I pressed the button for the ninth floor, the doors closed. I leaned back against the wall of the elevator and let out a deep breath. It had been a very long and frustrating morning of meetings and cab rides. My mind ran over the many things I still had to do that afternoon. I watched the numbers on top of the door go from four to five to six and so on, with a sense of growing anticipation in my stomach. I let out another deep breath, clearing my mind, as the elevator stopped on the ninth floor. I looked at my watch. It was 12:10pm. I though to myself "Not much time." as I had to be downtown for another meeting at 1:30pm. I stepped out of the elevator and walked down the hall to the office door and knocked. Being a small loft space in Manhattan our office wasn't very formal, then again neither was our relationship these days. You could hear my footsteps approaching, heels on the wooden floor, I opened the door. He looked at me and stared I didn't recognize the man looking back at me something was different but what??
There she was Jessica, my boss standing in front of me looking as beautiful as ever. I felt my morning fall away at that moment. "Hi!" She said smiling standing there holding the door open, as she walked in. "Where is everyone else?" She asked. I gave her a run down of where the few other people who worked with us were and when they were expected back. We had some time alone.
"Did you do what I asked?" Jessica nodded her head, staring at me still smiling.
"Show me." Her smile turned into a little hesitation as she looked around the room.
"Show me!" I repeated in a slightly more forceful tone.
I bit my lower lip and lifted the front of my skirt up showing him my perfectly smooth and hairless pubic area. Alex, had text messaged me earlier in the morning telling me to remove my panties and that I should stop by around 12:30pm for a quickie. I had done what he asked; though he had no idea I would be wearing a skirt. A simple black skirt, falling slightly above my knees, it was a classic shape. I paired it with a white cashmere polo shirt that was tight, showing the curve of my breasts, tight but not too tight to be considered dirty. . I was hoping for a reaction by choosing a simple black hi-heeled Mary Jane style shoes, and silken–cream garter laden stockings they really highlighted the exquisite curve over my lower legs. Leaving my hair down today, falling just onto my shoulders, again for effect I was looking for a reaction from the man not a dull stare.
She looked pure and stunning. Almost too pure for what I had in mind for her. I walked towards her and took her hand, leading her to the conference table in the corner. I lifted her slender body up, my hands on her ribs, placing her butt on the table top. I stepped back slightly to admire my precious object, my left hand lightly resting on her right knee. She crossed her legs, leaning back on her palms looking at me. The expression on her face was one of interest and longing.
"Lay back." he asked. I uncrossed my legs; he took my knees spreading them open about a foot, stepping in between them. I began to feel the fierce excitement he always evokes within me, I am not sure if it is the switch of roles, the sudden release from having to be the "boss" or the sheer unthinkable relationship we have begun.
Pulling a chair under me I sat down and began with a small kiss just above her left knee. On the first contact of my lips to her smooth tan skin I felt her body shudder and a soft gasp escaped her lips. I allowed both of my hands run up the sides of her thighs to her hips pushing her skirt up. I kissed my way up her left thigh, moving from the top of it to her inner thigh the closer I got to her pussy. I could smell her scent. I knew she had to be extremely wet to have such a strong scent. "Have you touched yourself at all today?" I asked.
I lifted my shoulders up, placing my elbows on the table for support, and looked directly at him feeling a sudden mixture of fear and shame. "A little bit, I couldn't help it." I smiled.
"Did you cum?"
I smiled again and nodded, this time embarrassed.
"Oh really, how long ago was this?"
He was beginning to make me sweat "About an hour ago, I'm sorry I couldn't help myself."
Did I say you could cum?" I said, looking at her, trying my best to look angry, when frankly the idea of her masturbating out and about was driving me crazy. Over the past few weeks since our first time we hadn't really entered into a Dom/Sub. Relationship but I had learned that she liked it when I took control and was forceful.
"I'm sorry." I said, trying to make a cute pouting face knowing full well that I wasn't sorry. Yet I wanted to provoke him.
