Filthy Boss

by Amy Brent

  That’s another side note about being a virgin for you: it’s like freakin’ Hot Springs, Arkansas down there all the time. My pussy was so wet I could feel hot juices running down my taint and into my asshole, like a hot mountain stream.

  Tanner kept his hands on my legs as he got to his knees. My cunt was at the edge of the bed. He slid his hands slowly down my thighs.

  I held my breath in anticipation of the first hand to touch my clit that wasn’t own.

  The second Tanner’s thumbs brushed against my clit hood my entire body shook, as if I was having a spasm. But it wasn’t a spasm. It was the first shudders of an orgasm that had been building inside of me for years. It had waited patiently in my womb since puberty, like a dormant volcano waiting for the elements to demand its eruption.

  I sucked in air through my teeth and cupped my breasts together. I squeezed my nipples as Tanner’s fingers explored the folds of my pussy.

  “Beautiful,” I heard him say as he bent his head to place gentle kisses on my pussy lips. His lips found my clit and another shudder rumbled through me. My pussy was flowing as Tanner’s lips and tongues swirled around my clit and his fingers found my opening. I felt him slide in one finger, then two. His hand was lubricated by my juices. His fingers slid in easily. There was a little pain, but I tried to ignore it.

  Nothing was going to stop me from having Tanner’s cock inside me. Nothing.

  I felt the orgasm building from deep within my body. Tanner quickened the pace of his finger-fucking as he sucked on my clit like a Tic Tac (don’t you just love these drunken sex analogies?).

  “I’m… cumming…” I said, squeezing my breasts until they ached. “Oh… my… GOD…”

  I bucked my ass off the bed and pressed my pussy into Tanner’s face. He slid the fingers out of me and covered my pussy with his mouth. He sucked and licked and swallowed and moaned until I stopped thrashing on the bed and begged him to stop.

  “Beautiful,” he said again, rubbing my thighs and smiling with a face covered in my tangy sauce. He wiped his mouth on the back of his hand like a man finishing a satisfied meal. He got to his feet and stared down at me as he unbuckled his belt and unzipped his jeans.

  “Let me do it,” I said, pushing myself up. I dug my fingers into the waistband and pulled the jeans and his underwear down his long legs together. His cock sprang up and bounced in my face.

  “Careful,” he said, smiling down at me. “You’ll put your eye out with that thing.”

  “Shut up,” I said with a grin. I let my eyes go down his body. I couldn’t believe how beautiful he was. His chest and shoulders were round with muscles. His nipples were hard like little pebbles. My eyes trailed down his chiseled abs and came to rest at the crop of thick brown curls and the cock that emerged from them. It was long and girthy, thickly veined with a head that mushroomed before my eyes.

  I took in a slow, deep breath and wrapped my fingers around the shaft. Tanner sighed as I started slowly pumping my hand back and forth along the shaft from base to head. I couldn’t help but stare at it. It was the first cock I’d ever seen that wasn’t in a magazine or on a computer screen. And certainly, the first cock I’d ever touched. I loved the way it felt in my hand, so hard, so warm, so long… so… addictive…

  Tanner put his hands on my shoulders as I played with his balls with one hand and milked the shaft with the other. When I lowered my lips to give the head a little kiss, his fingers dug into my shoulders and he moaned my name.

  He smiled as the head of his cock disappeared into my mouth and my tongue swirled along the underside. I was suddenly glad that I’d watched enough online porn to make most teenage boys blush. Hey, give me a break. When you’re a virgin, you have to do research so you’ll know what to do if and when the time comes. I’m not freakin’ Loretta Lynn, you know. There will be no surprises for me beneath the covers come my wedding night.

  “Oh, god, Candice,” Tanner said as I quickened the pace of my hand on his shaft and the suction of my lips. “I want you. I want to fuck you. I want to be inside of you.”

  I let his cock slide out of my mouth and he pushed me back on the bed. He climbed on top of me and kissed me again. A good, long, hard, sloppy wet kiss that made my toes tingle.

