Big Brother Boss Ch. 01

"Dave. He's a Data Entry clerk"

"Ah." Marla simply remarked. Another minute or so passed. Riley never helped herself to the coffee, as she felt jittery enough. She began to open her mouth again to ask Marla another question when Marla spoke first, "Mr. Cochran will see you now" she shot a knowing glance at Riley, who looked down. "Go right on in, he's expecting you."

"Oh, ok." Riley took up her bag and walked steadily towards the door, her legs feeling a bit like jello.

She reached for the doorknob and turned. On the other side of the door, she discovered a very large, modern looking and exceptionally clean office, complete with a fully hardwood floor, a leather sofa, a full bar, and an amazing view of the San Francisco skyline through a window which made up the entirety of the back wall. She had never seen anything like it. The offices of her other bosses looked like drab broom closets compared to this.

At the back of the room near the large windows sat Levi Cochran, who stood from his desk and walked over to Riley as she entered. Levi looked to be in his mid-to-late 40s, he had a full head of short, brown, lightly grayed hair. He stood at least 6 feet, if not a little taller. He looked to Riley to be a couple inches taller than her husband. Levi was well dressed and had impeccable posture and a confident stride. He was a handsome man for his age. Quite handsome, in fact. He had a moderately muscular build and wore thin glasses which completed his look well. All in all, Levi was fit, trim, tan, and well groomed. A very stark difference from someone like Henry Abbot. As Riley and Levi approached one another, Levi smiled warmly and stuck out his hand.

"Levi Cochran. It's so nice to finally meet you, Mrs Williams". Riley grinned, almost involuntarily, and reached out her hand to meet his. Levi took her hand gently, turned it over in his palm, and held it up to his lips. He bowed slightly and kissed the back of her hand tenderly, maintaining eye contact all the while. Riley blushed. She had never been treated this way. Well, certainly not by one of her bosses. Levi stepped back and looked her up and down in appreciation "Wow" he continued, "You're even more stunning than I anticipated, and I had heard a great deal about you."

Riley was completely tongue tied. She felt a little like a teenage girl with a high school crush. She shouldn't have been so swept off her feet by her boss, but she couldn't help it. She found it difficult to formulate a response. "Um...thank you!" she managed breathlessly "It's a pleasure to meet you too, Mr Cochran! I've been so curious to know, how exactly did you find out about me? How did I come to be recommended to you?"

"I'm sure you don't remember me, but I saw you at one of those quarterly work functions. It was a couple months ago, you were wearing a light blue dress? I didn't have the opportunity to speak to you that night, but I had to find out who you were. It took some digging, but I unearthed plenty of glowing reviews of yours along the way. I was so fascinated by you, I simply had to bring you in, and the timing was perfect for a new hire."

Riley's heart was still beating a million miles a minute "You have a gorgeous office! They treat upper executives well at Amazon, don't they?"

"Oh yes, of course!" Levi gestured around the room, "It may seem a bit excessive, but the right environment does wonders for one's spirits, as I think you'll discover for yourself" he smiled.

Riley meandered around the room, investigating the supply of various liquors behind the bar which looked like it belonged in an upscale drinking establishment. "So...how many other girls do you have working for you right now?" girls being the operative word. They both knew what she meant.

"You're it." Levi announced. "I don't keep more than one working girl on board at a time, just wouldn't feel quite right. I prefer to focus my attentions. That's how I approach my work duties as well."

Riley was stunned by this development, "You mean...I'll be your only whore?"

"That's right," confirmed Levi, not mincing words "It means more work for you, naturally, but also more pay. A 20% increase over what Henry was paying you, effective immediately.

Another stunner. Riley was expecting somewhere in the ballpark of 3-6% after Henry Abbot mentioned the raise, this would free up the Williams' financial planning considerably, "Oh my gosh, that's so generous, thank you Mr Cochran!"

"Oh, don't mention it. Care for a drink?" Levi motioned to the bar

"Yes, please!"

Levi walked behind the bar and started grabbing some bottles and a shaker. "I'm thinking a Martini for myself, do you enjoy them?"

"I do!"

"Excellent." Levi got to work. Riley leaned on the bar. So far, so good. Amazing, actually. Riley gazed around the room and admired her surroundings again. Not a bad place to get fucked in.

