We had worked together for nearly six years. I was attracted Keith the first time I saw him. I didn’t say anything because we were both new to the company and didn’t want to start off on the wrong foot. Keith and I worked in separate offices, over 100 miles apart for the first two years. Our jobs were often dull but more often stressful because of our inept boss Bob and his assistant Carol. They made work miserable. Yet as terrible as they were, if it weren’t for them I wouldn’t have built a friendship with Keith through our bitching emails that led to our flirtation.
I am not certain how it came up actually. I remember we were emailing back and forth about various things: the deadly duo, family, life. Eventually it came around to sex or lack thereof. I told him that I had been attracted to him from day one. He asked why I hadn’t said anything then. I told him about not wanting to start the job off on the wrong foot, i.e. an office affair, and then reminded him that he was in fact married. Turned out that he had been attracted to me as well but hadn’t said anything for the same reasons.
As the months went by, our emails got saucier and it became obvious that we were going to act on our attraction the first chance we had. When Keith transferred to a closer office we had a couple of rendezvous but it never escalated beyond heavy petting and one blow job. Then I left the company and took another job. We continued our little game of chase for about another year. Then Keith came to work for my company.
Hallelujah! I thought that this meant we would finally get to consummate our affair. No such luck. Work kept us too busy to sneak off for more than a quick make out session. Sometimes we would find an empty office when nobody was around and take it a little further, but the opportunity for a full-on fuck fest never arose. Even on business trips we were surrounded by colleagues and had to share hotel rooms with co-workers.
That brings us to the present. Six years of flirting, heavy petting, kissing, and teasing, and all we had to show for it was a couple of blow jobs and a lot of fantasies. I knew that Keith wasn’t satisfied with his sex life with his wife Emily. I was newly single, having just ended a two year relationship where the sex was mediocre at best. I also knew that while Keith wanted me he was also trying to be a faithful husband, which is why our make out sessions were getting fewer and farther between. But the man had needs. And I was aching to meet those needs. I was determined to come up with a plan.
As fate would have it, my boss asked me to attend a seminar in two months. The seminar was going to be held in Bend. That meant driving through the mountain passes in the middle of winter. It also meant that since the travel time was over two hours, I would have to stay in a hotel. She told me that Martina would also be going, and that we would share a room. However, the day before we were to leave, Martina had a family emergency and wouldn’t be able to go. The company had already paid the registration fee for her and they did not want to be out that money. The only other logical person to attend this seminar was Keith. I assured my boss that it wouldn’t be a problem to get a second room. So it was decided. Keith and I would go to Bend together. Overnight. Alone.
I knew that if I started flirting with him and acting as if we were finally
going to get it on, something would happen to prevent it. So I said nothing. I acted like I would have if Martina had been in the car with me. We left late afternoon on Tuesday and arrived at the hotel around seven. The reservation had been for one room for two nights. Unfortunately, the only other room available was a two bedroom suite. So while we would still be sharing a “room” we would indeed have separate rooms. Otherwise, we would have to share the double room. I didn’t think that would sit well at work or with Emily, so we took the suite.
Keith and I went upstairs to the suite, chose our rooms and then went to dinner. We laughed and talked like the old friends we were. I could tell that he was waiting for me to give him a signal but I was going to play hardball. After dinner we returned to the suite. I told Keith I was going to take a shower and then head to bed. His expression was a mixture of confusion, frustration, and relief. I couldn’t help but laugh to myself at his befuddlement.
I was going to keep sending him mixed signals all night. First, I “forgot” my robe, so when I finished my shower I asked him to bring it to me. An old trick if you want someone to see you naked or scantily dressed. But when he knocked on the bathroom door I simply stuck my hand out and grabbed the robe with a quick “thanks” and shut the door. I walked to my bedroom to dress and saw him watching me with that same look on his face. I dressed in a sexy pj set of boy shorts and a tank top then went out to the sitting room where he was watching TV. This was also an old trick: dress sexy in a shared area. Keith watched me cross the room, bend over to look in the mini fridge for a Diet Pepsi (another old trick), and come to sit next to him on the couch.
“What are you watching?” I asked opening my pop and taking a drink. A little soda “spilled” down inside my tank. “Oops!” I stood and leaned over the coffee table to grab my purse to get a tissue to wipe it up. I swear I heard him groan.
“Uh, just some movie that was on. Not sure what it is.”
