3 comments/ 28022 views/ 18 favorites Dressed So By: MadQuill As evening approached I entered my dressing room and set the glass of Chardonnay on the bureau. I had planned to wear a simple black dress but decided a white V-neck with a fitted waist and open back would look best. I'd lost nearly two kilos due to my work regiment the past two weeks and decided to enjoy the slimness this evening. The mild winter allowed some freedom from the boots and long sleeves and a sheer nude pair of hose would suffice. After trying several pairs of shoes I selected white pumps with a 120mm heel, and ran the seven bangles passed my left wrist. I pulled my long hair up into a simple knot and grabbed my evening bag, pausing at the mirror I checked out the outfit and smiled sure I was ready. Dressed just so, I would search for my lovers in bars downtown, near the river, where the gays and lesbians were of no notice. I'd come to this process by accident years ago while visiting a friend at a Cambridge college. Sarah was a tall brunette beauty I'd met late in school, she was from a rival town and I hadn't realized, that she was gay, and that she was attracted to me. I'd blossomed late and at 19 years old was over 175cm tall and a bit chunky at 70 kilograms. As my graduation came rushing on I'd lost the weight and settled at 178cm. My mother had been a stunning tall maiden, my father had said many times, but I'd taken little notice of her beauty since I had been clearly been awkward. Anyway, Sarah had come into the restroom a moment after I had finished in a stall and was washing my hands. She stopped when she caught a view of me in the mirror. "You're not like these others girls. With no makeup, dressed like that, and just running out? Not even a little lipstick?" I'd not realized she was addressing me until I turned to my left as she crowded me. The others seemed used to her and just muttered. "We're hunting here girl, and you don't seem to understand the importance of presentation? Granted you are lovely but these smelly jocks with bad vision need help with their gene selection. Mating is what keeps us going, and you're not helping them nor yourself." So we had become friends that weekend and when she'd traveled east for college I did so as well. Now I was staying with her for the weekend and she brought me to a club that had a lot of women, shit, it was only women. As we entered and she started to introduce me to each of her friends I realized she was gay. The looks of near rage and hate passed back my way showed me that they had deduced I was her lover. Maybe she had prepped them, maybe not, but several of the girls we met were pissed. At the bar and on the dance floor the women were of all types, cute and slim, large and butch, dark and angry. There was another group of quite well dressed girls as well. I tried of the aggressive stares from Sarah's friends and moved across the room and started a conversation with a lovely blonde in heels. She smiled when I said I liked her skirt, a soft olive green but of cashmere. "Well I love the feeling on my legs, and it was on the discount rack at the Limited. Most of the other girls here don't share with us. What's your name?" I was about to give her my name but thought about her comment. "Why won't they 'share'? Are you from a different College, or planet, or worst, the visiting team?" At that moment I felt my arm being grabbed and turned to find Sarah at my left. "We keep to ourselves Maddy. These 'girls' aren't female. They may look like us but their fakes." Sarah had me across the room quickly, "Couldn't you see that 'she' was a actually a boy? Come on Maddy! The bar allows only 'women' but doesn't discriminate so those girlie guys get passed the door." I was attracted to the 'girl' Sarah had rescued me from. Maybe it was her sense of style, or it might have been her beauty. Instead of wearing jeans and flats with just a bit of makeup like Sarah and me, this woman was dressed, hose, jewelry, the heels, even her hands were beautiful. I'd not heard her name but she didn't leave my mind the rest of the weekend. From that night forward I found and met all of my lovers at gay friendly establishments. And this woman I met years ago affected my personal style. I found I loved preparing to go out on the town. I eventually realized I loved being dressed beautifully, and at a significant cost, all of the time! Later that night years ago Sarah gave up trying to seduce me as well. We had discussed the differences long into the night. To her these other 'girls' weren't quite right. To Sarah they stood for all the wrong things, and messed up the 'queer agenda'. It took nearly ten years for Sarah and her type of women to accept that these 'other girls' were in fact in need of support and could add to the agenda rather than distract from it. I didn't care for any of her politics, the subdivision and attitude of belonging to a group was destructive. Near 3am I stated what I realized. I was simply attracted to girls who had cocks. She cried and we hugged but I used the couch. Presently I live in a Canadian city where the subculture of sex isn't treated as a negative, just part of life. My friends are from many political camps, and lifestyle issues aren't cause for segregation. My career has evolved to provide me with an ample salary and the freedom from the office suite. My professional work allows me to set my schedule and for whom I'll produce. But my love life has stalled. My interest in beautiful women with a special bump went flat last spring when Lisa informed me that she had come to the conclusion she wanted a vagina. I love vaginas but having my own is plenty. I needed someone or something to fill mine. The break up lead me to realize I had been searching now for nine years, had lost four serious romance's, and yet I was a selfish lover. Sure I had helped each of my lovers, seven beautiful 'girls', but had restricted my heart. I'd told myself I was protecting it, but I was purposeful. I kept an eye on my girl's development anticipating their next move. I knew there was chance each would move on, something would lead to a breakup as their needs changed. I had felt I was in love but I was just enjoying, lusting for their individual beauty. Lisa was the latest and near to my heart. We'd been living together for five months. She was a few years younger and though beautiful, had real conflicts within about her sexuality. I thought we'd worked through her issues and hoped we'd be together for a long time but as she said when she was packing, "you just love the scent and feel of my body, the twin characteristics that make me a special lover and woman. But you don't love me. I'm a person that grows and does changes, that evolves. I could have been a loving partner. You'll eventually understand what love is, but try and be alone for some time and find out why you are you." Her three cases were in the Hall and she was dressed in a great A-line with sheer hose and 100mm black slingbacks, her auburn hair partial up. She had help me become expert with my own makeup and now I looked into her light hazel eyes and cried, of course sad for her leaving but more because I realized she was correct. I loved dressing her and settling how we'd look together, but though she seemed to be on the same wave, she needed to be her, not her for me. I was going to miss her beautiful cock though. Sure she passed without question, unless you found her in only a panty, it straining to keep her 15cm flesh down between her perfectly shaped thighs. "You will find love, just resist hooking a girl for a couple of months and settle what and how you'll be happiest. She will fall into your lap dear because you are a great lover and unique in your interests." I didn't go out for three weeks after Lisa fled, though I did invited several old friends in for dinner and sex. Each gave me a similar view on my lover's query. I could settle down and help someone just be themselves. In the past I needed the joy of the new to keep me alert, and sated. They each felt my needs were primary to theirs in the relationship, hence the split. Clearly my emotional maturity was at the core of the issue. I had some work to do if I was truly to find love, but did I really want this? Maybe the rotation of beauty was part of my need? I decided to stay single for at least six months and gathered my various toys as a substitute, and reduce my wandering. I visited only one gay venue during this period, tending to meet others and friends at traditional bars. I discovered more than a few 'girls' that were attractive but though we flirted I resisted the temptation for an overnight. Some months into the forced behavior change I noted more preferences, which type of woman I did need. I also discovered that hanging with a woman in a traditional bar lead to other issues unfolding, even if society allowed gay women a place. I was surprised at the second attempts made while sitting enjoying time with another woman. Men would press their 'advantages' and women could be crazy. On two occasions the risqué behavior of women who wanted the attention lead to or caused a short hen fight. It seems that to closeted lesbians seeing two sexy women close at a bar is a signal. This was funny given that I had developed the ability to read even the best passing transfemmes, hence knew who or what I was spending time with. These advances just assumed us both to be genetic girls. After this period I needed to re-explore and I found a new club. I was invited to a small gathering on a Thursday evening just after 6pm. I skipped the last work hour to properly prepare for the evening. A new LBD was set out, as were my other furnishings before I started work that morning. I had a salon visit at lunch and after work ran home to shower and dress for the evening. I stopped short in front of the tall mirror in my dressing room; my 31 year old body still had lift, the breasts a nice but modest size, my butt taunt and without a bit of cellulite. The dirty blonde hair fell softly to the middle of my slim back. Not quite an athlete's body but close. My dress had cap sleeves and an open v collar and fell to just above my knee. I slipped on some slingback heels, grabbed my evening bag and ran to the elevator for my taxi was waiting. The taxi pulled to the curb of a 19th century factory building. A small deep grey plaque with white script letters just beside the door the only identification: Hers. I didn't ring due to the sound of a lock release and noticed the security camera overhead. Leaving the large elevator, manned by a serious hunk, I step toward the jazz music coming through the heavy steel fire door. Again a big male was stationed and took my simple wrap. Everywhere there were beautiful women dressed to kill, and smiling. The setting sun was streaming through the industrial windows at the sharp angle of early spring. This felt like a great new start. A hostess in a simple black maid's uniform approached me carrying a tray with flutes of champagne. "Welcome Ms. Quill, the staff is happy you've joined the Faunesse. Enjoy and let us know how we can make your evening special." I smiled and watched as this beautiful young woman moved passed, her sexy bum moving beneath the simple fabric. I watch a moment longer then moved toward the glazed wall where several others were gathered looking over the City. "Hello, and welcome, you must be our new member" I turned to my left toward the soft voice and looked at another beauty, and saw immediately her secret, so subtle and yet I knew having been with many transfemme. "And you are?" I said. "I'm Juli, one of the original members. We are so happy to have you with us. Can I show you around and introduce to some of the others?" We moved about the space, meeting members and a few guests for over an hour. I asked for the restroom. I passed a darken hall on the opposite wall from where Juli had directed me. She had indicated there were several private rooms on this floor, with full suites on the floor above. Exiting the washroom I was bumped by a woman preoccupied as she turned into the main hall. "I'm so sorry, I'm a bit blind after that" she nodded over her shoulder, as if I'd understand. I was dressed appropriately, as the others had clearly prepared as well; many LBD's and sexy legs were present. As the evening continued food and salads were presented, and the drinks continued. I met over forty women, at least two to which I was very interested in getting to know. Not to say I couldn't have enjoyed the company of each person I met. I simply had a different perspective. Juli was a bit older than most of the women, but she was still stunning, but I was looking for someone nearer my age. I had decided to head home when passing a table with three women, one of them shot me a stare, and stood as I passed. "Leaving before we've had a proper introduction?" I pause and turned toward the table. "I'm Tess, but I'm not a lost milkmaid. Can you stay for awhile longer?" I liked her immediately and when she was by my side she reaching out for my hand, but took me by the waist instead, and kissed my open hand. "I liked to stay to get to know you Tess, and your friends" but when I turned back toward the table the two others were moving off in the other direction. "But I've got to go, see you next week ok?" She smiled and slowly released my waist. "I'll be waiting, you're worth it, and I'm sure of our next liaison. Until then, hold this for me" she handed me a small stone object that I couldn't understand. "Slip it into yourself to remember our first meeting." I dropped the gift into my bag and hailed a cab returning to my apartment, but while riding I removed the object from my bag. It was about 7cm long, slightly flared, than I realized it was a discreet anal plug. I smiled thinking of how forward this Tess was. Maybe we would see each other again. The next week of work really pushed me and I was happy when the HERS alert text arrived on Thursday morning. I cleared my late afternoon schedule to allow some time to prepare. As I entered the dressing I glimpsed the plug Tess had given me on the jewelry box, I'd forgotten about it all week. An extra cleansing was required now, so I stopped dawdling and got started. Once my bum was cleaned I reached for the strapless blush bra first and settled in and hooked it into place behind my back. I had selected a panty but put it aside for a narrow blush thong and started to gather my pantyhose. I thought again and went to my stocking drawer for a unique non-lycra nude pair with a red welt and seam. I knew exactly whom I was hunting after all these years. With the suspender in place I balled the hose and ran them up my very long legs. One of my early girlfriends had purchased for me a collection of the correct suspenders, six clasps with a tight waist. The heels would be very important, too low and I'd have lesbians chasing me, too high and I would be restricted to less movement. The black open toe 120mm pair would be perfect, with a very low quarter. Again a different LBD and I was ready and off. This week the party seemed a bit more crowded and another senior member introduced herself. Georgia was about my age, slim but slight at 168cm. We were walking into the Bar when Tess approached smiling. "You two know each other it seems," said Georgia. "I'll be off to help any other newbies." Tess moved nearer "You look just fabulous, and I hope it's snug in your bum" meaning the plug. I considered what I might say but instead took her left hand and brought it to my smooth backside. She immediately traced my spine to confirm her question. "Very lovely, I mean your butt. I'd hope you'd come prepared tonight." "I'm always ready for some fun Tess, but I worn your jewelry as a sign of my quiet respect. We'll have to go slow if you want to have me to keep. I'm emotionally soft right now and need patience. Where are your beautiful girlfriends?" "We'll catch up with Alexa and Emma later. Can I bring you something?" I looked into her eyes and saw that Tess was someone special, deep within her eyes there was spirit. We moved to a small couch, settled and she slid her heels beneath her bum. Now we had some time to learn of each other. I discussed a little of my history, asked about the Club, it's name and why 'HERS' was important. "Rodin created a bronze called Faunesse and Juli offered the name at an early meeting. I joined in the second year." She told me that nearly sixty percent of the women were serious lesbians while the remaining were all over the spectrum. "As you noted Juli is the prima transfemme, and there are twelve to twenty others. Oh, and though it may appear as if there is a dress code I assure there are no such rules. I adore your outfit." She suggested we complete the tour Juli had interrupted last week so wine in hand we entered the hall "The private rooms are simple, a day bed and cabinet, a corner sink. Nothing crazy tends to happen in these, but a lot of kissing and petting." She moved in closed and I allowed the kiss, she clearly pressing her lead, tongue across my mouth, while her hand reached up my hem and touched the plug. "You're moist for me, I like that in a lover." "Please take it slow with me Tess. I want to get to know you as a friend before you're my lover ok?" Her fingers lingered at my thong panel a moment longer, and her long fingers spun the plug before retreating down along my leg, passed the stocking welt. "It will be difficult but I will await your sign next time." I had enjoyed her touch and wearing the plug was a bit flirty. We returned to the main foyer at the foot of the generous open stair with a skylight "Upstairs are the more private spaces." Once at the upper level she pointed to a Foyer with four adjoining doorways, all the doors closed and a subtle red light shone. "Those are taken, you can reserve them a week ahead." Turning to the other doors "These seven suites are available as necessary." Two of the doors were open and she moved to the suite on the right. "This is an extraordinary room, what a view, and the finishes." I moved toward the bathe. Tess followed me speaking "Each suite is unique and very comfortable, one could stay here without a bother for two or three days." She moved to sit near the window. "Granted that only happens occasionally." I sat across from Tess and being close again I paused to take in her outfit, details and study her manner. Now I was certain, though there was no true 'tell', I just knew she and I would fit. I stood when I noted the bar, "Care for another drink Tess?" "You're not a typical lesbian, but you of course know that. But if we start you must be prepared for a storm. I will fill you like a wind and push and pull you into my dance. Can you see yourself releasing for me, humm?" I turned back toward her, smiled and just looked into her eyes, but I said "Let's meet sometime over the next week Tess, I need to pause my racing heart and consider you clearly, can you allow me that dear woman?" I walked to door, stopped again, looked over my right shoulder to her, still seated. I turned and looked up to the skylight at the deep coming night sky. "Somehow I'll quell the fire you've stated in my panties until then. Your plug can remain with me I assume?" She stood and her heels sounded her approach, she was near, and she reached for me and we turned to kiss gently, her tongue again slowly exploring me while her hands move across my bottom. I enjoyed being loved by this beauty; her ripe body might soon be mine to please. I had to resist Tess so I moved slightly breaking our kiss, smiled and moved to the stair and left the gathering. While seated on the sofa I realized I forgotten the plug. I move to the bathe to remove it. Later that night I had a chance to review the clubs members only Website, looking into the background of several of the people I'd met. Though there were guests at the gathering as well, I wished to understand more about club. Juli was listed as the most generous donor to the club. I found on the google she'd made a killing in distressed property in the southwest prior to 2008 and was very comfortably. She was originally from San Francisco and wasn't married now. Her bio stated she'd transitioned at 24 years old. Tess's information was less specific. She had been born in New York and was 28 years old. Her true gender wasn't noted; her education listed University of Chicago with a degree in Art History, and another in Computer Software. Somehow she had found wealth of the necessary scale, as a dealer for art photographers, but also worked at a regular job. The picture attached to her bio only furthered my interest. Her blonde hair fell to below her shoulders but with blunt bangs. She listed her height at 175cm and weight at 55kg. In the photo her blue eyes were intense, more so than in person so I assumed she sometimes wore tinted contacts. Dressed So Ch. 02 Part Two - Tess Returns I rolled onto my tummy and watched her from the bed as she prepared to go out. I was still surprised at the pace our romance had taken and happy as well. As I watched her a moment I realized I hadn't thought of anything other than Tess since sometime yesterday. Realizing I shutdown my phone as we'd traveled to her place I reached for my bag to check my phone. "I like that you shut it off last night dear. We had only each other to focus on, but now I need to go. What appointments do you have this morning?" Tess said while pulling open her bureau. My phone came to life "Nothing urgent Tess." I saw three messages, one from my assistant, and the others from Jenna. "My morning meeting was cancelled late yesterday" my assistant's confirmed a late afternoon telcon arranged to resolve a minor dispute. I could handle that offsite. Jenna wanted to see me over the weekend. I hadn't considered her since our last meeting had caused Tess such anxiety. "Can't you postpone your meeting for a couple of hours Tess?" She stopped and looked at me "You look absolute like what I need. Yes of course I'd like to stay and play beautiful Lady, but No!" She turned to continue her preparations. I smiled noting her pique. She had a powerful interest in my body. I wondered if I could have cleaned her up like that. It was just so intimate. Watching her move about I was captivated by the movement of her breasts. These couldn't be implants, but Jenna's were and moved nicely as well. Tess was intent as she wrapped her long hair under a shower cap and took a quick rinse. A minute later I enjoyed watching the tresses fall from the damp cap, the color deeply modeled tones of blonde. Pulling the brush through her hair was a bit less heavy and quickly it was neat. I reached back and touched my tender puckered hole with my index finger. I pushed just slightly to recall her last plunge; I was still moist from her tongue. I smiled with a wicked grin. "Can I kiss your bum before you pull those panties into place?" I wanted to hold her near for as long as possible. Tess was a few feet away and stopped and saw my hand at my opening, smiling she dropped her thong panty "I'm a bit more accustom to deep penetration. But if you're quick, ok." I jumped up and moved to her feet, than slipped to my knees "Please turn Tess." She pirouetted and rotated her bum so my tongue could lick her tight little hole yet she could witness the kiss. My attention stirred her for her clitty was a bit swollen. "That will keep me interested Maddy but now let me get dressed!" she moved away and tried to calm down. The coffee she'd made was on the nightstand and I hadn't wanted it quite yet. I drank it while I watch her do her face work. She always wore some makeup but her beauty didn't demand it. I watched her spread a simple moisturizer across the cheeks, and then brush a light mineral powder. A bit of mascara and then she managed her beautiful lips with a mauve red lip cream. "I must run in five minutes. Aren't you late?" "I think I can stay and await your return" I really could skip the work today, at least most of it. She rushed into the closet still naked except for the thong. The white fabric trying to conceal her clitty "I marvel that your beautiful clit seems to have disappeared." She turned back and pulling the front panel aside exposed the toy I wanted to play with. Tess said, "I assure you it's tough to restrain after our nights activities and your kiss." She refocused on her dressing, donning a bra and chemise prior to slipping a pair of nude pantyhose up her legs. "I'd rather not bother with the suspenders for this quick meeting." She slipped her sexy red painted toes into a white 100mm pair of pumps and then grabbed a simple patterned chiffon wrap dress of white with a bit of black, with half sleeves, off of the near hanger. I enjoyed the scent as she spritzed a slight shot to her right wrist as she rubbed it together with the left. Just a subtle hint of female provocateur and she approached me, sitting on the bed to lean and kiss me. I move to accept her attention and reached out to touch her hose covered right leg. Her hand was more intent, for her fingers move to fill my still softly gaping bum hole. "I will return in about 2 hours to fuck you again. Enjoy all of my home please." Her tongue played deep within my mouth as her two fingers continued to rim my hole. "You're causing me to melt Tess. Please stay honey?" She moved off the bed and grabbed her bag. "I'll see you very soon dear" and she was out the door. I listened as the elevator door closed and the machine carried my lover away. I wondered what I might do with the time. But first I had a naked ass to contend with. I stepped to her wardrobe and found a short dressing gown and some slippers. Tess's feet were near my size 40. The seed had been cleaned so I skipped the thong. I found some juice in the refrigerator and returned to the bedroom for my still warm coffee. I wondered about my subtle submissiveness. In all of my previous relationships I had taken the lead role but with Tess I was clearly being the one brought along. She didn't make me feel dominated but I was giving up some control. Back in the Kitchen I sat on a tall stool looking about both the loft and the view beyond the glazing. Now I started to wander about the space of her home. I spend some time reviewing her books and found a leather bound book of photos. The images were mostly recent and included many of other women and several men. The scenes appeared to be at parties or gatherings. Near the back of the folio were several older images that appeared to be Tess from years ago. One image was a beautiful shot, clearly a pro produced modeling image of her in a sexy dress. I found another of her in lingerie and this one caught me. She was so passable I wondered if the photographer even knew of her secret. I reviewed it to gauge her age, maybe twenty, so fresh and already with full breasts. Her perfect teeth and smile. It could have been for a catalog? There were two other old images. One badly exposed and faded. The back was marked in a soft hand 'Cat' and dated ten years ago. This must be her Cathy for it was of a woman about 30 years of age and casually dressed. The woman was looking into the camera, not directly, and with an amused partial smile. She was good looking but clearly a bit reserved. The other was of Tess and Cathy shot with a mirror, holding each other about the waist. They appeared very happy in this snapshot. I realized I wanted to have Tess guide me while looking at the images and set the book back, but on the coffee table. I considered getting dressed and entered Tess's closet again. She clearly enjoying shopping for there were a great many dresses, blouses and skirts, racks of beautiful clothes. I did see that she also had a collection of pants and shorts. On the right side of the wardrobe were two large bureaus. I opened the top two drawers to find an amazing array of special lingerie. Each of the eight drawers was dedicated to a collection of garments, panties and thongs, legwear in packages, bras (neatly settled and nested), chemises and slips, hundreds of suspender belts of various size and detail. Each drawer was careful organized and the clothes folded. I was surprised to find one drawer filled with Basques and other foundation garments, for I thought Tess didn't require the help for her figure. She was very shapely, especially in the hips. Her waist may have benefited from some surgery. My review of several of the structured garments provided a hint; these were all sized for her, possibly customized. She may wear them as a fetish rather than to reduce or control her figure. There were several open bottom girdles with suspender clips. Others were just sexy bed wear since these were made with minimal fabrics with a lot of lace or embroidered fabric. The lower right drawer was filled with toys of all kinds and shapes. Sexy dildos of various lengths and many with two heads, vibrators, made of different materials and colors. Some were quite realistic in look and feel. I paused and studied several that seemed made of a material very close in feel to skin. I brought one to my nose to verify the scent and was happy that these were carefully treated and cleaned. The last drawer was for her workout outfits, Lycra and spandex of a multitude of colors, as well as bathing suits. I smiled seeing the several bikini sets, though I wondered how that great penis could possibly not be detected within such a skimpy panty. It excited me to think of Tess that exposed in public. I closed the drawers and looked into the mirror. I needed some attention! I decided to bathe but not do my hair. The shower cap was hanging near and I used it. Afterward with two soft towels wrapped about me I sat in the side chair the bedroom considering my late morning. I decided to dress but in Tess's undergarments, to surprise my new lover and keep her focused on playing with me. But which outfit? Just then my phone chirped; Tess would be at least an hour delayed meaning I had about 90 minutes to prepare. There were so many choices; would I wear black or white, ivory or a colored set. Most transfemmes enjoy lingerie and clearly Tess was in that camp. I returned to the wardrobe to select some items for consideration. Should I wear full fashion black seamed hose with a suspender belt or a pair of holdups? I wanted to appear as much like a present as I could. I considered whether to wear one of her fetish Basque. I found several that would fit. A sexy look but maybe an outfit that exposed more of my skin would be better. I wanted to focus her attention of my butt. These decisions kept me busy for more than 30 minutes before I made a selection. I returned to the Living Room and reviewed the operation of her music system. I selected a soft jazz recording and set the volume quite low. Returning to dress in the lingerie I realized I needed an ivory heel rather than my black pair. I found a rhinestone detailed pair with a small 15mm platform but the heel at 145mm. Sexy shoes with this high a heel can be difficult but I wanted her full attention. With my suspender belt about my waist, an ivory French Leavers lace with a skirt detail, I attached the six golden clasps to the welt of the champagne nude with black detailed sheer hose. The rear clasps had rather large bows attached. I had to pause to align the rear seams, which required the heels to determine the proper position. I looked at myself in the mirror, just long legs and hose, and noticed I was moist. The bra I'd selected was unusual for it wrapped about my neck with a dual back clasp. The material was so barely there and again I looked to the mirror as my nipples arose. The thong slid along my legs and I touch myself briefly before adjusting its position. I was wet and I tasted my pussy juice. I wanted her mouth on my pussy now, but I slipped the garment into place. The chemise I'd considered would provide insufficient coverage so I looked for something a bit longer. A LaPerla elegantly embroidered one of ivory was perfect but I needed to adjust the straps a tiny bit. After I reordered the wardrobe the walk to the chaise in the heels was nearly too much. The feel and scent of her exquisite silk lingerie was new to me. Pausing I noted a second large mirror on the Living Room wall. I saw myself as ready and clearly a willing, almost wanton slut, awaiting her Master's return. Again I considered how submissive I was with Tess. I realized that she had established her role in the first moments of our relationship, handing me that plug. How far I would allow myself to fall into her control I couldn't say just yet. Still looking at my outfit and reflection I settled upon the chaise in the Living Room in a manner that assured that Tess would find me. I planned to appear to be asleep but paused when I realized I had forgotten the plug. I quickly scampered back to the wardrobe, to the bureau's lower drawer and found another one, a bit larger made of stainless steel. This one had a handle, maybe because it was so much larger. The first two attempts to insert it failed. I needed more lube but decided to try my own juice. Viola! It popped into place and my passage sealed around the protruding handle. I had come to enjoy the feeling it provided. Last nights play had produced the most intensive orgasm of my life and I was shocked that this occurred while she fucked not my pussy but my bum. I recalled an interview I'd seen where a famous Porn Star talked about her love of anal and stated that her audience both enjoyed to watch her bum get fuck and she loved the stronger fulfillment she received from the backdoor sex. My climax early this morning had been just so, me on my back lying on the high bed. Tess had stopped plunging and had just held my shaking body. I don't recall her removing her clitty or slipping beside me to fall off to sleep. I moved back into the Living Room just as I heard the whirl of the elevator motor. It may be Tess! My bottom was pointed toward the entry as I lay on my right side. I'd moved the slip aside to allow her to see the cleft of my butt. A minute later I heard Tess's called from the door but I didn't respond. "Maddy? I'm back, Oh