Geoff's suitcase does not make it on holiday with him and he is left with nothing to wear. Forced to borrow Linda's bikini Geoff discovers the delights of women's clothing and his feminity is brought to the surface.

 

Lost Luggage

by Alison Barlow

 

Geoff had known Linda for five months now and couldn't believe how well the two of them had gelled together. It seemed like years since they had drunkenly kissed at the office Christmas party. He had passed her a couple of times in the lobby on the way to and from work, she was up in personnel and had only started the previous October. It wasn't so much love at first sight but certainly from Geoff's point of view it was lust! He wasn't alone either, there had been a lot of banter in the coffee breaks regarding the gorgeous blonde up on floor three. In fact an awful lot of paperwork suddenly had to be taken in person up to the third floor!

Linda was about 5'11 slim and blonde, not classically pretty but certainly beautiful and definitely oozing sex appeal. Geoff had resigned himself to just looking, he was still smarting after a rather painful end to a previous work relationship.

"The last thing I need is another load of hassle at work" he said to himself, though more because he thought he had no chance with Linda, than from any determination to keep his single status.

Geoff didn't consider himself to be a Romeo or stud, he'd had a number of girlfriends but always thought he relied on his personality rather than any looks. Sure he had been told he was good looking but considered himself a bit on the skinny side.

Still on the night of the Christmas party it was him the envious eyes of the office were on (well at least the envious male eyes). With the drink flowing freely he had found himself at the punch bowl with Linda, filling a plastic beaker with some foul blue alcoholic concoction. She was dressed as a sexy Santa with black fishnet stockings and a short red dress hemmed with white fur. She looked stunning and through the confidence that only a skinful of booze can bring Geoff found himself talking with her. What killer line he used and how they managed to evolve from the verbal flirting to the bedroom antics were all sadly lost in a haze of cocktails and cheesy Christmas music.

Fortunately the relationship survived its rather tacky beginnings, unlike so many others that had started that night. There was no awkwardness the next morning they found they had loads in common and things blossomed.

So here they were, in Victoria airport, capital of the Seychelles where they were to spend the next ten days alone on a private island paradise. It had been the opportunity of a lifetime, or so Geoff's mate had said, but even with the friend of a friend's bargain deal it had still cost an arm and leg. However, the prospect of ten days with Linda with nothing but sun sand and sea to worry them was heaven. It had been a long flight and Geoff was itching to get out to the island and into the sea. They were running a little late and if they didn't get a move on they would miss the boat taxi that was to deliver them to the island. It only ran every five days supplying the chain of small islands to the northwest of the mainland and if they missed it could mean a big delay to the holiday plans.

Geoff knew you can't rush in countries like this but it seemed an age before the flight's bags trundled out onto the carousel. His eyes flicked impatiently at the emerging luggage and a broad smile spread across his face as Linda's enormous suitcase came into view. The fun they had had at Heathrow with that, it was a good job Geoff had packed so frugally or else they would have had to pay an excess. Just what had she brought? Linda was always dressed so beautifully, and yet with such little apparent effort, her clothes highlighted her natural beauty and always seemed to hint at her sexiness without ever being outrageous well except for the xmas party. He loved the way she combined her tomboy attitude to life without compromising her femininity.

Slowly the bags were collected by their respective owners and the bustle around the baggage reclaim died down. Now there was just Geoff, Linda and a solitary suitcase winding a lonely passage around the conveyer belt. Geoff felt panic beginning to rise inside him. They were already two hours late he had no luggage and the boat taxi would not wait for them.

"Linda, you stay here and keep a look out and I will try to find someone." Geoff said trying to remain calm. He rushed off to airport desk half running and muttering to himself that it would all be OK.

"I'm sorry sir all the bags have been unloaded, are you sure it is not there?" the woman behind the desk beamed at him. He felt like screaming at her but knew it wouldn't help.

