I glanced at her face and could see her watching me out of the corner of her eye, but she immediately turned as if to look at something to the left-front of the car instead. Looking down again, I could not help but take in the sight of her very long, very tanned legs and how incredibly smooth they appeared from my vantage point.
Aw fuck it, I decided. You only live once.
I reached my left hand over and placed it on hers as she worked the stick-shift. Isabel immediately pushed herself back in her leather seat and let out a deep breath before looking over at me. As we came to a stoplight, she looked as if she were about to kiss me, but at the last moment looked into the rearview mirror and then turned away again.
Our fingers were now entwined on the knob of the stick; and her hand felt stiff and oddly cold from the a/c blowing right on it. It is hard to explain how extremely strange it felt to be touching her hand like that - this woman that I'd worked with and not even fantasized about during my darkest hours.
"I've never done anything like this before," she suddenly blurted out. I looked at her face and saw her cheek turning red again.
"Then why now?" I asked, using my other hand to trace along her arm. I was feeling more confident now, the further we drove away from that restaurant.
She shrugged and looked at me bashfully. "Just seemed like the right time. But it goes without saying that we have to keep this quiet..." she added forcefully, almost as an afterthought.
I smiled, feeling better knowing for certain what we were actually doing. "Why would you think I'd even be interested?" I asked while peering at the side of her face intently.
She refused to look at me for a few moments, but then smiled as she looked out the driver's side window, looking very pleased with herself.
"Oh... I just knew," she said softly.
I contemplated that statement until we'd stopped at the next light, which was only a few moments away actually; and then I pried her fingers away from the stick-shift and brought her hand to my mouth. I turned it so that her palm was up now, and I proceeded to kiss the heel of her hand just above her wrist. I could see her watching me with her lips slightly parted while I raked my teeth across the center of her hand and ended by sucking the tip of one long finger into my mouth. She exhaled so sharply I could feel her warm breath against my head.
A horn behind us made her yank her hand away and speed away from the intersection. Isabel then glanced over at me as if I were the Devil incarnate. I turned in my seat and just watched her now, not hiding the fact that I was taking in her legs and feet working the pedals, and then looking upward to where her silk blouse was tucked into her skirt so neatly. I reached out and traced the fingers of my right hand all along her arm as she continued driving and she shivered all over.
"Jesus, you have to stop that while I'm driving!" she said through clenched teeth, squirming away from me with a delightful grin on her face. She looked at me sternly, but I just smiled, reaching out to touch her knee instead.
Having shifted into the next gear, she quickly reached out and grabbed my thigh, no doubt assuming that was fair play. But I had a surprise waiting for her. I was hard and big, stretched out all along my left pants leg, nearly halfway to my knee. She looked down suddenly and took a sharp breath before giving me a nice hard squeeze to size me up and then turned her head to look out the driver's window with a devilish little smile on her face. She removed her hand to go back to driving and just kept looking over at me for the next few blocks.
By this time we were well past the office and as we pulled into the parking lot of the nearest pricey hotel, I knew this is where it would happen.
"You wait here," she ordered, swinging her legs out of the sedan.
"Embarrassed to be seen with me already?" I asked, feigning an injury to my pride.
Isabel dipped her head back in the car, looking extremely eager. "No. But I don't think I'd be able to control myself with you standing next to me in that state!"
As I watched her make her way to the front of the hotel, I thought to myself: God, she has a set of the most incredible legs I've ever laid eyes on. There had been a few times at work when she had been standing across from my office talking to someone, and those times I'd got quite a show. But I was also very aware that she could have turned around and saw me looking, or someone else would have seen why my head kept maneuvering around the side of my monitor like it did. So this was the first time I had actually gotten to enjoy the view unhindered so to speak. My mind was going numb as I thought of what else I would be seeing in the next few minutes. Lasting hours upon hours if I were lucky.
