emily-transformed
MATURE SEX

Emily Transformed

Emily Transformed

by selectredux
14 min read
4.38 (18900 views)
adultfiction

The receptionist barely spares Emily a second glance when she checks into the swish city centre hotel. That's the thing about being an older woman, no one notices you. Certainly, no one under 30, even if they aren't staring at their phone, you're just part of the furniture.

Nice room, Emily notes appreciatively, with a view of the city, not that she expects to be looking out of the window. She retrieves a list from her handbag, instead of the usual shopping items its contents are mildly shocking. Well, only to a few but Emily has led a somewhat sheltered life.

A stab of anxiety, last-minute nerves? It took a lot of effort to arrange this liaison. Exhaustive online research, deliberating over who to choose, and even creating a spreadsheet to compare their strengths and weaknesses. This encounter hasn't come cheap, but the insurance policy had paid out a substantial settlement and when did she ever spend much on herself?

Emily looks at her watch, too late to back out, and anyway, she's experiencing a thrill of excitement not felt since her early 20s. A G&T from the minibar calms her butterflies. Time to get ready. Not fond of looking in the mirror of late, Emily wants to present her best self and hopes the outfit is appropriate.

She neatly folds a sensible skirt and top, stowing them in a wardrobe. Keeping her (best) knickers and bra on, Emily dons a slinky chemise and slides her feet into black, high-heeled courts. Practises walking across the carpet, small steps work best, she likes the way the shoes alter her stance, lift her bottom, and flatter her legs. She's applying lipstick when there's a knock on the door. Despite expecting company, Emily jumps. What if it's room service, and she dressed so seductively?

Fortunately, it's a strikingly good-looking young guy. Christ, he's bloody gorgeous, thinks Emily, caught distractedly between relief and desire. Old enough to be your son, nags her guilty conscience. Emily resolutely shoves it to the back of her mind; suddenly aware she's mutely staring at him.

"I'm so sorry, you must be Conor."

"Indeed," somewhat incongruously given the intended purpose of the visit, he proffers a handshake in old-fashioned greeting, "May I come in?"

"Yes, of course." Flustered, Emily ushers him into the room. Tall and well-presented in an open-neck white shirt and dark suit, quietly confident, personable, and polite; quite the package. She could have chosen someone her own age, but instead opted for a younger man; perhaps making up for lost opportunities.

"Emily Drew?" Conor enquires, raising an eyebrow, implicitly indicating he knows it's an alias.

"Yes," she blushes, despite herself. Get a grip woman, in another world you're in charge, managing staff and controlling budgets. Which reminds her, "did you get the, um...?"

"The money is in my account, thank you." He sits in a chair and gestures for her to occupy the one adjacent. I'm glad someone else is taking charge, thinks Emily, feeling exposed in her lingerie, perching on the edge of the seat, hands tightly clasped in her lap, knees and feet together, like a convent novice. That last word is particularly apposite to Emily being in this situation, completely out of her depth.

"What can I do for you?" The handsome stranger's enquiry is solicitous and professional. Emily warily hands Conor the list. How can he possibly appear so relaxed and calm? He nods and raises an eyebrow. "I can certainly fulfil such modest requests," Conor smiles reassuringly. "Would you like to begin now? I'm exclusively yours for the duration, Emily. To enact your fantasies, ensure you feel safe and keep your secrets."

"Could you take your shirt off please?" Emily speaks hesitantly, finally accepting this is happening; she's hired a sex worker and he's here, doing her bidding.

"Sure," without a trace of embarrassment, Conor complies. Six-pack abs, muscular pecs and biceps; not, thankfully, a steroid-fuelled, bodybuilder physique; more akin to a classical sculpture. Oh, to be so at ease with one's body.

"Wow," Emily is at a loss for words.

"Thank you." Conor accepts her compliment gracefully; gently pulls her towards him, skin warm and smelling faintly of cocoa butter. Immediately moist between her thighs, Emily's nipples harden. She's never previously been this close to someone of colour. Holds impeccable liberal views on equality yet doesn't know anyone who isn't white in the very ordinary country town she inhabits, an hour's train journey away. Conor kisses her lingeringly, tongue questing between her lips. She surprises herself by responding with unabashed passion.

"It feels as if I'm dreaming," Emily is entranced, "I'm so aroused, the first time in many years. My late husband..."

"You don't have to reveal any personal details," murmurs Conor, guessing Emily inevitably will, his job so often involves customers confiding intimate secrets they've not told another living soul.

"Lovely man, we shared so many interests and two wonderful children, but in the bedroom..."

