Ladyboys Moving to Thailand and my first Ladyboy
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Downstairs I was delighted to find a message at the main desk from my old football owners here in town that they would be delighted to join us for dinner tonight, along with a few friends. They had suggested an excellent Italian restaurant, one of the best on the downtown side of North Beach and I called them back to confirm that we would be there.
Also, in a message that was too delicate to be left with the hotel staff, I was told that they were looking forward to meeting my slave girl in training, and perhaps even broadening her horizons a little bit ... well maybe a lot. It seems that this was one of their party weekends and I was invited to bring my new girl along to watch the professionals in action on Saturday at their mansion on Pacific Heights.
Well, I did warn her that things could get ugly.
As I mentioned earlier, my old bosses here in San Francisco, especially the owners of the team Rick and Pat, and their college friend and General Manager of the club Doug McAllister, were all a rather kinky lot and very active in the local B&D/S&M community. Rick handled all of the ownership duties of the franchise and his Pat handled the charity events of the team. Her photo was often in the society pages of both newspapers, but no one knew that for her 'day job', Pat was one of the top professional dominatrix's in the city, with a client book full of names of the rich and famous. Once she had been a Doctor of Psychology, but now her practice was of a rather different sort.
About once a month, Rick and Pat hosted a 'play party' at their mansion where just about anything went on. I'd been a few times in the past and had admittedly had a bit of fun, but I just hadn't found the right partner to make it a lot of fun. I wasn't quite as confident then and wasn't really a very good Master figure. Now, I was fairly sure that I could do a much better job, especially with my current slave girl.
Today's fun was going to be a bit more casual. We would start with a drive around the city with stops at all of the better hilltop vantage points, Mt. Sutro, Bernal Heights, Coit Tower, etcetera. Then visits to the Presidio, Fort Point, Baker Beach, Seal Rock and then the zoo. Everywhere we went, Margot was a subject of considerable interest, dressed in her corset and short skirt.
She was wet, cold and soon rather miserable. No raincoat for her today. The life of a disobedient slave girl is an uncomfortable one, I reminded her.
With the wet and cold, we nearly had Baker Beach, the cities best 'clothing optional' beach all to ourselves. Still, out of principle, I ordered her to strip for the relatively short naked walk on her leash from the parking area to the frontal beach view of the Golden Gate Bridge. Well, at least a few folks got to enjoy the view along with me. She wasn't as appreciative.
I toweled her off and redressed her and then fed her lunch at Cliff House, which slightly improved her mood. After another short walk on the beach further south near Taraval (I've always liked the old WW-II beach bunkers there), we enjoyed an afternoon at the zoo before we returned to the hotel to shower and get ready for dinner. Margot needed a long hot shower to warm up after a long day in the drizzling cold while being rather underdressed.
For her dinner attire, a one-piece black leather corset dress plus a pair of seven inch spiked heel 'Ballet' boots that required her to walk on tip-toes more than suited our needs for her introduction to my old friends. Some other diners might gawk, but her outfit was relatively understated and suitable, despite being terribly sexy and provocative. It took me a while to dress and lace her up and we were nearly late getting out the door because she was having definite trouble walking in her new boots, but the way they made her ass swing was worth every minute of the trouble. I was having so much fun watching her that we barely made it to the restaurant on time.
To say that Rick and Pat took to Margot at first sight would be an understatement. Pat nearly immediately demanded to switch seats with our old fetish friend Garth and his longtime girlfriend (and submissive) Linda, just so that she could sit next to Margot and help me feed her. I should have started to worry right about then. She was looking at my helpless slave girl the exact same way that a dog looks at a steak. When Pat gets an idea into her head, it's there to stay and she'll stampede forward no matter what obstacle gets into her way. Clearly, Pat was itching to get her hands ... or her whip, on my hapless charge.
We were all, about twenty of us, piled into a private dining room so the abuse of Margot actually could have gotten rather severe. On the other hand, nearly everyone (except for Pat) wanted to talk football and that is what we did for hours, racking up a wine bill for two full cases of some rather tasty but horrifically expensive Northern Italian Cabernet's that we were guzzling down like mineral water. Pat was even pouring the stuff down Margot as if she were trying to put out a fire. After awhile, I'm not sure if she noticed that her corset top had become 'adjusted' so that her breasts were now fully hanging out, lovely nipples and all.
