My lover and I have been together for 5 years now and it has thus far been one hell of a ride. I would never have believed that a loving and caring relationship could also be filled with such passion. Our first kiss actually took place on Valentines Day, thus this story is one of my presents to her. From the beginning, we have shared our fantasies with one another. We frequently discuss them and add new twists as we masturbate over the phone or play with each other when we are together. She is an incredible lover and has fulfilled every fantasy I possessed before knowing her. This story is all about my plans for fulfilling a recurring fantasy of hers with the intention using the story as her roadmap.

Valentines Day is always a special day for us. I’m a bit of a romantic and have arranged for a large bouquet of flowers to be delivered to her office. I’ve also worked with her receptionist to ensure that my Valentines Day card gets delivered at the same time. As she returns to her office she opens the card to find not only the beautiful sentiments, but also a hotel room key and very private and provocative note which reads:

My dearest Valentine,

As I have so often told you, you are the love of my life and have exceeded my wildest expectations as a lover and a friend. My gift to you this very special day is to submit myself to your darkest desires and allow you to experience your unfulfilled fantasy. Please use this key to join me at 4:00 so that we may begin our adventure together. Timing is very important, so please do not be late.

I can only imagine how flush her cheeks become as she reads my note and starts to anticipate what lays ahead for her. She is very responsive and I am sure that as she contemplates my plans, her nipples have hardened and her pussy has become moist.

As I quietly wait in the hotel room for the final minutes, my heart is pounding with anticipation of what I know is to come. My cock is hard and throbbing as I anxiously await the sound of the key entering the lock. At the very moment where I think I can wait no longer, I hear the lock and my heart skips a beat as I hear her enter the room.

I hear a soft moan of anticipation and desire as she first encounters the beginning stages of her unfolding fantasy.

She finds me naked kneeling on the bed over a stack of pillows. I am blindfolded with my hands tied to the bedposts and an extremely large butt plug up my ass. Along side me she finds our favorite flogger. She picks it up and gently runs it over the cheeks of my ass. She tells me that I have been a very naughty boy to have put so much energy into this elaborate little plan and begins to strike my ass. With each stroke I moan aloud. She knows full well that her fantasy has become my fantasy as well and that we are just beginning our journey towards fulfillment.

Perfectly on queue, there is a knock at the door and a shout of “room service”. I hear her walk towards the door as she exclaims “Now I wonder what that could be”. A very large well built black bell man is at the door with a bottle of champagne. He enters the room part way and can only see my feet on the bed. She smiles broadly as she looks him up and down. She also notices an envelope by the door labeled tip money. Then almost as if she had rehearsed the line several thousand times, she looks up at the bellman and states that he has a choice to make, he can collect a modest tip for his delivery or he can choose to stick around and help her play with her toys and also collect a very generous tip. He looks at her a bit perplexed and she goes on to explain that I am her toy and today she would very much like to share her toy with him. He remains a bit resistant, but as she fans several hundred dollar bills, he asks her what he will have to do to earn her generosity. She gently begins to stroke his cock as she whispers her fantasy into his ear. His arousal becomes quickly evident to her which causes her to shriek with delight.

I hear the door close and am yet unsure whether he has stayed or not. I hear nothing until the flogger cracks my ass. My lover is now beating my ass harder than she ever has in the past. The burn sends tingles down my spine as my ass gets redder and redder. Then as sudden as it started, the flogging stops. She begins to rake her nails over by hot burning ass. Her strokes get closer and closer to my asshole as she begins to tug at the butt plug. She slowly pulls it out leaving my asshole wide open for her. She spreads lube on her hand and begins to slowly insert it into my ass. With my ass spread so wide she easily curls her fingers into a fist and continues to shove it into my ass. She gets herself deeper into me than either of us ever thought possible. Slowly at first and then picking up speed she fucks my ass with her fist.

The pounding feels so good; I can feel my cock literally dripping pre-cum. I moan out in delight as she pounds my ass and I suddenly realize that I will achieve my objective in satisfying our mutual fantasy. As my mouth opens to moan aloud, I feel his cock brush my lips. I open wider so that I can taste my first cock. He grabs my head to steady himself and begins to slide his huge pecker into my mouth. I eagerly lick him as she continues to fist fuck my ass. She moans aloud as she watches me service him. Although I am still blindfolded, I can clearly imagine the sight of both of my holes being so severely ravaged.

She knows exactly what she wants to happen next as she extracts her hand from my ass. Crawling beneath me, she begins to take my raging cock into her mouth. She reaches up and grabs my ass cheeks. She uses the leverage to not only pull me deeper into her mouth, but to also open me up further for the grand finale of our fantasy. The moment she has craved is about to unfold before her very eyes as he extracts his cock from my hungry mouth and positions himself behind me.

