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Clothes Maketh The Man - Part 1. She made me try...

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 arrived late in the day, and with the interview at 11.30 the following morning I knew I would end up buying a new suit and a few bits and pieces. Jenn had picked me up at the airport and as we pulled into her drive she told me “Don’t worry about your clothes, there’s a mall five minutes away. We’ll get you some things in the morning.”

“Thanks, Jenn,” I said. “Maybe Dennis has a shirt I can borrow.”

Dennis was Jennifer’s husband. He was painfully boring and very intense. He was one of the few men I knew that was born with the sad affliction of having absolutely no sense of humor whatsoever. This did, however suit him very well, working for the IRS.

“Dennis is away this week,” said Jenn. “He’s doing some training in Los Angeles.”

“Oh,” I said. “I am sure he’ll find that very exciting.”

Jenn gave me one of her looks, knowing how much I disliked her husband.

“Well, I’m sure you’ll find his sister Devina to be fun. She’s staying over while he’s away. Just to keep me company.”

“That’s very thoughtful,” I replied. I’d never met Devina, though I’d heard of her a few times. She was generally though tot be the absolute opposite of Dennis. Any parents who would name their kids Dennis and Devina had to be a little odd. Mind you, they were named Deborah and Devon.

“I’ll put a few clothes out in the spare room, and you see if anything fits,” said Jenn as she stepped from the car.

Jenn’s house is opulent and conservative fitting a middle ranking government servants wife. With no children and few expenses Jenn and Dennis had done very well.

Their marriage was as successful as a marriage can be if you’re betrothed is a dead fish, but she seemed relatively happy. She certainly never complained about her circumstances. 

As we entered the house I caught a fleeting glimpse of bathrobe swathed woman hurrying up the stairs and disappearing into a bedroom.

“Devina,” called out Jenn, “I’m back. Andy’s with me…”

“Great,” came a voice from upstairs. “I’ll be down in a minute.”

                        ***

Devina joined us in a light salad dinner. She sipped the wine, paid me a lot of attention and sat disturbingly close to Jenn. From time to time she’d laugh strongly, and lay a hand on Jenn’s wrist, lingering a little longer than is quite usual.

I couldn’t  help noticing, Jenn wasn’t fazed by this at all. She obviously not only liked it, she was used to it and I quickly realized the chemistry between the two women was more than merely friendly.

I was quite sure that beneath the table Devina’s hand was massaging Jenns leg, or maybe playing with her a little. She was quite brazen, looking me in the face while sliding her hand up my sisters thigh. I was surprised to find this quite a turn on.

                       ***

After we ate I went upstairs with Jenn. She showed me to the spare room, and suggested I shower.

“I’ll find a few of Dennis’s things and lay them out on the bed. Try some on and see if any fit. If they do then you won’t have to buy too much tomorrow.”

I stepped into the ensuite and closed the door. It was a huge bathroom, and the shower was wonderful after the journey. I stood under the flowing water enjoying the feeling of water cascading over me. I am going to guess about ten minutes passed, and when I came out wrapped in a towel there were a few things on the bed, neatly laid out. 

A smart plain white shirt, a suitable shade of ‘government boring’, and a complimentary tie. There was a suit and some boxer shorts. I wasn’t sure about wearing Dennis’s boxers. The thought didn’t sit well.

Jenn had included some socks and shoes and a couple of more daring shirts, one a dashing shade of beige and one a sharp blue pinstripe that seemed very out of character for Dennis. Perhaps it had been a gift from someone who had never met him.

I tried some things on in the bathroom, the door closed behind me. When I returned to the bedroom there were a few more things. A polo neck sweater and some more shirts. I tried a few more things on, and once more came back to the bedroom. I had the makings of a vaguely acceptable ensemble.

I went one last time to try another sweater on, and when I returned to the bedroom noticed something else on the bed. It was a pair of black satin panties, laid out with calm deliberation next to the boxes I’d been so hesitant about.

I laughed to myself, thinking Jenn was playing a joke.

I took off the shirt I was trying on, and slipped the panties on, to see how they looked and thought I might play along with the joke.

