Cruising

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That is cruising as on a ship not on the look out for a woman of the night. Shame on you if you thought such things. :)

Rob and Paul had been friends for many years, they had been to college together, had at one time worked together, but mostly they just spent time with each other, going to a match, going to the gym, spending a weekend walking in the hills. Just fairly ordinary pursuits, for a couple of blokes. They also went on holiday together, this was usually an activity holiday, skiing, sailing, surfing, cycling, whatever took there fancy and they had not done before.

Unfortunately earlier this year Rob pulled a muscle really badly, it left him unable to do much for a few months, but he was getting better when the holiday planning was being discussed. Still not sure if he would be up to doing much because his fitness would be down they looked at more passive holiday destinations. After many brochures and much discounting places many people find popular, they both agreed on a cruise. They would get to see plenty of places, the ship had a gym and plenty of activities that Paul could do, as well as easier sessions Rob could do to get back in shape.

So it was decided, 2 weeks on a luxury liner going up the Norwegian fjords, not everyone's favourite but it would be different
A month later they are stepping onto their floating hotel and eager to see the majestic mountains of Norway. It was all going quite well, nice welcome, easy going staff that showed them to their cabin. Then it hit a problem, they expected a twin and thought they had booked one, but this was a big double and not matter how much they asked it seemed that is what was on the booking, and there were no twin or single cabins unoccupied. So it was leave or stick with the double cabin. They could see it was an enormous bed and both felt it should be easy to keep out of each other's way. So they stayed and unpacked.
As they relaxed, they read the itinerary and lists of facilities, there were a few things definitely on the list of to dos for them, the gym, going ashore at the more northern ports, hopefully whale watching, and visiting the many bars and restaurants around the ship. There were also functions that the staff organised; cabaret nights, dances, and speciality food tasting were among the entertainment on offer. But for the first evening they would just relax have a nice meal and watch a film. Then see what was going on the next day.

The policy on the ship was for people to get to know one another, so tables were never small, always at least 10 placing, so when you ate you usually struck up a conversation with the fellow travellers, which was fine and added to the holiday as you made new friends. The first two days were what you would expect, but on the second evening Rob and Paul got into a conversation with a very charming couple, and as they got drunk talked about allsorts of topics until Holly said she fancied the costume evening in the ballroom the following night. Rob and Paul had only done basic drama at school so it was all new to them, which made it appealing, besides the enthusiasm Holly put into it, which made it a definite.

Next morning with sore heads they dragged themselves out for some breakfast, and met a bubbly Holly, how she could be so awake baffled them but she got them organised to visit the costume wardrobe and select outfits for that evening. So late in the afternoon Rob found himself with nothing to do and went to see what was available. He was quite surprised to find out the event was so popular and the choice was limited, but they took his size and found him a teddy boy outfit, which if he slicked his hair back could look OK. He went back to find Paul having a shower after he had been in the gym. Explained that he ought to get to the wardrobe before he had no options.

Half an hour later they are standing at the counter trying to persuade the attendant that there must be some costume like a rocker or teddy boy in his size, he was just to small and all the small outfits were out. Paul was ready to accept defeat and go as himself, when Holly came in to exchange her shoes. She was not for defeat, she would find something for Paul, 'Just you wait here'.

Paul did not wait; he knew there was nothing, so went to the bar for a drink. Rob found him later to explain how Holly had found something to go with his teddy boy things and she was having it left in their cabin as soon as there was someone available. Paul perked up at this news; he did not want to be the odd one out, that was until he got to his cabin, in a bag was 'his' outfit. He could not believe it, was it a mistake or was it Holly's joke. There was a fifties rocker chick dress; 'no way' was his limited verbal response. Rob thought it might be fun, but Holly expecting a less than keen reception went round to add her opinions. He had to do it according to her because, there was nothing else, it matched Rob, he would be the odd one out, and last night he had said how keen he was to try something new and this was certainly new. Paul was about to say but, when she continued, it did not matter if he looked like a drag queen, it was a costume party anyway, and as he probably knew nothing about make up etc, she had just been and made an appointment at the salon for him. 'All sorted' she pronounced and arranged to pick him up at six.
Paul looked at Rob as though he needed some support, the whole thing would be fine, Holly had taken over and dominated the events, but it would be OK for him to go as a girl. Rob said it would be different for sure, and after a few drinks who will care. 'Besides its ages since I took a girl to a dance' he added with a smile.