"Yes I am positive it is not there," he said biting his lip "do you have anyway of finding out where it is? We are late and have to catch a boat ASAP."

"I'll have to get the supervisor" the woman beamed back, and with that she disappeared through the door at the back.

Geoff was beginning to flush and could feel the anger raging inside him, he turned to see Linda walking towards him laughing along with a large hairy man who was waving his arms about and smiling with a broad set of pearly white teeth.

Linda looked over, "Geoff this a Alexander, he says he was expecting us."

Alexander was the local contact and in all the fuss Geoff had forgotten all about him.

He shook Geoff by the hand almost crushing the bones and shaking his arm so enthusiastically Geoff feared he might dislocate it. "I am sorry my friend, your beautiful lady has told me all about it, let me sort out these knuckle heads at once!" and with remarkable speed for such a large man he glided around the desk and through the door after the beaming clerk.

Linda and Geoff listened behind the door trying to make out what was going on, but even Alexander's booming voice was muffled. The door burst open making them both jump, and the rotund figure of their contact marched through still smiling and yet shaking his head.

"My friend, it appears your bag is on holiday without you, this bloody airline has sent it to Timbuktu or somewhere. But do not worry, I have them looking all over the world and we will soon have you reunited."

"But we have the boat taxi to catch and it has all my clothes in it! and I have nothing else to wear and...." Alexander waived down Geoff's protests.

"Do not fear my friend, Alexander is on the case of your case" he let out an almighty laugh. "We get you to your island now and there you will need no clothes!" He continued to chuckle to himself as he turned, picked up Linda's suitcase as though it was empty instead of 30kg, and strode off through customs waving at the officials with his free hand.

"Come on Sexy" said Linda taking hold of Geoff's hand "before we loose him!"

Geoff stood on the white sand as Linda leapt up and down waiving excitedly at the small wooden boat chugging away from them.

"Oh baby this is fantastic." she said, wrapping her arms around him and squeezing his buttocks, "we are going to have such fun here" she whispered into his ear leaving no doubt as to the emphasis on FUN.

Geoff had to smile, Linda could make him happy no matter what. So he was on a deserted island with only the clothes he stood up in (the clothes he had been wearing for the last 18 hours) but what the hell, Alexander was right, there was no-one else but Linda around so if it came to it he wouldn't wear any!

"Lets leave the unpacking and get straight into the sea!" Linda said grabbing his hand and dragging him towards the water.

"Shouldn't we at least get your suitcase in the chalet" replied Geoff, pulling her back to him.

"Oh your so dull sometimes" She teased, "what's the matter worried someone might pinch it anal boy!"

"Right, now you've done it!" Geoff hated being called dull, and Linda knew exactly how to push his buttons. He picked her up, with a little effort as she was not much smaller than he was, and staggered down the beach into the sea. Linda screamed and tried to tickle him but it was too late. With the water lapping around the knees of his jeans and the sand sucking at his shoes Geoff stumbled forward and they both fell into the warm blue water. Surfacing, Geoff spat out a mouth full of the salty water and brushed his hair back out of his eyes. Linda was next to him coughing and choking, her dress was clinging to her body emphasising her small firm breasts.

She turned to him with a disapproving look "Sometimes! I really really" her face suddenly softened with a smile "Love you", and with that she flung her arms around him and dunked him under again.

They were still laughing as Geoff dragged the solitary suitcase up the sand and into the chalet that was to be there home for the next ten days. It was built from coral rock with whitewashed walls and had a roof made of thatched palm fronds. With a small power supply from solar panels they had a fridge, lighting and ceiling fans but otherwise it was fairly basic. Alexander had boxed them up provisions for the next 5 days and apart from the emergency radio they were isolated from the outside world until the boat taxi came by again.

"Lets get out of these wet things and have a shower." Linda said as she turned her back for him to unzip her.

