My Family Secrets
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My Mother In Law's Family Secret free porn video
A story written by Wanda Nylon, based purely on fiction, but came from a wealthy imagination.
Hopefully reading this gives you the same pleasure as writing it did for me. As this is one of my first attempts on writing fiction, I love to hear any comments.
Rain was pouring down as we came out of Heathrow Airport to catch a taxi to my mother-in-law's house in the London suburbs. Luckily a taxi just came to a halt in front of me, so I could just throw in our suitcases, and we could take our places. My mother in law lives in a nice big house in a very respectable area, everything in the house is always very clean and all things are in the right place, she keeps the house very well. We aren't visiting her too often because the trip from the south of France, takes too long. Therefore we normally stay for a week, so also this time.
My mother in law, in her late fifties, is still very attractive looking, is always taking good care on the way she looks. She always has her face nicely made up with foundation, mascara, lipstick and a touch of rouge. She goes to the hairdresser every Wednesday to have her rather bouffant hairdo taken care of. She has quite a good figure, with a nice chest, a reasonably small waist and a very nice derriere, mainly because she always wears kind of old fashioned lace up corsets and long line bra's. I must say that she also has some nice looking legs, which she always keeps covered in seamed stockings, she is not too keen on "modern" things like pantyhose. That is why she always goes outdoors with a nice skirt suit and silky blouse most of the time closed with a nice bow under the chin and always with satin gloves, in the summer white or beige in wintertime blue or black. If the weather is bad she wears a nice gold colored rubberized satin cape. She always wears high heeled court pumps with a 4" heel.
If indoors she wears only the blouse and the skirt, always with a nice looking nylon ladies overall. She must have hundreds of them in all colors from pink to lilac, blue, purple etc. I think she uses several per day, as they always look absolutely spotless and freshly ironed. She has different styles, but most of them are sleeveless, and some have a tie belt from the same material. I must say she looks quiet elegant.
One of the reasons my visit's to my mother in law are not too bad for me, is that I do very much like her looks and the way she dresses. As I do secretly crossdress, without my wife knowing, I am always looking for an opportunity to feel some of her garments.
As the taxi stops in front of the house, we notice it stopped raining, and I see my mother in law already welcoming us in the doorway. As I am paying the driver, I suddenly hear a loud scream, and as I look, I see my wife tumble of the stairs. Immediately I rush towards her, as she lays on the pavement. It is clear that she hurt herself badly, because one could see by the angle of her leg has that it must be broken. "Call an ambulance I yell at my mother in law" and tried to comfort my wife, as she was in great pain. "Well I think no shopping for me this time" she says calmly. She is immediately taken to hospital and on to the operating table, where her bones are put together again.
I waited in the hospital, after about two hours, the nurse called for me, and I got to see my wife laying in bed with her leg in some kind of crane. I have to stay here for at least two weeks, before they can see how it turned out. Her leg is broken on two places, but the doctor says it is not to bad, as the bone-ends are not torn. They gave her some painkillers which made her very sleepy so I left her.
Back at my mother-in-law's I had to tell the whole story, as she was very concerned. I told her that my wife had to stay in hospital for at least two weeks. After we drank a cup of tea, she calmed down a little and only then she could welcome me, and said I was welcome to stay with her. I thanked her, and made her a compliment on her looks, as she looked rather elegant with a gray flannel skirt, a soft pink silk blouse, with large bow under the chin, and a soft purple nylon overall with a tie belt. This one gives a nice look on her chest as it closes with six large buttons in the back.
Later that day I telephoned the hospital, and they told me, that everything was o.k. but that my wife would be kept on sleeping d**gs for the next three days, so there was no need to come to visit in the next days.
I had dinner alone with my mother in law, and after dinner I just had a nightcap and went to bed as all the excitement had made me rather tired.
The next day, I woke up nine o'clock, got showered and dressed, and went to the kitchen. To my surprise I found nobody there, but there was a note on the kitchen table. "I am off to my hairdresser, you find everything you need in the frig". I should have known, Wednesday was her hairdresser's day. I made myself some breakfast, and sat down to read the newspaper.
After a I finished the newspaper I started to stroll around a bit and found her nylon overall, folded over a chair. I felt it, as I do very much like the feel of nylon, and kept it in front of me. This moment I decided to go upstairs to go to my mother in law's bedroom to check on her clothing, as it would probably take some time for her to return home.
Her bedroom is a classic English bedroom, with a large bed, on the other side a wall to wall closet, and a huge makeup table, with a large mirror. The bed is covered with a soft pink nylon bedspread, with tons of ruffles on the sides, and the curtains are from the same material, also with ruffles. As I open the closet I see rows of blouses, skirt suits, etc. As I open a drawer, my mouth falls open as I see al her lovely corsets and long line bra's in pink, white and black. Of course I can't resist to try them on, so I strip down all my male clothes and start to put on a pink longline bra, which fits me perfectly. After that I put on a corset and lace it up. As I look in the mirror, I can already see what this does to my figure. Why didn't I think of it before, it makes me look much more feminine. I fill the bra up, and attach a pair of tan seamed stockings to six garters. I find a lovely feeling satin slip in anther drawer and put it over my head. as my feet are not too big I even do fit in her shoes, and choose the nicest black patent, 4" stiletto heeled pumps. I constantly kept looking in the mirror, and liked very much what I saw.
At that moment I hear the bedroom door open and see my mother in law enter the room. "What are you doing in my underwear" she says. "I eh eh" I stumbled . "I always thought you had more interest in my clothing then was good for you". she said. My face turned white, and my mouth started to get dry, I had no excuse. I quickly started to undress when she left the room, as she suddenly returned. "Wait a minute" she said. "If you want to dress in women's clothes, you better do it properly, you know how I want things properly done.