As planned Holly called round, picked up a subdued Paul and his outfit taking them through the corridors to the salon. Several women were being attended to, obviously for their costumes, and no one batted an eye when Paul was taken to a chair and asked what his costume was. He pointed to the clothes bag; Julie his stylist went over for a look and found out why he was so quiet about it. 'That is lovely, now what do you want me to do, time is limited but I shall see what I can do'. 'Whatever you think I will need, I really have no idea'.

A clueless Paul was taken to a small room where Julie helped him change and familiarise him with the new clothes. Holly had thought of everything, there were control knickers, false breasts to provide the shape, then stockings for his legs. Julie stopped there and gave Paul a towel wrap and led him back to the salon chair. ' So how you look is up to me?' Julie asked, 'Just don't let me look ridiculous, I just want to blend in really' is how Paul expressed his concern. ' So we make you look as girlie as possible, no drag or clown styles' Paul agreed to this and tried to relax as she set about his face and hair. He was really not aware of what she was doing, she pulled a few hairs from his eyebrows, then using several bottles applied make up to his face, he watched in the mirror as his features altered, cheek bones became more pronounced, the eyes seemed bigger, his lips more prominent. He had longish hair for a man, but Julie wanted him to have long auburn hair, so a wig was the only choice. Then it was back to the changing room to put on the netting underskirt, with the pastel blue disc skirt over it, followed by a fitted sleeveless top that buttoned up the back and a matching cream cardigan to finish off. 'I guess you have never worn heels before' she asked Paul, as she pulled out a pair of sling backs, he had never but said he would have to give it a try and learn. So while he was pacing around the room and adjusting the strap to stop them slipping off, Julie went back to the salon and came back with what she called the finishing touches, a couple of rings, a bracelet, some clip on ear rings, and a spray of scent. 'Now I can do your nails, if we are quick' this was all just overwhelming Paul, who just agreed to anything, and as he sat down at the nail station caught a glimpse of himself in a mirror, it was him the body movements, the stance was his but the look was not, at a glance he was a woman. By the time Julie had finished the first coat of the candy pink polish, he asked what she thought of how it had come out. She would obviously say terrific, but did add that she can change the static image, it was up to him to change his demeanour to a more feminine one, otherwise he will just look like a well-dressed bloke in a dress. And as she did the second coat gave him tips on walking with shorter steps and the feet more in line, the shoulders relaxed and arms in, less of the macho stride. As she dried the nails she asked how he felt now he was finished, 'Rather odd, everything feels nice, but different, but I now have to go out and be seen by people who will judge what they see, and possibly laugh at me' Julie took his hand lent over and gave him a cheek kiss and quietly told no one will laugh, especially if he acts like the girl he looks like. After a pause 'Now do I call your friends, or are you going off on your own?' Paul looked at the time, the ballroom would be open by now, so he called Rob and asked him to call round and pick him up.

Rob was stunned when he walked into the salon, at first he could not see his friend but as a woman started to walk towards him, his mouth dropped as he realised his friend was now looking like a 50s woman. Julie stepped up to him, 'That is no way to say hello to a young woman, shut your mouth, take your eyes of her body and treat her well' Paul spoke first 'Well do you like it? Will it be ok for this costume party?' 'Yes and definitely yes, you are stunning, and to think somewhere in there is Paul, fantastic. So what do I call you, Paul seems odd now?' 'Paula, Paulette, Pauline, P or something else' chipped in Julie, 'I had a crush on a Fiona once so how about that?' all three settled on Fiona as being right, then Julie pushed them out the door and told them to enjoy themselves.

Paul now Fiona started to get into the character of his image, he thought about this posture, and walked making the skirt sway and his tits bounce slightly, then he thought about what a woman would do when walking with a partner and linked her arm in his. Rob jumped a little, 'Just getting into character' Fiona reassured Rob, and he relaxed and let the arm stay as they walked, 'Getting into character. Let's be clear, you are going to pretend to be girl, and so I guess you want me to treat you as one.' 'Exactly, I don't look like a drag queen, I look like a woman and I do not wish to stand out, so the best way is to behave like one. Are you fine with that?' 'You want me to treat you as a Fiona not a Paul. Right? I shall try' ' You see a woman, treat me the way you would treat one on a date, how does that sound' 'OK Fiona I shall do my best'

They entered the ballroom, found a table, then Rob went to the bar and got some drinks, a pint for himself but not knowing how Fiona would react to a beer, he decided a 50s girl would drink cocktails and ordered a screwdriver. The fancy drink made Fiona smile as she thanked him and took a sip through the straw. They busied themselves watching others turning up in costumes from history and films, they hardly recognised anyone, so when Holly and her mate sat by them they were not ready for her. Having Alice and the mad hatter surprise you with 'You are beautiful' and then both kiss you, did take some beating on a shock scale.

