Turning Semi-Pro Pt. 01

Literotic asexstories – Turning Semi-Pro Pt. 01 by LetsMisBehave,LetsMisBehave
This series is set in the UK in 1981. There was no internet, social media, or mobile phones, and reliable information about sex was harder to find. There were also different social attitudes.

It is a stand-alone series, but the characters have previously appeared in Helping Her Boyfriend’s Career, It Takes Three (or More) to Tango, and Uncle and Nephew Spit Roast a Bird. The necessary background information from those stories is contained in the story.

While not the main part of the story, there is anal sex at the end of this chapter.

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It was the Tuesday evening following the Sunday lunch, and Amber was preparing for her first evening out with her landlord’s nephew, John. He would take her out for a meal at a restaurant ten miles away. She would flirt with him, dazzle him with her company and then come back and first fuck and then make love to him. It was important to both her and her landlord, Gerald, that John didn’t fall in love with her but treated her as a good-time girl. A lot of fun, but not a girl you introduced to the parents.

She was a woman who enjoyed sex and right now was in need of uncomplicated bouts of mutual enjoyment. Besides this, emotionally and economically, she couldn’t afford another boyfriend.

Amber had been in two serious relationships for all but six weeks of the last two and a half years. Both had been disastrous for her.

Both men had told her they loved her and might even have believed it. Donald had shown his love by being terrified that she would be unfaithful if he let her out of sight and finally beat her up for being too friendly with an openly gay man. Alastair had shown it by borrowing all her money from her and encouraging her to do sexual favours for Gerald to persuade Gerald to help Alastair’s career and refer clients to his new firm.

She had one sexual encounter between boyfriends where she had enjoyed herself with two men who just wanted to help her enjoy herself. She had now had sex with Gerald and John. She had already admitted that the men who just wanted to have sex with her had treated her better and cared more about her sexual enjoyment than the two serious boyfriends.

If anything, Alastair had been worse than Donald. When Alastair got his dream job in London, he borrowed her savings of £500, promising to repay £50 a month. He also told her to persuade Gerald to help find him a good flat and refer work to Alastair’s new firm. He had stressed that, unlike Donald, he was not a jealous guy and that what he didn’t know didn’t hurt him.

The only limits he had placed on her behaviour were not to spend the night or go to bed with Gerald, and he specifically said that he did not care about hand jobs and had also told her to suck up to the older man. This left plenty of scope for satisfying Gerald’s appetites. She had obeyed his instructions, which had not ruled out sofas, desks, cars, or tables, and she had taken the hint about blow jobs.

Indeed, after Gerald introduced a client to the new firm through Alastair, he told her to make sure that Gerald knew exactly how grateful they both were to him. She was feeling a little impoverished after lending Alastair her savings, and Alastair wanted her to keep Gerald sweet, especially after he had found a flat for him near Sloane Square.

Long story short, Alastair had lost his job for lying on his CV and being incompetent. He had been too ashamed to tell her and defaulted on the rent. Worse, he claimed that she had given him the money he had lent her. While he had paid back £50 before losing the job, she was basically broke.

She had slept with Gerald for two reasons. First, he was a good lover, and she needed the release of sex to cope with life right now. Second, she was frightened that he would blame her for losing face with his contact in London, who had let the flat to Alastair and would either end the lease of the cottage or put up the rent. She couldn’t afford to move or pay more rent right now.

It had got worse. On Saturday, she had found out that Alastair had forged her name and that she was also on the hook for the rent on the Sloane Square flat. This was treble what she paid Gerald for her cottage, and if they pursued her rather than Alastair (who was now unemployed and had vanished without a trace), it would mean borrowing money from the bank until the lease ended in nine months.

She had considered refusing to pay, but Gerald had pointed out that as far as her landlord was concerned, she was on the hook if Alastair refused to pay. The witness to her alleged signature, a friend of Alastair’s, would swear blind that Amber had signed the lease in front of him. She couldn’t afford the legal fees, and she couldn’t face reporting Alastair to the police. This was a case designed to appeal to the tabloids, and she couldn’t face being seen as a victim of a love rat or as a lying bitch trying to get an ex-boyfriend sent to jail. Pity or disdain from her pupils and fellow teachers would be unbearable.