"I guess you don't need to cum now then, huh?" I said
"Please." I was panicking now
I ignored her and pushed her skirt up over her pubic area, pulling it out from under her butt, so that it exposed her lower body completely. I grabbed her legs just under her knees and pulled her towards me while at the same time spreading them and pushing them back against her chest. She let her shoulder fall back to the table as she couldn't support herself in her new position. I lowered my hands so they were on the backs of her thighs and spread her open to me. She was glistening in the sun light coming through the windows. Her lips were fully swollen and open; I also noticed her clit was very erect. I moved my head down engulfing her clit in my mouth. My lips press down on her skin to make a seal as I began to flick it with my tongue and suck at the same time. I felt her quiver and heard her gasp in pleasure. I licked down her full slit, tasting her, feeling her body shake. I gathered her wetness on my tongue, letting it mix with my own saliva, making sure I was as sloppy as I could be. I let my tongue linger on her puckered anus, depositing all of fluid I had gather on my tongue and pressing the tip of my tongue against it. I licked back and repeated a few more times. I kept noticing her black Mary Jane shoes in the air out of the corner of my eye. The mental image of what we looked like there on the table was driving me mad.
Alex asked me to "hold my legs" as he guiding my hands under my knees so I had them exactly where he was thinking he wanted them.
I stood up, undoing my belt and jeans. She was looking up at me. Her eyes glazed over in desire. Her lips wet from licking them. Her cheeks flush and her breathing coming in soft pants. I let my jeans fall to the floor and pulled my erection out of my white boxer briefs, pushing them down with my hands and working them down to my ankles with my legs. I moved toward her, placing my erection onto her swollen pussy. Rubbing the shaft up and down her slit, lubricating it, making sure I always kept pressure on her clit. She was holding her legs up for me, looking down her body at my penis rubbing against her wet flesh.
I was shaking now the fire in his eyes must have matched mine he pulled his shaft down my puffy swollen slit, but this time instead of allowing to rub up again he pressed it down hard allowing the large bulbous it to slip into me, it went in with slight resistance. Between my wetness and my position my lips could not resist him. I lifted my hips to get more of him hearing him groan started to bring the first of many contractions I just can't control yet I forced my self to keep those inner muscles relaxed. I moaned loudly as he was sliding into me, almost sounding as if that was a release in itself. He just stood there; hands on the backs of my thighs, his full penis buried inside of me. I began reciting stock quotes in my head to ignore the bliss my body wanted so much to feed on.
"You know I didn't give you permission to cum Jessica?" She looked up at me "I'm sorry..." her voice was desperate, breathy, and full of wanting for me to savagely fuck her.” Spread your legs wider for me"
I obeyed again, pulling my knees wider and back.
"Very good" I pulled out of her, watching each inch of my shaft leave her, glistening, pulling her lips back. I watched her eyes open more as I left her. The look on her face was confusion. Why had I just pulled out of her she wondered? I now saw what I wanted. By spreading her legs more she had fully exposed her tightly puckered asshole to me. “Do you want me to fuck you Jessica?" I asked, rhetorically, I knew the answer.
"Alex don't please, now I was almost begging.
"Alex fuck me, "I said in a louder voice.
Smiling at me as we enjoyed our game of cat and mouse I could not get the man back inside me fast enough. Reaching for him was getting me nowhere. He had his own plan I surrendered; placing his hands on my upturned butt cheeks spreading them still further. Lowering his head over my loins he let a large drop of spit, letting it slowly leave his mouth and drip onto my pussy and asshole. I just took in every sensation it was exquisite; I closed my eyes briefly lingering in his attentions.
She was lost in what I was doing I don't think she was expecting what I did next. I took my shaft in my hand and place the tip of it against her anus and pushed my hips forward. Her ass resisted at first, pressing back against the tip of my penis. I had yet to fuck Jessica's ass, I didn't even know how she felt about it, and we had never talked about anal sex. I didn't care. I knew what I wanted and besides she had already cum. I was going to take what I wanted right now. Due to the force I was using and the fluids around her ass and on my penis her anus eventually stopped resisting and allowed me to slowly begin slipping into her.
