Anna’s New Career
Introduction:
It started as a normal evening at Luigi’s reastaurant where Anastasia worked to try and make ends meet. Business was bad and she throught she would have to give up her studies, until Bob made a suggestion and left his card.
As she wiped the cleared tables, just one customer remained – a business man in his mid thirties who had arrived late. She did not mind, as people like him usually tipped well, so she made sure she was especially attentive to him. He finished his desert and coffee, she walked across to his table.
“Will there be anything else sir?” she asked. Her accent was distinctly Russian, but with a very sexy timbre.
“No thanks, everything was just fine”.
He looked round the deserted restaurant, then added:
“How would you like to spend the night with me – for 500?”, “It’s more than you earn here!”
Anastasia was shocked.
“Fuck you, I’m not a prostitute – go find yourself someone else!” she snapped and backed away from the table.
“OK, I understand, but I’ll leave my card, should you change your mind, I’m I town all week”.
He left cash to settle his bill plus enough for a 20 tip – the best all week. Anastasia watched him leave. He was not unattractive, tall, slim and looked like he spent time in the Gym. Anastasia cleared his table, picked up the cash and his card, walked to the till and entered the transaction. She looked at his card and was about to throw it away, but something stopped her and she slipped it in her pocket.
All was finished, so she locked the door and went out back to see Luigi, the fat middle aged owner whose wife gave him hell and resented an attractive 20-year old Russian blonde working in the place.
“All done Luigi, last one’s gone and I’ve locked up”.
Luigi did not look happy.
“Anna, listen, you are a good girl and you work very hard, but business isn’t great at the moment, I’ve talked this over with my wife and I’m afraid we’ve got to let you go”.
For the second time that night, Anna was shocked. Thoughts raced through her mind – how was she going to pay for her studies now? Could she get another job? Would it be as well paid? She stood open-mouthed as a numb feeling spread through her.
“Hey, don’t worry kid, you are a good worker, you will soon get another job and I’ll give you a great reference and a bit of a pay-off”, he went on.
The next day she recounted the events of the previous evening to her friend Sophie, a lovely warm black girl who always dressed like someone out of a fashion magazine. Where the hell did she get the money to do that, she was also from a poor background.
“So why the hell did you turn him down! You said yourself he’s attractive and you are broke”.
“I’m not a prostitute” protested Anastasia.
“Look, you meet a guy at a party, he sweet talks you, buys you dinner and you fuck him. This man is will pay you more than you would earn in a month waiting on tables for the same thing. Given your present financial predicament, I would call him back and ask for 750. Oh, don’t forget the condoms”, she laughed.
Anastasia was surprised at her open-minded advice, and a thought began growing at the back of her mind, but she would save it for now.
Most afternoons when Anastasia got home from college, she would start work straight away on her assignments to get them done before going out to work. But tonight she had no work and something far more urgent to do. She spent an hour building a spreadsheet showing her finances and by 5pm, she was depressed. Luigi had been generous and given her 150 as a payoff and a glowing reference letter, but even with this and if she got another job straight away, which was unlikely in this town, she would be broke by the end of the semester. With no job, she would have to quit her course in a couple of months. She had no one to turn to for cash and, given the red numbers before her in the spreadsheet, any bank would be insane to advance her a loan. She really wanted to qualify as a doctor, but this was bad, very, very bad.
Bob’s card lay next to the computer. She looked at it for a long time and Sophie’s words echoed in her ears. Trembling, she picked up the phone and dialled.
“Hi this is Bob”, said a cheery voice on the other end of the line. Her mouth was dry; her heart was pounding but she stammered “Hi Bob, this is Anastasia from Luigi’s”
“Hi Anastasia, I’m really glad you called – do you want to meet tonight?”
“Sure”, she tried to sound cool, but it was not convincing. “Thing is, I need 750 to spend the night with you”. There was a pause, which seemed to last for an eternity.