And I'll be fucked here a lot, Riley thought only me to service him? I'll be a busy girl. She licked her lips.

Levi spoke up from behind the bar, "Tell me about your husband, does he approve of what you do at this company?"

Riley paused to consider her wording, interested to see Levi so keen on learning about Dave, "He's proud of me for doing what it takes to help make ends meet for us."

"Good, he sounds like a good man."

"He's wonderful, I love him very much."

"Mhm. And, how is he in the bedroom?" Levi asked

Riley shot Levi a look of feigned shock "I'll have you know he's a very thorough lover!" She paused to consider her words, "I don't need any man aside from my Dave. Of course, I also don't mind having other men..." Riley shot Levi the sexiest smile she could manage. Levi's cock stiffened in response.

"Of course you don't, Mrs Williams" Levi replied in kind.

"And what about you, is there a Mrs Cochran?"

"There was once, but that feels like another lifetime ago." Levi paused "I wasn't fair to her. It's better this way."

"I understand" Riley said, "marriage isn't for everyone—no offense intended!" Riley quickly added

"None taken! You're absolutely right" Levi agreed. "I admire those who can make it work." He emerged from behind the bar with two full martini glasses in his hand, lemon peel garnish in each, and handed one to Riley.

"A toast" Levi announced, holding up his glass "to a...fruitful relationship" he added, furtively. The two clinked glasses

"Cheers!" Riley sipped. "So...when does work begin?"

Levi checked his watch "I have an hour in my schedule" he replies, nonchalantly

"Best get started then" Riley replied with a devious grin, as she set the glass down on the bar and sank to her knees in front of her new boss.

"I could get used to this view" quipped Levi, taking another sip of his martini.

"I think I have the better one" Riley sighed.

She could see the bulge in his pants, and ran her hands up his legs until her hands rested over it. She provided a light massaging action. She could tell he was big. Bigger than Henry, but she couldn't quite tell how much bigger. She was eager to learn, though. After a few minutes of rubbing, squeezing and kissing the bulge in his pants, she started to unbutton and unbuckle him. Levi's pants and briefs fell to the floor as his cock sprang to attention in front of Riley's face. She froze.

"Holy shit."

Her eyes bulged as she beheld the biggest dick she had ever seen. It appeared to her to be maybe two or three inches longer than that of her well endowed husband, and proportionally thick. His cock bounced slightly as she examined it: it was smooth, and had a slight upward curvature, ending at a swollen mushroom head. His balls, also bigger than her husband's, hung just slightly below his shaft. Riley instinctively cupped his balls and wrapped a hand around the base of his cock as she took in his musky smell. His whole package radiated with intoxicating masculinity. It was without a doubt the most gorgeous cock she had ever laid eyes on. She simply sat stunned for a moment until Levi laughed, "I guess you do have the better view."

Riley broke from her daze and looked up "How the hell did you grow this?"

"Superior genetics" Levi growled. Riley couldn't help but agree. Her heart raced and she felt flushed.

Can I even fit this inside of me? She wondered. Sure, he looked magnificent, but how would he feel? It seemed like it would be too big! Nonetheless she was enamored. She let out a short, nervous laugh. "How big is it??"

"Ten inches on a good day" He replied, with a veneer of false modesty "And today is a very good day" he grinned.

Riley couldn't help but grin too. For now, her nervousness had completely disappeared. All she could think about now was how fun it was going to be to suck this dick.

Riley drew her face in towards Levi's balls, inhaling deeply, then planting one, two kisses on his scrotum before taking his marvelous balls into her eager mouth. She sucked deeply but gently, as Levi Cochran let out a murmur of appreciation.

"A sure sign of a good woman - she begins by worshiping her man's balls," Levi remarked "It's only proper." Riley delighted in hearing Levi refer to himself as "her man", even though they both knew full well she had a man of her own back home. She let his balls slip away from her mouth and looked up at Levi

"Of course!" she beamed, with a look of absolute adoration in her eyes. He smiled down at her as she tilted her head to take his balls back into her mouth, keeping eye contact with her boss this time. He brought one hand down to wrap around the back of her head, and, weaving his fingers into her hair, drew her face in closer to his scrotum

"Ahhhhh" he signed. Riley moaned gently. "Let's put that mouth to even better use now". Riley did as she was told and began to lick and kiss her way up his glorious shaft, eventually reaching the head. She began to suck lightly on just the front of the head, before eventually taking all of it into her warm, wet mouth. Levi gasped in pleasure, as Riley gradually worked her expert mouth down the top half of his cock. She began increasing the pace and passion of her bobbing, while she worked the base of his cock with her hands. Her mouth was at once tight and sloppy, and Levi grew ever harder at the sensation and the slurping sounds coming from this sexy little harlot's mouth.

