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It’s Complicated
By YodaandLumiere
“Skylar, Mrs. Greene is here and she’d like to see you.” Connie, the receptionist said over the speakerphone.
“Please let her know that Mr. Greene is at lunch with Mr. Duran.”
“Yes, I did already. She is asking for you, specifically.”
“Alright, please send her back.” Why was the bosses wife here to see me? This could either be a good thing or a very, very bad thing. Oh no, I can see her face as she approaches. This is going to be a very, very bad thing, indeed.
I stand, “Mrs. Greene, how nice to see you. Mr. Greene is at lunch.” I hope to distract her, from what, I’m not really sure. But she looks scary right now.
“Camille, please. Call me Camille. I know Jackson is at lunch with Duran. I’m here to take you to lunch. We need to talk.”
Oh my God! We need to talk. I’m officially terrified. I grab my jacket and come around the desk. This lunch is happening, whether I want it to or not. I have learned to just go with the flow with both Mr. and Mrs. Greene.
At the café, just across the street from the office building, we sat at a two person booth. We had uncomfortable small talk until we ordered overpriced sandwiches. Once the server left with our order, the energy shifted. Oh shit, here it comes.
“Skylar. I think Jackson is seeing another woman.”
I don’t know what I was expecting, but this was certainly not it. I wasn’t surprised that she thought her husband, my boss, was cheating. He was at the office, late into the night, often. But there wasn’t another woman.
“Camille, I don’t think he is. He’s in the office all the time. He stays late at least three or four times a week. Sometimes, I’m here with him, helping him out. I’m really positive there’s not another woman.”
“How could another woman compete with me?” She said it more to reassure herself. She was a very beautiful woman. She had light caramel colored skin and shiny, perfect hair. She was always flawless. She reminded me of a TV Housewife of some big city.
“Exactly. No woman could complete with you. It’s not even possible.” I fawned over her, using my practiced charm to further convince her. Her ego loved to be stroked. I was a corporate personal assistant. Kissing ass was officially in my job description.
“I want you to watch him for me. If you see anything suspicious, anything at all, you let me know. Understood?” She had changed back into the scary lady.
“Yes, absolutely. I’m going to run to the men’s room, excuse me for a moment.” I exited, hoping she’d calm down and I’d cool off. Plus I needed to piss.
I went back to the table and she had already paid the bill. I guess this interrogation was over. We parted ways outside. I went back across the street, to the office. And she had a car waiting, like a classic villain. I shook my head as the car pulled away.
Back at my desk, I finished up a small project as Jackson Greene arrived back at the office with Daniel Duran, his business partner. I had worked for Jackson as his assistant for ten months. He liked my work ethic. I was fashionable and attractive, so guests got a good first impression when they entered the executive offices of Greene & Duran.
I was excellent at my job. I was organized, efficient, self sufficient and I had learned how to read Jackson very quickly. He remarked, many times in the first few months, that he should have hired a man years ago. It was more of a dad-like joke, for the most part. His previous assistant, Rebecca, was the ninja master of assistants. I hoped to be three quarters the assistant she was. That would be a success.
Daniel left at four o’clock, like he did everyday. He was a super dad. He would go pick up his kids, in his van, daily. He would get dinner started and help the kids with homework. And then his lovely surgeon wife would come home and they all lived happily ever after. Seriously, they were a disgustingly perfect family.
Connie, the receptionist left at 4:30, when the office closed for the day. Depending on his work load and his other commitments, Jackson would stay at the office until his work was done. I would stay if he needed me for anything. Most nights if he stayed late, I did too.
Jackson Greene was a large, handsome black man. He was several inches over six feet tall. He was broad shouldered and imposing. He was large, muscular, like a football player. He had the prettiest brown eyes with curly, long black lashes. He and Camille had been married for two years. It was his third marriage. And her fifth! He was 35 and she was 29. They weren’t commitment people, clearly.
I’m Skylar Henderson. I’m 26. I’m five feet and ten inches. I have a nice build. I work out six times a week. I played baseball in high school and college. I might have made it into the big leagues but, regardless of what anyone says, gay athletes get black listed. I was out, to my team, and that probably hurt me in the long run. Now, I spend my spare time campaigning for athletes equal rights. I play an occasional charity game, Pendik Escort pose for calendars, that sort of thing.