"Underwhelming?"

"Lights out, him on top, minimal foreplay, wham, bam, blink and you'd miss it, roll over and off to sleep."

"You didn't try to..."

"Liven things up? Yes. The usual, stockings, music, candlelight, he simply didn't get it. Hence the list - we never did any of that." That last revelation dents Conor's consummately professional inability to be shocked.

"Surprised is an understatement, this is vanilla stuff, no bondage, no roleplay..."

"Partly my fault I suppose," Emily continues, shamefaced, "I should have persisted but felt rejected. He wouldn't let me go down on him, 'too subservient'. Wouldn't give me oral either, 'unhygienic', thanks very much! Didn't think to ask what I wanted. "I've never gone on top or done it doggy style, no knee tremblers in the park or sex on the kitchen table. Sorry, this isn't meant to be a pity party, I just feel stupid, at my age with less sexual experience than many teenagers. Only had two lovers in my entire life and the one before I married was just a student fling to relinquish my virginity."

"Emily," Conor takes her hands. "We can complete your wish list and more. Take it easy, let me lead, and don't beat yourself up for something for which you're blameless."

"I'm not too old?"

"What's old? I have a regular customer of 72 who is still hot to trot. You're in your prime, desirable and attractive." Emily would like to believe him but is sceptical; default expectations pre-set to disappointment.

πŸ“– Related Mature Sex Magazines

Explore premium magazines in this category

View All β†’

"What precisely about me is attractive?"

Conor proves equal to the moment, "Elegant neck," he softly traces it with his lips. "Beautiful bottom," Conor cups her buttocks in his hands. "Blue eyes I could happily lose myself in."

"Careful tiger," she cautions, "don't stretch credulity."

"I'm not," he responds, sincerely. "All of my customers have something unique and special about them and you're no exception. Let's get started. How about I pay some literal lip service to your pussy, then, if you still want to, you can go down on me?" No one has desired Emily for a very long time, she feels weak at the knees.

"Yes please, but there's one more thing."

"Go for it."

"I haven't had an orgasm with anyone since my honeymoon."

Caught off guard, Conor blinks at this shocking revelation.

"Then we've work to do, Ms Jones."

He guides Emily onto the large bed, and carefully pulls her knickers down, all the while maintaining eye contact, Emily meekly raises her bottom to assist them past her delectable derriere. Kneeling, Conor spreads her thighs wide, exposing Emily's pussy; she's breathing quickly, the tops of her breasts flushed pink, at once scared and excited. Teases her vulva with his tongue, probing gently between swollen labia, lapping and probing, sucking on her clitoris. From Emily's perspective, pure bliss, the resultant excitement almost too much to endure.

"Oh, my," Emily moans, hands tangled in her hair, hips writhing. He slips a finger inside, then another, pumping gently in and out. She whimpers appreciatively, yet despite his assiduous attentions is unable to come.

"Alright, a work in progress," she gasps finally, "how about I suck your cock instead?" Employing such explicit language feels deliciously wayward. They swap places. "Sorry to be a dunce, but what do I do?" Emily enquires.

"Start by freeing my erection," Conor answers patiently, not mocking her naivety. Fumbling a little, Emily does so, gasping in appreciation as his manhood springs up, inches from her nose.

"Gosh! I don't have any benchmarks of comparison, but it seems rather substantial."

"Thank you kindly" replies Conor, amused.

"And now?"

"Make your lips into an 'O' and take the tip in your mouth. Not too much at first, don't want to gag. When you've got used to it, bob your head up and down. There's no right nor wrong way, watch my reactions to gauge what works. Don't worry, you can't break it, just don't, whatever happens, bite."

This is good, Emily adjusts her breathing and reminds herself to go gradually, slowly encompassing his rock-hard member in her mouth. Grips the girth of his shaft with cool hands and is rewarded by what seems to be a genuine gasp of approval. They are - Emily's technique may be amateur, but her enthusiasm and determination to please make an endearing combination. After a delicious interlude, Conor's sap begins to rise, and he gently pushes her face away.

"Did I do something wrong?" She looks worried.

"The opposite, you did everything right." Emily beams proudly. "So much so I was close to coming."

"What happens then?" her innocence is charming.

"Some women like to swallow - generally takes a bit of practice, others like watching the jizz jet onto their boobs, or mundanely just reach for a tissue." What will I do next time, Emily wonders.

"I'm not sure we can get through everything you want to try today, why not put this erection to good purpose and ride me cowgirl style?" Conor resumes choreographing their encounter.

