The Cabo Connection

He grinned back at me, obviously enjoying my reaction to him, and I silently berated myself for being so nervous around this man. He was just a stranger. Nothing was going to happen. I willed myself not to look back but I wanted to imagine his eyes on me as I crossed the room and slid into the chair by the empty computer. I brushed my hair back off my shoulders, using the opportunity to quickly glance in his direction. He was back to typing and I immediately felt foolish. We had flirted the night before, but we'd both been drinking. This whole thing was quite possibly all in my head. I focused on the computer screen and quickly logged on to MSN. I had been expecting to send off a quick note to Damon but to my surprise a chat box quickly opened up. I leaned back in my chair and smiled.

Damon: So? How's paradise?

Ashleigh: Beautiful! I'm a bronzed goddess already!

Damon: Damn! I'm snowed in and it's -20. Thanks for rubbing it in. So put a smile on my face. Can I expect to see my bronzed goddess sooner than later? Are you being a dirty girl?

I bit my lip, the adrenaline of having my sexy stranger just a few feet away from me had me in a playful mood. And I did love to tease Damon, just as much as he enjoyed teasing me.

Ashleigh: Maybe. I'm still deciding how dirty I want to get.

Damon: Oh? You're already past your high hopes for a rekindling your romantic connection with your boyfriend? That was fast!

Ashleigh: Scott is just... you know. Nothing changes. I think maybe I have my sights set on a dirtier kind of connection here.

I threw a glance down the room at my dark haired stranger who was still typing quickly, focused on his computer screen. I quickly studied every perfectly defined feature, admiring him once again. He had me instantly distracted from anything I was doing, until I heard the MSN alert signaling a new message that made my eyes quickly return to the screen.

Damon: Haha You little slut! So what are you waiting for?

Ashleigh: Don't get your hopes up too fast. I just said I was toying with the idea. I don't even know if anything is going to happen. Maybe it's enough just to imagine it might.

Damon: Stop making excuses. I know you're good at them. I also know you're probably already wet just thinking about it, aren't you.

I couldn't help but grin to myself.

Ashleigh: Maybe.

Damon: Then make it happen and do me proud. I have to get back to work but I want all the dirty details later. It's good news though. I never lose a bet. I might have to stop by the sex store after work and buy a nice little slut collar and leash for you to put on for when I pick you up from the airport.

I couldn't help but laugh out loud and several people turned to look at me, including my mysterious stranger who grinned and raised an eyebrow, obviously questioning what had suddenly amused me. I blushed and shook my head, imagining his reaction if he knew how he had factored into my fantasies as well as their possible repercussions. I quickly typed back a hasty goodbye to Damon, and logged off.

I stood up and shook out my blonde waves and slowly crossed the room. His mischievous green eyes were still on me and I knew he was going to stop me before I could walk past him. Indeed, his arm shot out to block me from passing by and lingered against the taut bare skin of my exposed stomach.

"Not so fast. Care to share what was so amusing? Were you checking in with your second boyfriend?"

"No" I laughed. "Just reading a funny email. Nothing worth mentioning."

His eyes narrowed playfully, as though not quite believing me. His arm did not relinquish a pass to me and instead boldly curled around my waist, drawing me closer to his chair. I was startled by the move but he clearly had no intention of letting me escape.

"I wanted to show you something," he said, nodding to the computer screen. I allowed him to draw me in, my eyes following his gaze to the screen. To my surprise it was a map of the hotel we were staying at. He pointed to a section of the resort close to the beach. "I want you to meet me here tomorrow at 3pm."

"What is that you're pointing to?"

"My room. #820."

I let out a nervous laugh but my mouth immediately went dry. "Wow, that's rather... confident of you."

His hand slipped from my waist and moved over the soft curve of my hip bone, brazen and daring as it continued to slide down the length of my leg while I looked down at him, feeling like I should stop him but being unable to put up any resistance. Not even when his fingers slid around my smooth tanned calf and squeezed it softly. My breathing became shallow and I felt my nipples harden and rise up under the thin fabric of my bikini as I felt him slide his hand up and around the inside of my thigh as though daring me to stop him.

"What are you doing?" I finally whispered.

"Just seeing how much you're going to let me get away with."