Now strip of all my clothes, if you want to dress like a lady, you must look like a lady. As she had left the room I heard her run the bath, and began to strip. She returned with a razorblade and told me to go into the bath and shave all my body hair. You must know if my mother-in-law speaks in this tone of voice, she only wants obedience, and I didn't dare not to obey her. I got into the perfumed bath, and started to shave my legs, arms and the rest of my body. As soon as I was done she came back in the bathroom with a large towel. As soon as as was rubbed dry she started to cover my body with some kind of moisturizing cream.
She then ordered me to the bedroom where I saw some clothes spread out on the bed. She started to put a bra on me. This however was another kind of bra, it was a white longline bra, made of satin with stays on the side like a corset. She filled the cups with something that looked very much like silicon breasts. Then she pulled a corset around me, which was also different from her own. This one looked more like a Victorian corset which laces up in the back, and has a front busk closure. She told me to hold on to the door, and started pulling the laces. The feeling this gave me,was quite pleasant in the beginning, but became more and more restrictive to my breathing. I started to complain. "If you want to dress like a lady you'll have to look like one" she said, and just as I thought I couldn't held it anymore, she tied the knot.
"This will do miracles for your figure" she said, and as I looked in the mirror, I must admit she was right. After this she came with a packet of new nylons, which she rolled up my legs very carefully. The feeling of the nylon on my freshly shaven legs made me shiver, and my penis was starting to come alive, which was ot unnoticed.
"I see you like it", she said and started to hide my penis under the corset, before she pulled a flimsy white nylon panty around my legs.
Then as she pulled a white satin full slip over my head, she said: "a proper lady always wears a slip under her clothes". She told me to put my arms forward, as she pulled an off white blouse over my arms and closed the buttons on my back. The blouse had a loads of large ruffles in the front and very wide puffy sleeves with close fitting cuffs. This collar was high closing and the fabric of the blouse was kind of transparent, you could see the lace of the slip on the place where my "breasts" where protruding. I then had to step into a gray flannel skirt which was very tight fitting. As I rubbed my hands over my hips I could hear the lining "swish" over my slip.
"I see you like that" she said. I only could nod because I knew she was right. "As you like to be a lady I shall let you wear my best pair of shoes" she said as she picked a pair of black patent 4" high heeled shoes with a double ankle strap.
"Yes" she said, quiet pleased with the result. Now sit down, and I will go on with your makeup."
As she began applying foundation cream, she said" I will have to pluck your eyebrows first", and did so. As I was turned away from the mirror I couldn't see what she was doing, but as I had a little bit of experience myself I knew what she was doing and tried to turn around and look in the mirror.
"Hold still, young man, I will tell you when to look" I heard, and her tone of voice made clear that the only thing I could do was to obey her.
She then opened a door in the closet and came out with a Styrofoam head, with a perfect styled wig on it, in the same pink gray color as her own hair was. The only difference was that this hairdo was even bigger then her own.
"So now you know what I do on a bad hair day" she said. She first put on some sort of a wig cap over my head on then pulled the wig in place. It felt kind of heavy, but fitted perfectly. as she clipped on some earrings on my ears she told me to look in the mirror, and tell her if I liked what I saw.
I turned around slowly, and almost fainted when I saw my image in the mirror. I looked perfectly like a very sophisticated lady, and I was astonished by the result. I had never looked so perfect in all my years of crossdressing and got immediately aroused by my own looks. "Wow" was the only thing I could mumble. "Now you look more like a woman" my mother in law said, quiet pleased with the result.
We went down to the kitchen to prepare lunch as she put on her pink nylon overall, and picked out a light blue one for me to wear. "You know I find it very important to always wear a nylon apron like this", she said, as she closed the buttons on my back. I still didn't know what to think of her doing all this to me, but I am to much aroused to ask her what she wants from me.
After we have had lunch, the doorbell rings and she tells me to answer the door.
"I can't answer the door like this" I tried, but she hushed it away
"Nobody will know you" she said, and I had no choice. I opened the door and a very nice looking lady stood at the door. She was probably in her late forties, had dark red hair, styled in a huge bouffant updo and was very stylishly dressed in a blue satin cape, with white gloves and very high heeled white pumps.
" Aren't you going to let me in " she asked and I showed her in without saying anything. In the hall she gave me her cape, and I saw she was wearing a very nice pink suit with a white blouse with a big bow. As my mother-in-law entered the hall they greeted by kissing each other passionately on the mouth. I didn't know what to think of it, but was still confused by all the other things that happened to me that day. It didn't matter at that moment, besides I was to busy admiring myself in the large mirror in the hall.
The two ladies entered the living room, and I was told to make tea for the both of them. After I had put the kettle on I entered the living room as well. My mother introduced the lady to me as Margaret, and I was introduced as her new 'playmaid' Roberta. I couldn't believe my ears. Roberta I can imagine, as my male name is Robert, but what is with this playmaid thing, this doesn't make sense to me. Could it be that my mother in law is not as respectable as she seems and that she has other things in mind. I heard Margaret saying: "you did a fine job Lil". "I think she can even join us to go to the bingo tonight" I heard her answer and immediately started to protest:
"I can't go out dressed like this", but they didn't even listen to me.
I was sent to the kitchen to get the tea, and started to look for teapot, cups etc. It took me a while to get the tea tray ready, but when I was ready, I nearly dropped the tea tray when entering the room again as I saw the two ladies in a loving embracement, kissing each other. I then realized that they must be lovers and decided that I would act as if nothing had happened.
"I am glad you telephoned me Lil" Margaret said, "I wouldn't have missed her for the world, she looks so cute in your pink nylon overall".