"You mean sit on top, facing you?"

"Exactly."

"While you fuck me?"

"While we fuck each other."

She straddles Conor, pussy already copiously lubricated with her arousal, and tentatively lowers onto him. Thrilled to feel his cock, astonished at her abandoned behaviour,

"You set the pace", suggests Conor, and Emily experimentally rotates her hips, leaning forward to increase the pressure on her clitoris. Tenses her internal muscles around Conor's throbbing shaft, rocking, and rolling together. He squeezes each breast in turn, sending electric shocks of lust coursing through her body, teasing the prominent nipples with his tongue. Emily's eyes roll back as exquisite sensations take hold. So near, if only...

πŸ›οΈ Featured Products

Premium apparel and accessories

Shop All β†’

"Don't wait for a train that's not going to arrive, if you want to come, go ahead without me," she says. Gratefully Conor does so, ejaculating fiercely, leaking down her thighs. Sits up and holds Emily close.

"That was fun, Ms Drew, how was it for you?"

"Wonderful, I've spent years fantasising about sex so good - feel like a proper woman at last. Didn't climax but almost got there, and truly believe I will sometime soon. May I make another appointment please.?"

"You certainly can, anything special you'd like?"

"Maybe you could surprise me?"

"Delighted to try."

"Same place and time?"

"Shall we say two weeks?"

"A long while to wait, I'll just have to enjoy the anticipation."

"Perhaps you might surprise me, as well? suggests Conor.

Can I do surprises, wonders Emily, am I capable of imagination and spontaneity? Perhaps...

When the pair rendezvous a second time, Emily is a woman transformed in both attire and attitude. Self-possessed and focused, hair highlighted and cut fashionably short. Wearing a timeless little black dress, new lingerie and sheer stockings - the tops visible when she sits opposite Conor to cross shapely legs.

"I like the newfound confidence and choice of clothes," he observes. "I'm guessing that's the surprise you promised me?"

"Wanted to see if I can be sexy."

"Unquestionably a temptress." Emily is thrilled by Conor's response.

"You were also going to surprise me," she ventures.

"Happening right now, come and stand next to me," Conor assumes control. She obeys, adopting a sultry expression. "It's very naughty of you to dress so provocatively."

"Meaning?" Unsure where this is going, Emily soon finds out.

Decisively, Conor flips Emily face down across his lap, lifts her dress and spanks her bottom, initially over skimpy knickers. Vocally protesting, but not too much in case he stops, Emily wriggles and kicks as her exposed cheeks begin to smart. Conor slips a hand between her thighs, as intended this impromptu correction has produced a stimulating effect.

"Wet already," he pronounces approvingly, " ready to tick another item off your list?"

"Yes please."

"From behind it is then. Knickers off and kneel on the bed." Emily pushes back eagerly to receive his engorged member as Conor fucks her with measured and unhurried thrusts; cock filling her pulsing pussy. She needs this so badly, desperate for gratification. Lost in the moment, Emily responds avidly, moaning loudly and at last attaining the all-encompassing orgasm she has craved for so long.

"That was amazing," she says eventually, "how did you know I'd respond so uninhibitedly to getting my bottom smacked?"

"Inspired guess, based on experience. I can usually spot women with a yearning to submit."

"I want to go again." She reaches over to caress his still-erect penis. "Missionary this time. I know I said it was boring, but I have to see the person who is bringing me such sublime joy."

"Try this." With Emily on her back, Conor slips a pillow beneath still smarting buttocks and instructs his enthusiastic novice to open her legs wide.

"Oh, so wickedly rude," she gasps delightedly as Conor eases his full length into her lewdly exposed pussy. Together they move synchronously towards another orgasm. Emily lifts her knees, urging him deeper, whimpering at the intense pleasure.

"Please Conor," she whispers, breathlessly, "I want you to come inside me." True to her wishes, Conor concludes with a series of vigorous thrusts. As his shuddering climax fills her, Emily cries out, body shaking and coming repeatedly, a woman transformed.

They lie entwined until Emily reluctantly surrenders the embrace. 'We did the list," she announces proudly. "Thank you so much. I don't suppose I'll be seeing you again."

"Always quit while you're ahead," answers Conor, kissing her affectionately. Not without a pang of regret but relationships with clients is a professional hazard he's wise enough to avoid. "I've greatly enjoyed your company, Ms Drew, a mutual education."

A professional and a gentleman, thinks Emily, and trusting enough to believe my story. But then her escorts usually do...

Enjoyed this story?

Rate it and discover more like it

You Might Also Like