Upon reflection, Rachel was amazed at how quickly her best friend, Staci, had embraced the concept of becoming an Escort for hire. True, the web-site disclaimers spouted on about how the client only ‘paid for the time and companionship’ of an escort and how everything else was a matter between ‘consenting adults’, but the truth was abundantly clear. The men, and occasional women, who pay for her time will be expecting to fuck her.
A couple of years ago, when Rachel had been offered the option of becoming ‘Helena’ as a means to extricating her from her own dire financial predicament, it had taken her almost two weeks of soul searching before she reluctantly agreed. There then followed three weeks of mentoring by her predecessor before she embarked on her first appointment (Chapter 1), and her own realization of just how far she was prepared to stoop to get by in the big city. Sure many of the appointments were glamorous, and it certainly dug her out of the hole she was in, but, given her middle class upbringing, she would never be able to shake the knowledge that she had allowed herself to become a ‘cunt for hire’.
In less than a year of her becoming ‘Helena’, Rachel had paid off all her debts, had money in the bank and was able to secure a steady, well paid job as a Corporate Assistant within a large Law Firm. She new her regular job was nothing more than a fancy title for someone willing to make the coffee, do the filing, photo-copying and errands, but it had allowed her to make new friends and, ultimately, find a boyfriend. For the last few months she had not bothered with making any new clients and had only ‘serviced’ the regulars out of deference to ‘Helena’. Tragically, Staci’s situation could not have come at a better time for her, she just wished it was not her best friend who was going to become the next ‘Helena’.
During this reverie Rachel was sorting through the ‘Helena’ web-site mailbox and the first Rachel knew that Staci was standing over her was when she asked, “How do you sort the legit e-mails from the crap?”
“Oh,” said Rachel with a start, “that’s pretty easy. The Web-site has an auto-responder message that replies to the first e-mail sent by a punter. Never, never, ever reply to a first e-mail request. If the punter replies to the auto-responder, which asks for more details and stuff, then you can think to start sifting through the requests. Oh, and see this box here? This is where the regular clients’ e-mails go, so always check this box first and give them priority.”
Rachel then proceeded to take Staci through the ‘rules’ on vetting new clients. New people are the scariest because they were the unknown and it is okay to be scared of the unknown because, in this case, it could save your life. The vetting process is what stops the escort from wasting her time, being robbed, hurt, arrested or even killed. Rachel took the opportunity to stress the risks to Staci so that she was under no illusions as to what she had agreed to take on. Staci’s face indicated that the lesson had registered, however, it had not diminished her enthusiasm.
“I get the risks, but, if it can get me back on my feet it has got to be worth it, right?” Staci’s expectant eyes made Rachel’s stomach tie itself in a growing guilt riddled knot.
“Staci, are you sure you want to do this? It’s not all just about glamour and sex. I’ve had some really scary experiences too.”
“What do you mean? How scary?” inquired Staci.
Rachel then proceeded to share another episode of her time as ‘Helena’.
*********
This would be Helena‘s third ‘new’ client. She had followed the rules diligently and, just as with the previous two new clients, the third had come through with flying colours and she was expectant about another night out on the town. She had been grateful that Helena’s regulars had, over the past three months, all worked out wonderfully in easing her into the role of paid escort, however, those appointments had become rather staid or predictable. The regulars went out of their way to make her feel comfortable, catering to her insecurities and treating her with more respect than she felt she deserved. The new clients, however, had each had an air of anticipation and excitement about them. They were younger, sexier and wanted to go out dancing or to a show before getting into her knickers.
Whilst leaving the final choice to Helena, the client had asked her to be dressed to “party” and show plenty of leg. Although it was not quite summer yet, the weather was warm and, thanks to the tanning salons, her skin had an all over golden hue to it that she just had to show off. As she admired herself in her full length mirror she congratulated herself for choosing to wear the almost 60’s style Trapeze dress with a bold graphic print. The cut and flow of the sleeve-less, black & white dress flattered her 34B breasts, accentuated her slim waist before flaring out slightly and ending a seductively short 3-inches above the knee. Her long legs only seemed more shapely given the lift from the 4-inch heels on her tan coloured strappy sandals. As she slipped on her overcoat she hoped that the client, who gave the name Dave White, was as sexy as the voice on the other end of the telephone when she had called to re-confirm their booking.