After I had taken the tea tray away, I was called in again to bring the sherry, and was even allowed to join them with a glass. I was to sit next to Margaret on the couch, and the two of them started to ask questions about my crossdressing. "Does my daughter know of your little hobby" she asked, and I told her
"Oh no, she would kill me if she knew. She always says she hates transvestites".
After two more glasses I already began to feel a little tipsy.
My mother in law asked me if I would keep Margaret a little company for a while as she had to go for a dentist appointment around the corner, "We can go for dinner to a restaurant then afterwards" she said. "Listen mother" I said "I must say, I liked what you have done to me so far, but I will not go to a restaurant dressed liked this". She hushed me again, and asked me if I wanted her to tell my wife about our little adventure, and I knew she had me by the balls.
I was left on the couch with Margaret, who was trying to comfort me, and wrapped her arm around me. "It is not as bad as you think, you do look very nice and nobody will know you are a man" she said, and kissed me on my cheek.
This brought another special feeling up in me, and I looked up at her. She then grabbed my head and kissed me passionately on the mouth. I couldn't do anything else as rewarding as her kiss. I must say I liked it specially because she was such a good-looking lady.
Before I knew what was happening, I felt her hands all over me, and my member started to respond. I felt her hand under my skirt as she was cuddling my nylon clad thighs. I did the same to her and noticed that she was wearing stockings and garters as well. She grabbed my then hardened member and started to stroke it. I was partly confused about what was happening to me, but got so aroused by this astonishing lady that I had to give in to my urges. When she started to pull my head towards her lap, I knew what she meant and got on my knees in front of her and used my tongue to lick her inner thighs. I started to work upwards to the part of thigh above the stocking. As soon as my nose had to touch her clit, I noticed there was something wrong. When I looked up and saw a large swelling in her lovely nylon briefs and as I looked at it, my mouth fell open. This beautiful creature was a man too. As if she had waited for this she freed her member in one motion, whilst pulling my head towards it. Before I knew what was happening she had her member engulfed in my mouth, I tried to pull back, but there was no escape possible.
I didn't know what to think anymore, because I was becoming very aroused from the smell and the taste of this cock in my mouth and I started to lick its head carefully. My own cock also responded immediately and there I was, beginning to like sucking this lady's cock. I began slowly to suck on the head and Margaret responded with light moans. I could feel the cock grow in my mouth. Then I liked it so much, that I wanted to give her satisfaction, and from that moment on I would do everything to taste this ladies cum and started to work with my hand on her stocking tops, and used my long stick-on nails to work on her shaven scrotum. This did it, and under a loud scream Margaret started to engulf all her cum in my mouth and I swallowed as much as I could, but it was too much and cum was dripping down my chin. I was pleasantly surprised how good it tasted and kept on sucking until the last drop came out.
Margaret lifted me back on the couch and started to reach for my still erect cock. As soon as she took it in her mouth my breath was taken, and she gave me the best blowjob I ever had. In no time my cum came pulsating and Margaret could swallow it all. She kept on sucking until my member began to shrink again.
I then began to realize what had happened, and couldn't understand a thing. Margaret ,the secret lover from my mother in law, who is in fact a man, looking like one of the prettiest women I had ever seen. I startup trying on some of my mother in law's lingerie, and she changes me completely, then I am seduced by her lover in her absence?
I asked Margaret how long she and my mother in law had been lovers and how they had met each other.
"We met each other about five years ago and we became lovers two years later. My mother owns this bingo palace two bocks from here. I have been around that place since c***dhood, and have been crossdressing since my early teens. I love to hang around there on bingo nights and watch what all the women are wearing. That's where I noticed Lil, being a very attractive lady, dressed in a style I do very much like. I started to hang around her table more and more every week and we started a conversation about fashion and more feminine things. Then one day she won a large TV set, which my mother asked if I would bring over to her the next day. I brought the TV and attached it, Lil was very pleased with it and rewarded me with a sherry.
After three more glasses of sherry and one hour of talking I simply had to tell her about my hobby, and as a surprise she was very understanding. As a matter of fact she said: "In the way we had conversations about fashion and style, I could have suspected it".
"Wouldn't you show me, what you look like, dressed as a woman." "This was the only thing I needed to come over to her house dressed as a woman ever since. In the beginning she helped me a lot with the way I looked, and taught me everything about corsets, slips, hair, makeup, nylons, shoes etc. We started to get more and more acquainted, and occasionally small kisses where exchanged. Then there was this one day when I was trying on one of her formal gowns and she pulled me over to the bed and we made passionate love". That is the story in short, Margaret said.
I was still very confused, and as my mother in law returned she saw the two of us on the couch, and said: "Don't look so sad, you two, let's have dinner at Macy's. But first you go upstairs, "she told me, "and get freshened up."
Upstairs she unbuttoned my nylon overall and my nylon blouse. After she made me step out of the skirt she came with the loveliest dress I had ever seen. It was made out of burgundy red satin and had a fitted bodice with wide puffy sleeves, that ran to close with about ten buttons to the wrist. It had a wonderful very wide organza overskirt.
"How would you like to wear this" she said.
"Would you really let me ?" I asked but then I was turned around and felt the dress flow over my head, and felt the zipper being closed on my back. I then had to sit down again, as she was doing my makeup once more. This time I was even more speechless when I looked in the mirror as this was one of the prettiest women I had ever seen, and it was ME. Immediately my growing member, told me that I liked the sight.
After Lil had changed herself into a lovely blue dress, about the same model we went down and waited for Margaret to come back, as she had left to change her outfit at home. When the doorbell rang I opened the door, and this time Margaret kissed me, and Lil on the mouth when greeting.