The evening went by very amiably, Fiona tried a few more cocktails with Holly, slowly being more and more relaxed, as they could drink two for every pint the men had. Fiona was persuaded to dance by Holly who was able to give her a quick course on using the skirt to make the moves better, and how to use the ladies, which was a new environment for Fiona who really only needed a urinal. After several dances with Holly and chats with other guests and cocktails, the DJ put on the slower smoochier tunes. Holly had the mad hatter up and shuffled him around the floor, Rob had lost his reserve enough, so when they were prompted to have a dance, Rob took Fiona's hand and lead her out to the dancefloor, he had been doing his best to treat Fiona as the girl that he was seeing, so when he danced he held her like he would any other woman. Close, and for three tunes they drifted around the floor. Fiona could feel his hands also drifting down her back till they were on her hips and butt as he slowly pushed his hips toward her, she at times would drape herself off his shoulders, or grip his arse reflecting his grip. The bigger shock was to find herself resting her head on his shoulder feeling him kiss her ear and then responding by kissing his neck, and feeling the cuddle get tighter as a consequence. It was a shock but it felt right, and with the alcohol it was easy to get into the mood. The music ended, still holding hands they had their last drinks, were saying their good night when Holly reappeared with a small bag and gave it to Fiona, telling her to open it when they got back to their cabin. So arm in arm Fiona and Rob wandered back to their bed.

Once behind a closed door Fiona told Rob how much she had enjoyed the evening, and gave him what she thought would a last kiss, but he responded by kissing back. After a few minutes she asked him if he would undo the buttons down the back of the blouse, then as she lowered the skirt and he got a full view of the suspenders, he stood back took a long look and declared her even better, then baser instincts took over as Rob hugged her again and Fiona started undressing him, to dixcover he was getting very excited. After a while they found themselves on the bed caressing each other's body, Fiona massaging his penis so it stayed stiff. Neither knew what should happen beyond cuddling, but when Fiona asked what he wanted her to do for his relief, he rolled on top and started to rub his erection on her stomach, she felt his little dribbles, and in the heat of the moment rolled him on to his back and proceeded to kiss then suck his dick, all he could do was hold her head and cum. Spent they lay together, 'so what is in the bag?' Rob asked, ' a nightie' Fiona replied 'do you think I should wear it?' 'Why not, let's see if you look any more sexy?' it was a short silk one with spaghetti straps. 'Does my boyfriend approve?' 'This one certainly does, come back to bed.....Fiona'

It was hard to sleep and after some more cuddling she once again found herself sucking him till he came. Then exhausted he fell asleep, leaving her still wanting something but not sure what, but eventually calming down and dropping off.

As morning arrived Rob found himself lying next to an attractive woman where his friend Paul should have been, as everything came into focus, and his memory returned, the pleasures of the night before both confused and delighted him. He could not look at the long haired woman wearing the sexiest things he had ever seen in a morning and think of it as anything other than Fiona, though deep down he knew it was Paul. They had done things Rob and Paul would never have done, he did not consider either of them gay, but it had been good. Would this end the friendship? Would they ever speak again? Had their bond been broken?
Rob made his exit quietly, and had breakfast alone, he returned not knowing how things would be when his friend woke, he just knew he was nervous about losing his best friend over a night of stupid behaviour.

Paul woke to find hair in his face, dressed in unfamiliar clothes and alone. He too went through a muzzy waking then a realisation of how he had ended up in bed wearing some very luxurious clothes, and feeling good about it. But also the memory that he had had oral sex with his friend left a worrying fear hanging over all the good and fun memories.

