Romance: My First Time With The Tycoon

by Ally Nelson

  “I'm going to cum!” She gasped, but no sooner had the words fallen from her mouth, than her entire body began to tingle. She was being lifted in to the throws of ecstasy while Mr. Shaw continued to work her over with him juicy member buried deep inside her. “Oohhh!” Sophie hissed as every muscle in her body tensed.

  “That's right, Sophie, cum for me! Cum for your boss!” Mr. Shaw said. Then, just as Sophie felt the incredible release of her rippling orgasm take over, he drew back him hand and spanked her ass.

  “Ah!” She gasped, giving in to the pleasure that left her breathless. “Mmm…” She hummed when she could finally catch her breath. Once again, Mr. Shaw drew back his hand and spanked her. This time he spanked her with more force, leaving a solid red handprint on her ivory skin. “Ah!” She squealed loudly this time.

  “Ungh!” Mr. Shaw thrust forward, his cock buried down to the hilt. Sophie could feel the swell of his orgasm as he spilled his cum inside her. With each jet of cum, he gasped, gripping her tightly until he fell forward in exhaustion. “Ahhh.”

  Chapter 6

  Sophie brushed her hands down the front of her dress, smoothing out any wrinkles as she looked out over the city below. She was sure that as soon as she returned to the party, everyone would know where she had been and what she had been doing. Then again, she thought, did she really care? It wasn't as if the boss was going to fire her and the opinion of people like Pam was really inconsequential.

  “Are you ready to get back to the party?” Mr. Shaw came up behind her. Sophie spun around.

  “I probably should, my girlfriend will be wondering where I am.” She said. Mr. Shaw looked suddenly intrigued.

  “A girlfriend, eh?” He said, a smirk touching the corner of his lips. Sophie laughed and shook her head.

  “Not that kind of girlfriend!” She said. His face fell.

  “Oh…pity.” He said. Sophie worried her bottom lip between her teeth.

  “I could never see Ashley like that, but even if I could, I didn't think you men could…umm…go again so soon…” She said. This time it was Mr. Shaw that laughed.

  “Well, I’m sure I could make an exception to the rule.” He said. Then he squinted his eyes and looked Sophie up and down suspiciously. “Have you ever experimented with a girl before?” He asked. Sophie could feel her cheeks rowing warm. Sure, she had experimented while she was in college, but it wasn't something that she went around bragging about. In fact, the only people who knew anything about it were the other girl involved and the guy they had been trying to impress who had watched the whole thing from his seat on the futon. “Come on…you can tell me…” Sophie grinned and turned back around to look out of the window. “Please? I'll tell you mine if you tell me yours?” He said, and then Sophie was interested. She spun back to face him.

  “Yours?” She said. He nodded. She was intrigued, here was her billionaire boss, a guy she wouldn't have known from anyone before tonight, telling her about his sexual escapades. “You go first…” She said, grinning.

  “Uh uh, I know that trick…besides, I have a lot more to lose in this game than you.” He said.

  “Speaking of which…” Sophie cocked her head slightly. “Why me?” Mr. Shaw laughed.

  “Why you…you mean, why did I bend you over the desk and have my way with you?” He asked. Sophie nodded. “Because, you're gorgeous. Because ever since you came to work here I haven't been able to take my eyes off you.”

  “How is that even possible?” Sophie asked. “I mean, I've never even met you before…” Mr. Shaw looked up in to the corner of the room where a small black security camera was mounted. Sophie’s mouth fell open.

  “Oh my God! You taped us? Just then?” She said in disbelief.

  “Sophie, I tape everything, it's what rich guys do. Everything gets taped and archived and eventually destroyed, but it helps to ensure that no one comes along thinking that they're going to sue me for every penny I've got.” He said. Sophie could see the point, but she still felt somewhat violated by the fact that she had just been recorded with her panties down.

  “Sooo…you've been creeping on me ever since I started here?” She asked, glancing again at the camera. Mr. Shaw shrugged.

  “I guess you could call it that, although I much prefer the term ‘admiring from afar.’” Sophie couldn't help it, she thought he was cute, even if he was a creeper.

