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The next day, Chris woke to find the bed beside him empty. He sat up and let his eyes become accustomed to the light. He'd not been there for long before Jess came in.

"So you finally decided to join us?"

"I was tired."

"Well don't lie there all morning, we've got shopping to do."

"Shopping?"

"Look, I'm willing to admit that I got you into this mess, but I'm not prepared to let you ruin all my clothes getting you back out of it."

"I'm sorry. I hadn't thought about that."

"I didn't think so. I wonder how you keep that company going without a thought invading your head."

"Luck and charm, I guess Jess!" She poked her tongue out at him.

"Just get up! I've put you out some stuff for the trip." she said.

Once breakfast was over with, Chris sat in a short denim skirt (above the knee anyway) and a t-shirt that came to just above the navel. Again, he wore the ankle boots and wig, but had made a choice that shoes were going to be on the list as he didn't think the boots were appropriate for all occasions. Of course Jess didn't see fit to point out that he would happily wear the same shoes for months or even until they wore out completely in his masculine guise.

"If I'm going out like this, you'll have to pay and we'll sort the finances out afterwards."

"What's wrong with yours?"

"It says here "Mr C Burton". Don't you think that might be a problem?"

"Ah. Fair do's."

The first shop they went into was for what Jess termed as the staples. The thought of little bits of bent wire amused Chris, but he kept it to himself. Now staples were work panties, tights, and bras. The panties were generally simple and could be any colour, providing they weren't visible through the material of the outerwear. One pack of colourful panties was bought, along with a pack of white ones.

Next were tights, which was simple, being a 'one size fits all' kind of affair and were bought in tan and black.

Thirdly came the bras and sports bras according to Jess were best for work. They weren't so obvious through semi-transparent blouses and were above all, supportive and comfortable. Chris tried one on and agreed. On and off over the head and no stiff bits to pinch.

It only seemed fair that Jess should have some new bits and pieces too and Chris nearly had heart failure when it was all totted up, but Jess paid it and Chris had to keep the good of the project in the forefront of his mind as they wandered on to the next shop for some outerwear.

"You'll need a couple of suits like mine, some skirts, blouses, jumpers, cardies and we'll steer clear of trousers."

"Why?"

"Well, unless we get you one of those gaff things, however well you think you've hidden your bits, they'll be noticeable. Plus you're not really the right shape."

"What's a gaff?"

"Panty type things, to keep you flat in the nether regions." Chris blushed.

"Like a girdle you mean?"

"That sort of thing only thinner and it's designed to hide thingies. For now though, stick to skirts."

A number of skirts were bought and it angered Chris to think that he bought four skirts for the same price as one pair of his trousers (which didn't even fit that well). Anyway, he nearly had another coronary when along with some more stuff for Jess (of course) the cost was measured in astrological terms as far as he was concerned.

Next came cosmetics and that very nearly gave him a nervous breakdown. There was exfoliating cream, foundation, blush, eye liner, mascara, lipstick, lip gloss, pads for removal and moisturiser for before and after, brushes for application, hair gel, mousse, tools, such as tweezers, nail files and buffers, nail conditioner, nail polish remover and several colours of polish and that was just to get him started.

It didn't stop there though. Jess had stopped at the perfume counter and was spraying various different scents around and sniffing.

"Try this." she said. Chris sniffed the air, but could discern one from the others she had sprayed. She sprayed the smallest amount on the underside of his wrist and told him to rub it on his other. He rubbed and sniffed (like scratch and sniff, only softer). It was a spicy, flowery scent that he found most intoxicating.

"You like?" she asked.

"Yes I think it suits you."

"It's not for me, idiot, it's for you."

"Me?"

"Of course! Don't you want to smell nice as well as look nice?"

"Well, I suppose, but I've got stuff for that at home."

"You have underarm spray and some Paco Rabanne, neither of which is particularly appropriate for a woman."

"But I'm not a..." he stopped short as the fact he was wearing a skirt, stiletto-heeled ankle boots, a bobbed wig and breasts hit him in the soft bits. "Ah!"

"Exactly!" she said nodding and the perfume joined the other purchases.

He was as white as a sheet when he left and was struggling with most of the baggage too.

They visited a couple more shops on the way to get some shoes, apparently to get some 'weekend wear' as Jess put it. Once in the shop, he knew exactly what she meant. He actually had to handle the goods and he spent the next half hour or so in an almost constant flush, suffering an aching groin!

On the way to the shoe shop, Jess had Chris go into a jeweller's to get his ears pierced.

"Isn't this going a bit far?"

