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The Advert - by SONIA ===================== (email [email protected] - Please send comments!!!) Ok this story is like all my others .. .. .. a sequence of events that I would love to have happen and I fully accept it is unlikely to ever happen .. .. but if it did - - - bliss! Chapter 1 - The Advert ---------------------- I had been a closet cross dresser for years. I had started wearing my mum's panties, borrowed from the washing, well before I knew about sex. Through my school years my desires never changed but due to lack of opportunity remained furtive and restricted to what I could borrow to wear. Once I had finished school and started work I had taken the first opportunity to move into my own apartment and then I was able to spend more time dressing up. I loved coming home from work and stripping off my male clothes and slipping into a sexy satin bra, panties, suspender belt and stockings and relaxing either just with a see through negligee over or sometimes a skirt and blouse. That was as far as my dressing went. I never went out and never shared my experiences with anyone else, but I so wanted to be able to pass as a girl, to enjoy myself with other girls as their 'equal'. Although I may well not be 'normal' dressing in panties I was not gay. I much preferred the company of girls and had had many affairs and relationships over the years. But I still had a need to dress up! One day I had bought a men's magazine and in the classifieds at the rear I saw an advert that literally took my breath away: Let me transform you into the female side you always dreamt about. Very discreet service. Only one client at a time and run by the understanding wife of a cross dresser. I put the magazine down but kept coming back to it looking at the advert. Dare I make contact? It took almost three weeks to pluck up the courage. I decided to help me go through with making contact I would dress in my sexiest outfit and then make the call. I put on a pair of white satin panties with layers of lace over them, a matching bra and suspender belt and black stockings. I then put on a black mini skirt and white blouse. My heart was beating furiously and I had a drink to steady my nerves. I looked at myself in the mirror and almost cried. I looked like a man in drag but inside I knew my female persona was there. I sat down and picked up the phone. I had read the advert so many times that I knew the number off by heart. I sat there for ten minutes in a state of panic and then plucked up the courage and dialled. The phone rang, was picked up and ... I hung up. I sat there for another ten minutes and tried again ... and as it answered I panicked and hung up again. I literally burst into tears. Two minutes later the phone rang and between sobs I picked it up and answered with a stifled 'hello'. A soft soothing female voice said to me, "Don't hang up, just listen to me. I had your number recorded as having called me and if it truly was a wrong number hang up now but if you phoned in reply to my advert then listen to me." I was entranced and sat there with the phone gripped so tightly I thought I might crush it. "You have not hung up so I assume you phoned me in reply to my advert. My name is Janine. Let me tell you a little about my situation. My husband was a secret cross dresser and tried to commit suicide over his confusion over his sexual orientation. I did not know why he had tried to kill himself but while he was in hospital recovering from his attempted over-dose I was tidying the house and found his hidden woman's clothes. I realised his problem and we worked through it when he came out of hospital. I now try to help others in the same situation. Would you like me to help you?" My brain took over and I heard myself say yes and then everything came tumbling out about how I could not stop dressing up and how relaxed I felt when dressed and I told this stranger my whole life story. "Are you dressed now?" she asked. I paused a second and then answered yes ... and again burst into tears. "You poor darling. I understand what you are going through. Would you like to come to me and then we can share your problems as 2 girls together." Janine explained how much she charged and although it was a lot I agreed without question and we arranged to meet in two weeks time. I was to go to her house on the Saturday and stay overnight. Janine then said, "You come in your normal clothes but I'm sure you will feel happier with your panties on below. Bring a suitcase with your other clothes and we will see what we can do. Bring your cheque book in case I feel you need something more suitable, I have a lot of things here or we can go out and get anything we need. See you then. Bye for now." I hung the phone up and sat there for almost a half hour in a trance but feeling more happy than I could ever remember. Chapter 2 - The Day Arrives --------------------------- The next 2 weeks dragged by like nothing I can ever remember. I did not dress up at all as I wanted to save myself for my time at Janine's. What I did do was to wash and very carefully iron all my clothes. I also sent off to a mail order catalogue for a new set of lingerie which consisted of bra, panties, suspender belt and waist slip in a matching lilac satin with white lace trim. The panties were full cut the way I loved them and they were a little on the large side as I liked them as I hated them tight. I resisted the urge to try them on when they arrived but decided I would save them to wear at Janine's. Finally the day arrived and I bathed and shaved and then slipped on my white satin panties, bra, suspender belt and stockings and then over top put on a sweat shirt and trousers. I was so nervous I could eat nothing. My heart pounded in my chest but I knew I had to go through with my plans. I put my case in the car and set off. This was the first time I had gone out with lingerie on, even if it was below my normal clothes. Every movement I made I could feel my sexy underwear and this raised my excitement to another level. I arrived at the end of Janine's road early and sat and waited and at exactly the agreed time I drove into her drive. I sat in the car for a minute on the point of panic and then my resolve took over and I went to the front door and knocked. The door opened and the most beautiful woman stood there smiling at me dressed in a short black flared skirt, tailored blue blouse, black stockings and high heeled shoes. "Hello