I let out a cry "Ohhhh...ouuuch...ohh." he didn't stop he just kept pushing.
"Please stop, it hurts...ouuuch." I didn't stop, I kept pushing myself into her tight asshole. "Hold you legs!" I demanded. She sensed my tone and obeyed.
I held completely still. I made little circles with my finger tip on her cute little clit until I noticed a slight hint of pleasure in her moans. "You've never had your ass fucked before have you?" already knowing the answer.
"No nooo...mmmmmm" I let out a deep breath, letting my arms fall to the table. Oddly it was starting to feel good really good and when he touched the tip of my clit I was kind of happy he was not stopping.
I continued my slow, drawn out thrusts into her, letting her asshole relax after the initial shock or being invaded by my penis. Her moans were filled with more pleasure now, though tears still ran down her cheek. I quickened my pace. Her ass was so tight it almost hurt me. I felt the muscles in her pelvis shaking and quivering getting used to the new sensation. "Feeling better Jess?" "I asked
Um Alex I don’t know.
She had relaxed enough that I could almost get my entire shaft into her ass. It was open enough to me now to fuck it like it was her pussy. I began to quickly thrust into her. I couldn't stand waiting any longer, suddenly my reward I saw her smiling.
"Oh Alex, umm yeah It does ..." I gifted him
I now had my hands on her hips, holding her to the table and in front of me. My thrusts were fast and hard, rocking her body forward with each thrust. She was gasping in pleasure, though I still heard pain in her tone from time to time. I felt her muscles frantically grasping my invading penis. I began to swell, I was so close.
I felt the need to begin to push back I knew he was close and I wanted to be there he knew there was never such a thing as my pussy not needing to cum Bad Boy My Alex is, but this was and amazing thing and I wanted to see the beauty of his face when he did let go. I let the wave wash over me yet opened her eyes wide, looking at me. I was gasping now. I felt like any minute I was going to explode. All the pressures of my morning were falling away. And it did with huge shutter causing Alex to loose control and I love it when he does.
"Ahhhh, arrrgghh" I groaned. "Oh GOD Jessica." I shouted as I held her hips in place pushing myself deeply into her ass. She was looking up at me wide eyed and then she felt the first warm burst of my cum inside of her as we climaxed together, the first was followed by a second and a third and a fourth. I was groaning, frantically pushing myself into her, my body shaking, my head spinning. I felt my cum inside of her lubricating her, with each pull out of her I pulled a little more of my white cum out. I gave her a few more powerful thrusts and pulled myself out of her. I backed away. Watching my white cum run out of her puckered asshole. It was running out of her and down her crack, dripping onto the table. I slowed my breathing reaching for a tissue to wipe myself off.
One would have thought my brain had left as I was almost comatose.
"You may let go of your legs Jess." As she did, letting them fall onto the table top. She propped herself up on her elbows again to look at me pulling up my boxers and jeans. I let my eyes gaze form her face to the table top between her legs where my cum was beginning to pool, still dripping out of her ass.I looked at my watch, it was 1:02pm, still plenty of time to get downtown to take care of her meeting.
As he bent over he kissed me deeply sending more sparks flying through me. I lifted my head up returning his kiss.
"I have to go" I said as she looked confused, I took it upon myself to rearrange your schedule so you could work here this afternoon. I will take the meeting, Jessica we make a good team.
Yes, Alex so you always say and I agree, I smiled, watching him gather a briefcase and head for the door.
As I pressed the button for the elevator in the hallway I let my mind wander to the image of my white cum dripping out of her tightly puckered and glistening asshole. The door opened with a ding and I was off.
It is hard to understand the relationship we have I know I risk much but I gain even more and if you had the chance I dare say you would do anything different.