by Simmons, NC
“Rory... Darling... You said to struggle. You said nothing about removing my clothes.”
“It’s alright Lenore. I promise. It’s all for play. Remember, if you want this to end at any time, a simple ‘no’ or ‘stop’ will suffice.”
Her arousal building, Lenore decided to play along. For the moment. It did feel a little bit exciting to know that another man was about to see her Sardi-coached, cover-worthy ass.
“But Rory, is lifting my dress… Is it really necessary?”
“Well, darling, we can’t very well administer a spanking through your dress, can we? Go ahead, Joshua… Spank this naughty little girl.”
“Spanking? Rory, what kind of… OUCH! HEY!”
Joshua’s massive hand came down upon Lenore’s rump, spreading cheek to cheek with the over-sized width of his meaty palm. A red welt in the outline of Joshua’s fingers peeked past the edges of Lenore’s hip-hugging panties. Lenore rubbed her ass.
“OUCH, Rory! That hurt!”
“Spankings are supposed to hurt a little, darling. But… Perhaps Joshua played a little too hard. Joshua, spank her again, but more gently this time. Remember… ‘play’ Joshua…”
“Yes sir.”
"Rory, dear, wha… Ohhh WOOOOWWWWW!" Lenore’s mouth gaped, her jaw trembled. Her nipples tingled.
Once again, Joshua brought his palm down against Lenore’s bottom, but instead of a resounding slap, he pressed it into her flesh, gripping and groping her ass instead of slapping it. He reached in with his other hand and spread her cheeks, tugging on the fabric of her panties and driving it into her crack.
“OH MY GOD! RORY! Ohhh… Ohhh… Yes… Yesss… Wowwwww…”
Joshua’s hand visited for a time, wriggling his beefy digits through and around her panties, probing deeper into Lenore’s bottom. The delicate intrusiveness of Joshua’s powerful touch rekindled lewd yearnings in proper, elegant, dignified Lenore. She moaned with delight.
“That was much better, Joshua. Do it again. But more finger this time.”
Lenore gasped. “More finger…?”
“Silence!” Rory exclaimed.
"Rory, this is really much more than.... OHHHHHHH MY GOD!!! OH my God! Dios mio! AY… Huh ! AY… Huh!”
Instead of a painful slap, Joshua mauled Lenore’s ass, grabbing each cheek and thrusting his fingers deeply between her legs. He spread her thighs, cupping her brown eye and clam. He wiggled the tips of his fingers into each of crack and crevice and tested Lenore for her erogenous zones.
“Oooohhhh… Ohhh my… Rory… What is happening...? What are you doing to me?” Lenore’s passion built with each intrusion of Joshua’s digits. “Rory… Ohhhhh… Oh God… Oh God…” Lenore panted.
“Joshua, I don’t think this is achieving the desired effect. This does not appear to be very effective discipline. It seems you must have direct access to her bottom. Please remove Ms. De La Fuente’s panties.”
Joshua tore Lenore’s panties from her bottom in a single motion, leaving mild strap burns across her tanned flesh.
"OUCH! RORY!"
Rory ignored Lenore's protests. “Thank you, Joshua. That’s much better. But her dress has slipped back. Please lift it away so I can better direct your work.”
“Yes, sir.”
Joshua flipped Lenore’s dress up to her neck, offering up her lithe body, trimmed beaver, and virgin shitter to her boyfriend’s gaze. Rory became stiff at the sight of his super-lover’s naked flesh. Lenore’s succulent breasts dangled over the bed.
Lenore - stimulated and hesitant - attempted a half-hearted protest. “Rory… I think… I think this has gone quite far enough. I think...”
“SHHHHH! I did not give you permission to speak!” Rory snapped.
The look on Lenore’s face suggested a woman teetering between terror and ecstasy. Sensing he pushed the boundaries of Lenore’s trust, Rory lifted his hand and halted Joshua’s progress. He approached the side of the bed, knelt, and pressed his lips to Lenore’s ear.
“Don’t worry, darling. Joshua will only do exactly as I ask and I promise he will not hurt you. And remember… All you need to say is 'no’ or ‘stop.’ Understand?”
With titillated fear in her eyes, Lenore nodded. The words “no” and “stop” did not leave her lips.
Rory kissed Lenore’s cheek and returned to his seat, taking in the spectacle playing out on the bed.
“Joshua, spank this naughty little girl again. And Joshua… Slip your fingers into Ms. De La Fuente’s pussy. Slip them in very, very deeply.”
“Yes, sir.” Joshua spit on his fingers.