Gerald was the only one who knew how much she had lent Alastair and about the lease. She knew she would have to do something about the situation, but telling friends and begging for money was not an option. After all, none of them could afford it anyway. Well, Bianca could, but she didn’t want to admit yet what a silly cow she had been about Alastair. Besides, she didn’t see how she could pay the money back, and ” borrowing” from friends was a good way of losing them.

In relation to Gerald, taking money from him would mean that he would think that she was a whore and that she was only sleeping with him because of his cash.

She had cancelled holiday plans for the summer and worked out what economies she could make. A godsend had been when Gerald had offered her a month’s rent rebate on the cottage in return for keeping his nephew company over the next four weeks. The young man was revising for his finals and had just broken up with a long-time girlfriend. He was staying with Gerald to study in a stress-free environment. His parents were over-anxious about his mental stability, and Gerald was too busy at work to be around all the time. He invited her to Sunday lunch to meet the young man to see if they got on.

It had been clear that Gerald wanted her to allow John to shag her, but the offer had been based on her simply spending time with John and being a friend to him. It was not conditional on her having sex with the young man.

John had been good for her confidence. It was pretty clear that as soon as he saw her, he wanted to get her knickers off. He was also charming and talked to her about intellectual things. Within an hour of meeting him, his hands were under her dress, stroking her upper thighs as they waited for Gerald to serve lunch. Two hours later, she was on her knees, giving him the best blowjob he’d ever had before riding him like a wild stallion. The young man was an enthusiastic lover, and she would enjoy teaching him how to be an even better one.

Just to make certain that he didn’t fall in love with her, she finished off Sunday lunch by having a threesome with him and Gerald.

She’d gone round to Gerald’s house at 7.30 last night after she had finished the marking to have dinner with John. Gerald was working late, so they had the house to themselves. She’d worn the St Trinians uniform she used for fancy dress parties, which Alastair had particularly enjoyed taking her in. There was something about British men which was turned on by the sight of a woman in a sexy school uniform. John had settled for a blow job before dinner and a quick bonk on the sofa afterwards. He was taking the revision seriously, and she was working full-time at a local private school.

Tonight, however, would be different. Gerald had booked a table at the best French restaurant in Worcestershire for John and her and had even arranged for a chauffeur to take them to and from the restaurant. While Gerald would drink and drive himself, he made certain that it was always on roads he knew well, and he did not want John to take unnecessary risks.

When she got home from school at five, she found a package in the hallway of the cottage she rented next door to Gerald’s mansion. Inside was a note from John saying that Gerald had sent this for her to wear.

She opened the package and found a little black dress, six pairs of black silk stockings, three pairs of satin French knickers, a new garter belt, and a pair of four-inch high-heeled black shoes. There was also an expensive make-up kit.

Gerald had hinted that he would make certain that every man would be jealous of John if they saw them together. He certainly had tried his best. This outfit must have been expensive. She’d known that there would be benefits to being the mistress or occasional companion of a rich man. Still gifts were fine.

She quickly showered and got dressed. Unsurprisingly, everything fitted perfectly — well, Gerald had taken her measurements. The dress was backless, which explained why he had not provided a bra. It also displayed her cleavage to full advantage while somehow supporting it. The dress, while short, was sexy rather than pornographic. She wondered whether this was an outfit he had bought before for other women.

She certainly remembered that Bianca had worn something similar and had explained how it allowed a man to cut the chase quickly at the end of the evening. Well, she would find out tonight.

She made herself up and felt glamorous. She even added some pieces of jewellery she had been given by some of her wealthier admirers during her Charity Girl days during the university holidays. She’d have to sell or pawn it soon to pay the rent on the Sloane Square flat, so she may as well get some benefit out of it.