I think I imagined walking into the living room and saying something like “Well the shirts were a little boring, but Dennis’s panties are just fabulous!”

I checked in the mirror in the ensuite to see nothing was out of place, and then walked back into the bedroom, just as the door swung open and Devina walked in.

I was still grinning after laughing to myself, and Devina took in the situation in a heartbeat. Me grinning, the black satin panties, and then the surprised look of guilt on my face.

“Oh my goodness, Andy! I had no idea,” she said in a deep and breathy voice.

“This isn’t what it looks like,” I said.

“Oh, I know what this is,” she shot back quickly looking a little shocked, but swiftly going on the offensive. “Mind you, they do look rather good on you.”

I laughed nervously. “No, really, you don’t know what this is!”

“Andy, look at yourself. You’re standing their in a pair of girly panties, getting hard. Now, believe me I know what this is.”

I looked down at myself and found to my horror she was right.

“But…”

“It’s ok,” she said gently walking over to me. “I’m not going to tell anyone.”

With that she placed her hand under my balls and lightly squeezed though the black silky fabric.

But from now,” she said firmly, “these are mine!”

I was suddenly so turned on I did not know what to say. As I stammered something out, she confidently turned and left the room.

>>> With all my stories, if you’d like me to continue please follow or post a reply. I’m happy to continue if there‘s suitable demand. So, if you like what you’re  reading be sure to let me know! Please like and share.<<<

You can read the next installment of Clothes Maketh The Man here:http://fionadobson.com/lothes-maketh-the-man-part-2/

I’ve recently added a new dimension to Clothes Maketh The Man. You can now enjoy a hypnosis experience based on the adventures of Andy. Sign up for my free feminization program and you will get access to this exciting new feature. You can sign up at no cost here: http://fionadobson.com/sign-up-for-free/

If you are enjoying Clothes Maketh The Man, then you may want to try our Feminization program. Message me directly if you feel you’d like to try it.

You can find an amazing array of crossdressing activities and resources that help you accept yourself, and create your desire here: http://FionaDobson.com

yes-sadie100:
“Remember the first time you put on your sisters panties? And then you couldn’t help yourself. Join my feminization program and take your crossdressing to the next level. http://ift.tt/2aX1OJv
”
http://yes-sadie100.tumblr.com/
yes-sadie100:
“Remember the first time you put on your sisters panties? And then you couldn’t help yourself. Join my feminization program and take your crossdressing to the next level. http://ift.tt/2aX1OJv
”
yes-sadie100:
“Remember the first time you put on your sisters panties? And then you couldn’t help yourself. Join my feminization program and take your crossdressing to the next level. http://ift.tt/2aX1OJv
”
Remember the first time you put on your sisters panties? And then you couldn’t help yourself. Join my feminization program and take your crossdressing to the next level. http://ift.tt/2aX1OJv

yes-sadie100:

yes-sadie100:

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: http://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.

I paused. It was true. Men buy clothes quickly and purposefully. This process should be slower.

Look at several before making a choice, my voice said silently in my head. I glanced around. There was a woman nearby who had no idea how to wear the sweater she had on. ‘Tuck it in little tighter,’ I said silently in my head. I could almost imagine myself pushing out my breasts, if I were her.

No one was paying the slightest attention to me. I walked slowly back to the rack. I walked along it, stopping now and then.

There were some red thongs, but i felt I wanted a bit more fabric than that. I looked at some high waist apricot silk briefs, but kept feeling drawn back to a pair of pink panties, very low cut across the hips.

I could imagine looking good in them. In the end I settled on the pink and the black. As I strolled toward the checkout, I looked for the one with the shortest queue. The till was being operated by an enormous middle aged man. I swung left and altered course for a checkout operated by a woman. The queue was much longer, but it felt so much less intimidating.

As I stood waiting I imagined what a man might think if they guessed these were for me, rather than some fictitious wife I felt I had to imagine having. While slightly disturbing, I was surprised to realise I found the thought strangely exciting. Imagine, a man wondering…. No, it was too absurd.

As I waited I found myself becoming increasingly aware of the men around. I glanced at them, sizing the  up. This one a little too fat, this one too old, and this one – well, perhaps I could imagine him – I stopped myself, a cold shiver running through me.

