Chapter 2
Lizzy got off of me and removed the restraints. I rubbed my wrists to get the blood flowing in them again. I sat up and looked down at my locked up clitty. Lizzy was right. It was the smallest it had ever been. I can only imagine the picture she sent Tiffany. Probably her holding her pinky next to it to show how little it actually was. I remembered how Lizzy had said that Tiffany said it looked “smaller than a baby’s” and that started the blood flowing again. I could only imagine what she may say then next time she saw me in person and her always thinking that I was hung like a baby in real life.
I got up and Lizzy said, “You should start getting ready, we are going to be on a tight schedule already as it is and playing with your sissy clitty took up too much time already.”
I replied, “sure, I will get to it right way.”
“Remember the “mistress”, I want you in the right frame of mind even if you aren’t in your dress yet. I am going to take complete control and you have to be willing,” she said.
“Yes mistress,” I replied and cast my eyes down in a submissive nature.
“Now get made up and dressed, so the fun can begin,” she instructed.
“Yes mistress, but shouldn’t you start getting ready as it takes you longer to get ready for our events?” I asked.
“Who said anything about an event? Now get ready and come downstairs,” she said.
“Yes mistress,” I replied. The wheels turning in my mind with possible scenarios that were likely to come.
I went into the bathroom and dried my shoulder length brunette hair the rest of the way. I looked in the mirror and saw a long string of precum dangling from the end of my chastity. I took my finger and scooped it up on the fingertip. The string of precum dangling from the end and raised my finger up and lowered the precum into my mouth, something I wouldn’t dream of doing if mistress would have allowed for me to cum.
I took a headband with rhinestones, one of my favorite to wear when applying my makeup, and pulled my shoulder length hair away from my face. I applied a generous base foundation on my smooth face, in case it was a longer night out than I had thought. I didn’t want a 5 o’clock shadow coming through and clicking the switch in my mind back to male mode. My eyebrows had been waxed two weeks ago on our last sissy outing to the salon so there was no need for a touch up. I applied my eyeshadow in two layers to accentuate my long feminine eyelashes that I had been lucky enough to be born with. I used to hate them when I was younger as I was teased about it incessantly but now they were an asset as both a male and a female as they accentuated my baby blue eyes. A layer of white eyeshadow was applied right under the eyebrows and a dark pink was applied to the eyelids so that they would match my sissy maid uniform. With a hand steady as a surgeons I applied my eyeliner making sure to add a little “v” at the end of the eyes. I applied a light application of mascara to make my “covergirl model” eyelashes look even longer than they already were. Next came the blush on the cheeks; an upstroke brush on each side. A trick I had learned as I got better at doing my makeup to accentuate my high cheek bones. Last I took my lip liner and outlined my lips making them look fuller and lusher. Lizzy still teases me that I like to do my makeup like a tramp and that only girls from the 80’s would do their lips that way but I still love how it looks. I filled in the lines with some wet pink lipstick to match the look.
The look in the mirror was perfect. A fully made up face with a trim man’s body with a tiny penis, or clitty as mistress liked to call it, locked up in a small pink chastity device. I checked my makeup and made sure that nothing was out of place then removed the rhinestone headband to work on my hair. I was unsure how I should do my hair for this evening’s fun so I decided to ask for Lizzy to help out. I called down to Lizzy, “Mistress would you be able to help your sissy with her hair tonight?”
Lizzy came up the stairs and let out a little giggle when she saw me. “You look very pretty sissy, I was hoping you would ask for some help,” she said. “Take a seat on the edge of the whirlpool tub and we will get you all pretty for your big night. Lizzy placed a towel on the edge of the tub and instructed me to sit. “We don’t want you little sissy tooshie getting cold, I think your little parts have had enough of the cold already,” she said laughing.