dear." I hear her stop, pause and then the sound of her heels moving off toward the bathe. She stopped again and turned back to approach me but again she seemed to stop short. I wasn't certain why until I hear her move back into the wardrobe and heard the shower. An eternity passed as she padded about just at the edge of my hearing with the soft Coltrane playing beyond. Then I heard her heels approaching, off the carpet, and then clicking on the polished concrete. I stirred slightly as she stood over the chaise. I felt her right knee beside me on the cushion edge. She reached down to brush the hair away from my cheek and I looked up to her face but noticed the clitty at my mouth. I looked up into her eyes as she pushed her sex into my soft open lips. The meat was semi-hard but quickly stiffen as it moved deep passed my tongue and slowly entered my throat. I paused her entry, and allowed my mouth to gather more saliva to bathe her clit. I tried to smile as I sucked her but her thrusts, though not aggressive still didn't allow me to pause. Deeper Tess slipped into my body, and again I paused her to re-position my throat for her penetration. "So you've been thinking of me huh? I had trouble focusing at the meeting as well. I love looking into your eyes as I fuck your mouth." We were moving just a bit, she pulling out only about an inch of her clit. "Now I think your throat is ready. I'm going to fuck you". I gave a smile with my eyes and she began, just a bit further out and slowly since my throat had grabbed her length. My private practice had enabled me to breathe without panic through my nose. Tess smiled and caressed my face and hair as she increased her rhythm. Then I felt her turning the plug with her other hand, slightly extracting it from my bum, only to release is and allow my ass to seal around it again. "So now you get to enjoy my seed," she said just as she erupted when her clit was fully back in my throat. The amount of seed wasn't great but some did escape my mouth. She bent down and kissed me cleaning the dribble from my cheek. "I hope I'm everything you expected Maddy. I'm falling in love with you." I reached up and hugged her while she continued to play with my butt. I moved to stand and we kissed, our mouths wide and our tongues intertwined. I felt her the fingers of her right hand rimming the edge of the handle protruding from me while her left caressed my breast. She stopped and bent to pull my thong away, leaving it dangling near my knees. My body was very aroused and yet I wanted to focus on hers. I slid the left strap of her Basque off of her should exposing her breasts and I leaned to kiss the nipple. While I worked my tongue at Tess's nipples her fingers were now sliding about my vulva, using the moisture to further open my bum. I was surprised how comfortable I had become with using my anal passage for sexual pleasure. Tess's initial attention was the event that truly opened me. Her gift of a stone plug had so surprised me. The forwardness of the gift, the assumption of control, was what had brought us to today. "Should I enter you or would you like to fuck me?" she asked. I was happy with her suggestion since using her Realdoe had been one of the highlights last night. "I would love to be inside you Tess. When you had to leave it's all I could think of, me fucking, you fucking, humm." She smiled, "I love be fucked, so let's go to the bedroom" she removed her fingers from my plugged opening and turned toward the other room. "NO, I want to take you right here Tess. Settle yourself on the chaise while I attend to my cock." I pushed her slightly to clarify the role reversal. "I hope you're moist enough. There, you have an assignment." She understood and did exactly as directed, and I noticed her beautiful stockings and heels. "I do love your CFM's dear, and the way your ass is framed by the straps and hose. I intend to enter you from the rear, get yourself ready." I recovered the insertable from the floor just beneath the bed skirts and washed it. This dildo was the stout and fit snuggly in my honey pot. We had agreed to general fuck with our thongs in-place; this seemed to help Tess feel more womanly, her clitty a bit concealed. It also aided retaining the inserted phallus. I stepped quietly to the doorway to inspect Tess. She had placed a large red pillow atop the chaise that lifted her rosebud to a perfect angle and height. I paused just watching. She had clearly used her mouth to lube her passage, as I saw the spittle glisten. Her knees were spread a bit and the heels showed a bright red sole. She had one hand on her bum, holding the cheek wide open. I almost ran to get my phone for a snapshot. Her breasts were relieved from the Basque, which was taut across her sloping back, and I studied the detail to distract myself, as well as provide a delay. She needed to learn patience as well as I did. I moved slowing across the floor, my noisy heels making my presence known, while I lubed the cock. I intend to not pause and the speed I walked toward the chaise allowed me to consider the aim and angle of my penetration. I noticed that Tess worked to keep her eyes looking out the glazed wall. There would be no surprise, but anticipation made me very aroused. As I reach the carpet edge I carefully held my cock and moved the last steps without a sound. "Uggh! Ohh, ohh, ahhh, soo big my lover . . more, more, deeper please." I rode her for a few slow strokes into her hole, than adjusted my pace as she relaxed. I pulled her right heel covered foot toward me to help stead the action. I noticed she had her left hand at her clit bump and was tapping it with our rhythm. My half of the fun stick was bringing me closer to peak but I wanted to watch her sunlit face as she came so I slowed my thrusts and moved her first to her left hip, while pulling her down toward my cock a bit. Then I shifted her to her back. I could now look into her eyes, as well as watch her breast heave. I grabbed both of her stocking clad legs, bringing them together and high above her bum. Now I was certain we were both near and I could fuck her full depth. Her sighs changed to moans and her breathing was sharp; I was so wet but also sweating from the excitement. I little tried I allowed the cock to slip out of her and used the pause to lie on my side still able to get at her hole and we proceeded to fuck. Tess held her bottom a bit and I grabbed her waist to better penetrate my babe. I decided to slow for a full 20 seconds, she would be so close but I would have her even more excited when I plunged deep again. Dressed So Ch. 02 "More, more lover, fuck me now, I want your great cock . . ." As I started the last push into her I moved my hands to breasts and she screamed and grabbed my neck pulling me to her mouth. I started to orgasm at this moment and a loud groan of intense joy came from my mouth as we kissed. Her seed oozed to her tummy while I held my fake stick deep inside her ass. I was again surprised by the intensity of our sex. The act of fucking Tess had re-leveled the relationship; she was my bitch. "Aren't you a lucky girl Tess, someone loves your bum three time in less than a day." We remained somehow atop the chaise for a while longer. We kissed and snuggled, not wanting the bliss to depart. "What's next for your day dear" she smiled as she turned to kiss my mouth, the cock slipping from her hole. I considered the requirements for dealing with the telcon I had on the schedule. "Do you want to accompany me to the office?" End of Part Two Dressed So Ch. 03 The Master Tess needed a shower and I had to prepare some quick notes. Then I showered and dressed. I grab my bag and one of her coats and asked Tess to get moving. She quickly called the Lobby and asked the doorman for a cab to downtown. We chatted quietly as the elevator descended and I lightly kissed her. "I need to stop at my place. I can't enter the office dressed like this, ok?" Tess waited while I changed into a more appropriate dress and lower heels. She called my doorman for another cab and we left. As the elevator dropped two flights the door opened. There was Seward, a male neighbor. I introduced Tess, said hello, and exited the box quickly when the door opened. Once in the cab Tess asks why the brush off. "Tess, he's wanted me from the first sight, and I like Ladies remember?" "But we could do a BBC? That would be fun, that is, if you'd allow Mistress." I was distracted but pause when her statement sunk in. "You'd want to share a man with me?" "Certainly Mistress, but only on your terms. He was beautiful and had quite a package." She was correct, for Seward always seemed to be semi-hard and in tight trousers. I let it drop but her request was turning in my mind. How could we do that type of hook-up? Would he expect further opportunities, would I want additional trysts? He was very attractive at 190cm and over 90 kilos. He was a successful Attorney handling cross border business negotiations. Could I handle watching my transfemme giving Seward head? Could I deal with having a cock different than Jenna's or Tess's? I was clearly considering the details! At the office Tess met Melissa my assistant. She is a beautiful hetro girl with large breasts and a tiny waist, who enjoys dressing almost too sexy for daytime. Melissa had the telcon set up and I quickly resolved the conflict and within an hour we were out the door. I considered the last cab ride conversation, then said "Tess, could you see yourself watching a big black guy fucking my tight pussy, maybe even my bum?" She turned to look into my eyes, moved closer and slid her hand up my dress. Her eyes stayed on mine as she pulled the thong panel aside and her two fingers gently entered me. Softly and slowly, her long fingers found my g-spot and I orgasmed, I nearly fainted. I'd cum so quickly. I leaned into her for support as she brought my mouth to hers. Nothing was spoken but it was settled. Soon this sketch of an idea would come to pass. Which of us would initiate the liaison would just fall into place. I had a thought it would be Tess. Friday evening we met after work at a Lesbian bar on the Plateau. We were having a good evening until Tess saw Jenna. A moment later Jenna smiled at me and crossed to our side of the large bar. "Tess, this is an old and dear friend of mine. Jenna, this is my Lover, Tess." Jenna moved closer and pecked me on the cheek "I adore your name, Hardy is one my favorites." then Jenna surprised us. She turned to Tess and kissed her so deeply others nearby at the bar gave a soft hoot. "Tess, I needed to clear the air between us. I'm just Madeline's friend now and I'm hoping I can be close with you as well, please accept me as your friend." Tess handled this with a certain grace "I taste something on your tongue. I know you like girls, who's pussy have you just played with Jenna?" We all laugh at this, since it was so clearly not true. Jenna joined us for dinner that evening. We arranged to meet and sunbathe at my apartment the next afternoon. As Tess rode back to my place I snuggled against her "Madeline, she isn't what I thought. Jenna might just be a new friend. I feel she understands your heart, as well as mine. Do you have feelings for her still?" "Not as in the past Tess. That's due to our love developing. You are mine, and though I wouldn't have though possible our mutual submissiveness is one of the reasons I'm not in love with Jenna, nor anyone else Tess." It was a clear warm afternoon when Jenna came in wearing a sinfully short pair of shorts and wedge heels. "To the Terrace Ladies. Let the bathing begin." She went to the first chaise and lifted off her top. She hadn't a bra on, and then she slipped out the shorts to reveal a rhinestone bikini thong. Tess smiled "I like your attitude Jenna. I'll bring out the Riesling and glasses. Maddie can you tan as well as Jenna?" I looked and saw that Jenna had tanned her breasts. I was happy these two were getting along, since Tess knew that I'd let Jenna take my butt only six weeks earlier. We all settled on the chaises and Tess and I removed our tops. Only a seriously curious neighbor might see the three of us exposed on the upper Terrace. I closed my eyes and wondered if there might be a chance we'd ever be in bed together. Tess could be a bit demanding, though she was playing the submissive this weekend. Her idea of having Seward had really penetrated my imagination. I hadn't been with a man in at least 4 years, and only three men had ever fucked me. Two were less than remarkable. I lack any context when it came to men. Jenna's recent adventures came up in our conversation. When I looked up Jenna and Tess were comparing breasts. Both had received special care from their surgeons. I could see slight differences; Jenna points seemed a bit more erect and Tess's had a nice lower curve. Either way each was a lucky girl. "My first sugar daddy paid for these, yes I guess I paid for them in a round-about-way" said Jenna. "I'm seeing a new guy now, also a daddy. He's 40 but in good shape, mostly handsome. His gifts are a real help since my career was torpedoed by the tax changes. Next fall things will be better. He doesn't lay me enough though. I'll find a new mate, maybe another beauty like Madeline." We relaxed for about two hours when Jenna got a call from her boyfriend. "He's taking me dancing tonight. The last time that happen I met a sweet lady friend of his. She called me the next day and we've slept together a couple of times. Life can be complicated." Standing Jenna kissed us each and pulled on her top and sexy shorts. I was amazed her tiny bikini could hide her great cock, but somehow Tess's was held as well. After Jenna left, Tess suggested we retire "Who's the domme dear?" My smile clarified her role "I'll going and find my favorite toy Tess." Later while dining the subject of Seward came up again. Tess said "I've had a dream of playing with a big black cock for years but I didn't feel self assured. I still wouldn't do something like this without you Madeline. And I do really want to watch your pussy swallow a great black cock." The next Wednesday Madeline rode up the elevator with Seward. She enjoyed his scent after he exited at the lower floor. The very next day she encountered him early. "I've got an important reason for getting to the office this early" said Seward. "You look lovely Madeline. I hope I'm heading your way. We could share a cab?" Madeline smiled "I'm being picked up by Tess this morning. We've also got an early appointment with a Lawyer." Madeline looked at the floor realizing he might want more information. At the building door he said, "Oh, I wish you'd allow me to help you and your Partner." Tess said hi as he passed her car "See you soon Seward." On the following Monday evening Tess met Seward in the Lobby. "I'd like to ask you to join Madeline and I for a drink tonight, maybe a light dinner?" Tess was dressed to the nines, having had an afternoon Faunesess Committee meeting. Seward stopped short hearing the invitation "But Madeline and you are, you're sure she is invited me as well? She's been less than warm for the passed three months." Tess moved closer to Seward, close enough to slide her left hand up along his trouser leg. She was happy to find such his large spear resting. Seward smiled as Tess rubbed the man's toy. Her touch brought Seward's attention and he started to swelling. "Seward, we both want to have you, Madeline and I want you to share some time and maybe more." "But Madeline hangs with, I mean she's into special 'Ladies', she, Oh, I get it now Tess." He paused and eyed Tess closely, noting her dress, her scent. She smiled knowingly. "Humm, I'll be there in say, about an hour?" Tess called from the elevator "Seward is coming for a drink in 50 minutes dear, and Madeline, I'm in charge tonight; do as I say, is that clear honey? I want to watch Madeline play with Seward." I had considered that the three of us would see each other sometime, but this week? Just not so soon. I needed to quickly shower and arrange the bedroom and changed. I pulled a suspender belt from the drawer and selected the hose and my black 120mm heels. Tess came in and looking at me, slowly undressed. Since she was wearing her nicest lingerie she was careful removing the bra, suspender, the hose. I had to stop and watch, while I considered her plans. Naked she approached me. "We both needed a shower, and a cleansing, but I wanted you to see me like this. You can say no Madeline, if you've any reservations." I was looking at her lips, her breasts, at her clitty. It was not hard but not soft. I considered kneeing but just drew her close. We kissed and she pushed me away. "Get to the toilette Maddie, now!" Twenty minutes later I was dressing. "Madeline, please select something for me to wear while do my face. Remember I'm your Mistress tonight, you will do as I say, agreed?" I turned to her and smiled, "Yes, Mistress." I was wearing a black set with a shelf bra so I selected a beautiful platinum lace set for her, and platinum seamed stockings. She would also wear a mid-thigh chemise while I had a long sheer gown. Her heels would be Louboutin in soft red, sandals 120mm tall. I realized how excited I was when I adjusted my thong. I was more than a little damp. We both got the other details settled; the wine, music and some carefully selected toys and lube. Tess dimmed the light just as the bell rang. She pointed to me and I knew how to proceed. I fluffed my hair and opened the door with my sheer robe slightly parted. "Please come in Master Seward," I said as I curtsied on to my left knee and dropped my head. When I looked up, Seward's hand was on my chin and he led me first up and then back into the apartment. I was ready to be his and Tess's plaything. Tess came to him and reached up to kiss him. I meanwhile had curtsied again and awaited his next move. "Madeline was correct Master, please come, and let's play with her, humm?" I turned to notice that he was getting hard. "Madeline, please open the Master's trousers, free his cock please." A moment later Tess took his hand, leading him and therefore me to the Living Room. She stopped and turned to face Seward still holding his hand. She slipped his right hand into her thong; his fingers found what she wanted him to. I watched Seward's face hoping all would proceed. "Tess, I'll accept your slave's attention, have her suck me now." His hand remained in her thong as Tess became semi-rigid. "And I want you on your knees as well." Tess slipped downward and took his cock into her mouth, licking the side and then the rim of the head. She turned to me and moved his how hard cock into my mouth. It was now very full and I licked the shaft and then returned to take the helmet into my mouth. As I did I brought my hand to grasp the base. He was so long and thick. I knew what she intended for me next. "Madeline I want you to let Master into your throat; take your time dear. Slowly Madeline, allow your throat to adjust." Slowly it did enter me, I paused and breathed carefully. He was still not fully inside me and Tess had been very specific. I let a bit more passed my tongue, but he was swelling up, and I knew not to gag. Tess had been instructing me on deep throat penetration for weeks. She was not as large as Seward but several of our toys were. I could do this but I needed to focus. "Oh Madeline it's so great to see his Black Cock in your mouth, I mean your throat. I can see you adjust to his pulses. I want him in my mouth now." With that I knew I could release Seward, but it would take a moment. As I did she kissed me and then took his cock, licking my spit, and taking him into her mouth. I reached down to my thong; I was soaked. I'd never even dreamed of doing something like this. It was amazing, watching Tess suck this big cock. I reached to her throat when I saw her skin deform around the huge shaft of Master's cock. "Oh Baby, Tess that's it suck my big fat cock. Madeline pull off my pants now!" I did as Master directed then helped him remove his tight shorts. He wasn't very hairy and his butt cheeks were firm and taut. Then I saw something; Seward had a butt plug in his tight ass! I consider what to do and remembered how it felt when Tess would twist mine, so I pushed my fingers to grasp the edge of the stone and I shifted it a bit. "Ohh Madeline, oh Madeline I'm going to cum into your Mistress's mouth! Tess tried to handle the seed but Seward was gushing too much. I slipped closer to help lick her face clean. Still he continued, I actually used two fingers to scoop up a big dollop. Tess turned and we kissed, tonguing the snowball. I was clearly horny. I wanted to take him now, put that fat dick into my pussy but Master fell back on to the sofa bench spent. I move to his lap and took the cock that had just filled both of our mouths back into mine. He slowly soften within my mouth. I few minutes later Seward lifted my chin for a second time. "I want to fuck your ass Madeline. Can you prepare yourself?" I looked toward Tess, "You shall obey Madeline, now!" I saw myself in the mirror, my face was a bit imperfect but I was ready for more of this wild black man. Tess was positioning me, I assumed she realized the size of his cock would best be handle from the rear dog position. She licked my sensitive rose and confirmed that I had lubed the rim. "Tess I want you to fluff me before I enter her. Get me wet and hard for your slave's ass. That's a good girl, get me wet so I don't hurt Madeline." She moved beside me and quickly we were at it again, Master's cock was held at my opening. Tess was licking him, and then covering his helmet. "Push on to his cock little Madeline, I want to watch this cock slide slowly into your core." I looked back as the helmet opened me and I felt him enter, just an inch in, nearly eight to go. He was so long and hard. Master was calming me, petting my hair and played with my breasts as I slid down his black shaft. "That's so wonderful Madeline, can I get the camera?" I shock my head NO. I couldn't speak as I felt the base thicken and my rim spread wider. After I'd pushed back to his balls I rested, breathing carefully. The fullness can't be described beyond that. Then I looked back and the Master bent down to kiss me, pulling my waist to his truck. It was crazy but his cock seemed to slip deeper into me and I grasped, "Ohhh" "Now I will fuck you, fuck your super tight little butt." He started slowly, in and out, but with a short stroke. As I adjusted I reached back to cause him to run the strokes deeper, deeper and now faster. I was controlling this man as he fucked my rosebud. I felt a surge starting in my belly, or was it my womb, but I felt my orgasm coming. Slowly his cock was bring me to a climax that was causing me to ooze. My pussy was pulsating and my juices were flowing. Tess saw the change in my eyes and moved her mouth beneath me to lick me as Master continued his deep fucking. I was beside myself and I exploded, yet he kept fucking, maybe a bit slower, but he was still deep in my ass. I would never be able to live without a cock such as this in my ass. I wanted him to take Tess and I to his castle, to be his sex slaves for, OHH. I was still climaxing! I awoke some minutes later; I think I passed out? "Madeline that was so beautiful" Tess was kissing my face, but she was covered with his seed, I mean her entire face was covered with jism, and she smelled of my pussy. Her face was a mess but she was smiling. "Can you help Master fuck me like that? I want to have you watch his cock disappear inside me like I watch it disappear into you." She was panting, had she climaxed yet? I looked for Seward, I mean Master, where had he gone? Where was the big beautiful black cock? "Master will be back in a moment dear, he will not be leaving tonight, is that clear? You will fuck him again, and he will shoot into your mouth as well. I was not fully aware, but I nodded "Yes Tess, I will, help him do that to you. I want you to feel what just happen to me. I hope I can be as helpful as you were. Come here and let me clean you up dear." I saw the Master and his long cock moving back into the room. He look refreshed, he'd showered. "Madeline get Tess ready, there on the side chair though. I want to enjoy you cleaning her rim." I looked to his face and saw a sharp yet small smile, "Yes Master," then I removed my bra and gown. Tess's bum was ready, but I needed a moment, I was still less than fully aware. Then I saw Master was stroking himself, "let me do that Master," I said, moving to grasp the semi-rigid phallus. Now he was settle just above Tess, and her butt was softening as I slipped in my fingers. Seward's cock was not quite ready so I took him into my mouth for a moment. I decided it was time and placed Master's thick cock into my girlfriend's ass. He couldn't wait like he did with me. He drove into Tess with out a pause, not fast but swiftly entering her deep bottom. She cried out as he found her inner wall, turning in surprise. I held him to help her adjust. "Tess isn't quite as tight Madeline, I didn't intend to plunge so quickly. Now I'll withdraw it a little slower." When his cock was halfway inside Tess he paused and shifted about. Tess turned and looked at me and I kissed her. "His cock is ready to fuck you Tess. Can you handle his thick meat dear girl?" Seward shifted again and Tess said "That feels so good Madeline, let him fuck me now." He didn't await my approval, but moved slowly down and stroked her bottom. I realized he wanted her closer just as he stood and lifted Tess to a kneeling position. Now she was panting heavily. And moaning, "Ohhh Madeline, he's fucking me! Agggh." Master was now moving to his back and Tess followed riding his cock. Master moved her to a full cowgirl. I could watch the cock slip nearly out of her hole then diving deeply in again. He was pumping her tight hole rapidly, and Tess was pointing. "Get my clitty in your mouth Maddie" I pulled the panel of her thong aside and exposed her semi-rigid cockette. Tess cried, "I want to be inside both of you, Please! Master fuck, fuck, ooohh fuck, Oh Master fuck me." I tried to keep her cockette in my mouth but Master was moving so aggressively it kept popping out. He rose to a standing position with Tess's heels high due to his holding her at the knees. Her tight hole was full, then empty, she was fully gapped. Her bum was simply smoothly sliding up and down master's stiff cock. Seward wasn't slowing but he wanted a new position. He squatted so she could set her heels on the carpet and he pistoned upward into her smooth opening. After half a minute he stopped. "This isn't working dears. Madeline, come suck me clean while Tess moves to the sofa arm. That's a good height? No get atop the lower back." He stepped nearer and resumed fucking Tess, now that her quim was at the perfect height. "You both can plan on get some more of this stick Babes." I walked nearer to Master and leaned over to take Tess's cockette into my mouth. Just as I did, sucked and licking Tess, she erupted, Master still pumping into her. Dressed So Ch. 03 "Ohoh OH, Madeline! He's coming, get beneath Master, I want some of his seed in my mouth, please girl!" The Master's cock was slipping out on each thrust. I stopped him to suckle the black weapon, and then I pushed it back into my Lover and Mistress. A moment later I sucked him again, then re-inserted the monster into Tess. Once again but I was surprise as Master swore and the seed erupted filling my mouth, I thought to push him back into Tess, and I moved to her side and kissed her deeply. She nearly choked on the amount of seed in our mouths. He fell out of her and sat down on the carpet, his cock still dripping. "You girls need to feed me and allow me a few moments of rest. We placed an order and retired to fix our faces while the Master napped. The bell rung and we directed the naked Seward to address the invoice. The three of us enjoy the Thai food. The Master was lying down on the carpet and soon fell asleep. Tess went to the cupboard and retrieved a tall candle, returning she anchored it within his bellybutton and lit it, arranging a small disc to catch the dripping wax. He seemed very comfortable and since we'd re-finished are faces we began to make out while laying on either side of his torso. I kissed her deeply and then though a queer one. "I need to taste his seed in you again, the Thai has replaced the delicious saltiness of that thick syrup." Tess ran her finger along Master's limp cock idly, a moment later we both watched it start to rise, not rigidly, but it was swelling again. We played a game where on turns we licked from his groin slowly rising to the helmet. Each alternative found him thickening and standing taller. Eventually his member was very stiff, but not fully erect. "I want him in my pussy Tess. Can you please help me get settled atop him?" Still in my tall heels this maneuver was possible. Tess positioned the helmet and I lower myself. Wow, I was so moist and he was stiffening as I allowed his cock to enter the further depth of my cunt. "Now try and rise up Maddie, here I can help." She held my right elbow and it was just sufficient to rise without allowing his meat to escape my snatch. "Oooh this is fun Tess, I want to move deeper, I want to feel his entire member within me, but I'll need a hand lifting off his belly again, ok?" She watched as the large black shafted parted my pussy and I started to moan. I had found a rhythm but he was still asleep. Tess started to pat my upper mound and with in seconds I couldn't resist any longer. I increased my pace to the point that the Master awoke. I felt his hands on my bottom helping me along, and on the next deep thrust I started to contract, spasming, moaning and calling for Tess and Master to fuck me. I orgasmed and rolled to my side for a rest. When I awoke Tess was licking my pussy clean. "You two aren't done quite yet," said Seward. Tess asked the Master "what's with the plug deep in your butt?" He laughed, "without it I couldn't stay hard like I do, so you girls need that thing in my butt." Tess looked a bit wanton, "Can you fuck me with that cock again? I want Madeline to suck me when I'm near climax. But I want to ride you, more like you did her though, slowly." He considered Tess's request carefully. "I've got a better idea, can we get you hard enough to penetrate Madeline's bottom? If so, then I'll fuck you, and you'll fuck Madeline. We'll need to be patient and careful to keep the two holes fill." Looking about Seward focused on a wood bench near the window wall. "I'll sit on this," he said moving it to the middle of the room. Master's cock was soft and Tess sat near him and put his cock into her mouth. It was enough to get me excited again and I went to her side, grasping thw slowly thicken phallus. Tess shared the stiffing rod and soon Master was ready to command his two sluts. "You two just can't get enough. You're be so tried in the morning." Looking to the clock he said, " Well you can get up at Noon then. Come on Tess." He was positioned to look to the City view, but he wanted a cushion. "This would be better if I had some sort of padding. The plug might scratch the wood surface." I retrieved a small pillow. Tess had lubed and moistened her rosebud. Her heels clicked on the wood floor as she moved to Master's lap. As she lifted her leg across, I held Master's shaft to guide him to her opening in reverse cowgirl. "Can you kiss me dear as I drop atop his cock?" We kissed and she moaned when he was deep within her bottom. "Now Madeline you'll slip my clitty in but face toward me. Do you want to use your pussy?" I didn't need to think, "No dear fuck my tight hole." Tess guided her clitty, just the head penetrating, "Slowly now Lover" I said. I rested atop her thighs and Master reached for my breasts, but Tess's were more easily stimulated. "Ok Madeline, use your sexy legs to start us. Grab hold of my shoulder to steady your rise and falls" Tess and I were kissing as I moved a little off her lap. "As you moved Madeline Master's cock slightly left my hole. You're in control babe, take us on this ride." Having my breasts against Tess's, her kissing me and a cock to focus on became too much and she slipped out. "Oh dear, now you'll need to lick me, wet my clit Madeleine." I moved to the side then re-mounted her, aware of the needs I was controlling. Master was still deep in Tess's ass, and when I resettled atop of her he took over. "Let me try girls," he started to lift us both and then dropped down again, his member moving within Tess, and the action causing her to rise and fall within my backdoor. He increased his length of travel on each stroke and very shortly Tess was moaning into my kiss. "Oh dear Madeline does this feel good for you too? I think he cock is banging on my cum button. I'm uncertain I can hold off long enough to get you to peak." I was smiling, watching my Lover enjoy a very special night. Her bum would never be the same, nor mine. I remembered how out of it I was when Master took my ass earlier. "I'm right with you dear. Just enjoy his cock," and she came, I could feel her spurt against my insides. She was tried when she slipped from my hole. "Tess move off me and let me fuck Madeline." She was dripping onto my chest and I scooped up some and pushed it into her mouth. Now Master lifted me as he stood, and his member slipped where Tess had been. I felt so light as he rammed his monster deeply now. Tess's was not a tiny cock but Master was hitting a different set of buttons inside my ass. "Let's have you turn to reverse honey," Master shifted my so my back was against him and he started to finger my pussy with two thick digits. I started to climax and his longer finger hit my spot. As he came he pulled out and shot all over my breasts. "I want some more of that Madeline," said Tess as she came to me and helped my down from the super shaft. She saw that Master was still shooting and instead took him into her mouth. Somehow we made it to the bed, awaking in the late morning. Seward was gone but he'd left a short note: "Anytime