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Oh my ... what a little slut I've becum ... Here I am typing away with freshly lacquered nails, wearing a sweet little babydoll, with a wet pantyliner ... still moist from my little shopping excursion. Earlier this evening, I arranged to meet a former female co-worker immediately after my little shopping trip, in order to test my resolve. As instructed, I wore my black lingerie under my suit. After work I drove to the farthest end of the shopping street; from where I did my shopping and rendezvoused. It was a dinner engagement, so I wouldn't be able to just say hello and quickly dash off! However, what wonderful things I bought before our meal ... its no longer possible to pass racks of lingerie without stopping to take a good look. Today I bought an "Oroton" cranberry colored polished leather handbag (with plenty of room for my paraphernalia), a matching women's tri-fold wallet, and a wonderful pair of Charles David "Mariah" open toe strap heals in gold leather and a pair of Kenneth Cole "Babyface" T-stap heals in black leather. So many shoes ... so little time. The smartly dressed sales girl did ask if I wanted to wear my purchase out of the store ... I took a gamble and asked what she thought ... what a rush of exhilaration!!! I arrived at the restaurant early (shopping bags in tow), before my female guest and immediately made a beeline for the restrooms. I was tempted to use the ladies room, since both lavatories were single occupancy (and the restaurant was nearly deserted). Sitting on the toilet I inserted a pantyliner as instructed and immediately set to work. It is virtually impossible to cum with IT neatly tucked between one's legs. So I repositioned the sanitary napkin and adjusted my _ _ _ _ to work. Now I understand why the men's lavatory is so important ... How, delicious ... I imagined sucking my former co-worker's boyfriend, as I focused my attention on the reflection of my crimson lips in the small compact mirror. The dildo practice and all the previous exercises are finally beginning to payoff ... I can cum without too much encouragement. Hands are no longer needed. After freshening-up and applying fresh (natural color) lipstick, I returned to my secluded booth. As I walked to the table I could feel the fresh cum drizzle down legs, and in my (self) satisfied state almost went home. I ordered a double martini instead, which was immediately consumed. Then I discretely positioned my shopping on the bench next to me, in full view. Shortly my former co-worker arrived. We chattened about old times, her new job, the others that have left and where they are now, and her boyfriend. (I'd didn't volunteer too much about myself). We ordered more drinks and then dinner. Suddenly she became a little unsettled as she noticed the subtle lipstick on my glass. At first she dismissed it ... the restaurant staff had done too good a job in cleaning the glasses. She still appeared uneasy. I could feel the wetness at my crotch and myself getting stiff. Then she focused on the collection of shopping bags next to me. It was obvious they were all from an assortment of fashionable women's shops. She was becoming increasingly uncomfortable, as her conversation stammered and train of thought became easily distracted ... I listened as though everything was perfectly normal. I discretely traced my panties under my dinner nakin, and as I could feel my bra press my chest. I could feel the exhilaration, as barriers were crossed. I remained focused on the wetness in my pant(ies). Even though we'd worked together, she obviously didn't know me ... her eyes finally became targeted on my chest as I could see she wasn't sure if she was imagining something ... what she imagined was my Chantelle black lace demi-bra under my white button down shirt. Our food arrived ... she had such difficulty eating. While the table was cleared, I excused myself to use the (ladies) restoom. I took the opportunity to adjust my pantyliner and hose, and compose myself applying fresh (natural) lipstick. While I was otherwise occupied, I'm sure she checked my purchases. As we said our goodbyes nothing more was communicated, other than the visible signs of discomfort with the whole experience. Upon returning home, I made a nice hot bath, applied the crimson to my lips, and just finished painting my toes and fingers as instructed. I can't wait to see my red toes, clad in black hose, and my new open toe heals. I'm ready to read Assignment Eight. Forgive me Mistress ... Its been three weeks since my last confession! This is much, much harder than I ever expected .... It took me three tries to workup enough courage to complete Assignment no. Eight. You were right ... if I couldn't do Assignment Seven, no way could I do Eight. Finally I did go shopping, however after dark (this past Thursday night). Yes, as instructed I painted my nails with three coats "Cherry Blossom Frost" lacquer and a coat clear varnish ... Yes, I wore my lacy black bra and panty set ... Yes, I rolled up my jeans 2" to show-off my pretty "Ebony" nylons ... Yes, I carried my new polished cranberry leather handbag (with a fresh package of pantyhose, a pantyliner, the crimson red lipstick, and my delicious dildo). And finally ... Yes, I wore my natural color lipstick, which I refreshened and made sure I could taste (Mmmmmm ... Um yummy). I also brought along both my gold leather strap open toe and T-stap black leather heals; from my last shopping trip. After preparing, I finally mustered up the nerve to go out and do the required necessary shopping ... As I drove, the reflection of the oncoming headlights danced on the iridescent finish of my freshly painted nails. Several time I broke concentration and nearly drove off the road as my eyes became easily distracted. When traffic stopped I examined the passenger seat; my new purse and women's strap shoes next to me. The cars behind honked for me to go! After much hesitation I finally arrived at my destination ... I checked my lipstick again in the passenger side visor vanity