It was a grade A blowjob, one of the better ones he had received on a "first date" but there was still improvement to be made.

"Can you swallow the whole thing?" Levi asked skeptically. Riley lifted her mouth off his cock briefly.

"Not the whole thing. I can barely take all of my husband's cock, and he's only seven inches!" Riley had no idea why she freely offered that information. A lot of her previous bosses would ask her about how big her husband's cock was, but she always withheld that information from them.

"Well let me see you take seven inches and then we'll go from there."

"Yes sir, Mr Cochran" Riley cooed. Heretofore, all of her bosses had been smaller than Dave, so deepthroating them was never much of an issue. She slid her mouth back down his pull and used a short, slow bobbing motion to work as much of his cock down her throat as she could.

"Ahh, that's good. Relax your throat, breathe, take me in like you're trying to swallow me." With a concerted effort, Riley got about an inch away from the base of his cock before having to come up for air. "That was almost 8 inches, not too bad! Your husband has trained you well, thank him for me! We'll get the rest of the way soon, all of my girls do, eventually."

Riley was eager to get there, to feel his crotch bottom out against her face, to know that she had won and conquered this man and this cock. It wasn't about pleasure anymore—his or hers—it was a matter of pride. And she had a feeling her husband would enjoy the spoils too. She attacked her bosses' cock with renewed vigor, bobbing slightly, coming up for air, throating him another quarter inch at a time.

"Oh fuck" Levi moaned "You're really going for it, aren't you? Let me help you out" Levi placed both of his hands on the sides of her head and began to push her down onto his cock, ever so gently. "Just let go and let me do the work, darling. Don't worry, I won't hurt you. Just relax and think about how fucking good you're making my cock feel. Ahhh! That's it!" Riley did as she was told and felt the last half inch of his cock slip seemingly effortlessly down her throat. Her nose met his crotch, and she breathed in deeply and inhaled his natural, masculine musk. She felt euphoric and inflamed with lust. She dropped her hands under her skirt and into her panties and began to rub vigorously at her clit—a thing she rarely would do while with any of her previous bosses. Levi pressed her face firmly in place and held, making short, pulsating motions to generate friction. It felt to Riley like her whole throat was full, but she no longer felt the urge to choke. She only felt deep satisfaction for being able to give this man, a perfect stranger, exactly what he wanted. Levi's only response was to sigh and whisper "Fuck yes..."

Levi let go of his firm grasp of Riley head and she pulled back to catch her breath, fingers still furiously rubbing her clit. She wanted to come so badly.

"Come now," Levi said, "blow me to an orgasm, take my entire length with every stroke."

Riley replied solemnly and dutifully: "Yes sir, Mr Cochran" and with one stroke, took all ten inches of his cock down her throat, held, and pulled back. She repeated this at a slow, intentional pace, using her hands to stroke his cock as she lifted her head up and away, removing her hands and bracing them against his thighs and she dove fully in again. She was entranced in the rhythm of her own motion. Suddenly, she felt his cock begin to tighten and swell. She knew what was coming, and her boss responded by palming the back of her head so her lips were firmly sealed around the base of his cock.

"I'm cumming, sweetheart. Be a good girl and swallow my load while you're down there." She had no idea how she would manage it, but she was damned if she was about to fail. Levi thrust imperceptibly against her mouth as his orgasm built "Oh my god..." he managed, as he began to make guttural noises, culminating in a sudden pitched release of air from his throat, as his laden balls pumped a powerful rope of warm, sticky cum past her mouth and down her throat.

"Ohhhh fuck" Levi began to lightly moan. Riley held her breath and focused on swallowing, as more of his seed rushed forth from his twitching cock every second. He was so deep inside her throat that she could barely taste his cum, only feeling the warm trickle of his thick seed down the back of her throat. It was a blissful, enrapturing sensation for her. Her mind went blank as she focused on nothing else but graciously accepting the contents of his pulsating balls. She felt like the goddess of fellatio.