“600, and I will buy you dinner – but not at Luigi’s! – and you buy the condoms”
“OK, where shall we meet”, she stammered.
He gave her the name of his hotel, which was quite close and they agreed to meet in the bar at seven. She showered, fixed her hair and put on her sexiest underwear then a short summer dress, even though it was not quite the season. She did not give herself time to think but as she headed for the door she remembered the condoms. She had a ‘variety’ pack in the bedside draw left behind by a previous encounter. She grabbed them and headed out into the evening.
There were a few people in the hotel bar, but it was far from crowded. Bob was sitting at a corner table away from the other customers. He stood up as she approached and kissed her gently. “Hi, I’m so pleased you could come. Would you care for a drink?” She badly needed an infusion of alcohol, but decided against it. They left the bar and walked to the elevator. “What the hell am I doing”, she thought, then remembered all the red numbers on her spreadsheet and this guy was really attractive.
Once inside the room, he said: “I can see you are really nervous, is this your first time?” She nodded. “It’s OK honey. I like to get the money thing out of the way first so we can relax and enjoy each other’s company” and with that, he handed her an envelope. She could see it contained money, but she did not like to count it in front of him, so she slipped it into her bag.
“Now”, he said “have you kept your part of the bargain and brought the condoms for us?”
She nodded and reached I her bag and handed the packet to him. He opened it and smiled:
“Let’s keep the strawberry flavoured one for later, these will do for now” he said placing a couple of them by the bed. He moved next to her and kissed her lightly on her neck while his left hand gently caressed her breasts over her dress. She responded by stroking his thighs and let her fingers wander round to his cock, which was already hard under his trousers.
She felt her dress being unzipped and slipping off her shoulders and onto the floor. Both his hands were now on her breasts. “They are lovely”, he whispered, “and I love your bra, but let’s see what it’s hiding”. He slipped the clip open and slid the bra off exposing her pale size ‘C’ breasts. He ran his fingers lightly over her firm nipples; she sighed. He cupped her breasts with one hand while the other ran down over her stomach and inside the top of her panties. His fingers slipped slowly through the pubic hair and found the top of the pussy, which was already wet.
She undid his trousers and pushed them down off his hips. She pulled his stiff cock out of his pants and rubbed it gently. His cock was not the largest she had seen, but it was very hard and already wet around the tip. He tore off his shirt, kicked off his shoes and pulled off his socks. She stripped off the rest of her clothes and fell onto the bed next to him.
“Fuck me! Fuck me!” She implored.
He opened the condom and quickly rolled it onto his hard cock, then slid on top of her. She parted her legs and straight away his rock-hard cock was inside, right up to the hilt, in her hot, wet pussy. His love making was not rough, but very vigorous as he thrust strongly inside her.
On the way to the hotel, she had wondered if she would be expected to simulate orgasms, but this issue faded into the background as the pleasure welled up within her. She wrapped her legs tightly round the back of his as her pussy contracted in orgasmic climax.
“Oh God, Oh God” she screamed as she came.
“Honey, that’s great”, he whispered as he fucked her even harder. She came again, then again, he gripped both her firm breasts as his back stiffened and his spunk gushed into the condom.
Their sweaty bodies embraced and they kissed passionately as he slid his cock out of her. She reached down and slipped the condom off his shrinking cock – it was completely filled with his semen, which she regretted was not now inside her. He hugged and kissed her several times and whispered: “That was the most fantastic fuck I have ever had Honey” and he meant it. They hugged and kissed for several minutes, before he suggested they get up and have a shower together.
They walked naked into the bathroom and got into the shower together. He undid the shower gel and soaped her lovely breasts and slipped his hands down and ran his soapy fingers through her blond pubic hair and into her pussy. Then he ran his hand round her back and fingered her tight arse, which started her groaning.
She responded by stroking his cock, which was already hard even though it was less than 20 minutes since he had fucked her. She poured some shower gel on his cock and started rubbing it, slowly at first but then harder and quicker.