Her dress still clung to her and as Geoff peeled the wet fabric from her skin he felt his manhood stirring. Sensing his arousal Linda faced him "I think we need are going to need some more room down here," she said with a wry smile as she loosened his belt and undid his trousers. Three quarters of an hour later they were in the shower washing the salt water and sex off their bodies.

"So what now?" said Geoff, lying on the bed wrapped in a fluffy white towel.

"Well I don't know about you but I am going to put some clothes on" Linda replied.

"Ah" said Geoff " I had forgotten about that little problem."

"Oh don't worry, your not that much different to my size, I am sure I can find something suitable for you." Linda heaved her suitcase onto the bed and unzipped it. The lid fell across Geoff's legs to reveal the colourful contents all neatly folded. She opened the set of drawers by the bed and proceeded to fill them with all manner of clothes. Every so often she would unfold an item hold it up, nod to herself and lay it on the bed. Geoff found himself fascinated by this unpacking, at first he couldn't help but marvel about just how much stuff Linda had crammed into the case. No wonder it was so heavy! Then all the different colours and fabrics took his interest, lacy panties in pinks and creams, tiny looking tops that looked as though they wouldn't fit a doll let alone a grown woman, skirts and dresses all so much more exciting than what he had lost.

"Here try these on." Linda said, snapping Geoff from his reverie.

She threw him a ball of powder blue material. Geoff caught it and was presented with a pair of panties, they were plain but made of a soft stretchy material which seemed to have a slightly metallic sheen. "But they're for girls" Geoff protested.

"Well it either those or these." Replied Linda smirking and holding up a pink lacy thong, "I am sure the matching set would suit you big boy."

Geoff flushed bright red and stood up. The sun had gone down and with the slight breeze coming off the sea there was a noticeable chill in the air. He realised he would have to put something on so dropping the towel he slipped his legs into the holes and pulled the panties up. They fitted fairly well, a little tight but certainly comfortable, in fact they felt great. The stretchy material felt wonderful around his groin, squeezing his balls ever so slightly and as he ran his fingers over his buttocks a massive shiver went down his spine.

Linda looked at him slightly quizzically but smiled and threw him a pair of jeans and white top, "OK gorgeous now see if you can fit into these."

Geoff tried to ignore the strange feelings the panties were giving him and set about putting on the jeans. With both feet in he tried to pull them up around his waist but they wouldn't budge past his thighs, he yanked at the waistband again.

"Alright alright, don't rip them, they're tight on me but I hoped they might fit" Linda thought for a moment "I don't really have any other trousers, Hmmm, try the top on whilst I dig out a sarong"

Geoff peeled off the jeans and held up the white top Linda had given him. It was fairly small but larger than a lot of the others he had seen her unpack. The material was stretchy a bit like the panties he was wearing only with an even smoother feel. He pulled it over his head and although it clung slightly it felt fine. It wasn't until he looked down that he noticed it said 'BABE' in glittery silver writing across the chest.

"Hello sexy" Linda was behind him wrapping a sarong around his waist, she tied it expertly about his hips then turned him to face her, "well well well, aren't we the little heart breaker." Linda led him over to the full length mirror on the far side of the room. There he was looking back at himself, the sarong was black with a pattern of silver thread, which perfectly matched the white and silver top. He was stunned, and secretly he felt thrilled he looked so good and felt amazing. He wanted to wiggle his hips and stroke the sensational texture of the fabrics. He felt so feminine and yet masculine at the same time, his erection betrayed his gender pushing against the tightness of the panties and standing out under the sarong.

"Looks like we've woken someone up" said Linda brushing her hand over the obvious bulging.

Geoff's legs felt like they had turned to jelly, the whole mixture of sensations overpowered him, he hadn't expected too feel like this at all. He felt guilty and ashamed for liking it so much. Linda didn't seem to mind at all, in fact just the opposite, she kissed him deeply and pushed him against the wall. As she slid down his body she kissed his exposed navel. She ran her hands over his buttocks encased in the light blue panties covered with the sarong and Geoff let out a moan. Linda parted the sarong and after running her hand up his inner thigh teased his erection out of the side of his panties.

