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Published:
2025-03-11
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Shall we play or shall we talk?

Summary:

Other people meditated or did yoga to relax; Sidney provided orgasms to strange women. Every pound was donated to charity. What had started out three years ago as a way of unwinding a few nights a week had become a weekly obsession. Because of her.

 

🎭 Complete 💍

 

Definitely E-rated
Definitely one shot
Definitely no plot

Notes:

It was Grasshopper who unknowingly gave me the prompt for this story when she sent me the trailer to The Gentlemen https://www.youtube.com/watch?v=gnpfKsqeMrM

See that first, then read.

 

Welcome to the jungle, P

 

🎱🎱🎱

(See the end of the work for more notes.)

Work Text:

Charlotte rushed through her front door of her apartment, hating that her last meeting had dragged on long enough to make her too late to enjoy the rituals of her most important meeting of the week. With little care for the expensive tote bag and its valuable contents, she simply dropped it on the floor while kicking off her Manolos at the same time. She continued tossing clothes here and there until she reached her bedroom, now only in her knickers.

A quick glance at her legs made her sigh in frustration. No time to shave. With hurried movements, she scrambled through her drawers to find her toys, already wet with anticipation about which one he would choose and what he would have her do with it.

With 28 seconds to spare, she snatched her tablet from the bedside table and logged onto the Guilty Pleasure website:

[FarmersDaughter]

[****************]

Just before she cast to the big TV screen in her bedroom, she remembered to put on the intricate, beautiful mask she’d had commissioned for this particular purpose.

A timer counted down... 7... 6... 5... 4... 3... 2... 1... And there he was. The object of her darkest, deepest, secret desires, Lord Sanditon. Despite him wearing a mask too, she had no doubt he was exceedingly beautiful. His upper body was just perfect. Tanned golden without looking fake, muscular and sinewy without being buff, and with the perfect amount of body hair to make her drool, imagining what it would feel like to run her tongue down the happy trail to his cock.

“Good evening, darling.” The deep timbre of his voice went straight to Charlotte’s pussy, and she whimpered, causing him to laugh darkly. They were less than a minute into the session, and she was already halfway there.

Instead of proceeding as usual, he leaned forward, looking straight at her through his mask. His eyes were brown, but she already knew that. “Rough week?” he asked with a tenderness that should not have been so utterly hot.

It surprised her. They never talked; in fact, the user agreement had stated that no questions from either party were allowed unless they were related to reaching climax. “And long,” she sighed. “I only just got home – didn’t have time to shower and shave.”

He smiled, rubbing his lower lip with his thumb. “I like you like this. It’s intimate, and I’m the lucky bloke who gets to see you a bit unraveled and imperfect.” Then he offered the line that would drench her knickers. “Shall we play, or shall we talk?” Time for talk was definitely over.

Charlotte let out an embarrassingly long, Pavlovian whimpering moan before collecting herself. She was a high-paid solicitor in high demand, after all. “Hang on now, I shared something about me. Tell me something about you.”

“What do you want to know?” He leaned back in his bed, the camera zoomed out enough to give her a front-row view of his ripped torso but never his cock. She had never seen it, but she would bet her bonus that it was gorgeous.

She bit her lip, and this time, he was the one letting out a deep groan.

“How many clients do you have?” she asked, instantly regretting wasting the opportunity to find out something more intimate about him. What a daft question.

He hesitated. “It varies, but no more than four per week.”

Sensing he was leaving something out, she immediately asked a follow-up question. “How many at the moment?”

Again, he paused as if he was about to cross a line. “Just you.”

 

Line crossed.

 

The gasp she let out wiped the uncertain smile from his lips, replacing it with his normally cocky, sexy lopsided smile.

“Do you ever come during sessions?” The question escaped her lips before she could stop herself.

Again, he leaned forward, and she wanted to get out of bed and hump her TV. “It’s not about my pleasure, but I always masturbate after my sessions with you. And I haven’t done that with a lot of clients—some only inspire putting over a load of laundry. Last question, sweetheart, and then I want to see that pussy of yours tremble.”

“Are you turned on right now?” she whispered, squeezing her thighs shut to get some friction on her aching clit.

One of his wonderful hands came close and panned the camera down a little to fit his cock into the frame. It was fully erect, and he was idly stroking it with his other hand. She was right—it was beautiful.

“Knickers off, beautiful, time to play!” he ordered and let the camera stay where it was, giving her the full view of his erection.

She scrambled to get them off, another expensive strap of lace ruined by this man.

“Good girl,” he drawled. “Let’s start slowly. I know you need an orgasm, baby, but not yet. All these questions must come at a cost. Start with your nipples. Caress them gently... wet your fingers. Yes, just like that.”

“Now, pinch them... keep those legs spread. I want to see you get soaking wet.”