"I see you two have gotten to know each other when I was away," my mother in law said and I didn't know where to look.
"Yes we had a very interesting conversation" Margaret said.
Margaret already wore her blue cape again together with the white gloves and Lil came on with a beautiful red rubberized satin cape for me. And my God how I loved the feeling of the mackintosh slip over my shoulder and put my hands through the slits. I started to fasten the gold colored buttons and was given a pair of black satin gloves to go with my black shoes. Lil got into her golden cape again and the three of us were on our way to the restaurant.
I loved the clicking sound of three pairs of pumps and the rustle of the rubberized satin. These three capes in a row, clicking down the road must have been quite a sight.
In the restaurant we were greeted by the manager "evening ladies", and I remembered that this was kind of strange for me, but it felt all so natural. We sat down at our table and had a lovely meal. Nothing was said about what had happened, we only talked about feminine things and Lil reminded me to call the hospital the next day.
The only thing happened was under the table. Margaret constantly had her foot under my skirt, and I was becoming very aroused with the feeling of our nylons rubbing together and I had quite a job not showing it. When we where on to coffee and liquor I noticed a man at another table kept looking at us and he even blinked his eye to me every time I looked towards his table. I felt uncomfortable about this, and Margaret asked what was wrong and I told her. She told me that I had to get used to it, that men try things on you when you are a pretty woman and we all giggled about it. When we left and passed his table, the man pushed a note in my hand. I was shocked and only when we were outside did I dare to read it.
"Call me 674 9867" and we laughed about it.
"You see it is your first night out and already you have success." Lil said.
When we got home Lil asked Margaret to come in for another nightcap and she did. When I was told to pour in the drinks Lil went upstairs to slip into something more comfortable. After a few minutes she came down in the most gorgeous looking pink nylon negligee I had ever seen. It was soft pink very wide flowing with pink feathers all over the sides. She wore pink slippers with it. After she sipped from her drink she told me to go upstairs and slip into the clothes she had laid on my bed for me. I only was allowed to remove the dress and slip, but had to keep on my pumps. I went upstairs and found a very nice looking blue nylon negligee and as I put it on and looked in the mirror I felt very happy.
Coming down I found Lil and Margaret kissing each other passionately on the couch. They stopped as I entered the room.
"My do you look good in blue" said Margaret and pointed to me to come over and sit on the couch in between them.
"Yes, come and sit with us" said Lil.
As soon as I sat down, I was covered with kisses from both sides, and felt their hands all over my body. Lil started to kiss me on my mouth and started to direct my hands first at her her breasts and later to her pussy. I immediately started to react.
In the meantime Margaret had found my throbbing member and got on her knees to lick my little head again, and before I knew it I was already riding the waves of pleasure again.
After a while Lil stopped kissing and directed my head to her lap where I started to lick her moist pussy and loved the taste of her juices. I felt myself lifted on my knees in front of Lil, and my negligee being raised over my behind. I was so busy enjoying Lil that I didn't notice that while Margaret was working on my penis, she had smeared some lubricant around my behind and was now fingerfucking my little asshole. At first I was shocked, and tried not to say anything but Lil kept my head in a grip and said: "relax honey, you'll love it. Soon I found myself concentrating on Lil's pussy again, and I was very keen to give her my best, to thank her for what she had done to me. I was beginning to realize myself that I really began to like the feeling of Margaret working on my behind. She was very experienced with her fingers. Suddenly I felt that there was something bigger trying to enter me. I must say that my little hole wasn't totally virgin as I had done some experience with several dildos and vibrators dressed up at home. This was something completely different as she was slowly working the head of her penis into my cave. I thought I would split apart, but as soon as she was in I immediately started to like the feeling and only wished she came in deeper.
I started to let out little moans of pleasure, as I kept going with my little sucking motions on Lil's clit, I felt her body stiffen under me and she came with a small scream. I had trouble swallowing her juices so quickly but found it too much a shame to spill any of the delicious fluid. It looked like her orgasm kept on going as I noticed that Margaret started to slam her smoothly shaven scrotum more violently to my own. With a deep moan I felt a spurt of hot fluid being injected in my ass and at the same time felt my own penis explode. I had become so aroused by the taste of Lil's juices and the feeling of being fucked as a woman for the first time that I had got the best orgasm in my life without my penis even being touched. Specially the feeling of cum spurted from my scrotum was a pleasure from which I didn't even know its existence.
The three of us fell on the couch without stopping to cover each other in kisses. Needless to say that in no time I was beginning to feel my little cock harden again as I was covered in nylon clad legs rubbing over each other. As I felt Lil close her lips around my member I just couldn't resist the urge to do the same with Margaret's little cock. I wanted to experience the lovely taste of her cum again. As I took the shiny head between my lips I knew that I was doing the right thing but after I while I felt Lil stopping her action and pull me gently by my shoulders. At first I didn't know what was happening but when I saw Margaret lift her lovely ass I knew I was going to fuck my first male ass and liked every minute of it.
The next morning I woke up when I saw Lil opening my curtains. She looked very smart in a soft lilac silk blouse with a nice bow under her chin on top of a darker lilac fitted skirt. I was listening to the lovely rustle of her matching nylon overall. As It took a while before I realized that this was not a dream, and that yesterday it really happened.
Lil woke me up from my dreams as she told me I had to rush into the bath because we had to go to the hospital to visit my wife. This brought me back to reality and I rushed into the bathtub and into my male clothes.
"We better not tell anything to Lucia" Lil said. "As a young girl, she ran into her father dressed up in a lovely maid's dress, and I think she kept on hating him for that".
That brought again some pieces of the jigsaw puzzle in place, and I decided not to tell my wife anything.