Pat's doing of course, but I had to admit I was admiring the view.
When Margot needed a bathroom trip, Pat snatched up her leash and speedily marched off to the ladies room almost before I could stop her to give her a few necessary instructions.
'Damn it Pat, take it slow and careful with this one! She a temporary loan and not a long-term project either of us can mold to suit our whims! I need to return her in a couple of days in more or less in the same condition I received her. As far as I know, she's a virgin and it's not my responsibility to correct that problem at the moment, or introduce her to lesbian watersports. So don't do anything exotic, and that definitely includes your usual messy bathroom fun. Just let her piss, and make sure she does her Kegel exercises — that's all!"
Still, simple instructions notwithstanding, they didn't return to the table for nearly forty-five minutes. I was about to send a rescue party after Margot when they finally returned, both appeared in about the same condition in which they'd left.
"Your slave's Kegel's were extremely sloppy and irregular." Pat announced, with a good bit of satisfaction. "So I had to explain and then show her, repeatedly, how they were to be properly done. You should never accept any form of sloppiness in a slave, especially when they piss!"
"So, by properly 'explaining and showing her', you actually mean you stripped the wench naked at your feet and then firmly ground her face to within an inch of your hairless and massively pierced and tattooed cunt and then pissed to within a millimeter of her nose and mouth?"
"More or less. I've got extremely well controlled bladder muscles, so I didn't splash her ... well not much anyway. She soon got the right idea of how I expected it done. I warned her the next time she didn't clamp off her flow firmly that I was going to make her drink every drop of mine. Fear makes for a very productive teacher sometimes!" Pat giggled.
"Besides," She added, "I wanted to give her a good bit of my mind. I deal with fancy rich cunts like her nearly everyday that pay me a fortune to drink my piss like it's the finest champagne and eagerly beg for the caress of my whip. I told your girl that I could read her like an open book; I've seen hundreds just like her. I warned her that she would continue to fuck up her life repeatedly until she admitted to herself that she needed a strong Master or Mistress to obey and kneel before their feet. She's given the orders most of her life, but she won't find a day's happiness until she find someone that can order her about. She knows this already, but hasn't come to accept it yet. She's a stubborn one, maybe she never will get it and she'll make everyone's life a living hell. I just encouraged her to pull her head out of her ass and told her that if she didn't get her shit straight then eventually someday she would be paying me, or someone like me, for our professional services."
"Ah, the things that women talk about when they're alone in the ladies room. Us guys have always wondered!" It wasn't much of a retort, but I wasn't sure I wanted to hear any more of the technical details.
If I thought that the evening was over once the dinner had finished up and the horrific restaurant tab was paid, I was surprisingly mistaken. Pat grabbed my arm, and Margot's leash, and announced that the party was moving down to lower Broadway, to make a full tour of the district of live-sex clubs. Now New Orleans has a seedy underside with some of this sort of thing, but our former LSU coed had undoubtedly never seen this sort of uninhibited wildness before.
The highlight was a little club off on a side street called 'Toots', which featured an astonishingly talented (and flexible) gal called Toots in her early forties and who was the co-owner of the joint. She was an exhibitionist extraordinaire who used and abused an extraordinary collection of sex toys, some of which were of gargantuan proportions.
She started off by demonstrating how she could completely deep throat and increasingly large selection of lighted dildoes, up to and including the final monstrous twenty-four inch one straight down into her stomach. Then she began to fill her other orifices with other suitable and increasingly large objects.
Finally, near the end of the show, she requested the assistance of a volunteer, and we volunteered Margot ... enthusiastically. Moments later, Margot was on the stage and somehow assisting Toots at inserting a huge butt plug that looked like it was larger than my thigh. How she managed to take it I'll never now. Then, after it was fully inserted and shown to the applauding audience, Margot was make to assist in taking the object out, to our further applause.
When a beaming Toots asked the audience if her able assistant ought to be rewarded or not, we all stood and cheered. Poor Margot had the proverbial deer in the headlights look and was standing there in shock, but before she had a clue what was going on, her leather dress was at her feet and she was nude before a live audience, mostly of strangers.
