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Executive Pleasures Uncovered

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A dickgirl MILF boss with brown skin and a huge cock hires a sexy, voluptuous white MILF as her secretary. After work everyday, The secretary would always come into her boss' office and they have hot passionate sex. Whenever boss is on a business trip, she also brings her secretary along for Mile High Club. They even have sex on a private nude island where their voyeurs are filthy rich people.

Chapter 2: Rising Action

Inside Lola's office, a familiar scene was playing out. The same scene that had been happening ever since Emma was hired and when the company was void of people, save for Lola and her new secretary.

Contrast to the eerie silence outside the office where nobody was left, the room itself was filled with their moans of pleasure, gasps that cover the room with a glaze of lust and raw need.

Lola's strong and firm hips slamming down onto Emma's luscious, quivering derriere, filling it with her second helping of Africa's finest—this time, ready to serve Emma the good stuff: a creampie.

Lola's thick, tantalizing cock went in and out of Emma's tight honey pot, her grip holding onto Emma's slightly protruding shoulder blades to assist in getting the right angle of penetration.

"Ooh, shit, yeah! Keep going, you sexy bitch!" Emma shouted with an intense, almost drug-like pleasure coursing through her veins. Her slick pussy continued to wrap around Lola's massive horse cock, which throbbed and delighted in her supple insides, along with the velvety fluid of her pussy juice.

Lola, enjoying the sensation of Emma's body trembling in pleasure, pulled completely out before slamming back in. This new tactic brought forth a scream from Emma's lips, which echoed through the office, vibrating the walls that encased their dirty deeds.

"You like that, baby?!" Lola exclaimed, her strong, manicured hands squeezing onto Emma's curves, as she drilled her once more. "Your pussy feels oh-so-fucking-good!" Lola roared. Carefully choosing her next words, she spewed out, "Your white wife pussy is mine, Emma."

Lola's vulgarity thrilled Emma to the core. She loved how filthy this all felt, the infidelity only seemed to enhance the trysts with her boss who had the most delicious cock she had ever seen. It was as if Lola had ripped away the plain facade of her life and laid inches of piping hot flesh that Emma longed to explore again and again. Emma craved her daily fix. And Lola always supplied it.

Emma's surrender into pleasure was a glorious thing to behold, the contrast of her porcelain-white skin against Lola's cocoa-brown body revealing a 'forbidden fruit' type of romance that only heightened their affair. Emma's husband didn't stand a chance. His cock paled in comparison to Lola's thick and long dick. He couldn't even dream of satisfying Emma's hungry pussy, the one Lola now knew greedily devoured her cock. The lust between the two women grew with each passing day, the risk of getting caught only adding fuel to the fire.

After another mutual orgasm, Lola pulled Emma into her lap as the boss sat on her working chair, her secretary's cunt still swallowing the thick shaft. Emma purred, resting her back against Lola's toned chest. Her boss held her close, wrapping her arms around Emma, her strong hands splayed across her soft belly. Lola looked down to see the content expression on Emma's face, completely sated with her cock still inside, her heavy eyelids half-closed as she yawned.

Lola chuckled softly, her breath caressing the blonde lock on Emma's nape.

"I'm glad your body understand me so well, Emma," she said, nipping at the earlobe close to her lips. "And speaking of understanding each other, there's something I need to discuss with you."

Emma lifted her head slightly, her heart thrumming with the afterglow of their encounter. "What's that?" she asked, curiosity creeping into her voice.

"Well," Lola explained, her voice smooth and warm like silk. "I need to travel for business purposes, and I'd like for you to accompany me. I have a private jet, and I've already made arrangements for our trip. We'll need to discuss business matters and deal with potential clients. It will be a great opportunity for you to become more acquainted with the company and how I handle deals."

Emma's brows furrowed, but she quickly nodded her agreement. She was surprised at Lola's unexpected proposal, but she couldn't deny the allure of traveling with her boss on a private jet. Her thoughts were interrupted as Lola's hand traveled down her stomach, her fingertips dancing across her sensitive skin, tracing a shivering path that led straight to her pussy.

Emma quivered as she could feel the sensual touch of Lola's fingers on her belly as well as the phallus that awoke once again in her pussy.

"Ahh, don't distract me now with sweet talk and your wonderful cock. I need to focus on why you really asked me to join you on this trip," Emma said reluctantly, trying to suppress the growing feeling of arousal.

