Chrissie The Saga of a Lovestruck Sissy Maid
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Chrissie picked up the post off the doormat after a hard day's work - Monday always seemed a tiring day after the weekend. She dropped it onto the worktop in the kitchen and thought, oh no, not more bills. She took her coat off and put the kettle on to make herself a refreshing cup of tea. The tea soon brewed and she grabbed the post and flicked through the envelopes realising that most of them were just junk mail, then surprisingly she saw a hand written one. It was just addressed to Chrissie,...
All this started almost incidentally at the end of a perfect evening when I was feeling especially wild. It was a beautiful spring night and my wife, Chrissie, and I had gone to a great engagement party for a friend who was marrying for the third time. The pavilion in the park where the party was held was beautiful and romantically lit. Many old friends were there. The band was terrific and we danced until the wee hours, drinking a great deal of expensive champagne. We let the top down on the...
BOOK FIVE "Boss Mommy" Part LCV A stubborn fleck of red polish remained stuck to Rebecca's big toenail, and as I tried to figure out how to remove it without pushing too hard, my mistress's shrill ringtone shattered my concentration. Rebecca answered the phone with a smile. From my position at her feet, I eavesdropped on her t?te-?-t?te. "Hey, Ma. How you doin'? ... that's good. Oh, yeah, she's great ... no, she don't get home from school till about 3 ... yeah, I know, I can't...
"Chrissie" Part XXXVI by c.w. cobblestone My pity party was interrupted by the rattling of the front door, followed by a startled feminine gasp. Rebecca crept into view, her hand covering her mouth. "OMG, Chrissie, what the hell happened?" Through tears, I peered at her from my curled-up position on the living room floor, right where Karl and Randy had left me. A low moan escaped my throat. My angel pouted. "Aw, poor thing. They really did a number on you, huh?" I sobbed...
Perhaps it was sleeping in Tom's bed, in his boat, with his things and his scent around her, or perhaps it was just that it was late and she was tired, physically, mentally and emotionally, but she slept quite well and breakfasted on tea, toast and fruit juice (remembering to turn the gas off when she'd finished, something Tom had drummed into her in the past). Leaving Maldon mid-morning she arrived at Trudy's at mid-day. She was welcomed into the house and surprised by a warm...
They'd moved in the night and Tom was on his back, with Chrissie half on top of him, her breasts squashed against him, her hand on his penis. When she woke, though, she moved her hand away and instead caressed his chest. When Tom surfaced, he was aware of her head near his face, her body pressed against his and her hand gently stroking his chest. She looked up at him. "It's so beautiful sleeping with you like this. I mean, I've slept better the last couple of nights than for ... I don't...
When Chrissie woke in the morning, it took her a noticeable period of time to work out where she was. She felt comfortable and safe, but the scent in her nostrils wasn't Tom's combination of male, simple shampoo and a lingering hint of tar, but feminine, with overtones of cigarette smoke, alcohol and ... apple? The latter was difficult to discern, but Alison was warm and lithe in her arms. She shifted, wanting to get out of bed to relieve herself and Alison stirred and wrapped herself...
"Chrissie" Part XLIII by c.w. cobblestone Ron held the door open, leering at me. As I slipped past him into the garage office lugging a case of transmission fluid, he slapped me on the ass and started pawing my butt-cheeks. "We're gonna have us some fun today, Chrissie. I been a'waitin' a long time for this -- and you can bet your sexy little ass I'm getting my fifty bucks' worth." I had no earthly idea what he was talking about and couldn't ask, since I was forbidden to speak...
Chrissie’s High School ReunionWhen the announcement arrived in the mail notifying Kelly and I that our High School graduating class was organizing a ten year reunion we spent that entire evening discussing the pros and cons of attending. I was fairly certain that I wasn’t interesting in attending but Kelly insisting on listing all the reasons why she felt we should attend.She was interested in going because she wanted to make passes at all the “stuck-up bitches” that pissed her off in high...