Please send any comments you have on this story [email protected]
Hopefully reading this gives you the same pleasure as writing it did for me. As this is one of my first attempts on writing fiction, I love to hear any comments.
Rain was pouring down as we came out of Heathrow Airport to catch a taxi to my mother-in-law's house in the London suburbs. Luckily a taxi just came to a halt in front of me, so I could just throw in our suitcases, and we could take our places. My mother in law lives in a nice big house in a very respectable area, everything in the house is always very clean and all things are in the right place, she keeps the house very well. We aren't visiting her too often because the trip from the south of France, takes too long. Therefore we normally stay for a week, so also this time.
My mother in law, in her late fifties, is still very attractive looking, is always taking good care on the way she looks. She always has her face nicely made up with foundation, mascara, lipstick and a touch of rouge. She goes to the hairdresser every Wednesday to have her rather bouffant hairdo taken care of. She has quite a good figure, with a nice chest, a reasonably small waist and a very nice derriere, mainly because she always wears kind of old fashioned lace up corsets and long line bra's. I must say that she also has some nice looking legs, which she always keeps covered in seamed stockings, she is not too keen on "modern" things like pantyhose. That is why she always goes outdoors with a nice skirt suit and silky blouse most of the time closed with a nice bow under the chin and always with satin gloves, in the summer white or beige in wintertime blue or black. If the weather is bad she wears a nice gold colored rubberized satin cape. She always wears high heeled court pumps with a 4" heel.
If indoors she wears only the blouse and the skirt, always with a nice looking nylon ladies overall. She must have hundreds of them in all colors from pink to lilac, blue, purple etc. I think she uses several per day, as they always look absolutely spotless and freshly ironed. She has different styles, but most of them are sleeveless, and some have a tie belt from the same material. I must say she looks quiet elegant.
One of the reasons my visit's to my mother in law are not too bad for me, is that I do very much like her looks and the way she dresses. As I do secretly crossdress, without my wife knowing, I am always looking for an opportunity to feel some of her garments.
As the taxi stops in front of the house, we notice it stopped raining, and I see my mother in law already welcoming us in the doorway. As I am paying the driver, I suddenly hear a loud scream, and as I look, I see my wife tumble of the stairs. Immediately I rush towards her, as she lays on the pavement. It is clear that she hurt herself badly, because one could see by the angle of her leg has that it must be broken. "Call an ambulance I yell at my mother in law" and tried to comfort my wife, as she was in great pain. "Well I think no shopping for me this time" she says calmly. She is immediately taken to hospital and on to the operating table, where her bones are put together again.
I waited in the hospital, after about two hours, the nurse called for me, and I got to see my wife laying in bed with her leg in some kind of crane. I have to stay here for at least two weeks, before they can see how it turned out. Her leg is broken on two places, but the doctor says it is not to bad, as the bone-ends are not torn. They gave her some painkillers which made her very sleepy so I left her.
Back at my mother-in-law's I had to tell the whole story, as she was very concerned. I told her that my wife had to stay in hospital for at least two weeks. After we drank a cup of tea, she calmed down a little and only then she could welcome me, and said I was welcome to stay with her. I thanked her, and made her a compliment on her looks, as she looked rather elegant with a gray flannel skirt, a soft pink silk blouse, with large bow under the chin, and a soft purple nylon overall with a tie belt. This one gives a nice look on her chest as it closes with six large buttons in the back.
Later that day I telephoned the hospital, and they told me, that everything was o.k. but that my wife would be kept on sleeping d**gs for the next three days, so there was no need to come to visit in the next days.
I had dinner alone with my mother in law, and after dinner I just had a nightcap and went to bed as all the excitement had made me rather tired.
The next day, I woke up nine o'clock, got showered and dressed, and went to the kitchen. To my surprise I found nobody there, but there was a note on the kitchen table. "I am off to my hairdresser, you find everything you need in the frig". I should have known, Wednesday was her hairdresser's day. I made myself some breakfast, and sat down to read the newspaper.
After a I finished the newspaper I started to stroll around a bit and found her nylon overall, folded over a chair. I felt it, as I do very much like the feel of nylon, and kept it in front of me. This moment I decided to go upstairs to go to my mother in law's bedroom to check on her clothing, as it would probably take some time for her to return home.
Her bedroom is a classic English bedroom, with a large bed, on the other side a wall to wall closet, and a huge makeup table, with a large mirror. The bed is covered with a soft pink nylon bedspread, with tons of ruffles on the sides, and the curtains are from the same material, also with ruffles. As I open the closet I see rows of blouses, skirt suits, etc. As I open a drawer, my mouth falls open as I see al her lovely corsets and long line bra's in pink, white and black. Of course I can't resist to try them on, so I strip down all my male clothes and start to put on a pink longline bra, which fits me perfectly. After that I put on a corset and lace it up. As I look in the mirror, I can already see what this does to my figure. Why didn't I think of it before, it makes me look much more feminine. I fill the bra up, and attach a pair of tan seamed stockings to six garters. I find a lovely feeling satin slip in anther drawer and put it over my head. as my feet are not too big I even do fit in her shoes, and choose the nicest black patent, 4" stiletto heeled pumps. I constantly kept looking in the mirror, and liked very much what I saw.
At that moment I hear the bedroom door open and see my mother in law enter the room. "What are you doing in my underwear" she says. "I eh eh" I stumbled . "I always thought you had more interest in my clothing then was good for you". she said. My face turned white, and my mouth started to get dry, I had no excuse. I quickly started to undress when she left the room, as she suddenly returned. "Wait a minute" she said. "If you want to dress in women's clothes, you better do it properly, you know how I want things properly done.
