A Xdresser with a new Master
Being a cross dresser and serving a Master can sometimes be very rewarding and humiliating at the same time.
This is one of those occasions. I had recently met a new Master and was learning the ropes on how to serve and please. I received a message from my Master informing me that he was coming to town and that I was to meet him for breakfast in the restaurant at his hotel at 8am. I was instructed that I was to arrive wearing the black corset with black fishnet stockings and black satin and lace panties, that he enjoyed so much beneath my clothes.
The day in question arrived and I still remember driving to the hotel and being so damn excited. By the time I arrived my panties were already so wet with precum. I parked and walking into the hotel restaurant with my hormones going crazy and feeling a little trepidation at the same time. I had been in a few very embarrassing and humiliating situations already with this Master in the short time I had known him and had no idea what to expect this morning.
As I walked in I noticed my Master sitting by the windows on the far side. I threaded my way through the tables to him. At least the restaurant was not busy and there was no one seated within 2 tables of him. When I arrived at his table he looked up at me and said, “Welcome sissy”. Sit”. Those 3 words in public were enough to let me know who was in charge.
A waitress came across and asked to take my order since he had already ordered. In front of her he says to me, “So Samantha, what would you like to eat this morning”. I tried not to look at the waitress and quickly ordered a simple breakfast with coffee. After she left, my Master asked if I was dressed as he had requested. I nodded and he then instructed me to unbutton the top of my shirt so that the top of my corset could be seen. I was a little reluctant to do this but a curt, “now” from him had me obeying. I looked around to see if anyone could see but it looked like I was safe for now.
Then he leans over to the chair on the other side of him and picks up this little pink bag and places it in front of me. He tells me to look inside. When I look into the bag I see this contraption that looks phallic in nature but I am not totally sure what it is. He obviously sees the confused look on my face so he leans across and tells me that it is for my tight little boy pussy. I just looked at him with this “no way” expression on my face. He tells me that I need to pop off to the loo and insert it and then get back to him ASAP.
I leave for the toilet with the little bag and my hormones now doing cartwheels. I close the door to the stall and take the gadget out of the bag, I can now see exactly what it is. It is almost U-shaped with a flexible section that adjusts to help secure it properly. The phallic side is about 4 inches long and about 2½ inches in circumference. Inside the bag is also a sachet of lube. I drop my trousers and slip my panties down. I open the lube and smear it all over the end. Then I gently insert it up my tight little hole and adjust the other side up and between my ass cheeks so that it fits snugly. God it feels so good. I pull my panties up tucking my cock down between my legs to hide the fact that I am now getting very excited. I adjust my panties to make sure that everything is in place and then pull my trousers back up and fasten my belt.
Standing in front of the mirror washing my hands I can clearly see the lace top of my corset showing. I can feel the wetness in my panties and now the feeling of this gadget inside me has got my hormones going berserk. Walking back to the table, each step only heightens the feeling and level of pleasure from the contraption inside my pussy. When I sit I get this instant wave of pleasure from the pressure now being applied. My Master looks at me and asks how it feels. I can only smile and nod. He tells me that it is a special little toy with a special little surprise.
Then the waitress is back with my meal and coffee. As I sit back for her to place the food in front of me I notice that I can clearly see the top of my lacy corset showing. I look up and find her staring and then she smiles at me and asks if there will be anything else she can get me. My Master pipes up and asks’ “yes Samantha, do you need anything else?” I can see the look of pleasure on his face and all I can mumble is “No thank you”, to both him and the waitress. She leaves smiling and I am feeling so embarrassed now.
My Master tells me to eat. I am feeling a little scared at this stage and really feel the need to run. I am about to put the 2nd mouthful of food into my mouth when I am suddenly hit by a bolt of such intense pleasure. This thing inside me has suddenly started to vibrate. I look at my Master who has this look of absolute glee on his face. I put my fork down and lean back trying to look as normal as possible. My Master opens his hand and reveals a remote of sorts. He presses a button on it and suddenly the plug inside me goes into over drive and my hormones with it.
I grab hold of the edge of the table and can barely conceal the sound that escapes me. I am not sure how I managed to not explode in my panties right there and then. After about 20 seconds my Master presses on the remote again and the vibrating slows down again but it is still going at about half speed. I can feel my panties getting wetter by the second now and my cock is really excited tucked into my panties between my legs. My Master looks at me and says, “You better eat up sissy.”
