“Is this your first time flying, Anna? Or just your first time on a private jet?” the boss asks.
They are at the airport in a private room waiting for his pilot to give them the all clear to board. After weeks of waiting and preparations, they are finally headed to Europe.
“I’ve never flown before, sir. If I said I wasn’t nervous I’d be lying,” Anna says, her knee nervously bouncing. She looks at her boss, so calm, so relaxed. She wishes she could adopt his demeanor but he’s probably been doing this all his life. She hasn’t. She looks in her bag and makes sure she has her headphones and book to distract her on the flight. She isn’t terribly comfortable with flying. A sly smirk spreads across her face as she wonders if her boss has other plans for her on the plane. She is at his beckoned call, after all.
“If we were flying commercial this flight would take 12-14 hours with layovers and stops. But because your boss is a very wealthy man we will be there in less time than it would take you to drive back to Ohio,” he says, putting an arm around her, bringing her back from her momentary fantasy.
A man walks up to them. Not just any man. Matt Damon walks up to them.
“The bird is just about fed, sir,” he says.
“Anna, this is Fredrick. He is my personal pilot,” the boss says. Seeing Anna’s shocked expression he adds, “And, yes, he gets told he looks like Matt Damon. But I promise he is not. Frederick this is Anna, my personal assistant.”
“How personal? Am I going to get fired if I take a run at her?” Frederick chuckles.
“She likes to do that thing you hate, sport,” the boss chuckles back.
“Maybe I should just fly the plane,” Frederick says, disappointment showing on his face.
“I think that would be best for everyone.”
Frederick kisses Anna’s hand and walks away. Anna looks at her boss quizzically. What could she do that Frederick hates?
“He is a strange man. Great pilot but a strange man. If he ever bothers you just offer to suck his dick. Only man I have ever met who is downright afraid of blowjobs,” the boss tosses off casually. He stands and turns to Anna. “Shall we board, m’lady? Europe is waiting to meet you.”
“I guess he hasn’t had a good blowjob then…” Anna whispers in his ear with a chuckle as she stands. “Would you let me suck him off sir? I would hate for him to be afraid of something I know most men enjoy. Would you watch us?” The thought has her instantly turned on, a dampness suddenly growing between her thighs. She kisses her boss as he places his hand on the small of her back and leads her to the plane, walking in shaky legs.
“Every man should be so lucky to have you suck his cock,” he chuckles. “But not while he’s flying a plane. I’m not sure if you noticed but he was trying to stare right through your sweater.”
Anna giggles and blushes slightly. He follows her onto the plane, squeezing her ass as they enter.
“Anna, do you think it’s still considered the Mile High Club if I own the plane?” he says with a wink.
Anna turns around and wraps her arms around his neck, smirking at him.
“Well, sir, I’ve never been in a private plan before. But I feel like my being in the Mile High Club just needs to be done in any plane.” She kisses him and whispers, “I wore the bra you bought me on your last trip. You’ve been staring too.”
“I do love that bra,” he kisses her back. “But not as much as I love the tits inside of it.”
He eases her into her seat and shows her how the safety harness operates.
“You only need to keep this on until Fredrick lets us know we are at altitude. I know it’s a little uncomfortable.”
He sits down next to her and whispers, “You have no idea how badly I want to eat your pussy at altitude. The thin air makes everything more sensitive.” He chuckles and kisses her one more time before settling into his seat.
Anna’s heart beats faster both from nerves and arousal. His words repeat in her head, making her shudder a bit, her pussy now unmercifully wet. She runs her hand over his thigh and feels him getting hard inside his pants.
“Anything to join the Mile High Club, sir,” she says. “Just take it easy on me. Or don’t.” She kisses him and whispers, “Please don’t,” followed by a small moan.
The jet starts to move and her arousal drains instantly, replaced by slight panic. She looks out the window and takes deep breaths trying to calm herself. She closes her eyes and pushes her head back into the cushioned seat.
“Anna, wake up,” he says kissing her softly.
She opens her eyes, confused.
“Poor girl, you slept through the entire flight. I didn’t wake you. The rest will be good for you. We won’t be getting much over the next few days,” he chuckles. Anna yawns and tries to blink the sleep from her eyes, “I’m sorry, sir. I didn’t mean to…”
“Fredrick said we will be able to get off the plane in about 20 minutes. He’s taking our luggage through customs right now.”
