Cross-Dressing

Author's Note: It’s not my first erotic story, but it is my first time posting here. Please let me know what you think, but be gentle with me it’s technically my first time! Chapter 1: Discovery My wife and daughter were going to see my wife’s brother in St. Louis over the Labor Day weekend. They invited me to go along, but I declined. Had it just been the three of us it could have been fun, but I didn’t want to be in the car for over four hours with her mother or sister. That coupled with the fact that they were leaving on a Thursday and having been out of work for the last six weeks, I needed to make some phone calls. ...

He was alone in a carpeted room. White walls, no windows, a single door directly ahead of the chair to which he was bound, a chair that itself had been bolted to the floor. He was naked, apart from the six strap suspender belt and sheer 10 denier black nylons she had cajoled him into donning. His erection was a bar of lead pointing up towards the single white light bulb over head. His wrists were securely behind his back, reams of rope subduing him, the same coil also securing the wrists to the chair itself. His ankles were lashed to each chair leg, and his knees were secured also. More rope was taut around his torso, keeping him securely in place. Last, a two inch ball gag with chin strap. She had forced it deep into his mouth and the buckle bit into the back of his head, whilst the chin strap was so tight that his mouth was forced down around the ball. She had taken particular delight in applying it, moments after a long lingering kiss that had left him wanting so much more. That had been two hours ago; in the interim he had heard her running a bath, soft music a gentle background embrace. One or twice he had heard her on the phone to friends, discussing the normal and the mundane, no indication as to what she done to her husband. Tonight was the culmination of several months since he had learned of her love of bondage and control. To her it was about the visual and the psychological. She had opened up and spoken at length about the sense of empowerment she experienced when he gave himself over to her. For his part she was the answer to every fantasy he had ever dared flirt with, a living manifestation of a women he feared would only exist in his mind. Only he had been wrong; she was the dominatrix he had longed for during those years alone. ...

Andrea shifted slightly on the sofa as her brother stormed through the door. Her eyes darted back and forth from the pages of the book she was reading to the out of breath boy. “Rough Friday, freshman?” “What?” Aaron asked, startled by the question. He had not seen his sister sitting there when he walked in. Quickly, the boy stripped off his lightweight jacket, throwing it over a nearby chair, and began to ascend the staircase leading to the top floor of the house. ...

Part 1 Sandra was a girl who was full of life, never a dull moment but not always at 100 miles an hour. She could party with the best yes but she also liked to push the temperature up in the bedroom as well. I first met Sandra when I booked a dental appointment. I was having some pain with a tooth so thought I would go and get a quick filling and that would be that. I got a late appointment due to a cancellation but when my name was called I went through to the surgery expecting Mr Wilson to be waiting but instead there was Sandra. She looked very sexy in her ‘scrubs’ like outfit and after she had introduced herself and her assistant Liz, I climbed into the chair for my examination. Sandra had short dark hair and ample breasts. She looked as though she visited the gym on a regular basis and as you would expect she had a take me to bed smile, with just perfect film star teeth. ...

