The days when poverty stricken parents sold their children into slavery are a distant memory. They are stories from the nineteenth century not the twenty-first. This said, parents are quite entitled to earn a 'finder's fee' if they introduce prospective staff to an employer.

Times were hard in Rio de Janeiro and Mateus' father wanted the best for his son. As the boy was undeniably handsome, he felt he would be better escorting bored American widows at two thousand reais a night rather than working as a cleaner when he would barely receive this in a month. So after a heart-to-heart with his son, he took him along to a 'specialised' recruitment agency.

Mrs Ribeiro ran the agency in question. She in turn provided 'introductions' to escort agencies. It was much easier to place (or sell) girls, but she also took boys if they were attractive enough. She smiled as Mateus and his father entered her office. The poor boy was obviously scared out of his wits, but his father looked determined to see things through. She began by explaining the benefits of working in the sex industry; stressing the pay, the glamour, the opportunity to meet interesting people and the chance to dine in the very best restaurants. But she also warned Mateus to be careful as the business contained a depressing number of charlatans. In contrast, she emphasised her firm's excellent reputation and connections. She then promised Mateus that if he signed-up, she would do her upmost to place him with a really high-class escort agency.

Although Mateus was tongue-tied, his father confirmed his son would like to become an escort. The boy was still clearly petrified and to start with she found it difficult to extract even the most basic information needed for the application form. For instance, it took several tries before he finally admitted he was a virgin. But gradually Mateus seemed to relax. He started to smile and joke at some of the more personal questions. Even so, he was clearly stunned when Mrs Ribeiro told him to undress. He looked pleadingly at his father, but all he received was a nod to say he should obey. Grudgingly he went to the side of the room and stripped to his boxers.

"Come on Mateus, those as well. I am not running a secretarial service."

Very reluctantly Mateus lowered his shorts and stood naked in front of Mrs Ribeiro.

"Spread your legs and put your hands behind your back."

Mateus obeyed. She then photographed him front and back. Barely suppressing a smile, she made him bend over and finally, to Mateus' acute embarrassment, wanted a picture of him fully erect.

Mrs Ribeiro found humiliating the boy such fun that she made him sit naked through the rest of the interview. Formalities finished, she explained his details would be placed on her secure website and she hoped to contact him with some offers in the next two or three weeks. She had sold several 'well developed' gym-fit boys, but recognised that Mateus was different; he was barely 5'5" tall, had a smallish penis and a slight build. On the plus side, he was undoubtedly 'cute' in an androgynous kind of way. His hairstyle still had something of the 'choirboy' look, lacking the sophistication most boys showed by his age. Even so, she was still fairly confident that she would be able to negotiate a sale.

To Mrs Ribeiro's surprise no serious offers were forthcoming. There were the normal perverts. She did not mind these on principle, the problem was that they were poor perverts, who could not hope to pay Mateus' placement fee. After three weeks she contacted Mateus' father and admitted her failure. She said they needed to widen the potential pool of employers and suggested they add the fact that 'Mateus would be willing to escort a limited number of gentlemen'. Mateus was now already mentally spending the money he hoped he would earn as an escort and after being told this was his only realistic hope, he agreed. Telling himself he would limit himself to one man a month. He now waited desperate for the first offer, but it still did not come. He wondered if they should delete the words 'a limited number'.

Mrs Ribeiro was also frustrated. She was bored receiving almost daily calls from Mateus' father and having to tell him that there were no offers for his son. Trying to place boys simply wasn't worth the effort. The only enquiries she ever got were for 'ladyboys'. This option had never even been discussed. Anyway, the surgery was expensive and there was no way Mateus' father could afford the fees. But after another irritating phone call, she suggested they add a paragraph to say, 'Mateus would soon be providing TV services' and see if this provoked any interest. Mrs Ribeiro listened as Mateus' father considered this, balancing his conservative distaste with his natural greed. Eventually he agreed to discuss the idea with his son. He told Mateus that many clients liked boys to put on make-up and dress in silk lingerie and if he was prepared to do this he might get into a better agency. Mateus agreed almost without thinking. He now had his heart set on being an escort and this seemed a small sacrifice to get the riches that he had been promised.

The next day Mrs Ribeiro received very business-like phone call from a 'Miss Ferreira', a representative of the Cartwright & Palmer agency. There was no heavy breathing or obscene questions, all she wanted was information, lots of it. Miss Ferreira wanted evidence of Mateus' age and education, data on any health issues, proof he was not being coerced into 'the industry' and a thousand other details. The list was endless, but there was something in the lady's manner that would brook no contradiction. It took Mrs Ribeiro almost two days to get everything together and e-mailed. About an hour after she had sent the mail, she was notified a she had received a two thousand reais deposit to show the agency's 'goodwill'.

The following day Miss Ferreira called to say that the documentation appeared to be in order and that she was prepared to offer the following deal. Cartwright & Palmer would pay Mateus' cosmetic surgery costs up to R$40,000 on receipt of formal invoices and photos of Mateus after the operation. If the surgery was successful, they would then pay R$100,000 for a formal introduction and a one year contract for his services.

