Hanna, Life As A Sissy

Hanna, Life As A Sissy

It was that time of year again, parties and holiday gatherings, everyone wanting to get in the act somehow. We had hosted a costume party last year, so that left us off the hook for hosting a party this year. Since my wife had several prominent businesses in town, it was expected that we would come to any party we were invited to.

I was a work from-home husband, making small investments and dabbling a little in the stock market. I did pretty well when I first started, and banked the proceeds. Essentially, we were set for life, providing we didn’t get carried away with our spending.

Janice wanted something to do to keep her occupied, which is why she has her businesses. Among her holdings was a beauty salon that was a branch of a national chain. Then we have her woman’s boutique, where she imported a lot of European fashions, ones that were not typically seen in the U.S. A children’s clothing store was her latest acquisition, occupying most of her time as she revamped it to her liking.

The store had a huge unused space that was part of the building. Her idea was to open a daycare there. Her idea was that as the parents came to drop off their children or pick them up, some of them would shop at the clothing store at one time or another. I could see some merit to her idea, so I encouraged her more than I usually did with her other businesses.

We were debating what parties we were going to attend this year, as we consumed the take-out food she had picked up on her way home. I was more than happy to partake of her selections, since she had stopped at the local Mexican restaurant I adored. The food was so good, I was suddenly silent because I was stuffing my face with the goodies.

Party-wise, we had fifteen invitations, ten of which we were required to attend, since they were hosted by close friends or business acquaintances of hers. Unfortunately for us, our costume party was such a hit last year that eight of the gatherings were going to be costume parties this year. They so liked our party last year that they wanted to use the same idea for theirs. They did vary the theme a little to keep from all the parties having the same type of costumes involved.

I left the costume selection up to Janice; my total lack of imagination and willingness to dress differently left me out of the picture entirely. She had quite a bit of fun choosing parts of our costumes. Each day, she would have several bags with her when she made it home. The contents were stashed somewhere, and the few questions I had asked her about the costumes were totally ignored.

The first party ended up getting canceled, the hostess suffering an appendix attack the day before the party. One down and nine more on the schedule. I guess I really didn’t mind the costumes and the party atmosphere. Still, quite a few of the attendees were stuck up, thinking more about their lives and social standing than anything else.

That rubbed me the wrong way. One of the worst was my wife’s sister, although they got along fantastically, her sister and I were like oil and water. If given the chance, she would go out of her way to annoy or embarrass me. I tried to keep my distance from her; unfortunately, she will be an attendee at all of the remaining parties.

The biggest party was scheduled at the end of the week; it was so big that they had rented out the high school gym to have the party at. Janice made sure I would be available the day of the party, since a few things had to be done to me before my costume could be donned. I should have inquired more about her revelation, but I decided whatever it was, I would have to live with it.

Early the next morning, I was shoved out of bed by a giggling Janice, dressed in some sweats, and dragged from the house. A short ride to her salon and pushed in, then back to a private room in the back. Undressed, then slathered in a cream by one of her employees. I was suddenly red, the embarrassment at being seen naked too much for me this early in the day. A little while later, the cream was wiped off, my body hair leaving with the cream.

After the back side was treated the same way, they focused on my hair. Washed and conditioned, then cut in a style, followed by being set in curlers. I looked at Janice skeptically, her smirk the only reaction from her. Letting my hair grow down to my shoulders was perfect for what she had in mind for me today. Once the curlers were all in place, my eyebrows were shaped, my ears pierced, and then some makeup was applied to my face.

The image in the mirror in front of me was no longer masculine, but by the same token, I was not overly feminine in looks. The curlers were removed, my hair was brushed, then placed in curly pigtails, with curly bangs across my forehead, and a few tendrils of loose curls over each ear. The pigtails were secured by the use of tons of ribbon, secured around each bunch of hair, then tied in a bow with the remaining streamers flowing down my back and shoulders.

A robe was slipped over my shoulders, and I was taken to one of her stores a couple of blocks away. When she walked up to her children’s clothing store door, I put on the brakes.

Being naked under the robe with my hair in pigtails left me at a disadvantage. I soon found myself in one of their dressing rooms, the robe removed and goose pimples sprouting all over my body. Janice left me there for a few minutes as she gathered up the other parts of my costume. When she reappeared, the bundle of clothing she was carrying did not look favorable to my wish for a costume I could live with.