She sighed. It was so tempting to take that desperate step beyond being a Charity Girl who went on dates and accepted gifts and evenings out from men. When doing holiday jobs at university, she had flirted with the customers and, if she liked them enough, allowed them to take her out for meals, drinks and the cinema.

At the end of the evening, provided they hadn’t been arseholes, she would show her gratitude and express her willingness to be treated again. Perhaps there was a hint that the better the restaurant or the gift, the more grateful she would be, and she also went a little bit further each time. As a rule of thumb, on a first date, she would allow men to get her tits out and kiss her. On the second, she would also whack them off, and on the third, she would give them a blow job. A select few got to go further, but she told herself that this was because they had treated her with respect or got her tipsy.

Usually, by three weeks into the holiday, she was being treated almost every day (sometimes twice), and she hardly spent any money on food and none on clothes or drinks. Still, an exchange of favours with friends and admirers was one thing. Once she started asking for cash, she would be a prostitute and on the slippery slope to walking the streets in fishnet stockings and taking any man who had the dosh.

At 6.15, there was a knock on the door. She opened it and saw John in a dinner jacket and bow tie. He looked smarter than she believed he could look. He also looked thunderstruck. Before he could embarrass himself further, she kissed him on the cheek.

He smiled, recovered himself and said, “You look amazing.” He put his cashmere coat around her shoulders and said, “Our chariot awaits.”

She smiled to herself and knew that it was going to be a memorable night. She wanted to forget her money troubles, and the best way of doing that was to encourage him to bonk her with no feelings of guilt.

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John was amazed at the effect of good clothes on him and Amber. The busty redhead with a dirty laugh looked like a lady in the dress. He just needed to remember what his uncle had told him about how to behave towards her. His groin was telling him to get her tits out and plunge the pork sword inside her on the way to the restaurant.

Fortunately, Uncle and his brain knew that the last thing he should do was crease the dress and smear her make-up until she could be admired by everyone at the restaurant. For the moment, he would satisfy himself by holding her hand and casting glimpses at her cleavage while chatting. Besides, he was too sober not to feel constrained by the thought of the chauffeur watching them through the rearview window.

This evening was no doubt part of Uncle’s plan to persuade him to become a city lawyer and earn loads of money. If so, it was working. Uncle had given him the cash to pay for the meal and had made it clear that the restaurant knew Uncle could be relied on to pay any excess later.

The car was driven by Henry, a man about his uncle’s age. Henry had served with his uncle in Korea when he was doing his national service and could be relied upon to be discrete. It was a limousine with leather seats, tinted windows, and a glass partition between the front and the back seat.

She was impressed by the car, giggled and asked him what he thought the straps by the doors were for. He answered truthfully to allow overweight elderly businessmen to haul themselves out of their comfortable seats without requiring the driver to help.

She gave her dirty laugh again.” How disappointing. I was wondering if my legs were long enough to get my ankles in each strap on the way home.”

“We could always find out?” Fuck- this was like being a schoolboy again. The image caused an instant erection.

“No — I’m too short. Bet my friend Jill could spread her legs wide enough to manage it. She’s four inches taller than I am, and her legs are five inches longer. Do you think your old teacher could manage it?”

It was bad enough thinking of Amber in that pose. The thought of his old teacher dressed like Amber with her legs wide apart and raised high in the air and him thrusting between them almost caused him to ejaculate.

“Don’t say things like that.” He looked down at his groin, and she followed his gaze.

“Sorry. I’m a very naughty woman. You’ll have to spank me later.”

“That really isn’t helping.”

“Tell me more about your old teacher. She sounds like a bit of a prick teaser to me.” She laughed again, and he thought this was a case of the kettle and pot.

“I’m not certain she meant to be. She just liked to dress smartly, and she got excited during the rugby games. She was mortified when she realised what she had said or that we had been staring at her.”

She asked him for examples of how she dressed, what she said and how she moved. It was a lengthy reply at the end of which she snorted. “At an all-boys school, it’s almost impossible to be a young female teacher without some of the boys fancying you. It’s one thing dressing professionally. It’s another thing deliberately playing up to them and causing them to come in their pants during lessons. It’s even worse trying to make them guilty about it.”

