• FATEFUL KISS PT. 01 and 2 (1/2)

    From a425couple@21:1/5 to All on Sat Nov 20 14:34:35 2021
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    FATEFUL KISS PT. 01
    STORY INFO
    Unexpectedly kissing a colleague has consequences...
    3.3k words
    4.628.2k159
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    DamianCD
    DamianCD
    1 Stories11 Followers

    "You're so pretty." The words had escaped me.

    What had possessed me to say such a thing? We were alone in my office,
    Allison and I, having a work meeting. As we were discussing our latest
    design, she had stepped closer to me in order to draw on the whiteboard,
    and, at that moment, I could not hold the words back any longer.

    I was so engrossed with her. "Pretty" does not begin to cover it, she is
    an apparition. Lithe, and so graceful in her every move. Her face,
    framed with wavy cascading brown locks, looked chiselled by Hephaistos
    himself, with an aquiline nose, high cheekbones and doe eyes surmounted
    by arched eyebrows.

    She is also brilliant, our joint designs always improving on previously established standards. I was so taken with her. We were on friendly
    terms, but our relation had always been strictly professional.

    So, my awkward compliment was quite unexpected. She looked so surprised.
    My tone had been explicit, this was no disinterested compliment, but a
    clear admission of desire and longing.

    "I thought you were gay! I thought of you as my friendly gay colleague!"

    She thought I was gay? I had been pining for her for years, and she
    thought I was gay? I guess it was my fault, never making a move, always admiring her from a distance. Well, that stopped now. In one bold
    instant, I kissed her. She broke the kiss and stepped back. This time,
    she was visibly angry. And for good reason, that was very inappropriate.

    "Damian!," she shouted. "How could you do that! Explain yourself!"

    "I'm sorry. I shouldn't have kissed you like that, but put yourself in
    my shoes: I've had a crush on you for more than 2 years, and still you
    thought I was gay. I was trying to be bold and confident, but I
    misjudged my course of action."

    "That you did," she said, her ire softening somewhat. She stayed silent
    for a few moments, then continued: "tell you what, I'll forgive you, but
    you'll have to atone for this."

    "How?"

    "Well, you invited me to walk in your shoes, how about you walk in mine?
    Both figuratively and literally."

    "I don't understand, you want me to wear your shoes?"

    "Yes. But not only my shoes. All my clothes. For a whole week. That's
    the price to pay if you want to remain on good terms with me, and if you
    want to avoid me going straight to HR."

    Pleading ensued, but I was always going to accept. Truth be told, the
    threat of involving HR was unnecessary, I could not bear the thought of
    her remaining angry at me. I still didn't know the specifics of her
    proposal, but I could just take time off that week, no one but her would
    know.

    "Ok, I'll do it."

    "Alright. Next week, you'll be wearing my clothes." As if she had read
    my mind, she added "and no taking time off. You're wearing them at work,
    or the deal is off." She had me. This occurred on a Tuesday, so I had
    time to mentally prepare, but could not wiggle out of this.

    The rest of the week went by uneventfully. Allison and I barely talked,
    working on separate projects.

    By Friday, I was wondering whether she'd go through with this. Maybe she
    had forgotten, or maybe she had cooled down and decided against it. But,
    as people were starting to leave, she came to my office and handed me a
    bag: "your clothes for Monday."

    In the bag, conservative, professional women's clothes. A blue shirt
    barely distinguishable from the one I was wearing if you weren't paying
    close attention to the cut and the side of the buttons. A pair of black
    slacks, again relatively neutral. I was relieved. Maybe people wouldn't
    notice, maybe I could get away with this relatively unscathed.

    As Allison was leaving my office, she instructed: "there are two other compartments, for shoes and underwear. Wear it all, and nothing else."

    I checked out the rest of my Monday outfit: the underwear was not
    conservative at all: red panties in some glossy material with lace
    inserts and the matching bra. Still, the panties would be hidden and I
    could hope the non-padded bra would be similarly undetectable under the
    shirt.