Helena took a taxi Dave’s hotel, and, given the additional expense to her, she was glad when Dave agreed to pay extra for travelling expenses. When she arrived at the hotel she confidently strode towards the elevator and was pleased to see that it did not need a room key card to activate it. There is nothing worse than the suspicious, haughty looks of hotel reception staff who, instinctively, ‘know’ why you’re in their hotel but do not have the conviction to challenge you on it. She marveled at the ease with which she had adapted to her role as she walked from the elevator towards Dave’s room. She checked her watch, almost 8pm, took out her telephone to text the details of her arrival to her computer – just in case – then knocked on the door.
Dave opened the door within moments of her knocking and Helena could not help beaming her widest smile at the handsome man standing before her. He looked to be in his early-30’s, fair-haired, cut in a short, dated style that suited his chiseled features and square jaw-line, with the kind of blue eyes that just sparkled when he smiled. Even in his jacket and tie she could tell his 6-foot frame was firm and muscular and she couldn’t help the tingle of anticipation as he guided her in through the door into the reception area of his room, correction, it was a Suite. She couldn’t help but wonder why on earth a guy this hot would need to hire an escort?
“Hi, I’m Dave. I, erm, guess we should get the business end sorted first, eh?”
All she could think of when he spoke was the actor Vin Diesel. She noted his nervousness, which helped her take control and finally dispel her own nerves. “I think that would be best. That way we can focus on getting to know each other.” She took the envelope from Dave and excused herself to the bathroom where, as quickly as possible, she checked the contents.
Matters of business done, Helena stepped out of the bathroom, gave Dave a beaming smile and removed her coat for him to hang in the closet. She felt a triumphant surge as she saw the reaction in Dave’s face. With his eyes almost popping out of their sockets, all he could utter was “Wow!”
Dave slipped a guiding hand into the small of her back as he moved toward the lounge area of the Suite. She registered a cluttered card table with three place settings, but quickly allayed her fears by confirming that she and Dave were alone in the Suite. Dave offered her a seat and moved to a bar area where there appeared to be a bottle of champagne on ice. “We have time for a drink. Any preference?” offered Dave.
“Just some ice water for now, if you don’t mind. I’m thirsty from the journey over.” Helena sat down on the couch, deliberately allowing the hem of her dress to ride up her tanned thighs.
Without taking his eyes off Helena, and with obvious lust showing itself in the bulge growing in his pants, Dave amicably replied, “Suit yourself.”
Helena could feel herself getting aroused at the thought of having this man, possibly the sexiest man she had ever been with, all to herself. After a few minutes of stunted conversation, Helena decided to take the initiative by shuffling up closer to Dave on the couch, placing a hand on his inner thigh, and asking, “Do I make you nervous?”
“Look, we’re supposed to go for dinner downstairs, but, to be honest, well, you’re just so fucking incredibly hot.” Helena smiled at the compliment, visibly relaxing. Dave leaned into Helena and they kissed as he sent an exploratory hand up her leg. Meeting no resistance, he was able to quickly push the hem of Helena’s dress almost all the way up to her waist.
It was as though a switch had been flicked. Suddenly the two of them had their hands all over each other. Helena’s breath became ragged as she both explored this man and was in turn explored by him. He seemed to know which buttons to press on her body. His lips touched and caressed the erogenous parts of her shoulders, neck, and her ears. She found herself parting her legs and grinding up against his hand as he deftly rubbed her mound before slipping two thick fingers easily past her thong and into her already sopping hole. Convinced that they were going to fuck then and there on the couch she moved her hand to the zipper on his pants, eager to free his bulging cock from its restraint.
“Just a minute,” said a panting Dave as he broke away from Helena and stood up. Her face betraying her confusion. He continued, “Let me call the restaurant, re-schedule our reservation. I’ll just be a minute so, why don’t you go to the bedroom.”
Almost dazed, Helena, on unsteady legs, went into the bedroom. She decided to slip out of her dress and was just laying down on the King sized bed when Dave, with his jacket and tie now gone, came into the room. She lay down flat on her back, seductively drawing one leg slowly up to allow Dave a clear view of her soaked thong. “Like what you see?” she said, smiling.
Dave drank in the vision before him. He knew he was going to have a great time with this sexy blonde. She could keep the heels on, but the bra and panties were about to come off. He kicked off his shoes as he slipped out of his shirt and homed in on her sweet smelling, wet, paid-for cunt. He whipped off her thong, noting the neat triangular blonde patch of hair above her wet slit, spread her legs, and started working his tongue in and around her pussy.
It only took a few glorious moments to get Helena back to the heights of passion she had been enjoying a few minutes earlier. She could not resist her body’s need to demonstrate her enjoyment by humping her mound up into Dave’s mouth, willing his tongue to explore deeper and emitting loud mewls of pleasure as he hit the right spots, driving her closer to the orgasm she knew would be coming.