"Not if you want to look the part."

"I do, but I didn't think that extended to poking holes in me."

"Trust me it won't hurt and you'll be out in no time." Out of earshot, Jess spoke to the girl behind the counter and asked whether the navel could be pierced too while he was there. There didn't seem to be a problem and within five minutes, Chris had three holes two of which were filled with small gold studs with aquamarine inserts (his birthstone) and one crescent-shaped stud through his navel, which he wasn't expecting and was actually quite angry about. When he stood up however, he had to concede that it did look in keeping with the image he was trying to portray, though just how many times he was going to expose his midriff at work hadn't crossed his mind.

Shoes next and he had just about had it. He was well and truly knackered. It was all he could do to summon up the enthusiasm to go in to the shop at all and then when he saw the plethora of styles, colours, heel-heights, boots, shoes, sandals, mules and Lord alone knows what else, he didn't know whether he could be bothered.

"It's so much easier buying men's shoes." he said. "There are only about a dozen to choose from and two-thirds of those are brown."

Three pairs of shoes (one pair with nearly four-inch heels), one pair of sandals with a somewhat more modest heel and one pair of knee-length boots later (not to mention Jess's 'extras'), they left the shop, but this time, the goods were a little more evenly distributed between them.

They got home and Chris was all in. He flopped on the sofa and gasped.

"You did really well." said Jess encouragingly. "You got some real bargains."

"Doesn't feel like it." he grumbled. "It cost a bloody fortune and my belly-button's sore."

"Yes, but now you're set for most any occasion aren't you?"

"And more besides, probably. I need a drink."

"Oh don't be so stuffy. I want to see what you look like in some of your new things."

"Must I?"

"It is customary." she said and dragged him upstairs to the bedroom, telling him to bring his bags along too.

He'd never played 'dress-up' like this before and with the exception of the party costume (over which he had little or no control) the things he'd done over the last three days, were kind-of out of necessity. He had no time to actually enjoy what he was doing, always keeping the objective in view, not the journey to it.

He watched transfixed while Jess emptied the bags of his new purchases onto the bed, not stopping her running commentary as she picked up blouses or cardigans and expressing her opinion as to what she thought that would go with what.

"Here." she said. "Put these on and let's have a look."

He took off his clothes down to his underwear and slipped the skirt she handed him on, followed by a roll-neck cotton knitted jumper.

He liked the feel; liked the freedom around the legs and the way it flared slightly. He twirled and Jess smiled.

He WAS getting the hang of this, she thought.

They spent the rest of the afternoon and up till about seven in the evening playing 'dress-up'. This consisted of both of them taking it in turns to try on a new outfit. Now and outfit, is a collection of clothes. Whether they were bought to go with one another is beside the point, so there was a lot of pulling off and putting on and some things were put on again and again depending upon the other stuff that was there to go with it.

Chris had to admit that this was something very new for him. For a start, he'd never had so many new clothes at once and only ever thought of his clothes as either work or best. Crappy stuff for gardening or doing work on the car didn't count. It was something to do with the position he held on the corporate ladder. Many men get it when they reach the giddy heights of directorship and employ staff. It seems that their dress sense dribbles out of their ears and they become blind to fashionable clothing, heading instead straight to the suits and Farrah trousers!

The 'dressing up' continued a-pace and culminated at about six, with a display of Chris's new weekend wear, the last being something he didn't even know was there. Chris had no idea how she did it, but Jess had managed to buy a few things he didn't see probably while he was otherwise engaged. It was a red and black half-cup bra and panty set with a suspender belt that doubled as a waist cincher, but the panties and bra were sheer aside from some red detailing in places other than where it would hide anything, making everything inside perfectly visible.

He picked them up and could feel his 'interests' rising. He was actually trembling as he looked at his very smug-looking wife.

"Wow!" he croaked.

"I got you these to go with." she said looking even more pleased with herself and handing some stockings to him, telling him to be careful when he put them on.

"I'll put them on in the bathroom then come in. That way it'll be more of a surprise."

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Im Not LisaChapter 7 Decision Time

Tim was of two minds when we went to see him Tuesday morning. He was dealing with an old friend and two employees, and his needs were conflicted. He wished us happiness and jumped up the give me a hug and Rance a hearty handshake. But in truth, he was disappointed that he would lose his old army buddy and his head of security. He would need to find a competent replacement. Still, the two men had gone through a lot together, and whether Rance was here or in Colorado, they would remain close...