She grabbed the first item on top of the pile and approached me, asking me to open my mouth. I saw it was a gag of some sort, debating in my mind if I would succumb to its insertion or put up a fuss. She hesitated for a minute, then pointed to the cuffs now on top of the pile. If I make a fuss, I will indeed be wearing the gag, with other types of restraints added to the mix.

The gag fit tightly behind my teeth, with parts of it encircling my tongue. She used a tool to secure everything, my tongue now trapped securely in its embrace. She did set the cuffs to the side; my reaction to that was one of great relief. I was blindfolded, and a giant scarf was used to accomplish the feat. I felt her playing with my male appendage, with him quickly rising to attention as she touched it. I felt a cool spray, then nothing. I imagine she was still working in that area, but I couldn’t be sure since I could feel nothing down there.

I felt some stockings being rolled up my leg, and secured to something wrapped around my waist. Next was a bra, slipped over my arms and fastened behind my back. I felt her slide my foot into some shoes, the sudden arch of my foot implying heels of some sort. Then a dress slid over my head. There was too much fabric involved here, since I felt like I was swallowed entirely within its embrace. I finally felt my head emerge from all of the fabric; the dress buttoned up my back. Earrings for my new piercings, then some gloves slid over my hands. The glove felt wet, but as slippery as they were, I figured I could easily escape their embrace.

My blindfold was removed, and the image I saw after my eyes adjusted to the light was quite a shock. I was dressed like a young girl, maybe six or seven years old.

I was told to stay there as she had to change into her costume. As she went to her office to change, in walked her sister. I am eyed up immediately, a bigger-than-huge smirk appearing on her face. I was carefully examined, even raising my skirt to see what was under it. I tried to hold it down, but the gloves were getting stiff, hindering my ability to evade her probing.

She stepped away for a few moments, then returned with the handcuffs hanging from her finger. Before I could escape, my hands were captured and secured behind my back. With the gag, I could not holler for help, so I was hopeless.

I moaned quite a bit, the only sound I could make. She went to get her purse, then returned with something in her hand. I was pushed over to a table and lay across it with my hair ribbons secured to the legs of the table on the opposite side. She raised the back of my skirt, sticking a finger in my anus. She wiggled it a little, with me trying to escape her actions. Then I felt something larger being stuck in my ass, then in one push, it was shoved in all the way. I felt a little movement near my groin, the feeling slowly returning to that organ. I felt a click; the intruder she had inserted was now secured to the apparatus around my male appendage. It was severely restricting, my male organ was suffering, and the intruder in my ass pulled hard to the front, causing all kinds of discomfort in my butt.

She released me from the table as she lowered my skirt, helped me to stand up, suggesting that I ignore what she had done, or she would expose me at the party. Janice returned dressed as a Nanny, her low-cut blouse and apron showing off her cleavage and breasts. Her sister and she hugged, then talked about what the party we were headed to was going to be like. I was led from the store to Janice’s car, with me being seated in the back seat.

I almost came out of the car when my butt hit the seat, her intruder being shoved deeper into my backside. That also pulled my male organ back, since the two were attached. I squirmed but was having a hard time lifting my butt off the seat. The gloves she had put on me earlier were now stiff, my fingers unable to move or bend. I finally had to relax, letting my butt fall to the seat, as I was impaled to the hilt. Her sister Beth has been watching me, her bigger-than-normal smile and subsequent smirk quite obvious. Janice had no clue what had been done to me, since my outward appearance had not changed since she dressed me.

It was a long, torturous drive to the high school gym, then the realization I would be trussed up this way until the party was over, almost three hours from now. I was helped out of the car, Beth doing the honors. The smile on her face was huge as she made me slide to the door, then helped me stand up.

My legs were weak, sliding on the seat, doing all kinds of weird things to my intruder and male appendage. I eventually recovered some and was able to walk the remainder of the way to the party.

Since I could not talk, I was kept close to them as they wandered the gym talking to all of their friends. I was introduced as Janice’s sissy, out for a stroll before it was my bedtime. I did make it two hours into the party without any more disasters.   Then Beth came up to me, grabbed my arm, and led me towards the center of the gym. I did my best to resist but found myself next to several others near several mattresses spread out on the floor of the gym.   My fellow subjects were dressed like babies, one of whom dressed as a sissy like me. We were laid down on the mattresses, then made to cuddle each other. I got matched up with the other sissy, our wrists secured together with scarves. I looked around for Janice, hoping she would come and save me from Beth.

