Unexpected Outing Part 4 free porn video

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"Unexpected Outing" Part 4. John goes solo. Fiction by Johnny Cumlately When John returned home dressed as a woman after an accident on the moors, he was surprised that his wife, Mary, had locked him in a chastity device but had decided to help him cross dress convincingly. He is about to leave for his first solo weekend. Finally, one Saturday morning he got up early, had a light breakfast and retired to the spare room. It took him two hours to become Gillian. She wore the blue trouser suit. Mary took a quick look and simply said "You'll do!" She did not ask where she was going but demanded to see the contents of the handbag and removed the house key. "I shan't be home until after 7 tomorrow, so don't try to get in until then." She opened the front door for her and watched as Gillian drove away. ................................................. Searching the net for TV friendly accommodation, Gillian had found a small guest house in Blackpool and had booked a room. She drove more carefully than John would have done but she was in no hurry, just very conscious of her transformation. She stopped at a service area for a sandwich and needed to use the toilet. This was the first time as Gillian. Clearly, she should use the ladies, not the gents. There was no problem. It was not busy. She used a stall, washed her hands and checked her makeup and was soon on her way again. However, when she was only a few miles from Blackpool, her worst fears were realised. As she approached a road junction, a car two ahead of her in a line stopped suddenly to turn across the road to go into the side turning. The following car didn't stop in time, hit the first car and pushed it into the path of traffic coming the other way. Gillian stopped in time but the resulting mayhem completely blocked the road. Several motorists got out to give assistance and call the emergency services. Gillian was relieved to see that none of the people involved appeared badly hurt but police and ambulances were soon on the scene. She had no option but to wait for the road to be cleared, which took some time as the police did a lot of measuring and took several photographs. A young policeman approached her car. Gillian had had time to decide how she would react. "Good morning, Madam. As you are obviously a witness, we will need a statement from you. Could I see your licence, please? It's a formality to verify your name and address." Gillian delved in her handbag for the licence which fortunately she had remembered to bring and handed it to the constable. He looked at it, and then at her and back at the licence. "Yes, Constable, that is me. I'm John Robertson." "It's all right Madam, er, Sir. I can see the resemblance. We see lots of things in the course of duty. I'll just make a note of the name and address and get a colleague from York to come and see you on Monday for your statement. Should he ask for Mr Robertson or...?" "Mr Robertson will do fine, thank you." He stood back from her car, winked and said, "I'm sure you'll enjoy your weekend!" The road was eventually cleared, and Gillian found the guest house without difficulty. "Fair Haven" was a large house in a pleasant road on the edge of town about two blocks from the beach. There was a "No vacancies" sign outside. Gillian rang the bell and the door was opened by a well dressed lady of about 50. "Hello, you must be Gillian. I'm Doris Foster. Do please come in. Let me show you straight to your room. I expect you will want to freshen up after your journey." She took Gillian upstairs and ushered her into a spacious room at the front of the house. The decor was obviously feminine with pink drapes with bows with matching bedspread. There was a large single bed and an en-suite bathroom with a large collection of soaps and smellies. "I think you will find everything you want, but do call me if there is anything else needed. Forgive me mentioning it, but I am an experienced make up artist and can provide other, er, personal services for my guests. There is tea in the lounge when you are ready. And I usually bring a morning cup of tea to your room." Gillian wondered what the "other personal services" might be. She unpacked her case and put her clothes neatly in drawers and on hangers, paid a visit to the loo and freshened up her face. Down in the lounge, Mrs Foster introduced her to two "ladies" and poured some tea. "I'd like to introduce Gillian. It's her first visit here." Turning to Gillian she added, "Fiona and Ruby are two of my regulars and will be happy to show you around." They were soon comparing notes and Gillian found their experiences interesting. They were both divorcees who had found themselves living in adjacent apartments. In both cases, their ex- wives had not been able to come to terms with their cross dressing which they were now free to do regularly. They enjoyed each other's company and mutual help. They were both dressed in jeans and tops. Gillian noticed that their ladies jeans looked correct in a way gents would not. The cut was different and they zipped right over left. Soon they were joined by another guest. Gina was immaculately dressed in a blouse and skirt, but her height, over 6 feet, gave a clue to her real gender. She proved to be excellent company with a large store of humorous stories. Later, Gillian could only remember the one about the vicar who liked to cross