  “I have to tell you something,” I said, whispering in his ear.

  “What is it?” he asked as he took my earlobe between his teeth.

  “I’ve never done this,” I said.

  He propped up on his hands and frowned at me.

  “You’ve never done what?”

  “This,” I said, gazing into his eyes. “I’ve never had sex.”

  He blinked at me for a moment. “You haven’t?”

  “No, I haven’t.”

  “Well, why not?”

  I blew out a heavy sigh that made his hair wave. “I was saving myself.” Tears came to my eyes. “How stupid was that, huh. I’m the silly girl who saved herself for years for a guy who broke up with me because his mommy told him to.” I closed my eyes and shook my head. Now I’d done it. Talk about a mood killer.

  “I’m glad you waited,” Tanner said. I opened my eyes to see him smiling softly at me. “But are you sure you want to do this with me?”

  “I wouldn’t be here if I didn’t,” I said, sniffing back the tears.

  “Do you want me to stop?” he asked.

  “No.”

  “Do you want me to make love to you?”

  “Yes.”

  “Do you trust me not to hurt you?”

  My eyes went around his. “Yes.”

  “Then, shhhh….”

  He pressed his lips to mine again. This time the kiss was soft and caring. His tongue slowly went around my lips, then probed inside my mouth to find my tongue waiting.

  I spread my legs and Tanner lowered himself onto me. I reached down and took his cock in my hand and guided the head to my opening. He lowered his hips until the head was just about to slip inside me. He didn’t take his eyes off mine.

  I knew every woman was different. I knew that losing my virginity required that Tanner break through my hymen. I knew there could be pain as he tore through the thin veil of tissue. But once inside, the pleasure would override the pain. At least that’s what I was counting on.

  “Slowly,” I sighed. Tanner slid the head of his cock inside me. I could feel the walls of my vagina contracting around him. He slid in a little more and I felt him hesitate. He had reached the barrier. I licked my lips, took a deep breath, and gave him a nod.

  Tanner backed out an inch, then slid inside me in one quick thrust. A moment of pain gave way to an intense feeling of pleasure.

  “Yessss,” I sighed, wrapping my legs around his waist. “Fuck me, Tanner. Fuck me hard and good.”

  Tanner

  A virgin?

  Are you fucking kidding me?

  Candice Carlson was a virgin?

  I didn’t believe it.

  I’d never met a virgin that could suck cock like that.

  Wait, I’d never met a virgin.

  Holy shit.

  How freakin’ lucky am I?

  Now, I’m not a complete asshole. When she told me she was a virgin I asked to make sure that she wanted to give her cherry to me. She said she did. Never let it be said that Tanner Wright ever disappointed a lady in distress.

  I’m also not insensitive to the inner workings of the female anatomy. Candice told me to go slow, so that’s what I did. But once the dam broke, she was like a wildcat beneath me.

  She clawed my back as I jackhammered my cock in and out of her. Holy crap… she was tight as a drum. It was as if her pussy had little fingers that squeezed and milked my cock with every thrust.

  I braced my palms on the bed beside her and watched her face as the virgin’s first real orgasm built in her body. Her beautiful big boobs bounced on her chest. She grabbed them and pushed them together and squeezed her nipples until they turned deep crimson.

  Jeez, I had the best view in the house for this one.<
br />
  I felt my balls begin to tighten as my orgasm prepared for eruption. I slid my cock into her as far as it would go, then back out and in again.

  “Oh… Tanner… I’m cumming… cum with…”

  She opened her eyes and smiled as she came.

  She parted her lips and beckoned to be kissed.

  My tongue probed deeply into her mouth as my cock filled her with my hot cum.

  She grabbed my ass and pulled me into her as she came.

  A few more good thrusts, another shudder or two, and I felt her go limp.

  With a happy sigh, I collapsed on the bed beside her and fell fast asleep.