As he lay there gathering his thoughts, Rob who had had enough coffee for one day already, returned. His confusion was not helped to find Paul awake and still looking like Fiona, her hair had been finger combed off her face, and the make up smudged but still the feminine face was there. Suddenly aware he would have to do something Paul sat up, trying not to show Rob the sexy clothes, and made a move to get up saying 'I had better get changed and out of these things, hadn't I?' Rob wanted to say no, ' but instead said 'if you must'
'Pardon'
'Well only if you want to'
'Meaning what'
'I don't know really'
'Please help me here, what we did; I don't know what happens now. I mean I'm sorry, I should never have let Holly talk me into it'
Rob was starting to blush at the memory of the night before. 'No it was good, I had a fun time with the dressing up, and you did look really good.'
'Did I really, I suppose I must, no one called me Paul and was constantly called she or her. But the later stuff, that should not have happened, we are mates. You know what I mean'
'I do, maybe it shouldn't but it did. How did you feel doing it, you seemed to be enjoying yourself at the time'
'Well you certainly were, it just felt that was what I wanted to do, I have never felt like that before'
'This is not helping, you still look like Fiona, and I am confused about how I feel and what we did. Part of me really liked it another is telling me you're my mate Paul and well we are mates, you know what I mean I hope'
'Your confused, think how I feel, I was the one pretending to be your girlfriend, and worried I had taken the pretence to far'
'Should we just put it down as an experience then'
'Well I do need to wash and so on, which take away the illusion I expect, especially if I can find out how the wig is fixed on'
'I shall go and get you some breakfast,' then added for effect 'If you would like sweetheart'
Paul turned and smiled at his friend, wondering what was going through his mind, had he enjoyed it, was he really as confused as himself about being gay and the clothes etc. maybe best just let it lie and things will return to normal.

As he cleaned up and Paul reappeared, he could not get the nail polish off, soap did everything else, but this would not shift. After he ate the rolls that Rob had fetched, Rob asked about the pink nails, was he keeping them. 'Do you want me too?' Paul asked then added 'Let's not do that conversation again. I can't get it off, I guess I need a remover of some sort, I shall have to ask Holly for some' Rob wanting to help went to find Holly and some remover.

They seemed to be ages, but eventually Rob returned with Holly and a bottle. Rob then picked up some gym kit and left, which made Paul give them a quizzical look. 'Let's see your nails then' and she lifted his hands in hers 'they look good, why clean it off?' Paul blushed 'Please we just had an awkward conversation, probably best I stick with being Paul from now on'

Holly then slowly cleaned the polish off, but as she did got him talking about how he had felt about being Fiona. He concluded saying he was confused, she concluded that he had enjoyed it, and from her chat with Rob on the way there, that he too had enjoyed his 'girlfriend'.

They spent the day hardly speaking, not sure what should happen next. Holly meet them for the evening meal and suggested that the next day they would stopping at Bergen and would Paul like to go with her, her Jack never fancied the town so was going to take a ride up the valley side, Rob thought Jack's idea sounded good as well.

So after a difficult night sleeping in the same bed, they berthed and went their separate ways. Holly had a plan to get Paul looking around dress shops to test out her idea that he would be Fiona again. Their poor Norwegian did not help, but her undeniable enthusiasm got Paul first looking at women's clothes, then holding them up and giving opinions. Holly would purchase only the ones he liked, and soon had a sheer loose blouse, a full-layered skirt, and a pair of heeled boots and packs of underwear. Paul had innocently gone along with this, until she asked his shoe size, as the penny dropped he steered her into a café. It did not take long for her to come clean about who the clothes were for. As this information sank in, he asked why. 'Because you both obviously had fun the other night, and I think you make a smashing Fiona, that I want to get better acquainted with.' She paused 'Nothing wrong in that I hope?' Paul thought before replying 'And what it wrecks our friendship' Holly just told him whatever happens the friendship had changed already, there was no going back, they went forward or apart. Put like that Paul reckoned he had no choice, and he wanted to keep Rob's friendship, and being Fiona again would do no more harm, but maybe add something to their bond. After what he hoped seemed like a considered silence he agreed that he would see how things went as loosing Rob was not on his list of things to do.

Once back on board they got themselves organised, an appointment with Julie to have a proper session and some more tips, but that would be after Holly had explained the products they had bought from the ladies section in a supermarket. Paul first had to immac his legs and arms, then shave his more delicate bits. The moisturiser after was nice and soothing, but the realisation of what he was doing as he walked into Julie's salon made him go quiet. Everything had already been discussed beforehand with Holly's prompting, but now he was on his own. He recalled their conversations, and the times with Rob, and when Julie asked if it was fine to start, he smiled at the thought of being Fiona again and how Rob might react.

