Bob and I met through the internet. Like me, he is a bisexual married guy, who enjoys wearing women's panties and lingerie. He is luckier than I am though, his wife not only accepts his fetish of dressing in sexy undies, she encourages it, and enjoys it with him. That is what set off the chain of events leading to this story.
Well it finally happened. My wife and I have been reading the messages in the cuckold groups and hearing about the experiences of other couples. We have done many of the things talked about as you all know. Watching her have sex with another lover and eating her creampies are my favorite things. I have held her lovers cocks and guided them into her. That is hot. And I have laid under her in a 69, while her lover fucked her doggy style and then licked her while they did it. Of course I couldn’t help but lick his cock at the same time. And we all enjoyed that a lot.
This is a story about the first time I had sex with another
woman. I too am a woman. Judy and I had been friends since we were little girls.
We hung around together, double dated, and shared our experiences
with each other. We had apartments in the same building.
One Saturday I walked down the hall to Judy's place to spend
time with her. Little did I know what would happen that special
afternoon. When I arrived at Judy's apartment I let myself in as
I always do. I walked toward the kitchen and was about to call
My world has collapsed to being one of breathing only and thought, I can feel no sensation other than the air I breath and if my box, crate or whatever it is moving, which it has not as far as I know yet. I am very hot inside this packaged airless box, so much so I feel beads of perspiration trickling down parts of my body already and wonder how long I can survive like this before I dehydrate to death.
Star poured us a glass of wine each as I sat at the dressing table to remove my make-up.
"You did well tonight, fronting up to my brothers and shaming Mother into apologising to you. The most surprising thing for me though was when she apologised to me. I would have bet every penny I have that the only time that would happen was when Hell froze."
"Damn, I could have got all of your money without having to marry you." I giggled.
"Ah! but then I'd have had to marry you to get it back."
Hello, my name is Marcie and I am Valerie’s sissy slave. I do anything Valerie wants me to do. I love her so much even though she makes me do the most disgusting and horrible things. I still love her so much. It wasn’t always like this. It started almost a year ago, right at the beginning of my last year of high school and I had just turned eighteen. I just moved here and started in this school and right away, I knew things were going to be different.
About two weeks had passed since that night. Neither of them
acknowledged it but they both knew that there somethin special happened
that night. A spark. Some Chemistry. They hadn't officially conferred
Boyfriend/Girlfriend status on one another. But in their hearts they
Andrew was a hardworking straight A's university student. He was neither
small nor the owner of an intimidating physical presence. When his
parents offered to pay for part of the tuition he had insisted that he
would pay for college out of his own pocket. After managing to get a
partial scholarship, Andrew had taken to tutoring to cover the rest of
it. This meant that money was always tight. He rented a small studio
apartment and lived there alone.
If I'd known just what was waiting for me in the dining room I would have set off running. Usain Bolt could not have kept up with me (even though I was wearing stilettos), and Mo Farah would have run out of stamina long before me.
" Can't allow screaming, darling. Screaming just makes everyone upset." With those words she had pinched my nostrils closed and slipped a ball gag into my mouth the instant I opened it to take a breath. "Unfortunately, your insistence on shattering the neighbors' tranquility has placed some rather strict limitations on our conversation. Guess we'll have to settle for me asking yes / no questions."
I wait with Maria for well over an hour making small talk with her and finding I actually do like her even with what she has done to me. I see though that Maria is fidgeting more as each minute drags on, I’m guessing she was expecting either Sandra or Mike to have returned by now.
“This is taking longer than usual between them, you wait here I’m going to try and see what is happening”
"It shames me to say it, but it's the rare dominatrix who understands the first thing about spanking. First of all,the subject must be completely helpless and immobilized. The whole point is lost if the sissy senses any hope of escape. For example, you'll try desperately to move out of reach of my little spanker, but you won't succeed. This will create a sense of desperation, even panic, that will make you much more receptive to future training. Secondly, the spanking device must be slender to focus the kinetic energy in order to produce a sharp sting on contract.
I let myself be soothed by Evelyn' s soft voice and tender touch as she finished my haircut. At least I tried to. Such a contrast between her message and the tone of voice she was using to deliver it. And although the promise of being feminized was frightening, I couldn't help but being excited. Picturing myself working in her beauty parlor, my hair and makeup always neat as a pin, a smock worn over my tasteful skirt and blouse... I was already starting to like myself as this girl. So what if the salon patrons knew I was really a sissy?