Janine, I'm Dave," I said quietly, full of nerves. The woman giggled the most girly giggle I have ever heard and then said in a slightly husky, seductive voice, "I'm not Janine. I'm her husband Philip!" I looked at 'Philip' with my mouth open - speechless! "Come in," he said, "you will have such fun this weekend. Janine is the most wonderful understanding person." The door at the end of the hall opened and an attractive woman stood there grinning at me. "Come into the kitchen and we will have a long talk first and then see how we can best help you." We got the payment out of the way quickly and then by the end of the next hour I already felt so much happier. Janine explained how cross dressing was something that some men simply could not stop themselves from needing to do. As she described the compulsion I recognised what she was saying in myself. Philip joined in saying how he had hidden his cross dressing from Janine and how he had become more and more confused over his feelings until he could not stand it any longer and took the overdose. Janine reiterated her story, "When Philip was in hospital I found his stash of women's clothes and then so many things fell into place. Philip had always liked me to wear sexy lingerie and sexy clothes and we now see that at least part of the reason was that he wanted to wear them himself." "When Philip came home from hospital he had been instructed to have a weeks bed rest. I had gone out and bought him some sexy baby doll pyjamas and slinky nighties and had laid one on the bed with matching panties. At the hospital I had said to him that I understood why he had taken the overdose but had not discussed the matter further and not let him know I had discovered his secret. Once home I had said to go to bed and to change into the nightclothes laid on the bed. I had followed Philip to the room and when he saw the nightie he looked at me in horror and then when he saw me smiling at him in support he had grabbed me and we cuddled together for a long time." "Philip had finally changed into the panties and nightie and it had been like a massive weight being removed from his shoulders and he slept for 24 hours non stop." Philip took up the story, this time talking in his normal voice, "I'm sure you are similar to me. I can sometimes go several months without cross dressing but then the need grows and grows. I used to find that even slipping on a pair of panties for a half hour would relax me and lessen the need but the need never stops fully. Now Janine and I have the best of both worlds in that I am a good husband to her for most of the time and an excellent girlfriend to her for the rest. I'm off to the shops so I will leave you two together. I look forward to a wonderful girls evening tonight." With that Philip got up, picked up his hand bag, kissed Janine good bye and set off for the shops with his heels clicking on the path as he walked away en-femme. Janine took me by my hand and led me upstairs and into the back room which was decorated in an extremely feminine way with pink lace and frills everywhere. "What I will do is initially teach you hair and makeup, then you can bath and shave and we will dress you fully. You can then enjoy the evening with Phillipa and I as your new self and we can help you with posture and mannerisms. I guarantee that by tonight you will feel far better about yourself." "Have you got panties on?" she asked. I nodded. "Slip off your clothes down to your lingerie and then put on this dressing gown. You will feel much happier doing your makeup in your lingerie." Janine said this in such a natural way that I had no qualms about slipping out of my sweat shirt and trousers and standing before her in my panties, bra and stockings. "You look very pretty," she said and then looking at the bulge in my panties and lack of bulge in my bra she went on, "I can help you get a much more ladylike appearance a bit later." I pulling the dressing gown she offered me on but it was from thin material and did not cover me much but I did not worry as I felt great. "Have you got a wig?" she asked. I shook my head and then Janine opened a cupboard in her room and I saw a variety of wigs, each with a price tag on as well as lots of other packets and boxes. "I find it easier to have a stock so I can help my clients in the privacy of my home rather than having to take them to the shops," she explained. She helped my select a shoulder length brunette wig with light curls that was my size and suited my colouring. We spent the next 5 hours practising makeup and hair. Janine plucked my eye brows enough to make them feminine but left enough to look masculine when not dressed. By mid afternoon I could apply my makeup on my own and also style my hair. I was delighted that the effect was as good as it was - I thought I looked pretty like a fairly attractive woman rather than the man with makeup that I normally looked like. "Right. I think you are ready to get changed for this evening," she said and then went and ran a bath which she added some fragrances to that made it smell wonderful and bubble up. Before getting in the bath Janine asked me if I wanted to remove my body hair and without a pause I said I did - I knew that chest and leg hair did not go with pretty lingerie. Standing naked in front of Janine I let her trim my longer hair and then she applied hair remover and after a few minutes my skin was tingling. She then had me shower and I saw most of my hair go down the plug hole. A second application and rinse and my skin was as soft and hairless as possible. I then lazed in the bath for half an hour and finally got out, wrapped a fluffy towel around me and headed back to her spare room. While I had been in the bath Janine had been through my suitcase and laid on the bed my new lilac set of lingerie and the purple ribbed jumper but she had not selected any of the other items. "The other skirts and tops are not the best quality and will look cheap on you. You could make do but I have some items that you may prefer." She again went to her cupboard and put on the bed 2 packets and then from another cupboard selected a black kilt and offered it to me - it was lovely and I readily agreed to buy it. Janine passed me the first of the two packets which I opened and inside found a pair of flesh coloured, small latex panties with on the front a triangle of fake pubic hair. I looked at her with a puzzled look and she explained, "It?s a type of gaff to keep your penis under