Ladies! Your bbc." End of Part Three. Dressed So Ch. 04: Tess's Notes Pt. 01 Please find a moment to read the story "Dressed So". The following is a supporting chapter to the three parts previously released. This is a collection of notes Tess prepared over a period of years. ***** 2013.2 I laugh today thinking of how strongly Michelle had come on to me at the riverside restaurant several months ago. I was with two girlfriends having a pleasant light dinner on an early fall evening. She must have been dining as well, for she came into the rest room, clearly having followed me. "Can I help you?" I asked noticing her stop at the washbasin, just to stare. But she said nothing, yet she moved two steps closer. She said nothing in response to my question, "Excuse me, but I don't know why you're looking at me like that. I need to pee, excuse me." I noted her expression changed to a lewd smile, "I'll listen, and I'll wait than, ok?" She was beautiful with near platinum blonde hair, possibly nearing forty maybe older, tall and dressed in a severe yet sexy black dress. I noted her nice figure, her jewels and her scent, as well as her legs and heels. While I sat relieving myself she had moved closer to the stall door. I could see her heels beneath the door, for she was very near the door and had turned. Standing as she was, I would need to again ask to be excused when I had finished and resettled my garments. Opening the door very slightly I said, "Excuse me Madame, please move so that I can leave the stall." She didn't respond but with the door slightly open I saw her right hand extended partially within the stall. Looking toward her hand I saw she was extending a shiny object to me. Without a word I reached for her hand and she opened it while pressing the cool object into my palm. "What's this Madame? What have you given me" as I lifted the steel object closer to see it in the dim light. "Don't drop it young Lady, simply lift your hem and put it where it belongs." Now I could see what she had placed in my hand, a heavy steel anal plug, with a ruby stone on the flared end. "My god, you have confused me with another girl Madame, please move away and allow me to pass." She turned to face me and while opening the door she moved inside and took me into her arms and our mouths met. "You will be back to your friends in a moment but you will be wearing my plug." I was shocked by her next move as she closed the door and held me close for another deep kiss. Somehow I allowed this, but I was again surprised when she moved her left hand to my round bottom and ran her finger along my cleft and than lifted the hem of my dress. She was deep in my mouth and her other hand was atop mine as she moved the plug beneath my dress. I was wearing a cream-colored sweater dress, which fell several inches above my knees, and I was a bit unsteady in my black pumps. I was quite aroused, her body was pressing mine, her breasts at mine. I was somehow willed to accept her seduction. As her kiss continued her left fingers explored my damp panty and she grasped my slightly stiffened clit. "Now I'm happily surprised young 'Lady', but I will help you get my plug into your tight passage." Moments later she allowed me to leave but she had done what she'd wanted. Somehow I would notice her next signals, I would follow her home that evening. Two weeks later, having spent almost all of my time with her, Michelle told me of her husband. "I figured there was a chance you had a someone, but he's not where you're happy, huh?" She detailed their history and her career success in trading, his missed opportunities. But I was surprised when she told me he had suggested she try to meet a Lady. She didn't want to share me with him, though he definitely was interested. She hadn't told him about my clitty, just that I was a lesbian with a 'special gift'. "Let's try and forget about that new information and settle into each other tonight, ok?" I paused to consider the offer, "Are you telling me you want to fuck me, or just that you want to cuddle?" I smiled and we went to shower. During the past weeks she had used a cheap strap-on to fuck me three or four times. I had insisted she get an insertable and it had arrived this morning. Before showering I help Michelle with the toy. We practiced pushing it inside her vagina until she was comfortable. "Now, how should I dress for my special penetration Michelle?" She stepped into the large warm space, "You shall select out two corsets and two pairs of the full fashioned seamed hose. You can find our heels, they should make you beautiful bum look super sexy Tess." I went to the wardrobe and selected two under bust corsets, a soft peach one for her and a deep red one for myself. The hose were easy since she had only two pairs left. I'd ruined several during our earlier sex play. But the creamy ivory would be sexy with her peach and the black for me. I selected her 120mm heels, beige with a strap, and mine were 130mm black without a platform. I would enjoy trying to move about in them. As I reentered the bathe I hear, "It's lonely in here without you Tess." I stepped into enjoy seeing Michelle's soapy pussy. "Can I help you there?" I moved close and kissed her mouth. "Already Mistress, I need your cock now dear." "Soon, be patient Tess, or I'll tease you for an hour first, humm?" This woman could get my attention and we had fun outside the bedroom as well. Her significant other might destroy our budding relationship, started by such a lewd act in a restroom. I was lead from the shower by my instance Mistress. "You will be filled properly tonight my Tess, but I want you to dress me first." I did as Michelle requested and than I gather my own garments. "Your thong Tess, and then I'll help you set your corset Tess, 64cm is the target." I had pulled her tighter earlier this week to 63cm and now it was fair play. "Of course Mistress, as you desire." She came behind me and started tugging the top strings then as I snug each I moved lower. Afterward I reached for my black hose and using the six clips secured them, "those heels are simply marvelous Tess. Please come to me dear, I want to observe your walk, turn and show me your butt, oh wow, you look wonderful." We retired to the bedroom and I suckled and played with her breasts and pussy, waiting her signal to insert the toy. I needed a good fuck. At the moment I recalled my old friend and lover David, how he had help me realize why too much cock could be a bad thing. "I want to enter you from behind first Tess, please move to your tummy across the wedge." A moment later her cock was at my opening and I turned to beg Mistress, "Please push into me Michelle, I'm ready." And so she started to slip inside me, once the helmet passed my muscle the smooth shaft met no resistance. She reached for my breasts and said, "Can I fuck you deeply or should you need a moment to contemplate my cock?" "Fuck me Mistress Michelle, give me your great cock." Tomorrow I might leave her for good, to stay clear of her problematic husband. I needed a woman who wanted my cock but also loved my beauty. Michelle was not this woman, I now knew this, but she was fucking me and fucking my bum deeply. "Mistress, please push your cock deeper." 2013.3 Seeing this woman crossing the room beside Juli caught my attention. I didn't know her but had heard that we had two new members at Faunesse. Juli was shuffling the tall blonde about, with introductions and more wine. I'd watched them for thirty minutes when an opportunity presented itself. I had found the power of Michelle's seduction so intriguing I might try with this new beauty. As she moved toward me I looked to her and smiled. As she drew near I rose to speak with her. She smiled back and we enjoyed the flirting. She didn't even look at the plug I'd given her, simply dropping into her handbag. Maybe I would fail at this aggressive seduction game. Later Alexa had slyly smiled, "I saw her reach for it as she left the doorway and she looked back into the room. I thought she was looking for you. But you had met Emma and were walking away toward the windows. I had met my new lover that night. 2000.5 I had come to realize that I wasn't like the others. I started to let my hair grow, and my nails for that matter. Both were easy to disguise but eventually my Mom saw the changes. We discussed what I wanted to do because she also noted I'd started to wearing a training bra under my shirt nearly every weekday. I would stop at a gas station each morning to adjust my appearance. A light coat of lipstick and mascara were easily applied in the poor light, and the shoes were concealed in my backpack when I'd leave the house. The kids and school were a bit mean but some were ok with me. 2000.7 I'd hung out with several pretty girls from my neighborhood since I was ten. I enjoyed the time with the three of them and they would occasionally press me to try on their clothes. One afternoon John, the older brother of Jill, came down the stairs and found us. I was wearing Jill's new dress. He turned back up the stairs. Later he approached me and told me I was quite cute when I dressed with the girls. "I've seen you several other time Tracy," and he pulled me near and kissed me. "No John, please, I don't want to cause you any problems." It was the first time I had been kissed by a boy. I ran home and cried. 2000.9 When I reached my fifteenth year I had decided to fulfill my desires rather than adjust to the high school society as my parent wanted. Having a son who wore make-up and a ponytail was the least of it. After I passed sixteen I would spend my savings from summer work on shoes, clothes, bras and panties and accessories, not on music or video games. My diet was healthy and my Mom helped with teaching me to cook, but she didn't support my wearing heels around the house nor would she wash my panties. "Tracy I cannot allow you to wear these girly garments and therefore if you intend to wear them you must clean them yourself. How can I explain the underwear to your father?" A couple of weeks later it didn't matter any longer. My father had discovered a bag from Marshall Fields with my new bras. I'd returned from a shopping trip and didn't secure the bag in my room. There was a major battle over my gender selection. 2000.10 While doing my outdoor chores one afternoon I met a woman with her young daughter. They lived on the next street. Cathy stopped and spoke with me regarding cutting her lawn when I could find some time. I think she noticed my bra straps due to my sweaty shirt. Her asking me to help her with her lawn was the beginning of other requests to help about her yard. Several weeks later she asked me to sitter with her three year old one evening. That day changed my life. When she returned around 10:30pm we talked for several hours. I could discuss anything with her and explained my need to dress to her. After several evening of talking Cathy suggested that I could dress while sitting for her daughter. The next visit I did so. From that point forward Cathy help me find myself. She even setup a bureau and closet for my clothes. I started to spend some part of almost every day at her home, doing my homework, helping with the housework and caring for the little one. I'd spend most of my free time with her, so much that my mother realized something was probably going on. Mom said she wasn't going to cause a fuss since my grades had risen so sharply. Instead of changing at the station I stopped at Cathy's to dress each morning. Cathy inspired me to read and work well beyond my grade level but with the freedom to dress I was now wearing only girls jeans and tops, shoes and jewelry to school. Mom told me that she had heard from others of my change in dress and she'd even discussed it with my father. "Better she doesn't wear any of it around here or near me, or I'll beat her." So I started to spend less time at home, only returning to sleep and shower. 2001.3 After several months Cathy suggested that I visit her doctor. Somehow she talked the doctor into providing me with a subtle dose of estrogen. We began to see the changes occur in a matter of weeks, just days after my seventeenth birthday. I never felt like a boy again once my breasts began to form. Cathy was very excited and she spent time teaching me how to move as a young girl. Slowly we became closer and my lust and interest in her body was clear. 2001.5 Cathy spent several hundred dollars getting me appropriately sized undergarments. These were simple but they were the correct size. She also brought me to her wardrobe and selected several old dresses' which would fit my developing body. She was adamant, "I will not have sex with a boy." So I continued to focus on being the best girl I could be. She clearly was attracted to the girl in me but we did not sleep together. Several weeks later Cathy gave me another outfit from her wardrobe. This was nearly new; "I wore these right after the baby, before my breasts came back." I was falling for her and she seemed to love having me about. But there was a line we didn't cross. One evening she explained her failed marriage. "I realized awhile after the baby that I was a lesbian. He left within three month. I've found little use for men and they're dangly sticks." 2001.11 "Tess, can you come over to see me this evening?" Cathy was on the phone one Saturday afternoon. She hadn't said she was going out. It was a 'date', at least to me. I wanted to sleep with Cathy from a moment after we'd met. Yesterday she said that my breasts were nearly prefect. I was happy she noticed but I felt they were too small. Over the past three weeks I'd noticed that she'd begun to dress differently. She looked beautiful and wasn't wearing jeans. The signals were clear, but I was cautious. When I'd arrived I asked, "I must have forgot about your date tonight?" She was dressed beautifully in a black dress, 100mm heels and her long hair was up. Her face was ready for a party. I'd never seen Cathy looking so beautiful. "I'm not going out Tess. We're staying in tonight. I want to spend sometime getting to know my beautiful Nanny." She took my hand and kissed it. Then she brought the hand across my smooth cheek. "Anticipating my love young Lady? Let me take care of you Tess." She washed me in the tub, shaving my legs as well as my l genitals and then she did my hair and nails. The hour passed without my awareness, "I brought you a new outfit Tess. Please go to my room and dress. I'll await you in the Living room with two glasses of wine ok?" I found the pantyhose, the shoes and a lovely floral print dress. A moment later Cathy watched me enter the room, "Tess you look lovely. Please sit here beside me." Sometime later she was atop me kissing me. No, she kissed me for well more than an hour. "Come to my bed, I want you to love me, I want you to lick my camel toe." Cathy had explained that to her the subdivision of the labia was the ultimate female characteristic. I removed her panty and licked her pussy tentatively. "You won't hurt me with that tongue dear." I slowly developed a sense of her body and Cathy responded. "Oohh yes my little Lady, lick my pussy, deeper, and push that lovely tongue inside me." A few moments later I watch the smile on her face turn to intense focus as she orgasmed. We rested on the bed for a bit and she pulled her panty back into place. Turning to look into my eyes she said "Let me see if you got a camel toe Tess." I stood and she lifted the dress hem. "You need to tuck these bits away." She brought me close and somehow carefully pushed my testes up and away and settled the thong panty. This seemed to keep them out of sight. "Ladyboys or transfemme don't present their genitals in this manner. Maybe due to the hormones your little cockette allows you to part your body like a girl. Now let's try on another gift I got for you." I followed her to the other bedroom where she had laid atop the bed a lingerie set of platinum grey and sexy black seamed stockings. The hose were new to me as was the suspender belt, and after removing my dress I had to ask to her to help me get the seams straight. "These are details a boy doesn't concern himself with," she took my hand and we went to the bed edge. "Let me do your face first. I kissed all of the lipstick away." I watched as she carefully adjusted my rather simple application of my makeup. Cathy then showed me how to ball up the hose and slip them up my shaved legs. "Now hook the top edge, yes, just like that. And I want you to wear this pair of high heels Tess." I had been dressing for months at Cathy's but when I moved to the dressing closet and saw myself dressed in the just the new lingerie reflected in the long mirror I was shocked. "Yes Tess you've become a lovely young Lady," Cathy had moved behind me and reached to hug me, settling my new breasts in her hands." Maybe is was the love I felt from her, maybe the luxurious lingerie and the makeup but I saw myself dressed just so beautifully, I was a woman. "I want to make love with you Tess. Can I lye with you?" She needn't ask again. I moved with her to the bed, enjoying removing first her dress and then her panty. "No I need to have you in my mouth. Though I'm a lesbian now I still love sucking a stiff cock. Oh and you are quite hard young lady." She had me within her warm mouth. It was my first blowjob and couldn't control what happened next. My new lingerie was covered with my explosive orgasm. We played several times a month after that first night. 2002.6 During the months since I'd met Cathy I barely maintained my social relationships at school. My girlfriends were aware I was distracted but I was maturing much faster than them. Their interest in boys was paramount. While Cathy kept me fulfilled I started to consider my new sexual self. Was the interest in boys sometime I should embrace or was Cathy right. I was a girl who loved girls? John had grown as well and hadn't stopped his subtle interest. He was a real catch to the other girls, but I knew of his bisexuality. One early summer day after his graduation he saw me walking back from Cathy's pushing the mower. I was dressed in my girl shorts and top and I'd stop trying to conceal my chest months earlier. My hair was in a ponytail and I worn pastel sneakers with ankle socks. I was sweaty and a little dirty from my work. He had stopped his car and came over to the curb, standing below me so I was just a bit taller. "I've asked you several times and you've put me off Tess. Can I take you out this evening? We'll take a ride along the North Shore, just the two of us." I knew Cathy didn't need my help this evening. I bit my lower lip, "Can you assure me that we won't be seen by any friends? I don't want my presence to ruin your summer. Girls can talk and then the boys will be all over you about dating the 'Fag'. I don't need that attention John." He suggested that he could pick me up at the Library, which was discreet and quiet this early in the week. We enjoyed the ride and parked. His kisses weren't as soft as Cathy's but I was very excited. "Can I suck you off John?" Clearly he wasn't stopping me and I enjoyed giving my first blowjob. I'd practiced with Cathy's toys for months and I actually enjoyed it. John came quickly but pulled his cock away at the last moment catching his juice in his left hand. "Now I'll use this to lube you Tess. Lift the back of your dress." "No John, I've never been penetrated, you'll hurt me and it might be very messy." Though I had been cleaning my bum for several months after seeing a porn video on line of a women getting fucked from behind. "Tess, don't be worried, I'll go real slow and gentle." Dressed So Ch. 04: Tess's Notes Pt. 01 I shifted on the seat and pulled the hem up to my back exposing my tight thong. "Where is your dick? Did you have surgery?" I turned to look back at him smiling, "Silly, its still there but I wouldn't want you to see it, at least not now. Please treat me like a woman and fuck me John." He spread his seed about my tight hole, slipping one moist finger into my butt, than he slipped in a second. My opening was ready and he removed his fingers and positioning his cock, the head pressing lightly, "Are you ready Tess?" I looked back to his face smiling, "Yes John please fuck me and make me a woman," and he slipped the head inside. There was a moment of intense pain but I gritted my teeth and told John, "Please wait a moment. I'll be ok, just a second John." My ass adjusted to his phallus, "Ok now, slow but deeper, a bit more please." After some slow and painful minutes he was completely inside me and we paused. "You've done this before John?" I panted. He was atop me and he reached around my back to hold my breasts, "Yes Tess, but with boys, not a beautiful girl like you. Your tits are nice and you feel great on my dick." "Ok then, fuck me John, fuck me like a man fucks his woman," he began to move out, "OOHHH, but slowly, big boy, oohh that's better John." His cock was only slightly moving within my bum but it was extraordinary. After a minute the pain disappeared and I told him, "Deeper now John, yes, deeper, fuck my pussy John." He was so hard and though not as big as some of Cathy's toys he was warm and was deeply fucking me. "Oohh John, I'm going to, ahh, I'm coming John. Oh, oh no, my dress!" I came and John did too, but he stayed inside me. After we'd rearranged ourselves John asked, "I had fun tonight Tess, can I see you again?" I considered the question while he drove home. My dress was stained, but with my juice. My bum was sore, and I was leaking John's juice. "John, I enjoyed what you did to my body and I like you, but I'm really a lesbian. Can you understand?" He kissed me when it pulled into my driveway, "I didn't hurt you did I Tess?" I turned and touched his cheek, "Only what I'd expected you sweet boy. Thank you for making me a woman. I'll never forget this night." I reached up to kiss my lover. I didn't see John the rest of that summer as he went off to college in California. His lovemaking was reasonably gentle and I did enjoy being fucked. He was different than loving Cathy. She was soft, and the climax's we shared were powerful. Maybe I'd want another man someday but I wanted more of what Cathy had to give. 2003.3 I hadn't shared my night with John with Cathy, even months later. Each week my body seemed to evolve, my hair was somewhat thicker and my skin softer. My light peach fuzz on my face seemed not to grow. Cathy would inspect my breasts weekly and pass judgment. My weight, as well as my height, hadn't changed since I began the hormones, but my hips had swelled to over 37". "Your breasts curve very naturally and the areoles are very attractive, at least to this lesbian." One evening later in March I asked Cathy to use her toy on my bottom, "Could you allow me to understand how a girl is penetrated?" She looked at me quietly, "Tess, it's natural you're curious about using your passage for sex, but it won't be like what I feel when you're inside me." We spoke about my request the following week. "Girls like us sometimes do fuck each other, with toys, but using our bums generally is not considered. It can be pleasurable but care and proper hygiene are essential. Let's plan to make this a special event, just this once. I'll get you a cleaning kit tomorrow and than Saturday night I'll deflower my young lover's bottom, ok? But I won't lick you Tess. It will be different than normal." I thought I knew what to do, but Saturday I was taught by Cathy to meaning of 'clean'. After two hours of anal douching Cathy had me shower and than dress for the evening. She allowed me to use the Master bedroom to get ready while she put the little one to bed. She had placed a wrapped box on the bed with a note, "I'll enjoy seeing you in this lingerie and the high heels." Inside were a white lacy bra, a beautiful thong and suspender belt. The taupe hose were very fine and sexy. The sling back black heels were 120mm and would go well with the knee length red dress. I was dressed and waiting on the sofa when she entered. She was gorgeous but she was dressed in black pants, a white shirt and a pink tie. She settled next to me and we kissed and petted for nearly an hour. I felt her hardness and was excited that she seemed so into the event and leading me toward a new frontier. "Let's go to the bedroom Tess. I'm ready to fuck you." "Oh Cathy, please love me, I want your cock inside me." "Please remove your dress and chemise Tess, but leave the hose and thong on." Cathy moved to me on the bed after removing her pants, the strap-on prominent. She removed my white bra and licked and kissed my nipples, biting softly and kissing my mouth, "I'm going to rub my body all over you Tess, my cock can wait a bit." She kissed me again and then slipped down and turned my hips, "I must lube and lick your sweet opening Tess. Can you see how hard I am for you, how stiff my cock is?" "Yes Cathy, yes please love me, please fuck your girl. I need to feel you inside me." She moved me to the edge of the bed, "I can better get to your special hole like this dear," she applied lube as she said, "and will be inside you in a moment." "Tess my cock can only get inside if you're ready, moist, and relaxed. Breathe slowly baby," as she said this she pushed the tip of her cock inside me. It didn't hurt like with John and she took her time to slowly enter me, just a bit and than pausing. Her hands and mouth were on my breasts. It was quite awhile before I realized she had fully penetrated my bum. "Now how do you feel lover? Is my meat deep enough for you? Can we start fucking or do you want to enjoy this a bit longer?" I reached for her and pulled her close to my mouth, while feeling the cock slip slightly out of my bottom, "Now I'm ready, fuck me Cathy, fuck me." Her control of the toy was evident as she stimulated my hole and herself. "Can I started to push into you now Lady, ready for your anal release?" "Oh yes, please Cathy, fuck me, deep into me, fuck me with your glorious cock!" "Tess you've pleased me so deeply for all of these months. I wanted to give you something special, this is your gift, my penetration of you, my loving your body, your face, your breasts, your ass," she was peaking and stopped speaking, nor could I as I responded to her cock, my seed powerfully released into my thong. We quietly kissed and hugged for a while until I fell asleep. "Tess wake up, you need to be heading home. It's after 1am and your mother will worry." I stirred and realized the cock was still inside me but she had removed the straps, "Can we do it again Cathy?" She looked tired, "No Tess, I need to get you home. You can put the dress and heels on, and walk ok?" I had never returned home in full makeup and heels and she knew this. "Can't I change than leave?" "No, I'm exhausted and want you to leave for the night, please." We hugged briefly at the door and she kissed me lightly. The streets were quiet except for the sound of my heels on the pavement. The walk was interesting since I'd never worn heels this tall nor walked this far in them. It was amazing to feel this comfortable, dressed as I was. I felt liberated from all of the history that was Tracy. My girlfriend had fucked me. I was happy. 2003.4 After the weekend when Cathy penetrated my bottom I found her crying when I came back from school Monday. She felt guilty of violating me. She didn't know that my birthday had passed a week earlier. "But Cathy I'm of legal age now. You slept with an eighteen-year-old 'girl'. I loved our sex almost as much as I love you." She said understood but somehow we'd destroyed the relationship. It was in late April when Cathy called and asked me to gather my things and move them home. I thought I was in love with her and that she loved me. The next three months were very difficult at school and at home. I found a simple job in Chicago for the rest of the summer before I entered College and moved out, never to return home other than for a few days at a time. 2003.9 At the University of Chicago I could live openly as a female and the schools policies protected my true gender. I met many other 'girls' and a great group of lesbians. The girls never asked about my gender since I now appeared so feminine. My body and looks, my wardrobe and manner had all been carefully adjusted with Cathy's guidance. It was her ultimate gift. Waiting for classes to begin the boys were always hitting on me. Offers of dates, and more were common, but slowly they realized I liked the girls better. My roommate was an Asian girl named Kim who was focused on the sciences. We enjoy each others company but didn't share many friends. Early that first month I shared my sexuality with Kim. "My cousin in Korean has become a girl, but 'she' doesn't pass too well. I would never have guessed you'd began life as a boy Tess. And I won't share this secret, I promise. We were roommates for the four years at Chicago, and though the rumor is 'Fun comes here to die' this isn't completely true, though we did studied very hard. During the first semester at Chicago I wrote to Cathy often and she occasionally wrote me as well. I tried to see her over the Holiday but she said on the phone she had met someone. Over the next summer I tried again. We spoke on the phone and she shared that after I'd started College she couldn't handle holding me back. She told me there were new people to meet. 2004.1 I visited my parents for only a few days near the holidays but it was difficult with my dad. I returned to the City the day after Christmas. I wasn't lonely on the nearly empty campus since several of the girls had similar issues at home. The second week at a small bistro I met a lovely boy. David was very good-looking and though not effeminate, not macho either. We stayed and talked after my three girlfriends had left. The next day he met me for lunch, and then bought me dinner. "Can I take you to a special restaurant this Friday Tess?" David's wealth was apparent from his clothes, car, and personality but he wasn't a snub. "Do you have something lovely to wear Tess?" I had plenty of beautiful dresses and said yes to his dinner date. After dinner he asked me to spend the night, "David you know I like women right?" It was persistent and I agreed to spend the night. We slept together and he found my secret a great joy. As a bisexual he'd never worried about sleep with boys and to him I was a girl, and his cock had plenty to give. We sucked each other off that first night. A week later I slept with him again. He enjoyed sucking me and we had some ass play but I wouldn't let me penetrate me. "David I may allow you inside me at some point but right now I enjoying you as an oral lover, not a stud." He seemed to understand but when he gave me a special toy a week later I realized he would probably enter me very soon. The toy was a glass double-ended dong, about 14 inches long. The note was explicit: "I want to play with this together Tess." I liked David a lot, but I really didn't see myself with a man. I stayed clear of David for nearly two weeks, until the new term began. I found him waiting for me to return to my dorm one afternoon. "I'm sorry that my gift caused you this pain Tess. Please forgive me." We hugged and he kissed me, "Can I take you to dinner Friday evening so that we can move passed my error?" His apology was what I needed. So I went shopping, with his card, for a new outfit or two. "Please Wow me Tess." I visited Neiman Marcus and brought back two pairs of Jimmy Choo heels and a McQueen mid-thigh lbd as well as an Armani knee length dress in red. He wanted to spend some money, but he refused my offer to shop with me. We were to dine Downtown so I decided to dress the part. His lovely girlfriend with a clitty, I selected my fine ivory lingerie and nude hose. The salon took me in Friday at 1pm when someone cancelled and I had the stylist change my look and the color a little. I'd told him we would meet Downtown so I hired a cab. I enjoyed the ride, rather than using the trains. David was waiting at the door, "My dear Tess, this is a very special surprise. I love the red dress and you're just a vision." After dinner we traveled to David's apartment in his car. His hands were on my knee, enjoying the silky hose on my legs. Thankfully it was an automatic. I enjoyed teasing the beautiful boy as he tried to drive. I had decided to allow him inside my bum that night. I wondered if the rejected toy would be available? It was quite sexy but the principle was important. I would decide when and how he got me to take him deep inside me. Arriving at his place David turned on some soft sensual music and served us chilled champagne. At dinner we had been careful to only have a half bottle since I was not yet of age. He brought us the glasses and she sat watching the moonrise over the lake. I turned toward him flashing my legs, "David, can I spend the night?" He smiled and kissed me gently, and I asked, "Did you keep the toy? I 'd like you to watch me play with it." He smiled and stepped to the bedroom returning with the re-wrapped present and a beautiful small glass decanter, "Remember David, I decide who and what enters my body. You will sit over there and I will use the leather chaise." I walked to him and he handed me the present and the lube. I set them on the side table. Turning I released the zip of my dress and allowed it to fall to the floor. I pulled the clip from my hair and it fell to my back. I slipped off the bra beneath the chemise and settled on the chaise to unwrap the toy. It was unique with bulbous ends and a narrow waist. I picked it up and lightly coated it with the lube. With my right hand I began to caress my breasts. The music was making feel very sexy and I turned my butt toward David while I eased the thong passed my hips exposing my rosebud but holding my clitty in place. I turned to lye on my back and reached for the toy, grasping it at the mid-point and kissing the smooth end. Positioned near my opening I slipped it slightly inside, but was surprised that due to the tapered shape it entered much deeper than I'd expected causing me to