  Candice

  The five days we spent in Tucson were the best five days of my life. Not because the work was fulfilling or because I impressed the heck out of everyone with my knowledge of the telecom industry and cost analysis – which I did - duh.

  The five days were amazing because they included four nights that found Tanner Wright in my bed.

  Even though we could barely keep our hands off one another, we somehow managed to keep our affair a secret.

  There was one close call when we were making out in the hotel elevator and Costas and Stan were standing there when the doors opened. Of course, by then, I was on one side of the elevator and Tanner was on the other. We did our best to pretend that we could barely stand one another.

  It was one of the hardest things I’d ever had to do. When we were in the same room (or elevator) my fingers longed to touch his skin. My lips ached for his. My lady-parts wanted to party with his man-parts. And party, we did.

  We avoided each other during the day, which wasn’t terribly difficult. I was always locked away with geeks and analysists while Tanner was wined and dined by the CEO and other executives. I got the distinct impression that if Wright Enterprises didn’t acquire Anderson Telecommunications, Anderson would not be around for very much longer.

  I spent as little time as possible with the Goldman team, mostly having working dinners in the hotel restaurant to discuss the status of the due diligence we were conducting.

  Bob, the forensic accountant hadn’t found anything out of the ordinary.

  Neither had Irving the attorney or Juliette the… hmm... what was is that Juliette did again?

  Stan seemed pleased with our progress and said we’d be flying back to Chicago on Friday. We’d readjourn at Goldman on Monday and take the week to prepare our findings to present to Wright the following Friday.

  “I think they’re very happy with our work,” Stan said smugly, as if the credit was his and his alone. “Let’s finish strong, people, and impress the hell out of them next week.”

  Tanner came to my door every night around ten. He’d slip inside the room, then slip inside me. We alternated between mad, passionate, almost-rough bouts of sex, and softer, gentler, slower, longer bouts of love making.

  I can’t say that I preferred one over the other.

  I loved it all: fast, slow, hard, soft, rough, tender...

  I was happy so long as Tanner was beside me.

  I was especially happy when he was inside me.

  Insert big smiley face…

  Friday morning I awoke to find Tanner sitting on the foot of the bed lacing his tennis shoes. He had left my room early every morning to sneak back to his suite to shower and change for the day.

  “Morning,” he said with a smile. He leaned over to give me a kiss.

  “Morning,” I sighed. I picked up my phone to check the time. “Damn, is it Friday already?”

  “I’m afraid so.”

  “Are you flying back with us today?”

  “I’m afraid not,” he said, shaking his head. “Henry left a text early this morning. I have to fly to Atlanta for a few days to take care of some business, but I’ll be back in Chicago for our wrap up meeting next week. I’ll text you from the road. Don’t worry.”

  “I’ll miss you,” I said, trying not to sound like a whiny, clingy girl; which was exactly how I felt.

  “I’ll miss you, too,” he said with a sleepy smile. He leaned down and kissed me again. Just a little longer this time. A little deeper.

  Without another word, he crept from my room and left me wondering what our relationship was going to be like once we were back in Chicago.

  It was something we hadn’t talked about, but something that was always on my mind. I’m a girl, for petesake. That’s how we roll. I’d really like to know where I stood with Tanner, but I was hesitant to bring it up so quickly.

  Did he really like me?

  Or was this just an out of town fling?

  An extended one-night stand?

  Did we have a future together?

  Did I save myself for Mister Right or Mister Wrong?

  Did I sound like Lizzie Lohan in a shitty teenage chick-flick?

  Yes, the little voice in my head said.

  Yes, yes you do.

  I tossed my phone on the bed and rolled over to go back to sleep.

  I’d drive myself crazy with doubt and pity later.

  Tanner

  When I boarded the plane, Henry Costas was already sitting in his first-class seat on the commercial flight that would take us from Tucson to Atlanta. I had decided to leave the Gulfstream in Tucson for Candice and the Goldman team to fly home on.

  It never occurred to me that my undercover act of chivalry would raise any kind of suspicion with Henry.