Evelyn sensed that her proclamation had upset me deeply. I think I was trembling and starting to cry. Her tone changed completely. She put her arm around my shoulders and spoke tenderly. "Come in the kitchen and let's shape this hair a little before your perm tomorrow. It's getting some length but it's not really a girl's haircut. You're scheduled for a long day in the salon tomorrow. If we cut your hair tonight, we can reduce your time in the salon chair a bit.
I listened to her words uncertain that this was really happening. Like I had slipped from a reality where I had been playing an exciting and dangerous game, into an hallucination where everything suddenly was becoming unreal. Agree to be her sissy? Submit to her domination and be trained to behave like a girl? Quit my job and work for her, as a girl, keeping her salon clean? Was any of this really happening?
My heart was pounding when we returned from our little outing to the coffee shop. I had actually done it. Gone in public tricked out in completely female costume. And dozens of people had seen us, but no one looked at me like I was a slideshow exhibit. In fact, I think a group of teenage boys thought I was foxy. This was simultaneously frightening and a real turn on. We returned to Evelyn' s apartment, poured ourselves a glass of wine and collapsed in her living room, giggling like schoolgirls at the audaciousness of our stunt.
When people mention coincidence and fate rest assured someone is pulling the strings and in this case it wasn’t me?
When I suggested Jenny Browning come and stay for a while, whilst she got sorted out, I look back now and know I was manipulated.
When my parents died and I inherited the large rambling house at Cockerfields I did little to change my routines. I still worked; drove the same car, money and possessions never really bothered me. Perhaps that’s why I was a bit of a loner, keeping myself to myself, no extended family to speak of but I wasn’t unhappy.
Josh's hand felt like it was inches from the oversized V-neck Tshirt, but it was miles away. Tiffany had no intention of giving it to him. She had suggested he wait on the party as a 'Chippendale Stripper' only moments before. The remark didn't even get a wail of protest from Josh ... just a more desperate attempt to wrest the garment from their hands. Tiffany handed it to Natasha who stood next to her. Then she said, "You are a bit small for one of those BEEFY Chippendales, aren't ya? Tim's a better fit than you." To Josh this seems like more of the abuse from earlier in the lunch room.
I have been going to my barber and now hair stylist for years, and I have watched his sexuality change over all that time and in my own mind been very open to him about my point of view and the fact I am not judging him as I am heterosexual in all areas but have always believed a person should live like they want to.
It was hard for Josh to bend over and scrub on his hands and knees ... at first. The cutoffs had bent his package back at such an odd angle that he didn't think he'd be able to get low enough to the ground to even start. The throbbing from his nuts was awful and nauseating. They were getting squished hard. The pain was so great that he had just started rubbing the floor a few times, when it seemed that he might have to quit.
Despite all our preparations, I was taken by surprise the night Evelyn said, "The first parties are this weekend. I think it's time for you to be Nancy full-time. " Wasn't this what I had been waiting to hear? Wasn't I disappointed each night when it was time to remove the makeup and the earrings? Then why did the alarms start going off when she announced that I was to be Nancy for days on end? She was saying that I wouldn't be stepping back into my male character. Was I ready for this?
"Do you know who really turns out for Halloween?" Evelyn speaking, of course. "The trans- people. Everybody whose sexual identity doesn't fit neatly into one of only two gender pigeonholes. They're the sweetest people you'll ever meet and they know how to party. And they'll never judge us. We're going to hit a few of their gatherings. We can go as exactly who we are. A dominatrix and the man she's emasculating. A mistress and her sissy. We'll never have to explain that you're not really a girl.
So I started visiting Evelyn in her apartment several evenings each week so she could get me ready for the holiday. On the first night, she took careful measurements of every part of me. And after that, there were new articles of female clothing every time I arrived. I was a little panicked at first, thinking our project was going to be much too expensive for my budget, but she assured me that everything came from thrift stores and really only cost a tiny fraction of what I had imagined.
She used to give me haircuts in her apartment. She owned a beauty parlor and we lived in the same building. Her name was Evelyn. She did the same thing for a few other friends. A few bucks for her off the books and a few bucks saved for me. She didn't charge nearly as much as the barbershops in town. Besides, I positively hated having my hair cut by someone who didn't know me. It always seemed they had different ideas about how I should look. I was much more comfortable letting Evelyn be my barber. No reason to look anywhere else.