gasp. I played with the toy; letting it slowly go deeper. This was making me uniquely aroused, as my play was also affecting David. He had his cock in is hand. I wanted to try a different angle so I removed the toy and turned to rest on my knees, butt high in the air, and inserted it again. My ass just swallowed the long shaft, at least half its length inside me. I fucked myself for a bit but then turned to David, "Get that cock over here and put it in me sexy boy." He didn't wait a moment, but without rushing he stepped closer and slid in my boi pussy. Maybe it was the pre-coitus play but I was crazy horny and his dick was doing the right things to me. I was thinking he could do this to me every day and what's bad about that? Maybe this boy's cock could keep me happy. I liked that he allowed me to control everything. But now I was close and his fucking was bringing on a huge climax. I screamed as he pulled nearly out and than ran deeply in again. I loved being fucked! "Ohh, Dav, ohh David fuck me! Fuck me, fuck me!" I came and a few strokes in and out later so did David. He filled my pussy with seed and we slumped to the leather, await the strength to move. When he did he slipped out of me and some seed escaped, but David was clearly not a macho, as he moved down and licked it up, then turned me on again when he pushed his tongue into clean me, deeply. This was no ordinary man. The End of Part One Dressed So Ch. 05: Tess' Friend The following is the Fifth chapter. This is the continuing story about Tess and her friends. Please consider reading the earlier submissions to understand the development of these special Ladies. ***** What was I doing! I had selected the file including my image and pressed send. I hadn't considered the possibility that Charles would react negatively to my looks. Well, maybe I was a bit anxious. I had been living as a woman for nearly seven months when I ventured out as Louisa. I had made the images almost a week ago, after having spent two and a half hours preparing myself; I wanted just the right outfit, my long blonde hair styled and my face on. I liked to wear my hair up during the Spring. The affect showed my long neck with a simple pearl pendant. Nothing of consequence developed from my sending the image file. Charles and I had been connected on a dating and chat service. After both having completed the usual profile the service's computer had matched us. Actually it had produced over 80 matches for me and I'd selected Charles as the best after studying the numerous candidates. I hadn't misled anyone but in the profile the question and boxes for gender offered a chance to be less specific and I checked "not saying". Together with my image I felt it was clear I was a transwoman. My other attempt at the on-line matching, before I'd completed my transition, had produce a lot of attention but from clearly a group of men interested in a one night sexual relationship with a tranny. I had decided that I would only continue using a dating service if I could attract normal guys, and I wouldn't conceal my personal situation. The profile questions didn't require a declaration of my sexual history hence I didn't volunteer I was born a good-looking boy of 69" height and near a 160 pounds. The "not saying" selection in a profile was just for someone like me. A guy interested in gender girls wouldn't cruise the "not saying" selections, or might he? After a strict exercise and diet regiment over nine months I now fit a size six, though my hips were naturally wide at just less than 38 inches. Having lost those 28 pounds had been a lot easier than I'd thought possible when I'd started. My body had acclimated to the workout and eating healthy foods and salads turned out to be delightful. I just wish my hormones hadn't produced my bosom. I was now a pert and full 35 C cup; I wanted more of an athletic chest, say a B instead of the attention grabbing points I developed. I was getting too much attention around town, even waiting at Starbucks, mostly from married caffeine addicted businessmen. At the start the job search had proven to be a challenge as well. I was trained as a Graphic Illustrator having completed my Masters at Pratt ten months ago. After many employment rejections I simply found a physician in a small eastern state with a less aggressive policy towards gender changes. The doctor had to certify my new sex and my attorney prepared the documents. I easily changed my license and it was a lot easier to describe myself as female rather than explain away my genitals during an interview. But to protect myself from discovery I decided not to entertain the numerous dating requests from colleagues. After three months of working in the Ad Design office I spoke with the Managing Partner about the behavior I described as 'near harassment' I was encountering. I'd taken to wearing a ring on my left hand but the comments regarding my 'coldness' and social exclusion were troublesome. Fortunately my skill level had developed quickly and it allowed the firm to grant my request to work from my home office two or three days a week. But back to Charles's respond; he was so taken with my standing shot! I had worn a knee length dress of a simple design and a tall pair of heels, but the dress hugged my slim frame and wide hips and he wants to meet this coming Saturday. My cautious approach made me set the date for 4:30pm at a nearby wine bar. We'd try a short date with the agreement to not lead into dinner. I thought that provided a sufficient amount of time to discover something about each other. A second date might be arranged but I didn't have to promise. I was in charge of the conditions. At least that's what I thought when we spoken by phone Monday evening. I must share that I found getting ready for this new experience to be exciting. I'd met up with other men (and several women and 'girls') prior to my transition but each of these dates had taught me that I would never be treated as I wished. Though very passable I knew I felt I wasn't truly ready and therefore it affected my behavior and my date's attitude. The men sometimes noted something that brought a question. Never an outright question such as 'are you a guy', because I easily passed as a twenty-something girl. With each it was something different. Several were aware I might be concealing a past and found an excuse to leave quietly. Two were a bit too turned on and made salacious requests that I won't dignify be reviewing. I did date more than one man, several in fact, who clearly enjoyed my sexuality. Michael was one who was special and caring. We spent several nights together at a Hotel, he was a great lover and we enjoyed ourselves. He was beautiful and caring but was a bit too gay for my life. We're still friends and I can count on him in a pinch, in fact we hooked up again right after I went fulltime. One of the women I met was just terrific. She enjoyed helping me dress so our dates started at her apartment. I had only been crossdressing when we met a little more than two years ago. I was even then very passable but my behavior and manner of moving was a dead tell. Donna enjoyed helping me but she offered instructions only by full immersion. "I'd love to teaching you Lulu, but I'll do so only when you're fully dressed. You look like a woman dear, but you do not act like one of us. The walking, sitting, the manner of your speech and subtle movements are an important part of being a woman. Your body and face are going to shake up any boy or girl that meets you. But you need to adjust so many small actions. Now let's get you dressed and do your face. Your rats nest needs some serious care as well." Donna loved to play with me in bed after these lessons and I loved to explore her body too. During the next few months she taught me how to buy clothes that fit properly, shoes that weren't too slutty, and how to treat my skin and cuticles properly. My near the shoulder hair was always an issue and therefore when I'd let it grow out she took me to a hair salon for an appropriate longer style. We had spent nearly three months hanging out when I asked her to fuck me. All of our previous sex hadn't included penetration. She was in charge in bed and she agreed on this occasion to insert a special toy and do me right. "Lulu I want you on the bed, atop the pink wedge. Yes, young Lady, lie across it, bum up please dear. Lulu I can't see your tight little hole." Donna was dressed in heels and a chemise but without a thong, "Come on, spread you legs a bit. That's better, and so cute." She move to the edge of the bed and her fingers were playing at my rim and her tongue licking lightly, "Make it wink at me Lu." I listened and complied, she liked my willingness to submit, and I wanted to have her thick play cock sliding deep inside me. "ohh that's delightful Donna." She teased my bum for quite a long while. "Women love to have our bums licked though most of us don't like anal. Humm, I enjoy seeing the garters framing your bum. I hope you're wet dear, this is the big one" she approached the bed and probed my tight opening with first her long finger and then slipped her middle digit inside me. "Remember that you wanted it this way Louisa." She came behind me and slowly slipped the head into my bottom. Donna paused for some moments before she started to press her fake cock into me. "Does this feel good sweetie?" "Oh yes Donna, but slow, that's better. Maybe angle downward a bit; yes, yes, Donna" I said looking over my shoulder. A moment later she was completely buried inside me. She seemed really focused and I considered whether she was enjoying the scene. "Do you like fucking me, filling my bum mistress?" and then I saw her smile. "Yeah Baby Lu, I do like this, and the toy is getting me off as well." Her orgasm arrived a bit before mine, but her cock didn't stop and I exploded into my tight thong. She moved beside me on the bed and we made out until she was ready for another try. "I'm happy you're enjoying this type of play Donna." She reached into my panty and lubed the cock with my wet seed. And than she rolled me and mounted me again, though this time I could see her smile and eyes. "Well, I just didn't see how I might enjoy stuffing a cock into an ass. But yours is quite an ass Louisa." The lessons continued for many months while I completed my studies. After we'd been dating for nine months she told me she wanted me to prepare for SRS. She had come to regard me as a lesbian like herself and she wanted a partner. She wanted to share everything, and I was surprised and couldn't dream of letting her know it wasn't in my plans. She was 32 and wanted a baby, ours, not an adopted child. The idea of me making this commitment, just after having completed my degree, than to move into her home and get a legal marriage? "I love your little cock Louisa but I want you to have a true pussy. Fucking your ass is just not the same dear girl. We'll save some of your essences for the right moment ok?" I had moved toward being a bit submissive but I knew than I needed to end our relationship. Her doctor had helped me arrange a better, focused, hormone treatment and my breasts were so perfect. Being with Donna had allowed me to evolve and my personality and manner had developed fully; I was feminine. My closets were full of everything except long gowns. We'd shopped together when we found an opportunity and her advice helped me develop a complete wardrobe. She had made me a more aware and dainty girl, and my tight bum could accept all of her various toys, but I wanted something she didn't have. I wonder about moving out and away but I knew what I had to do. I wanted a man and his warm phallus. We parted badly, and she cried so much. Eventually Donna adjusted and after a few months we are now friends, but we no longer sleep together. In fact she's found a new girlfriend whom I really like. Donna's new lover is Sarah and she has been advising me since she and I met about a month ago. She told Donna when we met that I could become a very special transfemme if properly nurtured. Sarah had worked as a catalog model and knew several transgender people in the City. She introduced me to a dear older transfemme who offered guidance on the legal and emotion issues I was addressing. There were of course obstacles, my genital package should be addressed. Her friend recommended I have my testes removed as soon as possible. I struggled with the suggested but had the procedure done later that week at a clinic specializing in gender cases. I was ready to be treated as a woman, albeit without a vagina, and now I hoped this possible new friend Charles would do so. He seemed to be interested in me as such. I'm unconvinced he knew then how my world had been changed. We met in a chatroom for singles, without any pretensions. He was a handsome guy and I was, a girl, just looking for someone to care for and be cared for, maybe to be loved? He didn't act like the others, and I think I was somehow different as well. I didn't go on line unless I was completely prepared; I didn't chat in a robe and slippers. Maybe because I was dressed, my hair and face done it affected my demeanor, and my personality. I guess its because now looking back, I was a woman. I was no longer a boy who wore a dress. That night we started our chat I wasn't dressed to go to a club, sexy hose and sky-high heels, a short skirt, but in a simple yet beautiful print dress and pantyhose, and black heels about 3" in height, with a shell necklace and earrings. I'd touched up my makeup for the evening, having shower when I returned from the office. My dinner was a small salad and fruit, to help keep my skin clear, and my waist slim. I was surprise when he came on line, a bit forward yet his icon included a small image of him smiling. He made an introduction, I guessed by our very near addresses; we were in the same city. He seemed to treat me with respect and I wonder whether we'd met. On further thought I realized that wasn't possible. After we'd stopped chatting I still wondered about his kindness and almost an awareness of my recent past. He was sensitive without prying. Three months earlier I used another dating service based from Philly hoping to have some anonymity. I'd met someone, a tall blonde haired man about 31 years old from that City, and we were clearly attracted to each other. After two weeks of chatting we arranged to meet in Princeton. I'd gotten a room at an in town Hotel to prevent a difficult Saturday night drive back to New York. The drinks at 6pm lead to dinner, and then a long walk in the moonlight on the old Campus. He seemed to understand my sexuality, though I'd been a bit bonny, enjoying his nearness. We paused and he hugged me close and his hand moved to my near flat mound, as if assuring his decision to bed a transfemme. He kissed me, "Don't run away Louisa, I want you just as you are." I returned his kiss, deeply frenching his tongue, "You don't have to ask twice." I said. We walked back to his large suite overlooking the Square. I wasn't drunk nor was I looking for a longtime lover. I just wanted to suck his cock and have it deep inside me. I slipped my black A-line off of my shoulders and approached him in my chemise still wearing my heels. I pulled away his trousers and pants to find a thick and semi-hard cock. My tongue ran down his length before I settled my mouth on his helmet. This man was getting hard while I was getting excited. "I love your cock, especially because I'm making you hard with my mouth." He smiled at my comment "Suck me Louisa, I'll get bigger still dear girl. Ahh, watch the teeth honey, ohh, wow, you've got me deep baby, into your throat?" I couldn't though I tried; he was huge now. I stopped for a moment, stood and pulled him holding his cock toward the bed. "I'll get a bit more comfortable" as I removed the chemise and my bra. "That looks so sexy Louisa, I like the thong too, and wow to your stockings." I had prepared to attract him and it was having an affect. I bent to release the clasp at the left hose. "Please leave them on honey." "I'll bet you want to fuck me with my heels on too big boy?" I said smiling lewdly, and rolling my hip. "Come and sit on my nice cock dear girl. I want to fuck you." I moved slowly toward him, dancing while I watched his dick quiver. I felt so beautiful, but my small clitty was concealed and hidden with the thong panel. I didn't intend to remove it; I liked keeping my clitty out of sight, therefore out of mind. I was a sexy woman and he wanted some pussy. I slid across the bed to his member and went down on his cock again, well some of it was in my mouth. Pausing and adjusting my position I continued and his cock slipped deeper, deeper into my throat and I allowed it to rest there while I adjusted to the girth. Slowly I moved a bit, than slowly removed most of it from my mouth, but I wanted it deep inside my throat again. This continued and he seemed to understand that I was worshiping his phallus. My mouth was atop, than my tongue along this length, my left hand holding his balls, my tongue licking around and than sucking it into my mouth again. Thom tasted so good. I continued to suckle him, in and out of my mouth, the motion stimulating my body, in than I'd slip it out, back into my throat. I felt his hand move to the base of his cock, to get my attention. "I need your tight butt atop my cock now girl. Come here." He moved to sit at the corner of the bed. I dropped to my knees and returned my focus to his cock and licked the helmet slowly and looked into his eyes, and than I moved up toward him, straddling his thighs and we kissed as I felt him center the helmet at my opening. He was so gentle as he slowly entered me. I could have been in heaven as each inch slipped deeper into my bum. For several minutes he continued his penetration, then he paused and we kissed, our tongues racing about each other. "Louisa I'm about to fuck your tight pussy now, are you ready?" I decided to take control and moved my hips off his truck and his cock slipped out as I reached the top of his helmet again. "Oh no you don't" I cooed, "get back in my pussy" as I positioned him and moved downward. I fucked him like this for some moments, than he flipped to a reverse position, his cock now sliding deep into me. Thom had his hands on my small tits, yet I was into this, his mauling my breasts. After I adjusted his pace he came quickly, filling my bum with seed. "Don't go anywhere my tight little girl, I'll rise again in twenty minutes." I oozed a little as I laid across the bed and casually played with his soften shaft, and sure enough he was mine again. I enjoyed sucking his cock for awhile, as he seemed to be napping. His cock was solid though and I wanted it, "Hey big boy I'm going to fuck you." This time I was atop and controlled the session. I liked this position and he awoke, as I bounced on his thighs. He slipped from my opening shooting my ass and hose with his release. We fucked again sometime late in the darkness of night, and I was oozing his juice as I fell asleep. In the morning I was sore. I awoke before him and was still marveling at his size, but three intercourse sessions were all my tight rose could handle. He awoke and showered while I began to re-dress in my outfit from last evening. He opened the bath door sporting a huge erection. "I'm too sore to take that monster again." "Ohh no you're not sweetie. You're going to get fucked again," he said as he walked quickly to me, grabbing my arm. "No please, but I'll give you a blowjob ok?" With that I went down on my knees, in just my bra, my soiled stockings and thong. He was so large, and he seemed bigger than the evening before, but I managed to wet his length and was enjoying his cock, again, when he lifted me up, swung me around and licked my hole. "I told you were mine to fuck again" and he set me down on my tummy at the edge of the bed and forced that sword into my boi pussy. It wasn't loving or gentle. He was hurting me as I tried to stop his thrusts. He held my shoulders tight to the bed, my head nearly covered by a pillow. With his left hand he pulled my one arm back around to restrain me. He fucked me so hard I started to cry, unable to stop him. "I love your fagity tight little cunny and you look so beautiful when you sucked me off. Now I'm going to fill you with my juice you little boy whore." He came into me and then pushed me to the carpet. "Now get out of my room you disgusting Fairy." I was bleeding from his penetration, but somehow gathered my things and limped out. That wasn't my first error in judgment, oh no, I'd really made a bad call the year before out on Fire Island. I met another transitioning friend and we were on the Ferry over to the Island enjoying a bottle of wine. Gloria hadn't been as fortunate as me. She could get close to a drag look but didn't pass. She was ok with that, she was so sure of her femininity that she just dealt with the abuse directed at her. But we're on the queer boat together and a beautiful Adonis approaches us. Speaking to me with a pair of bright blue eyes this hunk clearly wanted me. "Can you and your 'friend' join me tonight at a party? They'll be many other 'girls' and boys, maybe some whom you'll know, and we've got a DJ, plenty of booze and even a barbecued pig going." Dressed So Ch. 05: Tess' Friend I decided without checking with Gloria that we were going to follow this hunk to the end of Island if necessary. I was so randy with anticipation; his golden hair, light beard, tight cheeks, wow. I hadn't ever seen such a beauty, and I stopped thinking. Anyway, the short story is we hooked up once at his party; turns out it was his old man's party. The cutie pulled me into a room and we sucked and fucked each other, then all hell broke lose. His sugar daddy burst into the bedroom and pulled us apart, beating first Clarence then me with a belt. I lost my falsies and bra but was somehow able to escape further wrath by simply running, heels in hand, down the beach. I'd forgotten about Gloria. Her abuse was worse than mine; four guys had fucked her repeatedly and left her in the basement soiled and beaten. She awoke the next morning alone and crawled back to our small rented room. We never spoke about that night again and stopped seeing each other shortly thereafter. So on Saturday I allowed hours to prepare for Charles. I'd placed a good deal of hope that this may lead to something special and possibly sexual. I needed a real cock in me, soon, but I recognized my anxiousness could spell doom and I re-focused on selecting my outfit. The weather would be mild for early May and therefore I could wear a dress and have a sweater along if it became too cool. That would provide me a bit of freedom; the red dress would say too strongly I was his, the lbd too sexy due to its length. Shoot I had four black dresses, all a bit too much for a first meeting. I was eyeing the black skirt and a soft cotton blouse. The skirt would look good if I worn sheer nude stockings but Pantyhose would more conservative. I found my newest set and considered the heels. I had recently bought a nice camel colored pair but were they too tall at 4 ¼" inches. Charles was tall, 6'-3" or so his profile said. I went to the Mac to confirm, so these heels would say I was confident and sexy. But what ivory or white lingerie set? I opened the drawer and reviewed the nine different sets. The blouse had a modest plunge so the lacy ivory bra seemed just right. I reached to my breasts to remind myself of how I'd changed since the Princeton fiasco. I had to pray Charles wasn't that type. It was several weeks after that attack before I'd been able to take a thin dildo into my pussy. But maybe I should be a bit more discreet; the soft cup Victoria's Secret set would be better. I would need a simple short slip and I grabbed the first ivory one atop the collection in the lower drawer. My outfit was arranged and ready, now I need to bathe and pamper my body. I decided to relieve some stress before hand and after my ablutions I went to the club chair with my vibrator. Positioning my legs over the sides of the chair I moistened the head of the toy. My bottom easily allowed penetration. My favorite toy had the look and feel of a real cock. I lubed the shaft and held the bulging end while slowly running the tip along my perineum. As I slip the toy inside my boi pussy I gasped, enjoying the fullness. Imagining a new lover my mind brought my body along and within a few moments I was peaking. I cupped my hand and caught my juice. Now relieved I now focused on dressing just so. So Charles agreed to a simple date, I think to confirm his impressions. I was a Lady and would allow him to look as I studied his contemplation. I wondered if I was I ready for a relationship, ready to share my inner self as well as all of my secrets? Was he the right kind of man, could he keep me sated? My sexuality was paramount; I needed to be fucked many times a week. My toys were used daily and on weekends multiple times a night. I'd sleep with a cock inside my pussy at least once a week, so I knew I needed a lot of sex or I wouldn't be happy. How does one confirm this scale of sexuality without testing the waters? I found myself dreaming of his cock and his body atop me. I smiled coyly, and figured that was a good sign. While stepping from the shower I looked to the left and saw my image in the door mounted mirror, the towel concealing my shrunken clitty. I looked carefully at the very womanly form that was me. My friends had always been clear, 'you're a beautiful crossdresser Patrick'. And now I was a woman, not a part-time girl, with full high breasts and a narrow waist. I was transfixed for a moment realizing where I been just 24 months ago. Back in college in Chicago several of the 'girls' pushed me to consider a sex change but I loved my small penis. One summer I'd had an internship with a Fashion House. I met several other boys who were quite beautiful when dressed as women. We spent that summer together sharing our issues and dealing with the conflicts. Two of the group had already transitioned, Tess was a local girl who had turned twenty a few months earlier and had never thought of not being passable, and Susan was from a Midwest farm. Though Susan had a very feminine face and only a tiny Adam's apple she was being torn apart by the conflict with her body and sexuality. I considered both of these 'girls' as more sexy and gorgeous than myself, especially Tess. She made several passes but I knew I didn't want that kind of relationship. I realized about this time that I could become a good-looking young woman, and possibly I could live a life as such. Maybe I could find a man to love what I was without trying to 'revise' my groin. It was more than my wide hips and thick, longish hair and soft voice that help me begin to see myself as a woman. These boys who dressed had an impact on my thinking, on how I considered my body and my sexual feelings. When I was younger I'd had only one sexual encounter, with a girl near my age, but she'd treated me to her pussy without allowing me to enter her. Our sex play began and ended with our mouths and tongues. "Patrick you are so soft and beautiful. I love that you take such good care of your hair and nails. No gross hairy boy will ever be allowed access to my pussy. Lick me again sweetie." At eighteen I was still living as a boy but had allowed my hair to grow even longer, and I wore genderless outfits and even heels and make-up regularly. The girls worked for weeks over the summer to get me to consider using hormones but I'd resisted. I wanted to be a natural girl, I wanted to be liked by boys but not as a femme'. After an interlude on the Pier with an unsuspecting tall dark hunk I agreed. I wasn't prepared for a man to want me so strongly. His kisses and his hands were touching me. I took his cock in my mouth and quickly brought him off, my lips unable to contain his eruption. The sexplay I'd had that summer was with a couple of the dressed boys, their bodies slim and smooth. But this Latin man I'd met late one June night was muscled and hairy, his phallus too large for me to consider taking into my body. I'd been penetrated many times but the mini dicks of the femme's I slept with couldn't match this man's meaty cock. Afterward I considered what lay ahead and I knew I wanted to be loved and fucked by a man, daily if possible. I settled on my plan and with the help of Tess and others made the decision that hormones would change my life. I tried several combinations but Tess insisted; she brought me to her doctor. This MD put me on a hormone therapy and of course I never looked back. My skin started to clear and soften and my breasts started to bud and my fat redistributed. After returning from the summer away I was certain I would never be a boy again. The nagging question then was 'am I a gay male or a heterosexual transfemme?' but I knew I wasn't a boy. I felt comfortable with my gender decision. I liked men, I like their cocks, I didn't want a pussy between my legs. In fact I liked my small clitty, reduced by the therapy. Yesterday I'd receive an E-Mail update from my friend Tess. She seems to have found a partner, but her search has been a difficult one. Tess had transitioned before the age of eighteen and had become a serious lipstick lesbian, heels, full make-up and great clothes. Finding a woman, no, not just a woman but a beautiful woman, to love her was her primary goal. So something noteworthy had to have occurred. I flashed off a quick note of my personal situation, the legal ID changes, the job, and now Charles' interest. Tess responded immediately, she was coming to the City sometime within the next three weeks. Her note said, "Take it slow Girl, and please be careful. I love you Lu." She'd become my Big Sister from our time in Chicago but she opposed me on my methods and discretion. I made a note on my calendar and continued my preparations for the date. We hadn't seen each other in over a year. "I'm in love and feel great. I want the best for you, but I need to see you soon Louisa." Tess was a good friend and we would settle the date next week. She was of course worried I might be gliding on my looks, not bringing Charles to be aware of my gender history. She was a bit correct but somehow I felt he knew, and wanted me just the same. I adjusted my pantyhose and settled my breasts into the bra. The thong furthered the restriction of my clitty. I was nearly as smooth as a genetic girl. Tess's call had reminded me of the number of lesbians that were attracted to me before I had breasts and my body was altered by the hormones. I checked my pocketbook for the usual protection and make-up items, then applied a small amount of parfum. The slip and dress were adjusted as I reviewed my outfit at the door. Some wrist bangles and a ruby necklace were the final touches. I considered the possibility that Charles was going to detect a surprise and run. Looking back to the mirror I considered the possibly. No way! "Madeline, I need to visit a friend in Manhattan. Can you get away later next week?" Tess was anxious about her friend. Louisa was a truly stunning beauty but she was still at risk. She wanted men to be attracted to her beauty and almost never explained that she was in transition. "I can't stay away from Louisa. She could be hurt, but maybe not. Can you travel with me sweetie? I'd love her to meet you as well." Dressed just so Louisa moved along the sidewalk. She was comfortable with herself, sharing a flirty moment with a gray haired gentleman as she stepped along on Sixty-fifth Street. The bar that Charles selected was a mere two blocks from her apartment. As she walked she considered the coincidence. Could he have found her on-line, her address? The thought vanished for she had arrived, pulling open the door and found him seated at the Bar. He stood as Louisa approached, his large hand extended, a soft smile greeting her. She was vulnerable and knew it. She quickly ran her eyes over Charles, missing his doing the same to her slim tall figure. He was a real hunk and his crotch seemed to portent a fun sexuality. Louisa resisted a too familiar hug and grasped his hand, while he helped her to a seat. Charles observed her choice of hose when her skirt rode up a bit. The toned material running deep passed the hem of her dress. Their evening went very well; sharing an hour and a half, a delicious wine and they were both very happy to have met. Charles didn't want the date to end but he realized that Louisa might not feel the same. He smiled and saw when Louisa moved slightly her pert breasts encased by the simple bra. "Can we get together again soon, maybe Wednesday after work?" Louisa wanted to but remembered her rule. She was very excited being near this man. He was special and he wasn't making her feel anything other than beautiful. "Can we talk after the weekend is settled? Charles, I don't want to rush anything. I do like you but I want to go slow ok?" She paused and continued, "You're wonderful and this was a great evening and I'm excited for our next meeting." He smiled and grasped her right hand softly "I agree this was nice and I understand Louisa." He suggested that he might walk her to her corner. Along the way he paused under a street lamp to look at Louisa. "I enjoyed this small date Louisa, but I'd love to take you to dinner sometime soon?" "I had a lovely evening Charles. Thank you." Louisa smiled and took his hand and kissed his cheek, "Actually, I'd love that Charles. Here's my cell number." She turned and walked a few steps. "Please call me soon." She walked north a few blocks and turned west. Walking away from her new friend she reviewed the subtle signs of his awareness. She was all but certain that he knew she was a 'new' girl. She paused to consider why she'd not just come out and said so. It worried her that her confidence was a bit shaky. But she had an agenda; her mind was filled with his scent, his body and she had to dream about these details, had to plunge her pussy as soon as possible. Tess called Louisa mid