The light breeze of the evening had strengthened when Geoff awoke, he rolled over to see the travel clock reading five past midnight. The bedroom was illuminated in a soft glow by the light from the lounge. Geoff bleary eyed stood up from the bed and padded barefoot through to where Linda was reading.

"Good evening Mr Van Winkle, or should I say Miss Van Winkle" she teased.

Geoff still only half awake looked down and saw he was still wearing the white 'BABE' top and blue panties though the sarong had fallen off, "I suppose I should rinse out my wet clothes for tomorrow" he croaked.

"No need, all in hand", she replied "I've hand washed them and put them out to dry, with this wind they should be done by morning."

Geoff felt the warm glow of love and bent down to kiss her.

"OK Mister stubbly that's quite enough of that, lets get you back to bed after all we have a hard days relaxing to do tomorrow." She put down her book with a yawn pinched his bottom and flicking off of the lounge light led him to bed.

 

The sound and smell of sizzling eggs wafted into the bedroom waking Geoff from his sleep. With an almost reflex action he slid his hand down to his morning glory. He stopped suddenly then smiled to himself, normally he slept naked but he had just encountered the feel of the panties again. He knew it was wrong but they felt so great he was very pleased to find them still on. However, his other clothes would be dry by now and he should really change. He stripped off and had a shower after grunting a good morning to Linda. He dried himself off and wrapping the towel around his waist he followed his nose which had latched onto the smell of bacon and eggs.

Linda was in the kitchen cooking up a fry up from their provisions. Her hair was tied in a ponytail showing off her long slender neck in all its glory. She was wearing a black swimsuit with the silver and black sarong that Geoff couldn't help but recognise from last night.

"I hope you don't mind me borrowing your sarong dear" she said, placing his breakfast in front of him.

Geoff blushed and tweaked her sides, almost making her drop her plate, "Well at least I will be able to put my own clothes back on today. Are they dry yet?"

"Ah" she replied rather sheepishly, "why don't you eat your breakfast first."

"Why, what's wrong?"

"Erm well, erm it seems we have had a bit of a storm in the night and I can't find the washing. In fact I can't even find the washing line! The only things I have are these." She held up a sock and her bra and thong, "They were caught in one of the bushes near where I hung the clothes."

Geoff couldn't believe it, now he had nothing, well apart from one dark blue sock.

"And you've searched everywhere?" he asked in vain

"Yes, I'm sorry baby, I didn't think the wind was that strong, I think there must have been a storm or something. I am very sorry really"

Linda looked as though she was about to cry, Geoff gave her a hug "It's OK, I'm not blaming you its just all this on top of loosing my luggage, I mean what am I going to wear now!"

With her head over his shoulder Geoff didn't see the smile creep across Linda's face.

"You could go naked, of course but I wouldn't want you to burn anything that would ruin my holiday" Linda had clearly thought about this, "I can lend you a pair of bikini bottoms, eat up and I'll see what I have."

In the bedroom Linda had a small collection of swimsuits and bikinis laid out on the bed. Geoff felt a tingle as he saw the array of outfits, he wanted to tell Linda he would to try them all on but, no, that was weird. He restrained his thoughts and watched in anticipation as Linda decided on what he should wear.

"I don't think you would suit a thong, so how about these" she said, holding up a pair of pink bikini bottoms, "They have a matching top if you want."

"Thanks but I think the bottoms will do just fine, any chance of something a little less, erm, a little less pink?"

"Well the others are mostly thongs or patterned but your welcome to pick anything you fancy?" She waived her hand at the collection "what about a one-piece to hide your modesty?"