    The shoes, on the other hand, would be in plain sight. They were black
    ballet flats. A clearly feminine design, but not eye-catching. People
    don't look at plain black shoes, right? I closed the bag and left for
    home. Once there, I pondered: was I really going to go through with
    this? This was insane! I'd be a laughingstock!

    But I had to. As I was resigning myself to that notion, a thought
    occurred: maybe the clothes wouldn't fit me! I was slight of build, but
    surely not enough to fit into the clothes of a woman as gracile as Allison.

    I undressed and stared at the contents of the bag. I grabbed the panties
    and pulled them up my legs. They were a bit tight, but not excessively.
    The bra was next, and I fumbled a while to clasp it behind my back
    before resorting to clasping it in front and then turning it around. It compressed my chest, but its cups remained empty. Trousers next. Again,
    they were tight, but again, I would be able to wear them. The shirt fit strangely, given my lack of breasts, but well enough.

    I looked at myself in the mirror: my bra was hidden from some angles,
    but gave the illusion of small breasts from others. I would have to
    constantly be on vigil to keep it hidden.

    Finally, I tried on the shoes. To my dismay, they fit decently as well.
    Despite being alone, knowing that I was wearing women's clothes made me
    feel very self-conscious, and knowing these were Allison's clothes
    aroused me slightly.

    I decided to keep the clothes on for the rest of the evening to get used
    to them. If I was going to wear women's clothes at work, I should first
    be comfortable with wearing them alone in my own home. In fact, I would
    wear them all weekend.

    By Monday morning, I had gotten used to the clothes, but still had
    reservations about going to work in them. Nervously, I put them on.
    Nervously, I stepped outside and locked my door. Nervously, I climbed
    into my car. Nervously, I drove to work. In an advanced state of panic,
    I entered and rushed to my office, where I hoped I could hide most of
    the day. I was wearing Allison's clothes at work!

    I tried to focus on my work, but I knew people had seen me. Stan had
    stared at my chest inquisitively as I was greeting him, perhaps
    glimpsing the shape of my bra. I had overheard Janice and John talk
    about me.

    I was mortified. Allison came into my office. I stood up, so she could
    see I was indeed wearing the whole outfit. "Show me the bra and
    panties." I showed her a glimpse of my bra strap and lifted the side of
    my panties. "Good."

    The day went by relatively uneventfully. There was the odd whisper, but
    nothing more. Some people noticed, others did not seem to or pretended
    not to. Gradually, I began to relax a bit. A week would not be easy, but
    I could bear this, I thought.

    At the end of the day, Allison gave me another bag. My clothes for
    Tuesday. I opened it immediately. Grey slacks, not too dissimilar from
    the ones I was wearing, but the top was a lot less neutral: a black
    satin blouse. I protested, but Allison wouldn't hear it.

    A new set of underwear (black) was included, but no shoes. I was keeping
    these on, apparently.

    Once home, I reflected on what I'd done. I'd spent the whole day at work
    in women's clothes. I still couldn't believe I that had, and that I'd
    probably do it again the next day. I resolved to immediately try the new blouse, and rushed to my full-length mirror. It was undeniably more
    feminine than the one I'd worn all day, but there was still a chance,
    albeit slim, that it'd be confused for a man's satin shirt.

    And so, the next day, I was once again at work in women's clothes. This
    time, the comments were not only behind my back: "hey, Mark, nice
    shirt," said Alex, his words dripping with sarcasm. Anna similarly
    complimented my blouse on a separate occasion, but she seemed sincere.
    Later, on my way to lunch, I overheard the sniggers of some of the
    warehouse staff I passed. One of them even wolf-whistled me, eliciting
    great laughter from his friends.

    Still, I focused on my work and the rest of the day went by quietly. As
    was quickly becoming a ritual, after most people had already left,
    Allison delivered me a bag of clothes. I opened it and brought out the
    first item: "a skirt? Allison, you can't be serious!"