Fifteen excruciating minutes later, Isabel was letting us into a room with the key card she'd been given. Not knowing what she planned for me to do, what kind of lover she was used to, I simply stood by the wall nearest the bathroom, while she walked over to the table in the corner and dropped her purse onto it. She stood there for a moment, her fingertips pressed flat against the table, as if waiting for something. Was it me? Or was she waiting to gain enough courage to do this, just like I was?
She spun around suddenly and pushed her hands through her hair on both sides while staring at me from across the room. Her doing that while looking at me made my everythings stir. Isabel then leaned her butt against the edge of the table, reaching down on either side to steady herself. And then she just waited.
I took the hint and tried to walk over to her as cool and collected as possible - with pounding heart and shortness of breath; looking everywhere but into her eyes. She was the same height as me in her heels, maybe even a little taller, but her leaning against the table gave me the advantage, if only by a fraction of an inch.
There was no time to think as I stood in front of her at last, and she made no move to touch me at all. I forced myself to look into her eyes and she stared back at me from behind those sexy glasses. Her breathing was shallow, as was mine: we were both waiting for the unknown.
The first thing I remember doing was taking my hands and putting both of them on top of hers. I gripped her wrists loosely and slowly moved both hands upward, never breaking eye contact, even after I had journeyed all the way to her shoulders.
By this time, she was breathing heavier now, her head tilted back slightly as she positioned her face in such a way that she were almost offering her lips to me. Believe me, I was using every bit of my sexual experience and know-how I could muster up, just to take my time and make this perfect for her. And I am so glad I did.
I moved my face as close to hers as I could without actually touching her. The tips of our noses were now at their closest points. Isabel was the one that at last closed her eyes as she felt my fingers pressing against her ribs on both sides, moving up, up, up until she had ten digits lightly caressing all around her breasts through her blouse. I say around, because I refrained from touching the tips, focusing instead on the undersides of each, before tracing around to their tops and ultimately arriving at the nape of her neck after circling her throat from the front.
Isabel tilted her head back and to the side as I brushed my lips across her left cheek, and then down to her exposed throat, not actually kissing, but more like teasing. I let my breath blow softly over her skin there and felt it hard to swallow my throat was so dry. Both of her hands were gripping my forearms now, and I could feel her fingers squeezing and releasing in time.
Without giving her any warning, I kissed the taut tendon extending on the side of her neck and she inhaled sharply. Her fingers grasped my arms hard. I stayed there for only a few seconds though, inhaling her perfume, before bringing my hands around to frame her face and look into her eyes again. She thought I was about to kiss her, so parted her lips expectantly – but I had one more thing to take care of.
I reached up and slowly removed her glasses, carefully placing them on the table behind her. Then I backed my face away to enjoy my first glance at her without any glasses at all. She certainly looked different, after seeing her the same way – with various frames over the years. With heart pounding, for the first time I allowed myself to admit how gorgeous she actually was – glasses or not.
I must have said that softly under my breath, because I heard her whisper back, "Not really..."
I smiled and brought my hands to either side of her face again. And taking one last look into eyes that I saw as a light hazel, and not just "brown" for the first time – I kissed her.
She told me later that she had never been kissed like that before. Now, that amazes me because I don't think I do anything different that anyone else. I do know that I take my time though, so maybe that is it. And I know I certainly enjoyed taking my time sampling those soft lips for the very first time. Normally, a first kiss is a bit more ... I don't know - subdued. Unless drinking is involved, and then it's just hard to remember at all. But both of us had our heads completely screwed on, so that wasn't why it was so incredible this time.
Within just moments of starting, I felt her mouth open, and not just a little either, but wide. I compensated to make sure my lips stayed atop hers, attempting to maintain control, but I only opened myself up for the most enticing feel of her tongue slithering softly inside my mouth instead. Her arms instantly came up around me from behind and pulled me closer to her, using one hand on the back of my head to hold me in place. Then I was suddenly surrounded by the heat of her entire body it seemed, as one leg hooked firmly behind mine.