dress. One Sunday he told his congregation that he would be away the following week and that a visiting woman priest would take the service. The next Sunday no one recognised him in full regalia and a couple of parishioners said how nice it was to have a female priest for a change and how much better the sermon had been than usual! Like Fiona and Ruby, Gina was also a regular visitor and the three of them suggested that Gillian might like to make a fourth on their evening out. They went to a local Bistro where the owner, Angelo, knew them and always found a quiet table at the back of the restaurant. They then told Gillian that they were going on to a TV club in the town of which they were members. Gillian would be welcome as their guest. The club was in a side street with no external sign but there was a bouncer to ensure privacy and safety. He signed them in. There were about 30 members present, mostly TVs but some had partners with them. Members seemed to be all ages and ranged in appearance from obviously butch to totally convincing. Gillian immediately felt comfortable and had no difficulty in joining in the general conversation. There was a short demonstration of how to cope with high heels - something Gillian had so far avoided - but it was mostly just socialising. The bar was strictly non-alcoholic. Next morning, Gillian was awake early and out of bed looking through the window when there was a knock on the door. Doris didn't wait for a reply but came in with a tray. As Gillian turned towards her, she realised that her lovely nightie was virtually see-through and left little to the imagination. "I can see that I may not be able to provide some of my personal service to you. Several of my "ladies" like to wear chastity belts but they do sometimes bring a key! Do you wear it from choice?" Gillian was a bit taken aback. "No, I don't have a key and no, I don't wear it from choice. I always wear it now. It was my wife's decision when she found out that I like to dress up and she keeps the key." Doris put an arm round her. "Oh my dear! You must get very frustrated." Her other hand went down to Gillian's groin and took hold of the CB. Gillian felt herself start to get hard but the plastic cage did its job of restraining the erection. The feeling of a stranger fondling her locked up penis was very erotic. "If you are ever let out of that thing, just come and see your friend Doris." After breakfast, Gillian decided to return home by a rather circuitous route over the moors and called on Mrs Appleby who did a double take when she answered the door. "Hello, my dear! This is a nice surprise. I almost didn't recognise you." She gave Gillian a big hug. "You look super! Come on in. I'll put the kettle on and you can tell me all about what you've been up to." She bustled around in the kitchen and soon appeared with tea and cakes.. "Now I want you to tell me everything. You've obviously been buying some lovely clothes and that make up is very professional." Gillian spent the next half hour telling Betty about how surprised she had been by Mary's reaction when she first got home dressed in Betty's things. About the help from the two girls. About the visit to Manchester and about what she had done that weekend. She also explained that Mary had only agreed on condition that John could only become Gillian for two days each month and must be presentable to pass when she was away. They went on to chat for some time until Gillian said that she must now return home to her drab life as John for another month. "My dear, how I wish my Fred had been half as good at dressing as you have become. We had some lovely evenings at home together, but never ventured out in public. I feel I could go anywhere with you and be proud to have such a good looking and beautifully dressed companion." "Thank you, Betty, that's praise indeed. And just to think that you started it!" Epilogue: A couple of weeks later a parcel arrived from Germany clearly addressed to Mrs Mary Robertson. John didn't dare open it until Mary got home from the shop and she kept him waiting until they had finished their evening meal. Mary's first action when the parcel was opened was to look for the keys which she immediately put in her pocket. They marvelled at the shiny steel of the belt, contrasted with the black rubber edging. Much to his own surprise, John found himself keen to try it on and happily agreed to accompany Mary upstairs to the bathroom where she unlocked his CB3000. The Neosteel seemed a very tight fit but in a few minutes, Mary had clicked the lock and stood back to admire his new smooth front. She agreed that John should wear it alternately with his CB3000 for a few days to allow for his body to adjust to it but it would then become his constant companion! That was over a year ago and now he feels it has become part of him and he wears it 24/7 with only short breaks for hygiene. It works particularly well when he becomes Gillian. Her monthly outings have been a joy. Mary keeps her strictly rationed to once a month but Gillian would love to dress more often. She has been walking with the girls, Wendy and Angie, again and revisited Betty. She has been back to Blackpool three times. Other trips have included TV meetings in London and a TV weekend in a posh country hotel. Mary has fully accepted that John needs to be Gillian from time to time and they remain happily married. Concluded. Fiction by Johnny Cumlately [email protected] September 2008