I applied for this job because I was bored. Being an athlete for so long meant I needed to be busy, all the time. I wasn’t getting the strenuous all day workouts I’d gotten when I was playing. A full time job, a social life, daily gym visits and some charity work still wasn’t quite enough for me. I still felt restless, often. Recently, I had started following a new pursuit that was really satisfying to me.
“Jackson, what are you working on? Need help?”
He didn’t look up from his papers, spread across his laptop. “Yeah, this is the Carsten file. Could you look for notes in Dan’s files in the shared drive, please?”
“Will do.” I went back to my desk and pulled up the shared drive and found Dan’s perfectly notated notes. I printed everything and emailed them to Jackson. He liked to read physical papers, but he’d also would need it on his computer. I learned that in the first hour I worked for him.
After a few minutes, I hear from his office “Thank you, Sky!”
I went back into his office and started hovering over him. He tried to ignore me and diligently kept working. I placed my hands on his shoulders and gave them a light squeeze. He still ignored me. I leaned down and ran my tongue over his ear. He growled.
“You fucking vixen!” Jackson quickly spun his office chair around and grabbed a hold of me. He loved to wrestle with me. We were both large, strong men. He had me in a bear hug. He stood and slammed me into the credenza behind his desk. We crashed into it and my lips were on his neck. He ground his pelvis into me.
“Jackson, I dare you to fuck me.” It was such a bluff. We had been fucking for two months. It was just part of our game. The straight black boss is seduced by the white male assistant, against his will. Sometimes we just fucked like animals, no games.
Tonight, it was game on. “I’ll fuck you good, boy. But first, get on your knees, bitch.” He said it with complete authority. I dropped to my knees and my hands started working on his belt and pants immediately. I loved this man’s dick. It was beautiful, like a piece of art.
“Pull it out! Suck it down, faggot.” We had discussed the names we could call each other. No holds barred. When we were in here, alone, we role played to the fullest extent. And we never took it personal, got insulted, or held a grudge. Other than during our game time, where anger was intoxicating.
I pulled it out of his pants. His magnificent cock. I swear, angels sang when the beast was released. Every single time. It was heavy and hot in my hand. This incredible black cock was over ten inches! It was thick as fuck, too! I sucked him down my throat until my eyes watered and I gagged. He loved that.
He loved to roughly fuck my face. I was quite skilled at deep throating, but he was always a challenge. A challenge I welcomed. His big hands on either side of my head, holding me in place while he used my throat at his living Fleshlight. I loved it.
With spit spilling down my chin and my face covered in my own tears, he pulled me to my feet and slapped my face, hard. I turned back to look at him and he slapped me even harder. “Fucking bitch. Take off your pants and bend over that desk. NOW!”
I quickly undid my belt and pulled my pants down and off one leg. Before I could get them off my other foot, he shoved me down, face first on to the desk, with one cheek pressed to the paperwork and his hand on the back of my head, holding me down.
“Do you want this cock, fag? Think you can handle it, whore?”
“Yes, please give it to me, please!” I begged. That was not acting. I wanted it bad by now. I craved that killer cock.
“Fuck yeah, you want it. You’re a fucking whore.” He had unbuttoned his shit and pulled it off by now. His pants still hung off his hips and his erection hung down, pulled down by it’s own weight. It was rock hard and wet with my saliva.
He used his hand to line it up to my hole. He roughly shoved it inside me, my salvia on him the only lubricant. It burned, every time, and I fucking loved it. I moaned loudly while he still held my head in place on the desk.
Once he was in a few inches, he rammed it in as far as my body could take it. At first, that was about seven inches. He pulled out and slammed back into me. Soon my body was reacting to his onslaught and I opened to accept the punishment I so desired. He was now slamming at least nine inches into me. It felt like he was up in my stomach. I loved it. Before him, I’d taken dildos this big, but a hot, living man was a hundred times better.
He was fucking me in deep, hard thrusts. Giving me everything, increasing in tempo as his own pleasure overtook him. I could always tell he was losing control and becoming a fuck machine, when he would start to growl, like a male animal in rut. It was so sexy and that animal would fuck me relentlessly.
I heard myself yelling in ecstasy, in Kurtköy Escort desperation for more. Always more. He would start to grunt and slam into me, nearly breaking his desk under our combined weight and his violent thrusting. My legs were totally numb, my ass screaming from the abuse and still, I wanted more. His stamina was a thing of legend.