control." She then showed me that inside the panties was a small pocket and directed me to put them on. Normally when I was dressing I would have an erection but somehow it seemed different today. I pulled on the gaff and as I pulled it up Janine told me how to fit my penis in the pocket between my legs. I pulled the gaff up tight and was amazed that at a quick glance I was a woman down below. She passed me my lilac satin panties and I put them on ? they were gorgeous! Next came the bra and I slipped it on and then Janine passed me the second packet. Inside I found a pair of silicone breast forms. They were heavy and quite life like. "I hate to tell you how much these are - you can try them and either buy them or return them when you leave." She showed me the price tag and I nearly collapsed - ?225.00! Janine showed me how to fit them into the bra, fixing them in place with some adhesive and when I saw and felt the effect I knew I had to have them. Every step I took I felt them move on my chest - they felt part of me and I thought of how much I had missed just using a rolled up stocking before. I put the suspender belt on and Janine told me to pass the suspenders through the panties - ".. so you can pull your panties down to use the toilet," she said. Next came the stockings and with them on and fastened I stopped to do my hair and makeup. With my new found skill, 15 minutes later I was a very happy sexy looking woman in her lingerie. I put on my new kilt and found it came to just above my knees. The jumper went beautifully with the kilt and accentuated my new breasts. A pair of black low heeled shoes from my case completed my transformation. I looked in the mirror and for the first time ever saw my inner self as I imagined I was. Janine was smiling broadly and I went to her and kissed her on the cheek. "We have an hour before Phillipa is due back so we can go down stairs and prepare some supper and you can work on your voice. Try talking more quietly than normal and develop a husky voice. If someone is expecting a woman to speak then a slightly deeper than normal voice will sound sexy not wrong." We went downstairs and every movement I made sent tingles through my body as my senses adjusted to the new me. My shaved body allowed sensations to pass into me as never before. I could feel my stockings on my legs pull against my suspender belt and my false breasts move on my chest - utter bliss!!! We spent the next while working together in the kitchen and chatting. Janine coached me on everything from how to walk, how to sit, how to talk and how to move. When I heard the door open I waited with bated breath to see Philip's reaction. He opened the door and came in and stopped dead and gave a wolf whistle. "Wow - I think Janine has done the best job yet - you are perfect." Chapter 3 - A Wonderful Evening ------------------------------- That evening was probably one of the happiest of my life. It started with the three of us chatting about everything and anything. We spent a long time chatting about Philip's transformation into Phillipa and the relationship that Phillipa and Janine had. Phillipa said, "We have no set rules. Sometimes I make love normally to Janine when I am in my role of Phillipa and other times I act as her lesbian lover and satisfy her in only the way a 'woman' can. We have a rule that anything goes provided we both agree." I asked about whether anyone else knew about their relationship. "We don't go around broadcasting the fact," Janine replied, "After all there is not a lot of point dressing and acting as a woman and then telling everyone you are a man. The only person who really knows just about everything is my younger sister, Heather. She came in once and Philip was dressed fully but his she spotted a mannerism that was Philips and suddenly she recognised what was happening. I expected her to freak out but she just grinned and said she had another sister. We have been out many times with her as three girls together." Hearing this I said, "My one dream is to meet someone who would accept me in the same way that you accept Philip." We ate the meal we had prepared and then Janine suggested going down the pub for a drink. I immediately panicked but Philip and Janine both tried to reassure me and their support finally convinced me. "Until you have practised your voice more you can let us do the talking. If you do talk say you have a cold and speak quietly. Don't try too hard to sound like a woman. With your looks no one will guess." Walking to the pub was amazing. As soon as I went through the front door I was aware of the cool air under my skirt and this, coupled with the feel of my stockings pulling on the suspender belt and my 'breasts' moving made every step a feeling of utter bliss. As we walked I practised talking and by the time we had reached the pub we were fairly happy with how I sounded. Entering the pub was terrifying I felt as though every eye turned to look at me - a man in panties - and I almost turned and ran but I found the looks were not of ridicule but men glancing at three women entering the pub. We sat at a table in the corner and Janine went and got drinks and Phillipa said to me, "Don't you think we have the best of both worlds. We are men and can do all the normal things that men do and at the same time we can let our feminine side take over and enjoy dressing in sexy women's clothing and do almost anything a woman can do." I agreed and we chatted on. After about an hour I saw a very attractive woman aged about 5 years younger than me come in through the door, glance around and then walk across to our table. She went straight to Janine and gave her a kiss and then went to Phillipa and kissed him and then turned to me and quietly said "Hi I'm Heather, Janine's sister, you must be Dave." I felt crushed as my worst nightmare was to be exposed as a man in panties in a public place. I was on the verge of getting up and running when she sat beside me and took my hand and said "You look lovely. I can't call you Dave, how about Debby? I know all about dear Philip, he is such a sweetie if Janine wasn't married to him I would be after him myself. Tell me all about yourself. Don't you think Janine is wonderful how she helps you." Heather was so matter of fact and accepting I relaxed totally and told her my life history. We found we had quite a lot of common interests and chatted on like old friends. "Don't get me wrong - It doesn't worry me one way or another but are you