0 comments/ 43367 views/ 1 favorites For His Mistress's Pleasure Ch. 01 By: femmepen A deep sigh escaped my lips as I shivered from the chill in the air. Though the temperature was around 75 degrees the cool cement of the ground did not help in preserving my body heat and neither did my lack of wardrobe. I shivered again taking deep breathes each time to calm my nervous soul as well as to clear my head in preparation. My Mistress had told me to dress nice for our meeting, the first in several months, and I opted for attire that I found sexy to wear and hoped she would like my choice as well since I also got her a matching set. I prayed that she would like this sight, though I admit I probably looked incredibly ridiculous in the bustier and thong. A smile creased my lips as I recalled the afternoon I had bought this particular outfit and the rush that transformed me. I had been incredibly busy with work and the limitations of my social life were felt most deep regarding my new Mistress. It seemed the world came crashing in as she entered my life and I so wanted to straighten everything up before I gave myself to her fully. She had felt ignored and I so wanted to make it up to her that I decided to shower her with gifts of my desire and my devotion. I decided that the gift of lingerie would be the best present since it not only was her favorite attire, but it pleased my eyes and my heart to see her so elegantly , and sluttily dressed. I was trying to find my way in the mall, being too manly to look at the kiosk for directions, when I heard a woman make a statement regarding something sexy. I turned around and saw a rather plump female holding up a very large black lace bra. “Now this is sexy, I would love to show this off ” she said to herself in a raspy voice. I could tell that the piece was turning her on and the stirring in my pants gave my thoughts away. I walked into the store directly to the display. I was going to do it. I needed a rush and the thought of wearing those satiny lace panties made my cock grow harder. I had been turned on by ladies’ lingerie since I was a child, but only let myself wear it when I was older. I felt powerful when I wore the frilly thongs, panties and bras under my very masculine attire never letting on at the taboo that lay under the façade. This would be something new for me though since I would not feign this as a gift, but let it be known that I was making this purchase for my own wear. I fingered the lacy under things and felt the soft interiors of the bra cups. I held up panties and thongs trying to decide what colors I liked and how I wanted them to fit. The high cut briefs in royal blue satin were sexy with a V cut out in the middle, as were the pink lacy bikinis. I couldn’t decide so I moved on the bras the whole time being spied upon by the woman who had intrigued my interest at the beginning. She smiled at me and though her face was cute, she wasn’t my type. I smiled back and went about looking at the tops. I picked up the black and fuchsia lace bra like top and asked her what it was called. “It’s a bustier,” she said. I could almost hear the wheels spinning in her head. I wasn’t ready to reveal myself to her so I thanked her for the information and carried on my inspected of the piece. The lace was wide and interwoven with sheer mesh. The fuchsia threading vined through the black creating a sexy yet non-revealing look. The bottom flowed down from what would normally be under the breasts to probably mid stomach. The straps were adjustable and elasticized. It looked like it would fit around my barrel chest. I knew that this was the moment when I would either go forward with this or run scared. The adrenaline pulsed in my veins as I took a pair of matching panties and walked towards the saleslady. The store was pretty empty so I asked her in a hushed tone if I could try the set on. She looked around and then back at me and had a smirk on her lips as she took the tag for 2 items. “Come with me” she said leading me towards the dressing room. I wanted so bad to look over my shoulder, but I didn’t, keeping the illusion in place of my nonchalant attitude. All the while my cock strained against my pants as a dewdrop of pre-cum formed by the zipper. She showed me into the dressing room, which was empty and handed me the tag. “I would have never guessed” she said and smiled. I think I made her day. Something to tell the girls that night over drinks. “There was this beau-hunk of a man in the store today and he wanted to try on bras and panties, I couldn’t believe it. He was such a masculine guy I never would have thought him to be one of them.” She would say and all of them would giggle and move on to the latest chat about sitcoms or real life TV. I thanked her and closed the door behind me. The feeling inside of me was so raw. I felt so hard and so excited I felt I could cum at any moment. Trying on ladies lingerie in a woman’s store was one thing, but cumming all over the dressing room was another. I didn’t want to be rude. I took off my shirt and pants and boxers looking at myself naked in the mirror. I could tell the bustier