No such luck, an hour later, I was still cuddled next to my fellow sissy, who had fallen asleep. I did notice Janice coming my way, hoping that she would remove me from this disaster. She did untie my wrists and led me to her car, the dreaded seat again as I was made to sit, then slide further over. My whole rear end was somewhat numb now, but I still felt it more than I expected.


Back to our house, Beth is coming in for a few minutes. Janice went to change as Beth removed the intruder and did something with the thing around my male organ. I heard several clicks again, letting out a big sigh.

No such luck, an hour later, I was still cuddled next to my fellow sissy, who had fallen asleep. I did notice Janice coming my way, hoping that she would remove me from this disaster. She did untie my wrists and led me to her car, the dreaded seat again as I was made to sit, then slide further over. My whole rear end was somewhat numb now, but I still felt it more than I expected.

Back to our house, Beth is coming in for a few minutes. Janice went to change as Beth removed the intruder and did something with the thing around my male organ. I heard several clicks again, letting out a big sigh.

She kissed me on the lips, then, seeing the tool Janice had used on my gag, picked it up and dropped it into her purse. A sinister smile, and she was gone, as she yelled to Janice that she would see her tomorrow. I drooped my head, screwed again, probably better than Beth has been able to do so in the past.

I was led to the bedroom and helped out of my dress, the heels were removed, and the stockings with them. She checked my little fella, then searched for a key to unlock him from his chastity cage. She muttered about not remembering using a lock, but still went through all her keys searching for one that would work.

Finding nothing that would work, she told me she would get someone to cut the lock off tomorrow. The same was done to my gag; I could tell she was getting frustrated since the tool for it was now missing.

I got a couple of kisses to make it all better, then she went to the kitchen to get me something to drink. When she returned, she had a baby bottle with her. She leaned my head back, opened my lips, and squeezed the liquid into my mouth. It was messy, but I did get something to drink and a little nourishment, also. She had to clean me up, more of it on my face than what had landed in my mouth.

Next was the bathroom, where I was taken to the commode and pushed down on it. Since my cage would not come off, I had to sit to pee. I was handed some toilet paper, but I just held up my hands, stiff and unable to grab a hold of anything. She left to get something from her vanity, but was gone for several minutes. When she returned, she told me that the solvent for the gloves was also missing, wondering what was going on.

She had me spread my feet wider apart and used the toilet paper to wipe for me. She debated finding a pair of panties for me, but decided to get to my play toy; the panties would be in the way.

She lay me in bed, then spooned me from behind, pulling me close to her and holding me tightly. She did woman handle me most of the night, my thingy played with even though he was in a chastity cage, my nipples were rubbed and squeezed, now I had two more spots on my body that were sore and abused. I tried to get her attention the next morning, I had to pee in the worst way, and feared any more delay, and I would wet the bed. Janice woke up and, seeing my distress, took me to the bathroom.

Afterwards, she told me I would be left at the daycare for the day, so that someone could help me when needed. Besides, you can play with the young females since you will be dressed just like them. After putting on her clothes, she dressed me in another frilly dress, minus the stockings and heels. With my hand in hers, she led me out of the house, into the car, and buckled me in. I sure didn’t want to be left in the daycare, but since I could not take care of myself, I saw no other option. I was getting hungry; what I had received in the last twenty-four hours was almost nothing.

I was led into the daycare, and the ladies working there giggled at my appearance. Janice explained what needed to be done, then told the ladies to make sure I got to play with the other girls later. I was led off to another separate room and fed a bottle. Still messy, but it sure hit the spot. Whatever was in it tasted much better than what Janice had fed me last night. Then another lady entered carrying a diaper with her. I tried to backpedal some, but she soon had a hold of my arm, laying me on a table.

She explained that if they could not help me when I needed to go to the bathroom, this would keep me from messing up my pretty dress. I sighed, then allowed her to put the diaper on me. Attired in a diaper, I was laid in a crib and a belt tightened around my waist to keep me from falling out of the crib. The side was left down, since I had to hop up in the crib, I weighed too much to lift. A pacifier was stuck in my mouth, although with the gag, I could not suck on it; she thought I looked cute with it. The ribbon was tied behind me, keeping it secure and not able to fall out. No way for me to get it out, my hands still useless.

I dozed off yesterday, events still quite clear in my mind. At least, when I am asleep, I can tune some of that out. I was awakened with a hand on my thingy, checking to make sure it was still securely locked up. When my eyes focused on who was touching me down there, I saw Beth. Apparently, she had unpinned my diaper; it was lying loose around my body. I panicked, looking around for someone to save me. She leaned closer, kissing me on the nose.