    "I am. You accepted to wear my clothes for a week. My clothes include
    skirts. Did you really think you'd get away with a week in somewhat
    androgynous women's clothes? Tomorrow, I want to see you in that skirt.
    I provided pantyhose to wear with it." With those words, she left and I examined the contents of the bag in more detail. The skirt was a black
    pencil skirt. Holding it beside me, I determined that it would just
    about reach my knees. Alongside the skirt, another satin blouse, white
    this time. The promised pantyhose were there, with a new set of white
    satin lingerie. A new pair of shoes was also provided: another pair of
    black ballet flats, but these came with bright white satin bows on top.

    My mind in turmoil, I drove back home. I couldn't do it. I couldn't go
    to work in a skirt! But I couldn't disappoint Allison, either. And if I
    did, these two days were for naught. I did not know whether I would go
    through with it or not, but in case I decided to, I had to try this
    outfit on.

    As I grabbed the clothes out of the bag, a note fell down: "look up
    'tucking'. You're going to need it." Mysterious. I made a mental note to
    do so, but first proceeded to put the clothes on.

    I was wearing a skirt! Never thought I would, but there I was. And a
    problem was evident: a very unsightly bulge distended the front of said
    skirt. Was that the "tucking" mentioned in her note? I immediately
    opened my laptop and searched it. Yes, it was, and I instantly knew I
    was going to spend a frustrating evening trying to make it work. By late evening, I had found a setup that worked: no visible bulge at all, and
    it was finally secure and pain-free.

    The image in the mirror was not as bad as I thought it'd be. I could
    almost pass as a flat-chested woman from the neck down. In fact, my skirt-framed and hose-clad legs looked quite good, I had to admit.

    I set my alarm 30 minutes earlier than usual and prepared two sets of
    clothes for the morning: those Allison wanted me to wear, and one of my
    normal suit and shirt combos. 30 minutes would be enough to decide which clothes to wear and, if I chose the skirt, to tuck. On that thought, I
    took a much-needed sleeping pill and went to bed.

    On Wednesday morning, my deliberations kept coming back to the fact that
    I had little choice. If I didn't wear her clothes, Allison would resent
    me and I might get fired over the kiss incident. Both of those outcomes
    would be disastrous.

    What's a little ridicule compared to that? Tremblingly, I tucked and
    dressed. Getting into my car proved difficult, the pencil skirt making
    it impossible to enter leg-first, the way I usually do; I had to sit and
    swing my legs in. Thankfully, the skirt was not tight enough to impede
    my reach of the pedals.

    I started driving. Driving in such an obviously feminine outfit felt
    strange. I was very nervous of being stopped by the police, or being
    seen by other drivers, even though only my blouse could realistically be
    seen. The time window during which I could still turn back, change and
    arrive on time quickly dwindled, then disappeared entirely. I was committed.

    Everybody stared, few were composed enough to comment. At least my
    appearance took them by surprise. Most of the day passed by
    uneventfully. Most people ignored my outfit, even when interacting
    directly with me. I was still subject to some mockery, both behind my
    back and to my face, but it seems most people were indifferent to my
    rather sudden turn to crossdressing. A few were even supportive. In
    fact, Anna decided to walk with me to lunch, intent on making my trek
    through the warehouse more bearable. Allison, delighted that I was
    wearing the clothes she had instructed me to wear, joined us. The jokes, mocking wolf-whistles and outright laughter of uncouth idiots are a lot
    more bearable when engaged in pleasant conversation with two pretty women.

    After lunch, I spent most of the day in my office until my latest bag
    was delivered by Allison. Unsurprisingly, this outfit was even more
    feminine than the one I was currently wearing. The usual satin blouse
    was pink, and the skirt was shorter. I estimated it'd reach about
    mid-thigh. A new pair of shoes was included, this time with kitten
    heels. I was surprised to find a razor. "For your legs," she told me,
    "no hose tomorrow, just smooth, hairless legs." For the first time, I
    did not protest. Sure, this was more feminine and the shaved legs would
    last even after the week was over, but if I could survive a day In a
    skirt at work, I could deal with two more. So long as Friday's skirt was
    not even shorter.

    Back home, I took a brief rest from my difficult day, then proceeded to
    shave my legs thoroughly. I then donned the heels, so as to get used to
    walking in them. As the heel was rather low, I managed to get the hang
    of it relatively quickly.