We stood there at that table for a few minutes I would guess. So long that my jaw was getting tired, I know that much. Our heads moved in that telltale sensuous bob as our faces pushed against the other's from one direction and then the other, for what seemed an eternity. She attempted to break off the kiss a couple of times, always with me bringing her lips back to mine and starting over again, before I at last relented and allowed us to catch our breath.
I reached back and felt the smoothness of that leg that was hooked behind me and felt my cock harden sharply. We were looking into each other's eyes again, still breathing heavily, when I felt her hands pulling my shirt out of my slacks. She lowered her leg and looked down as she proceeded to unbuckle my belt and then much to my dismay, went to work on unbuttoning my shirt instead of reaching inside my pants.
I did the same to her. Starting with the top button and moving down awkwardly, not used to undressing a woman like this. She would lean in and give me a hard kiss that would last a few moments and then go back to my buttons or reposition her arms so that I could do the same for her.
I felt her hands sliding all over my chest and stomach suddenly, so I shrugged my shirt off and the two of us fought to undo her last two buttons. She stood up straight, leaning hard against me since I was so close to her, and yanked her blouse out while I helped. As it fell seductively off her shoulders and onto the table behind her, I glanced down to see her breasts encased in an embroidered lace bra that did little to hide their rosy tips.
I heard myself literally groan at the sight and backed off enough to take in the lightly tan skin of her exposed stomach and torso as well. It was a stark contrast to the soft creamy-white skin peeking out from her bra. I looked back up, no doubt with hunger in my eyes and was surprised – although I don't know why - to see her staring back with the same expression.
From that point on, it took little effort for us both to remove the remainder of our clothes ourselves, which we did in much haste and little regard for their well-being as they fell to the floor in various arrangements. I tried not to look at her for as long as possible, wanting to be completely surprised when at last I saw her completely bare. I was enraptured by the sight of this woman: older, sexier even, than anyone I had ever been with.
She was on the bed now, covers on her side turned down. Stretching her body out and rolling onto her side, she watched me watching her. I just shook my head in disbelief. I allowed my eyes to roam unashamedly along her body from head to toe, noticing that her one leg lifted ever so slightly as my eyes reached that most secret spot upon her person.
When my eyes finally returned to hers, I saw that she was not in fact looking back at me. Well, precisely, her gaze was directed right between my legs as she traced her fingernails around one of her nipples. I looked down, having completely forgotten that I was standing nude in front of my boss – the Finance Director of an almost Fortune 500 company - until that very moment. I was extremely hard and bigger than I'd ever seen myself – having never paid that much attention while in the presence of a woman like this. I felt myself blushing and instantly felt less of a man for doing so.
She smiled at me devilishly as she rolled onto her back and stretched her arms on the pillow behind her head. Two steps were all it took and then I was kneeling between her legs, leaning over her on outstretched arms. Her hands framed my face once more as her legs came up and encircled my waist, pulling me down on top of her. My cock was pressing painfully into her soft flesh, but nowhere near hitting the right spot.
Isabel was devouring my lips now, holding me tight against her with her thighs and calves, while keeping my face and mouth just where she wanted it. I heard myself groan, and she let out a satisfied moan of her own as I gathered her in my arms completely and forced my entire weight down onto her. Our kissing resumed where we had left off at the table: chewing, sucking, and biting each other's lips to the point that we would both be chapped the next day at work.
I would like to say I remember the exact moment that it happened, but I truly don't. I just know that quickly, and I mean very quickly, I lifted up and without breaking the passion of our kissing; she relaxed her legs and spread herself open for me to get inside. She had made little noise up until that moment, and neither had I, but both of us groaned in pleasure as my cock slid inside her easily. I was acutely aware of her fingernails digging into my shoulders as I held her body still beneath me and worked more of myself into her an inch or so at a time.
This was a long drawn out process that took me much longer to accomplish than with anyone else I'd been with in the past. She was very ... snug. There was no other more pleasant word for it. I don't like to consider myself large, because I have seen men who were bigger. But I also know I am quite a bit larger than average – which was obviously the size she'd been used to before me. Plus, it was still our first time, and because of that her body seemed to refuse to open up after a certain point.