I took my seat as she instructed and sat there while she pulled out the necessary tools to do my hair. I was turned away from the mirror as Lizzy insisted that I could not see the final product until she was done. I sat on the towel with my legs together with my locked clitty between my legs to give it the illusion that I was smooth between my legs. Lizzy pulled out the hair clips and bunched the hair from the top into a pile and clipped it place by applying a pink crocodile clip so that she could work on the lower section of the hair. I felt her take up the first section of the hair in her hand and twist it in the curling iron. She release the strand of hair from the iron and I felt the hot curl drop against the side of my face. I was thankful that mistress had insisted that I sit on a towel as I felt my clitty quiver and precum drip out. She repeated the process having me turn this way and turn that way, bunching up my hair and fastening it with pink clips until she stood back and viewed her work. She reached into the bathroom closet and produced a can of hairspray and applied it to her work. Taking time after each spray to step back and “fluff” a section of hair here or there until it met her approval.
Lizzy said, “Let’s get you up sissy and take a look at my pretty girl.”
I stood up hoping that the towel had soaked up my excitement, but felt a strand of precum running from my chastity down my leg almost reaching my left knee. Mistress saw this too and instructed me to stop where I was.
“I have no idea how you are going to make it through the night tonight when you insist on making a mess with everything you do? Stand here and don’t you dare move toward that mirror until I come back,” she said.
I stood in place with my head down. I could feel the full curls against my face and couldn’t help but release another thin line of precum from the tip of my locked chastity and watch as it fell to the bathroom floor. As it touched the ground Lizzy walked into the bathroom and said, “I swear I have never seen so much cum come out of a sissy’s clitty as yours has in the last 20 minutes.”
I could have told mistress that there was more when I was doing my makeup but then I would have to explain how I had consumed it like a greedy girl in one of the adult movies that we watched together on occasion.
“Well what do you have to say for yourself sissy?” she asked.
I kept my head down and replied, “Sorry mistress, you know how dressing pretty and getting special attention turns me on. I can’t help that I get so turned on and drip all over the place.”
Lizzy looked at me and said, “Well maybe you are more girl than either of us realized, getting all wet when you get turned on. I thought real men got hard when they were excited, not soft and dripping wet. I have a temporary solution for our problem right now and we will have to find a more permanent one later, but first you have to take care of the mess you made when I was out of the room for LESS THAN 30 seconds. Thankfully that towel soaked up your other mess when I was doing your hair but you will have to clean this mess up. Get on your knees sissy and clean up your sissy milk for mistress.”
I dropped to my knees and grabbed the towel that I had been sitting on when mistress was doing my hair and reached to wipe up the precum puddle that had formed when mistress grabbed the towel and asked, “What do you think you are doing sissy?”
I replied, “Cleaning up the mess as you instructed mistress.”
“Not with my towels you are not. You already made a mess of this one and it is covered in precum. You are not spreading more all over my bathroom floor. Bend down and use your tongue to clean up your mess. You know it is what you want to do anyway,” she said.
I bent over and put my face close to the puddle of precum I had made on the floor and stuck out my tongue. I was grateful that the cleaning lady had come the day before so I knew the floor was clean but I was more worried that I would mess up my makeup or get cum in my hair, so I touched it with the tip of my tongue first. I tasted the salty thin puddle of “sissy milk” on the floor. I retracted my tongue with the precum back into my mouth and savored the taste. Normally the thought of eating cum turns me on until it comes to the actual task after I am allowed release, but when I haven’t t had any release eating cum comes naturally as it feels like it puts me in my place as the sissy. I bent my face back down and felt my hair fall around my face as I lapped up the mess I had made on the floor. I heard another “click” from Lizzy’s camera phone and the telltale “swoosh” as another text message went out.
Lizzy laughed and said, “Tiffany is loving your transformation. She said you look like a little puppy eating off of the floor. She still can’t believe that you are licking cum up off the floor so readily. I told her I told you to grab a towel but you begged me to let you do it with your tongue!”
I couldn’t believe what I heard and I wasn’t sure if what Lizzy was saying was true but I had heard the distinct sound of the “swoosh” of a text being sent and, as if to read my mind, I heard the ping of a received text, followed by Lizzy laughing.