We made small talk, joked, and watched the movie. When the movie ended it was eleven and we had to be at the training center at seven thirty. I stood up and did a slow stretch. Boy, I was full of tricks that night. I turned and gave Keith a quick kiss good night on the cheek and went to bed. I’m pretty sure that the thumping sound I heard was him banging his head on something.
The next morning Keith wasn’t looking too well rested and he was wearing a serious frown.
“What’s wrong?” I asked as we were leaving.
“Didn’t sleep well,” he grumbled.
He just stared at me like I had just sprouted a second head.
The seminar was scheduled to go from eight until two with a two hour break and resuming at four until seven. An interesting schedule but effective as the afternoon break kept people from loosing focus. The early session was filled with team activities and Keith and I were on separate teams so we didn’t get a chance to interact. A light lunch was served during a “working lunch,” then we wrapped for the afternoon break. Keith mumbled something to me about going to the suite to take a nap. I decided to let him rest and not tease him anymore. I knew that he wanted and needed me to make the first move so that he could justify in his mind what would happen. But I wanted him good and worked up before I made my move. There was no way in hell I was going to miss this opportunity.
I knew what Keith’s turn-ons were from our years of flirting, so I used my break to go shopping. I found the perfect little shop and was able to find just what I needed. I sent Keith a text saying that I had made dinner reservations for us at eight. He replied with short “fine.”
The late session passed much too slowly for me. I was trying to keep my excitement down so as not to give away my intentions. We actually finished early so we had time to go back to the suite and shower before changing for dinner. Keith was ready first and waited for me in the sitting room. When I emerged from my room I was wearing a short black dress with slits up both sides, black sling back sandals, and not much more. The dress was cut in a way that didn’t allow for a bra and my nipples were hard with anticipation. Keith turned to look at me and froze. The dress was similar to, but much sexier than a dress I had worn when he first met me. I knew how much he had liked that dress and the way it hugged my round ass.
“Well? Do you like it?” I did a little twirl.
It took him a while to answer and when he did it was with a simple nod.
“Good, then let’s go.” I hooked my arm through his and let my breast brush against his arm. Yes, another old trick. I heard his sharp intake of breath. We walked to the restaurant I had chosen. It was a small Italian place that had dark booths and cozy tables. We were seated in a booth and ordered drinks. I could tell that Keith wanted to ask me what my game was, but he couldn’t bring himself to ask. If he did, that would mean he had started it. Thus, no justification. He waited and stewed.
We ate, drank, laughed; I touched his hand, his arm, his knee, but never long enough to send a clear signal. Finally, at ten we headed back to our rooms. The tension radiating from him was palpable. He wanted me; he needed me; but he wouldn’t make the first move. I had him right where I wanted him: submissive and eager.
The door to the suite had barely closed before I pushed him against it and kissed him passionately. He tried to touch me but I wouldn’t let him. I pinned his arms to the wall and rubbed my body against his as our tongues mated. He groaned like I had given him relief from intense pain. He let out a whimper when I pulled away.
“You have teased me for six years, Keith. Haven’t you wanted to fuck me?” My voice was edgy.
“Hell yes! It’s just that the time was never right.” He tried to reach for me but I backed away.
“Prove it to me. Show me how badly you want to fuck me. Strip for me,” I told him a stern voice that would broker no argument. Keith stared at me dumbfounded then began to remove his clothes. Soon he stood before me naked and hard. I reached out and stroked his hard cock. His head went back with a moan of pleasure. Then I released him. “You’re not getting off that easy. Follow me. Now!”
I walked into my room. I told him to kneel before me and he did. I took the silk rope I had bought earlier in the day and tied his wrists together. I leaned down to place a hot kiss on his lips as I slipped a blindfold over his eyes.
“Stand and go lie on the bed.” He obeyed, never questioning me. He had told me that he wanted a woman to dominate him in bed; well, that fantasy was about to come true. “Roll over on to your stomach.” Keith lay with his arms stretched over his head and I used another length of rope to secure him to the headboard. Then I got up and left him for a few minutes.
When I returned I said, “You are going to show me that you want me by doing whatever I ask you to do. Nod yes if you understand,” he nodded. “Good. You have teased me for six years. Promising to fuck me then having some reason why you couldn’t. You kissed me; you touched me; but you never gave me real sexual pleasure. But you were always willing to take it from me; always willing to drop your pants for a quick suck. It has been terribly one-sided, Keith.” I smacked his sweet ass with a leather paddle. His whole body responded: sharp intake of breath, hips raised off the bed, legs quivered. “You have been very selfish, Keith,” smack! “Did you ever stop to consider how frustrating that game was for me?” SMACK! “Did you?”