was going to fit fine even though I didn’t have any breasts. I was firm and large, but I chose wisely the A cup. I first put on the thong stepping into the lacy open holes and sliding them up my legs. A little snug, but that was OK with a mini triangle in the front to place my cock. It wouldn’t be hidden by this piece of fabric since it had already become fully hard. I admired the look in the mirror and proceeded to the bustier. I put it on backwards in order to work the catch like I had seen many of my girlfriends do. I turned it around and placed my arms in the holes. I straightened it and gazed upon myself in the mirror. What I was doing was strictly taboo and what made it even more against society’s standards was that I enjoyed looking at myself all dolled up. I was the slut, the whore, the sissy. At least in appearance. I knew deep down it wasn’t the attire that made me get so excited, it was the taboo aspect. I turned around and looked at my ass parted by the string and decorated at the top by the fuchsia triangle. “Is everything Ok in there” the sales lady asked. I knew she was getting worried that I was a real pervert and making a mess of her pristine fitting room. I assured her everything was fine and that I would be out in a minute. I watched myself again very pleased with my gumption and my finesse in making this a reality. I knew my Mistress would be so pleased that I did this, though I know she would want to accompany me next time. I imagined her in this set with her voluptuous breasts up and parted and revealing creamy cleavage. The thong would cover her patch of fur in the front parting her lips (possibly) and sliding between her ass cheeks. I felt my control wavering as pre-cum spilled onto the front of the panties. I rushed to remove the bustier and left the panties on since they were already tarnished. I took my boxers and the bustier to the counter. The lady was giggling as I approached and asked how I found everything. “Loved it, I’ll take it plus another set in 36D with size 7 panties. She quickly assembled the other set and rang up the pieces. I explained that I was wearing the thong and that she could just put the boxers in the bag. She handed me my receipt and smiled at me again then let out a heavy sigh, “I really didn’t figure you as one of them, “ she repeated. “I’m not” I assured her picking up my package and strolling out of the store. My pace quickened as soon as I was out of sight trying to get to a place of privacy. The rubbing of the thong and the feel of the lace against my cock made me strain for control. The lacy triangle of the panties wrapped around my cock feeling like a callused hand jerking me off. A callused man’s hand possibly. Oh my mind went wild with the cum ready to burst forth from my aching cock. I got to the car and threw the bag in the back seat. I looked around as I undid my pants and released my cock from behind the lace. The front of the panties was covered in lustful pre-cum and I immediately stroked my cock wanting so bad to release the cum. Soon my request was granted as I spilled onto a napkin. I laid back against the seat and watch my now flaccid member fold down against my crotch. I tucked it back in the panties and zipped my pants. Recalling this adventure only made my body ache more in the crisp air. I knew she would be home soon as I longed more than ever to be at her command. For His Mistress's Pleasure Ch. 02 I heard a car coming up the alley and moved to the left a little to be hidden from sight, though with all the shrubbery I knew I was out of view. Her silver BMW drove right past the patio into the spacious garage as I looked down afraid to meet her sunglassed glance. The engine was turned off as the solid sound of the door opening sent shivers up my spine. The door quietly shut as the pristine echo of high heels sounded on the tile floor. Their sound drew nearer as she opened the screen door and her perfume permeated my brain with familiar inspirations. “Hello pet” she said sweetly almost with a smile in her voice. “Hello My Mistress” I spoke with a slight stutter. “I see you have taken to being a sissy,” she said walking around my femme-clad form. “Is that what you are? A sissy for me?” “Anything for you My Mistress” I spoke, slightly more confident. “That’s right, you are anything I want you to be, sissy” She pulled my hair and drew my face back. I closed my eyes not casting my glance upon her until I was instructed. Her breath was close to my ear as she whispered, “You look like a naughty boy dressed in his mommy’s underthings”. Her whisper was harsh, but the sting of her warm breath made my body quiver. “This is what you give me after all this time, a sissy boy?” She was now right in front of me as my forehead was pushed against her mons and the fragrance of her pussy fed my imagination. “I told you, I like my men masculine and my women feminine” She pushed my head into her crotch to punctuate her statement. I knew from her scent that this was turning her on and therefore my own body was on fire. “Do you have anything to say for yourself?” she stepped back as my body went slightly forward