Now strip of all my clothes, if you want to dress like a lady, you must look like a lady. As she had left the room I heard her run the bath, and began to strip. She returned with a razorblade and told me to go into the bath and shave all my body hair. You must know if my mother-in-law speaks in this tone of voice, she only wants obedience, and I didn't dare not to obey her. I got into the perfumed bath, and started to shave my legs, arms and the rest of my body. As soon as I was done she came back in the bathroom with a large towel. As soon as as was rubbed dry she started to cover my body with some kind of moisturizing cream.
She then ordered me to the bedroom where I saw some clothes spread out on the bed. She started to put a bra on me. This however was another kind of bra, it was a white longline bra, made of satin with stays on the side like a corset. She filled the cups with something that looked very much like silicon breasts. Then she pulled a corset around me, which was also different from her own. This one looked more like a Victorian corset which laces up in the back, and has a front busk closure. She told me to hold on to the door, and started pulling the laces. The feeling this gave me,was quite pleasant in the beginning, but became more and more restrictive to my breathing. I started to complain. "If you want to dress like a lady you'll have to look like one" she said, and just as I thought I couldn't held it anymore, she tied the knot.
"This will do miracles for your figure" she said, and as I looked in the mirror, I must admit she was right. After this she came with a packet of new nylons, which she rolled up my legs very carefully. The feeling of the nylon on my freshly shaven legs made me shiver, and my penis was starting to come alive, which was ot unnoticed.
"I see you like it", she said and started to hide my penis under the corset, before she pulled a flimsy white nylon panty around my legs.
Then as she pulled a white satin full slip over my head, she said: "a proper lady always wears a slip under her clothes". She told me to put my arms forward, as she pulled an off white blouse over my arms and closed the buttons on my back. The blouse had a loads of large ruffles in the front and very wide puffy sleeves with close fitting cuffs. This collar was high closing and the fabric of the blouse was kind of transparent, you could see the lace of the slip on the place where my "breasts" where protruding. I then had to step into a gray flannel skirt which was very tight fitting. As I rubbed my hands over my hips I could hear the lining "swish" over my slip.
"I see you like that" she said. I only could nod because I knew she was right. "As you like to be a lady I shall let you wear my best pair of shoes" she said as she picked a pair of black patent 4" high heeled shoes with a double ankle strap.
"Yes" she said, quiet pleased with the result. Now sit down, and I will go on with your makeup."
As she began applying foundation cream, she said" I will have to pluck your eyebrows first", and did so. As I was turned away from the mirror I couldn't see what she was doing, but as I had a little bit of experience myself I knew what she was doing and tried to turn around and look in the mirror.
"Hold still, young man, I will tell you when to look" I heard, and her tone of voice made clear that the only thing I could do was to obey her.
She then opened a door in the closet and came out with a Styrofoam head, with a perfect styled wig on it, in the same pink gray color as her own hair was. The only difference was that this hairdo was even bigger then her own.
"So now you know what I do on a bad hair day" she said. She first put on some sort of a wig cap over my head on then pulled the wig in place. It felt kind of heavy, but fitted perfectly. as she clipped on some earrings on my ears she told me to look in the mirror, and tell her if I liked what I saw.
I turned around slowly, and almost fainted when I saw my image in the mirror. I looked perfectly like a very sophisticated lady, and I was astonished by the result. I had never looked so perfect in all my years of crossdressing and got immediately aroused by my own looks. "Wow" was the only thing I could mumble. "Now you look more like a woman" my mother in law said, quiet pleased with the result.
We went down to the kitchen to prepare lunch as she put on her pink nylon overall, and picked out a light blue one for me to wear. "You know I find it very important to always wear a nylon apron like this", she said, as she closed the buttons on my back. I still didn't know what to think of her doing all this to me, but I am to much aroused to ask her what she wants from me.
After we have had lunch, the doorbell rings and she tells me to answer the door.
"I can't answer the door like this" I tried, but she hushed it away
"Nobody will know you" she said, and I had no choice. I opened the door and a very nice looking lady stood at the door. She was probably in her late forties, had dark red hair, styled in a huge bouffant updo and was very stylishly dressed in a blue satin cape, with white gloves and very high heeled white pumps.
" Aren't you going to let me in " she asked and I showed her in without saying anything. In the hall she gave me her cape, and I saw she was wearing a very nice pink suit with a white blouse with a big bow. As my mother-in-law entered the hall they greeted by kissing each other passionately on the mouth. I didn't know what to think of it, but was still confused by all the other things that happened to me that day. It didn't matter at that moment, besides I was to busy admiring myself in the large mirror in the hall.
The two ladies entered the living room, and I was told to make tea for the both of them. After I had put the kettle on I entered the living room as well. My mother introduced the lady to me as Margaret, and I was introduced as her new 'playmaid' Roberta. I couldn't believe my ears. Roberta I can imagine, as my male name is Robert, but what is with this playmaid thing, this doesn't make sense to me. Could it be that my mother in law is not as respectable as she seems and that she has other things in mind. I heard Margaret saying: "you did a fine job Lil". "I think she can even join us to go to the bingo tonight" I heard her answer and immediately started to protest:
"I can't go out dressed like this", but they didn't even listen to me.
I was sent to the kitchen to get the tea, and started to look for teapot, cups etc. It took me a while to get the tea tray ready, but when I was ready, I nearly dropped the tea tray when entering the room again as I saw the two ladies in a loving embracement, kissing each other. I then realized that they must be lovers and decided that I would act as if nothing had happened.
"I am glad you telephoned me Lil" Margaret said, "I wouldn't have missed her for the world, she looks so cute in your pink nylon overall".
