never touch my clitty again and that I could forget about ever thinking about fucking a pussy.

My Master has just patted his leg and that means he wants his sissy french maid to sit on his lap. I carefully sit on Masters lap, my maids dress and petticoat is so short that my fishnet tops and sexy panties are exposed to my Master. I know my Master gets excited when he sees me dressed in the sexy french maid outfit….I can feel his huge bulge right now as I sit on his lap.

My Master has a huge cock….at least 10 inches or more, thick and veiny! I know this since I have sucked his cock many times and swallowed his cum! I remember the first time I sucked his cock, my training prepared me for it but his sudden eruption of cum surprised me and I accidentally spat it out. I was punished for that of course.

As I sit on my Master’s lap, he tells me what a pretty french maid I am and how I excite him. My Master then tells me that he can’t wait until the day he takes my cherry! Yes I am a virgin and my Master has never fucked my sissy hole.

He is waiting for the perfect time to fuck me! The thought of him and his huge cock fucking me scares me, because I know it will hurt and be painful. But until then my Master enjoys my sissy blow jobs and me wearing many sexy outfits. He really enjoys hearing the sounds of my heels as they click on the floor as I walk and seeing me in elegant silk lingerie.

Master now says it’s time for dinner, I follow my Master into the kitchen with my head down. I kneel at the kitchen table as Master prepares dinner. I can smell the steak cooking, the vegetables and the baked potato. Then Master grabs a can of dog food, opens it and let it fall into my doggy bowl….this is my dinner as Master enjoys a lovely steak dinner! I’m not allowed to use my paws, I truly eat like a dog from the dog bowl.

After dinner my Master takes me into the bedroom. He commands me to kneel and I obey. He then says “Speak sissy maid”. I have been trained to say the following “may this sissy french maid suck your wonderful cock?” He then begins to undo his belt and pulls down his pants.

He pulls his huge cock out and it’s scary. I submissively hold in my hands as I stroke it as I think here I am a straight married male now wearing a short sexy french maid outfit about to suck a man’s cock! Then he gives a command “Lick” and I begin to lick his thick shaft, feeling the veins and then the precum from the tip of his cock head.

Master then says “Suck” and my sissy mouth opens and I take his huge cock. I now look up at my Master as I suck him. I have been trained to make eye contact whenever I am sucking his cock. As I suck my Masters cock my clitty is getting very hard in its chastity device.

I desperately need my clitty to be sucked or touched! As I suck my Masters cock I also play with his balls, knowing that these balls will soon be emptied. Then it happens, his cock explodes and his cum is following down my sissy throat and I swallow every drop! I also feel my clitty have a sissy orgasm but it’s unsatisfying as my clitty only leaks out cum.

I am led into my bedroom where my Master shows me a surprise present….a lovely satin lace mermaid-style bridal gown! He tells me the day he orders me to wear that…that’s when he will fuk me for the first time! I look at him with panic eyes and fearing his cock tearing me apart! But he says it could be tomorrow night or next month?

Then my Master puts me to bed…a small doggy cage with a comfortable mat to lay on as I fall asleep and think about my previous life as a former man and a free cock. I look at my clitty and that horrible chastity device as I fear what my Master has planned for his sissy french maid tomorrow?

Part 2

As I lay in my cage I think about escape. I am still not sure where I am. If I’m in another country or still in the same neighborhood? Maybe if I can get out of this house and I can find someone with a phone? Then my Master appears. “Inspection time” he says.

I get in the proper sitting stance, sitting on my heels with my legs spread and my paws raised like a pet. My Master lifts my petticoats and then gets a good view of my clitty and chastity device. I feel so embarrassed, then his hand cups my sissy balls. My clitty begins to stir as this is the first time my sissy balls have been touched. He says “your sissy balls are full!” “When was the last time you had a full orgasm?” 

I start to cry “It has been more than six months, Master.” He flicks my pink chastity device and my clitty stirs even more.

My Master says “I can’t wait to take your cherry and to feel your virgin tight sissy hole as my manhood claims you!” Those words scare me but I say “Yes Master, I will be your perfect sissy wife and I will fulfill all your fantasies.” I can’t believe I just said that as I think about how I will look in that beautiful white satin mermaid style wedding gown.