Mrs Ribeiro was shocked at the speed things were now moving. She had to find a reputable surgeon and more to the point persuade Mateus to accept the offer. This would be tricky as she knew his father had not been totally honest about what being a ladyboy involved. In the end a fair amount of pressure was required. They stressed that the surgery would be reversible and if he was to 'back out' now Mrs Ribeiro would drop him as a client and ensure no other agency would ever consider taking him onto their books. She also emphasised, without really knowing if it was true, that the surgery was almost painless. In the end Mateus buckled under the pressure and signed. His training and strict diet started immediately.

The fact that Mateus was starving by the time he entered the clinic only added to his feeling of nervousness. After a boring day in bed, he was told the operation would be then next morning. When he came round the following evening all he knew was his face and chest were heavily bandaged. They were sore but not too painful. The doctor said that the operation had been a success, but Mateus would be kept in hospital for a week for observation and he warned that he would have to take things 'easy' for a least a week after that. He then handed over a few copies of Vogue and told Mateus to try and get some sleep. This he found hard, there was far too much going through his mind. What had he done?

The next day the doctor removed the bandaged from Mateus' chest and he saw his tits. They looked so alien and unnatural, he could not understand what he had been thinking when he agreed to become a ladyboy.

Later that week, Mrs Ribeiro arrived to see how he was. Somehow she reconciled Mateus to life as a girl. At least on a temporary basis. To the nurses' amusement she then applied some makeup and took a few photographs of him 'topless'. These she explained were to send to Miss Ferreira.

The following day when she visited she congratulated Mateus, saying the agency had been impressed by the photos and she was confident he would soon be earning 'pot loads of cash'. She told Mateus that from now on he would only wear female clothing and would be known as 'Cátia'. She apologised that they had not consulted him on the choice of name, but they needed to start building his personal web-site and had to ensure he did not have the same name as any of the other girls working for the agency.

To represent the change she made him remove his pyjamas and gave him a silk negligée to wear. It was almost weightless and made of high-quality sky blue silk, adorned with tasteful cream lace. As Mateus let it slip down his body, he was amazed when he saw how short it was. It barely covered his bottom. Looking up he saw Mrs Ribeiro holding out a tiny pair of matching silk panties. He protested vigorously. But Mrs Ribeiro would not relent. He found it deeply humiliating walking around the ward. He could hear his fellow patients whispering and laughing at his expense. The doctors and nurses were more professional, but rapidly started using the name 'Cátia' and treating him like a girl. There was no turning back now, he was a ladyboy like it or not.

Mateus couldn't hide his new breasts from his parents when they visited. His mother reluctantly conceded he was old enough to make his own decisions. His father was more positive, fascinated by the money his son could soon be making. Both studiously avoided asking their son what he would be expected to do for his dates. When they finally left, he mused they would soon be the only people who would still call him Mateus, to everyone else he would be 'Cátia'. He knew he had to get used to being a girl.

As part of her feminisation, two nurses appeared one day and forced 'Cátia' to strip. They then took great delight in smearing shaving foam all over her body and shaving all her hair from the neck downwards. Cátia felt extremely vulnerable as she lay naked, legs spread, watching the nurses massage the foam into her pubes. As they shaved her cock she found she was getting a huge erection, to their great amusement. Before they shaved the hair between her buttocks, the younger of the two nurses giggled saying, "OK, sissy 'get on all fours'. A phrase I suspect you will hear a lot in future." Cátia felt clean but very naked by the time the nurses allowed her to put her negligée back on. The older nurse finally handed over Cátia's panties and explained she was now expected to do a full 'feminine' shave on a daily basis and that her cock must be absolutely perfectly smooth.

On the day she left the clinic, Cátia did her makeup and dressed with great care. She was nervous about leaving as a girl a mere week after she arrived as a boy. She felt a little unsteady on the stilettos and embarrassed at how short the skirt was that she had been given, but there was no backing out now. She knew she simply had to get into the agency. Cátia realised she had been incredibly stupid in agreeing to the operation without such a guarantee. She couldn't go back to her old friends with 32C tits. What would she do if Miss Ferreira didn't 'buy' her?

Miss Ferreira had liked the photographs that Mrs Ribeiro had sent but knew these could be manipulated. She therefore arranged for her administrative assistant, Isabela, to check Cátia out in the flesh.

Isabela was not pleased at being given this chore. She expected to meet some absurd rugby player in a short skirt. Miss Ferreira had told her to take Cátia to the beach, but she was determined to get things over and done with. If he was no good, she would undertake a brief interview at a Coffee shop and be back in Búzios by lunchtime.

She slowed down at the intersection where they agreed to meet and was amazed when she saw Cátia. The girl, and she truly looked like a girl, a very attractive girl, was dressed in a very short denim skirt and tight T shirt with a cheap handbag over her shoulder. But Isabela still winced as she prepared for the girl's over-powering perfume and general coarseness.

In fact she was pleasantly surprised, the girl was clean and instead of being 'bold and brassy' seemed a timid little thing. As they drove to the beach, Isabela tried to start a conversation, but Cátia was obviously terribly nervous. The girl knew this was an interview and was so obviously trying to say the right thing that she was almost incoherent.

When they got to the resort, Isabela booked into an inexpensive hotel and took Cátia up to their room. Throwing her bag on the bed, she lay on the sofa and looked at her charge.

"Come on Cátia, take your clothes off. I want to have a good look at you."

Cátia was taken aback by the woman's tone, but bowed to the inevitable and slowly took off her clothes. First struggling out of her skirt, then the T shirt and bra and finally she slipped her panties down her long legs. Now naked she stood in the centre of the room, hands behind her back waiting for what the woman had in store for her.