My eyes fluttered softly too life, the air around me feeling warm, a half darkness illuminated only by what appeared to be a lamp beside me. My eyes began to search the space in a frantic pace, as I remembered the images that I had right before I had passed out. There was a large dresser in front of me, a vanity set over to my right as well as a pair of doors which likely lead to a walk in closet, and the door to the left that most certainly lead to the rest of the house.
When Natasha came back with what she intended to offer Josh, Kimberly for the first time started to get excited. "That's awesome. He'll look so cute cleaning up in those." She clapped her hands excitedly and reached for a pair of denim cutoffs from Natasha. Tiffany grabbed the shorts before Kimberly could get at them. "Natasha, do you think he'll fit in these?"
The bathroom to a cabin bunkroom came with a toilet, a double sink, a standing shower, and a combination tub/shower. The keg/ice bucket combo was in the standing shower. I had opened the shower door to allow enough light in to see what I was doing, but if I had only kept it closed ... all of the mess would have been in the shower stall. That would have been an easy clean up...run the shower...was away the mess. In fact, I had just rinsed away some the 'spewed brew' in the shower. It was now wet with water not beer.
The driving instructor dropped me off at the main gate of the holiday centre. He commented that I should get as much practice in as I could if I had access to a car and someone who could sit with me. I told him that I didn't think that that would be a problem.
I walked back to the chalet to meet Star.
I found her packing all of our things into bags and cases.
"You can start taking these to your car, we'll have to make more than one trip, but we'll come back in one of Daddy's cars. They have more room."
Her hands dig into my shoulders, rubbing out the tension that has built into the through the day's work. Work, hah, if I could really call it work when I love what it is that I am doing, though not nearly as I love the woman giving me a sensational shoulder massage. I let out a soft sigh as she leans her body into me to get some really good leverage as her fingers work deep into my muscles and feel her soft skin against mine. It is hard to think that two years ago she was the one that saved me...
After Tiffany had given Tim his 'incentive' (a peck on the cheek) to pick up the keg, she had gone to meet with Natasha. Since news of the 'Hotness Rank' had spread amongst the girls, Natasha and Tiffany had delved into their retaliatory project together---PAYBACK. Natasha was a bit of a computer wiz. She had already collected the photos of the boy counselors and had them stored in a file on her iPAD. Natasha had organized the photos into a table and created attributes titles that both she and Tiffany thought would be equally demeaning. 'Best Butt' ... 'Biggest Package' ... 'Handyman' ...
The problem with girls, thought Luke, is that they just won’t co-operate and let you do what you want to do to them. At least, that was his experience with Vicky, and he imagined that it was the same with other girls. Girls should let their boyfriends do whatever they wanted with them was his philosophy. He and Vicky had been ‘an item’, as he put it, for almost seven years, and not once had she allowed him to kiss her properly. Sure, she would let him kiss her on the lips, but tongues? No way!
"It'll be strange to be living back at home again after all of this time living in a chalet."
"It'll be strange living in a house this size, my home is not much bigger than a chalet."
We were talking as Star showed me the way to her rooms in the east wing. Apparently the west wing was purely guest rooms, the main house was where her parents lived and the east wing was where she and her brothers were housed when they were staying..
"Your father said to move our things into your rooms, how many rooms?"
Part four is the trial and sentencing of Colonel Saguro for his war crimes. He is found guilty and sentenced to "Death of Personality" but instead pleas to "Voluntary" conversion which lets her retain her mental skills as well as memory of who she was and who she will be.
This is the first of several parts of the forced transformation of a brilliant but ruthless commander who enjoys abusing women, both ciswomen and transwomen.
Part one is designed to establish what real jerk Kendi Saguro is. Part 2 and 3 also will occur before his capture and just punishment. The backstory to the events is a decades long war between the hyper chauvinistic and ruthless Mathematica Conglomerate of Incorporated Systems against the near single gender matriarchal society of the Glorious Empire of Amazonia,
I count them as I enter the room. Fourteen? So many? Are all enrollment classes so large? Adorable but awkward in their baby doll dresses and makeup. They're also frightened, angry and unpredictable. Dangerous. Their collars are chained together and they're handcuffed, but I'm not taking any chances. I discreetly affirm that all their restraints are properly fastened.