She thinned his eyebrows, then applied make up giving him tips on how to do it himself, next the hair, he wanted something that would not come off, so she wove a straight blonde wig into his own hair, which meant he could go out in a strong wind and not fear he lost it. Next he had extensions added to his fingernails, and painted a ruby colour along with his toes. He thought they had covered all the items discussed, when Julie meet him in her changing room with breast forms that she carefully placed into his white lacy bra, they felt cold to his skin, but as she held them to him they warmed. Then with a cheeky grin she said, 'I hope you like them, as you have little choice now' as she let go the skin pulled on his chest, 'Glued?' 'Yes, enjoy them, now lets get your maleness hidden.' He lay on a bed as she taped his penis between his legs. 'Now you don't need the control pants, you can use the nice lace pants, but you must sit to pee, but then the ladies don't have urinals do they' this was all going a bit further than discussed, but with the matching knickers and bra on he did look good.

He managed to get into the stockings, and then the blouse and skirt without much trouble even with the longer nails making things more awkward. Last he zipped up the boots and looked at the finished effect. He was not sure about having his bra faintly visible through the blouse, nor about the fuck me boots he was wearing. But he had made the choice earlier, now was not the time to bottle out.

As arranged he would meet Holly at 7 in the bar. Rob had no idea what had been happening through the day, so when he found his cabin empty, after having a rest he wandered down to the bars to see if Holly was around. He found Holly talking to a woman he did not recognise from behind, but as soon as he asked Holly if she knew where Paul was he immediately saw it was Fiona. Fiona stood up and kissed his cheek and gave him a hug, 'well are you pleased to see me then?' she asked 'of course, but after yesterday, well maybe another time you can tell me about it'

Fiona relaxed after Rob's warm reaction, and they spent the evening eating, drinking and chatting with other guests. Rob kept an eye out for peoples response to Fiona, he would go to the bar and linger watching her and the other people around, expecting to see people pointing and staring, but it all went really well. Fiona was seen as female, which would make life easier for them if Fiona decided to stay a while.

It was not late when they felt it was time to go to their cabin. The big bed was not a problem now, but not being drunk might be. The affection they had shown in the bar was limited to sitting close and holding hands, but once behind closed doors. Rob just said 'God you are sexy' then picked her up and kissed her long and hard. Eventually Fiona broke and said she should undress, so with Rob watching, she removed her outer clothes, then her underwear, Rob was shocked to see there was only a pubic triangle between the legs, and that the tits stayed on the chest. Fiona then slipped the nightie on that Holly had lent her before, and went over to a static Rob and started to undress him and lead him into bed. As before the excitement got both of them and they forgot all about not being gay, as Fiona once more sucked Rob off.

As they lay cuddled up together, Rob asked about why Fiona was back, and how long she would stay. Fiona was honest and told him as long he wanted, but she only had what she wore that evening, so it was limited. Rob had a spurt of generosity and suggested she borrow his credit card and get a few more things. Fiona was already ahead of him; she would need some warm clothes for daytime, plus some evening outfits, to which he agreed as long as Fiona stayed till the cruise was over. Their freindship changed forever as they agreed to this new situation.

Next morning was far easier to cope with, Rob looked at Fiona and lent over to kiss her, which brought a warm response from her, and soon they were at it again. But in the afterglow, Rob asked if Fiona wanted anything, as it was only he that orgasmed. Fiona agreed but had no idea what they could do, his equipment was securely tucked away, and though it wanted to come in its tight confines there was nothing for it to do. So the subject was dropped.

Holly wanted to know how they ha got on, had her conclusions been right? They told her as much as they thought she needed to know, but Fiona dressed in a Paul jumper and jeans, with the boots and make up wanted to know when she could go shopping. Holly said that first stop was her cabin. Where she found a tight roll neck top and some tight jeans that tucked into the top of her boots. 'Right from now on I don't want to see you hiding your sex appeal, I think from now on you should dress so Rob knows exactly what you are. One sexy woman! Right.' Fiona was looking in a mirror 'right' 'No baggy tops, I want to see tits and legs, or at the least, feminine so Rob has no option but to get a hard on. Right.' 'Are you sure? I mean Rob is not daft he knows what I am' 'Dead sure, he will see you and melt; you already got his credit card. So I want to see him stiff all day' she laughed at that one, and Fiona joined in at the thought, then smiled at the idea that she could do that, then thinking she wanted to, then thinking what would she do with him if he was stiff so much.

