Naked Wednesday At The Sauna

A week after the clinic encounter, I emailed Jane to see if she did want to meet again. Her reply was very quick and indicated she did but wanted to know what I wanted from any such meeting.As I am so submissive I simply wrote that all I wanted to do is to please her and that I find it difficult to express what I like.She came back with pleasure at my answer and now wanted me to send her a history of my sexual experiences and things that have shaped my desires. This email was signed, "Mistress Jane."This took a while for me to compile, but I was completely honest with her, about my time in the navy training camp, and travels around the world my first gay seduction by an elderly gent, experimenting with cross-dressing, my walking naked in the fields and so on. I tried to leave nothing out.She asked for more details on a couple of my experiences, especially those that occurred when I was in the navy and my cross-dressing experience. I obliged her with a full description and what about them excited me most.These email exchanges went on for several days until finally, she said I was to give her dates when I would be available to visit her for a full day.With a date agreed I received my final instructions and her address. I was to bring a razor, a shaving stick and a shaving brush. I should be prepared to stay all day and into the evening if required and I should not wear any deodorant or aftershave.The day arrived and I set off with some trepidation, trying to anticipate what was to come.It was a huge, double-fronted house that was set back off the road with an in-and-out driveway. I guess her late husband had a successful career in the city or something.What version of Jane was I going to be greeted by I wondered. Would it be Matronly Jane or Mistress Jane, I was shaking with anticipation as I rang the doorbell.My thoughts were answered immediately, "You are two minutes late!" she blasted at me as the door opened."So sorry, Mistress Jane.""Come. Up the stairs, second door on the left, go in and wait. Did you bring what I told you to?""Yes Mistress," and went to give her the package."Take it up with you, go on then, up you go, stand and wait for me."Up the stairs, I go and into the designated room. It was nearly as large as my flat, I thought, well nearly anyway. It had an en-suite bathroom, a large double bed, a sideboard with a covering over the top and two huge, curtainless picture windows that looked out to the rear.In front of one window was a massage table, and a small table next to it was set up with prettily styled towels like they do in hotel bathrooms.I waited and I waited. I could hear her busying herself downstairs and being bored I started walking around the room and looking."I told you to stand and wait," she shouted, "not to go nosing around."I looked around for a camera as the floor hadn't made a noise, how else did she know? I couldn't see one, but it had to be there.Then I heard her coming and stood to attention as she entered the room."It hasn't been a very good start today, has it now?""No, I am so sorry, Mistress, I will try to do better." I grovelled."Of that, I am certain. where is the razor? she demanded.I picked up the package and handed it to her."Strip," she said.I immediately undressed and stood naked waiting for her, realising that I was in front of the open window."Give me a twirl so I can see you properly. For once, you don't have an erection, that is good, as I certainly don't want it sticking up all day, and for what I have planned it will get in the way.""Before we start let us both be clear about the rules for today. As we discussed in our email exchanges, I will not permanently mark you, use animals or overstretch your arse.""If anything gets too much you simply have to say, 'Stop now'. We are both here to enjoy ourselves so we do not want anything to spoil that, so at any point, if you are not certain you want to continue we will stop.""Is that clear and are you happy with that?""Yes, perfectly clear, Mistress, that is perfect.""Good. I see that you have lost some weight since the clinic.""Yes, Mistress, I have been following the diet the doctor gave me and I also go to the gym she recommended every day, and swim as well.""That's good, and do you follow her suggestion about parading your pathetic cock in the changing room? I typed up her notes so I know exactly what she advised."The doctor, in her letter to me, had suggested that instead of being embarrassed about my size, I should not try and hide it as I currently do in those situations. She suggested walking through the changing room naked, ignoring comments or thinking of them as humiliating, and using them in my fantasies.It seemed good simple advice until it came to putting it into practice."I'm afraid I haven't," I replied."Ignoring the doctors' advice is bad, so I will make it an order. You are to use the locker furthest away from the showers and walk naked to them, take your towel but drape