Chrissie half woke in the wee small hours, reached for Tom and whimpered when her hand found empty space. Surfacing a little further, she remembered Tom saying he was going; she clasped her hands together in front of her face ... and prayed, feeling as she did so the ring on her finger; comforted, she dropped off to sleep again, fingers of her right hand on the ring. At about the same time, Tom was piloting a barge with about six hundred tons of aggregate on board down the Colne from...
"Chrissie" Part IIIVII by c.w. cobblestone Gina spun me around in the salon chair until I was facing Rebecca. My mistress smiled. "Perfect," she said. "Tight little curls, just like a little doll. And I love them green-and-red tips. All ready for the party. You're an artist, girl." "Well, thanks." Gina waved her hand at the salon floor. "Since he's here already, does he have time to clean up a little? We were pretty busy today and we probably shouldn't wait till the morning to...
"Chrissie" Part XXXIX by c.w. cobblestone My eyes were open but I saw only swirling blackness. My master's voice, on the other hand, was loud and clear, even at a whisper. "Chrissie. Wake up." He nudged me with his toe a second time. "Go to the living room." I dragged myself off the floor and limped after Karl as he strode out of my bedroom. I knew the drill: my master was horny and Rebecca still hadn't recovered from giving birth, so it was going to be up to me to fulfill his...
It takes time to even load the luggage and instruments for an eighty piece orchestra, then to drive two coaches across London to the M25 and south-west to Portsmouth. It should be less than a two hour drive, but that doesn't take into account London and the M25. So the young people ate sandwiches and fruit on the move and arrived in Portsmouth at their hotel mid afternoon. Their programme for Portsmouth included selections from opera including Merry Widow and Butterfly. Incidentally, did...
"Chrissie" Part XL by c.w. cobblestone Gina gave Taylor a smooch before passing her to Katie, who showered the baby with a new batch of kisses while Rebecca looked on with a mommy's proud smile. Katie bounced the giggling infant on her knee. "You are so cuuuuuute, you know that? Little cutie wootie?" While Katie played with the baby, Gina held out her wine glass, which I hurried to refill before resuming my serving post. I watched Katie having fun with Taylor and got caught up in...
Interest in this story appears to have waned, so this is definitely the final part of Book Four, and probably the end of the "Chrissie" saga altogether, unless enough folks want the series to continue. "Chrissie" Part XLIV by c.w. cobblestone Rebecca and Karl both did doubletakes when I stumbled through the front door. My angel covered her mouth with her hand. "OMG, Chrissie, what happened to you?" I had to brace myself against the doorjamb to stay upright. "Um ... it was...
Chrissie, Rene and Charles I’ve told you previously how I met Rene and how he would, with short notice, send Charles, his driver, to call for me and transport me to his estate. The journey to his home was always very secretive. I would travel in a Rolls Royce Silver cloud with darkened windows and often blindfolded. Charles always in the front seat sequestered behind a privacy partition while I sat alone in the rear seat. My instructions as to how I was to dress and behave during the ride were...
Tom was the first up; in grubby jeans and t-shirt he ate a quick breakfast before boarding Reminder to tidy up some loose ends he would normally have dealt with the previous evening. So when Chrissie arrived, having risen, eaten a cooked breakfast and dressed with care, she didn't find him on board 'Peewit', his yacht. It didn't take much effort to deduce where he was and she picked her way across the decks of SBs Wivenhoe and Xylonite to reach Reminder. He looked up from his labours and...
"Chrissie" Part XXXV by c.w. cobblestone Karl winked at me and squeezed his cock. "Mornin' Princess." I served him coffee in bed. "Um, good morning, sir. Good morning, Mrs. Martin." Rebecca blew on her steaming mug. "Good morning, Chrissie. How's your butt?" "Uh, it ... it hurts real bad, Mrs. Martin." Karl scoffed. "Oh, quit your bitching. We seen how much you loved it last night -- fuckin' little sissy." "You squirted everywhere, Chrissie!" my angel snickered. "It...