They spent the day watching the fjords go past, Fiona wanted to get a warm jacket when they sat on deck, but would hear Holly's advice, remember the look is important. So with only an arm for warmth, she sat beside Rob trying not to think about how to get indoors, and get warm again.

Over the next few days Fiona added to her wardrobe, first with a warm fitted coat, then a mini skirt, but Holly pointed out a skirt does not have to be short to be sexy, so the next was a black dress which came to above the knee, but left little to the imagination, along with heeled sandals, and after a day in the boots, some low heeled courts. Even a pair of fitted hipster jeans made a welcome addition for daytime. But all the tops were either figure hugging or see through in some way; so nice underwear was always a must, as was stockings, which was Rob's preference.

After one particular busy shopping day in a town, they had both spent time looking at different things, Rob had bought her a basque that he thought might be nice. But Fiona was getting quite pent up with not climaxing, she still enjoyed and wanted to suck Rob as often as he could stand it, but she did want something back. Rob was thinking along the same lines, he felt he want to see her climax in some way, but did not fancy sucking her even if he could get past the tape, somehow it would ruin the illusion.

So with neither knowing, they both found a chemist and bought KY jelly, knowing that it should help with lubrication.
That evening dressed in her basque and stockings, with just a sheer blouse and loose soft skirt covering her stocking tops, she hoped to try some new moves. After a nice meal and several drinks, they retired to their cabin. Fiona made her way to the toilet after he had removed her blouse and skirt. He was as ready as he would ever be she thought, in the toilet she squeezed some jelly into her arse, then returned to see how it would work out. To her surprise he was underdressed on the bed with an obvious tube of KY. She picked it up 'snap' kissed him 'but mine is already waiting for you, all we need to do is find out how you fuck me' 'agreed' said Rob as he pulled her onto him. He would not let her massage him, rather he concentrated on her hole, finding that she liked being massaged just in front, then he slowly pushed his stiff penis into her arse. It was all he could do not to push hard and satisfy himself. But soon he was inside riding in and out to her heavier breathing, until he lost it and just got too excited and came inside her.

He tried to carry on but he had no chance, and then started to apologise. She said how nice it had been, helping his ego, and wanted to try other positions. And so after another drink, she was massaging his dick back to life, as he massaged jelly into her hole. She then went to lay over the back of a chair so he knew what he was supposed to do, as the arse was presented to him so obviously. Without instruction he entered her and sensing her pleasure moved around finding out if there was a g spot. He knew he hit when she tried to pull him closer, so he pulled her hips into his and pushed, he managed to hold out until she let out a moan of delight, which was all he needed to push his weakening hold on his restraint and come again.

As they uncoupled, Fiona turned and wanted to do it again, she could not chance forgetting how she had come. But Rob was exhausted and could only cuddle her to sleep, knowing they had lost their virginity in a big way that evening.

After their exertions they made it for breakfast about lunchtime, which got Holly interested, and after some fishing found out about their lovemaking. Which got Holly excited and could not wait for Jack to finish before whisking him off to their cabin to satisfy her own passions. Which left Rob and Fiona alone. Fiona had to see Julie to get her hair conditioned, which left Rob time for the gym and sightseeing.

Julie was interested in how things were working out, and judging for the sexy outfit she turned up in, Julie did not need much help knowing what Fiona was getting. Once the hair was drying Julie spent some time showing Fiona a few different things to do with make up, especially how to make the eyes bigger and the lips more lush. So much better did Fiona feel, she went straight to the cabin to wait for Rob, hoping the new look would not go unnoticed. And so continued their exploration into how to climax Fiona.

By the end of their second week, they realised how little of the fjords they had seen, but how much of their bed, and how much they had learnt about sexual pleasure instead. On the last day Fiona only wore a bra for support, a dress and some shoes, she did not want things to hamper her last day with Rob as Fiona, and intended making the most of it. And she did to the point of making them both so sore they could not touch each other's genitals by early evening. But they were happy. And reflected on their time as a couple for the remaining hours.