“Tiffany used her photo editor and put poodle ears on your head and a tail coming out of your ass,” Lizzy said laughing uncontrollably. Lizzy turned her phone to me to show me what had her laughing so hard and I saw it. There I was my tongue hanging out with precum dangling off the end. My done up hair had two white “poof balls” edited onto my head and a white tail with a “poof ball” at the end. To top it off at the top of the screen I saw the name “Tiffany” so I knew the message was real. “I think we might have a new idea for a future outing but we will have to save that for another day as tonight is all laid out.” My face burned red with shame knowing that my uncontrollable need to submit and horniness had turned me into a cum loving pet. To top it all off a picture of my shame modified to make me look like a common house pet was out there now and I am sure a topic of conversation the next time we got together.
I finished cleaning the floor of all precum with my tongue, greedily lapping up the last spots and looked up at Mistress with me still on all fours. My cock hardening in my chastity over my ordeal and the humiliation of another person seeing me, not as a person but, as a pet; causing my locked clitty to stick out between my legs behind me.
Lizzy said, “On your feet sissy; time to take care of your leaking problem.” And with that she produced my pink ruffled satin panties. They were a custom order as part of the maid uniform. Two layers of satin to encase the sissy’s clitty with rows of white lace surrounding them and a little pink bow on the front to top it all off. Lizzy said, “I have made a little modification so I know where you are at all times tonight and have sewn some jingle bells into the ruffles. I think I went a little overboard with the bells but I was too excited.” There sewn into the panties were twenty little bells that all jingled at the slightest movement. “Now step into the panties sissy girl so you can finish getting ready for your big night.”
I lifted my legs and Lizzy slid them up my freshly shaved legs and I started to drip again. Lizzy said, “Two layers of satin may not be enough.” And with that she dug under the counter and produced a large panty liner. “This should help with all that sissy milk dripping out,” she said, “we don’t want it looking like you piddled your panties tonight.” She removed the adhesive cover from the panty liner and affixed it into the crotch of the satin panties and pulled them up the rest of the way, encasing my locked up clitty in layers of satin and lace that jingled with every breath I took.
I stood there and Lizzy finally said, “Now you may take a look at how pretty of a girl you have become.”
I said, “Thank you Mistress” and turned and looked at myself in the full length mirror. Starting back at me as the image of a developing girl. I looked from the bottom up. My smooth legs leading to thick ruffled panties covered with little silver bells. My hairless stomach leading to a flat chest that could have been a teenage girls developing hoping that one day she had large breasts. My face made up like a china dolls, all topped off with hair curled and teased to look like a runway model. I felt my clitty stiffen and was thankful that Mistress had put the panty liner in.
Lizzy walked up behind me and gave my nipples a tweak. “I can tell you love how you look and are all worked up with the fun we had before this. I am going to go downstairs to finish up work. Come down when you are dressed and we will get things moving for tonight.”
I replied, “Yes Mistress” and curtseyed like I would if I had my dress on. Pinching my fingers like I was holding the hem of my skirt and bowing with my head down and my knee slightly bent. This caused Lizzy to giggle and say “now don’t be playing with yourself or starting at yourself in the mirror too long, you have lots of work to do.” And with that she left the room.
I knew it wouldn’t take me much longer to get fully dressed but it took some time to tear my eyes away from the mirror and get back onto the task that Mistress told me to do. I was snapped out of my trance by Lizzy yelling, “I don’t hear those bells jingling. You better get your butt moving sissy.” With that I turned from the mirror and got back on the task of getting dressed.
I unzipped the protective cover over my pink formal sissy maid dress. It is a custom made dress from birchplace that Lizzy gave me as a birthday present. The dress is baby pink and zips up into a choker where a lock can be affixed at the back to make sure the dress doesn’t come off. The pink is accentuated with white lace all around the sleeves and hems. The dress has a white lace pinafore that locks in the back all of this is accentuated with layers of petticoats that cause the skirt to stand out almost like a ballerina tutu. The outfit is topped off with white stay up nylons where the lace top is clearly visible and a pair of pink and white six inch locking heels with a pink bow at the toes. This outfit is typically reserved for going out to special events as it shows a clear view of my pantied bottom and stocking tops, a view that most dominants prefer while serving them at fetish events.