I am desperately trying to eat and remain as calm as possible. Every time I lean forward to take another mouthful of food I can feel the pressure build a little more. Eventually I manage to finish my breakfast. Then the waitress is back to remove my plate. By now I have lost all thought of worrying about her seeing the top of my corset. I am desperately trying to keep any signs showing of the pleasure that is starting to rack my body now. I can feel my body starting to tingle from my toes and work its way up. Soon I know that I am not going to be able to control myself. As the waitress leans down to remove my plate, my Master hits the remote again and this little moan escapes me without warning. I immediately sit back and try to apologize and I can’t help placing my hands on the chair, trying to lift myself a little to ease the pressure. I mutter and ask the waitress if she can bring me some water. Thankfully she leaves and I am left wondering if she has any idea as to what just happened.
My Master is sitting there grinning like a Cheshire cat. I beg him to stop and he obliges and turns the vibrations back down to half again. I can feel that my panties are soaked now and I am sure that I must have cum a little at least. He looks at me and asks if my panties are wet. I nod and say “very”. He just says “good, just like they should be”. Then the waitress is back with my water. Thankfully my Master was kind enough not to give me another jolt just then.
The next 5 minutes was spent sitting there slowly sipping on my coffee and trying to look normal. My Master kept asking how I was feeling. These waves of pleasure kept coming and going and I could feel my heart pounding away. Once my coffee was done, my Master asked me if I was ready. I thought he meant ready to leave so I nodded eagerly.
He said, “good” and the next thing I know he has pressed the remote again. This time he sits back and just watches me. My whole body seemed to go into overdrive. I sat back with my hands on the chair and tried to raise my butt to relieve the pressure again. Nothing helped and I soon realized that there was no stopping what was about to happen. I could only try and minimize what anyone else might witness. With my head down trying to hide the emotions on my face I gripped the sides of the chair.
The orgasm hit me with such force. It was as if every nerve in my body was alive. I sat there trying to make sure no sound escaped me. I could feel the cum erupting into my panties. I tried to squeeze my legs together but this only served to heighten my pleasure with my cock tucked between my legs. The orgasm seemed to go on forever and the wetness between my legs just seemed to be spreading more and more. Eventually the convulsions subsided and I slowly released my grip on the chair.
I looked up to discover my Master looking at me with total satisfaction written all over his face. He just smiled and said, “Now that was a pleasure to watch”. I slowly drank some water, still no trusting myself to say anything. Eventually I managed to beg my Master to turn it off. My body was still tingling so much and the vibrating inside me was not helping. At last the vibrating stopped as my Master pressed the button and proceeded to put the remote in his pocket.
I sat there trying to compose myself and sipped on the remaining water. I was petrified at the thought of having to get up and leave the restaurant. I had no doubt that there was not going to be any hiding the cum soaked patch on my trousers. I could feel that even the tops of my thigh high stockings were soaked with cum. Luckily for me I was wearing black trousers today so I was hoping it would not show too much. My Master was now saying it was time to go. He wanted me upstairs in his hotel room.
As I stood to leave I looked down and “oh my god”, there was a huge wet patch on the cushion of the chair. I could not get out of there quick enough as I did not want to see the look on the face of the waitress. Once in the lift and with the doors closed I started to relax a little. Or so I thought. My Master takes the remote out of his pocket and presses it again. This time from zero to 100 with nothing in between. My body immediately reacts to the vibrations coursing through my pussy and I am forced to grab onto the railing in the lift. My Master stands next to me and slips his hand down and up between my ass cheeks. He applies pressure and pushes the plug deeper and then releases it gently and then does it again. I can’t help the sounds escaping me now as I moan with the intense pleasure. He whispers in my ear, “You like this don’t you my little slut? And cumming in your panties like that in a restaurant. You really are a little slut!”
He is leading me down the passage to his room. I am moving on auto pilot with my body trying to cope with the vibrations racking it. The door to his room is open, oh fuck, the cleaning maid is there making the bed. My Master making me sit on a chair by the window, the plug driving me insane with pleasure. Trying so hard not to utter a sound. He disappears into the bathroom. Eventually the maid is leaving and the door to the room is closing.