“I guess I should change, huh?” she says, gauging their time restraints. She gets up and strips out of the leggings and oversized sweater she had worn for the flight.
“Have I ever told you not to take your clothes off?” he says with a wink.
He walks over and kisses her, pressing her bare skin against the seat back, his hands tracing her curves before rubbing between her legs.
“Six months in and I still can’t resist your body every time I see it,” he gently bites her lip, feeling her getting wetter, as a light moan comes from her mouth and her knees begin to shake.
“I’d ask if you’re ready for Europe but I’m not sure Europe is ready for a woman like you, Anna,” he says, backing away and licking her juices from his fingers. “But I guess we are about to find out.”
Anna takes a moment to regain her bearings, “What makes you say that sir? I’m just a regular woman.” She wiggles into her skirt, slips her feet into her heels, and buttons a tight blouse over her torso.
“Never let me hear you say that again,” he says, playfully slapping her ass.
Then he takes her hand and leads her out off the plane. As they descend the stairs off the plane, there is a car waiting for them. He opens the door for her and waits for he to settle into the seat before joining her.
“Anna, John Richard. Call him J.R. Everyone does. He will be driving us throughout our trip.”
“Pleasure, ma’am,” he says in a thick, Cockney British accent and tipping his cap.
“Pleased to meet you,” Anna says with a smile, catching him looking her up and down.
“To the resort, J.R. I am famished,” the boss instructs the driver.
As they drive Anna sees her first sites of Europe. It all looks almost familiar but not quite until they get outside of the city. Then buildings and neon signs give way to lush scenery. After an hour in the car they pull up to a tall iron gate.
“‘fraid that’s as far as I can go, ma’am,” J.R. says tipping his cap again. “I go in there they might never find me again. Your mister knows how to find me. Have fun,” he says with a chuckle.
“We’ll see you tomorrow for the conference, my friend,” her boss says as they exit the car.
He walks up to a speaker to the left of the gate and presses a button. “Mr. Aubergine and companion for the Rondo suite.”
A moment passes before the gate buzzes and opens. They are greeted by a petite, short haired woman. “Bonjour, Monsieur Aubergine! Welcome back to Paradise!” she says, her English positively dripping with a French accent.
The boss catches Anna staring at the woman and tugging at his sleeve.
“Bonjour, Monique. It’s good to be back. This is my companion, Mrs. Aubergine.”
Monique moves her clipboard aside and gives Anna a hug and kisses her cheeks.
“Bonjour, mademoiselle! I hope we shall be seeing much more of each other throughout your stay!”
Her cheerfulness and slight flirtation is lost on Anna. She is trying to get past the fact no one has addressed. Monique is completely nude save for a whistle that hangs around her neck and down between her small, perky breasts.
“You’ll have to forgive her. It’s her first time at a clothing optional resort,” he says. He pulls her arm slightly to break her trance. “Let’s head to our room and I’ll explain things.”
Anna bites her lip and feels a deep blush come over her face. She tries to bury her embarrassment in his shoulder as the they walk along, nude bodies engaged in all manner of activity everywhere she looks. He leads her up the stairs to their suite. She sits on the elaborate four post bed and tries to make sense of what she has just seen.
“Sir, where are we? You’ve been so hush hush about everything and I think I’m beginning to understand why,” she says, not exactly angry but certainly confused.
“We are deep in the Italian countryside at a very private resort. Welcome to Paradise,” he says holding up a book of matches bearing simply the world “Paradise.”
He takes a seat on the bed next to her. “Yes, it is a clothing optional resort. In my travels I have found this is the only way to have any privacy. Cameras are not allowed. Phones and other devices must remain inside the room. This is both for privacy sake and to ensure business is not discussed here. The press is not allowed in. In fact, no one is allowed in until they have met with the owner unless vouched for by a member. No real last names are used here. You may recognize people, people may recognize you. But the only way anyone could know is of they were also here. It’s a well kept secret among a circle of wealthy people.”
He sees her relax a little but not much. “And it is clothing optional. If you choose to remain clothed, it’s not a problem. The idea of this place is ultimate relaxation. If you want to keep your clothes on, Anna, it’s not going to offend me. If you would like me to keep mine on as well, I will. But this is as close to off the grid as a rich man can get.”
He pulls her in for a kiss. “Forgive me for not telling you, Mrs Aubergine?”
Anna breathes out a small sigh, knowing the privacy is important makes her relax just a bit. This is still a world she is not used to.