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Gary's Golf "Outing" Chapter 18- Home Cumming "Shhhh," Kay said to Penny as she unlocked the door to her condo. "We don't want to wake Gary. He'll want to join us in bed. I want you all to myself tonight. Gary can wait until tomorrow night." She locked the door behind them and lit a night light in the living room. They tip-toed past the guest bedroom to the master bedroom. "Shhh," Kay whispered again and carefully peeked in. The room was empty. "He's not here," she whispered again....

4 years ago
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Garys Golf Outing Chapter 19 Shoppinh Shenanigans

Gary's Golf Outing Chapter 19 Kay Cums Home, Shopping Shenanigans Kay's home-cumming was a great start to a great week. Every evening was a variation on the theme that began early Saturday morning, and ended Saturday evening, with Kay sandwiched between me and Penny with me in front with my prick in Kay's pussy and Penny behind with her six inch clitoris in Kay's rosebud. Sunday's bedtime arrangement had Penny sandwiched between Kay, with Penny's clit in Kay's pussy and my 6...

3 years ago
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Garys Golf Outing Chapter 20 House Guest

Gary's Golf Outing Chapter 20 - House Guest "Are you ready for your ass-fucking, my love?" Kay asked when I opened my eyes. "Just as soon as I use the facilities," I responded. "Let me join you," she said. "I want to give myself an enema and I'll give you one, too." I wasn't keen on enemas but, at this point, I was ready to do anything Kay wanted me to do. I never thought I'd say it, but the enema was extremely erotic. Maybe it was because it preceded my first morning...

3 years ago
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Garys Golf Outing Chapter 21 A Good Time Was Had By All

Gary's Golf Outing Chapter 21 - A Good Time Was Had By All I poked Kay's pretty pussy with my prick to wake her up. "What." She said groggily. I said, "I'm ready for my morning fuck." "What time is it?" she asked. "It's 7:15. What difference does it make?" "You have to be at the golf course by 8:30. We won't have time for your morning fuck." "Oh shit. I forgot all about golf. With my prick in your ass all night I couldn't think of anything else except getting your big...

4 years ago
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Garys Golf Outing Chapter 23 Party PreparationsGarys

Gary's Golf Outing - Chapter 23 - Party Preparations Somehow, Kay and Gabrielle left Betty's Boutique unobserved, Gabrielle in her red French maid uniform, red stockings and strappy red high heeled sandals, and Kay in the sexy black bra with her bright red lipstick painted nipples protruding through holes, a black garter belt and panties and black four inch high patent leather pumps. When Kay and Gabrielle got into the car, Kay said, "Can you drive with those shoes on or do you...

3 years ago
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Garys Golf Outing Chapter 24 Brads Big Birthday Bash

Gary's Golf Outing Chapter 24 - Brad's Big Birthday Bash Gabrielle woke up early Saturday morning with morning wood, even though she had spilled a copious amount of cum the night before when Kay fucked her with her squirting dildo. I guess sleeping between two gorgeous girls all night could contribute to that condition. Kay had fucked Heather the night before, too, but, of course, Heather had no visible signs of arousal. "Would you like me to take care of that for you, Honey?" Kay...

3 years ago
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Before Outing Smooth And Rough Sex

Hi All, this will be my first post however not the last depending on the responses I receive from you the readers of our favorite site :). Call me Sandy, physical look wise not a six pack carved body but having a little bulge in the middle with a frame of 5 feet 9.5 inches. Typical Mumbaite with easy going nature working in a MNC as a manager. The incident am gonna narrate took place when I was in Chennai. I was posted there to help set up the new location and new process. Was sent there for...

3 years ago
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A Difficult Outing

A DIFFICULT OUTING By, Salty Lady I was walking down the road in a black, flower print dress. My heals clicked on the pavement. The street lights showing my destroyed makeup. To myself I say. "But I do know what I need to do." THREE DAYS BEFORE Not a good sign when you are talking to yourself, but I was as I walked back to my dorm. "Twenty-four years old and I'm living in a fucking dorm full of eighteen-year-olds. I'm an average guy. I'm average height and average build, with...

3 years ago
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The AtonementChapter 4 The Outing

Barbara stood staring at the outfit she had purchased for today's shopping trip with Cheryl. The black leather mini-skirt looked like it belonged on a 12 year-old, not a woman her age who was the mother of two. When she tried it on at the store, she had to buy a smaller size just to get the effect of 'barely covering your ass' that Cheryl had directed her to buy. It did barely cover her ass. If she were to bend over or reach for anything, the skirt rode up and exposed everything worth...

3 years ago
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Unexpected Restroom Lust 8211 Part 2 8211 The Fuck Part

Hi this is Arjun again for ISS. This is my second story for ISS. To get to know a little about myself and to know what happened before this story PLS check out the previous story “Unexpected Restroom lust”. The previous story had a few spelling mistakes and I think this will too :P. Pls bear with me. This story is a continuation of my first sexperience with my college mate JananiPriya, that too in our college restroom. Weird place to have sex isn’t it. So, with no time to waste; ill start the...

