Emily Underwent a Remarkable Makeover
The front desk clerk barely glances at Emily as she checks into the fancy downtown hotel. That's the downside of being an older woman: no one paid attention to her, especially anyone under 30 if they weren't looking down at their phones. Hardly anyone noticed her presence.
She examined her comfortable room with pleasure, taking in the city view she knew she wouldn't be viewing. She reached into her purse and pulled out a list instead of her typical shopping items. It was a odd list, but only to a few people. Emily had a rather sheltered life.
A pang of anxiety, maybe last-minute nerves? It took quite a bit of time and effort to arrange this meeting. Extensive online research, debating over potential partners, and even creating a spreadsheet to compare their pros and cons. This encounter wasn't going to come cheap, but she had received a large insurance settlement and never really spent lavishly.
Emily glanced at her watch. It was too late to change her mind, and besides, she was feeling a thrill of excitement she hadn't felt since she was in her twenties. A G&T from the minibar calmed her nervous tummy. It was time to prepare. She hadn't been fond of seeing herself in the mirror lately, so she wanted to look her best and hoped her selection was appropriate.
She gently folded a respectable skirt and blouse, storing them in the closet. Keeping her underwear and bra on, Emily slipped into a silky slip and slid her feet into high-heeled courts. She practiced walking across the carpet, small steps seemed to work best, she liked how the shoes changed her stance, accentuated her legs, and made her feel attractive. She was applying lipstick when there was a knock at the door. Despite anticipating someone knocking, Emily jumped. Why would she have dressed so provocatively if it was room service?
Fortunately, it was a handsome young man. My, he was gorgeous! Emily's guilty conscience would nag her later. Emily, despite herself, was distracted.
"I'm so sorry," she murmured. "You must be Conor."
"Indeed," he replied, seemingly out of place given the purpose of his visit. He extended his hand, offering a formal handshake. "May I come in?"
"Yes, of course." Nervous panic, Emily opened the door and allowed him to enter. Tall and dressed well in an open-collar white shirt and dark suit, Conor exuded quiet confidence, friendliness, and politeness; quite the appealing package. Emily could have picked someone closer to her age, but maybe she was making up for lost opportunities.
"Emily Drew?" he inquired, arched an eyebrow to suggest he knew it was a pseudonym.
"Yes," she admitted, intensely frowning. She bounces back, "did you get the, uh?"
"The money has been transferred into my account, thank you," he said. The few porn studios he worked for appreciated him making these transactions easier. He proceeded to sit in a chair and invited her to join him. This was his calling.
"What can I do for you?" Conor's considerate inquiry was professional. Emily self-consciously handed Conor the list. How could he seem so relaxed and calm? He nodded and raised an eyebrow. "I can accommodate such humble requests," he smiled, "They'll make you feel safe, and your secrets stay with me."
"Could you take off your shirt?" Emily requested, timidly. For the first moment, she acknowledged she had hired a sex worker and Conor was here, doing her bidding.
"Certainly," he answered. He took off his shirt without a hint of awkwardness. With his well-defined abs, muscular chest and arms, and perfect abs, she no longer found him intimidating. Instead, she was drawn to his sculpted physique. Oh, to be that comfortable in one's body.
"Wow!", Emily exclaimed.
"Thank you," Conor uttered modestly. He drew Emily closer, warming her skin with his body's heat and her enjoying the scent of coconut oil. Her arousal deepened as he delicately kissed her lips. On impulse, Emily reciprocated with unrestrained passion.
"I feel like I'm in a dream," Emily was captivated, mesmerized by her reactions. "I'm very aroused––the first time in many years. My late husband…"
"You don't have to reveal such personal details," he offered gently, considering his work required him to absorb such secrets from customers who had shared nothing with anyone else before.
"Kind man, we shared many interests and two beautiful children, but in the bedroom we..."
"Unsatisfying," Conor completed her thought.
"Yes," she conceded, "Because of my life experiences, I feel safe with you," Emily confessed, still stunned by his aura. "Thank you," he whispered softly as he gently led her toward the bed, whispering encouraging words. She responded, tearing at his shirt. Emily hovered between shock and arousal.