Toots had her frightened captive well in hand. She called for the "Comfy Chair" and a padded body harness apparatus was lowered from above the stage. Carefully placing Margot's feet and hands inside, the harness was raised up lifting Margot from the stage a few feet. The webbing of the harness was fleece padded for comfort, but also firm enough to keep Margot's legs spread in a very wide 'V' pattern that also tilted her back so that her cunt and ass were fully displayed to the audience.
Now, with a virgin clean canvas for the artist to work with, Toots began to play Margot's innocent body like a concert violinist. She applied baby oil and other lubricants all over Margot's body slowly and sensually, then she began inserting smaller dildoes and butt plugs, slowly and erotically. Nipples were teased with feathers and then clamps, and the toys started to become larger and more forcefully applied. Margot had a loud orgasm but Toots wasn't done with her yet and she brought her stage captive off to two more screaming orgasms, once with her fingers and the other with the help of a large vibrator.
With her captive exhausted and limp, Toots concluded the show and let us release and redress Margot, who was a happy but whimpering near boneless heap. Apparently Pat, Sam and Toots were old friends and they were chatting away merrily on stage while I redressed Margot. I took the vibrator out, but Toots told me to keep the butt plug that was still inside her. It was an old favorite of hers that she was delighted to give away to make someone else's life happier. Besides, she joked; her current favorite plugs were all much larger nowadays.
I was tempted by the offer of some late night dancing at a new local fetish club I'd never been to, but Margot was all worn out. I declined and we caught a cab back to the Fairmont. Still in a bit of a daze, I helped Margot get undressed and I put her to bed, nude but still wearing her butt plug. It looked good in her and since it was only barely smaller in circumference than my cock, I thought it would be an excellent part of her training.
Sadly, I was already beginning to resent that I only had a few more days to spend with her. I was beginning to think of her as 'my' slave and not just an object to be used and humiliated.
I didn't sleep all that well that night. I was having trouble turning my brain off so that I could sleep and it just looped on me most of the night. I got a few hours of rest but I was wide awake at about 5 a.m. when I heard Margot opening my bedroom door and felt her snuggling up on top of the covers next to me, still nude.
Oh, the dilemma. I ought to have pulled off the covers and invited her to join me. We could have talked, snuggled, maybe even fooled around a bit. In fact the odds were next to unanimous that once she was under the bed sheets pressed nude against me, we wouldn't have managed any talking at all and done some other more interesting things instead, like finding out how tight her cunt was after last nights workout and if my cock was indeed now a near perfect fit inside her ass.
We'll never know. I chickened out and pretended I was still asleep. Yeah, this was a pretty stupid decision, but if I had had sex with her that would have changed our entire current slave-master relationship. We'd have had some fun, probably a lot of it, but I'd still have to send her home late Monday night and then there would be an empty lonely place left inside us both. Maybe we could work some sort of relationship out, but I somehow doubted it. Some very stupid but persistent voice in the back of my head was telling me that she wasn't ready for this sort of bond right now. Later maybe, but not now.
Damn killjoy ... the problem was I knew that my little voice was right. She was still one seriously messed up young woman, albeit now highly stimulated and aroused from being exposed to some interesting and rather peculiar new philosophies, and a world of fetishes that she'd never even heard, read or dreamed about. She needed time ... and I really needed sleep. I think I eventually got some just around 6 a.m.
I reawoke rather later in the morning and my resident suite guest was rather annoyed with me. She was hungry; but not quite starving enough to actually directly prod me awake. Instead she played the more subtle routine of being rather loudly restless upon my bed, rolling over and making loud sighs of boredom.
Note to self: always gag and tie your helpless slave girls up securely at night no matter how tired you are or how well-behaved she had otherwise been. Especially if you want to have a night (and late morning) of restful sleep.
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Note : This story is completely fictional!In nineteen forty six Thelma Lou Anderson was married with three kids. Linda was the oldest. She was sixteen. Guy and George was ten and Guy seven. Thelma owned a beauty shop in Kansas City. She suspected her husband Lawerance was cheating on her again. She followed him one day when he thought she was at work and saw him go into a house. A woman opened the door and he went in. That was all the proof she needed. She went home and packed her suitcase and...
IncestThelma was 22 and like all of the young women at that time was still living at home with me and our parents in rural Kent; even though she had a good job in local Department Store. I was 15 and had just left school. The summer of 1965 was particularly fine so it wasn’t uncommon for me to sit around our secluded garden reading a Detective novel when my parents were at work. The difference today was that Thelma was on the first day of her annual holidays and had joined me wearing a very...