  “Hmm…well, I have to say that I much prefer being admired from close up.” She said, pressing her palms against his firm chest. Then, pushing him gently, she jerked her head to the door. “But for now, we had better get to the party before people start to wonder where you are.”

  “I suppose you’re right…I’m supposed to be making a toast and giving out Christmas bonuses.” Mr. Shaw said. Sophie giggled.

  “I think I already got mine.”

  Chapter 7

  Sophie tried not to look around the room when she was ushered back in to the party by Mr. Shaw. The truth of the matter was, however, that no one was paying any attention to their departure or their arrival. They were all far too wrapped up in the free bar or trying to figure out how to get out of conversation with Pam. In the very least, Sophie had expected Ashley to be looking for her, but when she got up enough courage to survey the room, Ashley was nowhere to be found.

  “I'll, um, be right back.” Sophie said, excusing herself from Mr. Shaw’s company. She wasn't exactly sure about the etiquette of post-sex companionship when it came to holiday parties, but she did at least want to track down Ashley to make sure that she hadn't got herself in to trouble.

  “Sure.” Mr. Shaw said. “I'm not going anywhere…well, except maybe to the bar and then over there.” He jerked his head to the small stage that had been set up in the corner of the room. Sophie nodded before heading off in the direction of the bar herself.

  The short dark haired bar tender was still working and at the moment that Sophie walked up, he was entertaining himself with a pair of younger ladies who Sophie hadn't seen before.

  “Excuse me…” She said, glancing at the women quickly, then looking at the bar tender. He raised his eyebrows in acknowledgement, but he obviously didn't recognize Sophie. “I was here earlier with my friend…tight red dress, blonde hair…” He looked clueless. “Flirts a lot?” There was the flash of recognition. “Right…did you happen to see where she went?” Sophie asked. He thought for a moment before shaking his head.

  “No idea, sorry.” He said and within seconds he was back to flirting with the two girls at the bar. Sophie sighed, where the hell had Ashley gone?

  “Ladies and gentlemen, may I have your attention please?” A voice came from the main room. “It is my honor and very privilege to introduce to you the man of the hour, Mr. Shaw!” The room erupted in to applause and the microphone squeaked as it was handed off.

  “Good evening everyone.” Sophie recognized Mr. Shaw’s voice and for a moment she forgot all about Ashley. She walked a little closer to the stage. “I do hope that you all are enjoying your evening of libations.” He said. Sophie smirked, he always used words like that in his company memos, words that few people actually used, but that made sure that everyone knew that he had an extensive vocabulary. “Firstly,” he locked eyes with Sophie, “I would like to wish you all a very merry Christmas…and if you don't celebrate Christmas then, happy holidays. Over the past few months…” Someone tapped Sophie on the shoulder.

  “Oh God! You scared the hell out of me!” Sophie said spinning around to find Ashley standing behind her. “Where were you?” She whispered. Ashley looked confused.

  “I was about to ask you the same thing. Once Casanova over there got distracted by the Barbie twins, I came looking for you and couldn't find you anywhere!” She said. Sophie wasn't about to tell her what had happened.

  “Weird…we must have just missed each other…” she said with a shrug.

  “Urgh, that guy turned out to be a real dick.” Ashley complained, glancing over at the bartender. “Only interested
in one thing until another comes along.”

  “I'm sorry. I'd say that we could hook you up with someone else, but I'm pretty sure there is no one else even remotely worth your time here tonight.” Sophie said. Ashley didn't hear her, however, she was far too engrossed in the impeccably dressed Mr. Shaw standing on stage with the microphone in his hand.

  “Well, I wouldn't say nobody else…” Ashley said, a smile slowly spreading over her face. Sophie followed her gaze and then shook her head slowly.

  “Oh no, uh, no way.” It wasn't so much that Sophie feared Ashley stealing Mr. Shaw’s affections, it was more that she worried that Ashley would find her out. After giving her such a hard time all night about her flirting and her precarious sex life, Sophie wasn't quite ready to be found out as a ‘sleeps with her boss the first time she meets him’ kind of girl.

  “He's not married is he?” Ashley asked, still unable to tear her eyes from the stage.

  “Not in so many words…” Sophie said, now finding herself unable to tear her eyes away from the stage.