“I just had to come and see you before I left the area. My work is almost done, but still a few things that I need to finish.” She pulled my lips back and squirted something into my mouth. It tasted horrible and was sticky.

“That will glue your teeth to the metal in the gag, assuring that your silence will be permanent. A sissy does not need to talk, to do as she is told. Now, what can we do about that thing in the chastity cage?”

She moved it around a little bit, then, after some contemplation, removed the lock from the cage. Before it had a chance to inflate, she pulled it into a sleeve, then placed the sleeve against a spot on my groin. More of that glue was used to glue the head of my penis to the sleeve, since a portion of it was sticking out of the sleeve. Then she glued the sleeve to my groin, the tip right next to my ass hole. A silicone vagina was pulled out of a bag and glued over everything as she matched the hole in it to my anus, then assured the edges were all smooth and glued down.

She whispered in my ear that any penetration of my anus will rub against the head of my penis, most likely causing an eruption of that organ. My cum flows out of my new slit. The glue is almost permanent, needing surgical removal to dispose of it. Since your thingy is glued inside the sleeve, that might cause you to permanently lose your favorite play toy.

Now, one last thing, and I will leave you alone. She removed a syringe from her bag and stuck it in my arm, depressing the syringe, filling me with its contents. A big smile appeared, then she explained she had injected me with a slow-release hormone, lasting for several years. Once your secondary female characteristics are formed, I doubt they will vanish when the hormone level subsides.

“Now Janice has a sissy for real, one that will do whatever she wants. If you fail to please her, I am not sure you will be able to find anyone to take care of you. Food and basic bodily functions are now requiring lots of help. You do not have to thank me; it is the least I can do for you. Be good, and I will keep an eye on you from afar. I am sure Janice will not be pleased with what I have done, but somebody had to do it. Give me a kiss and I will be going.”

She leaned over me and kissed my nose again, the tears coming from my eyes running alongside my nose and dripping into my mouth.

One of the gals from the daycare came into the room as Beth walked out. She checked on me, who had hurriedly left the room. I heard some shouting from the other room, the lady telling someone to get a hold of Janice and get her here immediately. I closed my eyes, hoping that all of this was a bad dream.

Unfortunately, when they reopened again, it was no dream. Janice came into my vision, and I reached up with my arms to hold her. She undid the belt holding me to the crib, then encompassed me in a giant hug. I was hugged hard, feeling her tears dripping on my face. We stayed like that for quite some time; the feeling of being loved meant so much to me. As I calmed down, she appraised my body to see what changes had been made to me. Then I saw her reach to the end of the crib and pull down a note that had been left for her.

She read the note, keeping one hand on my body so that I would not feel alone. She must have re-read the note several times since she seemed to take forever. Lots more tears were shed by her, as she grabbed me again and hugged me extra hard. She never read me what was on the note; I presumed Beth told her what she had done to me. Almost all of them are most likely permanent, leaving me helpless to even make it to the next day.

Things changed that day, from that day forward, I was never left alone for even one minute, someone or Janice to look after me and my needs. The only thing Janice could reverse was the gloves that got stiff on my hand. With a new bottle of solvent, the gloves slid off, leaving me able to bend my fingers once again. That was curtailed somewhat when I received extensions on my fingernails, but they were so pretty, so I didn’t mind the new restrictions on the use of my fingers.

I never spoke another word, even though Janice found someone who might be able to remove my gag. I shook my head when she told me about the procedure, but I stomped my foot, shaking my head no when she asked if I didn’t want to be able to talk again. Janice found several new play toys that she could use to please me, and with my fingers able to bend again, I managed to get her to scream in ecstasy quite often.

The hormones did their job, my hips filling out and my breast forms replaced by the real thing in a one size larger cup. My skin got softer, my complexion was like porcelain, not a blemish anywhere. Even my lashes lengthened, so I could save on the use of mascara. I felt bad that somebody had to be with me all the time, but I loved being cared for and watched after.

The first Christmas, we received a package from out west. It was addressed to me, so I hurriedly opened it to find a card and a piece of paper attached to it. The card said Merry Christmas, and the attached paper was a new birth certificate in the name I now use. Janice had attempted to get one for me earlier, but was denied every time she tried. I looked it over, then noticed the gender box said female with sissy in parentheses. I had this massive smile on my face, and Beth was keeping an eye on me from afar, which just proved that fact.

Hanna is now a real sissy and loved to bits. I couldn’t be happier. A sissy life, to be loved and treasured forever.

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