“RORY! Did you say…? AY DIOS MIO! AY DIOS MIO! Ohhhhh my God… Oh my God… Ohhhh… Ohhh God…”
Joshua came down around Lenore’s ass with practiced precision, wrapping his hand and fingers far around her crevice, pushing his middle finger into her saturated cunt, with his thumb he teased her anus.
“Oh God, Rory… Dios Mio… Ohhh… Ohhh… What is happening? What are you doing to me?”
“Deeper, Joshua.”
The chauffeur pressed his finger further into Lenore’s box, his knuckles stretching her vulva as he reached the hilt of the digit. Lenore protested no more.
“Oh my god... Oh.... Hmmmmm… Ohhhh… Ohhhh God… Ohhhh...”
“Joshua, I think Ms. De La Fuente has been disciplined enough. It is time to pleasure her. Make her come per my instructions.”
“As you wish, sir.”
Joshua withdrew his finger, wetted it with spit, and thrust it back into Lenore’s pussy, sliding it in and out in a gentle rhythm that he built gradually, stroke upon stroke, patiently accelerating over many minutes. The skilled surrogate flipped his hand over and cupped his finger toward the front of Lenore’s vagina, targeting the G-spot her billionaire boyfriend discovered during an earlier scouting mission. Joshua began a light, “flick, flick” motion over the suspected spot with his index finger, sucking air past her fluffy nubbin but avoiding direct contact. Each time his finger flew over her G-spot, Lenore’s back arched and her buttocks trembled.
Rory observed Lenore’s moans and gasps and writhing with depraved gratification. He massaged himself quietly in the background. With each of Joshua’s flicks and thrusts, Lenore’s excitement grew. Rory could finally see what he felt multiple times during lovemaking with lovely Lenore; as her body built toward orgasm, Lenore’s whole body vibrated. The tremors began in her toes and quickly worked into her thighs, then her back, then her stomach, then her tits.
With warm-up teasing out of the way, Joshua pressed his fingertips into the front wall of Lenore’s vagina and stroked. Mission accomplished. Lenore shouted and spasmed upon Joshua’s first contact with Herr Gräfenberg’s blessed spot.
“JODER! AY! AY! SI! SI! THAT’S IT! SI! THERE! YES! OH GOD! AY DIOS MIO!”
“Faster, Joshua. Focus on that spot. She likes it when you brush across it lightly.”
“Yes, sir.”
Joshua increased his pace. Lenore grew more vocal with frequent squeals and screams as the chauffeur fucked her more aggressively. His meaty knuckles slammed into her clit. His finger tip lightly brushed the wall of her vagina.
Rory upped the ante. “Now… Two fingers, Joshua. Ms. De La Fuente loves to be stretched. Stretch Ms. De La Fuente’s pussy, Joshua. As wide as you can until she stops you.”
“WHAT!? RORY! WAIT…!” Lenore shrieked.
As directed, Joshua stretched Lenore’s cut, shoving two of his thumb-thick fingers deeply into her pink. She fell into groaning acceptance of the chauffeur’s violation.
“Oooooohhhhh! Ohhhhhh God... Ay Dios mío! Ohhhhhh mmmmyyy God! Ohhhhh… Joshua… Ohhh… Faster… Faster, Joshua… YES! Oh God! Oh God! Yes! YES! With… With your thumb! AY! AY! Oh God… Oh God… Ay Dios mío! Ay Dios mio! YES! Yes! My clit! YES! Ohhhh God, Joshua! YES… Stretch me! Oh God! Ohhh… YES! Stretch me, Joshua…”
Lenore’s chest heaved. Joshua was no longer content to simply stretch her pussy. He pummeled her pussy, l
osing himself in the “play” role of surrogate disciplinarian. Without being asked, Joshua wedged in a third finger, giving Lenore a proper Boy Scout salute. He spread his fingers as he withdrew and clamped them as he thrust in. On Joshua’s out-strokes, Rory could see into Lenore’s gaping growler, smiling as Joshua’s skilled middle finger stroked across Lenore’s G-Spot.
Lenore had long since given up on English and the boys did not understand Spanish. They presumed it meant Joshua was performing admirably. Lenore’s body jerked violently as Joshua relentlessly worked her G-Spot. Earlier, twitching vibrations had become a rampage of mind-scrambling seizures. Lenore pounded the mattress with her fists, screaming, “SI! SI! SI!” over and over.