Lola chuckled, her hand stopping momentarily before diving in again, teasing Emma's swelling clit.

"You think too much, darling. Lighten up and enjoy this. You will see when we get there."

Before Emma could even protest or asked any other questions, Lola lifted her up and then slammed down onto the hardened cock. The blonde MILF let out a sharp gasp of pain and pleasure intertwined as her pussy stretched to accommodate the size. Lola's hands wandered over Emma's body, groping and exploring every inch until she grabbed a handful of her firm breasts and twisted her pert nipples, eliciting a moan from Emma.

Lola dragged Emma onto her lap until she straddled her, impaling herself even deeper. She arched her back, pushing her tits into Lola's face, who gladly took one in her mouth and suckled hard on it.

The pair got to climax once more time before they finished their work of the day.

---

On the day of the business trip, Lola walked into the private jet, her eyes scanning the elegant interior in appreciation. The plane was decked out with creamy leather seats and mahogany tables, a perfect representation of luxury and extravagance.

Despite being a boss of a company, Lola wasn't exactly filthy rich, so she had always appreciated it whenever her billionaire friend lent her one of his private jets.

"Fuck, I love this plane," Lola murmured to herself, before turning around to look for Emma, who was expected to be on board, as well. And there she was, standing near the entrance, her eyes wide with awe at the luxurious surroundings.

Lola took a deep breath, inhaling the scent of Emma's expensive perfume. Emma hadn't noticed her boss yet, so Lola allowed herself to enjoy the sight of her submissive lover, wearing a tight-fitting dress that accentuated her gorgeous figure. Her long blonde hair cascaded down her shoulders, and her bright blue eyes sparkled with excitement. Lola couldn't help but smile at the sight of her. She was a lucky woman to have someone like Emma in her life.

"Hey, gorgeous," Lola greeted Emma, her voice low and sultry.

Emma jumped, startled by Lola's sudden voice. She turned around to face her boss and bestowed a shy smile at her.

"Hi, Lola," Emma replied softly, her voice barely above a whisper. She felt embarrassed like a fish out of water. After all, this was her first time riding on a luxurious vehicle such as this.

Lola understood her employee's excitement. It was contagious.

"Come on," Lola said with certainty in her voice, snapping Emma out of her daze. "Let's get comfortable, shall we?"

Lola walked further into the private jet and took a seat, her eyes never leaving Emma. Her secretary, Emma, followed closely behind her, almost like a puppy following its master. It was adorable, tempting Lola to pounce and take her once more before they had to officially start their business meeting.

But Lola resisted the urge. The dominant woman in her wanted nothing more than to toy with her new plaything, but her professional self still had priorities.

The plane soon took off, the roaring engine masking the tense anticipation between the two women. Lola made a call to her assistant, giving last-minute instructions and making sure any important matters were taken care of before the plane touched down in their destination.

Emma tried to ignore the growing tension between them, instead taking in the breathtaking view from the large window.

The plane was now soaring through the thick clouds, casting an ethereal glow around the cabin. Emma couldn't help but feel a little nervous about what would happen next.

Once Lola ended the call, her gaze lingered on Emma. "Are you excited, Emma?" Lola asked, her eyes gleaming with satisfaction.

"Of course, Lola. I'm thrilled to be here with you." Emma answered with a nervous laugh, trying to hide the fluttering of her heart.

Lola's presence had always been overwhelming, like a powerful storm ready to unleash its fury. And Emma couldn't help but crave the chaos that came with it.

Lola, sensing the tension in the air, couldn't help but give in to her desires. She walked to both sides of their cabin and closed the door, ensuring no one would interrupt them. She then strode back to Emma, her curves swaying hypnotically, and sat down next to her.

Emma's heart raced in anticipation as Lola moved closer to her. She felt helpless against the magnetic pull of her boss, like a deer caught in headlights. She swallowed hard as Lola's hand reached out and gently caressed her cheek, sending shivers down her spine.

"You're so beautiful, Emma. I can't resist you," Lola murmured, her voice husky with desire.

Before Emma could respond, Lola's lips were on hers, her tongue expertly exploring every inch of Emma's mouth. Emma moaned and let herself get lost in the kiss, her hands reaching up to tangle in Lola's curly black hair.

Lola's hands wandered down Emma's body, cupping her full breasts and pinching her erect nipples through the fabric of her dress. Emma gasped, her back arching with pleasure.