I was positive that Lizzy had found an event that I was not aware of and I was excited about standing on stage and being judged with other sissies based on my appearance and my knowledge as serving as a submissive maid. I rolled my sheer white stockings and slid my foot in savoring the feeling of the nylon on my shaved legs, sending a slight shiver up my back and inside my panties. Next I pulled out my white lace underwire bra. A respectable size 40C and reached behind my back and fastened the clasp. I reached inside each bra cup and pulled on my chest toward the middle of the bra to add the illusion of a little cleavage. I topped off the full breast look by inserting C-cup breast forms. The bra was thin enough so that the nipples on the breast forms were prominent enough through a thin shirt to look I was a woman whose “high beams” were on and draw eyes from my face to my breasts. I stood in the mirror now seeing a woman in lingerie staring back at me and turned this way and that and heard the bells jingle while I twerked my ass in the mirror.
Satisfied that my underwear was sexy enough for the competition I thought I was preparing for I slid into my dress. I stepped into the dress and slid the satin fabric over my smooth body as I did not want to ruin my hair or makeup. I felt the coolness against my hairless body and a tingle in my panties. I slid my arm into the puffy quarter sleeves and reached behind my back to zip up the dress. I pulled the zipper to the top and felt the choker collar snug. I pulled down on the dress to align the waist with my waist and twirled in the mirror, causing the bells on my panties to jingle very loudly. I heard Lizzy call from the office.
“Is my little sissy playing with herself after Mistress warned her not to?” Lizzy called out.
I stopped twirling and replied, “No mistress, sorry mistress” I was just twirling in my dress.
Lizzy laughed, “You better stop looking at yourself in that mirror and finish dressing that pantied ass.”
“Yes mistress”, I replied and set back to finishing my attire. Having secured my dress I stepped into my petticoats. They were so full that I had to lay them on the ground to find the opening. I slowly pulled them up enjoying the feeling take me over as I transformed from woman to mincing sissy. I hiked the petticoats up to a level so they showed just below the hem of my dress. I smoothed out the dress so that they lay perfectly over the petticoat again and went to twirl, but stopped myself remembering Mistress’s warning just a few minutes ago. I slid the pinafore over my head and secured the four straps so that it pulled in to accentuate my waist and lay over the skirt at the 45 degree angle that the petticoats held it at. I sat down on the bed and opened up my shoe box and found my locking 6-inch heels. The heels were patent white leather accentuated with a pink leather strap running around the heel and a pink bow at the open toe. Mistress had ordered them with a locking strap so that once they were locked on there was no getting them off without the key. I always wait until last to put them on as I knew my feet would be sore before the night was over. I slipped each foot into the heel and locked them on. I stood up admiring my nylon clad legs in the towering heels. I walked to the vanity mirror, wiped the small traces of precum I missed when licking it off the floor and touched up my makeup.
I opened the last box that was part of my sissy maid uniform and removed the little pink satin hat. I placed it on my curled hair and affixed it with bobby pins. I did one last look in the mirror, turned sideways and flipped the back of my dress to expose my pantied ass and walked out the bedroom door.
I walked to the office where mistress was finishing up on the phone and stood silently until she acknowledged me. Lizzy hung up the phone and looked at me smiling. “You make sure the darling sissy maid, jenny.” I loved how she addresses me as a girl when I am dressed as one and she knows it so keeps in the spirit of things.
“Thank you mistress,” I said as I curtseyed.
“Well kneel down so we can lock on your dress,” she said.
I kneeled down as I felt her loop the padlock, then heard the distinct click. The click meant that I was at her mercy as long as she decided, or as long as I decided, or so I thought as this time was going to be different. She instructed me to rise and I stood and handed her the key to the locks on my heels.
“Well it looks like you are about ready for your night sissy,” she said. “Now it is my turn to get ready. I want you to clean the kitchen and the dining room, while I freshen up. Do you understand sissy?”