“That’s fantastic”, he panted, “Do it quicker”.
She stepped behind him and rubbed her firm breasts up and down his back and let his butt push into her wet pussy. She moved her free hand up his chest and found his nipple, which she stroked gently, making them go firm. He threw his head back against her shoulders and screamed in ecstasy. He panted hard as she rubbed then as she felt he was about to come, she moved her fingers up to his tip and began squeezing gently. That was it! His warm thick spunk oozed between her fingers and splashed on the shower floor between them.
“Oh God”, he sighed, “I’ve never been wanked like that before, that was fantastic!”
They stepped out if the shower, dried each other off and dressed – he needed a rest. He took her to a quiet French restaurant nearby where he bought a delicious, intimate dinner. She told him about her course and why she had agreed to meet him. He was sympathetic and told her no one except the most prudish hypocrite could think any worse of her for the decision she had made
.
He had married his childhood sweetheart, but it had all gone wrong last year and ended in a traumatic divorce. He realized that he had missed out on the sexual experiences most teenagers enjoyed so now, free and in his thirties, he decided to make up for lost time. He found pickups in bars were not satisfactory so he started paying for sex. He quickly found ‘amateurs’, like Anastasia, provided enjoyable encounters without getting tied down again.
They got back to the hotel, kicked off their shoes and cuddled on the bed for a few minutes. They slowly slipped each other’s clothes off. They cuddled and stroked each other, naked now and taking time to enjoy their bodies and the sensations they were feeling.
“I love ‘69’”, he whispered, “will you suck it for me?”
She nodded and reached for the strawberry-flavoured condom that was still on the bedside table. She rolled it onto his stiff cock and moved into position so he could lick her wet pussy.
“Don’t make me come, I want to finish by fucking you doggy style this time”.
She agreed and slipped his cock into her mouth while he ran his tongue up and down, finding her clitoris. She felt his fingers entering her vagina. He soon found her ‘G’ spot and it was her turn to feel an explosive climax. She sucked him harder and harder and took his cock deeper into her mouth as she came a second time. He had to push her away stop her sucking and rolled her over.
She pointed her butt towards him so he could mount her from behind and slip his cock into her willing pussy. She came again as he entered her and fucked her hard. He reached round her and fondled her breasts which increased her pleasure. He trust deep inside he as he came and filled the condom with his spunk. They rolled over and hugged each other and kissed passionately before falling asleep in each other’s arms.
“Oh shit”, he said, “I forgot to set the alarm and I’m late for work”.
She aroused from her deep sleep and muttered, “Do you have time for a quickie before you go?” She reached for his cock, which was already hard, and rubbed it gently.
He smiled, “OK”, he whispered and he reached over for another condom. While he slipped it on she fingered her pussy to make it nice and slippery for him. She loved being fucked while she was still half asleep. She parted her legs and pulled him on top of her, grabbed his cock and pushed it inside her.
“Fuck me, fuck me” she implored.
He began thrusting quickly and she fingered her clitoris as he did so. She did not usually come quickly, but the combination of her fingers outside and his hard cock inside aroused her to orgasm in a couple of minutes. Her vagina tightened around his cock as she came and that finished him as well as he filled the condom to capacity.
The hugged and kissed. “That was so good” he whispered, I’ll remember it always”.
“Me to”, she replied.
They jumped out of bed and into the shower. She began stroking his cock, but he stayed her hand. “Let’s save it until next time I am in town”. Reluctantly, she agreed.
They dried and dressed and as they were leaving the room he slipped a 100 into her hand. “For your studies” he said, “and I will call you next time I am here”.
She got back to her apartment and made some coffee. Before heading for college, she started her computer and opened the spreadsheet that had so depressed her the day before. She tapped in some new numbers and one by one all the red figures turned to black. She smiled; she would finish her course and would never have to wait on tables ever again. Anastasia, the ex-waitress, had a new career.