Chrissie Learns A Harsh Lesson (The Conclusion) My arms were stretched straight up over my head, metal handcuffs circled my wrists and were tied to a metal ring that had been embedded in the ceiling. The rope which was hoisting me up left me suspended from the ceiling in such a mannerthat only the toes of my black 4 inch heels touched the floor. The hard metal of the handcuffs cut into the skin of my wrists and a burning ache traveled through the muscles in my arms and shoulders. I felt...
Okay, a lot of these stories start out with a cliché, it goes something like this: I came home from work and there was a strange car in the driveway. Well shit, it does happen like that a lot. And my story does have some of that in it, but it's just a tad different. It's different because Chrissie loves me, and will do whatever it takes to protect me, no matter what. Maybe I should start at the beginning. Well the recent beginning anyway. My name is Tim Matthews. I work in IT at a mid sized...
Tom woke before dawn. It may have been the piping of the waders poking around in the mud next to his little yacht or the lapping of the rising tide, but that is unlikely. He looked at his watch in the half-light. Ten to five ... or as he thought of it, 'oh four fifty'. He crawled out of the oddly-shaped berth in the fo'c'sle of his small, elderly yacht. ('She may be old, but she's sound and she's mine, ' he'd say.) He pulled on a pair of jeans and some deck-shoes, picked up a towel,...
Chrissie Learns A Harsh Lesson Part 3 On Sunday morning, the day after I'd received the surprise gift of a classic copy of the De Sade book I awokearound 8:30 in the morning with the best of intentions to pack my clothes and be ready to board the dreaded planethat would take me back across the country. When I picked up the book in preparation to packing it away with the rest of my belongs i was overcome with thedesire to phone the bookstore. Perhaps they were open on Sunday, after all what...
Chrissie had not slept well, her rest disturbed by her thoughts whilst awake and her dreams whilst asleep; dreams revisiting her life between the death of her parents and her adoption by the Yeomans. Not the positive parts, not Tom, or Jessica, Dave and Alison; not Amy or John ... but the rapes, the humiliation, being treated as an object, not a person. Once more, she woke with the first light and made her way downstairs to make coffee and toast. Not that she really felt hungry, rather that...
Chapter 17 Chrissie sees Magic Mike again It's difficult making polite conversation with a guy whose wife is quite obviously getting drilled by someone else in the room directly above but I've got firsthand experience being cuckolded and it's happened right before my eyes a few times. Furthermore, the Australian I was sharing a sofa with had married my mother and any man who did that with his eyes wide open would know how unlikely it would be that she would remain faithful....
Goes to College By Gingerfred Man Chapter One - I am Chrissie Ever since I can remember, I wanted to look pretty. My Mom named me Christopher and for a while, we all pretended that I was like other boys. But I wasn't. Mom understood my need to look way prettier than other boys. So from the ages of five to nine, she dressed me in the most lovely boy's things in the world. Pretty colors like lilac and pink and aqua. Short pants with ruffles and lace. Little, white,...
"Chrissie" Part XLII by c.w. cobblestone Twisting to and fro so that I could see my backside in the guest bathroom mirror, I shivered in horror at the dozens of purplish welts covering my buttocks and the backs of my thighs. The entire area throbbed with pain, although it was nothing compared to the sense of betrayal churning my guts. Since giving birth, Rebecca's interactions with others had seemed normal enough, but when it came to me, everything I did pissed her off. I knew it...
A few years ago a friend of mine was suddenly called out of town and asked me if I wouldn’t mind stopping in at his house and feeding his cat while he was away. Since his home was conveniently located on my usual daily route between my condo and current office I figured it would be relatively easy to attend to this simple task for him. I mean what are friends for if you can’t ask them to mildly inconvenience themselves once in awhile. He told me he’d likely only be away for no more than five...
Since all of my clients are referals many of them know each other and in fact some are very close friends. There is a particulargroup of them, four guys to be exact, who arrange a hunting trip each fall. The one guy, Brady, owns some wooded property near the mountains.The property has a semi rustic three bedroom cabin situated on it. I say semi rustic because it does have running water, electricity, and propane heat. The hunting trip is usually a one week affair but a few years ago they could...