“Yes mistress, but don’t you want me to help you into your corset and your lingerie?” I asked. Preparing mistress in her fetish attire was one of my favorite tasks as the sissy maid. I loved lacing her in her corset and helping her into her micro miniskirts. She dressed for events in a way that would make a man’s jaw drop and leave his mouth open when she would walk by. Her corset pushing her breasts up so that they were all but popping out of their cups, leaving very little to the imagination.
“Now sissy, I told you not to question me. Go take care of your chores and I will be down when I am ready,” she said. And with that she turned and walked to the bed room while I walked into the kitchen still wondering what the night held but expecting it to be another trophy in the collection for my appearance and skill in service as the sissy maid. Was I ever wrong.
Sissy Maid to Be… Ch. 03
bymissjennymaid©
Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife.
Lizzy: Jeremy’s wife who participates in his sissy maid desires every other Friday when they have the place to themselves.
Jeremy has transformed into Jenny in her pink satin and lace sissy maid outfit that is worn for events and competition. Sissy jenny doesn’t know of any event but is expecting an evening of public humiliation out of the house. What the actual plan is will be a surprise she never thought would happen…
I was done up in my custom-made dress from birchplace that Lizzy gave me as a birthday present. The baby pink maid uniform that zips up into a choker had the pad lock affixed at the back to make sure the dress doesn’t come off and keeps me completely under her control. The pink is accentuated with white lace all around the sleeves and hems. I was doing my best to make sure my white lace pinafore and layers of petticoats that that cause the skirt of the uniform to flare out stayed dry while I was doing the dishes as mistress was getting ready. My feet were starting to ache standing at the kitchen sink for so long in my 6 inches heels, but I was unable to do anything to give them a reprieve as they were locked on as well. My lace ruffled panties were encasing my sissy clitty, but I was unable to enjoy the feeling as Lizzy had locked my little thing up in the pink chastity device. I stood at the sink finally completing the dishes and putting them away and moved to clear the dining area table. The bells that Lizzy had sewn in jingling with each movement.
Lizzy called down from the bedroom, “That is exactly what I love hearing. My little sissy jenny doing her chores like a good girl. Make sure you get the tables cleared and when you are done go stand in the corner until I come down for you.” Lizzy had designated a spot in the corner of the kitchen by the fridge where I was instructed to stand when not needed when in my sissy maid role. She knew I disliked it as it made me feel like a little kid being punished and I felt, at times, that she forgot that I was standing there with my nose pressed in the corner waiting for her to need me.
I dragged out cleaning the tables as long as I could but eventually, they were shining so that I could see my reflection in them. I obediently walked over to the corner, put my heels together and made sure my knees were touching, flattened the front of my dress and pinafore, and put my nose into the corner. I could hear Lizzy upstairs moving around and was dying to have a seat and give my feet a rest.
I heard Lizzy call down, “Sissy is everything ready and are you in your corner?”
I replied, “Yes mistress, my tasks are complete, and I am standing in my sissy spot.”
Lizzy replied, “Good girl, I will be down shortly. Make sure you stay there until I am ready for you.” I could still here Lizzy moving around upstairs and after what seemed like an eternity, I heard her walk into the kitchen. I didn’t hear the telltale click of heels on the tile floors like I typically do when she is all “dolled” up for an event. She continued to walk around the kitchen then I could hear her walk over to me. She lifted the back of my dress and I could feel the cool air as it swished up. It caused a sensation at exposed part of my legs between the thigh highs and bottom of my panties that sent a chill through my entire body.
Lizzy said, “your butt looks great in those panties. I love seeing the rows of sating and lace. No woman would ever wear something like that, let alone a man. My aunt said she could tell you were “a special boy” at the wedding shower. That’s why she bought the maid apron for you.”
At this my face burned red. Lizzy’s aunt had given her a maid apron at her wedding shower and told her it was for me, but I always thought it was a joke and was not sure she ever did really say that. Hearing Lizzy tell me that her aunt actually did say that and had suspicions put a whole new light on some of the other comments that she made when we were at the lake.