    Thursday came and went much quicker than Wednesday. I was still an
    object of fun, maybe even more so, as my heels now advertised my arrival
    from further away, but I was better-equipped to deal with the ridicule.
    I also caught a few men staring lasciviously at my legs before looking
    up and realising their mistake. The first instance was somewhat
    disconcerting, but the next few times were just amusing, they seemed
    more embarrassed than me! Before I knew it, Allison was in my office,
    handing me Friday's clothes. Satin blouse, as usual. This one is baby
    blue, with lace inserts, transparent shoulders and a plethora of little
    white bows everywhere. As I expected, another short black pencil skirt,
    but this one in satin, stretching the limits of appropriate dress for
    office work. The heels on the shoes were daunting: they were black
    pumps. Long gone were Monday's androgynous clothes, she seemingly had
    assorted the most feminine outfit she could think of.

    I suppose that was the plan from the start, but had she given me these
    clothes on the first day, I probably would have balked and refused.
    Whereas after four days of gradually more feminine outfits, there was
    little point. Since I was already wearing a pencil skirt, a satin blouse
    and heels, why would I have refused this outfit? Because the skirt is
    shinier? Because of a few bows on the blouse? Because the heels are
    higher? Of course not. She had expertly manoeuvred me into
    ultra-feminine clothing.

    Once home, I immediately changed into the pumps. I needed to quickly familiarise myself with them. For some reason, I also wanted to try out
    my new skirt. Although I had not immediately noticed it, distracted as I
    was by shame and worry, the satin blouses had felt very nice on my skin,
    and I wanted to see if the skirt would as well. The answer was an
    emphatic "yes." Every step I took plunged my thighs in a world of bliss.
    A good incentive to practice walking in pumps, as I would all evening.

    As Friday morning came, I was much less reluctant to wear the clothes
    than I had been the days prior. They felt so nice, and the feminine
    image in the mirror, at least from the neck down, was growing on me. I
    arrived at work more relaxed than I had been the days prior, too. Oh, I
    was still nervous and ashamed of being seen like this, but I was more self-assured. I focused more on my work and less on what people thought
    of my clothing. Allison and I spent much of the morning preparing for a
    meeting with James, our direct superior, in the early afternoon. We then
    went to lunch together.

    The meeting went smoothly. James had looked quizzically at my outfit,
    but refrained from making a comment or questioning me about it. The
    awkward moment passed, Allison and I explained our new design, to a
    positive reaction from James.

    After the meeting, I spent a couple of hours alone in my office. For the
    first time in this crazy week, I was glad of my outfit. These clothes
    felt and looked very nice. The enormity of my situation hit me again: I
    was wearing women's clothes at work! And very feminine ones, at that! In
    fact, I hadn't seen any woman wear a more feminine outfit than me: many
    wore trousers and those few who did wear skirts approximated my
    Wednesday or Thursday outfits more than today's. This time, this notion elicited more excitement than dread, though.

    The day over, I was preparing to leave when Allison once again arrived
    in my office. As I was starting to enquire as to the purpose of her
    visit, she cut me off: "you're so pretty." With those words, she kissed
    me. My heart beating faster than ever, I returned the kiss. At the same
    time, I felt her hands on my sides. They caressed their way down until
    she was fondling my arse through my satin skirt and pulling me closer.
    The kiss lasted a blissful eternity. When our lips finally parted, she
    said: "thank you for this week. This was important to me, you've really
    shown a willingness to see things from the perspective of women."

    "I had no choice. I couldn't bear the thought of your scorn. Had I known
    I'd get such a reward at the end, I wouldn't even have complained!"

    "I have another reward planned: I took a reservation for two at Chez
    Pierre, tomorrow evening. My treat. I hope you're available."

    "I am. I will gladly go to the restaurant with you!"

    "You don't have to, but I'd like you to wear this tomorrow," she said,
    opening a small, white cardboard box she had been carrying. In it, a
    dress. A "cocktail dress," she called it.