After five minutes of “stretching,” Lenore suddenly seized. Her jaw dropped open, her voice stuck in her throat. For several seconds Lenore froze while her brain caught up with her libido. Then she shuddered violently and climaxed, screaming, “¡SIIIIIII! SI, SI, SI, SI, SI, SI! DIOS MIO, JOSHUA! YO CORRERSE! DIOS MIO! ¡JODER! YO CORRERSE! YO CORRERSE!”
Lenore fell to the mattress, coming in waves, twitching, jerking and panting. A rocking quake struck. She giggled. Another tremor raced through her legs. She giggled again. Waves of euphoria washed across her body. As each wave came ashore, Lenore giggled. Soon, Lenore shook with laughter.
As Lenore released, Rory tipped his hand to the chauffeur. “Thank you, Joshua. You may remove your fingers from Ms. De La Fuente’s pussy and let her come in peace.”
Removing his fingers from Lenore’s beav, Joshua he gave her one last tweak. He pressed against her G-spot one last time and flicked his middle finger toward her clit as he popped free.
“¡JODER!” Lenore shouted. She looked up at Joshua and scowled, laughing and shaking her head in mock anger.
Rory let Lenore have a few seconds rest. That was all the rest she would get. He scolded the naughty little girl.
“First you disturbed the covers. Now you’ve left a terrible mess on my chauffeur’s fingers. You just won’t stop being naughty, will you Lenore? Well, you must clean up your mess, my naughty little girl. Suck Joshua’s fingers, Lenore. Clean yourself from his fingers.”
In a post-orgasmic stupor, with her eyes closed and the giggles tapering, Lenore obediently opened her mouth. Joshua inserted his fingers and Lenore sucked. As he pumped, Lenore went beyond sucking to licking between his fingers and then to licking his palm. Joshua found it all deeply stimulating, soon presenting a trouser-tenting hard-on.
“Joshua, you appear to be excited. Is this bad little girl giving you an erection?”
“Yes, sir,” the chauffeur panted. “She’s being really, really bad. She’s making me super stiff, sir.”
“Were you planning to go somewhere and masturbate, Joshua?”
“Yes, sir. I really need to.”
“Would you rather fuck this beautiful woman instead?”
“Wow! Well… Yes, sir, but… But only if you wish, sir.”
“No. Not at this moment, Joshua. Another time perhaps. But as a reward for your obedience, you may ejaculate into Ms. De La Fuente’s mouth. Masturbate for her, Joshua. Show Ms. De La Fuente how much she excites you.”
“YES, SIR!”
Lenore had passed the point of protest. Glaze-eyed, she watched the man-mountain unzip his pants and pull out a painfully thick cock. He stroked it rapidly, bringing his member to turgid preparation. Pumping furiously, his pants dropped and his large balls fell free. Lenore marveled at the equipment of this particular member of the staff.
It only took two minutes of masturbation for Joshua to reach the point of release. “Oh shit, Master! I’m going to come!”
“Place your penis into Ms. De La Fuente’s mouth, Joshua.”
“Ohhh shit! Yes, sir!”
Lenore obediently parted her lips and allowed the chauffeur a parking spot. The head of his fat dick barely fit into her gaping orifice.
Rory rose from his chair and surreptitiously called his assistant using the phone on the nightstand. “Sonia? I require your assistance in the master suite. Ms. De La Fuente will need some help cleaning up. Thank you.” Rory returned to his Master's perch.
Joshua stroked like a man possessed. “Ohhhhh shit! Oh shit! Ohhhhh shit! I’m coming, Ma’am! I’m coming…!”
It had apparently been a while since the chauffeur last released. A gusher exploded into Lenore’s mouth. Joshua’s first spurt rocketed into her throat. She swallowed on impulse. His second shot splattered the roof of her mouth. After that, she sucked and licked. Some of the cum lingered around her lips. Some dribbled out of her mouth and onto the bed sheets. Some smeared her cheek.
“Ohhhhh.... Yes! Oh yesssss!” Joshua hissed.
“Mmmmm....” Lenore hummed, licking her lips and swirling Joshua’s gooey load in her mouth. It was salty and tangy… Different from Rory’s. It tasted like… Roasted almonds. Lenore decided on the spot to become a connoisseur of cum.
Joshua pulled his cum cannon from Lenore’s mouth, leaving it pressed against her lips for cleansing licks. She sucked off the last few dribbles and held them in her mouth.
Sonia entered the room and approached the bed. The Master released the replacement disciplinarian.
“Thank you, Joshua. You have been a tremendous help. You may clean up downstairs.”
“Yes, sir. Thank you, sir. And thank YOU Ma’am!”
Joshua zipped and departed, a horny, sated smile plastered on his face.