Lizzy tucked the back of my dress into the pinafore and slid her hands onto my waist. She asked, “Didn’t you know that Aunt Carol always thought you were a sissy, even before I knew you were a sissy?”
I replied, “I always thought you were joking about the apron and that it was bought for you, Mistress. I did love how you had me put on the panties and put on the apron the next day while I made you breakfast though.” The memory stirring my little clitty in my cage.
Lizzy brought her fingers into the top of my panty waistband and slowly slid them down to my knees. I was still facing with my nose into the corner and I felt her slide her hand between my thighs and grab my clitty cage. She pulled my clitty in the pink chastity cage back between my legs and shoved my thighs back together so that my clitty was sticking back between my legs leaving the front of my pubic area smooth like a girls. Lizzy pushed her body up against mine and reached her hand around my waist and slowly slid it down the front of my stomach with her palm flat and her fingers pointing down. She slowly rubbed the front of my crotch where my sissy clitty had previously been. She said, “Aunt Carol loved that picture too. She said she knew she was right about buying the apron for you.
I felt my knees buckle with the words she was saying and the was she was rubbing my smooth crotch. I so wanted to reach behind and release my caged clitty but Lizzy was pushing me into the corner so all I could do was stand there with my face pressed against the wall while she spoke and fondled me.
Lizzy said, “Aunt Carol has a whole collection of pictures of you doing what you love. She has asked quite a few times to have me send you to Atlanta for a week to clean as the sissy maid for her. We should make that happen soon.” Lizzy continued to rub my smooth crotch and push me into the wall. “Would my little sissy like that?”
“I would love that very much mistress. A sissy is happiest when she looks pretty and is waiting on others,” I replied.
“Good answer sissy” Lizzy said, and she reached down and pulled my panties up. “pull down your skirt and straighten the hems and turn around so I can inspect you.”
I released the back of my skirt form the pinafore and straightened my skirt and turned around. I was not prepared to see Mistress dressed how she was. Lizzy was standing there in shorts and a t-shirt. Both were form fitting, but they were things a woman would wear on a day to day basis, not something that you would wear to a fetish event while leading your sissy husband in a maid uniform on a collar and leash.
I looked at Lizzy and said, “Lizzy, aren’t you going to get ready?”
Lizzy smacked me across the face and said, “That is the last warning, we had an agreement. You will address me as Mistress for the rest of the evening. No more slip ups, I want you in the right state of mind. Just because your idea of the plan isn’t lining out doesn’t mean it gives you the right to break the role. Do you understand?”
I lowered my head and replied, “Yes Mistress, sorry Mistress.”
Lizzy looked at me and said, “Ok, like I said this isn’t probably what you are expecting, and if you do not want to spend all night in the corner in your sissy spot you have better get in line.”
I looked at Lizzy and lowered my eyes and curtsied and said, “yes Mistress, what do you require of your sissy maid.”
“Good girl” said Lizzy. “Now let’s get some things straight. I am hosting guests tonight and I expect my sissy to wait on them like a good sissy maid would. You will be seen and not heard and will only speak when address. Do you understand?”
“Yes Mistress” I replied, “but who…”
“No questions, sissy” Lizzy interrupted, “You will do as you are instructed, or this will not be happening and you and I both know this is something you have always wanted.”
Lizzy was right. This is something I had begged for countless times in the past; for her to let me serve as the sissy maid at one of her “Girl’s Nights” that she had every so often. Not knowing who was going to see me as the sissy maid was terrifying. The thought of who and how many were coming was running through my head and I was scared that this was a little more than I could handle but I had asked to give up all control and take my true place as a submissive sissy.
Lizzy said, “Guest will be arriving in 30 minutes and I expect things to be ready when they come. Bring up two bottles of wine from the cellar and bring up the hors d’oeuvres from the basement kitchen that I got at the store this morning. When guests arrive, I expect you to meet them at the door and curtsey and take their coats. Do you understand sissy?”