Chapter One Serendipity is defined as “the occurrence of events by chance in a happy or beneficial way. So let me tell you about my serendipity event . Two years ago during the summer before my final year in college I worked for a middle aged couple, Helen and David Roth in their commercial real estate business. They owned a couple of strip malls and a fairly large apartment building. Mrs. Roth was the power in their business. She worked the deals while David did the grunt work. Physically she was taller, heavier and I think a few years older than him. But it worked for them. I was hired to organize and digitize all their files. David was usually friendly to me, she on the other hand barley knew I was alive. Fast forward to about 10 weeks ago. I was on line and I Googled “Mature Dominatrix”. OK. That’s what I am into. At least as a fantasy. I live in the middle of nowhere where the closest pro Domme is a couple of hundred miles away. And at that time I doubted I would ever have the nerve to visit such a lady. So imagine the fucking shockwave that went through me when I found an online photo stream featuring Mrs. Roth. At first I thought it was one of those Google things. Maybe someone referred to her as a “Dominatrix of Business” or maybe a less than complimentary comment by an someone she went up against. There were lots of those. The heading on the photo stream said there were well over a thousand pictures. The first fifty or so showed her in her home, dressed in many different outfits. There were a lot more smiles in those pictures than I ever saw in the office. Some with David, some with her puppies. I was about to give up when a series of images of her in various undergarments started to display. Not Vickie’s Secret stuff, more like old style foundation garments. Long leg girdles and sturdy bras. Stuff woman of a certain age would have worn in the fifties. I was fascinated to say the least. And not a little excited. I continued through the pictures. More foundation garments with various see through baby dolls and teddies showing up and then I got to the money shot. Mrs. Helen Roth in knee high, high-heeled black leather boots, black fishnet stockings, a short black leather skirt and a un buttoned white blouse hanging open. She wore no bra, but you couldn’t quite se her nipples on her large tits. She had a lethal looking leather paddle in her hand and I had my dick in mine. The next three picture were her in the same outfit in various poses. But it was the next one that so surprised me that I actually stopped what my hand was doing. This was not a picture of her. It was someone dressed as a fetish French maid. I didn’t really understand it until I read the caption. The maid was David, her husband. ...

Author's Note: My first attempt at a longer story so please feel free to comment. James Miller slipped the black, lacy bra over his head and made sure it was in a comfortable position before grabbing the gel-filled balloons he used to simulate breasts. He stuck one of them over each pectoral and made sure that they weren’t visible. He then slid the dance belt up his shaved legs and tucked his junk under it. It was followed a black, lacy thong that matched the bra. He turned to check himself out in the mirror. His reflection was that of a woman. He had a long blonde wig on over his close cropped hair and had shaved all hair on his chin or beneath his nose. With some black eyeliner and mascara around his blue eyes, rouge on his cheeks, and red lipstick coating his lips, his face almost passed for a woman. As for the body, with no body hair and no fat and the dance belt and balloons, he easily passed for a very gorgeous woman. ...

Author's Note: My first story. My wife and I do a little chastity play and some bondage, but nothing to the level i’ve written this story to! Chapter 1 – Life in Balance Mistress D’s slave awoke as normal with a throbbing pain in his crotch. The plastic prison encasing his cock stifled his erection. His moans were lost in the penis gag that she had locked onto him, penetrating his mouth and throat whilst the thick, padded leather hood completed his sensory isolation. He tried to move but he was bound – arms locked in a single leather arm binder behind him, a collar chained to the radiator on the floor, legs bound by leather straps at his ankles, thighs and knees. He was going nowhere. ...

Author's Note: I hope I have adequately conveyed my wonderful story in my first attempt at publishing. All events contained are true. It seem to be the typical day for Amber as she entered the home of Master. The usual early wake up and long drive down to his house seemed nearly routine though, the last visit was a few months past and the girl was anxious for what was to come. Although, her expectations were not different from any past visit, Amber did not know what was awaiting her. ...

Author's Note: A short story I wrote a while back, hope people enjoy it! I know it could be longer and more detailed, but i quite liked keeping it short. malcom stood outside the bar for a moment composing himself, his nerves were threatening to consume him and ruin what had been months in the making. One of his hands unconsciously fell to his side, tracing the strap of the suspender belt he had been commanded to wear that evening. His instructions from Mistress were clear, go into the bar a 7pm sharpe, find a free table, order a lemonade and wait. With a sigh he walked into the bar and followed Her commands, his cock straining in the plastic chastity cage that had gripped it for the past month, denying him release from the sexual frustration he bore. ...

Author's Note: There aren’t enough male on male stories. I know they are not popular but submitting to a man interests me so I have used some real experiences and some imagined in this story. If you are offended by anal sex then I am sorry. I felt it added something to the events I am about the describe. All comments welcome. Chapter 1 - Online Training I have been interested in bondage games for a long time. It all started when after a long marriage my ex-wife and I were looking for ways to spice up our love life. It was then that I realised that I enjoyed being tied up and controlled. When the divorce happened I was free to start my voyage of discovery. My first attempts were tentative but I did not get any enjoyment from self-bondage. What I wanted was to let myself go totally and let someone control me. ...