His fingers slid slowly towards the inside of my bikini bottoms. I should have slapped his hand away but instinctively I found myself spreading my legs apart, just slightly, my gaze heavy and half-lidded as those fingers traced the length of my slit through my bikini bottoms that were already soaked with juices. I licked my lower lip, biting it softy, as he mercilessly teased me, sliding his fingers back and forth. I couldn't believe his audacity, nor my own at letting it go on, ignoring the other hotel patrons typing away at their own computer stations. They were either oblivious to what was happening, or trying hard to ignore it.

I opened my eyes and found him watching my expression carefully, enjoying my lusty disregard for the moment. His fingers hooked into the inside of my wet bikini bottoms to trace the outline of my smooth pussy lips before sliding a finger into my wetness. I smothered a gasp as I felt him push into me, first one finger and then two, surprising myself as I moved back against them to deepen his entry.

He smiled. "So do you think you can get away from your boyfriend tomorrow afternoon?"

I felt him slide his fingers in and out of me, smoothly finger-fucking me in public, willing me to stop him and extremely confident in knowing that I wouldn't. His fingers felt so good inside me that I found my hips moving back against them, imagining what it would be like if he grabbed me by the hair and forced me down over the computer table and just fucked me then and there while everyone else watched. I heard someone in the vicinity clear his throat with distinct discomfort and part of me knew that we weren't being very discreet.

"I have to... get back." I whispered breathlessly, while he increased thrusting in and out with his fingers, while his thumb teased my clit.

"Before your boyfriend notices you're gone and comes looking for you? What do you think he'd say if he walked in and found a stranger fingering his girlfriend? Do you think he'd mind?" His voice was teasing, clearly enjoying how conflicted I was.

"Yes... he'd be... furious," I stammered. I made a futile attempt to push his hand away but his other hand caught me by the wrist, and held me tight.

"But you're ready to break the rules now, aren't you?"

"Maybe," I whimpered. "Look I don't know. I need to think about it."

I wanted him to convince me, and take away the guilt I feared I might have if I went through with this. I had never cheated on Scott before. In all likelihood I would end up walking down the aisle with him one day. Did I really want this on my conscience? Was it worth it to risk everything to satiate the sudden lust for this one random stranger? With all these thoughts relentlessly playing through my mind, I desperately wanted him to force my hand into a decision. But instead, he abruptly slid his fingers out of me and smiled and leaned back against his chair while I stood in front of him, my knees still trembling.

"Pretend to think about it tonight. And then tomorrow I'll see you at 3pm."

"I don't know if I'll be there." I whispered, my uncertainty growing.

He stood up and drew in his breath, standing close to me. So close that I felt myself freeze as he leaned into me as though to whisper, and I felt his tongue flick my ear. "I know you'll be there," he said in a low voice.

I watched him walk out of the business centre, confident in his stride. He looked back and gave me a knowing wink before he disappeared down the hall. I was left standing there, breathing heavily, and knowing the decision was still mine to make, but fearing that my undeniable attraction to him may have already made it for me.

That night I slept restlessly beside Scott. My desires had left me feeling both guilty and deliciously dirty. I had never done anything like this before. And somehow I felt like I needed to. Despite how devious it was to hook up with a total stranger on a vacation holiday with my boyfriend, my desires began to overtake my good judgment. In the morning, I felt like I was outside the moment, listening to myself easily lie to Scott about a spa appointment I had made for 3pm. He barely looked up from his Blackberry, and mumbled some encouraging words about enjoying myself. I smiled to myself, spurred on by his lack of interest. Oh, I'd enjoy myself.

At 3pm, my sandals were clicking down the sandstone pathway leading to the section of the hotel by the beach. I was nervous and my stomach was in knots. I couldn't believe I was actually going to go through with this. I kept a countdown to the minutes that passed where I could still turn back and call it all off, and my pace slowed considerably as I walked down the hallway nearing his hotel room. I lingered outside room #820, realizing it was the moment of no return. I was wearing a little white tank top and a short white skirt that set off my golden tan, and yet seemed oddly pure considering I had dressed with the explicit plans of cheating on my boyfriend. Scott had said he was going to the gym and then would likely take a nap before dinner. That gave me... a few hours.