“No,” he whispered, his voice heavy with desire.
“You liked teasing me and using me, didn’t you, Keith?” SMACK!
“Yes,” he groaned.
“What was that? I couldn’t hear you?”
“Yes,” he repeated with more vigor.
I rewarded his confession by placing gentle kisses all over his ass. I slipped my tongue between his cheeks and teased his hole. Keith arched his hips up to give me better access. I slipped my tongue in and out of his hole then pulled away just as he was really getting into it. I quickly replaced my tongue with the paddle again. SMACK!
“Shit!” Keith screamed, surprised by the sudden change.
“Do. Not. Talk. Unless. I. Tell. You. To!” Each word punctuated with a smack from the paddle. “Nod your head if you understand me.” Keith nodded mutely.
I walked away and retrieved something from the dresser. I smiled as I poured cold lube in the crack of his ass. Keith sucked in his breath and started to squirm. “Hold still, Keith, unless you want more of the paddle.” The squirming stopped. I worked the lube around his hole, sliding my finger in his hole without warning. “You like that, don’t you?” Keith nodded. “Speak! Tell me you like it!” I fucked his ass harder with my finger, sliding a second one in.
“Yes! Yes, I fucking love it!”
“Good boy, Keith,” I purred at him. I spread his ass cheeks and pressed the toy against his hole, swiftly pushing it in before he had a chance to react. When it was all the way in I turned the vibrator to high. Keith buried his head in the pillow and moaned. I slid the vibrator in and out of his ass, first slowly, and then I quickened the pace. Keith lifted his ass to give my better access. I immediately stopped. He moaned in frustration and disappointment. I couldn’t help but chuckle. “Do you want me to continue?”
“Yes, please! Please fuck my ass!”
I thought about it for a minute then granted him his wish for brief minute. Then I picked up the bondage tape, tore off a strip, and taped his ass cheeks together, securing the vibrator deep inside of him. Keith was moaning into his pillow; I could tell he was struggling not to squirm.
I then left the room with a stern warning that he was not to cum. I actually stood in the doorway watching him. He looked so sexy lying there tied and blindfolded, with a vibrator lodged in his ass. I longed to lay on top of him and rub my naked body against him; to feel my breasts pressed against his firm back muscles; to slowly rub my wet pussy against his still red ass.
Finally I rejoined him. “Keith, do you want to cum?” I asked him softly.
“Please. Please may I cum?” He begged me in a voice thick with barely restrained passion. With that I loosened his ropes so that he could roll over onto his back.
“Sit up and cross your legs.” He did as I commanded. Moving into this position increased the pressure from the vibrator. Keith groaned. I picked up the lube, squirted into my hand, and started stroking his cock with a very firm grip. I jacked his throbbing penis while he rocked back and forth on the vibrator. He bit his lip to keep from crying out. “Let it out. Tell me how good it feels,” I commanded squeezing his cock even harder.
“Oh, fuck, I am going to cum! Please please let me cum, baby!”
“Cum for me, give it to me!” No sooner had I said it he began to shoot his wad all over my hands. My stroking never slowed and my grip didn’t ease. Keith groaned and called out my name over and over. When the last of his cum was expelled he fell over onto his side, his breathing heavy, sweat glistening from his body. I wiped my cum covered hands on his back.
“It’s your turn to please me. Are you ready to give me my share?”
“Yes, please,” he said breathlessly.
I climbed onto the bed and straddled his face. Keith eagerly licked my already wet pussy. His hot tongue explored every inch of me. His fingers slid easily into my hot box as he sucked my clit, flicking it with his tongue. Keith found my G-spot and continued sucking my clit while rubbing that magical spot. My body began to write and the spasms built in me. “Oh, shit, I am going to cum! Fuck!” I grabbed the back of his bald head and began to grind against his mouth. My orgasm hit hard and rolled one into another. Keith lapped up my juices without complaint. Having made me cum so hard, Keith then took control. Before I knew it, I was on my back and he was tying my hands together and placing the blindfold on me. I love to be dominated too so this was fine with me. I heard him rip the tape from his ass and I assumed he removed the toy as well.