  “So what’s the problem?” Ashley asked.

  “…most influential new associate for the year, Miss. Sophie Ward!” The room burst in to applause and Ashley and Sophie stared at each other. Neither of them had any idea what was going on, but it didn't take long for Pam to usher Sophie towards the stage.

  Nervously, Sophie mounted the stairs and walked up to Mr. Shaw. He smiled broadly as he offered a large gift wrapped box to her. Sophie took it in both arms as Mr. Shaw held the microphone in front of her face.

  “Umm…” She stuttered as her eyes darted around the expectant faces in the audience. “I…umm…well…thank you, everyone. It's, umm, been a pleasure to join such a great team of people. I can honestly say that I have never looked forward to coming in to work before I came to work here. So…” She lifted her arms holding the large gift wrapped box, “thank you for this. You all are amazing!” The room burst in to applause again and Sophie walked back off the stage. Ashley was waiting for her at the bottom of the stairs.

  “Holy crap! That box is huge! What's inside?” Ashley said, tugging at the wrapping paper. Sophie shrugged.

  “I have no idea, but I'm gonna put it in one of the offices so no one runs off with it.” She said. Ashley nodded.

  “I'll come with, I wanna see what offices in this place look like anyway.”

  Chapter 8

  Sophie led the way blindly as she and Ashley went in search of an office to hide the gift in. It didn't take long before Sophie found an alternate way to the offices where Mr. Shaw had taken her not too long ago. Coming around the corner to the long hallway, Sophie picked the first office they came to and tried the handle. The door opened easily and the girls snuck inside, flipping on the desktop light as they walked in to the center of the room.

  “Holy shit! This place is huge! It's like…bigger than my entire apartment!” Ashley said as she spun around, her eyes fixated on the floor to ceiling windows. “Tell me your office looks like this!” Sophie set the box on the desk against the far wall and walked up beside Ashley.

  “Yeah, I wish. I work in a cubicle…although I have a feeling that I might be getting an office here soon enough.” Sophie said. Ashley turned to look at the big box on the desk.

  “Oh, yeah. Great job with that!” Ashley said, looking back out of the window. “This view though…if I were you, I'd ask for this office.” The two stood for a moment in silence as they looked out over the city below.

  “We should get back out there.” Sophie said.

  “Oh, good idea, I want to see some more of that smoking hot boss of yours!” Ashley said, leading the way.

  Just as Sophie pulled the office door shut behind them, a whistle came from just a few feet behind her. Turning around, Sophie came face to face with a smiling Mr. Shaw.

  “I thought you were giving your speech…” She said, shocked to see him there and feeling more than a little guilty for ‘snooping around.’

  “I was.” Mr. Shaw said, looking Ashley up and down and then looking back to Sophie. “I had to use the little boys room.” He looked back at Ashley again. “Good evening.” He said with a nod. “I don't believe that we’ve met before, I'm Mr. Shaw, Sophie’s boss.” Ashley grinned foolishly.

  “I know who you are…” She said, although her statement lacked her usual sass.

  “Ahh, so word gets around does it?” He asked, glancing suspiciously at Sophie who shook her head subtlety.

  “Ashley was asking who you were when you were up on the stage…” She said. But the vague comment combined with the subtle glances was enough to tip off Ashley. She was, after all, the master of the game herself.

  “Oh!” She exclaimed, suddenly becoming much less inhibited. “I get it…” She smirked knowingly.

  “Get what?” Mr. Shaw and Sophie both said at the same time.

  “Why Sophie wasn't all that excited about me being interested in you…you guys are…well, in the very least you are sleeping together aren't you?” She asked. Sophie couldn't say a thing. She was the worst liar and besides that, Ashley would be able to read her like a book anyway.

  “Why would you think that?” Mr. Shaw asked, trying his best not to give them away for fear that rumors would quickly spread.

  “Because I know this game. I've played it a million times myself.” Ashley said proudly. Mr. Shaw couldn't help but laugh.

  “Is that true?” He asked, more than a little interested. “Well, then I'm sure you know the importance of discretion.” He raised both eyebrows. Ashley nodded.