wanting to be closer to her body, her sex. “I wanted to please you Ma’am, I brought a set for you” I whimpered, torn over the fear of the humiliation and the stimulation. “You think a simple set of lingerie is going to get you back in my good graces?” I was ashamed for thinking so petty. “I am sorry Mistress, I will make it all up to you” I begged for forgiveness. “I know you will” she whispered sweetly. She picked up my bag and clothes that rested on the table, “Follow me” she said opening the door to her home. “On your knees” she added. As instructed I crawled into her house on my hands and knees welcoming what lay ahead. She had never let me know what would transpire this evening and knowing her wicked mind I couldn’t comprehend. She had done some strikingly mischievous things with me before and I hoped, and feared she would do the same this evening. The floor was polished wood with lush ivory rugs on one of which I sat back on my heels as instructed. She lifted my chin as her lips laid a wet warm kiss upon mine. I knew that at this moment I was allowed to look at her. My body ached as I avoided her direct glance, but it was shivered as I looked at her sexy business attire. Her red hair was pulled back in a clip showing off her innocent features and pale skin. She looked almost like a schoolgirl, but I knew the dark woman under that fresh, nubile façade. Her makeup was light, except for her full deep red lips which pouted slightly, those that just warmed me with a kiss. Her voluptuous body was clad in a black wrap around blouse which was cut low and barely hid her ample cleavage. Her full hips were caressed with a plaid skirt that fell just above her knees as naughty black fishnets graced her calves. Her average stature was accentuated with the black patent leather heels that gave her 3 or 4 inches and showed off her defined legs. “You have been a very naughty boy, my pet and you must learn your lesson. Do you know what lesson that is? She turned from me and bent over to open a case on the floor. Her skirt rose up and I saw the lacy tops of her stockings and the garter belt holding them in place. I was so enraptured by this vision that when she stood up I surprised to see the collar in her hand. “Afraid to speak?” she teased. I was wondering how to answer. What was my lesson? I was afraid to speak for fear that I would say the wrong words. She was a lot more difficult than other Mistresses I had played with and really broke into my psyche. It wasn’t all sex with her; she wanted my mind and soul too. I looked again at her with the collar in hand and wanted to give it all to her. “The lesson is to not make you wait. You are my Mistress and I am here for you whenever, wherever and however it pleases you.” I said praying with each word that I spoke correctly. I knew I had when a smile appeared on her lips. “Good boy” She patted me on the head catching me off guard as she yanked my hair. The collar was placed on my neck and buckled into place. She had it lined in soft fur to protect my skin and neck, but bound it tightly to make sure I knew that this was my point of crossing over. I was pleased to do so. “Stand up” I stood keeping my eyes down and now towering over her. My 6’4” frame was no match for her 5’8” build with the power she emanated and cast over me. She took my cock out of my panties and played with the hardness. I ached with her touch wanting more as her warm caresses stroked my member. Her member, it was all for her. She let go and took a red satin ribbon between her hands and lifted my balls with it crossing over in the front to make it tight. This caused my sack to expand and the skin to tighten with her squeeze. She wrapped the ribbon once more around my balls and continued this braiding all the way down my cock and back up again to make a bow at the base. This bondage was divine to my body. The ribbon’s pressure against my veins caused my cock to get harder and this made it tighter, a thrill that was both frustrating and pleasurable. She then smacked the present before her and said like a bratty child, “Mine!” I was more hers than she knew. From just this simple display I was enamored. “On your knees” she instructed. Quickly I fell to my knees as she put a lease through the collar. I was then lead to the garage which had a mini dungeon to one side. The two-car garage was spacious enough not only for her car but a cross, a sawhorse, cage and a suspension rack from the rafters. She led me to the sawhorse and had me climb on. The wooden plank at the top had been modified to support a larger man and with me being almost 260 pounds this was appreciated. It was covered in a plush fur and velvet with metal O rings on the front and back to put me in my place. She did just that by tying my wrists and knees to the horse with thick cotton rope. Her knotting skill was well versed and I couldn’t have escaped if I had ever wanted to. My cock, bound and hard, was pressed against the inside of the panties and the horse by my weight and ached from the pressure. I didn’t move however so as not to displease her. My mind raced with this pain as the first blow of the