“I see, so I’m guess I’m vouched for by you then?” she says playfully, raising an eyebrow. “Miss Aubergine huh? That’s a new one… Sir.”
“Well, if I’m not using my last same, I’m certainly not going to let you use yours. For the duration of our stay we are Mr. and Mrs. Aubergine.” He pauses. “Unless you’d prefer to have your own name and not be attached to mine. I don’t own you.”
Anna giggles and looks at her wedding ring. She’s been a Mrs a long time but it has never sounded this exciting. She slips the ring off her finger and puts it in her bag.
“I think I can handle the idea of Europe believing I am your woman,” she says, wrapping her arms around his neck and kissing him. “I just didn’t think any of our fantasies involved having a wife, Mr Aubergine,” she giggles at him.
He kisses her and squeezes playfully slaps her ass.
“I am starving. The chefs here are some of the best in the world, so I ope you’re ready for luxury,” he chuckles. “They’re also the only people required to wear clothes, for obvious reasons.”
“What shall we wear for a luxurious lunch, Mrs Aubergine?” he winks.
She looks back at her bags and thinks about what to wear for lunch, her arms still around his neck. “Well, sir, you did ask me to pack some lingerie for the trip. Would you like me to wear some for you?”
“I would like you to wear whatever makes you comfortable, Anna,” he says, kissing her again.
As he releases her and she turns to go through her bag, he quickly undresses and is completely naked when she turns around.
“I think I am going to wear this unless you would like me to be a bit more formal,” he says, beaming.
Anna giggles and pulls her sweater off and pushes her skirt to the floor. She bends over and rifles through her bag, finding the most recent lingerie set he had purchased for her, a black corset with lace accents, a matching pair of cheekie panties, and a set of stockings and clips to hold them up.
As he watches her undress and bend over his my cock responds accordingly.
“Oh boy. I have never brought a guest here before,” he says. “And now I’m here with one I am constantly turned on by.”
He sits on the bed and watches her, becoming completely erect without being touched. “Ooops.”
She turns to grab a robe and sees him sitting on the bed. She smiles at him, looking between him and his throbbing cock.
“I think I’ll have to take care of that before lunch, won’t I, sir?” she says, walking over to him and dropping to her knees. She takes his cock into her mouth, sucking gently, staring into his eyes. She pops her lips off of him. “Unless, you don’t want me to,” she starts to stand up.
He grabs her shoulders and pushes her back down.
“I could be dying and I don’t think I could tell you not to suck my cock.” He moans as she takes him back in her mouth.
As she slowly bobs her head up and down, he says, “Fuck, I get so hard every time I see your body. What was I thinking bringing you to a nude resort? I’m going to put somebody’s eye out.”
Anna giggles, clearly amused by this, his new problem, her new power.
“Fuuuuck,” he growls. “I know I tell you often but fucking hell are you amazing, Anna.”
She looks him in the eye as she plunges his cock deeper into her throat, winking, clearly enjoying the pleasure she gives him. She moves her hands up and down his thighs, raking her nails across them, leaving light marks. She pops her lips off again.
“Sir, you tell me often. And I’m so glad you love what I do to you.”
She grasps his cock in one hand and jerk him gently as she takes each of your balls in her mouth, licking and sucking them playfully before jerking her faster and sucking on his tip.
“Oh god I do. I do, I do, I do,” he gasps, shocked at how quickly he feels his orgasm coming on.
Quickly. Too quickly.
Oh god.
He grabs the back of her head and pushes his cock into he throat, exploding into her.
“Oh, Anna,” he yells loudly as he pumps shot after shot of cum into her throat.
She moans and swallows every drop happily, proud of how quickly she has made him cum.
He lets her head go. “Fuck, that has to be a new record. Holy shit,” he says, out of breath. “Happy vacation to me…”
She leans back on her heels and licks her lips before leaning up and kissing him deeply.
“Maybe you should wear something, sir. You’d just hate to need me do that a second time before lunch,” she giggles and kisses him again, before standing up, slipping her robe over her shoulders and tying it around her waist.
“I should be good for a bit,” he says. Then he remembers how many times she has made him cum a second time and puts on a pair of black silk shorts.
“Shall we go sir? I’ve already had dessert. But I could do with some real food.”
“Yes, Mrs. Aubergine. It will be my pleasure to dine with you,” he says linking his arm in hers.
Source: reddit.com/r/Erotica/comments/hegmc6/the_pleasure_of_business_an_erotic_novel_chapter_8