  “Oh yeah…but I'm also familiar with the value of knowing something like this…” Ashley said. Sophie was mortified, never in a million years did she think that Ashley would pull a stunt like this.

  “Ash!” Sophie said. Ashley shrugged.

  “Hey…I'm just saying…” Ashley said defensively.

  “Do you know what I do to girls who ‘just say,’ Ashley?” Mr. Shaw asked. Ashley swallowed hard, suddenly realizing that perhaps it wasn't her most brilliant idea to ray to blackmail the richest man in the city.

  “Umm…no?” She said with no degree of certainty.

  “Then allow me to show you…” He said, stepping past them and opening the office door that Sophie had closed just moments before. He held the door open and ushered both girls inside before following them in and closing the door behind them. Ashley glanced quickly at Sophie, her eyes widening. “Sophie, would you mind moving that gift please?” He nodded at the desk and Sophie did as he asked, placing the gift on the floor by the door. “Thank you. Now, Ashley, was it?” Ashley nodded slowly, every trace of her confidence now vanished. Mr. Shaw beckoned her over with one finger. Submissively, Ashley obeyed. “Okay, Ashley, we have established that you can follow directions when you want to…so how about you take off your panties?” Ashley looked back at Sophie who was just as astounded at the request as Ashley had been. Sophie had to admit though, that the idea of watching her boss have sex with her best friend was pretty hot.

  “Take off…my panties?” Ashley reiterated the request. Mr. Shaw nodded silently. With one more glance at Sophie, Ashley reached under the hem of her dress, of Sophie’s red dress, and slowly slid down her panties. When she stepped out of them, she picked them up and offered them to Mr. Shaw. He nodded to Sophie.

  “Give them to Sophie, please.” He said. Ashley looked at Sophie and hesitantly she stepped towards her with her panties outstretched. Sophie looked to Mr. Shaw who nodded. “Sophie, take those panties please and I want you to smell them. Get a good nose full of just how sweet your friend’s pussy smells.” He watched her. Sophie brought the panties to her nose and watching both Ashley and Mr. Shaw, she inhaled lightly. As the sweet musky smell of Ashley’s pussy touched her nose, she took another deeper breath in. “How do they smell, Sophie?” Mr. Shaw asked.

  “Amazing.” Sophie said truthfully. She had forgotten what it felt like to smell the sweet nectar of another woman. It had been so long since she
had last been with a woman.

  “Good girl.” Mr. Shaw said. “Now, Ashley, I want you to pull up your dress and lean over this desk.” Sophie watched, enraptured, she knew just what was coming next.

  Chapter 9

  Sophie came to the edge of the desk, getting a side view of Ashley as she bent over the desktop. She bit down on her lip as she watched in anticipation.

  “Now, Ashley, I want you to understand that we don't take kindly to rumor starters around here.” With that, he rubbed a circle on Ashley’s plump ass cheek and then he tapped it lightly. Ashley didn't flinch. Mr. Shaw rubbed another circle over her lightly pinked skin and drawing back his hand he let it come down with a loud crack.

  “Ahh!” Ashley squealed, jerking as she tried to pull away from his hand.

  “Hold still!” Mr. Shaw said as he drew back his hand again. Ashley held still, biting her lip as tears came to her eyes from the sting of his hand against her bare buttock. As Mr. Shaw’s hand came down again, Ashley squealed again, louder than she had before.

  “Ah!” Sophie reached out her hand and took Ashley’s hand in her own.

  “Tell me, Ashley, what do we think of rumor starters around here?” Mr. Shaw asked, leaving his hand on her glowing buttock.

  “You don't like them.” Ashley said softly.

  “Good girl.” Mr. Shaw rubbed his hand downward, pressing his fingers between her thighs and brushing against her pussy opening. She was soaking wet. “And when you learn to mind your own business, Ashley, there are certain benefits…” He said, slipping a single finger inside Ashley’s dripping wet pussy.

  “Ahhh…” She hummed, pulling Sophie’s fingers to her mouth and slipping one between her lips. Mr. Shaw watched as Ashley sucked her finger hungrily and picking up their rhythm he began to slide his finger in and out of Ashley’s hungry pussy.