Geoff desperately wanted to say yes he'd love to wear the soft pink one-piece lying on the corner of the bed, but he thought better of it, "No it's OK I'll try these on"

"Well we should at least co-ordinate" said Linda "I wear the one-piece then" she picked up the costume Geoff had been eyeing up and proceeded to change into it.

Geoff let his towel fall to the floor and slipped into the pink bikini bottoms. The sensations were the same as yesterday only the bottoms were even tighter than the panties he had worn, they were cut high over the leg and the waistband sat strangely up around his navel, much higher than his usual trunks. Linda was dressed in the matching pink one-piece and looked her usual stunning self.

"You look great" they said almost in unison, then both smirked.

"Here," said Linda, handing him the matching top, "put this on for me, I just want to see how it looks"

Geoff looked at the top, it was a bra like underwired design and the cups seem to be padded with some kind of fluid, he thought he ought to protest but Linda was already putting it on for him.

"Let me help you," she fed his arms through the straps and fastened the clip at the back, "Yes I know it is padded with gel but sometimes us smaller girls need a little boost."

She spun him round, smiled and gave him a big hug. Geoff could feel the material of their two costumes rubbing together, the sensation was amazing. His padded breasts squeezed against Linda's, they felt almost as if they were part of him.

"Last one in the sea's a big girl!" Linda broke off the hug and ran towards the door.

Geoff raced down the beach after her. He could feel the gel in the padded top bouncing as he ran, each bound was a joyous feeling, he could run forever.

In the shallows Geoff caught Linda and with a rugby style tackle they both went sprawling in the waves, laughing and splashing. Once it was wet the bikini moulded to his body heightening the sensations he had felt before, he grabbed Linda wanting to feel the two fabrics rub together again. She kissed him and wiggled her hips against him, almost as if she knew. There they stayed for a few hours, just swimming, kissing and splashing about in the warm water of the Indian Ocean. Geoff didn't exactly forget about the bikini he was wearing, it just seemed natural to keep it on, Linda certainly didn't say anything.

Linda noticed the reddening on Geoff shoulders "Ooh I think you've caught the sun a bit there darling"

"Shit" in all the excitement of the morning Geoff had forgotten to put any suntan lotion on and had burnt his shoulders.

"Come on my bikini clad babe, I think we should get you inside."

Linda grabbed his hand and led him up the beach, now out of the water Geoff was suddenly aware of his attire again. The bikini bottoms clung tightly to his buttocks and he could feel the weight of the gel padding around his chest. Embarrassment and exhilaration battled within him once more.

He stood in front of the mirror and now exhilaration won the battle for his senses, he looked good, certainly not like a woman but the bikini emphasised his body in a way he liked. His pecs though not massive filled out behind the padding of the top making it look, from this distance at least, as though he really had breasts there. The high cut bottoms lengthened his legs making them seem much more slender and feminine than normal.

"Need a hand" Linda stood behind him and reaching under his arms squeezed his padded chest, "who's a big girl then?" she whispered.

She unclasped the top and Geoff felt a tinge of disappointment as his new breasts fell away from his chest. It was only then he noticed the outline of white on his skin, The redness of his shoulders contrasted with the pale skin of where he had being wearing the bikini top, even from here it was obvious. That was going to take some explaining.

"Don't worry about that, plenty of time to do a bit of topless sunbathing later" Linda giggled "Lets get you showered and get some cream on those shoulders. We shall have to cover you up this afternoon my little girl."

Geoff wanted to stop the references to him being a girl but Linda was already running the shower, He stripped off the bikini bottoms and followed.

 

 

Geoff had spent the afternoon inside, after Linda had rubbed cream into his sunburn and it seemed to have done the trick. She had lent him the black sarong again but this time that is all he wore. Whilst Linda read her book in the sunshine, Geoff busied himself with in the kitchen making tea. He was a good cook and enjoyed his time in the kitchen finding it relaxing. Linda watched him for a while, he was quite oblivious singing to himself as he chopped and peeled. She sighed tilting her head to one side, had a little chuckle to herself as returned to the sun-lounger.