She releases my cock momentarily to demand that I tell him what I want. My head is spinning so fast that my response is delayed and thus she squeezes my balls tightly and is sterner in her second attempt. I shriek out from the pleasurable pain knowing that she means business. I quickly take a deep breath, look back towards him and tell him that I want my ass fucked, I want my ass fucked hard, I want him to take my virgin ass and make me his bitch. I tell him I need to feel his hot sticky cum up my ass and I need it now. With that he presses the head of his cock against my asshole and proceeds to push himself in.

His cock feels so good as he slowly enters me. He goes deeper and deeper until I can feel his balls touch my ass. He stops momentarily allowing me to get used to the fullness he is providing. His first outward stroke is slow and easy as is his next inward stroke. I scream out for him to fuck me when he grabs my ass and begins to pound me. With each inward stroke my cock is shoved deeper and deeper into my lovers waiting mouth. She hungrily swallows me as her lust over powers any resistance her throat may have previously offered. Stroke after stroke he slams into my tight ass. As I feel his balls begin to tighten I know we are close to the culmination of our fantasy. My own balls tighten as my cock goes deeper into her throat. I scream out that I am about to cum as she thrashes beneath me experiencing the most intense orgasm I have ever seen from her. The pounding in my ass and the sight of her cumming is too much for me and I explode harder than I ever imagined. As she attempts to swallow every drop the tightening of my ass causes him to explode within me.

We all collapse in a heap as we catch our breaths. Although she is not fully recovered she is quick to disengage. She gently grabs our bellman by the arm and informs him that it is time for him to leave. She hands him his tip as he quickly dresses and departs.

As the door closes, she returns to my side. As she gently strokes my body she unties me and rolls me over onto my back. She is absolutely glowing as she mounts my still rigid cock and begins to fuck me. In very little time, she is cumming again and again. Her pussy squeezes my cock like never before. She collapses on top of me still convulsing from the power of her orgasm. As I reach may arms around her and hold her tight I begin to shake violently with her. Our fantasy, now fulfilled, intensifies the bond that we share. We continue to convulse as I once again cum inside her feeling the most intense orgasm of my life.

I was on holidays by the coast with my family just after my 16th birthday, sweet 16 and I had definitely been kissed - quite often actually, but I was still a virgin. Not far from the villas where we were staying was a camping ground that I would pass on my way to the beach each day.

On a particular occasion when I passed the camping ground I noticed some new tents being erected by three young guys, they waved and greeted me asking if I knew where the best place for swimming was. I laughed and pointed over the dunes, it’s about the only swimming spot, that’s where I’m heading right now.

The tallest of the three guys walked over and introduced himself to me, my name’s Dean, that’s Kirk and Rob over by the tents, what’s your name? I hesitated for a moment as I looked up at him; he was standing quite close to me, I could smell the scent of aftershave combined with sweat and for some reason my whole body felt sort of tingly and strange especially my nipples and between my legs.

He was very good looking and stood at least six foot with short dark hair, hi, I’m Gloria I breathed softly, quite unaware that I was looking up at him with an awe struck expression on my face. Dean held out his hand as if to shake mine but as we stood facing each other he didn’t release me straight away, would you mind showing me where you go to swim? he asked.

I nodded and started to lead the way, he swapped hands so that he still held mine in a firm grasp and followed me, until we were half way through the dunes. Stopping me he turned me tilting my face up towards his with a finger beneath my chin, I wasn’t afraid but my breath caught in my chest, by this time I was extremely excited as he stared down into my eyes.

We stood there for a while, our eyes locked in some sort of intense soul search, then he smiled warmly I thought so, they are green they looked blue before but I wasn’t sure. How old are you Gloria? he inquired softly. I could feel moistness starting to gather between my legs, he was getting me so horny with his deep voice and smooth comments, I wanted so bad for him to kiss me.

I’m nearly 18 I lied and smiled at him bravely, my breath quickening as he leaned down and touched his lips to mine gently. Our lips moved together warmly, his tongue probing my mouth gently seeking out my tongue. His strong arms gathering me closer so the lengths of our bodies were pressed together as the kiss deepened, shockwaves of excitement thrilled through me.

I moaned softly into the kiss and this seemed to excite him, the hard line of his cock pressing harder against my pelvis through our clothing. His hands ran up and down my back slowly, feeling every contour of my back right down to my hips and rounded ass. I copied his movements, feeling the taunt ridges of muscle running down either side of his spine until my hands cupped his buttocks in the same way he held mine.