Lenore lay spread-eagle and spent on her future wedding bed. A satisfied wisp of a smile met Rory’s gaze. One hand grabbed the bed sheet while the other smeared cum across her lips. Occasionally, she took a cummy finger and slipped it into her mouth, sucking on it. A woman’s voice startled her.
Glancing upward, Lenore saw a spike-haired brunette in a super-sexy, curve-hugging, custom tailored, charcoal suit. Up top, the woman’s cleavage-popping jacket cupped a perky, average sized bosom. Down below, a short-hemmed, skin-tight skirt barely covered her bottom and gave Lenore a rousing look at the woman’s seductive, runner’s legs.
The brunette smiled down at Lenore. “Hello, Ms. De La Fuente, My name is Sonia. I am here to assist you. Let me help you sit up.”
Sonia threw an arm under the shoulder of the disheveled girlfriend and helped her sit. She touched her cheek to Lenore’s, spreading Joshua’s cum between their faces. Extending her tongue, she seductively licked away the remnants of Joshua's semen. Sonia swallowed repeatedly, bathing the Mistress-to-be’s face until every sticky driblet was consumed.
“Clean her mouth,” Rory directed.
“Yes sir.”
Sonia placed her lips firmly against Lenore’s, forcing open Lenore’s mouth and thrusting her snaking tongue into Lenore’s cheeks. Sonia sucked away semeny-saliva, jolting the future Mistress’s body. She sucked on Lenore’s lower lip, sending an immediate tingle to Lenore’s pussy. Lenore could take no more, falling back to the covers, narrowly missing the pool of spunk left over from Joshua’s overflow.
Sonia stood at attention next to the bed, licking her lips and sucking Joshua’s leftover seed from her fingers.
Rory leaned against the arm of the chair and propped his cheek against his palm, smiling at Lenore. When she gathered enough energy to return the gaze, she smiled. She never experienced domination by anyone but Rory. She certainly never experienced a circumstance where a trusted lover used an unknown surrogate to provide her with pleasure.
“Rory… Darling… Thank you. That was… A little frightening at first, but... OH MY GOD! OH my God!”
“I thought you might enjoy that.”
“Is that what you were talking about earlier, about how this house needs a strong woman to control it?”
Rory smiled wryly. “That, my dear, was just the appetizer.”
Lenore’s eyes widened again. “There is… MORE?!”
“Yes, dear. We have an interview waiting for us in the basement. If you like her, she will become your new personal assistant. Sonia and I
have selected her from among dozens of applicants, but now it is time to determine whether she will meet your specific requirements.”
Lenore fell back to the bed, feebly propping herself up on her elbows, and smiled. “Then I suppose we ought to head to the basement?”
“Yes, dear, we should. Sonia, before you go, would you please alert Maricela that we will be down shortly?”
“Yes, sir.”
Using the phone by the bed, Sonia speed dialed the basement. “Hello, Maricela. Yes. Mr. St. Cloud and Ms. De La Fuente will be down shortly. Is everything prepared? Thank you.” Sonia hung up.
“You are good to go, sir. Will you need anything else from me?”
“Just one thing. One more kiss for the Mistress before you leave. And Sonia, dear… Please kiss Lenore as you usually kiss me.”
Sonia rolled her eyes, shook her head, and shot Rory an, “Only for you, ya horny fucking bastard,” smirk.
“As you wish… ‘Master’.”
Sonia inclined over Lenore and kissed her cheek sweetly, delicately, a gentle peck between new friends. Suddenly, she turned aggressor, grabbing Lenore by her wrists and throwing the future Mistress violently backward onto the bed. Sonia grabbed Lenore’s ankles and threw her legs onto the mattress. Jumping on top of the hip-wiggler, hiking her skirt, and straddling Lenore’s waist, Sonia mauled the future Mistress. She kissed and licked Lenore’s neck, took ownership of Lenore’s mouth, and dominated Rory’s girl with a passionate, extended make-out and groping that lasted several more mind-numbing minutes.
Then she stopped, abruptly leaving Lenore heaving and groaning in ecstasy. Sonia climbed off the bed, straightened her suit, bowed to Rory, and exited as stealthily as she entered.
Lenore bobbed on heavenly waves after Sonia’s “goodbye kiss.” “Ohhh… Ohhh my God… Rory… You really know how to make a pussy lover happy…”
“I knew you would enjoy meeting Miss Nichols.”
“I take it you sample her delights often?”
Once again, The Cheshire Cat was in the house.
“Rory… I have one question before we go to the interview.”
“Yes, darling.”