Isabela just looked. She didn't say anything, but was impressed. Cátia had a sweet cherubic face and a lithe and well-toned body. She had short straight strawberry blonde hair, kept out of her eyes with two hairclips. Her tits were convincing and her penis was small, but cute. The girl was clearly scared, but the fact she was prepared to strip naked in front of a total stranger must mean she was determined to join the agency.

"So you want to become an escort."

"Yes, Miss."

"Are you taking any female hormone pills?"

"No, Miss."

"Good, I will decide on things like that. Now, have you slept with girls?"

"Yes, Miss."

"Boys?"

"Yes, Miss."

"As a top or bottom?"

"Both, Miss."

"Oral sex?"

"Yes, Miss."

"What about bondage?"

"Yes, Miss."

"All at the tender age of eighteen. If you are telling the truth, young lady, you are something of a slut. We will find out soon enough. But what my boss really wants to know is, if you can really pass as a girl." Isabela reached into her bag and pulled out a metallic-blue bikini, "You will wear this and I will be watching the guys' reaction."

Cátia was used to wearing long baggy shorts at the beach so was amazed by the bikini. As she picked it up she saw the top would barely cover her nipples never mind her full breasts and the bottoms had a thong back. Looking around, she saw Isabela's hard stare, she clearly expected Cátia to dress in front of her. This she did turning her back, as she squeezed her cock between her legs. It felt so insecure, even the slightest movement risked it being dislodged. She couldn't even imagine the resulting embarrassment. Finished she stood before Isabela to see if she was satisfied. Isabela made no comment, merely going to the bathroom to change into her modest one-piece bathing suit.

Cátia felt terribly embarrassed as they walked down the road to the beach. She could just feel ever male eye on her almost naked arse. She was just dreading a catcall, some obscene comment or worse, meeting one of her old friends.

When they got to beach and started sunbathing, Cátia hoped the worst was over. But no, Isabela kept making her get up on one errand after another. Always watching people's reactions. They ate lunch at one of the beach-side bars, during which no less than three men tried to chat Cátia up in a mere half hour. Isabela knew she was passing the test, but the girl was still very uptight and obeyed her instructions without question. Towards the end of the afternoon, she made Cátia take her top off and slowly massage sun cream into her tits. Isabela noticed men taking photos of the girl on their phones. Cátia was mortified.

Isabela decided she would have some fun. Miss Ferreira could not blame her for giving Cátia a comprehensive interview. So as soon as they got back to their hotel room, Isabela turned to Cátia and said, "It's too late to go back to town tonight. We'll stay here and return first thing tomorrow. I am now going to take a shower. Take off your bikini and wait for me."

Isabela watched Cátia as she stripped off. In the privacy of the bathroom she gave her clit a good rub as she showered. The girl's body and submissive attitude was a huge turn-on. She had to have her. Putting on one of the hotel's fluffy bathrobes Isabela returned to the bedroom, to see Cátia dressed in her black underwear.

Feigning irritation, Isabela asked, "Did I say you could get dressed?"

Cátia obviously frightened immediately started removing her bra saying, "No, Miss, I'm sorry."

"You must learn obedience if you are going to work as an escort. Come here and lay over my knee."

Cátia did so and almost immediately felt the sting as Isabela started spanking her. The pain was bad but the humiliation was worse. No one had spanked her since she was a small child. Isabela gave her twelve increasingly hard slaps on the buttocks, watching as they glowed pink. Eventually she stopped and eased her hand between Cátia's legs. She then clasped Cátia's cock and began massaging it, "Obedience, girl. Do you understand?"

"Yes, Miss, I am sorry."

"Alright. Now let's see if you can give a reasonable massage. This is an important skill if you are going to make it as an escort." Isabela stood up, took off her robe and lay naked on the bed.

This time Cátia didn't even dream of getting dressed. She started on Isabela's shoulders and gradually worked down her body. She didn't know what was required. Did Isabela just want a massage or was this code for sex? Cátia knew if she guessed wrong, Isabela could easily veto her from the agency. Tentatively Cátia put her hand between Isabela's legs massaging the woman's inner thighs. Isabela could not supress a moan of pleasure.

She eased her legs further apart, "Come on girl, rim me." Cátia had never even dreamt of doing this before, but she had gone so far that there was no turning back. She got down on her knees and started to lick Isabela's anus. It felt so degrading forcing her tongue between Isabela's buttocks, but she knew she would do anything to gratify the woman. She was relieved to hear more sighs of pleasure.

"Good girl. Now do my front."

Isabela turned over to reveal an almost perfect body. Cátia did not hesitate and began to massage her shoulders then moved to her tits, gently licking then sucking Isabela's nipples. She massaged Isabela's stomach and tenderly covered her body in kisses. Cátia then moved to her thighs, gently stroking, then licking her soft skin. Finally reached between Isabela's legs. When it came to Isabela's pussy, she knew what was required and started nibbling her clit then moved to lick the labia. Isabela started moaning then crying with pleasure. Cátia continued with growing urgency, desperate to please. She was now very excited and desperately wanted to fuck the woman. But every time she raised her head, Isabela grabbed her hair and worked it between her legs shouting, "Lick, you slut." So Cátia obeyed with ever greater urgency. Suddenly Isabela arched her back, tensing as she orgasmed. Cátia did not stop and forced her tongue deeper into Isabela's pussy until she brought her to a second even more powerful orgasm.