"That was yummy, thanks babes" Linda said giving him a light peck on the cheek, "Do you mind drying the dishes? I have a to sort out a surprise for you."

Geoff smiled "no no, you go on, I'll slave away in the kitchen some more" he felt his affection well up inside him again. She loved surprises giving and receiving, large or small. He dried the few dishes wondering what she had in store for him this time.

Soon enough Linda called him from the bedroom "OK, when you're ready"

Geoff put down the tea towel and wandered through to her. She was standing in the bedroom doorway wearing a short flouncy blue summer dress, which only just covered her modesty. Her face radiated health after her day in the sun, she looked so beautiful.

"I thought after this morning we could have a little fun, but first you have to close your eyes" she took him by the hand and led him into the bedroom. His mind was racing now, he laughed nervously but kept his eyes closed.

"OK you can open them now"

He was standing against the wall facing the bed, and at first did not notice anything unusual.

"I thought I might give you a make-over" Linda waived her arm over the bed and Geoff suddenly understood the surprise. On the bedsheets was an entire outfit neatly laid out. A pair of white panties with a light trim of guipure lace and matching bra lay draped over the pillows looking so delicate and pretty. Next to them were a full length skirt and matching v-neck top in a soft violet colour, the whole ensemble very simple, but very feminine.

"Let me help you" Linda whisked the sarong from around his waist and he stood there naked and vulnerable. His mind was again a whirl of mixed emotions, guilt and shame flushed his cheeks, but excitement and anticipation tingled in his stomach and sped his heart.

Linda pressed against him and whispered into his ear, "Wouldn't you like to find out how soft the panties feel against your skin"

Geoff couldn't help himself anymore, "Oh baby I do, I do," he wanted nothing more than to try on those panties.

"Well don't be shy little girl, pick them up feel them"

Geoff reached out to them and saw his hand trembling, his fingers touched the smooth soft fabric, it felt beautiful and he was conscious how rough his hands felt.

"I think I ought to dress you" Linda took the panties from his hand and opened out the leg holes for him to step through. She pulled them up his legs slowly and sensuously causing goosebumps to break out all over him. "I am afraid we don't need him at the moment" she said carefully tucking his growing erection inside and smoothing the fabric over his buttocks. She carefully slipped the bra on him doing up the back and straightening out the straps.

"Now for something I learnt as a girl" She said holding up two strange objects, "These will fill out you bra for you, no harm in a little help is there". The two 'falsies' were made from stockings, Linda had filled feet with a handful of rice and tied off the ends. Once she had slipped them into the cups they formed a realistic breast shape and Geoff felt their subtle weight pulling on his bra.

"Now as this is your first time I think you will need a little help with your make-up!"

Geoff was revelling in the glorious sensations he was experiencing, he was now totally in Linda's hands and she was guiding him very slowly and gently. He was lotioned and powdered, brushed, and glossed with a bewildering array of sumptuous smelling and coloured things. Linda carefully explained what she was doing at each step but Geoff was just in a dream soaking up all the fantastic new pleasures. He felt and smelt great, his skin was so soft and his nose was filled with a heady concoction of flowery aromas.

It wasn't until the outfit was completed with the skirt and top that Linda let Geoff look at himself in the mirror.

Dressed in the sarong or in the bikini his gender had been blurred but had definitely been male, now however, the figure before him was distinctly female. His small breasts filled out the top around his chest and the flowing skirt cascaded to the floor from his hips. The makeup Linda had expertly applied had softened his face filling out his lips and lengthening his lashes. Without thinking he twirled watching the skirt billow out and then fall back into place gently clinging to his legs. Only his shortish hair could have given any indication of his true gender but Linda had even managed to style that in an attractive way.

Linda stood back and smiled "Now we can open a nice bottle of wine and have a girls' night in."