Returning home was an anticlimax, as most holidays are, but Paul went back to his normal life, dressing as a man, working as a man, living as a man. He would even go for a drink with Rob as a man, which was strange the first time, but got easier with time.
After a month they were alone and getting drunk, they started to discuss more deeply their holiday experiences, previously they had glossed over saying how good it was and yes they should go on another holiday sometime, but with a relaxing drink in them, Rob confessed to missing Fiona, not just the sex but the person of Fiona as well. So Paul then confessed to having not only kept all the clothes, but had bought some more, especially underwear, because he always wore knickers now and kept himself shaved. Rob almost shouted, 'You in knickers now, which ones?' but did it quietly.
'The red satin thong, if you must know'
'anything else?'
'Well I don't usually but today I went for the full set, camisole, suspenders and stocking.......... Would you mind not putting your hand on my leg in public, please'
'Just checking, I can feel the clips, you are aren't you'
'Would I lie to you?'
Rob was getting excited, but stayed calm, 'Have you dressed since?'
'Only fully once, I wanted to see if I could do it, but I did not go out'
'What do you mean only fully once?'
'Well like tonight, I am just in undies, not fully made up and everything'
'Anything else?'
'Well I do sleep in a nightie now'
'And I just sleep alone. You are still girlie underneath aren't you?'
'Yes I have changed, I like the idea of being feminine, and I have to have something that makes me feel feminine.'
'Could you be a bit more girlie for me tonight?'
'What do you mean, a bit more girlie?'
'Well would you be Fiona for me?'
'I would need some time to prepare, but if you could call in about an hour, I guess Fiona could see you'
Rob could not believe what they had just arranged, he had missed Fiona, but had never thought an opportunity like this would happen. Now he had to think what to do for an hour.

Paul left as quickly as possible, not taking long to get back to his flat, all the time thinking what he should wear. Just a revealing nightie and drag him into bed, or was it too early, dress and go out somewhere. He had the choice and could once again get Rob to do whatever he wanted, which felt oddly nice. It did not take long to decide, he had bought a lovely long swirling skirt and a bell sleeved top to match it, with the boots and make up he would soon be walking around their home town as he never had before.

Sat on top of a bar stool sipping another cocktail Fiona felt wonderful, she could feel Rob's hand resting on hers and wishing she had had the time to do her nails, but you can't have everything when in a rush. Rob wanted to know more about his friend's new life, 'So what else should I know?'
'Well I have had my ears pierced, do you like them?' Fiona made a show of pulling her hair back, 'I am not going to the barbers again, Julie has shown me how much better a salon is. Just little things I know'
'But the little things add up, where is this going to take you?'
'Not sure I just enjoy the clothes at the moment, and of course you' which was followed by a long kiss, and discreet fondling.
They made their way back to Fiona's flat, barely before the door had shut Rob was wanting to have some relief, seeing how she had kept him erect for nearly three hours and was feeling eager herself. It was up with the skirt and down with his zip, and straight to it. She only had a firm thong on, so access was easy and soon they were lay on the floor spent and thinking about the coffee they had come back for.

They spent that night and next day together, just enjoying each others company, and for Fiona enjoying being able to be as girlie as she wanted with the man that she wanted. The day was lovely, they were old friends just chilling out walking in the country, but at the same time a couple getting to know each other, quite unusual but it worked.

Monday came too soon, and it was back to work. Rob back to his usual routine, Paul more or less back to being Paul except for the hidden clothes that he wore for his own comfort.

Over the next weeks they slowly slipped into a comfortable pattern, through the week they were mates and meet for gym or running in the evening, but at weekend unless there was an event Paul wanted to participate in, then Fiona came out for a couple of days. They would go out as a couple in the evenings, but daytime could mean going to watch Rob compete, or going shopping, even just stop in and clean up. But whatever happened it was done as Fiona. Eventually Paul never wanted to do anything at the weekends that was not done as Fiona. Which suited Rob as he could have his friend along to support him, and then have some fun with her at night, which actually suited Fiona as well who was gradually building up a wardrobe that did not just include sexy stuff, but warm jumpers and trousers to wear on the windswept fells when Rob was out racing on the hills, or just walking together, making Fiona feel somehow closer to being a real girlfriend than just a sexual partner.

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The Future

littlerocksilver's picture

I would love to see this taken to its logical conclusion.

Portia

Portia

LAURAN,

ALISON
'I enjoyed this story the first time I read it and have
just enjoyed it again.I hope that you write a sequel.

ALISON

OFF WITH HIS BALLS!

Extravagance's picture

...And in with the Estrogen. :)

Catfolk Pride.PNG