4 years ago
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Unexpected Fun After A Ball Party

Hi, this is my first story at ISS. I have been a regular reader of sex stories over here and at last thought to pen down my real experiences. This is my first experience which I am writing here. I am not a descriptive writer so Please forgive me for my mistakes. Fair comments will encourage me to further share my other experiences in a better way. You can send your feedback on my mail address at I m raj at present 32 years of age, highly educated,well mannered, suave and articulate . I stand...

4 years ago
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Unexpected Sexperience With Unexpected Woman

Hello dear readers… Hope you are ready to be aroused by my new unexpected yet wonderful experience. Not delaying any more… here I start my experience :) I am a male bdw ;) and I am staying with my friends in a house. As many guys have that anxiety about woman and their hidden treasures, I was also curious about them and always wanted to have some fun with woman but never got a chance. So… why am I writing this post? It’s because every one is given a fair chance, I also got mine and that too in...

2 years ago
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A jolly girls outing

I get a call from Lisa“What have you got planned this Saturday”“Nothing really, was going to my mums, but apart from that nothing special…Why?” I asked“I have an idea, I think you will like….are you up for it then”Thinking about our previous encounters I was getting slightly damp in the crotch as she spoke“Yes…Alright then…what time” Lisa paused while she sounded like she was looking through something“About 8am…Is that good”I thought about what she might have planned“Yes…that’s great…are you...

2 years ago
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I am Me an Outing

"I am Me!" "A Night Out" By Anna Feie What can I say, I am Me! That's right, I am an older gal of indeterminate age. I have always felt that I am special - not better than someone else, but special in self. I had a normal childhood, grew up running wild. I spent the school years being a invisible student and the summers working outdoors for my parents or playing in the hundreds of acres of forest, waters, hills and dales surrounding my home. Events took a hand in my rearing. ...

2 years ago
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Unexpected Visitor3

Chapter 1 It was after ten o'clock on a gloomy January night. There was a cold rain falling, and it was being driven by a stiff wind. It was a good night to stay in. I was sitting in front of my computer about to finish my data entry assignments for the night. I thought I would read a porn story or two after that. The only light I had on in the house was the one on my desk. Suddenly, I was startled by a knock on my door. Being naturally suspicious of such unexpected visitors at...

3 years ago
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Unexpected Kinky Birthday Party

Hello readers. Handshake to boys and boobs shake to girls. The story is a half-fiction and half-real, written for kinky and hardcore sex lovers. Relax and hands inside underwear now! I’m a 25 year old Software professional leading a healthy (I mean boring) life. I never had a girlfriend and led a lonely life nearly entire life. Although family life was nice, that desire to have a girlfriend was always there. Many might disagree but I feel a guy needs a girlfriend or at least a close friend who...

1 year ago
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Unexpected Titty

Reddit Unexpected Titty, aka r/UnexpectedTitty! Sometimes, we are lucky enough to be present during something unexpectedly hot, and that is basically what r/unexpectedtitty/ is all about. I think the name of the subreddit pretty much says it all, and you can expect a lot of unexpected titties or so to speak. With just a bit browsing, I am sure that you will get the gist of what r/unexpectedtitty/ is all about.Now, keep in mind that Reddit.com is a free website, and there are loads of NSFW...

Reddit NSFW List
2 years ago
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Unexpected Desire

To understand how totally unexpected the event of several months ago was, knowing my history, well my sexual history, is helpful. I am a twenty-four year old lesbian. Well, at least I was a lesbian, but now I'm probably bi. The change in sexual orientation is what this story is about. I learned I was attracted to girls when I first turned sixteen and began exploring the secret world of sex in high school. Earlier, I didn't think much about the subject, and it wasn't a topic at home. Some of...

Lesbian
2 years ago
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Unexpected Night With My Best Friend

Hey this is Dhruv. This is my first sex experience which I want to share with u guys. This experience and situation was completely unexpected. Its with my best friend Tina. Tina and me are best friends from childhood.. but one unexpected night got us together physically too.. Coming to info about me I am a boy age 21, and I am studying.. and good looking. My best friend Tina is my childhood friend. Both of us played together, shared everything..but never had such feelings of getting physical....

4 years ago
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Unexpected Sex Experience With Lustful Neighbor

Hi friends… Gary from Calcutta. Thanks to ISS for publishing all my previous stories and the wonderful responses from the readers. I have been blessed amazingly in matters of love and sex, especially in last 3 years after coming to Calcutta. For those who are reading my escapade for the first time, I am a 34 year old guy with lots of sex drive. I love to keep myself fit by regularly gymming, and various sports. And being a part of a high end residential society, get many chances to interact...

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