I came, down the side of the desk, onto the carpet where his chair would sit, when pushed in. He keeps brutalizing my hole and my cum just spurted out, over and over. He always made me cum so hard. He was going to cum hard too, soon. I could tell by the sounds he was making now.
Sure enough, he pulled out, grabbed my shirt collar and yanked me to the floor, I turned to face him and he started to spray his semen all over my mouth and chin. I licked it up, while it splashed against my face with his impressive velocity.
He leaned forward and forced his cock into my mouth and fucked my throat another few strokes. He stood back and sat down into his chair, heavily. He was spent. He looked like a god sitting there, having just conquered my ass and throat.
Dark chocolate brown, slick with sweat, his eyes closed, his mouth slightly open, breathing hard. His beautiful chest rose and fell. His impressive member laying against his leg. I can’t resist, I crawl forward and take his gorgeous dick into my mouth and suck gently. His eyes open lazily, and watch me worshiping his body.
“God damn Sky, your mouth is incredible, babe.” It’s almost a sigh by the time he finishes saying it.
I love when he gets like this, too. I love every version of this man as a lover. He’s the best lover I’ve ever had. He ticks all my boxes and hits all my spots. He’s perfect. I’m the only man he’s ever been with, in any way. It started with a blow job, two mouths ago.
Two Months Ago
Jackson was frustrated with a really difficult client. They were jerking him and Dan around and he was about ready to freak out. I came into his office, and he was pacing, angrily. I was afraid he was going to punch something. I had been lusting after him for several months. He caught me checking him out at the urinal about a week ago.
Since then, he watched me walk away, or walk by, or bend over, which I found all sorts of reasons to do all of a sudden. When I came to stand by his desk to look at something on his laptop, he spun his whole body to face me and he sat there with his legs spread wide and a huge bulge running down the leg of his pants. The tension had been building.
And now, as he paced, I decided I was going to give this man relief. I was worried, but if he hit me, I could defend myself. I was faster and younger, if it came to an altercation. I walked over to him and shoved him down, onto his big leather couch. He looked up at me, shocked into silence. But the desire in his eyes flared immediately. Oh yes! It was going down.
And I did. Go down. I took that cock into my throat for the first time and he watched, mouth agape, still unbelieving this was really happening, and enjoying the fuck out of it, at the same time. He was letting a man suck his dick. Any doubts he had were quickly erased by my extraordinary skills.
“Skylar, your mouth is amazing. You suck that cock, fuck yes!” He said that as well as many other compliments to my mouth, my tongue, my skills, my throat. He raved his approval until I sucked him dry. He collapsed back into the couch even further. I went back to my desk and left for the night.
The next day, I was nervous, but he told me something amazing during my first stop in his office, with his morning coffee. “Skylar, I fell asleep on the couch, after you left me last night. First, thank you. I needed a nap, and that’s the best kind of nap I can imagine. But second, don’t ever do that and then leave again. You should have stayed with me for a while. Please stay next time, if I’m lucky enough for there to be a next time.” He smiled a happy, sweet smile at me and I was hooked. There would be many next times.
Over the next two months, we broke that couch. We broke one office chair. We cracked a leg off one of his two guest chairs. And we broke a vase in the reception area. We talked about limits and we both liked it rough. We would both slap each other. He used my throat and ass, hard. I loved every second of it. He let me fuck his ass a couple times. He liked it. A lot.
He would call me fag, faggot, bitch, etc. I would call him an ass hole, fucker and he even suggested and I complied, and called him the n-word. I would save that until I wanted to get him really riled up. I preferred to use it like “Yes, fuck me n*****” instead of “you’re a fucking n*****.” He thought it was sweet that I couldn’t really use it to be abusive, even in role play. He laughed at me and kissed me as we cuddled after.
Yes, we cuddled after. He enjoyed that almost as much as he enjoyed beating my ass up. Everything about him was unexpected and better than I could have ever imagined.
Present Day
He’s Kartal Escort sprawled in his chair and I’m gently sucking his spent dick. He reaches for me with one hand and grabs my wrist. He pulled me up, into his lap. He kissed me deeply. He starts stroking my cock. It’s such tender, lover-like behavior. I don’t read into it. I just enjoy it.