4 years ago
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Mistress Dyvias Future Bimbo Actress

Disclaimer: This is my intellectual property, as such, do not plagiarize it. This will be posted to fictionmania.tv and mistressdyvia.com and possibly other places in the future. Any who wish to post this elsewhere, must do so with two conditions, it must remain free, and I must be informed. This story also has adult themes involving sex, transgendered individuals, and other controversial subjects. Please be 18 years or older (depending on the laws where you live) before reading...

2 years ago
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Son Of A Bitch Part 3

My worst fear had become reality. Julia knew about James and me. I don't know how, but she did. She told me to come over and talk and I didn't know what would happen. I could just blow her off, but that would make me look even worse. Plus, Julia was the type of woman who would tell everyone we knew. I didn't want anyone else knowing that I fucked her son. I had no choice but to face her and confess to what I did. I made my way up to the front door and rang the doorbell. Julia answered but...

MILF
2 years ago
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Lewis Confesses Something

Me and Lewis had been friends for over ten years before this kicked off. He was never single for very long and was what you might call 'adorkable.' Not traditionally handsome but cute in a geeky way. Even though we were in our mid-twenties, he still always used to wear hoodies with game logos on them.He was engaged for years but he and his fiancee, Jane, broke up not long before they were to marry. He moved back to near where I currently live, and that's when this all started. I knew it...

Gay Male
4 years ago
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Sanjay gupta deflowered

Hi to all readers of Desi Papa thanks for your response I got .But I am not getting much response from female readers .I would like to say to all who have mailed me I will reply in a short period of time please don’t be desperate .As promised in my earlier story I am writing how Sanjay seduced my younger sister Nadia when she visited me in June this year .Nadia is 19 years of age she has completed first year of graduation .In last week of May I got a email from her informing me about her visit...

4 years ago
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  • 48
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Carers Bed Washes And Erections

Hi! I am Toby. I have a full head of shoulder length, dark blonde and grey hair that I tie back. I am very slim, and very, very healthy. I always used to be quite healthy, but now I am unbelievably healthy, and very much into supplements. I am in my early fifties now. When I was in my early forties I had a very, very bad motorbike accident. I spent a few days in intensive care and a few days in hospital.Physically, I was fine, I had just suffered a massive bump on the head, which had resulted...

Exhibitionism
2 years ago
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Smooth Sailing

Jess’s flesh tingled. The breeze caught the back of her knees as a reminder of how much bare flesh she was choosing to expose today. She flexed her warm toes in her suede boots, enjoying the feel of Kane’s bold, hot cock inching it’s way further towards the warmth between her legs. Around them, at the public event, people were watching the beautiful sailing boats competing on the water. In the half an hour or so since the first spectators had arrived. a small crowd was now gathered. Jess and...

2 years ago
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Noises coming from mens room

I have been very careful not to let anyone let on that my little Asian boy and I are fucking , we have been sneaking around and I park my car 2blocks from his house . In the gym we just say whats up to each other but Wednesday night we slipped up and the whole gym caught on and now the story is spreading like a wild fire. Wednesday it was 90+ degrees in NYC so mid way thru my workout I decided to go into the bathroom and change my shirt due to my sweat . My Asian fuck toy followed me into the...

3 years ago
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Evil Magic World 6

Holidays had ended, and the time was back for studies. Tony, a 17 years old teenager woke up that day with the thought in his mind. Quickly, he dressed up, went downstairs to meet his parents and have breakfast. He hurried up, because he did not wanted to be late on his first day. Twenty minutes after, he was in the bus, travelling to the school with some of his neighbour's friends. Tony was the only child in a common citizen's family. His parents loved him, and always exhorted him to...

4 years ago
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Second Chances Ch 03

It was about a week later when I got a call on my cell while I was at work. It was the Shaker Heights Police. Caller ID’s a great thing. After verifying who I was, the officer asked to speak with me about the police report on the theft of the two necklaces. Were they mine? Yes. Did you give them away or lose them, No. I told her the story of finding the hidden compartment of my jewelry box disturbed and that both necklaces were missing. They were custom made and I had pictures of the necklaces...

1 year ago
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The other self

Trisha woke up and, like every day, the first thing she did was checking her diary. As always the last entry was detailed. Even small events of the previous day have been written down in a small neat handwriting. If someone would take a look it probably would appear if Trisha has trouble with her memory. As if she couldn't remember the day before. Which, incidentally, wasn't that far off the truth. Having read the last entry she got up to prepare for the day. A shower was first....