Isabela pulled Cátia up and embraced her. "You, my darling girl have passed the test. If you give your clients as much pleasure as you have given me, you will make a wonderful whore."

Cátia was hugely relieved and spontaneously kissed Isabela.

Isabela stroked Cátia's cock, "I really enjoyed that, but are you sure you could perform with that enthusiasm three or four times a day?"

"Yes, Miss. I really want to do this."
"Well don't worry, I'll look after you." They then slept in each other's arms, both very contented.

The next morning they woke up and started chatting like old friends. Isabela said she would strongly recommend that the agency take Cátia on, but Miss Ferreira would still want to do a final interview.

Whilst waiting to be summoned by Miss Ferreira, Cátia attended 'Mrs Coelho's Academy for Young Ladies'. She was expected to wear the 'school uniform' of a blazer, tie, white satin shirt, a very short pleated skirt and a straw boater. Mrs Coelho had previously taught at a convent and had been hired to rapidly teach Cátia how to be a lady. She trained her in makeup, deportment, etiquette, elocution and hair styling. The lessons were held in an old class room and lasted for about four hours each day. For makeup and hair styling, Cátia would strip down to her underwear and join Mrs Coelho in her bedroom. They got on well, but if Cátia broke any of the 'school rules' Mrs Coelho would punish her using a ruler on her bare bottom. Something she evidently enjoyed doing. Tough though it was, Cátia became more feminine by the day.

After a hard day at school, Cátia was thinking of how she could impress Miss Ferreira with her enthusiasm to work for her agency. She tried to paraphrase President Kennedy with, 'I shall suck any penis, bear any humiliation, meet any client, spread my legs for any man, fuck any woman, to assure my survival and success as an escort.' But worried Miss Ferreira might find this frivolous. Joking aside she was desperate to join the agency.

A few days later Mrs Ribeiro arranged for Cátia and Miss Ferreira to meet over lunch. She stressed how important the meeting was and told Cátia to dress in her school uniform and be respectful. They agreed to meet in a bar beforehand and arrive at the fashionable restaurant on Rua Garcia D'Avila together. Mrs Ribeiro was clearly nervous about losing a large fee and very ill at ease. She had made a real effort with her appearance, spoilt Cátia noticed by grossly overdoing her makeup.

Arriving at the restaurant Mrs Ribeiro did the introductions. Cátia was struck by Miss Ferreira's confidence and natural elegance. She took her time looking at Cátia before inviting her to sit down. Cátia felt very self-conscious in her unsophisticated uniform and ultra-short skirt. A perceptive person might have been able to feel the tension in the air, but to most they looked for all the world like two 'ladies who lunch' and a 'favourite niece', exchanging the latest gossip. They ordered tiny, vastly overpriced salads (the only thing Cátia was allowed at lunch) and made painful small talk until the waiter served the food. Miss Ferreira then got down to business. She started interrogating Cátia on her experience and the sexual services she might be prepared to offer if she came to work for her agency. Cátia knowing she had to impress Miss Ferreira, pretty well agreed to everything, saying she was very excited about the prospect of working as a ladyboy. Miss Ferreira seemed satisfied and complemented Cátia on her looks and congratulated her on the success of the operation. After seeing her in the flesh she was happy to represent her for a year. Over coffee Miss Ferreira passed Cátia a formal contract asking her to read it and sign if she was happy. Cátia did so, formally becoming an escort and consigning her life as Mateus to history.

After the meal, Miss Ferreira offered Cátia a lift to the villa, saying her personal possessions could be sent on later. They drove to a village just outside Armação dos Búzios and from there through some high security gates to a magnificent villa. Cátia was amazed at the size of the place. It was an ultra-modern construction, with huge windows and open airy spaces. Although it looked out onto the sea, it still had a large swimming pool that snaked all the way into the main living room. The décor was minimalist, but reeked of sophistication and wealth.

Cátia saw dozens of devilishly attractive boys and girls lounging around the pool. Miss Ferreira briefly announced Cátia's arrival and that she would introduce her formally before dinner. Cátia was reassured by the genuine looking smiles and the words of welcome. She just felt so humiliated in her school uniform. What would they think of her? She almost felt like stripping-off then and there. She was an escort not a naïve schoolgirl.

But Cátia knew she didn't have the courage, so meekly said 'hello' and followed Miss Ferreira, who proceeded to showed her to her room. It was wonderful, it was positively palatial with a great view of the sea. It was a million miles from the shanty town that had been her home up to now. One thing Cátia did notice was how feminine it was, although the walls and carpet were beige or light yellow all the accessories were pale pink. The most obvious being the large double bed covered in pale pink satin sheets, but the colour scheme also ran to the sofa, chairs, bathroom and towels. Miss Ferreira briefly showed Cátia the closets, saying they had taken the liberty of getting her some evening dresses, bikinis and underwear to be getting on with. Cátia would be given a clothes allowance so she could choose her own clothes in future. She also showed Cátia her computer, which would allow her to stay in contact with her family but more importantly act as her electronic diary for 'dates'.