“There will be a professional photographer to capture all the special moments especially in the bedroom when I’m fucking my sissy bride for the first time.” Fuck! A professional photographer! This can’t be happening, I’m a straight male and soon I will become a sissy bride…I need to escape!

“Time to get ready for tonight’s poker game.” My Master pats me on my sissy ass and tells me to wear the attire that’s laying on the bed. There is a pink satin french maid outfit and pink satin panties with pretty bows on the front and there is a pink satin ribbon.

My Master instructed me to tie the satin ribbon around my pink chastity device and to make a pretty bow. As I check myself in the mirror I see how short the pink satin french maid outfit is. I tie the white satin apron and make a pretty bow in the back. The last item for me is the pink lacy choker with a loud bell on it; every time I move it rings. Then the doorbell rings.

Master says “Our guests are here, answer the door and greet them.” Shit! I feel like such a sissy wearing these pretty items. I rush to greet our guests, my pink locked heels are clicking as I walk towards the front door. I open the door and 3 large men enter. I do a perfect sissy curtsy. 

The men stare at me like I’m a piece of meat “She is adorable.” As one of the men stands very close to me, grabs my sissy ass and says: “When you are done breaking her in, can I have her for a weekend?” 

I look at my Master with scared eyes “Perhaps, who knows I might lose her on a poker bet. Let’s play poker!”

The men are already seated as I start to bring a tray of snacks and drinks for them. After I enter the men are staring at my sexy legs and sexy french maid outfit. As I move my heels are clicking and the bell on my choker is ringing. As I’m walking past one of the men I’m instantly grabbed and fall into Bill’s lap. Bill is much older, perhaps 65, large pot belly and he is the one that wants me for a weekend of fun for himself.

As I lay in his lap, my petticoats have moved exposing my pretty panties to Bill! “Would you look at that, isn’t that sweet! Such pretty panties, let’s take a look under your panties!” I’m starting to squirm in his lap and I can feel his bulge. He pulls down my panties and exposes my pink chastity device with the pretty pink bow tied around it.

I’m so ashamed as the men are checking me out and my pretty clitty! His chubby fingers are now feeling my clitty through the chastity device and I begin to moan. It’s the first time in a long time that my clitty was touched by someone! Bill says “Look how excited she is getting and look at the fear in her eyes!” 

My Master says, “Yes, this is the reason I bought this sissy doll. I can’t wait to see those pretty scared eyes looking back at me when my hard ten-inch cock is thrusting into her sissy hole for the first time!”

As Bill finally releases me, I’m allowed to serve more snacks and drinks to the men as I think about what my Master said and how I need to escape badly before that wedding night! But I fear the wedding will be soon and soon I will be dressed as a sissy bride!

Part 3: The Wedding

I lay in my Master’s bed wearing an elegant, long, pink, silk nightgown with beautiful lace on the trim. My hands are tied together and secured to the front of the bed. The feel of the silk against my small breasts and body feels so heavenly…then my Master walks in drunk.

He has a raging hard-on as he approaches me and tears off my silk nightgown. Then my little satin panties are quickly ripped from me as I struggle and squirm, knowing he wants me now! He penetrates me roughly and I feel how big he is.

“Please Stop! You are too Big! It hurts!” but he just grabs my hips and starts thrusting into me…fucking me as I can only cry…then I wake up.

It was only a dream but I’m actually in my Masters bed wearing the elegant, silk nightgown as he holds me close…I can feel his bulge! He is fondling my small breasts thru the silk nightgown.

“Mmmm…I can’t wait to fuck my virgin bride! Oh, by the way, the wedding is tomorrow night.”

I look back at my Master with worried eyes.

“Don’t worry the wedding will be fun, you will enjoy the ceremony and the reception feast.”

The next day I greet the guests at the door…Masters with their sissy maids leashed, only a few women and then I greet my wife! My wife, who does not know what happened to me, shows up wearing a sexy, short, dark blue, silk, chinese dress and sexy heels.

My Master quickly appears, “Well hello Jane, I’m glad you are here to see me get married to my pretty sissy maid.”

Jane looks at me, “She is cute. Is she locked up?”