afternoon Sunday. "Can we stay with you or should I book a room?" Louisa was excited to see her, meet this new special lady and spent some time together. "I haven't an extra room dear, this is Manhattan Tess." "Ok we'll stay at the Four Seasons. Can you meet us there two weeks from Friday, late afternoon?" "I generally have an meeting Friday until almost 6pm, so maybe dinner at the Hotel?" "Sure, that can work. So tell me about him. Have you revealed any special news?" Louisa instead distracted her with news of her job, her new breasts and anything other than responding to her question. Tess could see this trip was important. She needed to help Louisa and would be happy to help soften the news to this new man. But she considered the situation; three beauties in tow, and he's told two are tranfemmes? It would be too much for any man. She needed a plan to advance Louisa's relationship, young as it may be. "Can we meet Charles, maybe that Saturday for lunch?" Louisa considered the question. "We've only just started to date Tess. Let's see how things proceed during the coming weeks ok?" "Oh, sure, I guess I misunderstood. I thought you'd been seeing him for more than a month." Louisa gave Tess the particulars of the on-line relationship and the last date. "I'll see him on Wednesday." She'd decided to pursue the date for lunch. She was beside herself with lust for Charles, though they'd only barely kissed. Tess talked a bit of her new girlfriend but was reserved pending the trip. "So we'll see you in a few weeks, be as good as reasonable Lulu." The rest of Sunday was quiet and she decided to retire with her toys. Sometimes Louisa would just make love simply and quickly but she had all day. She drew a bathe with oils and while it filled she selected some lingerie and accessories. The dark waist clincher without garters wasn't a necessity but it slimmed her profile. The suspender was a beautiful dark grey with a wisp of lace and six clasps. The thong was nearly a string but she didn't need to hold a big clitty. She recalled a mid length chemise that would go nicely with the set, but no bra this afternoon. The hose were seamed; getting them straight would take a few moments, but the welt was divine lace almost 4" along the top of the sheerest black silk. Her toys were stored in a Kitchen drawer of all places. The longest was over a foot but slim. The shiny pink double-ended dildo was selected and set on the bedside table. Now to the bathe, oh, she wanted some soft background sound. She decided to run a DVD movie of a group of wild women doing sexy play, but which one? She selected a title "Mary's First Anal" and opened the machine. Slipping into the water with her long hair up she relaxed and considered the decisions and possible outcomes. The soothing water caused her mind to pause and just enjoy. The small clitty was now tiny and she arose to her knees and cleansed her bottom. Stepping out to the mat and drying she saw the movie's character inserting a long dildo into her bum. She noted her heart rate and moved nearer to the screen as she began to dress. The girl in the movie slowly continued to slide the toy in, a bit deeper, then nearly remove it, only to re-insert it even deeper. Lulu wasn't certain of the girl's toys length but it nearly disappeared into her bum. Padding her skin dry she turned to put the clincher on her torso. The last time she'd checked her waist was at 27". Lulu walked to collect her fabric tape. Before placing the tight garment about her waist was now at 26". Not too proud, she smiled and looked at herself in the mirror. The clincher now settled on her hips she gathered the drawstrings bring her waist to almost 24". Gathering the suspender belt about her narrowed waist she settled the garment and reached for the first piece of silk. Once the right three hooks were attached to the long hose she slipped into the 5" black stiletto. With the left hose and heel on she returned to the DVD and watched the long thin object disappeared into the girl's back passage. "Oh my God, she's taken that whole toy inside herself!" She considered her toy and returned to do her face and brush out her hair. Stopping to notice the finish on her toes needed attention. She grabbed the soft pink colored bottle and completed the digits. Reviewing her hands she decided they were acceptable. Out of the corner of her eye she noted that the girl had removed the phallus and was sucking on it greedily with a second beauty on the bed with her. Lulu smiled realizing she was going to attempt this wick act, burying her dildo within her ass. Louisa was a bit excited but she moved about the apartment enjoying the luxurious lack of purpose. The whole of her person needed to be fucked, and she would play for whatever time. Just taking her time. She went to the window and opened the shades, though she wasn't fully dressed. The light cast across her upper thighs and the sun caused glare to her eyes. For several minutes she simply stood watching her neighbor windows, unconcerned about who may be observing her poise and dress. Charles wasn't paying attention to the game; the Colts were controlling the Giants. His attention was on a note he was composing, to his new friend Louisa. A beautiful girl, in his thoughts the most beautiful he'd ever met. His terraced glass wall faced north and therefore was always in shadow. Hence he tended to look about at the activities across the inner block. He wasn't curious enough to have a pair of spyglasses but he did find the world on the northern block interesting. Some of the neighbors didn't close their blinds even while naked. Others were like clockwork, open during the evening but shut for bedtime. He hadn't been able to deduce any special individuals until now. Just beyond the edge of the flatcreen there was a beauty clad only in lingerie standing in front of the partially open drapery. She was beautiful but too faraway to clearly see. Just as he stood to get a closer look the woman turned and move off, then the drapery closed. He noted her blonde hair was atop her head and saw she had a long neck and lovely sexy legs. Returning to the sofa he considered his new friend and hoped she had assets as nice. Louisa moved to her bedroom and caught sight of the two girls using a very long black fake cock in their asses. She settled atop the bed and considered how best to use her toy. Reaching for it she smiled and considered the realistic head. Slipping it into her mouth she licked about the long shaft. The length was possibly 14" or four of her hands. Slipping her thong panel aside she moistened her rosebud. Though she had already lubed, her saliva was nearly perfect and she tasted her moisture from the bum scent on her fingers. Maybe try this on her side? She rolled to her left hip and using her right hand rested the phallus at her opening. A small gasp still escaped her throat as the head moved passed her first muscle. Pausing she checked to the video. The one girl was stuffing the other girl's bum with the black toy. She followed suit and the dildo entered into her valley to about 4", she rolled to her tummy enjoying the fullness. She contemplated the toy and her cavity. How did that long cock get so deep within the girl? Dressed So Ch. 05: Tess' Friend Shifting to the right side she withdrew the toy and brought it to her mouth. When she was just cleaned she had no issue licking her fluids off of her toys. Again she pressed the toy up but she twisted it slightly as it moved and somehow more of the toy slipped inside. The feeling of fullness was surprising and again she turned onto her tummy, the end of the partially exposed toy dropped to the bed surface. She relished this new feeling for several minutes, the meaty phallus moving about inside her as she shifted slightly. Instead of a pounding fuck her toy was somehow at home deep within her. Again she withdrew the long toy, moistening it with her tongue and moved it inward again, twisting but in the opposite direction and this time most of the toy was trapped by her tight inner cavity. The toy was deep but the end protruded. "Wow" escaped from her mouth, her surprise so complete. This time when she rolled to her tummy a new sensation was evident. The toy wasn't a vibrator but due to her subtle movement it was stimulating her special places. She realized she was excited enough to climax. It was deep within, if she moved just so and felt the prick, it was fucking her or at least it felt wonderful. She slipped a pillow beneath her tummy, and just moved about, rolling side to side and, boom, she was coming, A deeply felt climax continued for nearly a minute. A moment later she was asleep or maybe passed out. When I awoke, the phallus was still deep within my boi pussy. Removing the 8 inches buried within me took a few moments and my full attention. It reminded me of the rush of the orgasm. Pausing to consider the intense pleasure I moved to the edge of the high bed still a bit woozy, lowering my heels and went to the Kitchen to cleaned the now very special phallus. I was still in my sexy outfit when Charles called later that evening, and we talked for well over an hour. I really liked him, how he listened and paused to think when I spoke. We'd planned a lunch meeting for Wednesday near his office off Madison Avenue. I escaped from the Office a bit after Noon. I walked the short distance in my black pumps. The place Charles had selected wasn't too busy and they were able to talk quietly. He explained his new position at a large accounting firm. He was the director of new clients and had to travel lightly but enjoyed meeting the clients. He had studied Accounting in Boston and completed a Masters in Marketing in Colorado. "I started at this large firm about three years ago but was transferred from their Miami office a couple of months ago. This is actually the largest office within the firm." Charles was the second child, born in the Midwest and the family lived in Indiana. I shared my passed but kept to the general rather than the details. He didn't need to know about my difficult teen life. "I did a few years in a small college outside of Chicago but completed my studies in Brooklyn. I see my career as a means to have an independent life, rather than as a drive to work too much. I like to do well but within a near forty hour work week." I didn't explain the difficulty of being almost too beautiful, in a City where every guy wanted a quick relationship and sex. "My interest in dating is to expand my horizons. I need to meet people and I love the social opportunities, but I want to, this may sound a bit weird, but I want to control the situation a bit. Meeting in a bar, or through friends can be ok, but there's a lack of sincerity, a rush to get to the next step in a relationship." Charles looked at me, "Your plan is a good one Louisa. Patience is important to me as well." We had a lovely date. I was in my business attire due to an afternoon meeting away from the Office, low heels and a dark grey suit. My long blonde hair was held in a ponytail. Though I was worried I was getting too close he asked me to meet for a drink Friday evening near my apartment. "I'd like to see you again, sure, Friday evening can work, say after 6pm? Oh, but I have an early morning appointment so can we keep it simple?" He smiled, "Patience, it works for me." I was a bit tardy Friday evening and I was excited to see Charles when I arrived. He was standing near the doorway waiting. We relaxed with a bottle of Pinot and shared an appetizer. Charles made me feel comfortable as we talked until past eight but I told him I needed to get some rest. We'd seen each other three times in less than a week. "Can I walk you home Louisa?" I was tempted to bring him home but I had to hold to my plan. Tess would have been proud. We walked quietly along the stone sidewalk, my heels clicking. When we parted I kissed him deeply, but stopped short as his hand moved across my behind. "You feel wonderful in my arms Louisa." His hand played across my skirt covered bottom. He pulled me close enough that I could feel his cock. Could he feel my small bump? I had to slow my responses, it was exciting to be held and kissed by him, but I had to keep focused. "Goodnight Charles," my hand lingering in his as we parted. I saw him watching me from the corner, so a turned at the stoop and waved goodbye. The feeling of his awareness of my sex seemed clearer each time we were together. I'd scheduled my 8:30am dental appointment weeks earlier, so I got off early. When I returned I had a simple lunch. Now what to do? Charles was on my mind, so I decided to try my deep toy again. After bathing I dressed in a soft pastel blue lingerie set and I settled on the bed to try to enter my tight hole. Again I started slow and only inserted about 4 inches. On the next penetration I moved it deeper and then relaxed. Removing it slowly I wondered about Charles cock. Would he enjoy having my bum atop his cock? The final time I pushed and twisted the toy inside I felt the upper tip of the long cock move slightly and then slip in deeper. I almost jumped up to see how much was within me, but I needn't, my fingers proved that the phallus was protruding less then four inches from my tight rosebud. Again with the soft rolling movement I brought myself to an orgasm. I wondered if others were enjoying their toys in the same manner. Charles called late in the afternoon and asked if I was free Sunday to take a stroll in Central Park. The next day I wore a simple ankle length flowered light dress and flat sandals. We met at the corner of 65th Street near the Zoo and walked for over two hours, flirting and talking, and some light kissing. We stopped at the Boathouse for a glass of wine and some light food and afterward Charles held me close and kissed me deeply. I almost came from the excitement of his lips, his chest pressing my breasts. His hand came to cup my right butt cheek and I allowed the intimacy as he moved lower, holding me closer while we kissed. He suggested we meet for dinner during the week; we would speak in a few days about a plan. I was quite excited, his hardness was distracting and I needed to be careful. "Charles, I'm very attracted to you and love spending time together. The relationship may be moving quicker than may be prudent. I'm excited to be near you, but, ahh, I want to get home since tomorrow is a work day." "I completely agree, I love being near you Louisa. Your beauty is intoxicating and I need to know that you feel comfortable. I don't want a superficial relationship but a, I mean I want someone special. I want a serious relationship too. And I'm following your cues, ok?" Again he watched me but this time from a bit closer to my stoop. I was definitively lusting about his body. The close hug had allowed me to feel his semi-hardness. I almost couldn't believe my boyfriend is so attracted to me. He seemed to understand my pause but I knew I needed to clear the situation Monday. I awoke early Monday and considered how to broach the subject. It was a work from home day for me and I found starting early was helpful. Around 10am the bell rung. There was a package at the door and I slipped on my low heels and went to collect it. Returning to my apartment I saw the package was from Charles. I opened it to find a beautiful pearl necklace. It was a three strands and about 13" long. My hand went to my throat, wondering if my very small Adam's apple was a give away. I was in shock; I'd receive gifts from lovers but nothing like this. I saw the note and quickly torn the seal. The note was quite long, but in the third part he said he was falling in love with me. As I sat slowly onto my Living Room sofa I read : "Louisa you are a very special, a very beautiful woman and I want to be with you. I feel you've a secret that you feel is holding us back, but I assure you, nothing you are or were will change my heart. Please consider my heart and share your painful past so I can truly love my new woman." How could he have found my secret? Was there a mistake I made. Someone was divulging my history on-line? What could I do now? I was in shock and slid down on the cushions and cried until I slept. When I awoke near 1pm I looked at the package again. He had written his address on the return panel. I went to my Mac and googled the location. He lives on the next block! I ran to the window to check what this implied. Mine was a fourth floor apartment, and his number was #302. He could have witnessed my display the past week? Now I was so ashamed. Could he have seen my little clitty from across the yards? After crying again, I considered his note and re-read it. Was I reading something between the lines? 'His new woman'? 'you are or WERE'? I was so unhinged I got a glass of white wine even though it was only 2pm. I needed the afternoon to think of how to see him. He worked in midtown so at 6pm I walked to his address to await his return on the steps of his Brownstone. This could prove a fool's errand. Now my phone was ringing, a unique sound that meant my office needed me. I returned to my apartment to deal with the office call. After I dealt with the office matter it looked at the clock, 6:40pm. I saw that Charles had tried to reach me on the cell. The message was simple : "I need to see you soon." It was date stamped at 6:28pm. I considered what to do. I decided to run to him, but I had to dress just so. I entered my closet but the impulse to be clean lead to my ablutions and then a quick shower. I just threw on a dress without stockings nor a bra. Just a thong and a dress. I slipped on my flats and ran down the stairs but realized I forgot the pearls. Returning I placed the pearl collar about my neck, touching the very discrete bump at my throat. Maybe it was the tell? I walked quickly around the block and paused at the bottom of Charles stoop. I had an idea about what I was about to do, but it wasn't a complete plan. I stepped up each of the stairs slowly considering my options. I turned to return home; stop girl. Go to the bell and ring for Charles! "Hello?" it was his voice but I couldn't speak. "Is someone there?" I was panicking. He wanted me right? "Charles it's me, Louisa." The door buzzed and I pushed it, but I heard the sound of falling feet, pounding on the stair. We met on the second landing and he embraced me, kissing me deeply, my very being. Wow, he did want me. After some moments we walked up to his apartment. I didn't watch the steps, nor the space, I was looking into his face, his eyes, and I felt his semi-hardness again. He opened the door; I pushed him aside and slammed it shut. Dropping to my knees I pulled open his zipper while looking up to his eyes, reaching within for the rising hardness. And then my mouth engulfed his sex, his meaty thick long cock. It was now in me, my mouth was loving him. My tongue was making him hard, harder; my fingers grasping the thick cock that was pointing at my future. I wanted his seed in me, I looked again to his face, he was watching me, and my eyes were seeing Charles's soul, while I loved his great cock. I suckled him as he started to pulse, the thickness swelling in my mouth and hand. And boom, he exploded into me, my tongue trying to capture all of his essence. I loved his salty seed, as it filled my mouth a bit escape and dribbled down my right cheek. Was I in love? I needed more but I was now surprised by my behavior. I wasn't this kind of girl, but I jumped up, the cum still on my cheek, and kissed him. I nearly collapsed but I had to run away. Turning, I opened the door and ran down the stairs. It took a moment for Charles to realize I was leaving but by then I was on the stairs. He called to me but I needed to get away. I didn't return home for several hours. I wandered the Upper East Side just trying to comprehend my actions and the possible impact. I was moving slowly along the sidewalk in front of my Brownstone when I saw Charles, sitting near the door. "I'm just happy to see you're ok Louisa." He arose and started down the steps passing so near. I could feel his warmth and reached to touch him. He took my hand and kissed it gently. "Call me sometime tomorrow, and get some sleep. I loved your very special kiss Louisa," and he stepped away while looking over his shoulder, smiling. In the morning I decided to ask him to a late lunch, but I had a lot to do. My hairdresser found a spot for me at 10:30am. I'd planned my outfit, hoping we might find a reason to runoff the afternoon. I texted Charles and he agreed to meet at the MoMA bar at 1:30pm. I had to get my face just right and was dressing at 12:30pm. For this date I was going with the lacy ivory lingerie, a shelf bra and nude hose with a lovely 4" white lace welt, a lovely white suit and 5" white heels. The clincher wasn't necessary but I wanted to be dressed just so he'd want to spend the afternoon with me; just me and Charles. I'd primed my rosebud after my cleansing. Looking into the mirror I placed the pearl collar about my neck; they were so beautiful. Then I brushed out my hair and set it in a half up bun. My afternoon face was easy; mascara and lipstick, oh and some blush. I was in a taxi at 1:10pm and traffic was only a bit heavy. The young cute driver tried to flirt. "Miss you must be going to a photo shoot. You look so beautiful. And you've got a great smile, and wow, sexy legs." I smiled but turned to watch the pedestrians along the way down Fifth Avenue. I was seated at the Bar when Charles turned the corner entering the MoMA bar. He smiled when he saw me. I turned on the stool as he approached, my legs flashing my stockings, he kissed me tenderly and grasped my waist. "You are a vision my beautiful girlfriend. Can you buy me a drink?" We talked of simple things, but I stopped him. "Charles, I want to apologize for my behavior yesterday. I can't say I didn't want to have you, but my running away surprised me. You're special to see me today." "You're kidding, right? You needn't ask for my forgiveness Louisa." "But do you still want me Charles, even though I acted like a slut, I mean do you want me, like I want you?" He just tilted his head and moved closer, then he kissed me deeply, the longing evident. "Can you spare the afternoon? I'd like to take you to the St. Regis for the afternoon." We left after the glass of white wine. I was happily looking at him as he guided us out to the street to a taxi. Once in the car his hands were all over me; my legs and breasts were clearly ok to him during the short ride. I wasn't too disheveled when I stepped out to the Valet. We got a simple room, which was still extraordinary. After the Butler left I approached him and pushed his jacket off, turning to hang it up. "Can I kiss you again?" as I removed my suit jacket. He smiled as I dropped to my knees and again released his beautiful cock. He wasn't flaccid but I immediately licked his entire length, measuring as I did. He was large but not too big, thick but not too great. My stay-on lipstick was leaving a stain just below his helmet and as he stiffened he stopped me. I needed to be certain he understood. I didn't want to be mistreated nor did I want to deceive him, "Charles do you understand about my, ahh, how I'm not like other girls?" "Louisa, I need to be inside," he stumbled his speech, "huh, inside your, can I watch you disrobe?" He was nervous as he pulled me to my heels and it was exciting that he needed me to show him what to do. I smiled and stepped back three steps, turning while I unfastened the button and zip of my skirt. It slipped to the floor and I posed a moment and released the clasp in my hair. Spinning about on my tall heels I posed my bubble butt by rotating my left hip, "Can I interest you in my unique pussy Big Boy?" Charles leaned back, his bottom on the bed, his cock was hard as I walked closer. He stood and positioned me on the edge of the bed, tittering on my 5" heels. He seemed to be aware of my thong as he pushed it aside and licked me deeply, his tongue at my hole. He placed his cock at my opening. "You need to take over Louisa. Slide my cock inside your body please." I would handle his meaty cock, reaching for the shaft I settled just the tip into my opening and I paused for a breathe. Turning to look over my shoulder at Charles I slid down a few inches and stopped. I worked my hips in a slow circle, holding him inside me. I continued so slowly, relishing his girth as his balls reached my bum. "You're so tight and smooth dear. Fuck my cock baby." Slowly I increased the pace of the plunging, and the depth, but I couldn't easily look to his face. I paused and he slid out of me and I mounted the bed. He followed me lying down, his head on a pillow. I shifted up toward him while on my knees, looking into his eyes I pushed down atop his cock. "Do you like my pussy just a bit? Can you see fucking me every day honey? I need a lot of cock, and your sweet seed. You're getting a bit flushed Big Boy. Can you please fill my pussy? I want you to erupt inside of me dear. Or do you want to fill my mouth? Please just love me, love my body, love my heart." He couldn't hold his orgasm any longer, and Charles came strongly, and I came as well. Maybe not a release like a boy but I trembled as I rode his great cock like a pornstar, my heels aside his knees. We made love a second time a bit later, after he inspected my clitty and licked my gushing rosebud. He snowballed his seed with me. The champagne arrived and I covered up when the sweet young waiter came in, his dick semi-erect seeing my scattered lingerie. We talked until near dinnertime. He explained how he'd come to appreciate the world of transfemmes. Early this year he had dated a girl from a Canadian city for a month while on an assignment. She wasn't totally into guys and therefore not for him. I thanked the good fairy for finding this special man. He seemed to love my body, and just before dinner he took my clitty in his lips and though small, I released a small amount of sweet seed. I was falling in love with Charles. On Wednesday morning I had to get home so I left Charles at the Hotel around 6am. Before I left I woke him with my mouth on this beautiful soft cock. He was limp but my mouth settled that quickly. His seed was deep in my belly as I got the taxi; a breakfast before an office day. Tess called me later that afternoon. "So is he as nice as you'd hope? As sexy as he appeared?" I gushed for nearly twenty minutes. She got a clear understanding after I said 'I love his cock' four times. "So he knows of your history?" Tess could be such a big sis "Of course he does." "And you told him about Madeline and I?" "No way dear Tess. That's for you to decide, not me. But don't worry. Charles will love you two beauties." Later that evening we spoke on the phone, Charles asked if he could visit that evening but I was behind at work. We agreed to sleep at his apartment Thursday night. We discussed getting some take-out, but the sex was what we both intended to enjoy. We awaited the delivery petting and kissing on the couch. As soon as the bill was settled he stripped off my dress and laid me across the sofa arm. Taking me from behind. Previously this hadn't been a favorite for me. Maybe he just was special, his cock slipped deeply inside me, not as deep as my toy had the other day, but his cock was alive and warm and I came more quickly then the first two times. He filled my cunny and I wondered if he might clean me like the other evening. Dressed So Ch. 06: Tess's Notes Pt. 02 Tess' Notes - Part Two Please find a moment to read the story "Dressed So". The following is the sixth chapter, support to the five parts previously released. This is the continuing collection of notes Tess prepared over a period of years. ***** 2004.8 The summer between my first and second year I worked at the Library helping with various research projects for the post-grads. In late July I was leaving the return desk when a pretty blonde girl stopped me. "You're Tess right?" she said. "You did some great work on my Persian and Mesopotamian folders." I had turned and stopped, she was near, I could smell her scent, and look at her eyes. "Thanks, and you are?" "Oh sorry, my name is Dani, Dani Stock. I'm doing a post-graduate year here. My focus is the art of the Middle-east before the Common Era," she was now a little nervous as I stared and smiled. "I'm sorry if I've delayed you, Tess," she was turning to move toward the door. "No, Dani, please stay a moment. I enjoyed the research. My two Art classes have only provided a survey level look at that period. Your request led me to dig passed the easy stuff." I'd reached to touch her wrist as I said this. She blushed at my flirting, "Would you like to get a coffee Dani?" So began my second lesbian relationship. Dani and I spent the remaining summer hanging out. About two weeks before the start of term she sat beside me on a park bench in the history Quad and kissed me. "Wow Dani, I figured you liked girls that first evening. It took you long enough to get your lips on mine. Can I have some more?" In the shade of a tree we kissed for sometime before another student called us out. "Get a room Lesbos." I considered my next move, "Dani I have to share something with you. It is important you understand I don't want to push you away." She reached to hug me close, shifting her hands to my exposed right thigh. I was wearing a pair of torn mini shorts I'd cut from my favorite old jeans. Her hand moved slowly toward my thigh gap. Dani moved to kiss me again, her fingers near the panel of my shorts, "Dani, I have, uh, I have a pretty large clit, I mean, ahh, I was once a boy," she was kissing me deeply as I tried to speak, her tongue probing my mouth. "So what Tess, I want my body to be yours dear girl." I was surprised and I stopped her, quickly rising. "Did you hear me, I'm a girl, but with a, I have a. I have a Penis Dani!" She was very near, and in a blink her hand slipped up my nearest leg into my shorts, the fingers seeking to discover my sex. "I need you to stop Dani," I said as I moved a bit away. We returned to her large room and spent that night loving each other. This was a very special night. Dani was the first woman I was with since Cathy. The lovemaking was soft and loving, our tongues and fingers played at all of our openings. I whispered to Dani, "I don't want your mouth or pussy on my clitty, please love me as a woman, tongues and hands. I need your softness so desperately." I hadn't used the rodeo nor a leg lock position before. Dani had many ways to love me, she turned my imagination loose. We loved each other for hours. Her breasts were perfect and my playing with her nipples could send her off. Her tongue stayed at my butt forever, until I came screaming. She had me wear my thong to control my clitty, but her tapping on my mound brought me off several times that first night. The next day she said she needed to do an errand. "Please be here when I return, say about 3pm Tess?" I went to the Library and punched in for two hours. When I returned she wasn't back yet so I decided to shower. I didn't hear her come in ten minutes later. The opening bath door startled me, "Is it you Dani?" She stepped into the shower but she was wearing a strap-on dildo. I smiled and kissed her, the stiff cock rubbing my thigh. 