Cátia was made to feel welcome. She found she had been put in the girls' wing and as soon as Miss Ferreira left a dozen of them piled into her room. She was immediately the focus of attention as they asked about how she became a ladyboy. They were fascinated. Cátia learned she was the first ladyboy who had ever been employed at Búzios and the girls became very possessive of her. Each one had some advice and stressed that Cátia could call on them night or day.

Cátia's next-door neighbour was a stunning girl who introduced herself as 'Safira'. She readily took Cátia under her wing showing her around the villa, introducing her to everyone and generally explaining what to expect of life as an escort. She even went through the list of sexual services Cátia had promised Miss Ferreira she would perform. Cátia wished she had thought more carefully before agreeing to some of these things. The pain and humiliation would be indescribable. But she had signed and there was getting out of it.

Each evening Cátia checked her computer to find out her schedule for the following day, only to discover she only had more makeup, deportment and elocution lessons. So much of the girls' gossip revolved around clients, their foibles and the presents they gave, that Cátia almost inevitably felt left out. She was nervous about prostituting herself, but anxious to start all the same.

Now that Cátia's tits were totally healed, Miss Ferreira decided that she needed to get some high quality photographs done for her webpage. She introduced her to the firm's photographer, Chiara Salvadori. Cátia was struck by her bohemian elegance, but also a little frightened at her severe manner. She was dressed entirely in black and had her hair pulled back in a tight ponytail. She had an aggressively professional approach and made it plain that she expected Cátia to do exactly what she was told. They went to Cátia's room and Chiara went through her draws selecting the clothes she wanted Cátia to wear. The first shots were in the main living room with Cátia in one of her short figure-hugging dresses, holding a glass of what was meant to look like champagne. Cátia then stripped down to her beloved pink bikini and lay by the pool for more photographs. Chiara tried to persuade, but finally had to order, Cátia to remove her top. Despite Cátia's reluctance the photos were a success.

Chiara then took Cátia to her bedroom where she photographed her in stockings, panties and suspenders. She had thought that there would be an obtrusive 'bulge' between Cátia's legs but was surprised at the girl's skill in concealing this when required. Chiara admired her body and got her to strip down to a brief black thong. She had a fresh, healthy look that Chiara liked in her models. Cátia needed some encouragement to pose totally naked. But Chiara started by photographing her lying on her front on her bed with just her bottom and the tops of her breasts on show, then encouraged her to rise until Cátia was kneeling in the 'full frontal' pose. Once naked, Chiara forced 'the slut' to pose for a number of increasingly compromising photos. The final pictures showed a visibly excited Cátia, with her legs spread, playing with a large dildo.

Cátia had been finding it hard to consider her tits genuinely part of her and not an alien addition. It was only when she saw Chiara's photos they she realised how natural she looked as a girl and began to be proud of her body.

~

Eventually Cátia saw she was booked for her first date. She was almost impossibly nervous. The girls could give her advice, but when it came to it she was on her own. Cátia started preparing almost two hours before the date. She couldn't help but be aroused as she stood naked going through her lingerie draw, examining one tiny pair of lace knickers after another. The silk felt so soft against her skin. Miss Ferreira had been generous, so there was a huge amount to choose from. Eventually she decided on a bra, panties, suspenders set in bright pink satin edged in black lace. Cátia carefully laid this out on her bed and went to have a long bath. She massaged herself with her favourite bath gel, so no matter how frantic the 'action' she hoped she would smell perfectly fresh. She then shaved for the second time that day and sat down to do her hair and makeup.

Cátia was so nervous she found it hard to keep her hands steady when applying the cosmetics. She wondered at what she was about to do. She was going to give herself to a stranger. She had lied to Isabela about having numerous homosexual partners. In fact Cátia had never even touched a man, still less allowed one to kiss and fuck her. Safira had tried to prepare her, explaining how she should give a blowjob and take a fucking. The answer to the latter seemed to be to relax and use loads of lube. Easier said than done. She not only had to sleep with a man, she had to make it look as if she was enjoying herself. Could she go through with this? Could she really put a penis in her mouth? Miss Ferreira said the client wanted 'an over-sexed minx'. Would she be frigid and back out? Despite the fear Cátia knew part of her was looking forward to the date.

Returning to her bedroom, Cátia stood in front of the full length mirror and put on her suspender belt. She shuddered with desire as she felt the soft silk against her naked body. Then she pulled on her stockings over her perfectly smooth legs. Next she stepped in to the delicate silk panties she had chosen. The elasticated lace sides felt snug as she carefully eased her cock between her legs. Safira advised her to do it this way round as she said 'gentlemen' often liked girls to keep their stockings on, during sex. Lastly came her bra, enclosing her ample breasts. After getting into some high-heels, she squeezed her tits together and pouted at the mirror. The diet was worth it and she had to admit the surgeon had done a wonderful job. It was now almost time, so she took herself down to reception and waited for her date.

She knew she would do anything, absolutely anything that the guy wanted. She simply had to prove to Miss Ferreira and Isabela that she could be a success as an escort. Cátia flicked through a copy of Cosmo, but was quite incapable of reading even its limited prose. She felt very self-conscious being out in public in such provocative underwear and tried to avoid eye contact with the other boys and girls as they passed through the lobby.

The date, a banker called Rafael, was late and Cátia debated on how long to wait before finding out if she had been stood up. Five minutes passed, then ten. Just as she was about to get up to do something or at least ask someone what to do, he came through the door. Cátia sprung to her feet and went to greet him, smiling broadly, kissing him on both cheeks.