Charlotte spread her legs wide and continued to play with her nipples. It wouldn’t surprise her if he could get her off with his voice alone. Her eyes were glued to his hand running slowly up and down his cock, a finger tracing a protruding vein.

His voice had never had a deeper timbre when he gave the next order. “That’s a good girl. I want you to dip your finger and taste yourself. I bet you taste amazing. Like a musky mix of honey, champagne, and seawater combined. Have I ever told you I love to go down on my lovers?

Dip deep, darling. I want to see your ring disappear inside you. That’s it.”

A gush of liquids flooded Charlotte’s fingers, and she brought the soaked digits to her lips, smearing the juices over her lips before obediently licking them clean.

“Fuck,” he groaned. “You have no idea how beautiful you are right now. Do it again, take your fingers deep inside your mouth and lick your ring clean... That’s it, beautiful. Fuck, you are sexy.”

He breathed heavily for a few moments. “Because you are such a good girl, you get to choose tonight. Toy or fingers?”

Charlotte dipped her fingers again and rolled her nipples with her wet fingers, spreading herself over her tits. “What turns you on?”

“You. Like this. I want to see you fuck yourself with your fingers. But this is not for me.” His other hand reached down and fondled his balls lightly.

“What if I want to please you too? What if I want you to come with me, would you do that?” To emphasize her words, she grabbed a small vial of the most deliciously-smelling, very expensive massage oil and let it slowly drip into the valley between her breasts. “I’ve often imagined you coming on my breasts,” she moaned and pushed them together with both hands. She was quite proud of her breasts and knew men liked them too.

He didn’t say anything, but she could see his Adam’s apple bob as he swallowed.

“Will you?”

She could see him reach for something, and then he poured a generous amount of oil over his stomach and cock too. “Yes.”

“Fingers it is then. What do you want me to do?” Charlotte could feel the tiny flutters of the first orgasm.

To her satisfaction, she could feel his eyes roaming her body as if he had too many options and struggled to pick. “Two fingers. Scissor them when you’re inside. You look tight, and I am big. We need to work you open for me.”

She nearly came just by inserting the fingers. The thought of him inside her was always present, but him actually saying while stroking his cock blown up on her big TV was like gasoline on a fire. He was close too; the first drops of precum glistened on the crown of his cock.

“Pump slowly, follow my pace,” he grunted. “Imagine me thrusting into you deep and slow. I’ll let you know when you can come.”

“I’m getting close,” she panted, working her fingers and doing her very best to give him full view of her pussy. Her fingers made a rhythmic, sloshing sound, matching her heavy breathing.

“Good,” he said, pumping harder. “Follow me... Now, darling. Come for me now!”

Tension built inside her as she watched his hands massage his cock. She matched his pace and even added a third finger while twirling her clit between two fingertips, earning her a hot groan from him. She could feel herself dripping onto the sheets, and while him masturbating was undoubtedly the hottest thing she had ever seen, she locked eyes with him, pretending he was in her bed, fucking into her. The tightly wound coil snapped hard, and Charlotte cried out her orgasm to the beautiful sight of Lord Sanditon spurting over his taut stomach with a loud, “FUCK.”

For a while, the only sound was their asynchronous breathing. “Are you okay?” he asked with true concern in his voice.

“Are you kidding?” she laughed breathlessly. “That was fucking hot. I don’t think I’ve ever come so hard with my fingers alone before.”

He smiled widely and gorgeously. “Challenge accepted. We still have 30 minutes of your session. Find your favorite dildo and a vibrating plug for that perfect ass of yours. I want you to come at least once more.”

 

🎱🍺🎱🍺🎱🍺

 

Sidney’s Saturdays were dedicated to his family in the day and his mates in the evening. They usually hung out in the same pub, playing pool and tossing back beers until Crowe and/or Babington picked up someone and left. Sidney, however, always just went home, often ending his evening with a quick wank while thinking of FarmersDaughter falling apart in front of him. She had been using his service for nearly six months now, and while he had a strict rule of not getting involved with his clients, she was getting under his skin to a point where he had slowly phased out the other clients and not taken in any new ones.

Other people meditated or did yoga to relax; Sidney provided orgasms to strange women. Every pound was donated to charity. What had started out three years ago as a way of unwinding a few nights a week had become a weekly obsession. Because of her. His cock twitched at the thought of what he had made her do some 24 hours ago. In the beginning of their agreement, she had been shy but witty. Since his service was all about sex-talking, he always asked what terms his clients preferred. Her answer had been, “I work with too many cunts to call any part of my body that. The same goes for dicks, by the way.”

Slowly, she had gotten increasingly bold – which gave her harder orgasms based on her cries and violent trembling when she came. God, she was beautiful, lying there in front of him, legs splayed to the sides and her gorgeous tits blooming in an aroused red and sweat. Last night had been crazy. He had crossed every line he had set up for himself when he started out, apart from giving her his social security number and asking her out on a date.