My Master is back, he is directing me to my knees on the floor. He is unzipping and suddenly his cock is in front of me. I take his semi hard cock and slowly start to lick and tease the head. Then slowly take him into my mouth. I look up at him and can see his pleasure. This coupled with the vibration inside me excites me even more and I can feel the hardness returning between my legs in my panties. Then his hand is on my head and he is guiding his now hard cock into my mouth, making me take as much as possible before I start to gag. Then he just holds my head there for about 10 seconds before he releases the pressure and allows me to slowly withdraw. Then he guides me back again forcing me to take it all again. The next 5 minutes are spent with him dictating how I pleasured his rock hard cock with my mouth. My whole body is now alive again and my cock is so hard in my cum soaked panties now.
Then he raises me to my feet and before I knew it, his lips were on mine and his tongue was forcing its way into my mouth searching for my tongue. Tongues clashing, the vibrations in my pussy driving me crazy and his hands now roaming my body. Then I feel him unbuttoning my shirt, removing it, undoing my belt and my trousers falling to the floor. Then I am on the bed, he is removing my socks and shoes and pulling my trousers off. Now I am clad only in my corset, stockings and panties.
Then he is turning me over, instructing me to get on my knees facing away from him. I feel my panties being pulled down just far enough to expose my hole. The vibrating plug inside me moving in and out, in and out, feeling the wetness in my panties between my legs and feeling my hardness straining against my wet panties. Suddenly the vibrating is gone and almost as sudden I feel his hardness. My pussy is so wet that he slides in without any problem at all. He is all the way inside me.
He starts to move slowly at first but not for long. I feel him withdraw and then suddenly he rams himself all the way in. Then he is moving quicker, he is gripping my hips as he thrusts deep inside me. I can’t help myself moving back to meet his thrusts. I can feel my body starting to build to another orgasm. He grabs my hips with more force now as he thrusts harder and deeper and I hear him start to moan now. Suddenly he jerks and grunts and holds me in place as I feel him thrust all the way in and can feel his cum explode deep inside me. This sets me off and my cum erupts into my panties again. He holds me there grunting and I feel every spasm from his hard cock as he fills me.
Eventually when he is done, he slips out and then watches as some of his cum oozes out of my hole. He leans over and says, “good girl” and then pulls my panties back up. Just then there is a knock on the door. My Master pulls his trousers back up and tells me go and see who it is. My heart skips a beat and I try protest but he is having none of it. I walk over to the door and am very aware of the cum seeping out of my pussy and into my panties. Nervously I open the door a crack and see that it is the cleaning maid. She has clean towels. I try take them from her but my Master has walked over and now opens the door fully exposing me in all my glory. He tells her that she can come in and put the towels in the bathroom. She looks at me and I can see she is not too sure but then she smiles and walks past me. I want to try and hide but there is nowhere except the bathroom, so I just stand there in my lingerie. As she comes out the bathroom my Master thanks her and then instructs me, “Samantha, thank the lady,” to which I quickly do, trying to hide my embarrassment. She is staring at me and just smiles again and then leaves.
He walks over to me and says, well I am sure she will have plenty to say to her friends now. I am feeling so embarrassed and yet so sexually turned on at the same time. It is almost like the combination of embarrassment, fear, obedience and sexual excitement is like a drug to me. I am amazed at how excited this little experience has made me. My Master says to me, “So my little sissy is learning what it takes to please her Master. You will learn to accept that you were placed on this earth to please me, but most important, you will learn to accept that everyone and anyone I choose will also see you for the little sissy slut you are, do you understand?” I respond with an instant, “Yes Master!” He then says that he has to leave for his work appointments soon. I tell him that I will pop into the shower quickly and be out of there in 10 minutes. He stops me right there and says no, there is no shower.
He explains that I will be leaving as I am. He wants me to spend the entire day today at work in my cum soaked panties. He wants me to feel the cum oozing out of my pussy into my panties and to feel the effects of me having already cum in them twice myself too. Under normal circumstances he would make me take my panties off and lick them clean for him but today he has other ideas. He also wants me to take a pic every hour at work and to send it to him to show him that I was still wearing all the lingerie as I now was. And so I was sent on my way.
Climbing into my car I could not believe how wet my panties were. I could still feel cum oozing out my pussy adding to the wetness in them. I was convinced I could smell the cum. I was just hoping no one else would.