  Obviously, I was wrong, because he was loaded for bear the moment I sat down.

  He leaned over to ask, “Tell me again why we’re not on the Gulfstream and the Goldman group isn’t flying back commercial?”

  I gave him a confused look. “You’re always on my ass about treating people more professionally and not acting like such a rich douchebag. I thought it was a nice gesture. I thought you’d be proud of me for putting others first.”

  Henry snorted a laugh. “Give me a break, Tanner. You just didn’t want your new girlfriend to have to fly back to Chicago in the back of a plane wedged between those two idiots, Bob and Irving. Very chivalrous of you, my boy. And very out of character.”

  I feigned ignorance. Badly. “What new girlfriend?”

  “Oh, for petesake, Tanner, the girl you’ve been screwing every night since we got to Tucson.” He crossed his legs and brushed a hand over his knee. “Honestly, I thought she was the one woman who wouldn’t fall for your tricks. I thought she was better than that.” He gave me a sideways glance. “Turns out, she was just another brick in the wall.”

  “What does that mean, Pink Floyd?”

  “It means that you’ve proven once again that you can get any woman in your bed. Bravo. At least it wasn’t an Anderson stock holder or a member of the executive committee. If you had to fuck someone I’m at least glad that it was a junior analyst from Goldman and not someone who actually matters.”

  I turned sideways in the seat to face him. “That’s not what this was.”

  “No? That’s what it looked like to me.”

  I ground my teeth for a moment. “Wait, how do you know I was with her every night? I was very careful not to… You had me followed?”

  Henry blew out a bored sigh and spread his hands. “I had you followed.”

  I felt my blood boil as I glanced around the cabin to see who might be witness to the fit I was about to pitch. The flight attendants were milling about as the last passengers got situated. Although I was fit to be tied on the inside, I forced myself to remain calm on the outside.

  “Why would you do that?” I quietly asked. “Have me followed?”

  He looked at me as if I’d asked a silly question. “You’re seriously asking me that?” He shook his head. “Tanner, I love you like a son, and I think you’re a brilliant guy, but if you spent as much time thinking with your brain as you do with your dick, Wright Enterprises would be a much larger company.”

  I blinked at him. I loved Henry like an uncle, but I didn’t much like him at the moment.

  “Maybe you t
hink the company would be better off with you in the CEO chair,” I said. “Someone who thinks with their brain because their dick no longer works.”

  “This is not about me replacing you, Tanner.”

  “Then what is it about, Henry?” I asked, louder than I should have. One of the flight attendants started toward me, but I waved her away.

  “You know what it’s about,” he said.

  “Let’s pretend I don’t. Tell me.”

  Henry tugged his reading glasses from inside his jacket and cleaned them on a handkerchief. He set the glasses on the tip of his nose and picked up the copy of The Wall Street Journal that had been lying in the seat beside him.

  “It’s about your inability to see what’s right in front of your face, my boy,” he said, lifting his chin to peer through the glasses as he scanned the front page of the paper. “Your desire to fuck and party and constantly be the bad boy is blinding you from what’s really important. As usual.”

  I blinked at him and resisted the urge to rip the goddamn paper from his hands. “What am I not seeing, Henry?”

  He looked at me from over the top of the reading glasses and sighed. “I’m just saying that if your girlfriend fucks up this acquisition for us, you have no one to blame but yourself. Now buckle up, son. It’s going to be a bumpy ride.”

  Candice

  I hate to admit it, but knowing that Tanner was now thousands of miles away brought a sense of clarity to my brain, which had taken a back seat to the rest of my organs as of late.

  It’s hard to focus on mountains of financial data when you’re picturing a guy munching on your rug, if you know what I mean.

  I spent the weekend reviewing my findings from the Tucson trip and compiling the data into a report that I’d present to Stan on Monday. Anderson’s fiber optic expansion plan was sound, albeit it a bit ambitious in the current market. It wasn’t something that would affect the deal, just something Wright Enterprises should keep in mind going forward.