The Dog & Bone was full, as it was nearly every week. Sam always reserved one of the pool tables for them. A group of young men, boys really, played snooker on the table next to them, and a pretty blonde woman placed money on the corner to claim the next game. The men responded by wolfing over her, earning them a stern, “Oi, lads. Behave, or I’ll call your mothers!” from Crowe. Good man. Sidney could not stomach when men didn’t behave gentlemanly.

The group of boys finished their game quickly after that, and the table was now occupied by the blonde and her two friends. He could feel Crowe and Babington’s focus shift in an instant. Babington was already chatting up the redhead in the group, an icy beauty, who, by the looks of it, would make his friend work hard for it.

Suddenly, it felt more attractive to get this over and done with and head home, strip off his clothes, and replay yesterday evening over and over again until his wrist was sore and his cock chafed.

“Gentlemen,” he called out impatiently, taking a large sip of his beer. “Shall we play or shall we talk?”

The brunette in the other company let out a loud, familiar whimper. While her head snapped in his direction, his eyes went straight to her ring finger. There it was, the Claddagh ring, that always played a part of the dirty fantasies he made her play out. FarmersDaughter. He had looked up the ring and found out that worn on the right ring finger, it meant single.

She looked at him with mild panic in her eyes, then very subtly nodded in the direction of the bar. “I will get us another round,” she said to her friends, walking off and shifting direction towards the loos.

Luckily, Crowe and Babington were too preoccupied with the blonde and the redhead to care about Sidney offering a lame excuse and following Charlotte.

The hallway to the restrooms ended in a small corridor, so narrow you had to be a patron to know that it led to a hidden alcove where Sam kept his cleaning supplies. FarmersDaughter clearly knew, and they ended up in the confined space, where she turned around and bumped directly into him because he had followed her so closely. He steadied her with his hands on her hips, keeping them there.

“I don’t think we need to pretend we don’t know who we are, do we, Lord Sanditon?” she said in a low voice.

“No. And I am Sidney, by the way,” he smiled. She looked amazing dressed too, he noticed. A simple black bodycon dress, that showed off her tiny, curvy body. Her legs ending in a pair of short cowboy boots.

To his relief, she returned his smile. “I’m Charlotte. Do your friends know about your enterprise?”

“God no, you are the first person to do so,” he reassured her.

The atmosphere should have been awkward, but it wasn’t. The heated chemistry they had from their online sessions transferred tenfold to their physical meeting. He decided to make the plunge. “Can I kiss you, or am I completely off-skelter here?” He took her hand and laced his fingers with hers.

“Please,” she whispered, wetting her lips with her tongue.

He cradled the side of her head, tenderly brushing her cheekbone with his thumb. His eyes locked with hers. Unhurriedly, he followed her jawline and gently tilted her chin up and kissed her. She opened up to him willingly, her tongue meeting his in a twirling slow dance.

Carefully, he backed her up against the wall, raising their joined hands over her head to press his body impossibly close to hers. He was already hard and he could feel her gasp into his mouth as she felt his erection against her stomach.

“What do you do to me?” he whispered hoarsely.

She kissed her way up to his ear, and nibbled at his earlobe. “Shall we play or shall we talk?”

“Play, definitely play. But...” He leaned back to meet her eyes. “If we do this, we leave together and we talk tomorrow. This cannot just be a one off.”

“I like that,” she answered and captured his lips again with a hunger, that made him growl.

Sidney ran his hands down her arms, paused at her breasts to give them a good feel. They were everything and more than he had imagined. She didn’t wear a bra and the dress was easy to roll down, giving his mouth and fingers access to two candy-hard nipples. He spent a great deal of time tasting and biting them, letting her groans and whimpers wash over his body.

Trying to reign his impatience, he continued his paced exploring of her body down to her legs and started to hitch up her dress until he could slip his fingers under the lacy excuse of a pair of knickers. She was already soaked.

He dipped a finger inside her and swallowed her moan with a kiss, pumping slowly a few times before licking it clean. Then he entered her again with his thumb and offered her a taste of herself. She sucked his finger with such passion, he nearly came.

“I am going to go down on you and then we leave. I don’t have a condom with me,” he stated with desperate urgency in his voice.

“Are you clean?” she asked, rutting against his hand between her legs.

“Yes, last night was the closest thing I have had to sex in three years,” he admitted. “Why?”

“I am clean too and on birth control, and while I cannot wait for you to demonstrate your cunnilingus skills, I really want your cock inside me,” she panted and hooked a leg around him.

“Charlotte, are you sure? We are in no rush and I am more than happy to wait until we have a bed and protection.”

She answered by slipping her hand down between them and coat her fingers with her slick, then placed them on his lips where he quickly sucked them clean. “Do I feel unsure to you?”