    The dress was cyan, of the most shimmering satin I'd ever seen. Unlike
    the skirts I'd been wearing the past three days, the dress' skirt was
    flared. It stopped just above the knee, so my legs would once again be
    exposed. As would my shoulders and arms, seeing the tiny straps that
    would hold the dress up. She also handed me a new set of pink underwear
    to wear with it. The label informed me the set was pure silk. The bra
    was strapless, which would help given the dress. A layer of foam inside
    held its cups in shape. The bottom piece was rather long, "French
    knickers," she informed me. There was no doubt in my mind, no
    hesitation: I'd be wearing those clothes tomorrow... and I'd be enjoying it.

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    DamianCD
    DamianCD
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    COMMENTS (9)
    COMMENTS

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    Post as:Anonymous
    9 COMMENTS
    Anonymous16 days ago
    Liked it so far hope you continue

    DamianCDDamianCD23 days agoAuthor
    @Anonymous: Allison isn't meant to be a crossdresser herself, but you
    can choose to read this story as if she was (for now, at least). This
    story is inspired by a fantasy I had about Jennifer Morrison (Dr.
    Allison Cameron on House M.D.).

    Anonymous26 days ago
    I really like the progression of this story. Next, maybe we'll see the
    the makeup lessons, the whole hair thing , learning how to walk like a
    woman, and be more "girly" etc. Is Allison actually a crossdresser
    herself? Time will tell, dear reader. Staying tuned.

    DamianCDDamianCD28 days agoAuthor
    Thank you all for your kind comments. I was worried about posting a
    story that involves no actual sex (at least in this part, the planned
    future parts will).

    Especially since this is the first piece of creative writing I publicly
    share (I've written a few others, some I plan to submit, some I will
    discard - particularly the early ones, they were really poorly written).

    @SamanthaSatine: thank you, I do try to choose my words very carefully, otherwise it could just be a two-line story: "man is tricked by crush
    into crossdressing at works, ends up liking it. Gets date with crush at
    the end."

    There are still a couple of lines I'm not really happy with (one of them
    a late change that just doesn't work), but overall I'm quite satisfied.

    BrendaNWBrendaNW29 days ago
    Lovely story ... I know that he isn't gay but I think she is very
    interested in women 😊 Tiffany

    FATEFUL KISS PT. 02
    STORY INFO
    The lure of a woman and the lure of women's clothes.
    3.7k words
    4.8689813
    PUBLIC BETA
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    DamianCD
    DamianCD
    2 Stories15 Followers
    I left the office in a daze. Over the week, my anxiety had progressively
    waned, and had now been entirely replaced by euphoria. I was going on a
    date with Allison!

    With newfound confidence, I walked to my car and drove home. At this
    point, I could obviously have changed to masculine attire, but I did not
    want to. Quite the opposite, I was enraptured with softness of the satin
    on my skin and the deliciously feminine appearance of my image in the
    mirror. I knew at that moment that women's clothes would become a
    long-term fixture of my wardrobe, but not to what degree or in what
    form. I had instantly decided to wear the dress Allison gave me
    tomorrow, but what next? The answer could wait, tonight I was merely
    going to enjoy both these delightful clothes and the anticipation of
    tomorrow's date.

    Waking up on Saturday, I showered, freshly shaved my legs and
    immediately put on my new underwear. I now understood the lure of pure
    silk: the polyester satin had felt very nice but these were on a whole
    new level of delectation, gently caressing my skin with every move. I
    then tried my dress, in case it didn't fit and I needed to come up with
    a different outfit. A worry quickly dismissed: the dress fit me
    perfectly. I donned my high heels, walked to my full-length mirror and
    was stunned by my own reflection. The person in the mirror was
    ostensibly me, she (for the image was undeniably a "she") had my head,
    but I could not recognise my body on her. The dress accentuated the
    relative slenderness of my waist and emphasised my hips. The bra created
    the illusion of small to medium breasts on my chest. I'd estimate them
    to medium B cups. Finally, as I'd already noticed yesterday, the heels
    made my legs look sharper and my feet daintier. I spent a few minutes
    indulging my freshly-awakened inner Narcissus before resolving to change
    for now. Can't risk creasing my dress before tonight.