mirror. Then I entered a stylish women's clothing store and headed straight to women's pants. The shop was virtually deserted. As I thumbed through the racks of ladies' slacks, a female sales clerk approached me and inquired if I was able to find everything okay. I asked if they carried lined side zip trousers. She asked what size?!? There was a long pause ... with a bit of hesitation (and eyes turned away in embarrassment) I revealed they were actually for me (as though she couldn't already tell)!?! ... I could feel the rush of humiliation and exhilaration as I said the words. It felt like an eternity ... However, she didn't appear uncomfortable or the least bit suprised by my admission. The sales clerk took me aside ... she measured my waist, hips and inseam, then picked several pairs in assorted fabric and colors for me to select from. Next she ushered me into a solitary dressing booth. I was apprehensive at first (using the women's changing room), but when I felt the silky satin lining against the nylon pantyhose I almost fainted from the sensation. Then when I pulled the waist over my hips and could feel the snug fit as I fasten the inside eye and hook, and zipped and buttoned the side. I immediately knew this was heaven. (I did need to make a few adjustments, and tucked IT neatly away between my legs.) What a rush ... I had to distract myself to keep from creaming in my panties. The tight waist, wide roomy hips and pleated front, the shallow vertical slit pockets (not really meant to be used), tapered rear (without pockets), and the flat seamless front that disappeared between my legs (without room to spare). These are definitely not made for men. (I always thought men's and women's trousers were much the same ... n'est pas!) Outside the changing room the sales woman asked how they fit, and insisted I show her. She had me stand in front a full length mirror, while she smoothed my rear and lifted the waist higher into place. She wanted to know if I'd be wearing them with flats or heals. I showed her the shoes in my shopping bag, and then she insisted I put them on. With heals, the pants showed enough nylon clad ankle to complete the picture. The sales women then inquired what kind of top I'd be wearing (her question went much deeper ... Did I have a complete outfit in mind) to go with the slacks. She showed me several blouses (did I say blouses?!? ... Yes blouses). Button up the back, tapered (darts) in the front, shoulders padded, slightly shear, silky to the touch ... blouses. I went back to the changing booth. I removed my T-shirt, and lifted the feminine short sleeve blouse into place. The sales clerk helped me with the rear buttons (she did appear shocked by the fact I was wearing a bra), and escorted me back to the full mirror once more. The image I saw in the full mirror was both frightening and very highly erotic. Here I was ... in a fashionable women's clothing store, wearing black side zip gabardine slack (no men's fly), a pink short sleeve tapered rear button blouse with Peter Pan collar (with the outline of my black bra visible), pink frosted enameled finger nails, black leather T-stap heals, and black nylon sandal foot pantyhose with crimson red toenails. I expected to see a woman ... The refection was that of a real sissy ... ME! I wore my new outfit when finishing the rest of my shopping ... At the register I reached into my purse, with my colorful nails, removed my matching women's billfold and paid cash for my purchase. I was sorely tempted to buy more items, but exercised real restraint. I'm sure there will be other purchases assignments, and I'll be back again. I love wearing my new outfit ... On the way home I stopped at an all night pharmacy and spent nearly 15 minutes walking up and down the aisles, studying make-up, hair care and feminine hygiene products, and women's toiletries. I made a few impulse purchases including a women's workout magazine, and the knee-high stockings to complete the task ... I still need to purchase the birdseed today. I love my new fem clothing and wear them all the time at home ... I especially love the look of having nothing between my legs. It is both sexually arousing and totally emasculating ... Oh my! What at thought! I've continued my didlo sucking practice, masturbating without cumming, but I'm sure getting very horny ... Please, do I get to cum again soon?!? Its been nearly three weeks ... I don't think I can holdout much longer. I'm looking forward to Assignment no. Nine. Yes ... This time I completed Assignment no. Eight ... really!!! I'm finally beginning to understand ... I'll never be a Woman ... I'll always be a man obsessed with wearing women's clothing; a real sissy. Yes, I completed Assignment no. Eight ... really. This time I followed your instructions to the letter, and didn't return home until everything was done and all checked off. I feel totally and completely humiliated ... and what's even worse, I enjoyed the entire experience! Yesterday morning I woke extremely early to go through the entire preparation ritual; long before any stores opened. I prepared myself as instructed ... I removed the red lacquer on my toes, freshly shaved all my body hair clean, and once again reapplied fresh color to my toes ... Once again I painted my finger nails with three coats "Cherry Blossom Frost" lacquer and a coat clear varnish ... I wore my black lace Felina "Harlow" bra and panty girdle set, and a fresh pair of pantyhose. I rolled up my jeans to show-off my shear black nylons. I brought along my polished leather handbag, filled with the appropriate feminine paraphernalia. And finally ... Yes, I wore my natural color lipstick (applied three times as instructed). This time I went shopping during the day ... I did not bring along anything of my previous purchases, deciding that all the items, pants, blouse, shoes, and birdseed would have to be purchased new as instructed. Further, to make sure this would be a fresh experience, I didn't return to any of the previous merchants where I had made my purchases before. This time I took