When the stream turned to a trickle, she allowed herself to breathe, and lifted her head away from his groin until only the head of his cock was still in her mouth. She sucked greedily on the tip of his cock while she massaged his balls and stroked his shaft with her hands.

"That's a good girl", Levi managed, "take every last drop of it..." She fully intended to. When he was satisfied, he gently lifted her head away from his cock, and she gazed at him, almost empty of thoughts. As she came to, she noticed her wedding ring, shining on her left hand, gently wrapped around his incredibly well-sucked cocks. She wondered for a moment what Dave would have thought seeing her perform this impressively passionate blowjob on a man she had just met, a man she was financially obligated to have sex with.

Oh he can get it too, she thought to herself, he'll be thanking me later tonight.

Levi finally spoke "You're an absolute natural. I wasn't expecting you to take my full length today, much less a full load of cum down your throat. I'm rarely so surprised by my subordinates, but you're better at this than even I was expecting"

Riley looked into his eyes and smiled devilishly "Thank you, Mr Cochran." She closed her eyes and moaned. Levi noticed her hand down her skirt.

"Always love to see my girls joining in on the fun" he smiled. "I'll bet you're close, aren't you?"

Riley gasped and whispered "Uh huh"

Levi took her free hand and picked her up off her knees, then, in one motion, picked her up off her feet. She squealed in shock, as he carried her over to his leather sofa and set her down with her legs facing out towards him. He got down on his knees, lifted her skirt above his head, and slipped her panties to the side, revealing her soaking wet pussy. Wasting no time at all, he dove in and began to lap at her clit with his tongue.

"OH MY GOD!" Riley shouted. She was bewildered. No boss of hers had ever gone down on her, and certainly not with the passion and fervor of this man between her legs. Hell, her husband was rarely so enthusiastic. She began to hyperventilate with pleasure and excitement. She was already close before from the blowjob and she could feel Levi's mature, experienced tongue begin to bring her over the edge. An orgasm slowly began to crash over her and her jaw dropped. Initially, no sound emerged, but then the ecstatic shriek that was caught in the back of her throat emerged as she convulsed, physically overwhelmed by the pleasure of her orgasm. Levi's tongue softened and slowed its pace as Riley's orgasm gradually subsided. Her eyes remained closed as she caught her breath. Perhaps a minute later, she opened her eyes to find Levi Cochran gazing back into them with a broad, confident smile. She smiled back,

"You're the only man besides my husband to taste my pussy since I got married", Riley admitted

"Your previous superiors were fools" Levi shook his head, "your pussy is absolutely delicious"

Riley giggled and fought gravity to lift herself up off the couch. "Sooo...what happens now?"

Levi checked his watch, "Well unlike some officers in this company, I unfortunately have actual work to do. Come back around 3pm today and I'm sure we'll find something to get up to."

"Um...what should I do until then?" Riley asked, confused.

Levi shrugged "Whatever you want. Your only job now is to be on call to drain my balls. Outside of that, I couldn't care less."

Riley's hesitated. Her other bosses always gave her some sort of busy work to accomplish before their next session. She wasn't used to having absolutely nothing to do during business hours. "So...if I headed home for a long lunch?"

"Like I said, whatever floats your boat. Hike down to where your husband works and screw him in his cubicle if you'd like." Levi paused, "His boss probably wouldn't like it but you won't hear any complaints from me. Just make sure you're back here by 3."

As tempting as that idea was, Riley suspected Dave's boss probably wouldn't so much like the idea of them making love in his cubicle. She had three hours, her apartment was a 30 min walk away. She would walk home, grab some lunch on the way, and lounge around until it was time to head back. I could get used to this she thought to herself. Composing herself, and smoothing over her skirt, she smiled at Levi and winked "Don't worry, I definitely won't be late". He smiled back as she walked out of his office. As the door closed behind her, she passed by Marla who poked her head up from her desk.

"I hope you and Mr Cochran have gotten well acquainted" she said with a thinly contained sneer, "and when are you expected back?"

"Um...3."

"You'll need this to access this floor by elevator" Marla handed her a slip of paper which contained a 4 digit passcode, and Riley began to commit it to memory.

"Thanks" she replied.

"See you soon!" Marla waved, as she turned her attention back to her computer screen