flogger was administered. I cringed with shock not pain as the gentle sting warmed my ass. She did it again and again in a rhythm that was easy to place and then she would change it sending shocks through me and into my imagination. I thought of her dressed so business like putting me over her desk and administering these blows for a job poorly done. I wondered if she had ever done this with her employees, men who would adore being under such a woman’s power. She concentrated on one cheek as the other felt the cool breeze from the leather fingers on the flogger. I could smell the erotic fragrance of the soft lambskin tendrils. My mind faded to her again dressed in leather, a favorite attire of my fantasies with heaving exposed breasts in a cut out bra and tight leather mini. My cock ached more with each fantasy. Her attentions moved up my body to my shoulders and upper back with a pleasing sensation followed by the loving pain. I could feel my ass was warm and the thin band of my thong was tight in my crack causing irritation that felt wonderful along with the fingers. “Have you learned you lesson?” she asked as the flogging stopped. “Yes Mistress” I answered hoping that she would release me and let me sup from her divine pussy. “I don’t think so,” she said as the paddle came down upon my ass. I jumped as much as I could bound like a slave. That was a harsh slap and another one followed causing another jump. I closed my eyes and tried to steady my breathing as she administered many more, a count I soon lost track of in trying to keep my composure. My ass ached and even with the soft stroke of her hand on the hot flesh I felt the throbbing. “Nice red, my favorite color,” she said as her hand felt the heat radiating from my cheeks. “I wonder if I could make it the same color as my lipstick” she teased. I cringed at the image of my ass that red, only from blood to meet that color. Another smack and I lay wasted in my defeat. I wanted too bad to be the man, the pet, the slave for her, but was torn by her innocent look and touch and her wicked, deviant desires. This was the moment that she asked the definitive question. “Do you want to be marked?” I didn’t know what she meant and stayed silent. She took my silence as an acceptance and temporarily marked my ass with 4 whacks from a cane. Oh the agony of this. I had never been struck so harshly and yet so lovingly before. I held my cries wanting only to please her in my strength. I knew that I would be welted and bruised for days by this marking and though the future would be unpleasant the present was unreal. When she was done her hand felt my pained bottom and this only created more agony and ecstasy. Weak and broken, I was untied and lead off the horse and into the house. My whole body ached in this soul shattering experience, but deep down I felt stronger now under her hand. She led me to her plush lounger as she sat before me. I held myself up unable to rest on my heels. “Show your devotion” she said with firm tone and sweet inflection. I laid my head on her lap and felt the scratchy wool on my face. My hands caressed her calves feeling mesmerized my the looped netting of her stockings. I could smell her excitement and this invigorated my body and soul. I forgot of my own place and drew all my energy to pleasing her. My hands felt the bones of her knees tracing them in and out of the fishnets as my nose prodded under her skirt like a dog. Kissing the insides of her legs, my hands spread her thighs with ease and grace as she wished for me to please her. I felt the tops of her stockings with my fingers letting them crawl under the lace and touching her soft skin. My lips followed suit traveling further between her full thighs. I lifted her legs and placed them on my shoulders resting my face just inches from her sweating pussy. She did not keep it from me, with no panties to hide the bald lips and curly haired mons. I let my finger invade her slowly as she let out a gasp, searching for that spot that sent her wild. I added another finger feeling her push against them like a cock as they found the cushion that when pressed drove her mad. I maneuvered my tongue over her clit to take her within and out leaving no spot untouched. She rode my fingers with eyes closed as I spied upon her face. Innocence lost as she clenched my fingers tightly in orgasm. I knew how to get her to cum. The gush of her excitement filled my hand and my mouth as I placed my lips over her hole. I let her taste her cum on my fingers savoring her erotic juice, the elixir of my desire filling my mouth like a suckling babe. Taking her one step further I placed my wet fingers against her rosebud bringing her hips up and my lips tight on her clit. They spread the taboo entrance and slowly entered the soft crevice. Her moan was loud and enticed me to push further filling her ass with 2 fingers. My teeth nibbled on her clit as she begged for me not to stop, a thought that never crossed my mind. Another gasp and tighter this time she clamped down on my fingers shivering and quivering as the wave over took her. She held my face close to her clit as her body