Category: Clothes Maketh The Man

Faced with the threat of blackmail and exposure, reluctant crossdresser Andy is forced to confront his conflicting desires. On the one hand, playing along with Devina’s filthy plan would be dangerous and could make things worse, but on  the other his curiosity and secret wish to take things further was growing with every passing moment.

“I suppose I could…” I found myself saying.

“Of course you can. Now, let’s get you ready, shall we?” said Devina.

I don’t know what came over me. I suddenly not only wanted to see what might happen, I actually found myself craving the thought of being there, for some random man. He would doubtless take me, probably violently and use me like some kind of, well, tramp. And the thought excited me.

I tried to stop myself, “Devina, how could you do such unspeakable things to me,” I stammered. “And now this?”

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I stood staring at the computer screen. I felt my heart pounding and I was short of breath. How could it be?

How had Devina got me dressed – so passable – and photographed me blowing a guy? Why was it I had no memory of it, and most of all, why did I look like I was enjoying it so thoroughly?

The ‘how’ of the situation was perplexing, but other questions flooded my mind. What else had I done? Why did I have no memory of the events?

I took my mind back to that thoroughly perplexing trip to San Francisco. When I thought about the way my body had ached as I flew home, things started to add up. My jaw, almost as though it had been forced open. My legs, not to mention the whole shaving thing.

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The next couple of weeks past without incident. I will admit that when I did have a quiet jerk, I found myself slipping into panties and enjoying the sensation. Really, what harm could there be in such a discrete and private game.

I also found myself from time to time gazing longingly at a woman on the bus, or in the queue at the store and thinking, ‘I could wear that differently… Why doesn’t she…” But each time I would catch myself and I’d pull myself back to the here and now.

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My decision to go out and buy some panties was the result of wanting to experiment, nothing more. I’d found myself in what can best be described as a compromising position recently, when through a series of unfortunate events I had been photographed wearing some panties mistakenly put out by my sister. It’s kind of a long story, so to best understand it you should probably go here: https://fionadobson.com/clothes-maketh-the-man-part-1/

In the spirit of experimentation, I decided that I would try the experience voluntarily, and see if the process still came wrapped in feelings of embarrassment and shame. As I wandered into a large clothing store, I wondered, perhaps this process would purge me of the strange feelings I’d recently been experiencing.

I found the women’s underwear section quickly, looked along racks and rails of panties and quickly scanned the colors and sizes. I decided to keep it simple. Black. Size, I took a wild guess and thought XL. I quickly found a pair, little bit of lace trim, and picked them out to take to the checkout.

As I turned to walk towards the checkout I stopped. A little voice was telling me, wait! This isn’t the way to do it. This is how men buy clothes, slow down.

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When I finally woke up I was in bed. At the time I had no memory of how I got there, but for the episode of being given some clothes in the living room and being overwhelmed with fatigue. Some men’s clothes, bought by Devina. Things came to me later, but we’ll get to that in time.

I remember thinking I’d had a drink and then got very tired. Maybe I’d just dozed off. It had been an exhausting few days. As I shifted beneath the sheets, though, I felt very strange.

I must say, I noticed that my legs were actually week. It was as though I had run a marathon. I could not imagine why, my final memory being sliding into a doze in the living room. I guessed Jenn had dragged me up the stairs and between the two of them they’d managed to manhandle me into the bed. It  was most unusual. I put it down to the tiredness and the journey and the stress of the interview.

Then I remembered the business of the picture which Devina had posted. On the other hand, she had bought me some clothes, hadn’t she? My mind was very foggy. And my mouth tasted very strange.

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As the taxi took me back to my sister Jenn’s house I occupied myself by thinking of ways I might extract suitable punishment from the degenerate and dangerous Devina. Not only had she seen me in panties, the result of a perfectly innocent situation, but she had photographed me and posted the picture on social media, which a prospective employer had then viewed.

This was beyond awful. This was catastrophic. Anyone might see such a picture, and copy it. It was likely beyond my control, even if the blasted women did take it down.

I remembered Steve’s message about needing me to help him run an account. After a quick call back it transpired he did indeed want me to set up an agency with him, that we’d be equal partners and why not make a go of it? I told him I liked the sound of the idea, but wanted to sleep on it.

It seemed a fairly good plan under the circumstances. I was, after all, in the rather unfortunate position of having absolutely nothing to loose, except for a reputation of moderate success – although if word of my (accidental) cross dressing got out, that too might evaporate swiftly.

‘Dammit,’ I thought. ‘I’m being outed and I wasn’t even ‘in’.’

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I woke up the next morning in a state of mild panic, having slept right through my alarm. I was due for the interview at 11 am, and it was already 9.45. As I pulled on the beige pants I had borrowed from my sisters husband I couldn’t help thinking I was not dressing to character.