The man was reasonable to look at without being positively handsome, overweight without being fat and his hair was thinning without him appearing bald. He was several inches taller than Cátia despite her high-heels and must have been forty kilos heavier. He took his time to look at Cátia.

"So you are my ladyboy?"

"Yes Sir. My name is Cátia and I'm here to fulfil your deepest desires."

He nodded and she took him by the hand and led him to her bedroom. As he followed her up the stairs, all Rafael could do was stare at her pert arse covered in such a tight little pair of panties.

When she opened the door, her whole mind seemed to go blank. What had Safira said she should do first? A drink, or should she get him naked to stop him backing out. She couldn't remember. In the end she led him to the couch, sat him down and snuggled up beside him. She turned her body so her mouth was inches away from his and her tits rested on his arm. Cátia stroked his cheek as she asked if his trip had been alright. As they chatted she realised that the poor guy seemed almost as nervous as she was. Relieved by the growing bulge in his trousers she went off to get some wine. As they talked Cátia gently rubbed her hand between Rafael's legs. Cooing about how lucky she was to get such a handsome gentleman all to herself.

"Oh Rafael, I can't resist you any longer. Let me take your clothes off."

Rafael was almost incoherent, but did not protest as Cátia got to her knees to remove his socks and shoes and then unbuckled his belt and slowly lowered first his trousers then his boxers. She straddled him, with her knees each side of his thighs, leant forward and kissed him. All the while unbuttoning his shirt. The kiss started as a chaste peck, but gradually she eased her tongue into his mouth and kissed him hard, very hard. She rubbed herself against his crotch, whispering, "Come on, take your little slut and give her a good seeing to."

She pulled her now naked date across the room to her bed and lay him down, legs wide apart. Cátia then knelt down and began to give him a blowjob. She had never had a man's penis in her mouth before, having always practiced on dildos and was unsure if she could go through with it. Her determination to be a good whore overcame her instinctive revulsion. Before she could have second thoughts, Cátia she placed her lips around his erect penis. It felt unnatural but she knew she could and must do this. Cátia realised she had broken an important taboo, not only was this her first sexual experience with a man, but she was now a prostitute. The thoughts flitted through her head and in a second she was concentrating on giving Rafael pleasure. She licked the head of his cock and remembered Safira had told her to stroke a guy's balls. Now he was fully erect, she sucked with all her might, desperate to please her first client. Her actions almost seemed instinctive, as she went down again and again. As he approached climax she withdrew and started nibbling his balls. Rafael was squealing with ecstasy. She wanted to extend is pleasure, so now moved from 'active' to 'passive'. She pulled down her knickers and got down on all fours on the bed, crying, "Come on Sir. Fuck me, fuck me hard. I want you so badly."

Rafael saw Cátia's pert little arse and dangling penis and wondered as to how ladyboys could look so cute. He knelt behind her and stroked her bottom. He was fascinated by Cátia's cock and asked, "Can I touch it?"

"Of course, I'm your slut."

He eagerly stroked her stiffening shaft. Rafael then felt Cátia's balls. Cátia felt herself get hard. This was the first time a man had touched her and she was enjoying it! He positioned her on all fours and eased her buttocks apart. Now she knew she would earn her money. This was the ultimate boundary. Could she allow herself to be sodomised? He gingerly inserted his penis into her sphincter. Cátia tried to relax, knowing the most important part of the date was about to begin and she had to satisfy her 'man'. She felt the pressure on her anus. Despite the lubricant she started to feel the pain as his penis began to stretch her. Cátia's winced, but Rafael continued his pressure and soon he had fully inserted his penis. She gritted her teeth as he slowly extracted his cock. Now in, he began to pump hard. Her cries to pain sounded like pleasure to Rafael. Even if he had known her discomfort he had no intention of stopping. He had paid his money and the whore was going to give value. Value involved throwing Cátia around as he fucked her in one position after another. He gave her no respite as he took his pleasure. The first time he came he exploded in her arse, the second he sprayed over her face and tits. Cátia was shell-shocked at her treatment, but also proud that she had succeeded in giving her first customer so much pleasure.

When Rafael was fully satisfied, Cátia helped him dress and putting on a brief silk robe escorted him to the front door. Despite her exhaustion she ran to Safira's room, knowing she didn't have a date, and poured out her relief at having successfully sold herself for the first time. She explained how she had brought Rafael to two orgasms and all the tricks she used to heighten his pleasure as if she was talking to a virgin not a lady who slept with nigh on a thousand men a year. The adrenalin rush masked the pain she would soon feel from losing her anal virginity.

The girls always went out to celebrate one of their number's first date. So the following lunchtime they all dressed up and went to a local restaurant to toast Cátia's success and make her feel 'one of the gang'. Although her arse hurt like hell, Cátia was terribly grateful to them for accepting her. As Lúcia said, they felt a ladyboy was a lady first and a boy very much second.

The girls were always running around naked as they prepared for dates, borrowing lingerie, clothes and condoms as necessary. As they thought of Cátia as a girl they never dreamt of covering themselves when she entered the room. A privilege none of the boys ever enjoyed. In fact they were pretty well banned from the girls' wing unless a client asked for a 'duo'.

After this success, Miss Ferreira allowed Cátia to lay by the pool like all the other girls. She was the only one allowed to wear a bright pink bikini so customers would know what to expect. In the summer she pretty well lived in the bikini.