My Master responds “Lift up your petticoat and show Miss Jane your little clitty.”

I’m so embarrassed to show my chastity device to my wife, as I raise my skirt and petticoat.

Jane holds my locked clitty in her hand, “It’s so small and I love the pretty satin bow.”

As my Master, Jane and the normal guests snack on some food I am prepared for the wedding.

The 3 sissy maids are there to dress me…a white satin bow tied around my clitty, white satin lacy panties, white garter belt, white silk stockings, white 5 inch locked ankle strap heels.

Then my wedding gown…a long, satin, lace, mermaid wedding-gown, long, white, satin gloves, an O-ring gag, followed by a long, sheer veil! I look in the mirror and I see how beautiful and sexy I look, then reality hits; my Master’s cock will get so hard when he sees his virgin bride. The 3 sissy maids are all dressed in short pink satin french maid outfits.

Sissy maid #3 says, “Escape now before it’s too late and you truly become his gurl! Once he fucks, you that’s when you become a gurl forever.”

Sissy maid #2, who is owned by a large African-American with an 8 inch cock, but its thick, over 3 inches thick says, “It never gets easier…the ass fucking. I cringe every time he orders me to my knees and on all fours!”

Sissy maid #1 says, “Don’t listen to them…being a sissy maid is the greatest thing that ever happened to me…I love my Master!”

The 3 sissy maids lead me to the altar, where I stand and wait for my Master…soon to be husband. I watch as the 3 sissy maids are forced to kneel and bend over a special bench; they are tied to the bench and their hands are tied behind their backs. O-rings gags have been placed on them as they struggle and panic, as they seem to know what will happen to them in those vulnerable positions! My Master appears at the other end of the aisle with his groomsmen.

Here I stand, dressed as a sissy bride, about to become a sissy wife to a Man! I fear his huge 10 inch cock and the wedding night, when he makes me his gurl! I want to run but there is no escape for this trapped, locked sissy bride.

Part 4: Wedding Night

As my husband-to-be stands next me, I’m forced to my knees as my Master takes out his huge cock. I’m now facing his pride, his 10 inch cock. The photographer takes photos of us in this humiliating position for me. The minister begins the wedding ceremony and finally announces us as Master and sissy-wife!

“You may now suck your Masters cock,” he says, as everyone applauds.

My Master lifts up my pretty sheer veil and my red lips are ready to suck him. The photographer takes many more photos of myself holding my Masters cock and sucking it. I can’t believe I’m now married to a man and sucking his cock dressed in a bridal gown.

The celebration and feast now begins, as guests are served dinner, while some guests use the 3 tied sissy-maids. They are fucked and forced to suck many cocks against their will. Sissy-maid #1 who has a gentle Master with a small cock is approached by the large African American man with the thick cock. He ravages her and she screams as she feels the raw pain from his monstrous cock. He holds on to her hips, “Wow! you are so tight!”

He looks at me, “I cant wait to fuck the sissy-bride…one day you will be mine!”

The photographer takes many photos of these tied sissy-maids as I can only watch and fear that monster cock.

After the feast, the sissy-maids are untied and they take me to the bridal bedroom. They prepare me for my Master and my wedding night. I’m face down on the bed that is covered in a pink satin sheet. My hands are tied together and secured to the bed frame. Sissy-maid #1 blindfolds me with a silk scarf and she kisses me on my lips.

“You are such a beautiful bride,” then she reaches under my bridal gown and feels my chastity device and I start to leak sissy-cum. They leave me there to wait for my Master and his raging erection. I wait and wait, every moment just makes me fear his cock and how it will tear me apart, but I leak more sissy-cum.

Then I hear footsteps, including the sound of heels. Photos of me are taken, tied to my Master’s bed. My blindfold is removed by my sexy ex-wife, Jane. Then I see my Master naked with his huge cock. Jane gets on her knees and sucks my Masters cock while looking at me. She briefly stops, “I’m getting your Masters cock ready for your sissy-hole.” She gives a final suck.

“He’s ready for you now.”