2 years ago
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Holly Bounces Back

I lifted my gaze from the bottom of my fifth empty glass to see what was going on around me in the pub. My eyes didn’t really focus though. I was thinking about what had happened earlier that day. I had walked to my boyfriend’s house to wish him a happy birthday. I had a ‘special’ surprise present for him, if you get what I mean. But when I got there, some blonde chick had beat me to it. They were hard at it when I went through the door to his bedroom. I had creamed as many curses at him as...

1 year ago
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Bath Room Sex

Blondie and I was in the Bathroom at the time She was in our relaxing as I was trying to concentrate on what I was doing preparing for bed I looked over at her and while she was laying back in the tub Her tits was very visible to me and that Her nipples was huge and hard at that time , My Cock became so hard looking at her there that I left the restroom but while I was checking on things in our home I could not get the picture of Her large tits staring up at me with Her nipples hard saying I...

Erotic
2 years ago
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  • 15
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A Knotty Problem

When Tara's parents first moved to the country she was a bit bored until Jack, a medium chocolate lab that belonged to the people who lived about a half mile from where here parents had decided to live started visiting. Jack would not have stirred the teen's interest either, because she was really not much interested in the out-of-doors except that one day when the dog came visiting he spent a good deal of time licking his bright red prick which kept pulsating in and out of the sheath...

3 years ago
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Summer Camp Part 2

Introduction: Camp with church boys just got more fun! Well, now I have received my cabin assignment, and I would be spending a month of my life with Tim and Joey. I wasnt sure what to really make of it, because I am almost 100% sure that they caught me jacking off by the lake. These are young, church-going Christians that we are talking about, and what I was doing must surely be a sin! We sat through a quick orientation explaining to the kids how the camp worked, and how activities would be...

3 years ago
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Age and wisdom

The phone blinked, warning me that if I pushed “Play” I would hear a message. Something told me the message was from her. It seemed like everywhere I went, even back to my own apartment after work, something reminded me of her. A bottle of rum in my kitchen beckoned and I followed its call. A pirate stared back at me from the label of the empty bottle. Apparently my need for forgetfulness the previous evening had been stronger than I remembered. Well, at least getting more rum would give me...

2 years ago
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DD Dynastic Delving

Fair warning: this story is designed to be more of a game: it is intended to be read in game mode only: failure to do so can lead to things like infinite loops and chapters which connect to other chapters that just plain don't make sense because they are designed for conditions you have not met. This is your one and only warning! The Labyrinth of Ambuscade: said to have been created by the gods as a hiding place for the Tree of Immortality when the world was young the Labyrinth has tempted the...

Fantasy
2 years ago
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A Very Hot Sauna

"A Very Hot Sauna" "Oh Eddie, I didn't know you were home!" Ellen had just stepped into her cedar-lined sauna surprising her son's fifteen-year-old friend who had been lying quietly on one of the benches. He sprang upright on the bench. "I'm sorry Mrs. Feinman, I guess I should have asked if I could use your sauna," he replied embarrassed. Ellen waved her hand reassuringly. "Nonsense. I told you when you came out here that for the two weeks you're here with James and me, my house...

3 years ago
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My boy and the neighbour

Knock. Knock. Tommy heard the clacking of heels on tiles. The door opened and the statuesque Mrs West stood in a small bikini wrapped in a sarong. Tommy felt his dick begin to grow."Hello Tommy " her eyes drifted down to his crotch. Only the other day she had over heard two school girls talking about being fucked by Tommy behind the bike shed. Her pussy felt warm. "Hi Mrs West. James home ?" "No Tommy he has an afternoon exam" "Shame I was hoping he had some cash for me. He owes me a bit see."...

2 years ago
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The Arrival of Emily Bloom

My mouth curled into a smile as a Nine Inch Nails song burst onto the radio. It always reminded me of my home town and the carefree teenage days wasted there. Today was an apt day for that song to play I thought. The music abruptly cut away to the clang of my cell ringing through the car stereo.“I hope you haven’t forgotten about Emily?” my sister exclaimed in an accusatory tone.“Hey sis. Nope. I am on way to the airport now, I should be there in under thirty minutes”“Great, thanks for helping...

Bisexual
4 years ago
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  • 18
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Morning Impulse Part 1

It’s 7 am, and I have a terrible strain on my neck. I’ve been sleeping face up, rolling around, waking in the strangest positions. You were supposed to arrive yesterday, but I haven’t heard a single thing since our last message. I’m frustrated that you’re not here, after months, and wonder if you’ll ever be back. It’s 7 am, it’s cold, and I have a terrible strain on my neck. I sit up and notice my hard nipples through the shirt that you find sexy but I hate. I pinch them through the fabric,...

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