Geoff spent the night in bliss, as they walked along the beach he felt the light sea breeze wafting around his skirt and bare legs beneath. Linda gently corrected him whenever he sat or acted in an unladylike fashion. She read to him as he dozed in her arms gazing at the lipstick mark on his wine glass. At the end of the night Linda helped him to remove his make up and selected something for him to sleep in. Any loss Geoff felt at having to let go of his new found female persona was replaced with new delight as Linda dressed him in a sultry combination of frilly peach French knickers and camisole top both in satin. Linda wiggled into a ivory coloured satin chemise before they kissed running their fingers over each others bodies.

"You're so beautiful, make love to me" Linda whispered "I want to make slow tender love with you."

 

Linda's surprises for Geoff were not over however, and the next day she set about his feminisation with renewed vigour. Geoff revelling in the attention and the sheer thrill of the dressing up was a willing and compliant participant.

"I have some gorgeous outfits I want to dress you in my sweet," Linda said straightening out his camisole top, "but first we have some small improvements to make."

Rummaging through her wash kit she produced her shaving razor and gel, "We can't hide your lovely long legs all the time can we now."

Somewhere in the back of Geoff's mind a small voice of protest struggled to be heard, he couldn't shave his legs how would he explain that back in Britain. The voice though was drowned out, who cared was the simple reply.

 

Geoff was not a particularly hairy man, a few strands on his chest but with his light coloration they were hardly visible. It still took Linda quite some time to remove all the fuzz from his legs armpits and chest, she let Geoff shave his own face not being used to dealing with chins and cheeks. After rubbing body moisturiser into his freshly shaven skin Linda gave Geoff a satin dressing gown to put on and sat him down on the bed. His feet and fingers were next, she filed and polished each nail before selecting a deep red nail varnish to apply. Linda tidied up his eyebrows, nothing too drastic as she did not want to noticeably alter him, and anyway she could do the rest with makeup.

"Right now we need to select something for you to wear. I think you should try something more adventurous in the underwear department, I brought a few items with me that I thought I might wear to please you, but now I think you'll get a lot more pleasure if you wear them!"

From the drawers Linda fetched a black lacy basque and a pair of full shaped control panties. The front panel of the basque and panties was backed with a flesh tone material and the lace had a faint pattern of spots. She helped him squeeze into the panties and he smiled as he saw how they flattened his stomach and lifted his buttocks to make them seem much more pert. Women have so many tricks up their sleeves, or more correctly up their skirts he thought! The panties disguised the traces of his manhood and removed any unsightly bulge from his groin. Linda threaded the straps of the garters under his panties and rubbed her hands down his smooth legs.

"Now for some stockings, to highlight these lovely long legs."

Linda fetched a pair of sheer stockings and showed him how to carefully roll them up his legs so as not to ladder them. She attached them to the garters smoothing out the pretty bows that hid the clips. The stockings gave his legs a shimmering look and were delightful against his freshly shaved legs. His falsies were placed in the cups of his basque and he felt their reassuring weight return to his chest.

He sat on the bed and Linda applied his makeup, foundation was applied to hide any remnants of his beard and to give his skin a soft flawless look. Next she wetted and brushed his eyebrows into a slight arc and by blending the foundation around she made them look much slimmer than they actually were.

"OK, now for your eyes, be a good girl and close them for me." He closed his eyes and enjoyed all the enchanting sensations the lingerie was causing, sculpting his body into its new womanly shape. The makeup brush tickled as Linda coloured his eyes with a combination of silver and blue eye-shadow and filled out his lashes, top and bottom with mascara. A light dusting of blusher emphasised his cheekbones and Linda finished the whole effect with a strong red lipstick.

Linda brought out a suit-carrier from the wardrobe and Geoff felt a rush of excitement wash over him as he anticipated what beautiful outfit he was going to wear. Linda must have realised this as she teased him by delaying the unveiling.