gay?", she asked. I assured her that I wasn't and that I did not really understand my need to dress as a woman but that it was something I needed to do every so often. "Are you in a steady relationship?" she asked. I replied, "No I am not and to be honest I don't think I ever will be. I could not marry someone without them knowing my need to cross dress - it would not be fair on either of us." Heather was quiet for a while, leant forward and gave me a kiss on the cheek and said, "I like Debby a lot, would Dave like to take me to the cinema on Friday so I can meet him?" I was stunned. My wildest dream seemed to be coming true. A girl friend who knew about my cross dressing and accepted it. We left the pub and Heather came with us for coffee. As we walked along side by side with Janine and Philip ahead of us Heather looked over at me and smiled and then took my hand in hers. Once back at Janine's we chatted until late drinking coffee and brandy and finally Heather said she had to go and when I saw her to the door she gave me a kiss on the lips and left. Janine was grinning widely as I returned to the living room. "You were amazing tonight - the perfect woman. Did you enjoy yourself?" "Fantastic," was all I could say. Tired I finally went to bed and changed into a frothy nightie and fell blissfully asleep. Sunday was spent being coached on mannerisms, makeup, voice and anything else that made my appearance as close to a woman as possible. When the day came to an end I felt sufficiently confident in my new self to drive home en-femme. I said goodbye and we all kissed and hugged and promised to keep in touch as friends. I got into the car and set off for home. My one change to my female clothing for the drive home was that I did not have on my gaff. Instead I allowed myself the pleasure of wearing black satin panties with my penis allowed to be free. As I drove along I hitched up my skirt and exposed my stockings, straining suspenders and panties to be on show and enjoyed the thrill of how I was dressed. I had a full erection and longed to make love to someone dressed as I was. I thought about Heather and my erection became almost painful with desire until with a mental picture of the two of us together making love, release finally happened as I spontaneously came in my panties. I arrived home and decided to enjoy the rest of the weekend as Debby so changed into a slinky nightie and went to bed. Chapter 4 - Dave meets Heather. ------------------------------- The next day I changed out of my nightie, showered and then reverted to Dave. After a weekend of bliss I was happy with my male situation and found I was actually enjoying work and longing for Friday. Tuesday evening I phoned Heather and we had a long chat about nothing in particular and agreed to eat out after the film. We spoke again on Thursday but throughout our talking my cross dressing was not mentioned. Friday came and after work I showered and dressed in a smart sports jacket, casual trousers and an open necked shirt and set off to collect Heather. When I knocked on her door she opened it and looked at me with a critical eye and then said, "I would never have recognised you as Debby. Come on lets go." She had on a flirty short mini skirt and blouse with legs that seemed to go on for ever. She looked beautiful. We chatted like old friends on the way to the cinema, watched a lovely romantic film and had a fabulous candle lit dinner afterwards. I wondered about offering her coffee after at my house and as we had got on so well I decided to make the offer and was delighted that she readily accepted. Once home I made coffee and poured a brandy and we cuddled together and soon we were kissing furiously. As we kissed my hands caressed her neck and arms and when there was no resistance I tentatively touched her breasts and feeling her erect nipples I concentrated on caressing them. Heather let out a sigh and pulled away from me and stood up. I felt so upset for a second but then to my utter joy she undid her skirt and let it fall to her ankles and then slipped off her blouse and stood there is sexy satin bra and panties for a second before sinking back into my waiting arms. We kissed and cuddled with utter passion until I could wait no more and then lifted her in my arms and headed to my bedroom. I lay her on my bed and then shed my clothes before returning to my caresses until she was gasping with pleasure. "Oh Yes! Now! Now!" she said. I pulled the leg of her panties to the side and entered her. What followed was sex to beat all sex. How I kept my control I do not know but as I thrust deeply into her I caressed her clitoris and kissed her breasts and she cried out in orgasm several times before finally I came and we collapsed together in loving bliss. When we had finally recovered Heather asked if she could borrow a nightie from Debby. This was the first time since last weekend she had broached the subject of my cross dressing and even this was not a direct comment. My heart started beating furiously as I decided to confide in her and show her my alta ego's wardrobe. "Come and see what you would like," I said hoping that she would not suddenly run from my other side. Still wearing her bra and panties and with me naked we went into the spare room and I opened the drawer where Debby had her nighties. Heather picked out a pink baby doll set, took off her panties and slipped the matching panties on, took off her bra and put on the nightie. "You can wear your black baby doll set," she said holding the nightie and panties out to me. "Put them on and we can get some sleep and I'll explore this room more in the morning." I put on the nightie and panties feeling a little uneasy but Heather was so supportive and just said how good we both looked before taking my hand and heading back to my room. We cuddled together and on her instigation we made love again more slowly and passionately before finally falling asleep. Chapter 5 - Shopping -------------------- The next morning we sat around having breakfast in our nighties as if it was totally normal. Over breakfast she said, "When Janine first told me about Philip I was very shocked and my first reaction was never to see him again. Janine explained to me about how some men just cannot help themselves and that it is an inbuilt desire that they have little control over and persuaded me to meet Phillipa. I really could not believe how 'female' Phillipa was and we got on so well that within a very few minutes we were all