2005.4 Dani suggested that I come along for her annual gynecological visit. The doctor wasn't too surprised to see two women in the small examine room. "How can I help you two Ladies?" A week later I had a new hormone regiment that allowed me to maintain my sexual functions. Dani had become comfortable with penetrating my bottom and though she liked my mouth and tongue on her pussy she asked me regularly to fuck her pussy. She wouldn't even consider anal penetration though. One morning after we'd eaten a simple breakfast she asked, "Do you ever think of having a man to bed, I mean so you can enjoy a warm cock," Dani was always looking to expand her experiences and this idea had been tentatively raised just after the New Year. Now I wanted to ascertain her intent. Later that afternoon I asked her, "Do you want an additional lover in your bed sweetie? Or are you just testing me?" We were in bed without a plan for the day. I was naked excepting a chemise and she worn a cozy nightgown of brushed back satin. "Why don't we get dress and go dancing tonight Dani? We can have a simple dinner and than go to the new club just off Campus. If you want to bring a boy home I'll be OK with that." She looked a bit surprised, "It isn't a test, but I wanted to see how you'd feel being intimate with another dick in bed. I think you'll enjoy sucking cock and I can't provide you with a real one. Maybe it's a kink of mine but I guess I'd like to see a man fucking you. It would be interesting, and different." I moved closer and pulled down her gown to expose her breasts, while kissing her lightly, "Maybe it would be fun. I haven't been with any man since David." I recalled that I did occasionally wake to a thought of John's cock in my mouth though. "But you have to be certain the boy you select understands about us and my clitty. We can't stop a big man who is angry or surprised." So we spent the afternoon planning our outfits and talking about old flames. She wasn't interested in fucking someone else as much as wanting to see me penetrated with a warm cock. "Dani, you know I'm more into your beauty and your softness. My only wish was that we could afford to shop more. I'd love to see you in stockings and heels, full glamour make up and your hair done. I'm really becoming a lipstick lesbian." She came to me and we kissed, "Not on my allowance dear. Daddy already feels taxed by the extra year of study. We've got plenty of great outfits Tess." Later we had a salad and some wine, then started to prepare. Dani was dressed in tight red jeans and tall black heels with a snug black sweater top. Her bra didn't conceal her taut nipples. I wore a skirt that came to my knees, pantyhose since we'd be dancing and luscious white wool top with a princess neckline. "Are the heels OK, Tess, I mean, they are sexy as hell, but can you stand them all night, and dance as well?" She hadn't seen me in 110mm heels, something I took for granted. "I'll be fine Dani. You look so sexy, umm, wanna just stay in?" We weren't in the club ten minutes when a tall handsome guy asked me to dance. "Ok, so long as you'll dance with Dani next." I nodded to my partner. "Life should be this difficult. Sure thing, my name is Ted, yours?" "I'm Tess and this is Dani, and we're real close roommates Ted. We share most things, huh Dani?" She slipped close and held me, "I love Tess fucking me, and her tongue is a delight on my bottom," she tapped my crotch, "and, well her other features too." and then she kissed me deeply. I saw Ted observing us and he paused, "I'll find a way to see this adventure through girls." We danced through a set, Ted steered us, and he wasn't shy about his package. "Tess, are you two for real? I feel like I've fallen into a rabbit hole. You both want to be with me tonight?" I considered how to broach the discussion of my sex when the dancer next to Ted fell backward making him fall toward me. I turned but failed to stop the crash. He landed on the floor but rose quickly, a bit embarrassed, and accidentally grabbed my skirt. It slipped down to my thighs and there he saw more than I'd intended. My hand reached to resettle my outfit as Ted stood, smiling at my blushing cheeks. As the music shifted we began to dance slowly, "I'm sorry, that was an unfortunate introduction to my undies." He held me closer, "I can't ask much, just understand Dani and me, well we're not a typical couple." I moved in closer still so that he felt my subtle but still present bump. "She a bit of a voyeur, she wants to watch us fuck Ted." I kissed him while his hands roamed from my bottom to my breasts and his cock stiffened. I didn't want a problem with this gorgeous male. I took his hand and brought it to my crotch and he looked quickly to my face. His other hand was on my bum. Sliding down my cleft, he whispered, "So you were born male Tess?" I didn't disabuse him of his semantic error, "So you'll fuck us Teddy?" "I'm all in for your deflowering." He simply smiled with our groins moving to the music but I was getting stiff as well. After dancing for well over two hours we found a cab and headed back to the dorm. We were settled on either side of Ted. Dani reached for Ted's zipper as we drove along, "Oowgh, Tess he's got one a bit bigger then yours." Ted smiled, "I'm looking forward to sharing Tess and you Dani, but let's wait until we've some privacy." He looked at me and I decided to be clear, taking his hand and slipped it beneath my A-line skirt, allowing his hand to stroke my soft clitty. "This is for Dani and maybe for you too, big boy?" We wasted little time once inside, Dani and I slipped to our knees and opened Ted's pants. She took him in her warm mouth first, sucking and licking his length, "Here Tess, he feels wonderful." She stood and kissed him as I continued to suck him and soon brought him off, "umm, so sweet Dani, have some," as I stood and kissed her, then Ted. "He's just rogue enough to allow his seed with a kiss. I like this boy Dani." Ted moved to the sofa as I opened Dani's tight red pants, "This will require some effort, but wait until you see my girlfriend's naked pussy." "I've always want to fuck a shaved girl, now I get to suck and fuck two in one night!" I removed my blouse and Dani pulled off her sweater top, "Who gets your cock first Ted," said Dani. "My pussy or Tess' tight hole?" he smiled and looked back to me, hooking his finger. "Tess, I haven't had of pussy like yours so let's start there, ok Dani?" Now unzipped my skirt hit the floor. Dani turned my hips while looking at Ted, and simply moved to allow her tongue to soften my hole. "She'll be find now Teddy," she had spread some of his seed on my opening. I slipped my thong aside and she settled his helmet at my opening in reverse cowgirl. I could watch Dani as she moved to the floor beneath us. He was patient, awaiting my signal, but Dani was excited. "Tess can you push his cock inside you please," she was licking both his shaft and my hole and I allowed my legs to relax and the head entered me. My tall heels help me to control his penetration. "He's SO Big Dani, oohh, slowly Ted, just let me do the work," I looked over my left shoulder to see Ted with his eye closed and head back. "So tight huh?" "My what have I been missing? You feel, I mean your pussy feels amazing Tess." Dani move to my knees and pulled the thong aside to engulf my semi-hard cock, "You look wonderful atop his cock Tess. Now let's fuck this big boy, ok?" After Ted's rock hard cock had reached the depth of full penetration, I kissed Dani while I got accustom to Ted's size, rolling my hips about while his cock stimulated my insides. Her tongue still tasted of his seed. "Are you happy we're playing with Ted Dani? I did this for you dear. I like his cock, but I love your pussy." I'd started to ease upward, then allowed him to push into me. Again slowly, than again, the pace increasing as my body responded. I lifted off of his lap and his cock popped out. I turned to kiss Dani and turned back to Ted just as Dani positioned him at my opening. I immediately dropped to his thighs, enjoying the deeper plunge. Dani was keeping me moist so I just continued to hump his hard cock. We fucked for four or five minute before the stimulation of the large cock caused my climax. I was still coming when Ted tensed and groaned, and I was surprised to see him coming again so quickly. He shot into my butt and it was amazing, his cock still sliding in and out of my smooth body. "The subtle movements, the warmth, and the tightness brought me off Tess." "Tess, his seed is oozing from you," as she bent to lick his shaft clean and my dripping hole. He has still fucking me, "So, ooh Teddy, oohhh, you do like fucking me, filling my bum?" "Yeah Tess, I do like this, but I don't think I can get off again with Dani as well." Ted couldn't spend the night so Dani & I showered. "I won't need to do that again Tess. I'm glad he didn't have the stamina for another round, and that he couldn't stay. I need to spend time, just for us dear." 2006.2 By the holidays Dani and I had split. I was too involved in my studies to maintain the relationship and the episode with Ted had not been my idea. I was planning toward a great paying summer internship. I wanted, I mean I needed a wardrobe update. During the spring term I met a young 'girl' in one of my classes. She was very passable to look at but a mess when she was moving or talking. She wasn't a transvestite except in manner. Patrick was in need of help, but because she looked so beautiful she put many people off. The boys were clearly attracted to her slim body, but she used silicone forms and a ponytail to complete the picture. Her style was more tomboy, than femme. I introduced myself after class during the second week of term. "Listen Honey, I'm so not into girls, so please don't feel I'm too rude to ask you to keep your distance." Wow! It took me a month to get passed the bitchy sound off. I watched Patti or Pat, wondering how to get her to trust me. The opportunity came one snowy evening. I was walking across Campus when I saw Patti being pushed about by a guy. I came near and listened before jumping to a conclusion. "So you couldn't see I wasn't a real girl? That's just great. I finally meet a guy who thinks I'm a girl and he flips when he feels my breast form shift." "You could have warned me, I mean you were sucking my cock so nice when your tit nearly fell to the snow." He wasn't going to get violent so I just slowly moved closer and asked, "Pat, are you OK?" She turned to see me about three steps away. "He's just now LEAVING. Go, now, or I'll kick you in the balls!" So this began our friendship. Patrick needed a lot of coaching, some advise and a friend. I didn't push too hard. I did get her to my place and eventually helped her with some shopping, and I gave her some shoes and two handbags I didn't use any longer. When Patti was dressed and properly outfitted she was stunningly beautiful. I would never have suspected her gender origin. I explained that she needed a new name. She agreed but I took us a week to come to Louisa. "But Tess, please don't work so hard for me. I see the way you look at me, you want me in your bed. Right now I finally look presentable, so please take me out so I can meet some nice men, maybe even a rich man?" "Louisa, you do look great, and I would love to even just kiss your beautiful lips, but I don't think you're ready to meet men. You have advance in many ways, but your manner is still too tough. Let's just go hang with my girlfriends. Maybe in a week or two you'll be ready for something more, OK?" We went to a small coffeehouse and I introduced her to three friends; a lesbian named Kali who I'd met from Northwestern, a tranfemme named Emma who was studying Engineering and a femme boy named Stevie. Louisa got on well with everyone and I think that it was a very important step. She said meeting Stevie was revealing, since she clearly wasn't a girl, yet everyone treated her as one. On the walk to my dorm she asked, "How does that work Tess? I easily look more womanly yet the girls all treated her in a feminine manner." I just looked at her as we walked together. "She how many steps I need to keep up to your pace and gait? That's just for starters. Stevie doesn't slouch like a skaterboarder when she's sitting. She maintains her face as necessary. You didn't once check yourself with the compact I gave you. If you had, you would have touched up your gorgeous lips after the second cup of coffee Louisa. You don't need to rush this but you need to respect that you're become something new. It takes time, care and constant attention." She paused and turned to me, then kissed my cheek, "Thanks for being my friend Tess." "So close to my lips, my heart is racing Louisa. Can you try again, please?" She understood my joke but swatted my hand away. "I don't need a lover, I need a girlfriend!" By term end we spent most of our time together. Louisa applied, almost too late, for the same internship. I went along for support and saw the manager almost fall over herself to hire Louisa. "Don't you dare try to tell me you haven't learn something's from our lessons Louisa," she was strutting in a 120mm pair of beige pumps. 2007.2 Louisa had changed her major and was slowly moving toward living as a woman fulltime. We still spent a great deal of time together but my focus was on my own academics. I would be graduating in less than 16 months. My major issue with my dear friend was trying to keep her honest. I had no issues passing and Louisa, if possible, had even few issues. She had grown into a near woman. Occasionally she still fell back to 'boy' mode, especially when drinking beer or playing pool. The boys loved to watch her move about the pool table completing complicated shots her butt bouncing atop her heels. She had become quite a good cocksucker and those few boys she took into her bed, were quiet about her real gender, but she wouldn't share her sexual past and it would blow up on her every once and a while. "Just stop trying to bed your next hunk Louisa. One of these men is going to punch you or worst." "But I want someone to love me as I am, don't you see Tess. The hormones have helped, so they don't think I'm a boy. Well except the bold ones who reach up my dress. My clitty is much smaller now, only that guy you introduced me to was really surprised." "You mean Ted? Even he didn't come to realize you were like me? Thankfully I was still near to calm him. He actually did think you were a girl Louisa, and that's just wrong. You can't do that, please promise me." "But when I suck them off they ALL like it Tess. I only consider one in ten beddable, Ted almost hit me due to his surprise." She wouldn't learn this lesson without being abused so I protected her as much as possible. Along the way I realized I wasn't so keen on guys. I liked many of the men I met, as friends and with several did enjoy the sex. But I began to understand that I needed a woman in my life, and Louisa didn't quite fit. Her beauty was more than I could handle. I mean once her breasts were between an A and B cup she could have signed a contract to walk in New York, or even Paris. But that wasn't what Louisa wanted. She wanted a man; a man to take care of her, to love and respect her; little clitty and all. 2008.1 Just before Christmas I was shopping downtown at Nordstrom's for a new pair of heels. I had been with the saleswoman for an hour and a half. I was unaware of someone watching my process due to my focus. When it came time to finally select the single pair I couldn't. Three different shoes were perfect. A black Michael Kors pump, or maybe the beige Choo slingback, but definitely the Louboutin stilettos. "These decisions are too much to witness. Mira please put these all on my account." Dressed So Ch. 06: Tess's Notes Pt. 02 I didn't know the voice but she was a beautiful woman about ten years older than me. "Excuse me miss but I insist you let me buy these for you. I've watched you for the past 15 minutes and know you want each of these gorgeous shoes." I didn't know what to say, I just looked at her for a minute. "You're very observant but I can't accept your gift. Thank you." I turned to the saleswoman, "Mira I'll take only the, the Kors. No, no please wrap the Louboutin's please." "My name is Isabelle Chanin, and I pray that you'll have a drink with me after Mira wraps the boxes. You see she has already run the card," she said this as she signed the slip, "and I have an hour before I must meet someone around the block. Mira please send these to, it's Tess correct, your name is Tess?" We spent well over her hour enjoying two very fine Chardonnay's. I was bit intoxicated. "Isabelle don't you have a meeting?" "My date is delayed due to traffic from O'Hare. But soon I must depart. I've enjoyed this Tess. Please join me for lunch Thursday afternoon, please? Call me at this number and I'll send the car for you, say 12:30 pm OK?" This new relationship would shatter each aspect of my character, my life, and my focus. Isabelle brought me to a different level of existence. Some days I miss her. The End of Part Two. Dressed So My passed relationships weren't as sexually driven as it might seem. I enjoyed my liaisons and affairs but most of the girls who had moved in were in need of very specific care. I insisted on strong penetrative sex and mostly resisted providing them the opposite. Since Lisa had moved out I'd focused on learning to appreciate how to treat a lover's needs as my own. Last month I'd spent the holiday weekend fucking a lesbian I'd met at a party. During the long weekend she had shown me the beauty of penetrative anal sex. Prior to her request to fuck my bum I had only allowed my lovers to lick me there. All of the girls had wanted me to fuck them with a strap-on, and I did sometimes, but I failed to orgasm during these sessions while bringing them off and therefore I didn't offer this unless requested. Never did I consent to having my tight passage entered. The weekend with Mary I had reached orgasm as I fucked her butt but I had multiple orgasms when she deeply loved my ass. This was a new adventure and required careful cleansing. I had decided to work at it and tried with my toys with success and learned the technique. Patience was important. If I had further explored this act with Lisa or possibly Jenna, the brunette beauty I'd lived with for 15 months over two years ago, I might be a married woman now. I was at the doctor when I received a cell call from an unknown number. "This is Tess, can you meet me for a drink this evening?" Tonight I was busy with a client and couldn't meet, but agreed to do so the following evening. This began a slow seduction, but not by me; Tess was after me. Our drink turned into dinner, but I passed off her flirting. "We'll see each other soon enough dear" but she kept at me. Flowers arrived at the office the next morning, and the next afternoon there was a box delivered. Inside were a lingerie outfit, quite beautiful, and a note with a Poem. She said please she said she feels a young woman like one with desire For a union but must flirt to tease and warm with fingers an other members to compare The Poem was just the beginning for she left a phone message, then a sextext of her bum. Clearly we had to get together. I responded to only the sextext, with a smile and an address; she had to pick me up. I was trying to take this slow, to focus on the details I'd previously missed in my relationships, so I agreed only to meet for drinks and dinner. She'd found a lovely place with a mixed crowd, so we weren't the only 'gay' couple. I was dressed to attract her eye and imagination. I selected the pale white lingerie she sent me including a very delicate waist suspender. These were fine garments and I wanted to play the part of a submissive lesbian. My legs were in sheer nylon hose with nude colored 120mm heels. She knew what I had on beneath the ivory skirt and white sheer blouse with a scoop neck but I worn a chemise to subtly conceal my body and the soft lingerie. "You're taunting me, but your manner of flirting is very discreet. I'd like to take you to bed this night, to slowly remove those garments and play over your body with my tongue, then slip inside you." She was trembling with excitement yet I played mute, awaiting rather than giving her any sign. Beneath the table she slipped her right heel off and stroked my legs with her hose covered foot, but I simply sipped the wine and commented on the vintage. "When I allow you to my home you can bring this along, it's a great Pinot, I'd love that Tess." Then I was silent as she continued to speak of her attraction, the massage beneath the table dressing continued. I changed the path of the discussion, asking her to tell me of her first encounter. The story went on nearly an hour. Not about a boy and her but of an older woman from her neighborhood named Cathy. The woman was divorced but with a child who Tess help care for. Cathy was instrumental when Tess was still living as a boy, finding and buying her the hormones that started the changes Tess desired. She also helped train Tess about beauty care and makeup. Tess had worn her hair quite long but it was a mess and Cathy brought her to a salon that helped repair and shape her hair while still easily converted with a band to a boy's style. Their relationship became sexual when Cathy deemed Tess could pass and only if they were both properly dressed, lingerie as well as dresses. Their loving didn't include any penetration for over 24 months. Tess finally convinced Cathy to use a strap-on in bed one afternoon. Tess was more than ready for the love making and Cathy had enjoyed the sex as well. The next day Cathy had acted strange when Tess came by. Though Cathy didn't mention the interlude Tess sensed that something was different. Tess said "Soon after that Cathy stopped calling for me to help with the sitting and within a month she made it clear our relationship had been spoiled by the act of penetrating my bottom." I saw her eyes moisten but no tears fell. "Anyway I was off to Chicago very soon after and classes distracted my memories. Why I can still feel this pain I don't know. Cathy was of course a beautiful and a tender lover. I clearly needed more though and the split was therefore a good thing." I sat quietly listening and she suggested we head to her apartment. "Tess I want you as well, but I want us to settle a good foundation without sex, if that's alright with you. I feel it will be for the best dear." I reached across the table for her right hand, a diamond on the fourth digit. "That a beautiful stone, a gift?" "I had a serious male admirer for nearly a year, his true gift was his great cock but he tried to marry me as well. I just knew it wouldn't work. I wanted his sister more than him," she laughed. So we shared a cab home, she watching me enter the building, than the cab moved back into traffic. Again the next morning flowers arrived, and another box and a poem, this time the gift was a realdoe insertable! I smiled knowing I would use it with Tess soon. "Stop sending me these toys to my office Tess. The distraction isn't helping me do my work!" She asked me for another date, Friday evening, at a surprise location. Reluctantly I agreed, so long as she didn't assume we'd be in bed that night. She chuckled "I promise not Friday." I decided that evening to research the difficulty transfemmes encounter in the job market and business. Tess had an advanced degree in computer software and worked in the IT department of a small international firm. That appeared to be one of the few great jobs and the firm was on the record as supportive of the LGBT community. Her sole art venture was due to meeting several artists at the end of her college studies. Two of these had become big and Tess enjoyed the fruits of their success. She would eventually find out about all of my passed lovers, as well as my financial background. We could be every good for each other, so long as I didn't mess it up. I thought of Jenna, how I loved her breasts (the best boob job any woman could get), and she had a great cock too. I'd allowed her to simply leave and now I thought to call. "I know you asked me not to call, but I just had to find out if you're ok?" She didn't speak for a moment "I'm with someone right now, but he's in the bath. Email or a text is more discreet girl, you know that." She paused "But I'm just fine, no long term relationship but I'm ok with that. I'm staying healthy and sane, and you?" I shared the recent past and we agreed to speak in a couple of months. It was clear she was sleeping around, I guy? She'd not been with a guy in years as far as I knew. Friday evening Tess arrived by cab and had told the driver to wait, she came into the Lobby and asked for me. Via the phone I said "You're 20 minutes early! But it's fine Tess, I'll be ready in a few minutes. Come upstairs while I finish." She entered the unlocked apartment a minute later and I called for her to sit and enjoy a glass of Chardonnay I set for her. I entered the Living Room ten minutes later ready to leave to find her looking over my photos and Library collection. "This one of you is beautiful, but who's the girl?" Her question distracted my attention of her flouncy tiered, cream colored dress. I move to her side, in my heels she was just a bit shorter, "That one is Jenna, but let's not go there right now." She turned quickly and kissed me, her tongue finding mine and playing. I noted how quickly moist my pussy became as she felt my breasts. "Slow down honey." I said pausing but not ending the kiss. "I love you in this color" I whispered in her ear. Tess said, "We've got a few minutes" her hand running down my back, and started to lift my hem. "No we don't young Lady! Let's go before there's an accident, my panties are just a bit wet and not soaked yet." In the elevator she drew me to her and I felt our breasts touching, hers just a bit larger, the nipples erect and noticeable through the fabrics of her spring outfit. "Tess, please stop for now I am quite moist. That's what you were trying for, so yes my pussy wants you. The toy you sent me hasn't left my mind. It's quite stout you know." She smiled and took my hand and caressed along the front of her beautiful dress. "You tuck very well, or your clitty is quite small Tess." she smacked my hand and kissed me roughly. "You can't wait to see my clit can you? You've been lusting after me, huh? Well I'm a bit more stout but also very soft, and very attracted to you, and can't wait to fuck you!" Her hand reached the welt of my stocking. "You had better always dress just so for me dear. I will for you too." We kissed just as the doors opened and my middle-aged neighbor Ms. Lester looked up and frowned. She of course knew of my girlfriends, but she didn't like the public display she'd just witnessed. Dinner was great, the wine perfect and we didn't finish until nearly 10:30pm. Leaving the restaurant, our heels clicking on the bluestone slabs I asked "Shall we have a night cap at the Bar down the street?" Tess looked pensive. "I'm not going to sleep with you this night, I told you earlier this week we need to go slowly Tess. I think you're too special to lose and want our first time to be just perfect." She turned upon her heels, a beautiful and tall pair strapped about her lower leg well above the ankle. "Ok, then let's stop but at a wine bar nearby instead." They had a wonderful cellar and Tess clearly knew what to order. The Gamay arrived and was perfect. I failed to read the label until a bit later, Point-G 2006. The sly smile on her face made me realize Tess had a plan, and I was the target. We were seated in a little sofa wrapped about a café table. I had slipped off my heels and slid my feet to the edge while Tess massaged my hose covered legs. She spoke softly, cooing her words. As midnight approached I softly asked Tess to get me a cab home. "Won't you let me bring you to my home?" We were reclining on a sofa and I moved to look down at her. "You started this evening making my panties wet Tess, and I assure you I want to return with you, but I was very clear." I stood and slipped on my heels, turning to leave. She jumped up and tried to hold me, "NO Tess, not this night, soon yes, but not tonight." I continued to the door, she slightly behind trying to get her own shoes. As I reached the door a cab was just pulling up and I had my wrap and signaled to the doorman. "When can I see you again?" she pleaded. "We'll speak early next week Tess" I turned and gave her a quick kiss, then entered the open door of the cab. I was upset and also aware I was being a bit of a tease. I was so hot for Tess but I had settled my path. The relationship was more important than the sex, at least right now. I thought of our evening, of her touch and the kisses. I hadn't checked my messages in more than 36 hours and on the ride home found that Jenna had tried to reach me. The message said: "Call ANY time". I paused to consider the possible benefits of pursuing Tess while re-visiting with Jenna. It could be interesting to better understand what I had lost over ten month ago; I quickly placed the call even though it was after 12. Jenna picked up on the second ring. "I'm glad you've call. Where are you?" she asked. "Please come see me right this moment, please?" I considered how aroused Tess had made me and re-directed the cab to Jenna's new address. I arrived and was buzzed passed the entry; she was waiting for me. The mirrored metal elevator door allowed me to collect myself, straighten my outfit and run a brush through my hair. Jenna met the elevator and jumped to kiss me, "Come to me you sexy Lady". We entered her apartment hand in hand and she led me to the sofa near the windows. We hadn't seen each other in so long yet she knew what she wanted and I think she understood from my questions last week where to take me. "I still love you, and miss you, but can you be with me?" She paused in her excitement to settle into a reclined position that allowed her gown to fall open. Her lovely breasts were just held by the thin material, which fell to her open thighs, just covering the tip of her semi hard clit. I considered her beauty and shifted closer. She'd clearly showered and re-done her face. "Yes Jenna, I need you tonight as well, but I've changed in important ways since we last were together." She smiled knowingly. Previously our lovemaking would include kissing, petting and lead to her entering me after I played with her clit. I would occasionally penetrate her. She simply looked over to the side table. I followed her eyes and saw the fleshy strap-on, proud and erect. "Is that what you mean by 'changed' sexy Lady?" She moved and kissed me, while reaching for my skirt zip. "Is that the way we'll play tonight?" The phallus was extraordinarily large. She started to un-button my blouse. "Can you handle fucking me, humm?" She caressed my breasts while releasing the bra. I felt so alive and my pussy was so wet. Her hand came to my mound. "Why are your panties so wet sexy Lady? Missing me a little, or has someone else got you humming?" I was quiet, allowing her to slip off the damp thong and remove my chemise and bra, as she reached for the strap-on with her other hand. "Let me settle this for you." The harness was a flesh colored material and concealed a small protrusion. "Don't worry, we're both going to come tonight, maybe at the same moment humm?" I considered what I wanted to do, to fuck her like she enjoyed, allowing her to do my ass as well? She had wanted my tight opening for so long. My right hand reached for the large phallus, as Jenna cinched the strap tight and my mound felt the subtle vibration begin. "Turn to me sexy Lady, I want to see your cock." I held the phallus and nodded to Jenna. She moved close and dropped to allow my phallus to enter her mouth. Moaning softly I watched as she ran her tongue along the length, across the tip and deep into her throat. She removed the phallus slowly "I've been sucking a bit more real cock as of late, but not enough pussy. Can you fuck my mouth please?" I trained my attention on the willing soft mouth and slowly began to move into her, while holding her shoulder. "Watch the teeth Jenna, and hold my balls gently. Kiss the tip girl, yes, run your tongue around the smooth head Jenna. I'll let you in on a secret, I've missed your beautiful tits and your great clit too." I pushed her to lay back and this exposed her tight opening. Her thong now concealed her stiffness so I pushed the panel away from her pink rosebud. I ran the moistened cock up and down her perineum, teasing her while my fingers entered her mouth. "Suck on these while we get you lubed." "I won't need any dear, I'm so ready for your cock, please enter me," So I slowly centered the stiffness and pressed up and into her, pausing with just the large helmet inside. "That sooo good sexy Lady, yes go slow, I want to feel each centimeter enter my body dear. Ooh that's just perfect, now all the way in please, oohh yes, all of your cock sexy Lady, press your nuts into my butt!" I leaned forward to kiss Jenna, holding her chin with my right hand, at the same moment I withdrew the phallus some 5cm, then slid back in deeply. "Oh Lady that's what I need, I need your cock, fuck me now, yes, Sexy, fuck me!" I started at a pace, fucking her but deeply and kept my face close to hers and kissing her, her mouth, her cheek, her ears, while caressing her breast with my free hand. We were looking into each other's eyes, "You still love me, after I hurt you?" I said. "Sexy Lady you're inside me and my peak is near, yes I do, I do love you, I love your cock inside me. I only wish it could shoot me full of your seed. Keep fucking me!" she closed her eyes. I had notice the stir within my pussy, though not penetrated, the vibration began to cause my pussy to contract, and I was going to come with Jenna. We had never experienced a mutual orgasm like this before. I increased the pace and the stimulation at my mound moved just to the right and I started to peak, and she was gripping my body, holding me close as the deep fucking brought her own release. She loudly orgasmed as the phallus pounded her tight bottom. Afterward we lay relaxing in each other's arms in the bedroom, with a cool white wine. "Will you let me fuck both of your openings this night Lady?" I turned to look at her face, "don't be greedy Jenna, but yes, near morning we'll make love again ok? Why the urgent call tonight? Were you alone or just horny?" She started a story about her passed month, with first a man, then a woman, confusion on her part, but some great sex. The woman wanted her to move in with her and her husband, but Jenna worried it might get too kinky. She just needed some time with a friend. My call last week had opened the door, so she'd reach for me. I was happy she had called, for the release was what I needed. "So you decided to find out how sexy your butt is Lady? I've always loved your little hole. Now you'll let me in, humm?" I decided to be as truthful as possible. "I met someone who insisted I allow her in, over 36 hours she fucked me repeatedly and I came so strongly Jenna. I realize you tried to get me comfortable with anal for so long. I resisted foolishly I now see." Jenna smiled wickedly "Turn over I want to kiss your ass Lady," she rolled me a bit onto my side and dove beneath the covers, licking me with intent, then slipped her middle finger into me. "You are accessible Lady!" She played there, licking, stroking and rimming me for ten minutes. Jenna was calm as she lifted my bum and positioned a pillow. She stroked my back, and ran her hands under to grasp my breasts, thumbing my nipples gently. She moistened my cleft with a lube and then played her clit along my slit and then my anus. Without a word she pressed the tip of her cock inside. I was caught surprised, it was so thick. But the penetration wasn't uncomfortable. She subtly eased a bit in, then a bit more and stopped. She again grasped my tits, "You are ready Lady. Never before have you allowed me inside your bum. Can you sense my excitement? My clit wants to come inside Lady, may we enjoy this first and special loving." Though fully penetrated, for she had her testes removed years ago, her clit was so beautiful to look at but now I saw it as something to enjoy in a new way. "Oh Jenna, make love to my ass please, slowly, but do fuck me please Jenna." I reached around and used my right hand to hold her close to my back. "Pooch, you're so deep within me Lover. Stay with me Jenna, stay, fuck me, fuck oohhh " I came again but she didn't pause, just continued to fuck me. She moved off my back and we coupled in a reverse cowgirl and fucked until her peak. I'd never felt a seed eruption quite like this inside my bum. We stayed close and quiet until she slipped out, but she quickly moved to enjoy her seed