Chapter 19 Chrissie gets deballed I am just about to undergo a gonadectomy or more specifically an orchiectomy or, as Kate would simply say, I am getting deballed this evening. On my back on a surgical table with my legs splayed and my feet planted in raised stirrups, at the end of the table I can see the doctor, Kate and Tracie discussing my fate as if I wasn't in the same room. "I want the bottom of his penis to smoothly come out of his skin like it does on the top," Kate said...
In the way of a sailor, Tom was almost instantly awake with the bleep of his alarm, but took a few moments to revel in the presence of the woman he ... yes ... loved, and wanted to spend his life with. Somehow, though, he wasn't ready to ask her for that ultimate commitment despite her apparent willingness to offer it. Gently, he extricated his arm and slid down and out of the bunk. Chrissie made a sort of mewling sound and her hand groped for him, but he was gone. She fought her way to...
"Chrissie," Part XLI by c.w. cobblestone The carpet was covered with dark streaks thanks to Karl, who couldn't be bothered to remove his shoes after he came in from the pouring rain. I gasped when I saw the trail of muddy footprints leading from the front door to the refrigerator to the couch, where he'd apparently kicked off his dirty sneakers and enjoyed a piece of apple pie, judging from the plate he left on the table, which was covered in piecrust crumbs. I'd just returned...
Chrissie, Rene and Jean I hope you’ve enjoyed the stories I’ve already related to you concerning my adventures with Rene. I’ve told you of his insatiable love of S/M and bondage. I’ve also told you a tale of my relationship with Charles, his driver. Now I’d like to relate the details of an encounter with Rene which occurred near the end of our nearly 2 year involvement. Charles and the Rolls Royce Silver Cloud called for me at my condo the same as he had so many times previously. I must point...
Chapter 8 Chrissie Learns to Serve The weekend was a blur as the overdose of hormones rushed through my body. The nurse in the clinic I visit every week obviously had a big envy thing going on with Helen, my doctor and the woman I have devoted myself to. Instead of my normal dose of oestrogen she took advantage of Helen's absence and hiked up the treatment considerably, threatening to report her to the medical board if I ever revealed what she had done to me. I had no choice but to...
When Chrissie awoke on Sunday morning, the euphoria of the previous evening had largely worn off. For eight years she'd successfully sublimated the drives, the needs she'd had when she and Tom had been together, but the brief contact they'd enjoyed (and that was precisely the right word, despite the unsettling nature of the experience) had reawakened her sexuality. As a result, after dressing and breakfast, as the young musicians boarded the coaches on the way to Birmingham, she didn't...
Chrissie Goes To Camp Part 2I dealt the cards and after each guy took his draw and discarded they threw in there cards and Brady had won the first hand with a pair of eights. I leaned back in my chair and extended my right leg upon the table top. Bradyunbuckled the strap of my sandal and slipped it off my foot. before I could retract my leg he wrapped his fingersaround my ankle and proceeded to suck each of my toes in turn. The rest of the guys let out whistles and catcallsand I closed my eyes...
Chapter 18 Chrissie looks forward to getting deballed Kate and I watched the video of Magic Mike in bed later that night or to be more accurate, Kate watched the video on her laptop while I licked her well used pussy. I could sense that she was having a hormonal rush at the same time my careful attention brought her to an orgasm. It is strange having a relationship with a woman I'll never be able to have sex with, particularly when sex is her livelihood. I know Kate has been a...
"Chrissie" Part IIIVIII by c.w. cobblestone Karl must've done 120mph on the way to the hospital while I sat with Rebecca in the backseat, holding her hand and trying to calm her down. My angel wasn't very nice to me during her contractions, at one point digging her nails in my arm and screaming, "Shut up, what does a sissy like you know about making babies?" After I reminded her to use the breathing exercises she'd been practicing for months. But I knew she wasn't in her right mind,...
One of my oldest and wealthiest clients is a foreign born gentleman I'll refer to as Julian. I don't see Julian as often as some of my other clients but always look forward to a session with him. I think the reason I so enjoy my time with Julian is because I never know what to expect from him. Whenever his assistant contacts me to appraise meof one of his impending visits my mind goes into overdrive. A visit from Julian is always interesting, always exciting and certainlynever dull. Julian...