Cátia had a rapid education on the duties of an escort. When it came to the bedroom she became used to spreading her legs, sometimes the customers would want her on her front, sometimes kneeling on the bed, others laying on her back, legs pressed against her shoulders. She had soon been fucked in every position imaginable. She became used to the pain and feigning the pleasure they wanted. Being 'active' was more difficult, Cátia was told that she would have to train herself to be able to get and retain an erection in an instant, regardless of her mood. As Isabela put it she was a 'fucking machine' and had to get used to screwing every orifice the customer wanted.

Cátia had both male and female clients, all of them wanting something new, relishing 'forbidden fruit'. Most of the time clients wanted Cátia as the sophisticated young lady, who could seamlessly move from making clever conversation in the drawing room to kinky sex in the bedroom. But sometimes they wanted to see a simple tart, so Cátia's closet also contained tight PVC miniskirts, thigh-high boots and leather knickers.

Every week Isabela would summon Cátia to her room. She would make her strip naked. Isabela would then review her feedback, commenting and warning Cátia about her future performance. Isabela would proceed to walk around the girl feeling her naked body, after which she would revise Cátia's diet or fitness regime. Cátia found being humiliated like this hugely erotic and loved being Isabela's 'pet'. She willingly became her personal servant, dressing up in a very short, satin maid's uniform and performing whatever tasks her Mistress wanted, menial or sexual.
Initially after she had been 'inspected' by Isabela, Cátia would pull on a pair of panties and go down the corridor to Miss Sampaio's office. There she would spread her legs wide open as Miss Sampaio inserted her probe into her hair follicles in her pubic area before removing the hairs with tweezers. These sessions gave Cátia the perfectly smooth skin, her clients valued.

It was about a month after Cátia had arrived at the villa. She had just spent two hours fucking a rather sweet female politician and she was totally exhausted. She unbuttoned her white satin shirt, pulled down the microskirt from her schoolgirl outfit and threw her thong into a corner of the room. Twenty minutes later she was still lying naked on her bed, when her sweet dreams were interrupted by a loud knock on the door. She sprang up, surprised and a little worried. Safira and girls never bothered knocking and would just walk in. Had she forgotten about an appointment? She pulled on some knickers and found her pale pink silk robe. She hurriedly checked herself in the mirror to make sure she was showing enough leg and cleavage. Opening the door she was greeted by Miss Ferreira and a man she did not recognise.

"Cátia, we haven't caught you at a bad moment have we?"

"No Miss, please come in."

She noticed Miss Ferreira was treating the man with some deference. Was he her boss or an important client? Cátia let her robe fall open as she sat down, letting the man see a lot of naked thigh.

"Well Ray, this is our new ladyboy that I was telling you about. A risk, but I felt we should be able to offer the service. In fact she is proving very popular." She then passed him the list of the sexual services Cátia had promised to provide.

He reviewed it, quietly saying, "Impressive, Natalia. We have to innovate and if this is what the market wants ..."

Miss Ferreira turned to Cátia, "Come on, knickers off. Let Mr Palmer see what he's getting for his money."

Cátia rose and let her robe fall to the floor and stepped out of her panties. She had learned to strip with a languid grace. But she was still embarrassed as she stood there naked. Mr Palmer had never seen a ladyboy in the flesh. He could not take his eyes from her penis, it had been totally shaved and was not unduly large but looked so incongruous on her perfectly feminine body. He had been worried that Natalia had hired some monster, but Cátia was anything but, in fact she looked like an angel. Cátia turned around so the man, who she now assumed was the owner of the Agency, could see her pert arse.

"Where did you work before you came to us?"

"Nowhere, Sir. I had always wanted to be an escort but didn't have the chance Miss Ferreira offered to pay for these." Cátia then cupped her tits.

"How are you finding the clients? Are they treating you well?"

"They are very kind, Sir."

"She's cute isn't she? I am sure she would only be too pleased to show you what she is capable of. They say she's a frisky little hussy."

Cátia smiled hopefully. In the end Mr Palmer turned her down, but he had not been so tempted for years. The interview over Cátia, still naked, escorted them from the room.

One day as Cátia sat in front of her mirror doing her hair, she mused on the power of habit. A few months ago she would have been wearing a favourite pair of jeans and a Fluminense sweatshirt sporting several days' worth of stubble. Now she rose each morning and spent a good forty minutes on her hair and makeup, before slipping into a bikini or a designer dress if she had a lunch date. Before things could be relaxed, now she had to be perfectly presented at all times. She wondered if she could ever return to the 'male world'. She now felt totally comfortable in women's clothes, she loved the silkiness of the underwear and the elegance of the dresses that Miss Ferreira had bought her. Being admired and lusted over made Cátia feel great. She also loved the girls' refined if inconsequential gossip.

Cátia had begun to enjoy anal sex. She relished the moment when she could strip off her tight little panties, spread her legs and wait for a client. She got the same thrill from kneeling before a client and sucking cock. This total submission to a client just added to her desire. She was a whore and proud of it.

Cátia realised she was the living embodiment of L. P. Hartley's line, 'The past is a foreign country: they do things differently there.' She was now shocked at the squalid and unsophisticated life she used to lead, but she knew 'Mateus' would be equally shocked by her acquiescence with her customers' most sordid desires and how she might sleep with dozens of men and women each week. There was almost no sexual act she would not do if the fee was great enough. Who is to say who was right?