“Yes Mistress” I replied. My heart already racing with anticipation.
“Well what are you waiting for. Get things ready. I want my guests to be impressed,” Lizzy said.
“Yes Mistress,” I replied and turned to go.
“Hold on sissy,” Lizzy said. “One more thing. I have written out what I expect you to say to each of the guests when they arrive” and she handed me a small piece of paper. “I want you to have this memorized perfectly before they arrive so that it looks like this is something you say on regular basis and not something that is scripted.”
I unfolded the paper and silently read what she had written on it. Hello sir/madam, thank you for gracing Mistress Lizzy’s home with your presence this evening. I am sissy jenny, formerly Mistress Lizzy’s husband, but we have both found that I am not a real man and am better suited for serving Mistress Lizzy as her Sissy Maid. Please let me know if there is anything I can do to make your visit more comfortable this evening (and then curtsy and take their coat) If you will follow me I will lead you into the sitting area to start this evening (make sure you walk in front of them and wiggle your ass).
My face was burning with embarrassment just reading the text and let alone she expected me to say this to each guest. The thought of actually doing this in front of people though had me ultra-turned on and my sissy clitty was straining against the chastity cage and I could feel my panty liner getting even wetter than it already was.
I looked at Lizzy and said, “Mistress you want me to say this to each guest?”
Lizzy replied, “Of course sissy. I wouldn’t have written it down if I didn’t want you to and what did I say about questioning me?”
“Sorry Mistress,” I replied, “you say Sir/Madam, are there going to be men here?”
“Tut, tut, tut, again with more questions. You will see when people come in. now go downstairs and get the things instructed and come back up and we will do a practice run before the guests arrive,” Lizzy said.
I curtsey to Mistress and turned and walked down the stairs to retrieve the wine and hors d’oeuvres. I grabbed a bottle of white and a bottle of red from the cellar and brought up the tray with the snacks for tonight’s event. Mistress was seated at the couch texting on her phone when I had everything arranged and I walked over to her and stood next to her until she addressed me.
“Do you have everything ready sissy?” she asked.
“Yes Mistress”, I replied.
“Very good. Let’s do a quick inspection then we can do a rundown of your greeting before people start coming over.” With that Lizzy stood up and walked around me. “You know the drill sissy lift your dress.”
I lifted my dress while Lizzy walked around. She checked my nylons to make sure they were even and that the seems were straight. Checked the locks on my 6-inch heels to make sure they were secure, and I could not get out of them. While my still had my dress pulled up, she instructed me to drop my panties so she could inspect my sissy parts. I dropped my panties and lifted my skirt back up.
“My, my, my,” Lizzy said as she was looking at her sissy husband exposed from the waist down and locked into the pink chastity device. “Still dripping your sissy cum and making a mess, and look your pantyliner is soaked with precum. I am guessing you are loving the idea of what is to come and not knowing who is going to actually meet sissy jenny finally.” Lizzy grabbed my locked up clitty and inspected. “I can tell you are excited with how swollen your clitty is. I think it was the right choice to deny you release so that you follow through with tonight’s plan. I stood there with my wrists limp hold my skirt up high. Lizzy smacked my ass hard with her hand causing me to jump also causing my clitty to shoot a stream of precum. “Good thing your panties caught that sissy, or else people might have seen my pet licking cum off the ground.
My mind flashed to the picture Lizzy texted her friend Tiffany of me earlier in the day licking my puddle of cum off the bathroom floor and the picture that Tiffany texted back to Lizzy where she photo-shopped poodle ears and a tail on me on all fours on the floor with cum dripping off my tongue.
Now stay there while I get you a new pantyliner.” I stood in the middle of the room with my skirt held high, my panties around my ankles, and my exposed clitty open for everyone to see.
Lizzy returned with a new panty liner and pulled the precum soaked one out and replaced it with the dry one. She raised my panties back up and patted my ass. “Fix your skirt and get on your knees so we can finish the inspection,” Lizzy said.