Chapter 15 Chrissie's naughty day at the beach I woke up at 8:00 am with mommy in my arms, feeling the strong rush of the hormones Tracie had injected into my pert behind yesterday. I carefully extricated myself from mommy's embrace and went downstairs barefoot and made myself a cup of coffee in the kitchen. It was Sunday and we had the day off from working in Derek's brothel and the sunlight streaming through the windows made me want to get mommy up and outside as soon as possible...
My name is - or would I rather say "was" - Robbert Wallcot. Robbie for my friends. I was a good-looking boy of 23 years old, about 1.70 m height and some 75 kg of weight. This is my story. I woke up, groggy and with a heavy hangover from last night? While I slowly regained my consciousness, I noticed - to my horror - that I was stark naked. I vaguely remembered drinking in a local tavern with a group of boys and girls, who were having a good time. I was on a holiday trip...
ChrissieHaving received the invitation and tickets. You board the plane. It's a long flight so you have come prepared. Long flowing dress, stockings, no underwear, and reading material. An overnight bag full of essentials and a few nonessentials. The pain killers you took are working fine but they have reacted with the other little pill you took that arrived with your tickets. You feel lovely, all warm and floaty and slightly sleepy. But the strange thing is – you love everyone.Your club class...
Chapter 3Chrissie Remembers MommyI awoke on Saturday morning drenched in sweat from the hot flashes I hadbeen having all through the night. The strange erotic dreams I had aboutmy mother, Rob, Alex, Helen and Heidi were still hovering barely beneathmy consciousness. It was 7:00 am and Heidi was still asleep next to me inour bed. I quietly slipped from under the covers, grabbed my robe andwent to the bathroom. I looked at myself in the mirror and learned lessonone about makeup: wash it off...
Chapter 3 Chrissie Remembers Mommy I awoke on Saturday morning drenched in sweat from the hot flashes I had been having all through the night. The strange erotic dreams I had about my mother, Rob, Alex, Helen and Heidi were still hovering barely beneath my consciousness. It was 7:00 am and Heidi was still asleep next to me in our bed. I quietly slipped from under the covers, grabbed my robe and went to the bathroom. I looked at myself in the mirror and learned lesson one about...
Chapter 10 Chrissie licks mommy clean again and again My mother called out to me as she entered Helen's apartment through the front door, which I was not allowed to use. I was consigned to the service entrance at the back of the apartment, as most servants were in Victorian England. In the 21st century it was rare to have a maid in London, let alone an indentured sissy maid that, not only waited on her mistress hand and foot, but worked during the daytime as a t-girl prostitute for...
Chapter 14 Chrissie Gets Some Payback It was late Saturday afternoon when we finally arrived home. Mommy was in a wicked state of sexual bliss brought on by the humiliating session she had forced me to go through with a professional mistress. Her beautiful face was flushed with desire. Mommy had grown to love putting me through degrading experience after experience but this time she had gone way over the edge. I had been forced to service over two dozen faceless men in a filthy...
Chapter 20 Chrissie hears wedding bells It's been six months after I first started working in the brothel with Kate and mommy and I've made friends with most of the girls who work there and, more importantly, they are starting to think of me as a she instead of a he. I think getting castrated was the best thing for me. It boosted my confidence in my appearance and took away all vestiges of my manhood. I do have a little penis but I don't think it detracts from my appearance at all....
Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...
The White Sissy Slave Society: Sold into Sissyhood By Meeah Soo They were standing in a small group, drinking beer, smoking, and laughing. I could hear the rap music thumping aggressively from their boom-box. I could see them watching our car. It was late, well after midnight, and this particular park was no place for a white sissy to be at this hour. I've never been a physically or mentally strong person. I'm very easily intimidated. And there I was in a tiny plaid mini and white...