Oh god. What was I doing? The panic returned and made me second-guess my decision. I started to back away from the hotel room door when it abruptly opened. He was standing there, wearing dark jeans and nothing else. He had a gorgeous body, all lean muscle, perfectly defined, with tanned smooth skin. His smiled wryly, bracing his hands against both sides of the door as though he was a jungle cat staring down his prey.

"Where did you think you were going?"

"How did you know I was..."

"I've been watching you through the keyhole. I figured you'd be the type to always be exactly on time. I was just waiting to see how long it was going to take you to knock."

"Well, to be honest... I'm not sure this is such a good idea..." My voice trailed off unconvincingly.

He let out a low laugh. "Sounds like you want me to persuade you."

I smiled nervously. "It's not that. You see, it's really..." but before I could ramble through another excuse, he stepped forward and grabbed my wrist, drawing me towards him, until he could seize me around the waist and pull me into the room. I yelped with surprise as suddenly I was inside the hotel room with him, as he had slammed the door and pinned me up against it. My heart started pounding in response to the sudden shift in the uncertainty of my plans.

"I don't think I can do this," I gasped.

He pressed the length of his hard, muscular body against mine and seized both my wrists pulling them up over my head and pinning them against the door. I could feel the hard swell of his cock through his jeans as he pushed his pelvis against mine, as though tempting me with what was to come. My breathing quickened as I writhed against him, the force of his restraint was unexpected and had me immediately aroused.

"Do you want me to do it for you? Do you want me to make you my dirty little slut this afternoon? Will that make it easier for you? More exciting?"

I couldn't speak. My green eyes met his, trying to process what was happening, but ever more aware of the feel of the contours of his body against my small frame. I leaned my upper body back against the door, my chest rising and falling with every breath as I thrust my little hips against his, eager to feel him hard against me. He smiled slowly, encouraged by my instinctive reaction that belied my weak protests.

His leaned in again, his hot breath against my neck, his lips near my ear. "Looks like you're ready to play." Teasingly, he bit my earlobe, still holding my wrists pinned tightly above my head. "Are you going to be a good girl for me, and do everything I say?"

"Yes." I murmured obediently, feeling a rush of raw desire for him. The chemistry of our initial attraction rose up to fill me with a kind of debased sexual devotion that I knew instinctively would hold no inhibitions when it came to pleasing him.

Even restrained as I was, I pressed my body back against his.

His face came around, inches from mine and he smiled. "You're feisty, aren't you? But remember, even though you're breaking all the rules... you still have to play by mine."

I was panting by then, eager for him. "I'll do anything you want".

He let out a low laugh. "Mmm... you probably shouldn't have said that."

He clamped down onto one of my wrists bringing it down between us and twisting it as he swiftly spun me around, pushing me forward until my cheek was against the smooth wooden door, before capturing the other wrist and pinning them both behind my back. I was breathing hard; the uncertainty of what I had gotten myself into was beginning to excite me. I could feel the dampness in my little white panties as he pressed the hard bulge in his jeans against my ass, grinding against it. He moved so that he was against my hands that he had pinned against my lower back. Licking my lips, my fingers reached blindly to stroke that hard cock through his jeans, the torment of wanting to touch him was palpable within me, even as he limited my mobility.

"Do you feel something that you like?" he teased.

"Yes," I moaned. "I do"

"How badly do you want me to fuck you right now? You want me to pound that tight little pussy nice and hard, don't you. And then if you beg nicely, maybe I'll fuck that slutty little ass too".

I could feel myself soaking through my panties at his words, as he pressed his hips harder against my ass, so that I could feel that delicious bulge swelling against my flimsy white skirt.

"I want it," I whimpered finally, unable to deny my desires. "I want you to fuck every hole and fill me up with cum, and turn me into your little cum slut."

I could almost hear him smiling with satisfaction at my sudden flood of profanity, as my hesitations and reluctance faded away and was replaced with a strong throbbing and tight ache in my pussy.

"You're going to have to earn it first," I heard him say.

He kept one hand clamped tightly around the back of my neck keeping my face pressed against the door, and with the other hand, he roughly pulled up the back of my skirt, pushing the hem up so that my round ass cheeks were exposed. I felt his fingers in between my thighs, testing my wetness. My juices quickly covered his fingers.

"Hmm... you're pretty wet for a girl that was nervous about cheating on her boyfriend. Do you get this wet for him?"