gently gave way to a loose feeling of satisfaction. I removed my fingers and held her legs as I rested once again on the lap of my beloved. For His Mistress's Pleasure Ch. 03 "I must get ready for my guests," she says rising from the chair her fingers petting my head like her dog. I follower her still on my hands and knees into her bedroom where I gaze upon her as she disrobes. Like a ritualistic dance she allows me to spy upon her flesh with each trace of clothing falling to the floor, though I am left several feet away and not allowed to touch her silky skin. "Warm the water" she says not even looking at me, but at her own reflection in her large mirror. I crawl on all fours to the bathroom and start the water setting the temperature just to where she likes. I plug the tub and take out her favorite scented oils mixing them with the honey under the counter. I lay the dish into the tub letting the warm water meld with the fragrant mixture to envelope the room in the scent of orange blossom and pine. As I turn back to her, I see her sucking her own nipple, biting it as the full breast is gripped in one hand. One of her feet is resting on the dresser revealing her sex in the reflection as her other hand opens the lips for a pinkish grin. Oh how I long to taste this, to be plunged into it head first and never to come up for air. My cock stirs in its bondage straight before me as I rest back on my heels. She catches me gazing upon her with my wanton lust and lets her breast drop so her hand can slam the door in my pathetic face. I am hurt to be held back from such an image, knowing that behind that door she is finding ways of pleasuring herself without need of me. My temptation grabs hold as I let my hand slowly stroke my cock, knowing that if I am caught I will be severely punished, another turn on. The images in my imagination of what may be transpiring behind the door make me pump my laced endowment faster. I can see her watching herself as her fingers invade that sweet hole, reaching up into the depths for the ledge of her spot. She loves watching herself almost as much as I love watching her. The way she holds her breast to her lips in almost a graceful gesture stinging her nipples with her own devilish nibbles, similar to the ones she bestows upon mine. The curves of her form bent into this exotic dance resemble an adored goddess of Hinduism. As if encompassed in many hands her moans on the other side of the door swell as I am made aware of my own need to release into my hand. Her shattering squeal is punctuated for my pleasure I am sure, as anyone within this neighborhood is sure to hear her delights vocalized. With heaviness her foot is placed back upon the wood floor and the steps grow louder. I take my leave and release my cock to position myself upon heels and hands at the bathroom door. Her face is flush as she opens the door to me. Full breasts heave with excited breath as she comes down from her orgasmic high. She smiles at me now, playful after her satisfaction. As she strides past me her fingers are placed against my nose and mouth, as I smell the sweetness of her sex. Two fingers penetrate my lips allowing my tongue the luxury of this taste, the elixir I dream of. I follow her into the bathroom as she checks the water temperature with her toe and closes her eyes in the amorous scent of the oils. Slowly she lowers herself into the bath sinking below the waterline, her nipples pointing straight out in the frigidness of the air to the contrasting water. I take my place at the side of the tub lathering the wash cloth with jasmine soap. My domestic duties may seem not as arousing to others as they are to me. This bending to her whim of goddess worship makes me even more her slave. The sensual touch of her flesh mixed with all the sensations of sight, sound and scent give me wondrous pleasures. Her body so relaxed under the water with breasts resting just on the top, face serene and eyes closed. This is when she appears most innocent and vulnerable and I feel the most enamored. I lift her hand gently to wash each finger fighting the urge to cleanse them with my own tongue, moving the cloth down her forearm and elbow to her shoulder. I replace it under the water to rinse, intoxicated now from her touch and the romantic fragrances in the air. I continued over her chest, brushing away the soap bubbles with my hand to grace the palm along the hard nugget of her firm nipple. She never squirmed or moved with her eyes shut and only her chest moving more rapidly up and down. Oh how I longed to place this bead between my lips and suckle like a child rolling it over my tongue and nibbling until the familiar salty liquid teased my taste buds. I held back from my urges knowing that my discipline inside reflects the discipline she inflicts outside. I let my fingers play with her thighs and calves making sure to leave her sex untouched for now. The bubbles gently clean away the stress between her toes, around her ankles and behind her knees as her legs open just enough for the cloth to swab her pussy. She moves a touch more and even with the foam over her lipped form I