Beige socks, beige pants, and a plain white shirt. Maybe the staff at the advertising company I was going to would think I was such a power dresser that I’d chosen to play it down. I was clutching at straws, and I knew it.

As I grabbed my jacket I rushed down the stairs. My sister Jenn, and Devina were at the kitchen table eating toast chattering and laughing. They fell silent as I entered. I wanted to tell Devina that it was a mean trick she’d pulled last night taking a picture of me in those panties, but this was not the moment. I was more concerned about getting to the interview.

I looked outside to see if the taxi I had called had arrived. The street was empty, all the morning commuters having left this quiet suburban cul de sac.

“Dress for success,” said Devina. I noticed Jenn smirk. “Always a good strategy,” she said.

Jenn chimed in, “You’ll do fine! Don’t worry about it. You know you ‘re good at interviews.”

“I just don’t feel myself in these clothes!”

“I should hope you are not ‘feeling yourself’!” quipped Devina.

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Andrea is feeling the power of love. And what a delightful experience it is sure to be…

Or not.

Find Part 50 HERE.

If you’ve not yet started reading Clothes Maketh The Man you can find the index to all pages here: Http://FionaDobson.com/cmtm

🙂

Fiona

Andrea is loosing her grip – and a lot more besides. Thank goodness Devina has thought of everything and is going to see that Andrea’s needs are all met.

Well, almost.

I hope you’re enjoying the ongoing serial, Clothes Maketh The Man. If you’re not already a member of my Patreon, you can enjoy the first 24 parts free. The subsequent chapters are unlocked for the remarkably generous low, low , subscription of just $1 a month.

Enjoy Part 45 here if you are already a member.

It was one of those crazy situations that you just never believe can happen. I was visiting my sister in San Francisco and arrived at the airport only to find my luggage was in Albuquerque – which was not part of the plan at all.

I’d flown out of Chicago just hours before having been called to come in and interview for a position with an advertising agency, and I was excited about the possibility of a great career move. I’d packed my best suit, a shirt and some shoes, and that was about it. I could be in and out of San Francisco in a coupe of days, and I’d stay over with Jennifer, my sister.

Jennifer is one of those people others look at and think is the perfect sister. However, behind closed doors she could be a little harsh, to say the very least. I think growing up I’d seen a mean streak no one else had been exposed to. Either way, I always knew there was something a little dark about her.

I wouldn’t say I am exactly ‘sensitive’ to these things, but there was definitely something about the way she would tease me as a child. You just never knew how far it would go. And there was always the possibility it would go to far.

I pulled into the evening gridlock, the smell of Devina still in my head.  The way she’d towered above me, so controlled, her big eyes inspecting me had left me feeling both more unsettled about her motives and yet compelled by the undeniable feelings growing within me.

I couldn’t help but feel desire for Devina. The woman who was the architect of my own destruction and this unchained slavery which she had so skillfully imposed upon me.  I knew that, despite her releasing me from the abominable chastity device, after I had done as she had told me, I would return and lock myself up as she had instructed.

I would drive to Mandy, my girlfriend. There I would, as Devina had instructed me, ‘do my duty’ by Mandy and then I would return. Like a slave returning to their master. And I would be grateful.

Now, for those of you who have experienced neither chastity nor the powerful draw of a dominant partner this may all seem rather strange. However, there’s no doubt there is a peculiar motivation that forces us to do things that seem counter intuitive to the uninitiated. It has to be said though, the wife who returns to the husband that abuses her, the person that day after day goes to a job they despise, these are equally baffling, though psychologists will offer plausible explanations. Yet here I found myself, consciously considering that I was so firmly bound by these chains of desire that I had absolutely no choice but to do as Devina instructed.  Could this be something like a case of Stockholm syndrome? 

The image of Devina, tall and strong toying with me came back to my mind. It was intoxicating. Her laugh, her power and her control. I find it confusing and yet compelling. I wanted to obey.

The traffic was static.  My instructions were clear. Go and satisfy Mandy. How Devina knew this what was needed I did not know, nor did I much care. My instructions were clear.  I tapped out a text message in the frozen traffic and told Mandy I would be there as soon as traffic allowed. I guessed this would come as a surprise to her, but a reply came moments later.

Hanging upside down hooded in some kind of arena, in front of an audience of unknown size I found I had a moment to reflect on the misfortunes of the last few days. As I did so I noticed the crowd fell silent, and only soft footsteps came to my awareness.

I tried to look round in the direction of the footsteps, and as I did so I heard a gasp go up from the audience. What was that? Something surprising… something revealed? I struggled to throw off the hood but it was no good, and I heard laughter coming from the audience.

Andy’s in trouble again – and this time it’s going to get weird. And personal. Enjoy the next part of Clothes Maketh The Man on my Patreon.