His cell phone rings. It’s Camille. He answers. “Hey, honey.” I can hear her through the phone, since I’m still in his lap.
“Where are you? Are you alone?” It sounds accusatory.
“I’m sitting at my desk, hon. Skylar is still here, helping me with everything, as usual.”
“So if I call Skylar right now, he’ll tell me the same thing?”
“Actually, he’s right here. Say hi, Skylar.”
“Hi, Camille. We’re working on the Carsten file. I’ll make sure he doesn’t stay much later.”
“See Camille, I’m at the office, working hard with Skylar.” He grins at me at his choice of words.
“Fine. Text me when you’re heading home. And don’t be too late. I’m getting pissed!”
“Okay dear, I’ll text you later.” She hangs up before he even finishes.
He sets his phone down and grabs me and kisses me hard. I used to hate when Camille called, but it turns him into an animal, so now I love it! Call him, Camille! He’ll fuck me real good and angry after. Thanks, bitch.
He is already getting granite hard again. I shift in his lap and straddle him. This office chair needs a fucking medal of honor. We must weigh four hundred pounds together. And we have fucked, hard, in this chair before. We’re about to test it’s limits again, right now.
I move into position and he slides his erection against mine. I groan into his mouth. I lift up and he aims himself and I slide down onto him. I use my body weight and gravity to pull me down until I’m fully impaled. He bites my lower lip as he starts to roll his hips.
It feels so good. He is so deep and his movements are strong and sure. I have one hand on the back of his neck and the other rests on his chest. I ride him, moving in tandem with his incredible thrusts. Our big brown and pink bodies fit together in the most erotic way. I’m getting louder as the pleasure builds.
“Fuck yes, baby! You take that big, thick cock. Take it deep. Yes, that’s it, faster babe. Ride me faster!” He’s pulled me closer to his chest and he’s thrusting harder. I ride him as fast as I can. The chair creaks. Our fucking becomes frenzied. We’re grunting, straining, seeking all the friction we can create between us.
“I’m going to cum!” I scream it, my head falling back while I cling to his neck. He keeps thrusting, trying to give me everything I need. And he does. My balls tighten and I say the word “fuck” repeatedly, until it’s a chant to the gods of pleasure. My orgasm overtakes me and my cum pumps out in spurts and I still ride him faster, reaching for more and more. I’m screaming. I’m pretty sure the chair is screaming, too.
“Sky! Fuck, Sky!” He screams my name as he thrusts insanely fast and deep and I ride him like a mad man. He roars and his hips go rigid his whole body quakes and he unloads another giant load deep in my guts. He only breeds me when we have these more romantic moments. It’s usually the second time we fuck. The first is angry and violent and brutal. The second is almost always, more tender, loving even.
He still surprises me sometimes though. And tonight he says something surprising, and I try not to overreact. “Sky, baby. I wish we were somewhere with a bed. I want to lay you down and hold you close.”
The floor or the couch were our only options for laying in this office. And that couch isn’t big enough for two men our size, to lay on together, in any sort of fashion. I had craved cuddles and sleeping in his arms, but it had never been that, so I just enjoyed what it was. But now that he voiced it out loud, my body and soul ached for it. This wasn’t a good idea, at all.
Luckily, it didn’t matter, because there wasn’t a bed, so that was that. Until it wasn’t.
A week later, Jackson informed me and Dan Duran, that he and I were going to Los Angeles for the conference. At first, no one was going to go. Dan wouldn’t leave his kids for four days and Jackson hated conferences. A client that visited several days ago had expressed their disappointment that the firm wouldn’t be in attendance and Jackson quickly changed his mind.
After the meeting he had me book two hotel rooms at his preferred hotel. Camille called me eight times that day to ask about the trip. Was he really going to a conference? Was I really going with him? Would I watch him for her? I needed to make sure he stayed away for all women!
My dearest Camille. I promise to keep your husband in my sights at all times. I will also guaranteed that your amazing man doesn’t even look at a woman in Los Angeles. He won’t have time with his massive cock buried inside me for four solid days. I smiled to myself, quite wickedly, as I had these thoughts. A business trip with Jackson was a big step in our affair.
We flew, first class, to LA. We checked into our rooms at the hotel. We went to his room and never even opened the door to the second room. The decoy room, as I had started to think of it. That first night, we ordered room service and fucked on every surface of his hotel room.
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