My Master gets on the bed behind me and I start to worry as Jane gets in front of me and stares at me. She looks into my eyes, “Hmmmm…those eyes, they are very familiar?” As I’m about to confess to Jane that I’m her former husband, my Master inserts his huge cock into me! I look back at him with my scared eyes and this really turns my Master on as he pushes his huge cock further into my tight, virgin sissy-hole.

I scream, “Shit! Please Master, stop! Take it out!” But my words just get him more excited as he grabs his sissy-bride’s hips and begins to fuck me hard. I can feel my own sissy-clitty locked in the chastity device leak cum and finally my clitty has a sissy-orgasm but it’s an unsatisfying orgasm. Then my Master cums into his sissy-bride….making me his gurl now!

I look back at my Master, seeing his huge cock glistening.

“I love you Master! Come here and let your sissy-wife clean up your wonderful cock with my sissy-mouth.”

Part 5: The Final Story

Over the next year I have gotten used to my Master and my mind has truly become a sissy mind. My Master is my only thought, my purpose in life is to please my Master…my man. I no longer think about my previous life as a straight married male or even my beautiful wife and her wet pussy. I now miss my Master when he is gone and I love him.

As his wife my main goal is to please him and serve him sexually. I no longer care about my own pleasures, but when my Master is fucking me I’m in heaven. I feel empty when his amazing cock is not deep inside of me. After our wedding night that’s when I became his gurl.

My Master has given me access to shop online to buy myself sexy clothing. Clothing that will turn on my Master and I found two items that are very sexy. The first one is an elegant Barbie doll pink gown that is similar to the famous pink satin gown that Marilyn Monroe wore. The other item is a sexy black satin playboy bunny outfit with a fluffy tail and sexy ears, I will wear this later to please my Master.

I greet my Master at the front door in my sexy pink satin french maid outfit. I curtsy for my Master, then I take a quick glimpse at his crotch area…seeing his bulge pleases me. As I lead my Master into the living room, my Master playfully lifts up my pretty petticoat and whistles at me when he sees my sexy frilly panties. My face turns red and my clitty gets hard in the chastity device.

As my Master takes a seat “Master, let your sissy pet make your favorite drink.” I walk into the kitchen with my sexy heels clicking as I walk. I place his drink on a small try and I seductively walk towards him with the tray in one hand. My Master takes the drink and points to the floor by his feet.

I know he wants me on my knees before him. He sips his drink as I begin to undo his belt and pants. “Master, may your loving sissy maid suck your wonderful cock? Please!”

He finishes his drink and nods yes. I lick his long shaft, teasing my Master with my tongue. My fingers are playing with his balls as my sissy mouth kisses the tip of his cock head. As I start to suck his wonderful cock his phone rings and he takes the call.

“Hello Roy, I have been expecting your call. I will accept your fair offer…mmmmmm…yes she is here right now giving me an amazing blow job…mmmmmm…”

I continue to suck my Master’s cock as I recall Roy, he was the attractive African American man that was fucking one of the sissy maids at our wedding. I felt so sorry for her because Roy was very strict, forceful and not kind to any sissy maid and he had a scary thick cock. I also wonder what offer but I continue to please my Man.

“Yes, Roy, she is very pleasing and so pretty dressed in her pink French maid outfit…mmmmmm…I got to go…I’m about to…Cum.”

My Master cums into my mouth and I swallow every delicious drop of cum. My Master then pats his knee and this sissy maid gets excited to sit on her Masters lap. “Master, I bought two sexy outfits for you, a sexy bunny costume and an elegant Barbie doll gown. I can’t wait to wear these outfits for you and when you fuck me.”

I can feel my Masters bulge grow as I told him about the sexy outfits. “Put on the bunny costume now, and let’s save the Barbie doll dress for Friday night…I have special plans for you.”

“Oooh…I can’t wait to see what my Master has in store for his sissy property…mmmmm.” My clitty stirs and I have a small sissy orgasm. I then run into the bedroom to put on the sexy bunny costume.

I walk out wearing sexy black fishnets, the classic bunny suit, a white fluffy tail, cuff-lets, my locked collar, black sexy bunny ears and black 5 inch heels. I walk around my Master, seducing him with my walk and sexy outfit. He instructs me to get on my knees and to say hi to Roy. I do as ordered as he video records me and my sissy mind is wondering what that was about?