    I gave no thought to male clothing, nor even the women's slacks I'd worn
    Monday and Tuesday, I knew I'd be wearing a skirt. I quickly settled on
    an outfit composed of my satin skirt, combined with the white blouse
    from Wednesday and the assorted ballet flats. A hint of my pink bra
    shone through my blouse, but it did not matter, as I'd be staying home
    until the evening.

    After lunch, I spent much of my time practicing feminine mannerisms.
    Some, I had picked up unconsciously. For instance, even on Wednesday, I
    had already adopted the habit of smoothing the back of my skirt as I sat
    down. In other ways, though, much of my mannerisms were still very
    masculine. Of course, with no makeup and no real way to feminise my
    haircut, I'd still look like the man in a dress that I was, but I still
    felt it important to try to act as feminine as I could learn to in a few
    hours.

    The appointed hour approached and I gleefully changed into my dress.
    Within the span of a week, I had gone from reluctantly donning women's
    trousers and a woman's shirt in my own home to happily wearing a dress
    in public. At this point, the thought was more amusing than anything. I
    had been leashed by my inhibitions and the codes of society, keeping me
    from wearing the clothes I enjoyed. Although at the time, I did not know
    I'd enjoy them.

    We met in front of the restaurant, as arranged. As pretty as Allison was
    in office clothes and minimal makeup, nothing could have prepared me for
    the enthralling vision of her in a cocktail dress and full makeup. Her knee-length dress was purple, with an A-line matte satin 2-layered skirt
    and an off-the-shoulder bodice embroidered with lace and gemstones. The
    dress presented with a cincher belt, accentuating her tiny waist.
    Allison's neck was adorned with a string of subdued, small green gems.
    She wore matching rings and earrings. Above her eyes, a shadow with a
    gradient from pink to deep purple, her lips the perfect shade of pink.
    To complete the outfit, her dainty feet were encased in purple
    stilettos. She radiated elegance and poise with every gesture.

    For a brief moment, I had been left speechless, giving her the
    opportunity to speak first: "you look lovely."

    "Thank you. You are nothing short of stunning. Literally. Your beauty momentarily deprived me of the ability to think or speak. Aphrodite
    herself would be jealous." I knew it sounded corny, but I meant every word.

    "You exaggerate."

    "I do not. At this moment, you are the most beautiful woman I've ever
    seen. And I'm including celebrities!" Again, I had blurted out an
    unfiltered thought, realising too late how it sounded.

    "Well, thanks. Here, this is for you," she replied, handing me a pink
    clutch purse. I grabbed it without question. She had been thoughtful, if
    I was going to wear a dress, I should be carrying a purse. I immediately inserted my wallet, which I'd been carrying in my hand for want of
    pockets, inside the purse.

    "Thank you. Shall we?" I said, gesturing towards the door.

    "Let's."

    We entered. A lot of eyes turned to us, be it to admire Allison's beauty
    or gawk at the freak standing beside her. Both, probably. We gave our reservation and were led to a table.

    Being in a dress in public still felt deeply surreal, but just as
    enjoyable. It rendered the experience of the date much more magical than
    if I'd been in drab male clothing.

    She broached the topic of the past week and my decision to wear the
    dress today almost immediately after we ordered: "I'm glad you chose to
    wear the dress."

    "Instantly knew I would when you presented it to me."

    "You really seem to enjoy wearing it, and much more relaxed about what
    people think of you than a few days ago. I take it you'll be wearing
    women's clothes again in the future?"

    "Definitely."

    "Have you given any thought to when? Just at home? At work? On future
    dates with me?"

    "Thrilled to hear there'll be future dates with you. I'm actually
    considering wearing women's clothes exclusively from now on. Every day, everywhere. In fact, I want to say goodbye to trousers, even women's
    trousers, and any other garment I deem insufficiently feminine."

    "Wow! That's a lot more extreme than I expected. Are you sure you
    thought it through?"

    "Well, see, I've reached that decision for three reasons. The most
    important one is that you apparently like seeing me like this. You've
    given me increasingly feminine outfits all week long for a reason, and I
    think it goes beyond merely teaching me a lesson."