Home alone Mistress (Wife) & Sir (Her BF of 6 years) are out and about visiting, allowing there sissy her monthly 1 day off, time for sissy to sit looking out at the world on a rainy afternoon with my sissy cock uncaged just thinking of the day 5 years & 2 months ago that my life changed forever. Instead of just thinking I decided to put it down in words.
I had decided to drop into a bar just to relax after a hard day in the office. I had been dealing with some fairly influential people and they always cause stress. The only saving part of the whole process was knowing I was in some sexy lingerie with panties and bra matching. Just before I left my office for the night I slipped into the bathroom and changed into a pair of shorts and golf shirt admired myself in my wonderful lingerie and slipped on a pair of summer sandals and headed for the bar.
I was born in a hospital in Denver Colorado and my mother passed away at the same time as my birth, so I never got to know her. I was raised by my father on a ranch just outside Breckenridge, Colorado as an only child.
It didn’t matter to me that we were both naked as we ascended the staircase, hand in hand, to our bedroom. Why should it bother me? Beach was down in the cellar with Alice, my chauffeur had his own cottage elsewhere on my estate, and so there was nobody else in the house to disturb us. I could see, from her pert nipples, that Rachael was still aroused after our session in the cellar, possibly in anticipation of pleasure yet to come, or possibly from seeing Alice humiliated by Beach in exactly the same way that Alistair had humiliated her in his office.
My biggest mistake …..Continued Chapter 3
The next week.
I woke up with a start and realized I had fallen asleep on the sofa after Brooke had dropped me off. My ass still hurt and burned as I had no idea how many times I had been fucked the night before, definitely more than just a few, for some reason my mind had just shut down and my body took over.
Although I’d been turned on at the sight of Rachael’s pussy lips when she was bent over in my erstwhile husband’s office, I had not enjoyed watching him fucking her. But now that we were both naked, I was determined to kiss those delicious lips and enjoy the taste of her sweet pussy while my soon-to-be-feminised husband, Alice, looked on as she suffered the indignity of being face fucked by Beach, my butler. Her muffled cries and gasps as Beach’s cock slid through her ring gag were really turning me on, so much so that I could feel the moisture running from my pussy down my legs.
This actually just happened and I have no idea where it is going, I will keep you informed as it moves forward.
I work from home and as with many of you I enjoy wearing women’s clothes and being as much of a woman as I can but since I am married I have to be careful.
My wife works late some evenings and she visits family several days a month, which is located out of town and those are the times when I can be who I want to be and enjoy an afternoon or night to myself.
Another uneventful day tidying up after holiday makers and I was just about ready to scream.
When Star showed up and we were going to the restaurant I said to her in a low voice "Why are all of the people who come here such muppets, they can't even pick up a spoon from the floor but they can and do go to get another one. Or the ones who put their tray away but leave everything else on the table, sometimes even their own things, like wallets and phones."
Once I was naked and on my knees in front of Lucretia, the process seemed to take on a life of its own. It almost was like I was watching myself as I begged to be made submissive and obedient. As I explained why I should be forced to look and behave as a female. And although I was frightened and weeping uncontrollably, I was at the same time unbelievably excited. The realization settled over me like a shadow that somehow this was exactly what I wanted.
When I thought nothing could possibly make my predicament worse, Lucretia found a way to make it catastrophic. In order to prevent her from releasing the videos that would destroy me, she demanded that I become her sissy servant. Moreover, she insisted I agree to her terms immediately. Any hint of hesitation would be interpreted as a lack of cooperation and I sensed she would take genuine pleasure in publishing those videos. I was left with no choice. Weeping uncontrollably, I stripped off my clothes, knelt in front of her and pleaded, "Please turn me into your obedient sissy, Lucretia.
I have been waiting for this for a long time. My owner away i felt like it was time to make her happy but failed doing so and upset a Mistress in chat room.
After receiving a few bad reports my owner decided it was time to punish me. I was humiliated on her return by showing my new sissy self of to her friends for the first time.
She was not happy with the way I looked they took me out dressed up to get a mani pedi and then off to the mall for a make over and a new dress. The Female clerk behind the counter enjoyed herself a lot I.m sure.