“You want me to fuck you, huh? Be careful what you ask for.” Keith flipped me over onto my stomach and began to spank me. “You like that don’t you?”
“Fuck yes!” My upper lip began to quiver with excitement. He smacked me harder. Then he lifted me to my knees and spread my legs before plunging his hard cock into my pussy. Oh my god! I had waited so long to feel that that I came right then! Keith grabbed my hips and fucked me hard and fast. He slammed him rod into my throbbing pussy so deep I could feel his balls slapping against me. He continued slapping my ass and even pulled my hair. God, it was fabulous!
Suddenly, I was flipped over again onto my back. Keith went to stand next to the bed. “Come here,” he commanded. I crawled as best I could with my bound hands and blindfold on over to him. “Suck me.” I lay on my belly, groped for his cock, and took him in my mouth. I had sucked his cock several times over the years but never with my juices covering it. I fucking loved it and licked every inch of him. He grabbed the back of my head and literally face fucked me. I gagged a few times but he never let up. Soon his hot cum was shooting down my throat. When he was done, I collapsed onto the bed, exhausted, yet still wanting more. Keith wasn’t done with me though.
We slept for awhile; me still bound and blindfolded; Keith spooning me from behind, his hand firmly cupping my breast. I was awaken by his roughly pinching my nipple. “Wake up, Sleeping Beauty,” he growled in my ear. His erection pressed between my ass cheeks. My moan was thick with desire. “Do you want me?”
“Yes, oh God, yes!” I turned my head to kiss him as his hand snaked down my belly and between my legs, which I eagerly opened for him. He found my clit and gave it a good pinch causing me to gasp. Then he gently rubbed it working me into a frenzy. When I was about to cum he stopped rubbing and pinched it again. “Shit!” I screamed as my first orgasm raked through my body. Keith slid is hard cock into me from behind, wrapped one arm around my waist and pumped in and out of me.
“Rub your clit, baby,” he commanded and I eagerly obliged. His cock was hitting my G-spot, I was rubbing my overly sensitive clit, and his hand came up and twisted my nipple. The combination of sensations set me over the edge again and I screamed as wave after wave of cum shot from my pussy, soaking his dick and the sheets. “Ah, fuck! You are so tight!”
Keith slipped out of me and rubbed his head against my tight rose bud. Using my juices as lubricant he slipped the tip of his engorged cock into my tight hole. I stiffened reflexively but reminded myself to relax. Keith aided with that by nibbling on my neck. Then inch by inch he slid into my ass. When he was balls deep we just laid there for several minutes, neither of us moving. “If you move, I will cum right now and I really need to fuck your sexy ass.” Well, I really needed him to fuck my sexy ass so I laid still for as long as I could.
Keith slowly started moving in and out of my tight ass. It felt so fucking good my whole body started to tremble and I moaned with each stroke.
“Do you like how I feel in your ass?”
Keith stopped dead. I whimpered in protest. “Do you want me to continue?” He teasingly gave me another inch of his cock.
“Please!” I begged.
“Please what, baby?”
“Please, Keith, fuck me in the ass! Fuck me hard!”
Keith rolled me over on to my back, never slipping from my ass. He removed my blindfold and I was able to see the raging passion burning in his eyes. “Do not close your eyes. I want you looking at me while I fuck your ass. I want you to see me cum.” He grabbed my thighs and slowly thrust in and out. I was going crazy! I felt like I was going to explode. I reached down with my still bound hands and began to rub the silk ropes against my clit. “Oh, baby, that is so sexy! Are you going to cum for me while I fuck your ass?” His thrusts came quicker.
“Yes, baby, I am going to cum just for you!” I rubbed my clit against the robes harder and felt my orgasm begin. “Shit! I’m cumming!” I rubbed harder, Keith pounded faster, I arched my hips and squirted my juices all over his abs. I lowered myself back to the bed as my body continued to shudder with aftershocks.
“Shit! Fuck! Damn! I’m going to cum, baby!” Keith fiercely grabbed my hips and began to pound my ass like a dying man fighting for a life saving glass of water. He growled as his body tensed and I felt him shot load after load of hot cum into my ass before collapsing on top of me.
For the rest of the night he showed me how much he wanted me and took out six years of frustration on every hole in my body.
The next morning he drove us home; I slept in the passenger seat. He was amazingly chipper. I was satisfied.
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