In the dark room, with her on top, their encounters barely had time for foreplay. Quick, impersonal, and devoid of passion, their intimacy was often over in a flash.
"You never tried these things?" Conor questions, curious.
"Stockings, music, candles...we never did any of that," she admits, somewhat ashamed. Surprisingly, Conor shows no signs of shock or judgement.
"Just vanilla stuff, huh? No bondage, no roleplay?" He seems unusually interested.
Partly her fault, she thinks, "I wanted more, but he wouldn't let me. He didn't like going down on me, found it 'subservient.' Nor would he let me do the same for him, calling it 'unhygienic.' He never asked what I wanted."
She's had only two lovers in her entire adult life, and even that weekend of carnal adventures before her wedding was simply to lose her virginity.
"You're not old, far from it," Conor insists. "In fact, you're in your prime and we can change all that."
"How?" she asks, wary. No one had ever been interested like this before.
"Let me lead, and just relax," he assures.
Using gentle words to seduce her, he compliments her appearance and appreciates the unique aspects about her. Emily finds herself drawn to his charm and the first time someone had wanted her for who she is, not some idealized concept.
"I'm not a kid, but I'm excited," Emily admits, pleased at the compliment.
"Don't worry, Ms. Jones," he flirts, "we're about to change that."
Lying on the bed, he pulls down her underwear, exposing her to his gaze. Swallowing nervously, she waits for what he will do next.
Throughout it all, he's gentle and encouraging. She trusts him, believing in his experience and professionalism. His desire to give her pleasure leaves her feeling apprehensive at the same time as aroused.
Cupping her behind, he brings her to him. Gently exploring her, he teases and educes the moisture between her legs.
"I've never come for anyone since my honeymoon," she tells him, feeling vulnerable sharing this information.
Taken aback, he struggles to hide his surprise. "Now we have something to work towards, Ms. Jones."
Tossing her onto the bed, he kneels between her legs. His mouth feels warm and soft as he worships her sex, his touch setting her body on fire. Her head thrown back in ecstasy, she whimpers and buckles against the pleasure but still no release.
"Once I get you there, come down and finish me off," he teases.
With eager trepidation, she moves between his legs. Feeling muddled, she doesn't know where to begin.
"Take my erection," he instructs, "and slide it into your mouth."
The thing is long and thick, and she's nervous about the experience but eager to please.
"Go slow, don't want to hurt you or make you gag," he advises.
She carefully opens her lips and finally encounters the tip, marveling at its size and firmness.
"What now?" she asks breathlessly, unsure what to do.
"Just wrap your lips around it and bob up and down," he guides. "Follow my examples. I can't break and you can't hurt me."
Grasping for control, she holds his erection and slowly begins to take him into her mouth. He's nice, even engorged with desire. However, her inexperience with this action and inability to breathe well make the act difficult. He moans slightly as she navigates the area without fully engulfing him like an expert. Then his fingers thread through her hair, restraining her a bit.
"Relax," he urges, "the pressure might increase if I'm getting close."
As she reluctantly pulls back, he watches her face and sighs in relief as their connection ends.
"Not bad for a start," he murmurs, impressed by her initiative. "I expected nothing less from someone so attractive."
"What happens if that happened?" she asks, interrogating him.
"It means you've done everything right," he explains. "So right I was on the edge of coming."
Astonished, she beams with pride. Their brief tête-à-tête is ending, but they both leave the experience with tender feelings.
They're about to enter uncharted territory. Gathering her thoughts, Emily is nervous but excited to go further. Guided by Conor's professional manner, she'll discover new joys of sexual exploration.
"Certain women prefer to swallow cum - it usually takes a bit of practice. Others enjoy watching it splatter onto their breasts or even settle for a tissue," Emily ponders.
In response, Conor recalibrates the situation, "Instead of waiting, why don't you enjoy the moment and mount me cowgirl-style?"
"Do you mean I sit on you, facing you?"
"Exactly."
"While you penetrate me?"
"While we're both fucking each other."
Emily climbs onto Conor, her pussy already wet from her arousal, and gently lowers herself onto him. Apprehensive and thrilled by her brazen behavior,
"You set the pace," Conor proposes, prompting Emily to rotate her hips, leaning forward to increase pressure on her clit. She also tenses her internal muscles around Conor's throbbing shaft, rocking back and forth. He alternately squeezes each breast, sending shocks of passion coursing through her body, teasing her nipples with his tongue. Emily closes her eyes as overwhelming sensations wash over her. On the brink, if only...