it around your Escort neck. We all go to the same gym so I know your showers are communal ones, so make sure to shower with your back to the wall as well."She continued, "Walk naked and wet back to your locker and strike up a conversation with another member, without trying to cover yourself.""We know many of the members there so it is easy for us to make enquiries, we even have a couple of participants who go there, and they will keep an eye on you too.""Now you know what to do, are you going to follow orders?""Yes, mistress, I will.""I am now going to remove all of your bodily hair, hence the reason for the razor. Lie face down on the table."Without further delay, I felt the lathered brush on my back, followed by the smooth strokes of the razor. Then the same on my bum cheeks and the back of my legs. Then she returned to my bum and lathered up in the crack and carefully shaved inside it as she pulled one cheek over at a time.A warm flannel rinsed my back, bum and legs, and then a towel was padded over the same area. Then she felt all over it to ensure the job was complete, running a finger the whole length of my arse crack."Turn over."By now I had a small lob on but she did not seem to notice. She lathered up my face, despite me having shaved before I left home."I need you extremely smooth for our first bit of fun, well fun for me that is," she sneered.Face shaving completed, she moved to my underarms which too were soon free of hair, My chest followed, and then she removed all the hair from my stomach down to my cock. Then shaved down each leg ensuring both were perfectly smooth.She then came back up to my groin and pushed my legs open."Hold that pathetic cock out of the way," she demanded.I did as ordered and she shaved every hair off of my balls, she then wanted me to raise both legs and draw them back to open up my crutch for shaving. This position proved impossible to hold without fidgeting."Bugger," she moaned, "Get on all fours, now forehead down on the table, there that's it, arse in the air. Good now spread your arse and stay bloody still."She now had good access and she quickly shaved all around my hole, and any remaining hairs from my crutch, checking and re-checking that all signs of hair had gone.She threw the wet flannel at me and told me to rinse myself and then dry off."Stand here and let me check you over," she said, "stand in the light by the window, so I can see properly."This was done to expose me to anyone who might be out there, she took her time to check for hairs, finding some now and then and dry razoring them off.She went and sat on a low stool and said, "Stand facing me here."I did so and she said, "Pull the foreskin back."I di and exposed the head, she looped a noose of thin string under the head and told me to release my grip.She allowed the string to dangle and then instructed me to turn around. She reached between my legs and took hold of the string and I could sense her tying it to something."Bend over and reach behind and spread your arse," she ordered.Without question I obeyed and suddenly felt cold gel being inserted into me by her finger. Then my cock was pulled down and back by the string and held there. Next, I felt my arse stretching as something was inserted and then it eased.Once it was in, I could feel it being turned and as it was my cock pulled tighter against my crutch."Stand up straight and turn around to face me."As I straightened I but the pull on my cock was too much and bent again.?Bugger," She moaned again, "turn around again.?I felt her turn the object the opposite way and then told me to turn and stand straight again.Now I could stand with no pain."Perfect, now walk to the door and back again."I did so, realising that my cock had been tied to a butt plug in my arse."Look in that mirror, bitch, and tell me what you see."I looked and indeed it almost looked as if I had a fanny rather than a cock as the combined string and stretched cock split my shaved balls to look similar to a pronounced vulva."It looks like I have a vagina, Mistress, just like a woman.""That you do, and even more so soon.""Go into the other room to the right and wait for me."I did so and was a little perturbed by the sight of a lady's outfit lying on the bed, complete with an auburn wig."Before we get you dressed I want some pictures of my bitch naked. I want some ladylike poses from you, I promised some to Emily and Emma, so make sure you do your best. In fact, I had better put your make-up on first and add the wig."She made me sit in front of the mirror which was not too comfortable due to the butt plug. Then she started to make me up, with lipstick, rouge and eye make-up and then finally the wig.I was amazed at how I looked and could pass as a woman when briefly looked at."Use this to pose with," she said handing me a rubbery cock.Now came the photos, I was posed in all sorts of positions with the cock in hand. I Escort Bayan sucked it, licked it and had it between my legs.Most of