Dean groaned as his hand slipped up my top, cupping my upturned B cup breasts, I sucked in my breath as he started playing with the sensitive nipples. My crutch was now soaked and slippery within my bikini briefs, my nipples pointed and hard as his lips slid aside my bikini top to find them. The warmth of his mouth around my nipples made me moan softly again, he sucked their tips deep into his mouth and flickered his tongue across the excited tips letting his teeth graze the tip gently.

I moved willingly as he lay me down upon the warm sand of the dunes, we were surrounded by thick low shrubs and quite concealed unless someone were to practically trip over us. I was more excited than I had ever been in my life, the inner walls of my vagina were contracting and releasing with anxious anticipation.

Dean untied my bikini top and slid my bikini bottom off, I was lying naked except for the long sun shirt that was unbuttoned and spread open beneath me. Dean�s eyes trailed down my body, his fingertips stroking my tanned skin as he started to kiss my breasts again. I sighed with pleasure and ran my fingers through his hair as he ran his tongue around the puckered areola and nibbled at the tip of my tight nipple.

His hand stroked down my body and found its way to the soft triangle of hair between my legs, open them for me please he begged and I did. His fingers were warm as they slid between the soft folds of flesh that shielded my clitoris, I moaned and he moved them rapidly across the hardening pleasure bud.

He slid his fingers further along to the entrance to my vagina, and I raised my hips slightly to greet the gentle probe. Oh god, your so wet down there he murmured to me as he slid a finger into my virgin hole and tight too he added as he tried to add a second finger inside me.
I moaned and thrust my hips towards the searching fingers as he buried them inside me, sliding them along the slippery excretions that had pooled within my pussy lips. My body arched upwards, my breasts pressing against the seeking lips that devoured them, I groaned and panted loudly as the pangs of orgasm shot through me, my body shuddering and bucking with his fingers still planted deep in my hole.
Each time his fingers entered me I could feel him crush the thrusting hard length of his cock against my hip. I knew he wanted me, that making me cum like that had excited him, but I wasn’t sure what to do, my fingers fumbled with the zipper of his jeans.

Dean kissed me again and helped me by pulling his jeans off which was swiftly followed by his shirt, his torso was tanned but not overly muscular. Then his fingers found my cum soaked hole again and he continued the slow sweet movements that were driving me wild inside. I grasped the thick shaft of his cock, and let my fingers explore it’s length, from the circumcised bulbous helmet of it’s head to the hair covered balls that rested below.

The tip of his cock was quite slippery with pre-cum, which I rubbed over the head gently with my fingertips. Then Dean was on top of me, his naked body rubbing along the length of my naked body, setting my skin on fire. I spread my long slender legs open and wrapped them around his hips as he rested his cock against my virgin pussy.

The slipperiness allowing him to slide along my pussy slit as if he were inside me, then suddenly he was. With a quick sharp shove, his cock was deep inside me, the pain was minimal, just the aching stretching feeling as the thickness of his shaft opened my virgin hole.

Holding me tight against him, he thrust deeply over and over, his cock making itself at home within the wet warm walls of my virginal hole. I bucked upwards beneath him, my whole body arching and shuddering with each thrust, my moans becoming so loud that he had to kiss me deeply to stop me from screaming with pleasure. Dean was fucking me in a frenzy of passion, his cock squeezing in and out of me at an ever-increasing rate as, his hands and mouth all over my neck lips and breasts. Our bodies plunging, hips rolling and thrusting as we clung to each other, his cock grinding inside me. He moved my legs upwards until I was bent right in half, I could clearly see his cock moving in and out of the mouth of my pussy.

A thick creamy white foam around the mouth of my cunt coated his cock each time he withdrew, the feeling was unlike anything I had ever experienced. Dean smiled down at me as he rocketed himself into me, it seemed the faster he went the more the excitement within me grew.

As my breaths became shorter I felt my insides ripple, the channel of my cunt tightening around the thick hard shaft within it, I cried out and Dean replied with an erotic groan. I was cumming again and Dean was too! Our faces both twisting with passion as his hips collided violently with mine, blowing a hot load of cum deep inside my quivering, contracting hole.

After he had finished he let my legs down from around my shoulders and rolled sideways off my panting breathless body, I could see beads of sweat upon his brow as he lay next to me in the sand. We lay there silently for some time before I sat up and shook out my bikini that was lying beside me in the sand.

Dean grabbed my hand and pulled me towards him, his kiss was soft and tender and his dark eyes looked deeply into mine. That was your first time he stated rather than asked and I nodded. He pulled me gently down beside him and held me close, you should have told me he whispered into my hair.

I didn’t know what to say so I just lay there with my head on his shoulder, his hand stroking my long dark hair softly. I have to go I murmured, realising lunch would be ready back at the villa and my parents wondering where I was. It was a really great experience, one I’ll never forget. Losing my virginity to total stranger the very first time, unfortunately the last.