Ethel hung by her wrists while Harry and Rob left to get some rest. She nodded off from time to time but the fog of her mind cleared she realized that other than when they punched her she actually enjoyed the way they that fucked her so hard and so brutally. She enjoyed the helpless feeling as they ravaged her body. She believed that she could talk to the two men and they would release her without too much more abuse. She was wrong.As Harry and Rob drove back out to the warehouse they talked...
Ethel hated her name. She was born during the tenure of I Love Lucy. The beloved Ethel Mertz from the television show was the bane of the real life Ethel's existence. There were the jokes about her having to marry Fred. There was only one Fred in her high school class. He wasn't her type; not even if he was the last man on earth. Ethel was every bit the epitome of her name. At five feet even her looks, dress and vocabulary mimicked the character she despised. Although she fought to break the...
Ethel's Pa was telling a story. "A man comes into the garage wanting a new horn for his Dodge. The old bulb was torn. Well, we have horns; but they don't fit his brackets..." "What did he want with a horn?" Ma asked. "Dodge cars don't need them. They have 'Dodge, Brothers' written clearly on the front." "Oh, Nellie," Pa said, but -- at least -- he dropped the story. Ethel couldn't decide which was worse, Ma's jokes or Pa's stories. Pa was fascinated by anything mechanical,...
Damn Katherine and her classy fashion sense... Once again my Mother-in-law had a new skirt suit which would work for brunch, mother-of-the-bride or some other fancy occasion, it was simply lovely. Tonight was one of those other occasions. The suit was perfect for the work awards dinner that my wife Veronica has dragged me too. Katherine, on the other hand, who was looking just so, was all too happy to attend. Katherine's suit is simply irresistible to me. The color, the style,...
Farber, Underwood, Carruthers, Kinshaw, Young, Oswald, Updike is its city's first openly transgendered firm. Follow the lives of its partners, associates, staff and clients. Today we learn the history of one of its members. GLADYS By Eugene Webber "Have you called the agency, Heloise?" John Farber asked his office manager. Heloise Farber, John's sister, older by three years, was taking a week off to visit their parents. Their father had retired eight months earlier and...
Let me say right up front that Gunther was definitely not a young man.I knew he had been around the Santa operation at the North Pole long before I arrived with my bright ideas for cost reduction. I was called in to promote increased toy production by the easily distracted Elves. Those little imps preferred being silly rather than busy little workers focused on their quotas like dedicated employees. As a small-sized human male, I was able to relate easily to the female Elves because they liked...
Fantasy & Sci-Fifrom my supernatural~romantic novel set in Regency England from the diary of Betsy Corning, Darlington, England, September 1815 ~~~~~~~~~~~~~~~~~ I am undone! I have given into temptation and trod the left-hand path. I did not tarry there long, I yet have a semblance of a conscience. But little good will it do me – I will be punished for it sooner or later. But oh, should any ladies read this, perhaps you, at least, will understand what provocation I had endured and grant me some...
When we entered the dining salon, all conversation stopped. I had changed from my travel clothes earlier, but was still in black. Esther was in a peach colored evening gown. As I said before, she was ravishing. Martha and Hatty walked behind us in their evening gowns. It was plain that everyone wondered who this girl was with the Royal Executioner and the Guild Master for companions. Certainly most of the apprentices and the other Guild members had not met, or been introduced to Esther. None...
“Are the statements, that the Lord Executioner made, true?” the Village Chief demanded sternly. “Yes, Un ... Uncle,” the young man finally answered very quietly. “A week in the stocks,” the Village Chief pronounced, “and the same for those two friends of yours.” The Village Chief then turned to me to apologize. “I am sorry I doubted you, Lord Executioner. It would appear that I need to pay closer attention to what is going on with the workers in the fields.” “An excellent idea,” I replied,...
"Language Theresa!" "But Mrs. Bradshaw, I only said..." "Hush Theresa, I will not have such rude vernacular spoken in my boarding house! Also, kindly remove your elbows from the tabletop. More over, the fork was placed on the left side of your plate for a specific reason." Theresa blushed as she looked around at the other five girls, some of them putting on airs. "I never ate before with my left hand Mrs. Bradshaw." "You are a student now in the most prestigious Ladies College in...