the photos were taken with me in view of the window, so I began to wonder if she knew she had a nosey neighbour or something. To me, this was confirmed when once the pictures were done she had me stand looking out the window while she loaded the pictures onto her laptop."I've downloaded now and sent some over to the girls. Now let me get my fat bitch dressed."The wig came off first and then she put a bra on me. It was padded, and she positioned it to her satisfaction. Then came a suspender belt, how do women wear these things I wondered, and over that a matching pair of panties to the bra."Put these stockings on, put your foot in and then roll them up, that's the way, make sure you don't ladder them. You seem to know what you are doing, do this all the time, perv?""No mistress, only once before as I explained," I whimpered."Wig back on, now some more sexy pictures.I held the cock to my mouth, licked it, and put it between my legs and between the cups of the bra while trying to give a sexy look." I suppose that will do, difficult for someone like you to look sexy, back in front of the window while I sort these photos."Back I went on display until she finished on the laptop."Rest of clothes now.""Slip first, step into it, should all fit nicely as Emma took all your measurements. Now this top and finally the skirt. Yes, that all looks pretty good. These shoes are sensible ones so they will not be difficult to walk in."When I looked in the mirror I could see what might pass as a middle-aged, chubby female starting to have a little grey in her hair."Follow me downstairs, we are going to the local supermarket to do a bit of shopping," she said matter-of-factly."What, I've got to go outside like this?" I almost cried."No, you don't have to, you can go back upstairs dress in your clothes and go home if you want.""I mean. well, I just don't know," I blurted out."You are the one who contacted me and I want to take you to your limits, but like I said, it's entirely up to you."To be honest I could feel my cock twitching at its restraint and I was intrigued by the thought of going out although scared as well."You are right of course, Mistress, I will come with you."We added light jackets to our attire, picked up a shopping bag and walked out of the door.As we walked she was saying, "Your name is Susan, you were my late husband's secretary, who has come for a short visit. Try not to talk too much although your voice is quite feminine anyway.""Yes, mistress," I replied, practising a higher tone in my voice.It was quite exciting walking in public, we passed people who she knew and nodded and bid them hello, with no sign of them realising I was a man. I was more worried when we neared the supermarket as the foot traffic increased,I must be enjoying it as the pressure on my cock was increasing as it hardened and pulled against the string, and I think she sensed it as I tried to ease the pressure by walking with my legs wider."Walk properly bitch," she snapped quietly, "you are getting hard aren?t you? What a pervert you are. Just put up with it."I started to walk as normally as I could and we went into the shop. She was obviously well known in the area as it seemed every other person knew her and greeted us."Hello Jane, how are you?" from a voice behind us.We turned to see a lady similar in appearance to Jane, they hugged and kissed each other on both cheeks."I'm wonderful, Sheila, this is Susan, she was Dan's secretary.""Hello Susan, I love your outfit by the way. Do you know I always imagined his secretary would be a long-legged blond rather than someone like you? I am so sorry, that sounded so rude.""That is quite all right," I replied in the best voice I could muster.They chatted for a while and I was forever looking for someone who might recognise me. Unlikely as I was miles away from my town but you never know."We must get on, Sheila, we have so much planned for today," Jane said with a big smile."Of course, enjoy yourselves, don't do anything I wouldn't do," If only she knew she might not have said that."Right, let us get on, just a couple of bits to pick up, then we can carry on."Shopping was done, she handed me a twenty-pound note and told me to go through the checkout. The young girl on the till kept glancing at me and smiling but I don't think she realised or even cared.We walked back the same way, and now I was more comfortable in my new identity, actively saying hello to people as they passed us.Getting back indoors, she told me to make her some tea while she checked her messages. I made the tea and fetched it in on a tray."You may join me for a cup of tea then we have to go back upstairs."I poured the tea out for us both and sat opposite her, albeit uncomfortably due to the plug in my bum hole."How did you enjoy our little outing, Susan?""Thoroughly Mistress Bayan Escort Jane, it was very enjoyable.""Then we may have to make the next time even more daring, perhaps a more daring skirt, don't want you enjoying yourself