Lola wasted no time sliding the zipper of Emma's dress down, exposing her perfect, milky white skin. Lola decorated that exposed flesh with tender kisses and nibbles, slowly moving from Emma's collarbone down to her cleavage, causing the latter to whimper softly, her body begging for more.

Lola plants kisses on her secretary's left boob before finally reaching the stiff, red nip, circling the hard bud with her tongue.

Emma shivers as Lola takes the whole bud into her mouth and sucks hard, causing Emma to gasp and writhe on the leather seat, her back arching. Lola's right hand makes its way down to Emma's thigh, slowly caressing her skin, making Emma moan as her boss draws patterns with her fingers.

Lola glanced up at Emma, lust gleaming in her dark eyes, as she continues to suck her secretary's boob.

Emma's chest heaved, her breaths shallow as Lola's hand journeyed higher, under her dress, towards her eager pussy.

"Fuck, you're so wet for me already," Lola grunted, trailing a finger over Emma's folds. She was met with a rush of wetness, and she groaned at the feeling. Lola loved how willing and eager Emma had become, especially since she had been such a shy, reserved woman before.

But Lola couldn't blame herself.

Emma's body was a siren's call that beckoned to her every day, especially since she discovered that Emma was as hungry for her touch as she was. Lola's large, dark hands made their way up Emma's creamy thighs, hitching her dress up around her waist. Emma's pussy was already glistening with desire, the scent of her arousal filling the air.

Lola slipped a finger inside Emma, then another, and began to pump them in and out. She plunged her fingers deep, loving how Emma's body responded to her every touch. The blonde secretary mewled, her voice rough and raw, begging for more.

Lola's free hand snaked up Emma's body, finding her breast and giving it a rough squeeze that elicited a sharp gasp from the woman. She teased her secretary's nipples, rolling them between her fingers and flicking them as Emma squirmed.

After Emma was on the verge of orgasm many times, Lola finally let go, slipping her fingers out of Emma's weeping pussy and bringing them up to her lips, gazing into Emma's eyes as she licked each one clean.

Lola's voice was a low growl as she said, "Delicious. You taste as good as you always do." Lola smirked, making Emma blush at her compliments. "Admit it, you're always wet for me."

Emma gasped as Lola continued to stroke her clit, building up the pressure. Her hips rocked forward, seeking more contact. She was so damn close. Just a little more, and she would explode into a mind-blowing orgasm.

"Yes, I am," Emma finally admitted, surrendering to the overwhelming pleasure.

Lola ceased her caress on Emma's clit as she stood up.

"Good girl, now why don't you give this a lube first using your mouth?" Lola suggested, leading Emma's hand to her bulging dick.

Emma obeyed without question, marveling at the heft and girth of her boss' cock even under the fabric of Lola's skirt.

She licked her lips in anticipation, her pussy clenching with need as she kneeled on the lush carpet of the private jet. With one hand, she pulled the skirt of Lola's suit up to reveal the full glory of her chocolate-brown shaft. It was already semi-hard, but Emma knew it wouldn't take much to get it fully erect.

She leaned forward, using her hands to stroke Lola's thick thighs before wrapping her lips around the plum-shaped head of her boss' dick.

Lola groaned above her, running her fingers through Emma's tousled blonde locks as her employee sucked her deep. Her cock throbbed in Emma's mouth, pre-cum leaking out and coating her tongue with its salty sweetness. Emma moaned around the shaft, swirling her tongue around the head and tasting every inch of her boss' dick.

Lola's grip tightened in her hair, pulling her closer and fucking her mouth with rough thrusts. Emma's pussy clenched with need, her own wetness coating her inner thighs. Lola's cock hit the back of her throat, causing her to gag slightly, but Emma didn't let that stop her from worshiping Lola's thick cock.

Then she suddenly stopped and pulled out of Emma's mouth, leaving her gasping for breath. Lola looked down at Emma with her dark eyes gleaming with lust and said, "Get on all fours, I want to fuck you from behind."

Emma's body trembled with anticipation as she obeyed her boss' command.

Lola knelt behind her, spreading Emma's cheeks apart and admiring the tight pucker of her ass.

"You know, I never tried this on a woman before," Lola said with a wicked smile.

Emma's heart skipped a beat, not knowing what to expect. The thought of anal sex had never crossed her mind, but the raw hunger in Lola's eyes made her pussy clench with excitement. She nodded her head and waited, her anticipation growing with every passing second.