Over the next few days Master acts strangely and he does not touch me sexually. I kneel in front of him, “My handsome Master, I know something is bothering you. This sissy French maid will do anything to please her Master…anything that will make her Master’s problems go away. Remember I’m your sissy property and will obey anything you ask me to do. I love my Master!”

My Master smiles and that makes my clitty hard. “Thank you sissy maid. You have been…I mean you are such a good proper sissy french maid!”

THE PINK BARBIE DOLL

Today is the day my Master will see his sissy pet wearing the elegant Barbie doll gown and I find out what my Master has planned for us. Two of his assistants show up instead of my Master.

They tell me that they have instructions to assist me with my preparation for tonight. I ask them where my Master is, and they say they don’t know.

I put on a sexy pink silk lacy short slip that barely covers my new pink satin lacy panties. Then I put on the long silk pink Barbie doll gown that is backless and the front ties in the back with a pretty pink bow. The sexy gown also has a large pink bow in back, just like Marilyn Monroe’s dress from her famous movie. The long gown hides my pink 6 inch heels that have sexy pink ribbons that tie into perfect bows.

The assistants add pink long satin gloves and then tie my hands behind my back. Next comes a long red satin cloak that covers my pink Barbie doll gown. I’m next placed inside a large Barbie doll box, strapped in and I have a sissy orgasm knowing that my Master will open up his Barbie doll box and play with his toy.

The assistants carry me down to their van and I ride in the van as a Barbie doll present for my Master. I can feel every bump as they drive me to my Master and his special plan for me.

We arrive at our destination, the assistants carry me the Barbie doll into a dark ugly dungeon. They prop me up, leave me as I struggle in the box becoming very scared. Then I see the cruel Roy enter and stand before me.

“Why am I here? Where is my Master?”

Roy makes a phone call “Yes the package has arrived, I also got the keys as well…this finalizes our deal. Here’s the sissy maid.”

He holds the phone close to me “Master, what’s going on? Where are you?”

“My dear sissy maid, I have fallen on hard times, business has been bad. I needed to sell a lot of stock and some other properties including you. I sold you to Roy here, he has been after you for a long time. He now has the keys to your chastity device and collar. You now belong to Master Roy and you will please and serve him! You are a sissy sex toy…you are only here to please men.”

As I cry from the loss of my love my Master and from the fear of Roy’s thick cock “But Master…I love you! You can’t just sell me to another man…he’s not a good man…I don’t want to get raped by him…Master please…” Click.

“Looks like your Master is done with you…you now belong to me…let me open up my present.”

He opens the Barbie doll box and sees me draped in a long red silk cloak. He takes me out of my box and places me standing in front of a large mirror. He stands behind me, I can feel his large bulge as he begins to slowly undo the buttons on my silk cloak.

I feel so helpless with my hands tied as this brute slowly unwraps this Barbie Doll that was meant for a handsome kind Master. He suddenly rips open my cloak and my entire pink silk gown is revealed and his bulge just got larger.

He stares at me “Wow, you are a sexy Barbie doll…I love the pink gown with the sexy big bow in back…my Barbie doll present.”

His hands are groping me and then he raises the hem of my pink gown revealing my sexy pink heels “No! I’m not your Barbie Doll…this gown and lingerie was meant for my Master.”

He whistles at my heels “Mmmmm…lingerie! Let’s see what you are wearing for your new Master.”

I struggle as he reaches for the pink sexy bow behind my neck and undoes it. My pink gown falls to the floor as I gasp. I’m now standing before a cruel Master in a short pink silk slip with pretty lace and my sexy pink heels. I look up at him embarrassed, “Please stop…this sexy pink lingerie was meant for my Master…tonight was going to be a romantic night.”

As Roy stands behind me, he kisses and bites my neck “Tonight will be a special night…I will finally get to fuck you…I will bend you over and rape that sweet sissy hole of yours.”

I watch as Roy unlocks my old collar and throws it into the trash can. “Oh I will not collar you, I’m going to brand you! I will also remove your teeth…I don’t want you biting my thick cock. You are going to love your new life here as my sissy fuck toy!”

by Sensual Robert\

Also Read : SIssy Baby Stories