    "Hey, don't go blaming this on me, you clearly enjoy wearing them!" she interjected, playfully feigning outrage.

    "Enjoy? I love wearing these clothes, and that was to be my second,
    somewhat less important reason."

    "The third?"

    "You said it yourself: I'm a lot less worried about what people will
    think than I used to. I've worn women's clothes around colleagues and
    now around complete strangers. If I can wear them around friends and
    family, I have no reason left to not do it every day, and I expect most
    members of both groups to be either supportive or indifferent."

    "You'll need a whole new wardrobe quickly, then. How about we make our
    second date a shopping trip, tomorrow?"

    "Gladly. Speaking of shopping, how did you know my size?"

    "I don't follow."

    "You do. It's quite obvious that the clothes I've been wearing aren't
    yours. I was too distracted by anxiety to realise it immediately, but
    they're all several sizes too big for you. You bought it all
    specifically for me, didn't you? You planned it all from the start, right?"

    "... I did and I did, yes. I really wanted to see you in a skirt." She
    pouted in feigned guilt, then unleashed her heart-melting smile.

    "You devious woman," I retorted, in mock outrage. In truth, I was more
    smitten than ever.

    At this moment, the waiter arrived with our food. We devoted the meal to various subjects of conversation. We already knew each other as
    colleagues, of course, but rarely had talked about domains unrelated to
    work. Allison was as pleasant and witty a conversationalist as I'd expected.

    We made plans for tomorrow, paid and, after an intense kiss goodnight,
    departed to our respective abodes.

    I shot out of bed and showered as soon as the alarm started blaring.
    Allison and I had planned a long day's shopping. I quickly put on my
    black lingerie set.

    Desirous of maximising the femininity of my outfit, I wore my satin
    pencil skirt and my pink blouse. I'd be walking a lot today, so I opted
    to wear flats. Defaulting to the most feminine option once more, I
    picked the ones with white bows.

    A quick check for a skirt bulge: none to be seen. In a matter of days,
    tucking had become second nature. I grabbed my purse and was out of the
    door.

    I drove confidently to the mall's parking lot, and walked through it no
    less assuredly, a far cry from my first experience wearing a skirt in
    public. To think that was less than a week prior!

    I met Allison at the entrance. Her outfit was very similar to mine: grey
    satin pencil skirt, white satin blouse and white ballet flats. She was
    again resplendent.

    We entered the first shop to bemused looks from the salesgirl. I did not
    hold those looks against her, a man wearing clothes like mine was an
    unusual sight. To her credit, she regained her composure and
    professionalism quickly and raised no objections when we told her the
    reason we were here.

    Allison and the salesgirl were more experienced in picking women's
    clothes than I was, so I was quickly swamped in various garments to try
    out and ushered into a fitting room. The first item that caught my
    attention was a red pleated skirt that struggled to reach my knees. I
    swayed from left to right and took a couple of sharp turns in the
    fitting room, enjoying the movement of the skirt around me.

    As I solicited Allison's opinion, she made me walk in the skirt in the
    shop, her smile telling me all I needed to hear: this was the first
    skirt I'd buy for myself. I purchased a couple more items from that
    shop: a yellow sundress with a motif of black lotuses and a pink sweater.

    As we went from shop to shop, my hands began to fill with bag after bag. Eventually, my hands were full and Allison had to carry some. I'd
    acquired a plethora of skirts, dresses, blouses and other feminine
    garments: a simple black maxi skirt, a couple more short skirts, five
    new satin blouses (Allison knew a place, and she loves seeing me in
    satin as much as I love wearing it), a "little black dress", etc.

    It was past noon when we decided to take a break. We carried the bags to
    my car, then went for a quick lunch.

    We'd covered clothes in the morning, now we moved on to lingerie. First, panties. Allison selected a wide assortment for me, in various colours
    (shades of pink dominated, naturally) and cuts (boyshorts, knickers,
    briefs... even thongs!). Some had lace embellishments, some had little
    bows, some were plain. All had a glossy texture.


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