too much."Tea finished, I followed her upstairs and was ordered to stand by the window again looking out.I heard her typing on her laptop and then suddenly heard, "Hi Jane, are you having a good time? It was Emma on a video call."We've just got from an outing at the supermarket," she replied, and then continued, "Is Emily joining you?""You took him out, you are so wicked, Jane. Yes, Emily is just finishing with the last morning patient and she will be out.""What did you think of the pictures, Emma?" asked Jane."Oh they were such a laugh, as you know I'm sitting in for you today, so I printed some off, put them in a folder and took them into Emily. She was with this posh old lady, and I said 'Here are some more details for you, doctor.' I thought she was going to fall off her chair when she opened the folder.""Here she is now, so we are ready at this end.""Hello Jane, you seem to be extremely wicked today judging by those pictures.""I am trying to be, Susan, get over here and say good morning to the ladies."I obliged with a feminine "Good morning.""He looks really good, Jane, you have done an excellent job, considering what you have to work with.""Yes not the best of bodies to dress, but he makes a good chubby old girl I suppose.""Give us a twirl, Susan," said Emma through her giggling, "make it look good as we are recording this."I lifted my skirt a little and did the best pirouette I could manage. I probably looked more like Disney's dancing hippo in a tutu that anything else.Hands clapped on the screen as I went around again and again."Now we want a strip show, and don't forget to use the props that I know Jane has ready for you."Music came on through a speaker and Jane removed the covering from the sideboard. On it were a selection of artificial cocks, a riding crop, some baby oil and a long rubber snake.Jane ordered, " Come on then, you must have seen strippers, so get to it."I walked to the selection of toys for one to start with, I chose the crop.I strutted to the centre of the room with it at my shoulder, whacking down on my hip now and then. Then I pranced across the room geeing myself up with it on my backside.I wiped my brow as if I were hot."Take off the top!" one of them shouted.I gradually undid the blouse, one button at a time, cocking my head and licking my lips in what I thought might be a seductive way."Wheeeeee," Emma screamed.I slid the blouse off one shoulder and then the other and allowed it to fall past my padded bra, as it did I turned my back on them and then turned again with my arms across my breasts.Whistles came from the audience, then a call to take more off.The skirt was next, I undid the waist and allowed it to slip to my hips. Then let it drop to the floor and turn my back to them again and bent over to take the skirt from under my feet.I threw it to the side and picked up a rubber cock from the side. I held it to my cheek and made it bounce off of it.This bought more shrieks from them and a clap of the hands and a cry of, "She's good."I put a chair in the centre of the room, placed the cock on it, stepped away and as slowly as I could I took off the slip.Wolf whistles now came from them.I sat on the chair with the rubber cock sticking out from between my legs and slowly started to wank it. Then brought it up to my mouth and started to suck on it."He wishes he had one like that," one of them said and laughter followed.I played like that for a while and then started to rub it against my imaginary clitoris, making the appropriate noise as I did.Now I took off the bra and reaching for the baby oil I rubbed it over my tits, playing with each nipple for a while to the delight of my audience."Get them knickers off you bitch," came from the screen.Turning away again I slowly lowered them over the suspenders and stockings, bending over, but keeping my legs tight together. I retrieved the snake from the side and put it between my legs and turned back to face them.The snake covered my groin and tits, and I pulled it backwards and forward not revealing anything, and then I pulled it out and threw it to stand there in naked glory.They clapped and whooped with delight at my effort.I heard the doctor say, "Jane, have you shaved him?""Yes," she replied, "every single hair on his body has gone.""He does look feminised, how are you managing to keep his penis in that position?""I'll show you. Come here, Susan."I stood closer to the camera so they had a better view."I tied some string around his cock head and then--" To me, she said, "Turn around, bend over and spread your arse.""You see the string come under here and I attached it to this butt plug. It works well doesn't it?""Certainly does, but where on earth does a sweet lady like you get the idea for that?""In one of my books on BDSM, one mistress shows the same method but hers was done with a catheter with the tube going into the butt plug, so her subject urinated into his arse. I didn't know how to insert a catheter so did it that way."