After I had taken the tea tray away, I was called in again to bring the sherry, and was even allowed to join them with a glass. I was to sit next to Margaret on the couch, and the two of them started to ask questions about my crossdressing. "Does my daughter know of your little hobby" she asked, and I told her
"Oh no, she would kill me if she knew. She always says she hates transvestites".
After two more glasses I already began to feel a little tipsy.
My mother in law asked me if I would keep Margaret a little company for a while as she had to go for a dentist appointment around the corner, "We can go for dinner to a restaurant then afterwards" she said. "Listen mother" I said "I must say, I liked what you have done to me so far, but I will not go to a restaurant dressed liked this". She hushed me again, and asked me if I wanted her to tell my wife about our little adventure, and I knew she had me by the balls.
I was left on the couch with Margaret, who was trying to comfort me, and wrapped her arm around me. "It is not as bad as you think, you do look very nice and nobody will know you are a man" she said, and kissed me on my cheek.
This brought another special feeling up in me, and I looked up at her. She then grabbed my head and kissed me passionately on the mouth. I couldn't do anything else as rewarding as her kiss. I must say I liked it specially because she was such a good-looking lady.
Before I knew what was happening, I felt her hands all over me, and my member started to respond. I felt her hand under my skirt as she was cuddling my nylon clad thighs. I did the same to her and noticed that she was wearing stockings and garters as well. She grabbed my then hardened member and started to stroke it. I was partly confused about what was happening to me, but got so aroused by this astonishing lady that I had to give in to my urges. When she started to pull my head towards her lap, I knew what she meant and got on my knees in front of her and used my tongue to lick her inner thighs. I started to work upwards to the part of thigh above the stocking. As soon as my nose had to touch her clit, I noticed there was something wrong. When I looked up and saw a large swelling in her lovely nylon briefs and as I looked at it, my mouth fell open. This beautiful creature was a man too. As if she had waited for this she freed her member in one motion, whilst pulling my head towards it. Before I knew what was happening she had her member engulfed in my mouth, I tried to pull back, but there was no escape possible.
I didn't know what to think anymore, because I was becoming very aroused from the smell and the taste of this cock in my mouth and I started to lick its head carefully. My own cock also responded immediately and there I was, beginning to like sucking this lady's cock. I began slowly to suck on the head and Margaret responded with light moans. I could feel the cock grow in my mouth. Then I liked it so much, that I wanted to give her satisfaction, and from that moment on I would do everything to taste this ladies cum and started to work with my hand on her stocking tops, and used my long stick-on nails to work on her shaven scrotum. This did it, and under a loud scream Margaret started to engulf all her cum in my mouth and I swallowed as much as I could, but it was too much and cum was dripping down my chin. I was pleasantly surprised how good it tasted and kept on sucking until the last drop came out.
Margaret lifted me back on the couch and started to reach for my still erect cock. As soon as she took it in her mouth my breath was taken, and she gave me the best blowjob I ever had. In no time my cum came pulsating and Margaret could swallow it all. She kept on sucking until my member began to shrink again.
I then began to realize what had happened, and couldn't understand a thing. Margaret ,the secret lover from my mother in law, who is in fact a man, looking like one of the prettiest women I had ever seen. I startup trying on some of my mother in law's lingerie, and she changes me completely, then I am seduced by her lover in her absence?
I asked Margaret how long she and my mother in law had been lovers and how they had met each other.
"We met each other about five years ago and we became lovers two years later. My mother owns this bingo palace two bocks from here. I have been around that place since c***dhood, and have been crossdressing since my early teens. I love to hang around there on bingo nights and watch what all the women are wearing. That's where I noticed Lil, being a very attractive lady, dressed in a style I do very much like. I started to hang around her table more and more every week and we started a conversation about fashion and more feminine things. Then one day she won a large TV set, which my mother asked if I would bring over to her the next day. I brought the TV and attached it, Lil was very pleased with it and rewarded me with a sherry.
After three more glasses of sherry and one hour of talking I simply had to tell her about my hobby, and as a surprise she was very understanding. As a matter of fact she said: "In the way we had conversations about fashion and style, I could have suspected it".
"Wouldn't you show me, what you look like, dressed as a woman." "This was the only thing I needed to come over to her house dressed as a woman ever since. In the beginning she helped me a lot with the way I looked, and taught me everything about corsets, slips, hair, makeup, nylons, shoes etc. We started to get more and more acquainted, and occasionally small kisses where exchanged. Then there was this one day when I was trying on one of her formal gowns and she pulled me over to the bed and we made passionate love". That is the story in short, Margaret said.
I was still very confused, and as my mother in law returned she saw the two of us on the couch, and said: "Don't look so sad, you two, let's have dinner at Macy's. But first you go upstairs, "she told me, "and get freshened up."
Upstairs she unbuttoned my nylon overall and my nylon blouse. After she made me step out of the skirt she came with the loveliest dress I had ever seen. It was made out of burgundy red satin and had a fitted bodice with wide puffy sleeves, that ran to close with about ten buttons to the wrist. It had a wonderful very wide organza overskirt.
"How would you like to wear this" she said.
"Would you really let me ?" I asked but then I was turned around and felt the dress flow over my head, and felt the zipper being closed on my back. I then had to sit down again, as she was doing my makeup once more. This time I was even more speechless when I looked in the mirror as this was one of the prettiest women I had ever seen, and it was ME. Immediately my growing member, told me that I liked the sight.
After Lil had changed herself into a lovely blue dress, about the same model we went down and waited for Margaret to come back, as she had left to change her outfit at home. When the doorbell rang I opened the door, and this time Margaret kissed me, and Lil on the mouth when greeting.
"I see you two have gotten to know each other when I was away," my mother in law said and I didn't know where to look.