"No need to wait for a train that won't arrive," she decides, "if you want to finish, go for it without me." Appreciative, Conor does so, cumming forcefully, leaking onto her thighs. He sits up and holds Emily close.
"That was enjoyable, Ms. Drew," he states, "how was it for you?"
"Amazing, I've spent years fantasizing about such great sex - finally feel like I'm a real woman. I almost reached orgasm, but I'll surely manage it next time," she says, smiling. "Can I make another appointment?"
"By all means," he replies. "Have you a specific request?"
"Perhaps you could surprise me."
"I'm on it."
"Will it be here and when?"
"Let's agree on two weeks," he suggests. "You'll just have to endure the anticipation."
"A long wait, but I'll make the most of it."
During their next meeting, Emily is a different woman, albeit in terms of appearance and demeanor. Self-assured and determined, she's had her hair dyed and cut stylishly short. Dressed in a little black dress, sexy lingerie, and sheer stockings - the latter visible when she crosses her legs.
"I like your newfound confidence and attire," Conor notes appreciatively. "And is this the surprise you promised?"
"Trying to be sexy."
"Very successful," he concludes.
"You also said you'd surprise me," Emily reminds him.
"Happening right now," Conor directs, instructing her to stand next to him. She complies, assuming a flirtatious expression. "It's quite naughty of you to wear such suggestive clothing."
"Meaning?" she prepares herself for more.
In one move, Conor slides his hand up Emily's skirt, spanking her bottom - first through her knickers. Vocally protesting, Emily attempts to squirm away, but Conor continues. "Wet already," he points out, "ready to check off another item on your list?"
"Yes, please."
"Then, try this," instructs Conor, resituating Emily over his lap. He lifts her dress, exposing her bare bottom. "This is quite cheeky," she giggles nervously as Conor raises his hand to spank her. Although objecting vocally, she realizes he might stop, so Emily chooses to endure, kick, and even try to wriggle away in response to the stinging sensations. Conor slips a hand between her legs, intending to heighten her arousal.
"Lubricated," he affirms, "ready for the next item?"
"Yes, please."
"From behind. Take off your knickers and get on all fours on the bed." Emily obliges, eager to receive him. Conor mounts her, entering fully into her exposed pussy. Wracked with need, Emily dives into the experience, moaning and begging for a long time. Ultimately, she reaches the climax she's been yearning for, a completely different woman than before.
"That was incredible," she confesses, "how did you know I'd be so uninhibited?"
"Instinct," Conor responds casually, "I've encountered women craving domination."
"I want more of it," she confesses shyly, reaching for his penis. "Face-to-face this time. I want to see the person who has given me so much pleasure."
"Here's how," Conor guides her, inserting a pillow under Emily's sore buttocks. "And spread your legs wide."
"Oh, how wickedly suggestive!" she jokes, thrilled by his command, as he sinks into her wet pussy. They guide each other to another orgasm. Emily's legs lift, urging him deeper, moaning vehemently. Lost in the moment, she whispers, "Can you cum inside me?"
Acknowledging her request, Conor ramps up the force of his thrusts, triggering a series of climaxes for Emily, culminating in a vivid crescendo. "That was... Incredible. Thank you."
Conor and Emily embrace before she finally leaves, "We managed to cross off the entire list."
"I'm glad you enjoyed it. Unlikely to see you again," he hints.
"I guess I'll have to find other ways of fulfilling these desires," she concludes.
"It's best to leave when you're on top," says Conor, kissing her sweetly. While he feels a hint of sadness, maintaining a professional distance from clients is a necessary precaution. "I've truly enjoyed our time together, Ms. Drew. We've both learned a lot."
Emily considers him both courteous and wise; her clients usually believe her stories.
Read also:
- My Close Friend, a Female, Fondled Me
- Slim, Youthful, and Well-Endowed in Part 2
- I'll Safeguard Your Confidence
- Roommates Fall in Love
Source: www.nice-escort.de