know how lovely it is. I replace the cloth with my fingers and massage between her folds with her shifts helping me cleanse each area delicately. I can feel her excitement as my fingers glide smoothly between her lips which are slippery with her own aroused juices. I tease the pearl nonchalantly making my action seem so subtle, but she is aware and closes her thighs tightly gripping my hand in this vice. Without her even opening her eyes nor mouth she releases me and I know that I have done enough. I continue on cleansing her ass and feeling the weight of her on my hands as she raises her knees giving me more fulfilling access. "The water is getting chilly," she says adjusting herself to a seated position.I am disappointed to already have completed this task. Rising to my feet I help her up stealing the plush towel from the rack and I, the sissy boy, at her command dry off this body that I so covet. I wrap her warmly in the oversize towel as she picks a lotion to scent her. Tangerine, perfect with the orange and pine fragrance that is now filling the home. I wonder if she plans on leaving me tonight, here to rest on my knees as she seduces a unknowing victim to her desires. Tangerine is her fragrance of choice for seduction, a mixture of exotic and innocent. I feel my heart ache at this thought and push it away staying in the moment. She lays the towel on the bed and reclines, as a goddess should, upon the pillows. I warm the lotion in my hands and cover her silky skin with this most fragrant cream making her more delicious and rich to the senses. I cover the front from neck to toes massaging her muscles and soothing them for her evening escapades. When it comes time for her back she rises up and bends forward to grip the end of the sleigh bed. Her back and ass are exposed and a quick daydream of dominant desire flutters through my brain. Of taking her in this position, of ramming my cock into her tight ass and making her squeal, feeling the pull of her hair in my hands. I shutter stepping back into place applying the lotion in circular strokes. The curve of her round ivory ass is wrapped with my fingers wanting to grip the flesh in voluptuous curves. Oh how I long to be in that position, her own hands upon me to do as they wish. My cock stirs more never dropping from full attention. She has laid out an ensemble of ease and glamour like the woman herself. I help her step into the full-length silver satin skirt zipping the back for her and fluffing the folds. She covers her chest with a black velvet halter-top allowing the sides of her full breasts to push together with seductive cleavage. She chooses a pair of black velvet strappy sandals to finish the ensemble leaving her lingerie in the drawer and going bare under the full skirt. "Stand up, bend over" she commands as I obey briskly. I grip the footboard of the bed bending over at the hip with my ass in the air. Her warm, gentle hands caress my ass as the fingers pull the thong between my cheeks to the side. I feel the cool gel of the lube on her fingers run around my hole and enter it to sooth the penetration I know is coming soon. The rounded head of the plug splits open my hole slowly entering me with widening sensations. Fully installed I feel my pucker wrap around the base and the bar at the bottom rest between the crack. I feel it deeply as I stand up again, rushing wonderful sensations over my whole body. She takes hold of my cock, which has released some pre-come lifting it on her fingertip to my lips. "Taste" she says putting it in my mouth. I suck on the salty lusciousness. "This will only be the first of the come you will devour tonight." She sits me on the bed making sure that the plug plays on my insides. "Have you been curious about this evening's plans?" I nod my head awaiting her delicious words. "I will be having 4 couples as guests to night, all desirous of carnal pleasures. You will serve and service them as they see fit so that I am not ashamed. Both men and women will be your masters and mistresses. Do you understand?" My mind was reeling with this news. We have spoken about me being used like a girl by a man and though at first this repulsed me, as of late I had become more aroused with the aspect. Now she is putting this ball into play and I am to be the slave sissy of women as well as men. I shiver, but my cock losses none of its rigidness, which she measures as my approval. She kisses me gently on the lips and holds my head to her breasts as I wrap my arms around her for a romantic embrace. "Did you check the hor d'ouevres?" she asks pulling my head away. I scramble to my feet feeling the plug move inside me as I set about my domestic tasks. When she emerges from the room 10 minutes later she is perfectly coifed and made up, a presentation of a princess at a ball. I too have made all the arrangements of food and drink ready for these guests. I have also run through my head my desires and how deeply her explanation has aroused me. She adjusts my bustier and panties, giving me a slap on the ass, making sure to ignite the pain of my welts. I shiver and let her know that all is taken care of.