"Yes we had a very interesting conversation" Margaret said.
Margaret already wore her blue cape again together with the white gloves and Lil came on with a beautiful red rubberized satin cape for me. And my God how I loved the feeling of the mackintosh slip over my shoulder and put my hands through the slits. I started to fasten the gold colored buttons and was given a pair of black satin gloves to go with my black shoes. Lil got into her golden cape again and the three of us were on our way to the restaurant.
I loved the clicking sound of three pairs of pumps and the rustle of the rubberized satin. These three capes in a row, clicking down the road must have been quite a sight.
In the restaurant we were greeted by the manager "evening ladies", and I remembered that this was kind of strange for me, but it felt all so natural. We sat down at our table and had a lovely meal. Nothing was said about what had happened, we only talked about feminine things and Lil reminded me to call the hospital the next day.
The only thing happened was under the table. Margaret constantly had her foot under my skirt, and I was becoming very aroused with the feeling of our nylons rubbing together and I had quite a job not showing it. When we where on to coffee and liquor I noticed a man at another table kept looking at us and he even blinked his eye to me every time I looked towards his table. I felt uncomfortable about this, and Margaret asked what was wrong and I told her. She told me that I had to get used to it, that men try things on you when you are a pretty woman and we all giggled about it. When we left and passed his table, the man pushed a note in my hand. I was shocked and only when we were outside did I dare to read it.
"Call me 674 9867" and we laughed about it.
"You see it is your first night out and already you have success." Lil said.
When we got home Lil asked Margaret to come in for another nightcap and she did. When I was told to pour in the drinks Lil went upstairs to slip into something more comfortable. After a few minutes she came down in the most gorgeous looking pink nylon negligee I had ever seen. It was soft pink very wide flowing with pink feathers all over the sides. She wore pink slippers with it. After she sipped from her drink she told me to go upstairs and slip into the clothes she had laid on my bed for me. I only was allowed to remove the dress and slip, but had to keep on my pumps. I went upstairs and found a very nice looking blue nylon negligee and as I put it on and looked in the mirror I felt very happy.
Coming down I found Lil and Margaret kissing each other passionately on the couch. They stopped as I entered the room.
"My do you look good in blue" said Margaret and pointed to me to come over and sit on the couch in between them.
"Yes, come and sit with us" said Lil.
As soon as I sat down, I was covered with kisses from both sides, and felt their hands all over my body. Lil started to kiss me on my mouth and started to direct my hands first at her her breasts and later to her pussy. I immediately started to react.
In the meantime Margaret had found my throbbing member and got on her knees to lick my little head again, and before I knew it I was already riding the waves of pleasure again.
After a while Lil stopped kissing and directed my head to her lap where I started to lick her moist pussy and loved the taste of her juices. I felt myself lifted on my knees in front of Lil, and my negligee being raised over my behind. I was so busy enjoying Lil that I didn't notice that while Margaret was working on my penis, she had smeared some lubricant around my behind and was now fingerfucking my little asshole. At first I was shocked, and tried not to say anything but Lil kept my head in a grip and said: "relax honey, you'll love it. Soon I found myself concentrating on Lil's pussy again, and I was very keen to give her my best, to thank her for what she had done to me. I was beginning to realize myself that I really began to like the feeling of Margaret working on my behind. She was very experienced with her fingers. Suddenly I felt that there was something bigger trying to enter me. I must say that my little hole wasn't totally virgin as I had done some experience with several dildos and vibrators dressed up at home. This was something completely different as she was slowly working the head of her penis into my cave. I thought I would split apart, but as soon as she was in I immediately started to like the feeling and only wished she came in deeper.
I started to let out little moans of pleasure, as I kept going with my little sucking motions on Lil's clit, I felt her body stiffen under me and she came with a small scream. I had trouble swallowing her juices so quickly but found it too much a shame to spill any of the delicious fluid. It looked like her orgasm kept on going as I noticed that Margaret started to slam her smoothly shaven scrotum more violently to my own. With a deep moan I felt a spurt of hot fluid being injected in my ass and at the same time felt my own penis explode. I had become so aroused by the taste of Lil's juices and the feeling of being fucked as a woman for the first time that I had got the best orgasm in my life without my penis even being touched. Specially the feeling of cum spurted from my scrotum was a pleasure from which I didn't even know its existence.
The three of us fell on the couch without stopping to cover each other in kisses. Needless to say that in no time I was beginning to feel my little cock harden again as I was covered in nylon clad legs rubbing over each other. As I felt Lil close her lips around my member I just couldn't resist the urge to do the same with Margaret's little cock. I wanted to experience the lovely taste of her cum again. As I took the shiny head between my lips I knew that I was doing the right thing but after I while I felt Lil stopping her action and pull me gently by my shoulders. At first I didn't know what was happening but when I saw Margaret lift her lovely ass I knew I was going to fuck my first male ass and liked every minute of it.
The next morning I woke up when I saw Lil opening my curtains. She looked very smart in a soft lilac silk blouse with a nice bow under her chin on top of a darker lilac fitted skirt. I was listening to the lovely rustle of her matching nylon overall. As It took a while before I realized that this was not a dream, and that yesterday it really happened.
Lil woke me up from my dreams as she told me I had to rush into the bath because we had to go to the hospital to visit my wife. This brought me back to reality and I rushed into the bathtub and into my male clothes.
"We better not tell anything to Lucia" Lil said. "As a young girl, she ran into her father dressed up in a lovely maid's dress, and I think she kept on hating him for that".
That brought again some pieces of the jigsaw puzzle in place, and I decided not to tell my wife anything.
Please send any comments you have on this story [email protected]
Hortense
- 15.08.2022
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