a slightly different approach and went shopping at Banana Republic ... After wandered the shelves and racks of both men's and women's outfits, finally focusing on women's pants. A young sales girl (much my junior) politely asked if she could help me find something. She was very amused by my "sissy" appearance, but didn't say anything about my nail color, lipstick or nylon clad ankles. She did help me assemble a suitable outfit. A pair of black flannel (satin lined) size zip slacks, and a pastel colored flowery short sleeve, rear fastening crepe blouse. Next I went to a women's shoe store, looking for the appropriate strappy high heal sandals. The woman here was even more helpful. She suggested several styles, bringing me an assortment to select from. She wasn't at all shocked or put off by my sissy appearance, and made sure everything fit properly. She wasn't the least suprised when she removed my male shoes, saw I was wearing shear black nylons, or that my toes were immaculately painted bright bright red. This time I settled a pair of black patent leather, thin cross strap heals. The shoe is nothing but strap and sole ... my nylon clad foot, ankle, and toes were all completely visible. These were definitely not made for walking ... I would have to wear them very carefully (mincing steps). Before finalizing my purchase I selected a pair of nude knee-highs for the birdseed. I was definitely accumulating an assortment of women's shopping bags from my various purchases. Here my shopping took one minor detour ... I did stop at a lingerie shop on the way to buy the birdseed. I couldn't help but buy two pairs of lacy control briefs and a matching bra. The sales women here wasn't at all impressed with my appearance, my pink nails, or my previous purchases. It was a lovely store ... she encouraged me to join their bra and panty club. It was almost 1:00pm by the time I completed all my shopping, including the birdseed ... and set out to find a suitable public restroom. I settled on the restaurant where I had dinner with my former co-worker last month. The hostess sat me in a booth at the rear. I ordered my lunch, a glass of wine (for fortitude), and carefully examined my purchases, as to help muster up the courage to make the change. Lunch was a meal of very confusing and mixed emotions ... the seduction and sexual exhilaration of the new outfit, and dread and humiliation of being seen in public wearing them. I ate very slowly, and drank enough to get me well primed to do what was inevitable! I finished, paid the bill, and went off to the restrooms, quickly ducking into women's room (without hesitation) before I could back out. These were single occupancy rooms, so I was sure not to be disturbed while changing. I stripped down to my bra, panties, and hosiery then started routing through my day's purchases. First the birdseed. I quickly and carefully filled each knee-high with equal amounts, checking to see I didn't make them too big. I tied a temporary knot for the moment, so I could make future adjustments (plus or minus). Then I fitted each into the cups of my size 38 B bra. The added weight and form added another new dimension to my already seductive/humiliating experience. I wanted to stand before the mirror and admirer them. I was now a man with a definitely established bustline. I debated for a moment as to whether to continue. After a full minute, I finally decided to try the blouse on, then reevaluate the situation again. I pulled the blouse over my head, and fasten the rear. It did something I never expected ... it changed the proportions of my chest. The tapered darts in the front, shoulder pads, and wide neckline gave me a shape I never really expected to see in the mirror. Underneath I could see the outline of my full bra. Things began to look hopeful, so I continued to change. Next the women's slacks. After removing the store tags, I slid the satin lined trousers up my nylon clad legs, and fastened the side button and zipper. Because I was wearing a girdle, my penis was pressed flat against my abdomen, and by balls now resembled the outline of mons. While fully aroused a panty girdle also prevents having any kind of erection. It is very obvious something is missing. The pants fit like a dream. I sat while removing my new sandals from their box. Very carefully I strapped them on (with painted nails, and nylon clad ankles this was by far the most erotic part of dressing). I then stood before the mirror and examined every detail of my reflection. I still wasn't a woman, but I was took exhausted and invested in time to get changed back into my male street clothes. The sissy had won ... I was going to leave dressed in women's clothes. I packed up all my male street clothes in my shopping bags. Reapplied my lip color three times; red this time as instructed. I then put on my jacket (it really didn't go with the outfit, but it was all I had), took a deep breath, and opened the restroom door. After hesitating for a moment I carefully (taking minced steps), but quickly made my way toward the front of the restaurant. I was half way to the front door, when I heard the waitress calling to me from behind (by my male name). I wanted to die of embarrassment, but kept walking ... I was almost at the front door, when I felt someone grab my arm from behind. Instinctively I wheeled around ... I was utterly out of control ... Everything happened in slow motion ... I could feel the sensation of the birdseed shift under my blouse. I was finally *outted*; so I thought. It was the waitress ... Our eyes met, and I could feel my face getting red hot. In my haste I had forgotten my credit card. The trek back to my car was a cakewalk compared to the final experience at the restaurant. What a day ... what a rush ... what an experience. I spent the rest of my Saturday sucking my dildo, and playing with myself (sans cuming). Sorry it took me so long to complete this assignment ... Please when can I cum again?!? ... Can I "PLEASE" go on to Assignment no. Nine now?!?
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