"N...n...no," I stammered, feeling him push aside my white thong and slide his fingers up into my soaking cunt. I pushed back against his entry, unable to resist moving against them like I had the day before, desperate to feel some part of him filling me up.

"Uh uh", he scolded me. "Did I say that you could start fucking my fingers? I don't think so."

He pressed my face harder against the door and I moaned a little as I felt both his hands steadying my hips before yanking the little white panties down my thighs until they were at my ankles. Then he took my own hand and placed it between my legs. "Go on, I want you to fuck your fingers". Obediently I slid my fingers into my moist folds, shocked by how dripping wet I was. I played with my clit while I slid my digits in and out of my pussy, coating them with juices. Then he abruptly pulled my hands behind me. "Spread those little ass cheeks apart for me".

Smothering a moan I did as I was told, pulling my cheeks apart

"You seem like a dirty girl", he mused, obviously pleased with my compliance. "I'll bet you like to finger fuck your ass too, don't you".

"Sometimes," I whispered meekly, somehow embarrassed.

"Hmm... and do you let your boyfriend fuck your ass?"

"No" I admitted finally. "He's never... asked... or... wanted to".

"But you like it don't you? You must miss the days when you had men fucking this slutty little ass all the time"

"Sometimes."

He pressed my fingers, still slick with my pussy juices against my tight hole. I knew what he wanted. He grabbed both cheeks of my ass and held them apart, instructing me as I slid my finger into my ass, first one, and then two while he watched me rhythmically moving them in and out, creating that familiar tight pleasurable ache that had been so long since I'd indulged. I felt my face flushed as it pressed against the cool wooden door as I moaned softly, imagining his hard cock had replaced my fingers already.

"That's good," he said finally in a tight voice. "Now clean those fingers off in your mouth. I'll bet a good little slut like you loves to lick ass".

Feeling dirty and desperate for more, I brought my finger around, sliding them into my mouth. He grabbed a handful of my long blond hair and pulled it back so he could watch me. My large green eyes looked up at him mischievously as I slid my fingers past my soft pink lips, slurping the wetness off my fingers while he smiled at my obedience.

Once he was satisfied, he stepped forward, grabbing me roughly around the waist and moving his mouth against mine. My lips parted against his kiss that was hot and openly demanding. I sucked his tongue into my mouth, eager to taste him, desperate to have any part of him inside me. His hands peeled down the straps of my tank top, pushing it down over my waist and shoving it over my hips along with the little skirt. I wriggled to get out of it, wanting to feel his hot skin against mine. I felt his hands on my ass, pulling me into him, and I was sure I was soaking his jeans as I threw one leg up over his hip, seeking to feel that nice hard bulge against my pussy again. I was getting more needy and more desperate for him to fuck me, and while he was happy to indulge me, it was clear there were more rules to be followed before this reward.

"You're not quite done just yet," he said, grabbing hold of my small shoulders. He forced me down until I was on my knees, naked, flushed with lust, and panting hard.

"I want you to fuck me," I gasped, looking up at him with pleading eyes. The waiting and anticipation had my heart thudding in my chest loudly, and the blood rushing through my head. I would have done anything in that moment; suddenly ready to beg for something I had been so reluctant for only a short time earlier.

He tilted my chin upwards. "Oh I'll fuck you. But first you have to show me that you deserve it".

He gestured to the buckle on his jeans, and like a starved woman, my hands worked quickly to unbutton them and tug them down. My mouth watered to see his beautiful cock spring free, already hard and glistening with precum. My hands slid up his thighs, as I leaned forward, keeping my eyes locked on his as I flicked my tongue over the knob, then running it along the underside of his shaft, undulating it against that sensitive spot just beneath the head. Then I took him into my mouth, moving my soft, wet lips all the way down the length of his cock. I wanted all of him in my mouth, and I pushed forward, deeply, until I could feel the pulsing head against the back of my throat. I paused, fighting my gag reflex and moved forward yet again, looking up at him for approval. He smiled down at me and put his hands into hair, grabbing hold of my head, firmly. I started to slide my lips back over his now wet shaft, trying not to sputter, and then relinquished control to him. He began to thrust his hips back again forth, over and over again, relentlessly fucking my mouth while I kneeled naked in front of him, dripping wet with my own juices.