“No,” he laughed roughly and reached down and unbuttoned his jeans. His cock eagerly jumped out with the slightest pull of his briefs.

Charlotte looked down between them, it was even more beautiful live. “I can’t wait to blow you but right now I need you to fuck me.”

With a groan he lifted her up and she wrapped her legs around him. “Guide me in, sweetheart.”

Her hot wetness was almost too much to bear and he had to take a moment to breathe before easing himself in. She was a tight fit and he had to push a little, pull out and then push again until he was all the way in.

It was heaven on earth. They fit perfectly together and he started moving, pressing her against the wall as he thrusted deep and slow. She could feel every vein and the warm, velvety skin against her walls as he fucked her.

The small space filled with wet slapping sounds and the heavy breathing of the two lovers. His hands sprayed out on her buttocks to keep her steady and secure, his middle finger teased her other opening, using her juices as lubricant. They kissed hungrily and sloppily until Sidney paused in his movements.

“Are you sure about this? I can pull out,” he panted.

“You must be insane,” she retorted breathlessly, “If you think we can stop now. I am so close, keep playing, my lord.”

Grinning, he resumed fucking her, picking up speed and changing the angle slightly to push in deeper. His middle finger had worked her so open he could slip the tip inside her anus and gently stimulate her there too. He needed her to come first and he was only a few thrusts away himself.

Her pussy started to tremble around his cock, then pulse heavily before clenching violently. Her ass did the same around his finger and she stifled her cries against the crook of his neck as she came.

“Good girl,” he cooed and exploded inside her, shooting his release with a force he had never experienced before. He must have yelled because such a climax that forceful could not have been possible in silence.

They clung to each other for a few moments, waiting for their breathing to become steady and their legs stable. He started to grow soft inside and slid out, making a mess of her thighs with the cocktail of her slick and his come.

He lowered himself to his knees and guided her leg over his shoulder. “Allow me to clean you up.”

“Wait,” she stopped him with blushing cheeks. “I want to taste you. Taste us.” This was the sexual confidence the sessions with him had given her. She gathered some of the fluids with two fingers and looked him square in the eyes while she greedily swirled her tongue around her fingers to capture every drop. In that moment, Sidney knew he was going to marry her.

“Is it my turn now,” he asked cheekily, nuzzling his nose against her damp curls before licking a long stride. He could feel her shiver under his hands.

“Yes.”

Sidney pulled her close and slurped up their joint come. Despite tasting himself, he could clearly make out her unique flavor and greedily thrusted his tongue inside her to swallow as much as possible. She had her head lolled back against the wall and held him flush against her with her fingers buried in his hair. He licked her, giving her every wet dream he’d had about her for months. Chasing another orgasm, she bucked against him, leading his tongue and lips to where she needed him the most.

He pushed two fingers inside her and pumped, quickly adding a third, while he sucked on her clit. She was soaking the both of them and he had plenty of slick to add ass play to the game. This time, helped by his better access from his kneeling position, he was able to fuck her in the ass with almost an entire finger.

Her legs started shaking and she was leaning heavier against him, clutching to his head and shoulders for balance.

“Come for me, darling,” he growled against her pelvis. “Spurt on me.”

And she did, screaming out his name, coming so hard she collapsed over his shoulder and sank down into his lap.

They were both sweaty and sticky. Her makeup and curls were a mess, his jeans and shirt had wet spots after them. There was no version where they would be able to return to their friends, looking anything less than well-fucked.

"I think we better text our friends and tell them we have left. Details will follow in the morning,” he suggested. “I know where the backdoor is.”

“Solid plan.”

“Your place or mine?” he asked.

“I want to smell your sheets,” she admitted.

“Good, because I want to smell you on my sheets tomorrow.”

 

Sidney to The Gentlemen group

Have a grand evening, gentlemen. I have left with my future wife. Take good care of her friends.

 

Charlotte to Of course, I’m a diva, darling group

Ladies. Sorry for disappearing. Turns out the man of my dreams was right next to me ♥️ We are going to his place. While I don’t normally kiss and tell, I will provide dirty details on Monday the usual spot. But let me say this for now... if his friends are even remotely as skilled as him, I beg of you, do yourself a favor and go home with them.

Notes:

“Please,” he pleaded. “No reporters, I swear. I just need a place to sleep. Doesn’t even have to be a bedroom. I’ll take anything.”

Her expression softened—slightly. “Sidney, the house is full. My brother and his ghastly wife, along with their three spawn-of-Satan children, are here too. Charlotte needs peace and quiet. I genuinely have nowhere to put you. What about a hotel? Or a B&B?”

 

***

Sidney is a washed-up actor with more scandals than scenes to his infamous name. It’s Christmas, he’s desperate, and Mary really doesn’t care. Coming to a fanfiction site near you by March 2025