ChrissieI first met my wife whilst I was on a break in Durban, South Africa fiveyears ago. I was based in Lusaka in the final year of a four yearassignment in Zambia and I needed a week or two in a somewhat normalcountry and found a small but elegant beachside guest house on theinternet and booked in for a week. The owner promised to send herdaughter to meet me at the airport in Durban and drive me to the guesthouse. There was no direct flight from Lusaka to Durban so I had to flyinto...
I run a small investment consulting firm. Very small, actually it's just me. It's really just a cover business for what I really do which is to service my male clients clandestinely.There are an average 20-25 active clients. They are all successful proper business man, many of them you would classify as professionals.They are all referrals and have been carefully screened. Most of the men are straight but just like a girl with "something extra"occasionally. There are also some who I suspect are...
Chrissie – the submissive cumslutI met James and Rob at xhamster and seemed to click straight away. In fact to tell you the truth they turned me on and I’m sure I had the same effect on them. Being submissive when they started telling me what they were going to do to me it turned me on even more so when they said they would arrange to meet in a hotel I was unable to resist.We arranged to meet at 7pm in a hotel in Bristol and Rob had booked a room. They both new I was submissive and the thought...
Chapter 9 Chrissie gets her fix I woke up drenched with sweat as a rush of hormones heated my body to what felt like a boiling point. The sun was up and I could sense it was relatively early. I checked my phone for the time and saw it was 7:00 am. I lay in bed for a few minutes thinking of the events that happened yesterday: my first day as a t-girl prostitute at Derek's brothel in Mayfair and the package of my new maid's outfits that I picked up from John Lewis and the new rules...
Chapter 13 Chrissie gets spunked As mommy and I walked down the street, arm in arm, on a sunny August Saturday afternoon in London I felt happier than I had been in years. I was 30 years old, had a pair of tits to rival my mother and we were both dressed to kill; in above the knee skirts, heels and silk blouses. Underneath we had matching bras and panties and natural coloured hold ups. We caught the glances of virtually every alpha male on the streets. Mommy is 55 and looks a decade...
Chapter 16 Chrissie & Kate It was the end of our first day of the working week and mommy and I sneaked into one of the empty rooms, locked the door and climbed on the bed. She lewdly spread her legs allowing me to lick her pussy clean, savouring the scent of her juices and the remnants of the many men who had been inside her. She let me tease her clit briefly but was too sensitive to let me carry her to a climax. After I was finished I wiped my lips with my hand and looked down...
So by this time I was a sissy with two lovers Peter and David the brothers next door. They were quiet different from each other, Peter tended to be the gentler of the two. When he fucked me, he would carress my sissy body, lick my nipples and toy with my boi clitty. When we had the house to ourselves we would make a date out of it. We would kiss on the couch and explore each others bodies, he would take me upstairs to the bedroom, I wouold suck his fabulous cock and he would then hike my legs...
Chapter Two - Dominick's Plan I lay there on all fours, butt still gaped open, staring at its picture on his phone. I was getting used to this feeling of shame, embarrassment, and arousal at his objectification and domination of me with each humiliating thing he subjected me to. I didn't know it, but my soft, bare dick was beginning to leak pre-cum. "Here's what's going to happen today, sissy boy. I know you have more girly clothing and shit like that at home. You don't just show up at...
Daniel realized he had been spacing out again. Well, not really spacing out - staring at Dr. Brooks' pretty face. Daniel had never seen a doctor as beautiful as Dr. Brooks. She was young, maybe thirty, but she looked younger. She was pale and tall, as tall as Dan and even taller in heels. She had high, round cheeks, emerald eyes and the straightest, blackest hair you can imagine, flat bangs cut across her brow and the rest pulled back in a high ponytail. She was in a tight blue skirt that...
[heyyyy, I'm really really sorry this took so long, but wow here it is. I didn't expect so many nice reviews on the first part, thank you, it means a lot. And I'm really glad that we're going to be able to have so much fun on this journey together. I promise I'll do my best to keep this story coming but this is way more exhausting than I thought it would be. Please let me know if this length is okay. I'd be able to send them out more often if you prefer them shorter. I wish I had more...