She was softly spoken but firm with him, "Now this is a very expensive and pretty dress and I don't want you spoiling it with any clumsy or unlady like behaviour."

Geoff blushed and felt totally subjugated, his feminine persona was fully in place and 'she' just wanted to do what ever Linda said.

Linda unzipped the carrier and Geoff caught a glimpse of some sumptuous red fabric. The dress was made from satin with a corset styled top that then flared out at the waist. Also in the carrier were a couple of net underskirts that were designed to fill out the bottom of the dress. Linda gave Geoff a satin slip to protect his stockings from the coarse net fabric and helped him put on the dress and into the underskirts. As she zipped up the back Geoff felt the dress squeeze around him forcing him to stand straight, narrowing his waist and accentuating his new breasts.

"Today we are going to let you wear some heels." Linda said fetching a pair of matching red shoes from the bottom of the wardrobe, "Sit down and I will put them on for you."

Geoff sat on the bed.

"No no no my sweet, a lady does not sit like that!" Linda shook her head, "Firstly you must sweep your skirts forward so that they lay under you when you sit, and a lady always keeps her knees together!"

Geoff fully admonished tried again.

"That's much better my little angel," Linda said in a much gentler tone, "Now let us teach you to walk in heels."

Geoff and Linda had very similar sized feet, Linda had actually borrowed a pair of Geoff's trainers in the past to go home in after staying the night. The high heels were a little tight but mainly because his feet were a little wider. His first steps in the shoes were very tentative, but they certainly finished the outfit off to a tee. Linda made him walk up and down in front of the mirror, teaching him to wiggle his hips ever so slightly and to keep his legs together as they passed. Before to long he had overcome the slight wobble and felt natural in his movements. Linda was very pleased and complimented him on his look, "You are a very eye-catching young lady, with such a gorgeous figure."

Geoff was enraptured he felt so feminine and attractive the clothes were so pretty and elegant. He wanted the feeling to go on forever, he wanted to be a good little girl for Linda.

 

Geoff spent the rest of the holiday sharing Linda's wardrobe, he would spend the day wearing a swimsuit or bikini depending on what Linda picked out for him. Then, in the evenings they would dress up together, Linda taught him how to apply his makeup and helped choose outfits that would display his most feminine features. In turn he would help dress her and would be a dutiful pupil eager to learn and develop his new female skills. It was a magical holiday for him and one he would never have dreamed of, or forget.

On the last day they packed Linda's suitcase and Geoff suddenly realised he still had nothing to wear home. He was more than pleased to be wearing the powder blue bikini he had on but couldn't possibly wear it or any of Linda's outfits home. For a start his passport definitely said Mr and he wouldn't look anything like his photo.

It was then Linda came clean, "Erm you know I said you other clothes blew away in the storm?"

"Yes." Said Geoff quizzically.

"Well I lied, I just hid them, I'm sorry." She went on to explain that she had been attracted to Geoff in the first place because he wasn't like the other guys at work, he seemed to have a softer more caring nature, almost feminine in some respects. She had always wanted to have a boyfriend whom she could share everything with, especially her clothes. She needed a partner who could understand both her tomboy nature and her female side, a man who loved adventure but with whom she could also do girly things.

Geoff couldn't get mad, he had loved the holiday and was actually glad Linda had hid his clothes. Still he was relieved he would have something to wear home!

At the airport Geoff was reunited with his suitcase, Alexander was still as OTT as when they had left, bellowing on about things and being very jolly. He had arranged for them to be upgraded to first class all the way home as a gesture from the airline that had also promised to refund a considerable amount form the cost of the holiday.

Geoff felt very pleased, he had won on all counts. As they walked down the gangway to the aircraft Linda slipped her hand down the back of his trousers and gave the elastic on the waistband of his lacy white panties a quick flick, "I hope you won't forget what I taught you little girl!"

 

 

 

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© 2001 by Alison Barlow. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.