Since she had arrived at the villa, Cátia had never stopped thinking about her looks. She knew that for a prostitute her looks were her livelihood. She had allowed her hair to grow until it was just off her shoulders, then got it bleached blonde wore it with a centre parting. She was pleased with her 'look', it made the most of her 'cute', youthful features. Initially a diet was a chore, but after a few weeks it became a way of life, as did her makeup.

The steady stream of customers gave her the income to go shopping. Safira took her to the best boutiques and soon she had a full closet with the smartest names on her dresses, handbags and shoes. The dresses were classically elegant but all the same only reached mid-thigh and were cut to show off Cátia's figure. She also enjoyed shopping for jewellery, but much of her collection came from appreciative clients.

Cátia had been booked to entertain a lawyer called Tadeu. The evening started with dinner in one of Rio's best restaurants, one of her regular haunts. Tadeu was charming and Cátia willingly allowed his hand to slip up her dress and gently massage her cock and inner thigh. Cátia was excited, she knew she was going to enjoy the evening.

On getting back to his flat Cátia slipped off her dress and sat down next to her client, "Tadeu, can I help you relax?" Her hand moved over his groin and unzipped his flies. She then slowly fell to her knees and took his cock into her mouth. She forced his penis as far down her throat as she could manage. Taking in out, she then proceeded to lick its underside, then his balls. Finally she returned to his now very erect member. She went down again and again. This was her job, this is what she was good at. She was going to show Tadeu how a ladyboy can give the best blowjobs imaginable. She felt him stiffen but before he could cum he pulled her head back by her hair.

Cátia was momentarily worried she had annoyed him, but his face betrayed his feeling of absolute lust. Almost in a trance, he led her to a bedroom. It was dominated by a large double bed covered in a shiny black PVC sheet. Tadeu forced her to lie down on her front, resting her stomach on a large PVC covered pillow. He then tied her wrists and ankles to the corners of the bed with some bright red rope. She was now helpless and knew it.

Tadeu eased his hand between her legs and stroked her penis through her tight silk panties. Cátia winced as she became erect. He then leaned over and kissed her. Cátia was frightened as she felt him place a knife against her thighs. She was about to cry out, when Tadeu twisted the blade and cut the side of her panties. He did this to the other side. Then he cut off her bra. Cátia was now naked except for her stockings and suspenders.

Tadeu stepped back and surveyed his prey, leaning forward he put his hand between her legs and clutched her penis. Cátia did not know if this was to get her hard or to cause her pain. The strength of his grip was torture and she squealed at the discomfort. He roughly masturbated Cátia whispering, "Come on you little slut, let me see what you have got." He then started slapping her penis. It hurt, it hurt a lot.

Tiring of his game, Tadeu released Cátia's cock and clutched her buttocks pulling them apart. Kneeling on the bed, he slowly entered her. Although he started slowly, Tadeu soon started fucking her with an animal desire. Thrusting again and again into her tight arse. She had been expecting gentle romantic sex after such a civilised dinner, put no this was a 'punishment fuck'. Tadeu seemed to enjoy her cries of pain and thrust ever harder. As he did so he grabbed Cátia's tits, sadistically squeezing her nipples. His body slammed into her buttocks without respite. Cátia had never been buggered like this before. The pain was horrific. She felt an incredible relief when he finally came. Relaxing he lay down beside her and gently wiped away her tears. Cátia expected to be released but after a brief kiss, Tadeu went back to his own bedroom. Cátia found it hard to sleep as her arms and legs were tightly bound and soon began to ache. In addition, as she cooled down her skin stuck to the PVC sheets.

He returned at 2.30 am and then again at 7 am and fucked her each time with renewed vigour. The second time Cátia had been asleep and was only woken when Tadeu slapped her behind, seconds before entering her. When Cátia heard the door open a couple of hours later she started to beg Tadeu not to continue. She cried her arse was now raw and she could not take another fucking. But looking up she saw a solemn faced butler. He said nothing as he untied her. He suppressed any surprise he may have felt when he saw her penis, merely inviting 'madam' to take a shower in the adjoining bathroom.

Cátia washed, did her hair, but couldn't find her dress and seeing her ruined bra or panties had no choice but to leave the bedroom in her stockings and suspenders. The butler was tidying and pretended to be surprised to see her. Eventually he found 'madam's' dress. He briefly apologised that Tadeu was not there, explaining he had been called away to deal with an unspecified emergency. He then handed over a thick envelope of banknotes and wished her good morning telling her to be sure to go by the tradesman's entrance. As she left the apartment block she felt very self-conscious in her short evening dress on the 'walk of shame'.

Tadeu was one of her many clients. They varied from the romantic to the vicious, the considerate to the arrogant, the active to the passive and the charming to the boring. The best she would have slept with for pleasure, most she found easy to please and with the bastards like Tadeu, she merely thought about the money.

Cátia studied people's reactions and recognised that as an attractive single girl, she was often recognised as an escort, but never as a ladyboy. She simply revelled in her life as a female. She loved her clothes, was proud of her tits and relished her varied and often incredibly stimulating sex-life. She knew she would never exchange the glamour of her current life to the drab existence that had been Mateus' lot. She was a ladyboy for life.