chatting together like old friends. Janine explained that she had a husband and a best girlfriend rolled into one and that rather than hurting her marriage Philips cross dressing had enhanced it to another level. Janine recommended, half in jest, that I should marry a cross dresser. Ever since she has been offering her service to other cross dressers she has invited me around to meet them but you are the first that I have liked." She leant across and gave me a kiss and then went on, "Most men I have dated have been very selfish - more interested in themselves and their pleasure than making me happy. As time went on and I saw how Janine and Philip were together I became adjusted to the idea of men cross dressing and have now reached the stage that I find it pretty exciting. Come on lets get dressed and go to the shops." With that she got up and with me following headed to the room where 'Debby' had her clothes. I protested as I had only ever been out at night that one time with Janine and the thought of going out in daylight in a crowded area was just too scary. "When you are dressed you can decide whether you are happy to go out. If you are not happy then you can change back into your male outer clothes and just wear your lingerie below but we are going shopping and you are wearing panties!" Heather went through my wardrobe and selected an outfit for me to wear and also one for her as she had not planned to stay and had nothing to change into. On opening one draw she found my selection of vibrators and anal plugs which I had meant to hide. Rather than be shocked she let out a squeal and said, "Oh you naughty girl! We will have some fun with these later!" For me to wear she had selected a white set of bra and panties and white tights having told me that stockings were for the evenings or for prostitutes in the day! She selected a white satin blouse and my blue cotton mini skirt. For herself she selected my matching set of lilac satin panties, bra and suspender belt with black stockings. When I commented on the stockings she gave me the dirtiest smile I think I had ever seen! On top she selected a red ribbed jumper and my black leather mini skirt which on me barely covered my stocking tops. As she was shorter than me it would be respectable but only just! I showered and shaved really close and then while Heather showered I put on my gaff followed by the bra, with my false breasts, and panties and then sat at the dressing table fixing my wig in place and styling it and doing my makeup. Heather came into the room stark naked and then put on her bra and panties followed by suspender belt and stockings. It was amazing how much more sexy she looked in her lingerie than stark naked! She sat beside me and did her makeup and gave me a few tips on the correct makeup for daytime. With makeup complete I put on my tights and then we put on our skirts and tops followed by shoes. I selected a pair of white low heeled shoes and Heather chose my leather boots which were a size too large but fitted OK. She looked incredibly sexy and this caused me some discomfort as my penis strained against the gaff. "Debby, you look wonderful," she said, "Come and look at yourself in the mirror and see if you think anyone would recognise you." I did as she said and true enough I looked like a good looking woman. I therefore agreed to go shopping. Walking out of the house in broad daylight with my skirt flapping around me was bliss. We walked with our arms linked to the bus stop and when the bus arrived Heather headed to the upper deck of the double decker bus. I followed and had a wonderful view up her skirt to her stocking tops straining at their suspenders - more punishment for my penis in my gaff! I don't think I have ever enjoyed a day more. Heather and I were like giggling school girls as we shopped. After my embarrassed trips to buy lingerie as a man I was now able to browse through the displays without worry and bought several new sets including a wonderful bouffant petticoat. Heather had me try on several outfits. The first changing room was individual cubicles so it was not a problem but in one of the chain stores it was a communal changing room and it was very exciting being their in my panties surrounded by other girls and women in a state of partial undress. I made sure that when I was stripped to my panties I kept by back turned to everyone as I didn't want anyone guessing I was a man. The gaff did a fantastic job keeping me under control but a suspecting eye might work things out. After the morning I went back to the car and using my battery shaver, ducked down low in the car, I had a shave and reapplied my makeup. We then had lunch in a pub and shopped more in the afternoon and finally headed home after a wonderful day. As soon as I was home I went to the bathroom and removed my gaff but stayed fully dressed as I had been. I shaved again and tidied my makeup and then we prepared a simple supper and had drinks waiting for it to cook. After coffee and brandy we cuddled together listening to music and Heather turned to me and we kissed. "I've never kissed a 'woman' before," she said grinning at me, "Does kissing you make me a lesbian?" I admitted I didn't know and she then said, "Would you like to make love to me the way a woman would?" I did not need any more encouragement and dropped to my knees in front of her. She wiggled out of her skirt and shuffled forward on the sofa, opened her legs wide and leaned back with her eyes closed. I pulled her panties to the side and leant forward and kissed and licked her vagina, gently sucking her clitoris and generally devoting myself to her pleasure. She pulled her top off and this was followed by her bra and as I continued to lick and suck she caressed her breasts. She came several times and finally cried out "No more!" and pulled me towards her where we kissed furiously. She then broke the kiss and thumbled to undo my skirt. The skirt finally dropped and I was about to take off the tights when she stopped me. Instead she ripped a hole by my crotch and delved into my panties, extracted my penis from the leg of my panties and through the hole in the tights and then pulled me into her. As I made love to her she pushed my top up and caressed my 'breasts' and with her other hand she stroked my bottom feeling me through my panties and tights. We did not last long and when my orgasm came I though I would pass out with the intensity. Feeling me thrust a last time deeply into her brought