I straightened my skirt and pinafore smoothed them as flat as my layers of petticoats would allow and knelt on the floor with my head down. The first thing Lizzy did was take my curled hair and from behind me and raise it up. She grasped the padlock and made sure it was secure so that I would not be able to take my dress off. Lizzy let my hair fall back across my dress and fluffed it up.
“I want my sissy to look pretty tonight and I want to make sure that you stay in that dress. Now stand up and let’s practice how you are going to greet my guests tonight,” Lizzy said.
“Yes mistress,” I replied as I stood up and straightened my dress.
“Now sissy, let’s pretend the doorbell rings and I am on of the guests. You will run through what I have asked you to memorize so that you are ready when people start showing up. Now move you butt over to the door and lets practice,” Lizzy commanded.
“Yes mistress,” I stated as I curtsied and walked over to the door.
Lizzy walked outside and rang the doorbell.
Heart in my chest, knowing that the next time the doorbell rang there would be someone else behind the door I opened it. I started to speak, and Lizzy interrupted by screaming, “Oh my God is that you Jeremy! Holy shit! What a faggot!”
I started to stammer, unsure what to say and Lizzy shoved me back, “On your knees” she commanded. “You need to be prepared for that. I expect that will be the reaction that most people will have. Especially the men.”
My heart started beating a mile a minute. There were going to be men coming over and seeing me in a pink maid uniform with the skirt sticking out straight with layers of petticoats exposing my ruffled satin and lace panties. They would be getting a full view of them while I walked in front of them with my 6-inch heels locked on and me wiggling my ass causing the bells that Lizzy sewn into my panties to jingle uncontrollably while escorting them to Lizzy.
I stammered, “Mistress, there will be men here?”
Lizzy replied, “What did I tell you about asking questions? Now let’s try it again and make sure you get it right this time.”
“Yes mistress,” I replied and stood up and straightened my dress.
Lizzy walked outside and rang the doorbell again and I opened the door. This time she reacted by saying, “My, my, my, I always knew there was something different about you Jeremy and now I understand why Lizzy looks at other men like she does.”
My face flushed red and my clitty stirred in its chastity. I responded by saying, “Hello Madam, thank you for gracing Mistress Lizzy’s home with your presence this evening. I am sissy jenny, formerly Mistress Lizzy’s husband, but we have both found that I am not a real man and am better suited for serving Mistress Lizzy as her Sissy Maid. Please let me know if there is anything, I can do to make your visit more comfortable this evening.” I curtseyed and pretended like I was taking her coat and hung it up. “If you will follow me, I will lead you into the sitting area to start this evening” I indicated that she should follow me and wiggled my ass causing the bells to jingle all the way as I walked her to the sitting room. I could hear her giggling at the wiggling which made me shake my butt even more.
“So, Jeremy, it’s jenny now is it?” she asked, still playing the part of the guest.
I turned and said, “sissy jenny, madam. I need to be addressed as sissy in front of my name since I do not deserve to be addressed as a real woman.”
“Is that right?” she asked still playing the part.
“Yes, Madam” I replied. “No woman would wear something like this, nor would want to dress like this, and no real man would be caught dead dressed like this. Only a sissy, and that is what I am. I am not a woman and shouldn’t pretend to be one and I am as far from being a real man as I can get.” After giving my explanation, I curtseyed and stood with my eyes downcast.
Lizzy said, “very good sissy. I am sure you will do great this evening. I am so excited, but probably not as excited as you. Now go get me a glass of wine while I am waiting for my guests.”
I turned to go to the kitchen and fulfill her request when the doorbell rang. I froze in my steps. I felt my heart turn on full speed and drop to my stomach.
“Well it looks like people are showing up early, you know what to do sissy. My wine can wait but not the guests at the door,” Lizzy said. “Now get your sissy butt in gear.”
With that I walked to the door heels clicking on the hardwood floor and the bells on my panties jingling, but I was unable to hear them over the sound of my beating heart. I reached the door and turned the knob and slowly pulled it open…
To be continued…
Feminized for Sissy Slavery 
I love this story and so desperately desire to be a sissy just like Lizzy.
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