Lola didn't waste any time and leaned forward, her tongue snaking out to trace the curve of Emma's ass cheek. Emma's breath hitched as she felt Lola's tongue flatten against her puckered hole, licking and teasing the tight entrance while her fingers massaged Emma's wet pussy.

The combination of sensations made Emma cry out in pleasure, her hips bucking instinctively as she tried to push back against Lola's tongue. But Lola was relentless, her tongue delving deeper with every lap, making Emma feel more vulnerable than ever before.

"Fuck, you're so tight, Emma. I can't wait to feel you wrapped around my cock." Lola's voice was rough and husky, filled with lust as she spoke. She stood up and reached for the condom in her purse.

She tore open the package and rolled it down her throbbing length, savoring the feeling of latex against her skin.

"Are you ready for me?" Lola asked, her voice low and seductive.

Emma nodded eagerly, her pussy clenching with anticipation. She wiggled her ass, silently inviting Lola to take her.

With one swift motion, Lola thrust inside Emma's tight ass, causing her to cry out in pain and pleasure.

Lola paused, allowing Emma to adjust to the intrusion before she started to fuck her slow and steady.

"Oh, fuck, Lola. You feel so good," Emma moaned, her voice barely above a whisper. She clenched around Lola's cock, causing her boss to groan in pleasure.

Lola increased her pace, slamming into Emma harder and faster. Her tits bounced with every impact, the friction sending shocks of pleasure through her body. Emma was overwhelmed with the sensation of being filled up, her mind going blank with the surge of ecstasy that flooded her system.

"Fuck, Lola, you're so deep!" Emma screamed, her nails digging into the plush carpet beneath her as she pushed back against Lola's thrusts. Her moans filled the private jet, the sound of their bodies slapping together a symphony of lust and desire.

Lola's hips pistoned into Emma's ass, stretching her to the brink of pain. But Emma craved more. She wanted to feel every inch of Lola inside of her, marking her as Lola's own. Lola thrust harder and deeper, possessing Emma's ass, filling her up to the brim, owning her.

"Oh fuck, yes! I'm yours, Lola. I'm all yours!" Emma screamed, her hands gripping the carpet as Lola's thick cock plunged into her. The sound of their bodies slapping together was raw and primal, filling the private jet with the obscenity of their lovemaking.

Sweat glistened on both their bodies, their ragged breathing filling the private jet's cabin.

"You like that, huh?" Lola growled, her voice thick with desire. "You love it when I fuck your tight little ass like this."

Emma could only whimper in response, her mind buzzing with pleasure as Lola's cock filled her up. She could feel every ridge and vein of the older woman's dick, the feeling of it inside of her so intense that she thought she might pass out.

At long last, Lola buried her cock as deep as possible, ejaculating into the condom inside Emma's tight hole. As she pulled out, the white sticky substance smeared Emma's ass and ran down her thighs.

Once they caught their breaths, Lola helped Emma up and hugged her from behind as they sat on the luxurious couch, relishing the feel of her employee's shivering body. Emma leaned into Lola's embrace, her head resting on her boss' shoulder.

Lola absentmindedly played with Emma's breasts and nipples, just like every time she did when they finished a round of coupling, and Emma would be sitting on Lola's lap. The feeling of soft, delicate flesh under Lola's fingertips, then followed by the sound of Emma's sighs and whimpers as Lola rolled her nipples, never failed to send a warm sensation to Lola's heart.

"You're amazing, do you know that?" Lola whispered into Emma's ear, still gently toying with her nipples. Emma's only answer was another sigh, and Lola chuckled, nipping the shell of Emma's ear playfully, causing her to shiver. "You drive me crazy, sweetheart. I think about you all the time. Every time I see your name pop up on my phone, my panties get soaked as I imagine how I would fuck you next inside my office."

Emma giggled, her face turning a deep shade of red at Lola's confession. "Lola, you're so bad," she said, but she couldn't hide the smile on her face.

Lola chuckled, her hands never stopped their ministrations on Emma's voluptuous mounds.

"I know I am, and it's all because of you."

Emma leaned back and turned her head to face Lola, her mouth still let out small instances of moans. The secretary's hands cupped Lola's own, which was still groping the luscious orbs.

She intertwined their fingers together and squeezed Lola's hand, expressing her silent gratitude. Emma then leaned back and closed her eyes, surrendering herself to the sensation of Lola's fingers kneading her heavy breasts.