her to another orgasm so we collapsed in a sweaty heap together. When we had recovered a little Heather whispered in my ear, "That was wonderful. To be made love to by Debby and Dave at one time is utter bliss. I think the only thing that would have made it better was for you to be wearing stockings and not tights." Chapter 6 - A Day of Sex ------------------------ "God I feel randy!" This was Heather's first comment to me when we woke the following morning still dressed in our lingerie cuddled together in the bed. After tea in bed we got up and stripped and showered together. As we showered Heather said, "I have a dilemma. Do I want to play with Dave or Debby?" I made no comment but just kissed her long and passionately. "I know. Debby this morning and then Dave can take me out to lunch!" After we had dried off Heather took the lead and headed to Debby's room where she browsed the cupboards and drawers. "Oh yes," she said and took out my red satin basque with its black lace trim and matching panties and put it on the bed. Next came the set of black PVC bra, panties and suspender belt and two pairs of black stockings. "I love PVC, you can wear the basque." The basque was rather tight on me but felt so sexy as it gripped my body. With Heather's help I put it on and laced it tightly up. I put on the panties and stockings as she dressed in the PVC set. She then got out the black bouffant petticoat and handed that to me to put on and then started on her makeup. The petticoat was far more sexy than I had expected. It consisted of several layers of netting under a nylon waist band and billowed out around me but the netting was see through so you could see my sexy lingerie below. I put on my wig and makeup and was wondering what skirt and top to wear when Heather said, "We are not going anywhere so we can stay in our sexy lingerie for the morning. You can try to satisfy me again but you can use some of your toys as well as your tongue. Show me what toys you have." I showed her my vibrators and felt a bit embarrassed at the anal vibrator. "I though these were only used by gay people," she said with a worried expression. "No," I replied a little embarrassed, "I bought this to try and find it gives quite an amazing feeling and when I have it in it also makes me walk in a more feminine way as I have to take small steps." "Put it in and then make me happy!" she replied and lay down on the bed looking at me. I felt a bit embarrassed but did as she said. I put some KY jelly on it and then hitched my petticoat up, pulled the back of my panties down, put my foot on the dressing table stool and eased the vibrator into my anus. It was quite bulbus but then reduced to a narrow section and then had a wider end and the narrow section fitted so you muscles in your bottom gripped it and held it in place. Once I felt it fit in position I turned it on and pulled up my panties and almost instantly orgasmed with the thrill of what I was doing and how I was dressed. I went over to the drawer, feeling the deep sensations with every careful step, and took out the largest vibrator I had and turned to Heather. She looked at it and grinned and said, "I think it would be easier if I took off my panties!" I went beside her and we kissed and cuddled. I teased her breasts with the vibrator and ran it up and down her tummy keeping away from her clitoris and vagina, using it on her arms, her legs and in fact anywhere but saving the most sensitive area until last. She had her eyes tightly closed and was literally shuddering with pleasure and expectation. After a considerable time I allowed the vibrator to start from below her chin and then very slowly descend to her widely spread legs and as it touched the sensitive area around her clitoris she cried out in pleasure. Rather than do what most men think excites a woman and thrust the vibrator into her vagina I used it to tease her labia and the area around the clitoris, never making direct contact as I was sure it would be too sensitive. After a while I moved the vibrator away and replaced it with my tongue, barely touching her with it, teasing and kissing her, reaching up and stroking her breasts and doing this we lost track of how many orgasms she had. As I administered to her I was kept on the edge of orgasm by the vibrator purring away deep inside me and the sheer thrill of what I was doing. "Darling, you have given me such pleasure," she finally said, "Let me see you stand before me in your sexy lingerie and come in your panties watching me masturbate." Had she read my thoughts? I felt so deeply in need of release and making love to her would have been wonderful but to be able to stand and watch her masturbate while dressed as I was, with the anal vibrator already having me at the edge, would be incredible. I stood up and she wriggled up the bed onto the pillows. I slipped out of the petticoat and stood there in my basque with my panties tented forward by my erection and as I watched she lifted up her bra so her breasts were exposed and then plunged the vibrator to its hilt into her vagina. The sight of her, the feelings inside me, the thrill of how I was dressed, the anticipation were all too much and I came, flooding my panties with my semen. I then collapsed onto the bed into her waiting arms and we kissed and cuddled in total exhaustion. When we had recovered she said she was hungry and so we stripped off our lingerie, showered and got ready to go out to lunch. Heather borrowed another sexy set of lingerie from Debby's collection and while I watched with just a towel around my waist she dressed finishing her outfit with a nice skirt and top. I went back into my room and got out a sports jacket, trousers and shirt and was about to dress when Heather came in and said, "You may well be Dave to the outside world for lunch today but I want Debby to be there too!" With that she handed me my red satin panties, matching suspender belt and stockings. As we sat in the restaurant, if people only knew what I had on underneath what a stir it would have made! Epilogue -------- Heather moved in to my house after that weekend and we married 6 months later. It was a quiet ceremony in a picturesque church with Heather in a wonderful sexy white wedding dress and me in top hat and tails. Janine and Phillipa were brides maids and we had a few close friends as guests. No one realised that Phillipa was actually a man and no one realised I had white satin panties, suspender belt and stockings on below._