"My god!" she gasped, breaking off our kiss and pressing her forehead against mine with clenched eyes.
I responded only by sliding my hands to the back of her head and cradling her while withdrawing and then sliding in as deep as I could.
Her head shot back hard against my hands and she cried out, lifting her legs and placing them tight against my sides again. I just held her like that in my arms for the next few tortuous minutes, our bodies seesawing back and forth against each other. I found her ear so very close to my lips and took advantage of her face turned away from me like it was by dipping my tongue inside and then biting on her lobe.
She went wild beneath me, struggling to move her face back around and do the same to me, or kiss me, or anything. I sucked on her ear a few moments more before covering her mouth with mine again. And so the kissing continued once more.
She was whimpering now, struggling to take more of me inside her or to speed up the thrusts that I was carefully holding back so as not to come to soon. She was becoming too much for me, and I needed to back off before it was too late already – so much had she excited me ever since the restaurant.
I slowed myself to a crawl and then a complete stop before holding myself above her on outstretched arms. This different position made it feel like I would last at least as long as we'd been going so far; and I was thankful.
Isabel looked up at me with dazed eyes, her mouth open, her lips plumped up from all the kissing.
"So incredible," I moaned. "So gorgeous..."
She shook her head in denial but smiled weakly nonetheless.
"Oh, yes," I responded. "Never seen anything ... so amazing."
In response, she tilted her pelvis in the air as I thrust back into her, causing me to go deeper than either of us had expected. She cried out and looked at me with almost frightened eyes. I thought I had hurt her and halted quickly, but she just grabbed my ass with both hands and pulled me into her again.
Her eyes suddenly closed tight and she arched her back as she held onto my hips. All I can say is: what a sight. I felt her coming, felt how wet she became, could even feel her thighs tense at my side as she held on. I couldn't take my eyes off the beautiful sight before me, and I tried to make it last as long as I could by thrusting with the same speed and motion as when it had started for her.
She finally turned her head sideways against the pillow and screwed her face up as her body relaxed beneath me. I gently laid myself on top of her and held her tight in my arms, gripping her shoulders from behind. She was still trembling beneath me, and I was still just as hard inside her, but for the moment, we seemed to have come to an easy truce.
I proceeded to kiss her face all over: her cheeks, her brows, her closed lids, the corner of her mouth (which simply intoxicated me for some odd reason). Isabel looked up at me finally and gave me a satisfied grin. She then sighed contentedly and let her head fall back as I started to kiss her chin and neck.
It was little time before I reached her small breasts. I am not a breast man, but hers were beautiful to even me. Small, pert little things that were shaped more like cones than globes; and as creamy-white as anything I'd ever seen. Her nipples were not "little erasers" as another girl had referred to hers, but were instead almost just the slightest extension of the rosy, bumpy areola that surrounded the tips of her breasts.
I was hungry for them instantly.
Satiated for the moment, she allowed me the time to kiss each one in turn before settling down to tease her mercilessly for the next few minutes. How was I supposed to know that she was one of those women with extremely sensitive breasts? They were beautiful, as I'd said, but smaller than most I'd experienced - so stupid me, I assumed there was nothing to them really.
I felt her hands press hard against the back of my head, holding me at a certain spot when she felt me bite down gently. I did it again, hoping that this was what she wanted and she nearly came up off of the bed beneath me.
"I swear! You're going to make me come ... again... if you keep that up!" she cried.
I looked up at her without allowing her nipple to slip from between my teeth and saw her staring back at me, pleading. So I redoubled my attentions to her soft flesh.
She shoved her breast into my mouth by arching into me, and once again I felt her heat surrounding my cock, still lodged deep inside her. Her head tossed slowly from side to side, and I watched in awe as she moaned and shivered beneath me; her flesh contracting around me. I must say, it made me feel like I was king of the world at that moment.