I was straight, how could I possibly be imagining myself with a man. A man who would roughly take me from behind, pushing my skirt up and forcing me on my face. Oh, the thought of it almost made me tremble. I stopped thinking about it. I was shocked at myself. On the other hand…

+++

The thoughts that were involuntarily creeping into my head were becoming ever more persistent. As I walked back from the store, I imagined myself in my newly acquired panties. “Well,” I thought, “I feel no guilt. It’s just a private pleasure. Nothing more.”
And yet there was a growing awareness in my mind that when I tried on these panties I’d be thinking about the man in the airport with the firm buttocks. Also the man in the store. Would they look at me with desire, given the right circumstances? Would they want to have me?

Such thoughts seemed to settle, sink deeper and gradually grow, taking root. I was both shocked, surprised and secretly tantalized by the fleeting moments of excitement they brought. And the more I thought about them, the more I became aware that the awkwardness around them was beginning to dissipate. As I sat on my bed in the apartment and pulled on the pink panties, smoothing them and shaping the fabric, arranging myself discretely, I began to feel completely at home with the idea. Why shouldn’t I enjoy this secret pleasure. Perhaps even, just as a fantasy, I could imagine having a lover.

I realized I had turned a corner, and that I would probably never be able to go back. My heart was racing, my body excited and feeling charged up with erotic thoughts. Only this time, I saw myself beneath the body of a powerful man, taken, and gasping as he did so. I could see my fingers pressing into his flesh, struggling. And yet it was not the struggle of resistance. It was the struggle of an urgent need for more and deeper penetration. My mouth was open in a gasp and I found myself wishing I could feel the hardness of a man in my mouth, against my body and deep inside.

I suddenly knew I was never going to be the same again.

+++

I found myself lost in a curious fantasy. I had enjoyed occasional bisexual fantasies before, but this was a little different. This time I visualized myself dressing, looking quite wonderful, transformed with both makeup and lingerie. Yet this time there was something compelling about the clothing, the persona.

I could see myself craving the attention of a man. I wanted to feel the man against me, in my mouth, and deep inside me. The more I thought about the panties, the situation, the more I realized that if I were to wear the clothes my body was being drawn deeper and deeper into the need for a man to take me.

I felt a sense of revulsion for this idea, repelled by the mechanics of it – and yet… The urge was so strong, that as I looked at myself in the mirror, I couldn’t help but wonder how it would feel to be a slut for some stud, just for an hour or so. What might that feel like?

How would i feel, dressed in these wonderful pink panties, to kneel, mouth open, and satisfy a man? Could I do it? Why not, I asked myself. It felt almost as though I not only could, it might be the most natural feeling in the world.

Gradually, as I played the fantasy through in my mind, I began to feel like I wanted to. I needed to. Gradually I realized, I had to.

+++

To read the next part of ‘Clothes Maketh The Man’ go here: http://fionadobson.com/clothes-maketh-the-man-part-6/

http://yes-sadie100.tumblr.com/post/128540626092/clothes-maketh-the-man-part-6-lets-slip-into

Don’t forget to share this if you are enjoying it.

I’ve recently added a new dimension to Clothes Maketh The Man. You can now enjoy a hypnosis experience based on the adventures of Andy. Sign up for my free feminization program and you will get access to this exciting new feature. You can sign up at no cost here:http://fionadobson.com/sign-up-for-free/

If you are enjoying Clothes Maketh The Man, then you may want to try our Feminization program. Message me directly if you feel you’d like to try it.

You can find an amazing array of crossdressing activities and resources that help you accept yourself, and create your desire here: http://FionaDobson.com

Message me and let me lead you in to your first experience of feminization. I’m ready. Are you?

yes-sadie100:
“Are you ready to unleash the gurl within? Message me for details of my feminization and crossdressing program.
”
yes-sadie100:
“Are you ready to unleash the gurl within? Message me to join our feminization program. Let her out!
”
yes-sadie100:
“Are you ready to unleash the gurl within? Message me to join our feminization program. Let her out!
”
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