Same as The Advert Videos

1 year ago
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And a HalfChapter 9 The Car Advert

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1 year ago
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A Strange Advert

"Helen just listen to this ad in the local, young active man will clean your house free no job too small very and helpful willing. "Don't be silly Mother thats a con, or its probably some pervert after women I really don't mind helping you if you find things too much." Irene said no more to her daughter but she was very curious about the ad and decided to make inquires when Helen left. "I'm ringing about your advert is it genuine?" "Yes indeed Ma'am perfectly genuine how can I help you?" "I...

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By Jax_Teller I had been going through a dry spell sexually for some time and didn't want a relationship. Given the lack of local freaks to fuck, I placed an ad on a kink website. The ad read: “ Rough Fuck wanted, I don't want to know your name or where you work or any of that bullshit. I just need you to show up and get fucked. I will tell you what to do and you will do it or leave. That simple, no cuddles or hugging, Just raw fucking.” I really didn't expect any responses, but that...

2 years ago
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The the wind howled around the quayside as I stepped onto terra firma for the first time in weeks, the wind threw sharp shards of ice to sting our faces as we looked up at the sails as they were finally furled and stowed as our captain grinned at our discomfiture, "Au revoir!" he joked as if he knew we should soon be recalled. Those such as were left, and we were few enough, I shuddered. My best uniform packed securely in my Valise, awaited me, and just a few more duties before I...

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Do you know of the porn site Motherless.com? You should. I’ve reviewed it a few times on my site, The Porn Dude, although it was for different genres every time. This time around, I’m going back to this place and looking at a specific and niche little category many of you are just begging me to cover. We’re looking at vintage porn today. While it doesn’t have the same resolution and quality as the porn you can find today, it’s definitely a genre of porn that has a lot of personality to it and...

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I should have known better. I should have remembered that old saying, "If it looks too good to be true, it is." I was in love. She was damned near all I thought about with the exception of my studies and it didn't make sense to me. I prided myself on my intellect and my ability to think logically, but there wasn't anything logical about the way I felt about Althea. She was beautiful, smart and very popular and I was not. I wasn't a bed looking guy, but I was nothing exceptional. I was...

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I always considered Motherless the “4chan” of porn. Not only because Motherless was somewhat popularized there, but because Motherless also encourages users to share their own content in a very open way. This means minimal bullshit like moderation and censorship, and a strong “anything goes” attitude that leads to free and extreme content. It encourages people to create and upload their own homegrown content, like videos of their girlfriend pissing or spycam videos of their cousin....

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Motherless BBW

What is it about Motherless that makes me fucking cum every time? Maybe it is how raw and amateur the porn on the site comes across as, or the content is just that fucking hot. Perhaps it is the fact that there is an astronomical amount of pornography just waiting for a dumb fuck like you to beat off to! I really don’t know, and frankly, I’m not going to pretend that I do.But what I do know is that if you love BBWs, the Motherless.com homepage will not be of much use! Preferably, head on over...

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Motherless Voyeur

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Motherless Creampie

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Motherless Cuckold

No matter what type of porn you may be in the market for, Motherless has an ample supply of it, and cucking is no different. Actually, this might help to explain how you ended up being such a pussy little cuck.The journey that brought you to my website reading cuck porn reviews started in your childhood. A fair portion of my readership is actually motherless. Why, you ask? Your guys' moms chose a life of cucking and riding cock instead of raising you fucks properly.Don't worry, gents. I'm in...