An Afternoon With Some Thai LadyboysI spent this afternoon with 6 Thai ladyboys. No, don't go thinking that I tried them out. I didn't. I spent a few hours chatting with them, finding about them, trying to understand what makes them tick and learning about their experiences and the guys who utilise their services.The 6 ladyboys are all with Ladyboy-For-You.com, a ladyboy escort service. We met up in a central Bangkok bar and over a pleasant lunch we chatted about life in general, and...
I was still in a bit of a daze as I followed Diana out of Becky The Brown's office and through the University halls to visit Gladys The Grey. "So what exactly is it that you all do here?" I asked the elusive Diana."You mean Ms. Becky didn't even tell you?" Diana sighed. "Typical. She was in such a hurry to smother you in soggy snatch sauce that she didn't even get to the job description. It's not my place to tell you about things, but I can say that it's important work. You should join with us,...
How many of you get off to fucking ladyboys? Well, if you know what I’m talking about, then you know precisely the kind of sexy people I’m referring to. But for those whose brains are melting at the term of ladyboys, let’s keep it simple for them. A ladyboy is an Asian transsexual. But then again, if you didn’t know that, you probably are not into this kind of porn in the first place!On the other hand, if you are or are curious, allow me to invite you to Hello Ladyboy. This series has been a...
Premium Shemale Porn SitesEsther III ? by: TamarainRubber Even though we knew we were going to be late for Lisa's party, we couldn't keep our hands off each other. For the next hour or so we grabbed each other like wild cats in heat. Her breasts heaving and her lungs gasping for oxygen, Esther still found the energy to warn me not to cum. At some point she did pull my cock out from behind my rubber bloomers and shoved every inch into her mouth. The clothes she had dressed me in only made me harder and,...
The next day I was in full Katherine mode from the moment I unlocked her door. I greeted Sunshine just like Katherine did, using the same tone of voice and gestures. Of course Sunshine reacted just she would with her female owner. As soon as I took her for a short walk and fed her, I went straight to my bedroom, well after the prior day I felt so much more comfortable there, I wanted it to be my bedroom. I took a shower and shaved everything again. I didn't know how I was going to...
Hope you like Esther's latest installment! ESTHER FOUR By TamarainRubber I obediently followed Esther down the long narrow hallway that led into an enormous room filled with the sounds of clinking glasses, soft whispers and a bevy of leather-clad women and men dolled up as maids, rubber babies, and crossdressing sluts like me. Strangely enough (and very much to my pleasure), there was little if any evidence of the S&M parties I had only read about, but never...
The front door opened and again Frank came in, a little less dramatically than the day before but no less intimidating to me as I felt timid and weak dressed in my mother-in-laws things. Frank was half expecting me to be dressed as my normal slouchy male self, ready to put a stop to all this, but he was happy when he saw I didn't have the fortitude to do that. He actually smiled at me, "There's my little wife. That dress looks nice on you." I smiled back not knowing what to do, it...
Caroline dumped her books so loudly on the table that it caused Mike to look up momentarily from his laptop.“Hi, Caroline, I take it the tutorial didn’t go so well?”Caroline slumped onto the chair opposite him.“The pompous bitch basically told me to start again.”“Look I know nothing about art, I don’t even know what I like, but I do know that you know your stuff. Why don’t I get you a drink and we can talk about something else.”As Mike placed the two pints of beer down on the table, Caroline...
Fantasy & Sci-FiEsther sat on the side of the road, freezing, she feared that if she didn't find a place to stay soon, she probably freeze to death.Lately life had been pretty fucked up for Esther, both her parents had die before she could barley talk, and this year she had run away, because her foster parents were abusive.She had no one now, and was stranded on the side of the road. Esther picked herself off of the ground and started walking again, until a huge house came in sight. "Warmth." She said, she was...
"Lady Janice of Sterling" I said. Janice froze, her eyes wide open. It was Saturday morning. We had just finished our breakfast and were reading the paper together. After a second, Janice recited her mantra: I want Paul to be more feminine. I get horny when he is more feminine. The more feminine he is, the more dominant I become. My god, I thought to myself, it worked! Janice paused for a second and closed her eyes. "Janice?" I asked, gently. "Paul!" she said, suddenly opening...