Lola captured Emma's lips from behind, her hands began to apply stronger force. Emma felt Lola's fingers gripping her nipples, pinching them tightly, causing a pleasurable pain to shoot down her spine.

"Fuck, I love how your nipples turn so hard under my grip," Lola exclaimed after briefly parting their lips, with Emma immediately letting out a moan as Lola's fingers squeezed harder.

"You know how much it turns me on when I see the pink tip of your nipples pebble while I toy with them."

Emma panted, her back arching as Lola's words sent a pulse of desire to her already sated sex. "Oh god, Lola, please don't stop," she begged, her words becoming incoherent as Lola's hands massaged her nipples, twisting and tugging while raining kisses down her neck and shoulder.

Lola couldn't control herself any longer. She lifted Emma up a bit so that her cock which was slowly coming back to life rested at Emma's entrance. Emma gasped as she felt the head of Lola's cock pressing against her slick opening. Lola held Emma's hip with one hand, and with the other, she guided her cock inside Emma. Emma's tight warmth surrounded Lola's cock as she pushed inside, inch by inch. Emma felt every vein, every ridge of Lola's cock, and her pussy clenched around it greedily.

"Fuck, Emma, you're so tight," Lola muttered, her breath hot on Emma's neck.

She rocked her hips back and forth, setting a slow, delicious pace. Emma's pussy clenched around her cock, pulling her deeper inside.

"Oh god, Lola," Emma moaned, her fingers digging into the plush leather of the private jet's seats. "Harder, please."

Lola didn't need any more encouragement. She started to fuck Emma in earnest, their bodies slapping together in a rhythm as old as time itself. Each thrust sent waves of pleasure crashing through Emma's body, until she could barely think straight.

She looked down at where they were joined, Lola's thick shaft disappearing into Emma's wet pussy over and over again.

"Goddamn, you're so fucking hot," Lola growled, her hands gripping Emma's hips so hard that it would leave bruises. "I can feel you milking my cock with every stroke. Your pussy is fucking heaven."

Emma couldn't speak, could barely even breathe. All she could do was hold on as Lola fucked her harder and harder. She could feel herself on the brink of an explosive orgasm, and she desperately wanted to reach it as she couldn't get there previously with Lola fucking her asshole.

Lola seemed to sense her secretary's imminent release, as she thrust her dick harder and faster into Emma, who threw her head back and screamed in pleasure.

"That's right, baby, cum for me," Lola grunted, her fingers digging into Emma's hips as she relentlessly fucked her from behind. "Cum all over my big dick."

Emma shattered at those words, her pussy clenching around Lola's cock as she came, hard.

Lola grunted, her thrusts faltering for a moment as she felt Emma's orgasm around her. But she quickly regained her rhythm, fucking Emma through her orgasm and chasing her own release.

Lola's thighs slapped against Emma's ass with each thrust, her cock pounding into Emma's pussy with a wet, obscene sound. Emma's tits bounced violently with every impact, her pleasured cries filling the private jet's cabin.

At the final moment of Emma's orgasm, Lola came as well, filling Emma up with her semen as there was no condom in the way this time. Lola moaned as she felt Emma's walls contract around her, pulling every last drop out of her. She couldn't help but feel a sense of satisfaction as she watched her secretary writhe and quiver, her whole body trembling with the aftershocks of her orgasm.

Lola held Emma close, feeling the younger woman's heart beat rapidly against her own. She planted gentle kisses on Emma's neck and shoulders, savoring the taste of her sweat on her lips.

"That was incredible," Lola whispered, her breath warm against Emma's ear.

Emma nodded her agreement, still unable to form words after her mind-blowing orgasm.

As they caught their breath, Lola started to softly caress Emma's body, soothing her sensitive skin. Her fingers traced the curve of Emma's waist, then slid up to cup her breast. Emma leaned into Lola's touch, sighing with contentment as Lola began to play with her breasts again.

Her nipples were still sensitive from earlier, and the gentle touches sent waves of pleasure rippling through her body. Lola's hands were up to their usual tricks, but Emma couldn't get enough of them. She loved the way Lola's fingers felt on her skin, the way her hands seemed to know exactly where to touch her to make her moan.

They stayed like that for a while before cleaning up, knowing that their jet had almost arrived at its destination. Once they were presentable again, they returned to their seats, ready to land and continue their business trip.

However, Emma had no idea what their destination was like as Lola grinned in secret, thinking about how she would fuck her secretary in the next few days.

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