seeping from my opening. Her tongue soothed my rear until she felt she had retrieved most of the juice. Her lips met mine and she pushed the seed into my mouth. Dressed So "Maybe you'll stay the weekend?" Tess had not been happy I'd left her that Friday evening. Her own history was surely filled with past lovers but she was falling in love and therefore used the quiet time to consider the next phase of her seduction. She wanted something to come from our meeting and felt she was ready to commit to one woman. It wasn't strange to Tess that we were attracted to each other. She had the advantage most transfemme never have, having transitioned near 15, her skin and hair were as perfect as any 28 year genetic girl and her breasts had large areolas, unusual for a transfemme. Since she was 17 years old Tess had never been mistaken for a boy. This had caused the separation of her parents, though once Tess moved away to College; her parents had resolved their issues. She didn't see herself as anything other then a woman and treated her penis as just a normal part of her world. She had come to Canada to pursue a business opportunity and found the society and the relationships so supportive she shifted her entire portfolio and bought the loft about two years earlier. In this town the lesbians were treated with respect not derision. With her look so passable she had always been treated as a lesbian, not a transfemme. She awoke early the next morning to prepare. She had decided to focus all of her energies on me, loving me, making me a part of her life. By 8am she had settled her plan and was outside my flat by 9:30am waiting my first morning activity. Only I wasn't at home, and had turned my cellphone off. She realized something was not in order around 11am but she had no alternative. Eventually she entered the Lobby and asked the Doorman if he could ring the apartment. With no answer she could only wait, but she also started to worry. Saturday morning I awoke before Jenna and easily made myself at home. I heard the shower just after Noon and brought her some coffee. I watched as she readied herself. "What is your plan for today?" she asked. I just smiled, unsure I wanted to do anything except stay here with her. "Is there anything you need to do Jenna? I haven't decided to do anything, though we could go downtown. There is a gallery opening I could stop by around 5pm but it's not required." She had partially dried her hair and was applying makeup while dressed in her fluffy robe. "I have to take you somewhere special. Can you be ready in 45 minutes?" My evening clothes wouldn't do, "can I wear something of yours?" We were dressed for a party and in a cab "Where are you so intent on taking me?" Jenna was beautiful in a black mesh over blush dress, nude hose and black 120mm slingback heels. "You'll enjoy this event, a small fashion show in Oldtown at the Spice Gallery." The Spice was an old wood frame warehouse near the waterfront used for various special events. I had a curious relationship to fashion design. I'd spent time while at University running the catwalk for extra money. "So you gladly loan me the star of your wardrobe," a Dior seersucker knee length dress, "to show me off, humm?" She smiled and pulled my hand to her, to the folds between her thighs "this is the only thing I want to show you dear." I blushed as she parted them allowing my hand to reach the naked skin above her hose welt. "Press into me sexy Lady, again tonight?" I thought about the offer, and turned to kiss her, my tongue playing with hers. "Then let's turn this cab around, I'm hungry for you too." But we had arrived at Spice. The driver jumped out, I guessed he wanted to enjoy our exiting the tight backseat, legs and heels on display. Once seated in the third row I looked about to see who I might recognize, or know. Several of the women I met at Faunesse were near and I noted that Mary, the lesbian who probed my back door, was off to the right near the stage. Thankfully Jenna disliked overt public affection, even holding hands annoyed her. I wasn't too concerned about word getting back to Tess. She wasn't my girlfriend as of yet, just a friend. I waved to several and then the show started. After the first break I saw Tess. She was near the rear, standing, and hadn't seen me yet. I recalled that she had commented on the photo of Jenna and I, so she might recognize her. Considering my options, the show began again. I was distracted thinking of the two women in my life, I barely noticed the parade of beauty, the dresses and outfits, the shiny thin models. When the show finished I looked in the direction where Tess was previous but she was gone. I was surprised that I was worried. Being with Jenna again felt so right, until now. I didn't want to hurt Tess, but now I realized I just may. I decided to not ruin the afternoon, and asked Jenna to leave, to return to her apartment. We made our way to the street and found a cab and I didn't see or encounter Tess. "What caused you to become flustered?" I turned and looked at my lover. "It's of no matter Jenna. Just hold me tonight, love me again, ok?" I returned to my apartment late Sunday afternoon, my body tired and my ass sore from Jenna's fucking. She used all three of my opening several times. Her seed filled me; even now I wore a panty liner, to prevent it leaking to soil my dress from Friday evening. I didn't look that worn since I'd showered and settled my hair but I felt I needed to good night's sleep. I was removing my clothes when the bell rung, but there hadn't been an announcement, Sunday the door wasn't manned after 5 pm. I went to the door, but stopped to grab my robe, I was in only my bra and thong. Opening the door I found a crying Tess, her mascara running and her face smeared. "Why did you run off with that girl, she had her time, now I want you, need you!" she fell into the Foyer and I stooped to catch her, but ended atop of her, tangled by the robe's long belt. "Oh Tess, I didn't try to hurt you, it just happen. You and I will be together, I need you too my dear. Let me help you." I moved to my knees and wiped her face, the tears still coming. "You poor girl, let me get you to the chair." "There, I'll get you a drink" but she stopped me by grabbing my left hand. "No stay right here, you do owe me an explanation, then I'll decide whether you're still worth all of my attention." I explained how I'd come to spend the weekend with Jenna, how I did see her at Spice, and how I felt about the two of them. She listened and continued to cry, "So you do still love her? Still want her?" "No Tess, it's not as simple as that. Jenna and I had something very special, and she will always be my friend. You and I are starting a journey to find our love, to fill both of our lives with each other. There will be plenty of time for friends, especially those in need." She stopped me. "You did let her fuck you? Let her release inside of your pussy? And the other opening, the one I wanted to be just for me? Did you let her fuck your ass?" I paused to let her complete her rant, let her exhaust her negative feelings toward Jenna. "First Tess, we are still NOT lovers, I want you to be so but I need it to develop rather than just a rush to fuck. Second, no one owns me nor my body and especially not my tight little ass. Is that clear young lady? You need to back off, and focus on what I thought we both wanted. You can have a simple dinner with me here or you can get out, and find out what happened to the girl I was starting to love." She stood and retrieved her bag, wiped her nose, pausing again, and decided to sit down, looking at me then out toward the view. She stayed there without speaking for several minutes. "I don't want to eat anything, nor do I want to go. I'm here because I love you. I have been outside most of the weekend awaiting your return. I'm sorry to crash your Sunday evening. Maybe you can get me a glass of wine? I'll settle down, and consider what you've said. Can I use your bathe, I need to clean myself up a bit." I directed her to the Guest suite, but was surprised when I heard the shower. "Tess, I appreciate what has happen but you cannot spend the night." She called out her awareness of the time "I just needed a quick wash. I'll be out and presentable in a few minutes. Can you bring my bag though?" I did so and resisted the temptation to peek inside. It was a small black bag, the one she'd had with her Friday evening. I turned from my chair near the window when she entered. "I feel so much better, can I sit with you?" I motioned to sit across and she noticed the re-filled glass. "Please forgive my earlier fit." I smiled "You look much more presentable Tess, and let's just enjoy the evening. Sure I can't interest you in a portion of my small supper? It's very good Sushi from Kazi." I went to the Kitchen to gather the plate and sauce. She had calmed down but wasn't herself yet. "You're typically so talkative. Let's just relax for awhile?" She stayed until nearly 8pm and I was happy to see her forget how the evening had begun. I told her I would call her late Monday evening and we arranged to meet at Faunesse on Thursday. I kissed her gently at the door just as the elevator arrived. With the doors closed I returned to clear the dishes and glassware. I consider whether this evening had any impact on my feelings but decided to forget the negative. The weekend with Jenna was fun but something soft in Tess was pulling me to her. Though Jenna was special I was bother by her activities with her gentlemen friends. I couldn't imagine she was soliciting but what if she was? She hadn't spoke about these encounters while we spent the weekend. I received a text from Tess Monday afternoon. She had to travel to Quebec for a meeting Tuesday so we'd see each other at the Club. Jenna asked me to meet Tuesday for a light dinner but I said I was over booked at the office. I truly need time away to consider the next step, either with Tess or Jenna. When I got home Wednesday there was a gift package from Tess. The note was from a Quebec Lingerie store, inside was a set of dark undergarments from the Graphique label including an elaborate suspender and full fashion black hose. Her poem was short "longing to see and feel you". I knew what I had to do Thursday. I called my salon for an afternoon appointment, and selected the LBD for the evening. I wanted it short enough that all who saw me would want to seduce me but especially Tess. I finished my face and settled to dress. Tess's plug was on the dresser and since I was clean I moistened it with my tongue and slipped it inside. The feeling was distracting. I removed the sexy hose and the suspender. This one had eight clasps and was embellished with macramé embroidery and cute satin bow about the backpanel concealing the fasteners. The black hose were surprising; they appeared custom fit to my leg length. I slipped the brazilian panty up and over. My dress was quite sheer, allowing a subtle reveal of the undergarments. The chemise added a layer of concealment but I felt so sexy dressed and filled. My bum reminded me that tonight I was Tess's. I arrive a bit late, most of the women were on hand, therefore I didn't immediately see Tess. While looking about a slightly older dame approached me. "I'd love to be what you're looking for, I'm Suzanne." We spoke while I moved to the queue at the bar, still my eyes wandering across the crowd. In fact I was surprise when Tess came quietly from behind me to hold my waist. "You're incredibly beautiful dear. Have this rather than waiting for the barkeep." I turned to her smiling face and kissed her deeply. Taking the glass of white wine I said "I've missed you as well Tess." Suzanne just shrug, "I'll be dreaming of you tonight dear Lady. Touche' to your conquest Tess!" and she move on. After the party finished I agreed to accompany Tess to her flat. Upon arrival I was surprised by the large loft, yet the rough space was elegantly furnished. We settled on a large sofa near the window and started to explore each other, first removing our garments, then our lingerie. Tess was so beautiful and I was lost in her charms, then lowering her mouth to mine we kissed as she moved her hands to my breasts while releasing my bra. My hands were in her hair as I pulled her close and slid back into her mouth, then to the side of her neck, my hand slipping into her panty to find her rigid clit. She paused with me holding her tightly to remove the last of her delicate undergarments, leaving only the taunt thong, my mouth now on her right breast. Her nipples couldn't have been more sensitive as the teasing caused her to moan. "Suck my clit" and I slipped down to engulf her sweet sex. A mere few seconds and I was flooded with her first sweet seed, it overflowing my lips. Tess moved to kiss me, capturing it as she did, and settled her tongue within me. We rolled the snowball around. I wasn't asleep but I'd closed my eyes and was smiling, with her seed still on my tongue. Tess had moved to my pussy and gently slid her fingers into both of my openings, the short finger just barely opening my anus. Then her tongue went lower and she pushed into the tight passage. "The plug has helped open you. Can I fuck you here first, to help us remember how much alike we are?" I thought it a ruse but in a blink I knew it was the right thought and reaching for her chin, nodded my agreement. "Don't be concerned I keep my body very clean Tess." During the passed weeks since meeting Mary I'd played with my bum to prepare for Tess. Now she was nearly in me and it was all I could think about. She stood to retrieve a lube and I noticed she still had on her heels. "Please bring my shoes here as well dear." I slipped my foot into the first while she glanced down my slim body, the other as she applied the lube. "Fuck me Tess, please enter my body and share your clit with me." But she had a different approach. "No dear, you need to control the entry and pace. Let me lye there on the sofa and you settle your bum over me ok?" This was a good though and we shifted about, me slightly above her but directing her meat inward. The initial penetration seemed easy since I lusted about this most every evening for days. "Wow, we're together now, Ohhhhh!" Tess moaned as I withdrew a bit and slid right down, allowing her deeply within me. I leaned to kiss her mouth as my hands reached for her breasts, than rested my head on her chest. She was holding me and we both were still, enjoying the connection of our bodies. Pushing up off of the sofa I looked into her eyes "Now you fuck me Tess. Please fuck me Tess. Oh yes, that's my girl, fuck me slowly, enjoy my tightness Tess, I feel your clit, oh Tess! Wow you're getting larger as we do, yes, yes, ohhh Tess, fuck me please." When I played with my anal toys by myself it took at least five minutes to reach peak but she had me so near I started to pant, and moan, grasping her close to my face we kissed aggressively as she continued. Her clit seemed to swell within me and then she screamed into my ear, "I Love You!" just as the rush of her second release occurred. I was startled but still reached my orgasm. "Your butt is pulsing on my thickness dear. That's amazing, what a way to start my Love." We'd moved to the bed a bit later and continued playing until early morning. Tess came in my mouth again and once in my pussy. I had five orgasms that first night, sore and tried I fell into a deep slumber. Tess had prepared breakfast and came to find me lying awake looking at the juice still flowing from my bum. She smiled and ran over before I could stop her, to lick me clean, both opening soothed with her tongue. "I want all of you sexy Lady, nothing we shall do is beyond my love. Now grab your robe, and a panty, and come sit with me near the window. It's a lovely Friday. I have to leave shortly, you?" I'd forgotten it was not a weekend and saw the clock near 10am. I was late but didn't care "Can't we just shower together and return to bed Tess? I need more of your loving." She was full of energy and stated her intent "I'll come back at 2pm, but I must be at a meeting at 11:30am so I need to dress quickly." The End of Part One Dressed To Kill Lisa was dressed to kill. She came downstairs wearing a short flared black skirt that was a good 4 to 5 inches above her knees. Since it was a hot evening she had a silver tube top tucked into the skirt. Her dark brown hair shined against the silver top. Very simple, yet more than hot in appearance. She has an apple ass and legs that go all the way up to it. I love Lisa's tits because they are not too big. I will appreciate that more when she is much older and her tits don't sag like some of these really stacked babes will. Lisa's nipples are so big and erect when she is excited you can hang car keys from them. I could have nearly done that in spite of her tube top tonight. I knew she was excited. I also knew she was scared. I also knew she was the type to not back down. We had made a bet a short while back and the deal was she would do what ever I said for the evening and not chicken out. If she did chicken out, she had to take care of the yard for 2 months. It may seem silly, and it is in reality, but we are always betting on something and we both get a kick out of it. I have backed down before and Lisa is the undefeated champion so far. This is a title I knew she would not easily relinquish. Tonight I was determined to even the score. First I had her drink 3 straight shots of Tequila. Her title remained intact. Then we went out on the town. I really had no idea what I would do and figured something would come to mind once we were out and about. As we drove along we came along side a car full of teenagers. I had Lisa pull her top down and flash her tits at the boys. This resulted in me turning off the street I was on rather abruptly since these idiots raised so much hell and honked there horns so much I knew we would attract too much attention if it kept up. Lisa was cracking up since this back fired on me. Convinced I had given the car full of teens the slip I drove through the seedy section of town and then it hit me. Up ahead I spotted the adult bookstore. I knew I could get her to back down in that place. I had been in there before to buy X rated vids and knew the general layout. I pulled into the parking lot and noticed Lisa started to get a little nervous. "You're not serious," she said. "Are you chickening out?" I asked smugly. As we entered the bookstore all eyes not buried in books abruptly settled on Lisa. I could see her nipples poking through her tube top. There was a black guy sitting backwards on a magazine rack and he was pouring over a magazine. I told Lisa to go over to him and reach over him to get me the magazine directly above him on the top shelf. I knew this would give the guy a perfect view of Lisa's thong panties. Without much hesitation Lisa did as I directed. The guys eyes got as big as hubcaps as Lisa completed the task without much difficulty. "Dammit," I thought to myself, "I wish she wasn't so fucking tall". She brought back the magazine and handed it to me. "Not that one" I said, "the one next to it". She went back and I noticed a bulge developing in the black guys pants as Lisa reached back up above him. I knew he could see he panties clearly since the skirt flared out so much. She may as well have put his head under her skirt she was that close. When she brought me the magazine I told her to check out that guys bulge. She did and kind of rolled her eyes when she looked back at me. I looked around and noticed numerous guys ogling Lisa. I went over and got a roll of quarters and told Lisa to follow me. "Unless you are going to chicken out" I said. I was a little surprised she followed and figured it had to be the tequila. The back room consisted of a long hallway with doors evenly spaced all the way down. "What exactly is this" Lisa inquired. I explained they were private viewing rooms and she actually seemed to get a little interested. We stepped into an open room and as we did I noticed several eyes watching us. Most of the men out front had followed us. After we were in the room, I put a few quarters in the slot and the video started. Once the video started, it was much easier to see our enclosure. She asked about the roll of paper towels and I explained that guys would come in and jack off and use the paper towels to keep the place somewhat tidy. I pointed to the cum stains on the wall in front of us and told her the reason her shoes were sticking to the floor was because not all the guys used the paper towels. "Eeeeww your kidding" she said. "Well look" I said as I pointed to what appeared to be somewhat fresh cum on the wall in front of us, just below the viewing screen. "Check it out" I told her. "No way" she said. "Oh, does that mean your chicken" I asked. "In your dreams buddy" she said as she reached a finger to the liquid and dabbed at it. "Eeeww, I think it is" she reported. "Well either smell it, or taste it baby. You can't tell if its cum by just sticking your finger in it." "No way" was her reply. "So I guess that means you are chickening out then." I proclaimed. She threw her head back and sighed. "You will stop at nothing will you." She said. I shrugged. She must have forgot about smelling the cum and instead touched her finger to her tongue. "Eeeeewww, its cum" she said in a disgusted tone. I knew she did not have enough on her finger to tell for sure, but I was still surprised to see she had actually put her finger to her tongue. All this talk with the thin walls was being monitored as best as possible in the adjoining booths I was certain. Lisa had not noticed the side walls had strategically placed holes in them. But I did. Off to our right I looked down and saw a long black cock already sticking through the large hole. I figured it was no less than 7 inches, maybe more. Lisa still had not noticed the cock. "You are not going to chicken out huh?" I asked Lisa. "I was the champ and I will be the champ when we leave here" she proudly proclaimed. "Then jack that off" I said nodding my head at the black cock coming through the wall. I cracked up when she looked casually over and screamed. I quickly cupped my hand over her mouth and told her to shush. "Shit, you want someone to think your getting raped in here". She started to giggle and I had to shush her again. "You alright in there" a loud voice boomed. "We're fine really" I quickly replied. I peeked out the door to see the guy from the counter sauntering back down the hallway. Lisa was giggling nervously and asked if I was serious about her jacking the cock off. "Fuck yes" I replied "Unless you are chickening out". She turned and stared at the cock. It was still there, but it was not nearly as hard as it had been. Shit I found myself surprised it was even still there will all the commotion going on. "Go on" I pushed at her back. Still she stood and stared. "Fuck, I can't" she said. "Cool, then you're chickening out" I proclaimed, ready to claim victory. "What if it cums?" she giggled. "That is the idea" I said. She drew a deep breath and let it out while shaking her head from side to side. She leaned over to get a closer look at the cock. This guy on the other side of the wall had more patience than I did. I would have pulled my cock back long ago. Probably right after the scream. "Hurry up baby, the line is forming" I told her as I pointed to the other wall. Jutting through the other side of the booth was a white cock almost as big as the black one. The white one was dripping pre cum. Lisa looked at the white one then the black one and then at me. "You can't possibly be serious. You expect me to jack them both off?" she asked. I shrugged and nodded my head. "Unless you are ready to admit defeat," I chuckled. She abruptly turned to the black cock and taking a deep breath reached for it. I thought I would cum in my pants as she gripped the big black cock and slowly slid her hand down the shaft. After she had grabbed it, she began seriously pumping it. I heard serious moans from the other side of the wall. "Don't forget the other cock " I said. She paused and reached over to the other side of the somewhat narrow room and clenched the white cock in her hand and gave it a few quick pumps. Then back to the black cock. Her hand was making a squishing smacking sound from the precum that had been pouring from the black cock. To anyone outside it was obvious someone was getting a hand job. I surprised myself by saying "kiss it." For a while I was not sure Lisa had heard me. She kept jacking he cock in her hand and made no move toward it. Then I noticed her slowly begin to move her head closer to the black cock. Her hand was almost a blur. I knew she was thinking if she could get it over with quickly enough she would be done and not have any further demands placed on her. Then as if stealing a peck on a cheek, she closed the distance between her and the cock and kissed the head of the cock in her hand. She quickly returned to her former position. "Again" I said. And again she leaned forward and kissed the now dripping head of the black cock in her hand. I reached down to her since she had kneeled beside the wall and was bracing herself against it to a degree so she could maintain leverage, and quickly pulled her tube top to her waist. I quickly popped more quarters into the video so I could maintain the light in the cubicle and reaching into my pocket pulled out my camera. Lisa's eyes got big as I leaned over to catch a shot of her jacking this big black cock off through the large hole in the wall. I popped one quick shot. "Fuck" I thought to myself. I am blind now. The flash made me see a big blue dot and little else. Fortunately it quickly faded and I made a mental note to close my eyes on the next shots. "Kiss it for the camera babe" She did, and I captured her lips pressed up against the shiny dripping knob of the black cock. "Oh fuck baby, I heard from the other side of the wall, here it cums" All I had to say was "In your mouth baby or chicken out." Lisa's eyes looked like those of a deer caught in the headlights and she looked at me. I tilted my head to one side and shrugged my shoulders as if to ask her if she was giving up. A solid stream of cum jetted from the cock and it hit her directly on her cheek just below her eye. It was as if she knew she would lose as she immediately adjusted the aim of the cock and the next jet of cum went right in her opened mouth as she quickly closed the remaining distance between her mouth and the black cock. In her mouth went the cock as it pulsed out more cum. I was popping a steady stream of pictures and telling her to swallow it, all the while. I could hear moaning steadily and constant gulping from Lisa as she took shot after shot of cum in her mouth. It must have looked like a fireworks display from outside the room. I went through the rest of the film as she finished draining the black cock. She had slumped to the cum covered floor and looked lovely with her tits exposed and her short skirt up around her hips. It was as if she was trying to catch her breath from all the swallowing she had just done. I casually tapped her on the shoulder and pointed to the rock hard white cock on the other side. "Next" I said smugly. Lisa rolled her head back and from side to side, as she got up on her knees. She knee walked across the cum sticky floor to the other wall and immediately engulfed the white cock in her mouth almost to the balls. The guy on the other side of the wall must have nearly had a coronary to feel her mouth engulf his cock the way she did. As she pulled her head back she looked over at me and said she thought she would beat me to the punch. I fumbled with my camera and quickly loaded the next roll of film into it. Lisa was really going to town on this cock. She was sucking for all she was worth and jacking his cock into her mouth at the same time. The flash started popping rapidly on my camera. Lisa was kneeling up to the wall and it was an incredible sight. Her lovely tits and big hard nipples jutting were wobbling slightly as she pumped the cock into her mouth. I reached down between shots and pushed her skirt over her hips and then pushed her panties down to her knees as well. I reached between her slightly spread legs and running my hand down under her beautiful ass slid my finger deep into her sopping wet cunt. Fuck, it felt like she had turned a garden hose on up her cunt. She was dripping. I soon heard the white guy start his serious moaning and began taking rapid pictures as Lisa held the cock deep in her mouth. I knew he was shooting in her mouth because I could hear her gulping and gurgling as she tried to keep up with the flow of cum being shot into her mouth. I got some great shots as some of the cum dripped out from around the cock in her mouth and fell to her tits. I was amazed that she managed to swallow as much as she did. I knew the other booth now contained someone who had been watching the show through the peephole because I heard various exclamations while Lisa was sucking the white cock. "Holy shit" I heard and "Wow look at that pretty baby suck" and so on. No sooner had she finished than another slightly larger black cock cam jutting through the peep hole on the other side of the cubicle. Lisa had kind of slumped to her knees and was breathing heavily from her activity when I politely tapped her on the shoulder and pointed to the new black cock. "I will get even," she said as she reluctantly reached over and grasped the black cock in her fist. The precum was pouring from the new black cock as Lisa pumped it rapidly. The smacking noises of her fist pistoning on the glistening black cock echoed through out the back room and when it looked like this guy was getting ready to shoot. I calmly stated, "in the mouth babe". Lisa took a deep sigh as if she had hoped I would not say that again, and she moved her mouth toward the cock. "Don't put it in yet babe, just open your mouth wide and let me get some action shots of the cum shooting in." I said. "Unless you want to chicken out" I quickly added. Realizing I was probably going to lose again at the rate Lisa was complying with my radical requests I watched as she came up to the black cock and opened her mouth wide right in front of it. She continued to pump it rapidly while holding her mouth wide open. I began popping pictures rapid fire. "Lick it babe" I said. She licked the cock as she continued to pump it toward her open mouth. "Make him shoot babe, and catch it all in your mouth" I instructed. She was really pumping fast and I wondered if the pictures would simply show a blur where her hand was. Suddenly a gooey white rope of cum spurted like a fire hose from the black cock and I found out later I got a prize winning picture of the geyser of cum shooting the last 4 inches or so directly into Lisa's open mouth. I had no idea anyone could shoot that much cum but this guy most have shot a quart. "Keep your mouth open babe, don't lose any , don't swallow yet I want to get pictures" I was shouting commands like a movie director. The cum started to run down her lower lip and I shouted "keep it in your mouth, or chicken out". She slurped the gob of cum back up as if her life depended on it. I took several pictures from above her head looking down into her mouth with the end of the black cock held closely, and the river of cum filling her mouth. Finally the cock began to slow its discharge. All the while Lisa's hand had been like a jack hammer pumping hard on it. I took a couple more pictures of the softening black cock inches from her open and cum filled mouth, then told her to go ahead and swallow it. Her head kind of fell back farther as if she had hoped I would not say that. And her lips closed and she began to swallow. It took her several gulps to finish the job and more than one time I heard her gag but she managed. Three new cocks later plus 3 repeats of earlier sucked cocks, and 4 rolls of film we left our booth. I found it humorous that as we walked out of the bookstore although all eyes were on Lisa, no one stepped up or said anything. It was like they all wanted to maintain their anonymity. Lisa however turned beet red as we walked out. She was really embarrassed knowing that she had sucked the cocks of all the guys we passed. They knew it and she knew it, but no one said a word. As we walked out the guy behind the counter was the only one who spoke when he said emphatically and with a sigh "please, please come again." Getting back into the car I was dreading the knowledge that it looked like I would lose again. But I maintained hope that something would pop up yet before we got home that would gain me my first victory. Unfortunately, nothing happened and no opportunities came up on our way home. I am still looking. If anyone has any ideas, let me know... I am desperate. Dressed to Kill Shelly was dressed to kill, she'd had enough of staying home alone and ignoring her baser needs. It had been several weeks since "The Jerk" dumped her for her so called BFF, and now they were happily living together, and planning a future, one that didn't include Shelly. She had no one to call, since Nora, the Ex-BFF, had taken them all with her, they had mostly been her friends anyway. Slightly antisocial, and reverted as a teen, it had always been difficult to make friends, she just lacked the skills or the will. Why waste away bitter, better get wasted! She had been working all day on the look, she dyed her mousy brown hair to a deep auburn, she had it trimmed to fall in waves around her face, kind of bed sexy. Her bought new acrylic nails, longer and stronger than her own and lacquered them shiny black. The clothes she bought at Hot Topic, gave her a younger look, at 20 something she could pass for a teen. She dressed with care in a sheer black camp shirt, and over that she wore a buckle down leather bustier, and a short red and black plaid mini. She pulled on a black lace thong, for effect thigh high sheer stockings. Then added buckle up boots, to make her 5' 6" frame