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Motherless Horror

I browsed the horror stash at Motherless all morning, and now I don’t know if I should jack off or go hide in the closet until the danger has passed. Then again, hiding out might give me the perfect opportunity to rub one out in the peace and safety of the dark. Who knows who—or what—might be peeping in the windows with nefarious intent if I sit at my desk and shake my dick at the screen. Just like when I masturbate at the local Starbucks, I’ve got to be sure to balance the potential pleasure...

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1 year ago
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Motherless Incest

Incest porn has been a staple of pornography since the very first incel caveman realized that he couldn’t find fresh pussy out and about. He resorted to sniffing a whiff of his mother’s loincloth when she wasn’t looking, and beating his old cave meat into a leather sock.Now personally I’m not into the whole mommy-son dynamic – I’m a classy guy. But it’s no secret people like to get freaky when the lights go out, and if you’ve got a stiffy in your hand and you’re on Motherless, you gotta go...

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Absinthe Makes the Heart Grow Fonder

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Thea Chapter Four

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2 years ago
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Thea and Sam

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1 year ago
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Motherless Interracial

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Theo had been changing into the squirrel too much, he knew that now... as a pulse of heat raced through his body from his groin. He realized that he shouldn't have come to the office.He had been spending most of his days at the squirrel in his home deep in the countryside. Teleworking most of the time, as the squirrel he felt no need for clothes, his heavy furred balls resting between his thighs as his paws raced over the keyboard. The sharp claws on his paws clattering loudly as he typed,...

Fantasy & Sci-Fi
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3 years ago
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1 year ago
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1 year ago
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Motherless Facials

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3 years ago
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1 year ago
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2 years ago
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2 years ago
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4 years ago
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4 years ago
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ETHELS DISCOMFORT 3

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1 year ago
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2 years ago
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3 years ago
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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...

3 years ago
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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...

3 years ago
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3 years ago
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2 years ago
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2 years ago
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4 years ago
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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...

2 years ago
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EstherChapter 2

“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,...

1 year ago
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Theresas Deportment

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2 years ago
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Esther III

Esther 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,...

3 years ago
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Katherines Style Part Two

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...

2 years ago
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Esther IV

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...

3 years ago
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Katherines Style Part 3

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...

4 years ago
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Absinthe makes the heart grow fonder

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-Fi
3 years ago
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Esther stone

Esther 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...

2 years ago
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Esther Stone part 2

When Esther had woken up the next morning laying next to Romeo, she almost freaked out, but the all of the memories from the night before flooded into her brain."Oh god." She sat up and looked at Romeo's sleeping figure next to her, his teal hair was tossed about the pillow, and he chest heaved up and down, Damn he is so hot, she thought, I acted kind of crazy last night, her face burned, ugh, what the fuck was wrong with her these days? She felt Romeo's body shift a little and her heart sped...

4 years ago
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Esther II

Esther II By TamarainRubber I had found the woman I had been dreaming about, hoping she would be my lover for years to come. Esther was the first real lady I had encountered who actually seemed to be honest about wanting to share my passions. I prayed that I would not be disappointed. From how she reacted, I didn't think I would be, but I was the planet's biggest skeptic. For the past four hours, Esther made me try on an incredibly sexy collection of female fetish wear that...

4 years ago
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Athena Goddess of Wisdom

Chapter 1 – The Birth of a Goddess Zeke cracked his knuckles and spread out his fingers. They touched the black glass in front of him and the desk lit up. A white keyboard appeared and he started to type on the touchscreen desktop. His fingers bounced around the screen, typing across the keyboard of light. You see, Zeke was a genius beyond his years. He was currently eighteen and in his second year of college. His masterful mind crossed with a youth of video games made him into one of the...

1 year ago
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Theresas Deportment

"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 this country...

Lesbian
3 years ago
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Athena Ch02

“You ready sweetie?” He blinked, as if coming out of a stupor and looked back to her, to Athena, her expression playful, but her body language pressing. It hadn’t been so much of a question as it had been an order. Meekly he looked back at the window, looking through his own reflection to the street outside. They didn’t have far to go, but the short walk from her limo to the Hotel’s lobby was lined by an eager group of camera-toting men, the dreaded paparazzi. “But… The photographers,...

4 years ago
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Athena

He stood hugging himself tightly, not that it helped keep him warm anymore. The cold had long since seeped so far into him the only thing that kept him from running to find somewhere warm was the fear that, should he leave his spot, he’d return to find it taken and his chance of seeing her, Athena, gone forever. The singer Athena had caught the world by storm, nobody a year ago, the young woman had taken to the celebrity lifestyle like a duck to water and was now breaking records with her...

2 years ago
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Mathew and Beth part 3 Trip down southquot

It was a warm night in Georgia when I arrived for a very special meeting, This was not about business but it was very important to him as he was coming to meet for the first time his internet “friend”. Shannon his friend was a very subservient women who was proud to be just who she was and although for this first meeting they had something a little different in mind to give her master a new experience. What she didn't know was that I had a surprise for her as well, he was a bit of a romantic...

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