Christ, she was right. Miss Summers must have known the effect she had on them in her tight jeans and jumper when supporting the school XV or in her tight pencil skirt and white blouse with the red jacket when teaching.

The image of her bending at the waist in class or her breasts bouncing when she celebrated the first XV scoring a try or winning the game still haunted his dreams. Imagining the five foot seven brunette under him had always allowed him to come inside his old girlfriend Linda when he was feeling tired or hungover. Linda hadn’t been so happy about being bent over a desk or against the wall, which was the other bit of the fantasy.

He told Amber that he was certain all the boys at The Scrivener’s School beat the sausage to thoughts of Amber at night. She then explained how she tried to reduce the risk of that happening by the way she dressed and moved at school. He listened, and it only confirmed his suspicion that Miss Summers must have done it on purpose.

After all, unknown to Amber, he knew that her friend Jill and his old teacher, Miss Summers, were one and the same and that she was a hypocrite. He had listened last Friday to Miss Summers admit to Amber that she had cheated on her boyfriend with two men in a hotel and fantasised about being taken by rugby players. Knowing that his fantasy could become a reality was beginning to obsess him.

How could he get Amber to introduce Miss Summers to him without Miss Summers realising that he was an ex-pupil of hers? He supposed John was a common enough name, and he had filled out since school and grown a moustache. Besides, Uncle had a different surname, so maybe he could get away with it until after they’d done the evil deed.

Soon, they were at the restaurant. Henry first opened the door for him, and then John went around and opened the door for Amber. She took his hand and allowed him to help her out.

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Gerald had got back home around 7.30m but would be working until midnight. He hoped the meal was going well. So far, his nephew’s stay was going well. He had bonded with him while spit-roasting Amber. John was also rethinking his misplaced idealism about becoming a criminal aid lawyer or going into family law.

Sunday had confirmed that he really needed to add Amber to his team of women happy to entertain his clients. She was good on her knees and up for anything, and he knew that his clients would appreciate her oral technique.

He still needed to overcome Amber’s qualms about being paid for sex. Emotionally, though, she was a long way there. She was already having sex for money’s worth and had allowed Alastair to pimp her out in exchange for favours. She had convinced herself that doing so for favours or a rent rebate was not really prostitution. She was deluding herself, but it was still a sticking point for her. He hoped that her need to find money would allow her to convince herself that there wasn’t a problem.

She was Gerald’s tenant in the cottage next door because a mutual friend, Bianca, had called in a favour after Amber had been beaten up by Donald and needed a safe haven. Bianca was married to one of his clients. Well, he had introduced Bianca to the client after she had spent a year helping him entertain his clients based in Switzerland after she left university. He worked on the assumption that Bianca had not told Amber the full facts of how she knew Gerald and her previous career. Bianca had no hesitation about being paid for sex but had insisted on an indecent amount of money for an indecent night. Marriage to an older multi-millionaire had just been her crowning achievement.

He originally hadn’t intended to fuck Amber or think about recruiting her. It had been a favour to Bianca and her husband. Bianca had repaid her husband for granting her the favour by allowing him to watch her have sex with a man of his choice on their last holiday in Florida. He had rewarded Gerald by sending a new client Gerald’s way. Word of mouth was important in business.

If she hadn’t gone out with Alastair, he would have treated Amber as a friend, perhaps leaving an option for it to become more once she had ceased being a tenant. Having a mistress living next door to you when you entertained your other female friends was too risky for him. You could never rule out embarrassing scenes.

Luckily for Gerald, it turned out that Alastair wanted favours from Gerald and offered Amber to him. Well, not quite that directly, but he had filled Gerald in on her past as a Charity Girl and that she was willing to do anything to help Alastair’s career. Hearing Alastair’s version of her career meant that while not justifying their behaviour, he could understand why Donald had been insecure and why Alastair had been tempted to pimp her out to Gerald.