taller. She dug to the bottom of her jewel box, picking out any silver, chunky or leather item and trying it on. Make-up tonight was darker than usual, heavy on the eye liner, and mascara. Looking in the mirror, she barely recognized herself, still the same hazel eyes, but she looked as Goth as possible, because that's where she was hunting, in a new gothic theme bar that opened and she had heard some of the people she worked with talking about it. Shelly called a cab, so she wouldn't worry about her car, or parking hassles, and gave the driver the address of "The Pit". What a name, sounded like a dungeon, and on the inside, it looked like a dungeon. Dark recessed lighting encircled the room highlight faugh-stone walls. Rough looking chain chandeliers hung periodically throughout the main venue. Period looking rough honed tables and chairs where scatter around the border of a dance, slash concert arena, in front of a four foot stage. Black curtains fell from both wings of the band-stage, the background wall had several medieval weapons hung about for esthetics. After perusing the almost packed crowd, Shelly went to the bar and took a stool, ordering "Turkey" neat, with a beer. For a couple of hours, she developed a pattern, accept an invite to dance, return to the bar for more libation. Different partners each time, same bourbon and beer chaser. After tipping back the shot, she glanced in the bar mirror, and met the steely gaze of a patron sitting next to her. He looked like he was lit with a short fuse. "Dance?" she asked. "Sorry, not a dancer." He replied, in a crisp English lilt, and turned toward her to take her whole look in, he looked her over and called to the bar tender. "Another round for her and me, Tom." "Thanks, for the drink, I'm Shelly." She offered her hand, he looked at it but didn't pick it up, and this made her uncomfortable. Shelly didn't look over at him again, for ten minutes, making up her mind how she was going to play this. She turned to him and said, "Is everyone in here fucking bugging you, or is it just me?" Slowly pivoting on his stool, he turned toward me, grasped me by the elbow, picked up my purse and headed for the back. He escorted me to a door by the stage, where he used a key card to enter. Shit, me and my big mouth, getting "86" from another club. He hauled me beside him down a back hallway, and though another security door, the interior of this room held a couch, coffee table and TV, reminding me of someone's home. He pushed me down to the couch, and returned with a couple of glasses, and a bottle. "Jason, that's me sweetness" He handed me a glass. "Now you can chat me up love, you and those sexy stockings have my full on attention." He leaned forward, and stroked the skin between the stocking and my mini. Suddenly I had nothing to say, absolutely nothing. He pushed up passed the hem of the skirt, and found the lace edge of the thong, covering all my feminine secrets. "Bloody, hell, I want some of that" He slid to the floor on his knees in front of her, gliding both hands up the outside of her thighs and hips, he leaned in for a kiss. Slow, long and though, he took his time, he was an excellent kisser. He nibbled, and stroked her until she felt the moist heat of her sex, and began to move in time with his seduction. She felt the ridge of his swollen fuckmeat, and pondered just how big he was, very well endowed. Shelly reach for him now, pulling the t-shirt from his jeans, pushing it up over his smooth ribs, and grazing his back with her nails. "Little girl, are you gonna make me a happy man tonight?" he inquired. "Dance in the dark with me? Horizontal mambo?" "Oh yes, yes please, do me." "Heh, Heh, Heh, you first." With that, he stood and shucked his jeans to his knees and placed "10" big inches in her face, "Suck me baby, eat my fuck, make Daddy feel good." "Mmmmmm yummy." Shelly scooted to the edge of the couch taking hold of his velvet hardness, she licked the bead of pre-cum, she rubbed her lips down both sides before taking him inside her mouth, she swirled her tongue around the tip tasting the saltiness. She swallowed him deep, bumping her tonsils, pausing then pulled back slowly, looking up at him for approval. "Ahh you witch, your so good, such a good little cock sucker." He pressed forward, urging her to take more, fingers massaged her scalp and lightly pulled at her hair. After minutes her jaw began to ache, he held her head and face fucked her. "Shit, so hot, I'm there baby, swallow it all." So she did, and when she had cleaned him off thoroughly, he pulled her to stand in front of him and kissed her with that talented mouth, plunging his tongue deep, he kissed her silly. Then bending forward he flipped her over his shoulder and toted her upside down into the next room with a king size bed in the center, he tossed her onto the bed and began stripping, throwing his t-shirt, kicking off shoes, pulling off socks. He leaned over the bed, planted a kiss on her, and peeled off his jeans and briefs. Shelly appraised his body, heated gaze wandering over his defined chest, and ripped abs, and his cock even when limp was impressive. "Shell, how do you like it, can I eat your kitty?" He smiled and joined her on the bed, and began with the buckles on her boots, and pulled them off, with each stocking he removed, he kissed the arch of her foot. Next he pulled off her skirt, then licked his lips and slid a finger under the thong tracing the band of lace along her mound. "Yes please." "Please what baby?" he whispered. "Jason." "Tell me, tell me now." "Lick me, eat my pussy, make me scream." She brought his hand up to her mouth, and sucked the finger he had been using to tease her, then put it back, wet. His cock jerked against her leg and he unbuckled the front of the leather bustier, and threw it across the room when he got it off, and pulled the camp shirt over her head popping a couple of buttons. "Plump titties you got there, perfect." He lowered his head to her breasts while he fondled her pussy. He suckled her with such force, a tingling began in the pit of her stomach, she arched her back, and fed them to him, her breath coming in shallow gasps. He nibbled his way down her ribs, teething her hip bone, making her jump, and spread her legs to look at her pink flesh. "Pretty kitty, did you wax it for me, mmmm, just a strip of fur left." He lowered his head to her leg and bit the inside of her thigh urging her legs to spread for him, he pulled her lips apart and licked her, tonguing her box, and sucking her clit. "Ahh, oh my god, oh my god, oh my god." Her hips twitched and she reached for him, stroking the back of his head. "That's so good" He chuckled in his throat, and buried his head between her legs, cupping her ass to bring her up to his mouth. He pushed a finger inside her box, and started stroking her in a constant rhythm. Soon, she arched, very soon, she grabbed at the sheets, and gasped hoarsely, "Jason!" , and all her muscles clenched, ending with a flutter deep inside. He turned his head to the side nibbling her thigh, then moved up over to her belly and breasts. He comfortably settled himself and began to kiss and nibble at her throat and ears. He sucked at the side of her neck, pulling the skin to leave his mark, then laving the spot to sooth it. He ground his hips into her, circling and stroking his cock up through her pussy, he was growing harder by the second. She reached down between them and stroked his cock. "Jason, I want you, fuck me." "I want you too, put me in your kitty." She slid the head down, until it found her clef, and he pushed forward, it took two tries for him to pop past the tight entrance. He pushed in again, then groaned and pulled out, only to return to that point and push further. She wrapped him in her legs, and scraped her nails on his back. He set up a slow, steady pace, and kissed her deeply, pushing his tongue in her mouth, as his cock fucked her pussy. He pinched her breasts, and pulled her nipples. She pushed her hips back at him meeting his every thrust. They both moaned, and he unhooked her legs and pulled out. Pushing himself up on his knees, he grabbed a leg and flipped her over on her belly, then pulled her ass up to him, and shoved himself back in. "Shell baby, I need to fuck you, I need to fuck you hard." He began to stroke in viciously, lifting her with every stroke, hands grabbed her hips where tomorrow she would have bruises. Inch by inch, he took her from behind, moving her up the bed. He filled and stretched her, satisfying that itch she needed to scratch. Her breasts jerked with he pounding he was giving her, and she glanced over her shoulder at him worshiping him with her eyes. She was getting it good. "Oh God, fuck me!" Laughing he said, "You can call me Jason love, no need to stand on ceremony." He pushed her shoulders down and angled her ass up more, at first he patted her then began smacking her cheeks, one side then the other. The stinging of her cheeks made her skin sensitive, her pussy gripped him like a vice, and began to spasm. "I'm cuming, please Jason please, ahh-hhh." "Mmmmm Baby, take my cock, milk my prick." His grip tightened as he jerked into her uncontrollably, he folded and bent across her back, and bit her shoulder. Exhausted and finished he rolled to the side and spooned her up against him, both their hearts were beating, shaking them visibly, a sheen of sweat covered them. "Sweetheart, I feel like I just died, that was the best." "Well, when I left home tonight, I was dressed to kill." She giggled, and he hugged her, kissing her hair. Dressed to Kill Derek Waters fiddled nervously with his tie as he waited in the foyer of Pampered Pussy to be called in for his interview as a senior salesperson. He looked again at his watch growing more nervous by the minute. The male receptionist smiled as he looked up, "I'm sure they won't be long," he spoke quietly, before returning to his work. "No worries," Derek replied returning to his thoughts. It was all a bit of a rush, the job agency where he was registered had only phoned him just yesterday asking for him to present himself for an interview, apologizing for the short notice. Apparently the position had become available due to a sudden illness. He had registered with the agency as he had been in retail sales for a few years and was looking to move up the corporate ladder. The interview was for 10 am and he had arrived a little early. The agency had little information to provide, saying the company would fill him in on the details at the interview; all they knew was the name, Pampered Pussy, and the address and phone number. The job description was for a senior salesperson and that was it. As a cat lover he was interested in the name Pampered Pussy, it certainly sounded interesting, though businesses like this could be fairly dull behind the scenes no matter what their name or the product. His computer was broken so he had been unable to go online, so he really had no idea what Pampered Pussy actually sold. The double opaque glass entrance doors slid open slowly and a man walked out carrying a briefcase and after speaking briefly with the receptionist walked over the lifts and pressed the call button. Derek watched him go and returned to musing on the job and what it might entail. The door through which the man had appeared, which up to now had been closed now stayed open revealing a foyer with a wall on which were some large colorful prints. Three people walked into view and stopped in the center of the foyer and Derek almost gasped out loud. Two were men in shirts sleeves and ties and they were talking to a black haired woman with a bob cut with her back to him turned slightly to one side. Derek couldn't believe his eyes as the nakedness of her body was only broken by the thin straps of her suspenders around the top of her hips attached to a pair of white stockings. Her only other item of clothing was a pair of high heeled red shoes. Derek's jaw dropped as he watched the threesome, or rather stared at the woman. She stood with her hands by her side, exposing her full nakedness to the two men, both who were staring at her breasts. She must have said something as they all laughed. They talked for a good minute or two before the men nodded and left, walking away from view. To Derek's delight she turned and walked towards the open door displaying herself fully to him as he sat staring, his mouth open, her breasts were large with small nipples and as she walked they swung from side to side, further down the dark triangle of her pubic hair contrasted strongly with her pale skin. She smiled at Derek and addressed the receptionist. She walked out into the foyer. "Hi John, looks like the doors are on the blink again, can you phone maintenance to get it sorted, we don't want them jamming shut do we?" "OK Angela I'll get onto it now." She then walked over to Derek... A week earlier... It was a bright sunny day as Angela drove the red Mini Cooper into the car park of Pampered Pussy where she worked. Choosing a spot as near to the entrance as she could find she stopped, backed in and turned off the motor. She checked herself in the driving mirror and, satisfied, picked up her handbag, removed the keys with a jangle and got out. The car beeped as she used the remote to lock it and slipping the bag over her shoulder made for the entrance. She was happy, life looked good. She had just moved into a new flat after signing a 12 months lease, which was expensive, but it was the only one available in the area. The bond was a bit steep, and the conditions meant she could lose the lot if she did not keep up with the rent, but she was getting good pay and knew she could cover the costs. She had now been at Pampered Pussy for three months and was lucky to have got the job as it paid twice any other secretarial position. She had seen the advert in the local paper requiring well-presented model secretaries for a forward looking young company. It asked applicants to send in a recent photo of themselves in a swimsuit, which she thought a bit odd but who knew what employers wanted these days. So she did a bit of research and discovered Pampered Pussy made and sold quality lingerie for fashion conscious ladies. They had offices in a heart of the city not out in the suburbs and their website looked very professional and not sleazy at all so she thought what the hell; why not give it a go. She dug out her fairly small red bikini which certainly showed off her curves, especially her 38 D breasts, took a digital shot and attached it to the email specified in the advert and sent it off. She had been one of several women being interviewed that morning, and as she sat in the waiting room, she looked at the others applying for the position. They were all were young, attractive and curvaceous. Angela with her slim body and generous bust certainly didn't feel out of place. Dressed in a white blouse undone to the third button, there was nothing wrong with showing a bit of cleavage when applying for a job she mused, and a black short skirt, she felt she looked the part. To her surprise and pleasure she had been offered a job on the spot as secretary to Mr. Chambers in sales. And here she was three months later entering the building with barely a care in the world, though her boss Mr. Chambers was a little bit of a problem. Unlike many of the men at Pampered Pussy who we young and in their twenties, he was in his mid-fifties balding with a paunch and wandering palms. Several times Angela had to remove his hands when they wandered too far. And his eyes seemed fixed upon her breasts. She had often caught him looking down over her shoulder when her top was a bit low, but as he was friends with the owner Angela knew she would just have to put up with him patting her bottom every now and again. She knew she would not achieve anything by complaining and could possibly lose her job if it came to her word against his. She entered the lift and rode it to floor 10 where she worked along with another dozen or so secretaries. Pampered Pussy took up two floors of the twenty story building and many of the rooms looked out over the city. The area Angela worked in was internal, one of several in a row that abutted their bosses' rooms, who of course had the window views. Semi opaque glass walls separated the two areas and a general hum of activity filled the air. Angela placed her bag in her desk drawer and after picking up her pad knocked on Mr. Chamber's door before entering. "Come in," came a faint voice and she entered. "Oh hello dear, how are you today, lovely as ever," he smiled as he looked her over, and as always especially her breasts. "Fine sir, anything you need done before I complete the Carters order?" "Not at the moment though the big cheese is in this morning and wants all the staff to gather in the break room at ten." "Any idea why, sir?" 'Not a clue, probably some blurb about productivity or something." He smiled. "You know what they are like when they get a bee in their bonnet about something. He did say it was important and would change the direction the firm was heading by presenting us in a new light, whatever that means." He smiled. "Right sir, I'll wait and see what it is all about, anything more you want to add to the Carter submission?" "No, just make sure the figures are right you know what they are like." Angela nodded and left and wondered about the meeting and hoped it was good news; she certainly didn't want to hear that the business had failed. She returned to her desk and started to work. Carters were a big buyer of their products and were very fussy about getting exactly the right quality product for the right price. She returned to the submission and continued to number and copied the descriptions. She was so engrossed making sure the information was accurate, that the time just flew by, until with a start she looked up to see the time was almost 10 o'clock. Mr. Chambers came out of his den and pointed at his watch. "Time to go my dear, we mustn't miss the show." He waited whilst she stood and came round her desk, predictably patting on her bottom as he shooed her along. The break room was bright and stark with windows down one side, a café section with a small kitchenette and sink. Several tables were surrounded by modern plastic chairs. Angela nodded at a few of the girls she knew and found a spot to sit away from Mr. Chambers. A screen and projector had been set up at the front. The door open and Mr. Adams, the boss, entered with a group of men in shirt and ties. He was a commanding figure of a man in his fifties, and went to the front of the room with his entourage trailing behind him, none whom Angela had ever seen. They held cartons and cases which they put down on empty tables at the side. Mr. Adams looked around the room waiting as the room filled whilst talking quietly to one of the men standing next to him, until everyone appeared to be there. He held up his hand and the room grew quiet. "Hi everyone," he said "Hi," they dutifully replied. "We at Pampered Pussy are pleased that last year saw a large increase in our sales and you should all congratulate yourselves on your part in this achievement." There were some pleased murmurs from the crowd, even Angela was pleased that there was no talk reducing staff. "We have however seen a change in the buying choices of our customers; they are looking for more interesting items and to this end have been putting together a new catalogue to reflect that choice. We will drop many of the more conservative items whilst moving into a range of more exciting lines we have been designing. Let's take a look at what I am talking about." He turned to a screen behind him where a presentation started. The presentation showed models displaying the range of lingerie. Mr. Adams flicked through the selection using a hand piece. It was certainly less conservative to put it mildly. Gone were most of the small two pieces, covering a woman's charms. Nearly every item now was either open at the bust allowing the woman's nipples to be seen, or open at the crotch to show her sex. Many were both. The thongs had literally become strings. Many of the bras now merely presented the breasts rather than supporting them. Angela watched with the rest as he flicked on through the other selections, micro bikinis bottoms, open bikinis were mere straps framing the vulva, or cutting into it, separating the labia. Nightgowns were more transparent allowing a clear view of the models breasts and genitals and many were displayed with no panties at all, some even stopped just below the waist. There were many images of models in suspender belts and stockings alone, the lingerie had certainly changed, as had the presentation. Then came upon a new section of body jewelry, with women adorned like Christmas trees with items dangling either from their nipples or their labia. Some even inserted inside their vaginas or anuses, Angela squirmed at the sight of one girl with a substantial plug up her anus with a bunny tail on it. The display came to a stop and the screen went dark. There was a stunned silence, before the group started to mutter quietly. Mr. Adams once again addressed the room, "Some might think this range is getting too risqué and not suitable for us to produce, but there you are wrong, as the customer is always right. In fact we should embrace their choice. "The new range reflects the tastes of the modern woman to satisfy her and her partner's desires and fantasies, and none of you ladies should be reluctant to wear anything we sell. A member of the Pampered Pussy team should feel proud to wear our range." He said looking around the room. He continued, "We are also changing some of our sales methods, and will be inviting many of our distributors to our premises to view the articles; in fact there will be some here this afternoon. This will show them they are not only sexy but can be worn by anyone anywhere." There was a slight murmur from the girls as they wondered where this talk was going." "To keep in line with this thinking I have decide to give all you girls a significant pay rise, as an incentive and reward to reflect the importance of the part you will be playing in this project." There was a murmur of approving sounds around the room as the women took in this information. Though there were also a few raised eyebrows wondering what role they were expected to take in this new enterprise. "I look around and see an attractive team of fine women, who I believe are ready to take part in the next stage of our project. Of course if you feel are not capable of committing to this then of course you may leave of course with no severance pay, nor reference. But I am sure you will agree to my proposal." He smiled. "Please Sir, what are you proposing?" One of the girls piped up. "Ah good, to the point, I like that." He smiled. "Please bear with me and all will be revealed as it were." "From today, in fact from this very meeting all the women in Pampered Pussy will wear an article chosen randomly each day to wear from our new range whilst at work. This way if a buyer arrives we are always ready to show our range. You were chosen not just for your office skills but also for your figures and charms. Now you will put those good looks to work." There were gasps and a few giggles as the girls took this in, but wear these erotic articles around the men they worked with? Still it didn't seem too bad thought Angela, after all underwear was just that underwear. Even though some of the items seemed a bit extreme she was sure she could put up with them for a day. They would hardly expect the women to wear nightgowns, would they? "Just in case I didn't totally make myself clear, what I mean." emphasized Mr. Adams, "You'll wear only the items in our range, no other clothes and every day. There was a gasp. 'But sir we'll be next to naked or worse." "No! You'll be wearing Pampered Pussy clothing and proudly!" he stressed, with a smile. The murmur rose as the girls contemplated what he had said; work in underwear if one could call it that. From the men there were laughs and chuckles, as they also took in the news. Angela turned to see Mr. Chambers with a huge smile on his face, give her the thumbs up. She was horrified, to work and be on display like the girls in the presentation? She felt herself blushing at the thought. Mr. Adams held up his hand once more to silence the hubbub that had now erupted in the room. "I think now the men can return to work, whilst I talk to the ladies." Dutifully the men filed out all chatting and sniggering until the room contained just the women and the boss's entourage. "Anyone not happy with what we are doing, please feel free to leave now, you can collect your effects and go. Remember there will be neither severance nor a reference." One girl stood up and stormed out shouting that it was disgusting, and that they were not cattle to be paraded naked at work in front of the leering men. Angela also wanted to leave but the thought of losing her job was too awful to contemplate and so she stayed along with the rest, who also must have be in the same boat. Some murmured that they also could do with the extra money. The other girls looked at each other, all a little stunned; some whispered to their friends whilst others were quiet whilst they tried to take it all in. "Are there any more who are unhappy with our proposal, no," he looked around, "Good, well let's get on," he said as he rubbed his hands together. "My colleague here will be filming this historic occasion, for our company records." One of the men opened a case and took out a video camera and a small tripod. After fiddling with the controls, he turned it towards the waiting women. "Now if all you lovely ladies would strip naked, we can start. You can just leave your clothes on the tables for the moment. Please keep wearing your shoes, as of course they will be needed for work." He chuckled. There was a moment's hesitation when suddenly the girls realized that this was really happening and they were truly expected to take off their clothes by their boss and in front of the men standing before them. It was either that or lose their jobs. One by one they slowly stood and started to undo buttons and zips. Sliding blouses off shoulders and slipping skirts down their legs. Those wearing them, removing their tights or slips until finally, there was a display of various panties and bras. Many like Angela's were modest affairs, whilst others were very scanty, barely covering their sex or buttocks, some even had bras that just cupped their breasts leaving their nipples exposed. Then the final moment arrived and arms went behind backs or to the front, to unclip bras and panties were slid down legs and within a minute or two the girls stood naked. The bare stark room was now filled with the lovely sight of warm bodies, bare breasts and nipples of all shapes and sizes and of course, naked pussies. Some covered themselves whilst others stood arms by their sides or crossed, some had sat down whilst others stood. Angela blushing like many of the women had crossed her arm across her breasts, probably the largest in the room, though all the women we well endowed, there were no tiny tits amongst this group. Of course Angela didn't realize that the selection of women to work at Pampered Pussy had only included attractive slim young women with generous breasts hence the bikini photo. There was a murmur as the women reassured each other that it was not really so bad after all, there were even a couple of giggles. All the while the event was videoed. Mr. Adams and his assistants smiled at the women as they looked around. "Now if you would all stand," he said raising his hands in a gesture and they did as commanded. "We need to assess you individually for the most suitable items to wear. We'll start by getting you all go to the back of the room and then one by one walk up this aisle towards us, and please ladies hands by your sides, we do want to see your charms." He motioned with his hands indicating their breasts. "Keep going until I tell you to stop, my assistant will of course be filming you for us to use later for information." "More like masturbation," one of the women whispered quietly to Angela with a chuckle. The women walked to the back of the room and then one by one walked naked towards the men, their breasts swaying delightfully with every step. Their sex exposed, whether covered with hair or shaved as some were. This display went on for some time as the man filming the women started at the front and then filmed from the side before standing at the back and repeating the process. Mr. Adams talked to a man beside him, who had produced a small note, and jotted down notes. Finally Mr. Adams had the women stop and told them to sit down. "Beautiful, you should all be proud of your bodies; at Pampered Pussy we honor every woman and of course every woman's pussy, I notice some of you ladies could do with a trim," he towards his crotch, "and we will be piercing all your nipples, and labia." There was a shocked response from the women, and they all started complaining that this was going too far. Again he held up his hand. "Please, please, the procedure is completely painless and totally harmless. We are using the latest laser freeze technique; you will feel nothing and will not have to wear rings. The piercings will not close, and will be barely noticeable." Dressed to Kill There were still murmurings but Mr. Adams held up his hand again. "We will get them done now as all these gentlemen are licensed to use the equipment so let's get started, then we'll get dressed and get out there and kill 'em. Grab a coffee while you wait." Angela's mind was in a daze, along with the other girls who walked out of the coffee room that morning. She was following a girl in a completely transparent night gown that stopped at her hips, leaving her buttocks and of course pussy totally exposed. Behind her another girl followed with a red sling bikini, open at the crotch and barely covering her nipples, her breasts swayed as she walked along. However they were positively over dressed as Angela wore a red leather collar with a fine chain lead hanging from it between her breasts, red leather cuffs, two large pearls that hung on short silver chains from the nipples, and another large pearl hanging from the ring in her clitoris hood and that was all. She had tried to get Mr. Adams to change her "clothes" to something else, but he insisted that it had to be a random selection. "You look delightful Angela, I'm sure Mr. Chambers will approve. Now get along with you, we really must be ready for the visitors this afternoon," he said as he looked at his watch. So here she was walking in front of all her male co-workers naked and adorned. She could feel the pearl at her crotch patting her pussy as she walked along. She certainly got stares from her co-workers, all who stopped working as she walked by on the way to her desk. All around she could see the other women showing their charms and wondered whether they were as embarrassed as she felt. She had to really concentrate to stop covering herself. As she walked down the open aisle she could see Mr. Chambers, standing staring at her has she approached, this was the moment she was most worried about, she knew he couldn't keep his hands to himself when she was dressed, what would he be like now? As she drew closer he stared fixedly at her breasts, seeing them for the first time uncovered. "Ah Angela, you look delightful and there is so much of you to see." his grinned reached from ear to ear, as he looked her up and down. "Those pearls just add to the delight of your body, they certainly draw the eye." He looked down at her crotch, "I see you are also sporting one between your legs, show me." Her bent down and stared at Angela's crotch, and before Angela could stop him he gave the pearl a small tug making her gasp as it pulled her clitoral hood.. "Stop it, sir." she said slapping his hand away. "Ah, what have we here?" he said as he grasped the lead between Angela's breasts and started to lead Angela around the room, "You'd certainly make a nice pet eh Angela." He turned and pulled her towards him, when his eyes suddenly went fixed and clasping his chest he gave a gasp and fell forward burying his face in her breasts, as he slumped forward. Tracey grasped him going down with him as he slid to his knees. "Mr. Chambers? Are you alright?" Angela squeaked as she tried to prevent him from falling onto the ground her breasts rubbing against him as she held him. He looked at them and slurred, "I'm in heaven," as he finally slumped down to the floor. There was a flurry of activity as people flocked around, the safety officer appeared and told everyone to move away as he assessed Mr. Chambers condition. "Phone for an ambulance, I think he has had a heart attack. Stay with him Angela, I think he'll be OK but we just need to make sure." Mr. Chambers was taken away, and much to his regret was informed he should not return to work as the stress was just too much for his heart. That was just a week ago, now Angela was on her way to fetch a candidate for an interview for his position, she was at least grateful her uniform for the day did not have nipple or labial jewelry, she had found them odd to wear around her male colleagues, though they didn't seem to complain. She walked to reception and bumped into Rogers and Davis who had some minor thing they wished to talk about, though she felt it was just an excuse to stand and stare at her breasts. She talked for a while until she noticed the door to reception was stuck open and a young man was sitting staring at them. "Oh well I'd better fetch the new possible for Mr. Chambers job, I hope his palms are more under control." They all laughed and after a couple of comments they nodded and left. She walked out into the foyer. "Hi John, looks like the doors are on the blink again, can you phone maintenance to get it sorted, we don't want them jamming shut do we?" "OK Angela I'll get onto it now." She then walked over to Derek...