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My Ultimate Fantasy

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I arrive at your door, trembling with a mixture of nerves, excitement and anticipation of what lies in store. I knock and wait with baited breath; I hear your footsteps as you approach the door, slowly opening it. There you are the sophisticated dominant older women I have often fantasised about, shoulder length hair tied up scruffily, dark rimmed glasses, white blouse with black bra straining to hold in your ample breasts, perfectly curved figure, hips which are accentuated by a black skirt that finishes just above the knee, and a slit which exposes the tops of your classic black seemed stockings. I gaze upon you as you turn and tell me to enter. I close the door and follow sheepishly behind you. We are in hotel room and you walk to the chair in the corner, where you sit crossing your legs, allowing your skirt to ride up just enough to expose your bare thighs. I stand a few paces away with my hands behind my back and my head bowed looking to the floor as I await your instruction. You remove your glasses and place one of the arms between your teeth as you look me up and down, contemplating how best to suitably deal with this insignificant excuse of a male you see before you. The aura of your presence and continued silence start to make me uncomfortable, I can feel the power of your stare; it’s as if you’re trying to read my mind, probing my inner thoughts, trying to expose my deepest sins until suddenly you speak, ordering me to remove my cloths and kneel at your feet. I quickly react and follow your instructions, and as I position myself at your feet you remove the shoe from your raised foot which I instinctively start to kiss and caress, desperate to please. The feel of your stocking clad foot coupled with my feeling of vulnerability makes my cock harden, which only serves to increase my yearning to fulfil your wishes. You uncross your legs breaking my embrace and place your foot between my knees. I lean forward, taking the top of your calf with both hands and start to kiss your leg below the knee. I slowly move up towards your thigh before you place your hands in my hair, halting my progress. I make no protest and carry on kissing your thigh, wishing you too allow me to continue up towards your shaved pussy. Your toes rise up to my balls and you start to tickle them, before sliding the tips up the back of my shaft towards my now throbbing gland before they glide across the tip sending shivers through my body. My feelings of pleasure are short lived as you grab my hair and pull my head away from your body. You rise from the seat and point to the precum that is glistening all across your toes, demanding that I clean up the mess I have left. As I kneel at your feet a wave of pity washes over you. You tell me to get on the bed as you pick a bag up from the corner. Taking each wrist in turn, you secure them to the head board using restraints taken from the bag before securing my ankles in a similar fashion. There I lay, spread out on the bed, you sit next to me and start to slowly stroke my body deliberately avoiding my cock, your touch so light yet so purposeful, my erection reappearing in an instant. You watch my cock start to throb, begging to be touched; you turn to me and tell me I am good boy really, that you were sorry for over reacting as you know the reason my cock was leaking so much was through my desire to please, and as result you were going to give me the reward I deserved. You then lean slowly into me as if to kiss me, and just as I think our lips would meet you turn and get off the bed, walking into the bathroom. I hear you in the bathroom, my mind in over drive as I try to predict what reward you have in store for me. The bathroom door opens and you reappear, your hair is now down, blouse and skirt gone. You walk slowly over to me, peering sexily over your glasses, you look amazing in matching black bra and French knickers, stockings held up by you suspender belt. Reaching into the bag you pull out a bottle of baby oil and sit on the bed. Pouring the oil over my chest you slowly start to work it into my body, again deliberately teasing me, your hand brushing ever so slightly passed my straining erection, my body instinctively twisting and turning to try and prolong any contact, percum oozing from the swollen tip of my gland. Taking your index finger, you drag your nail over the helmet, scooping the precum up before offering it to my mouth, which I duly accept and clean. Turning your attention to my cock, you pour more baby oil into your hands and begin to work it slowly into my shaft and balls, ensuring both are well lubricated. Once satisfied you alternate between slowly dragging your nails along the length of my shaft, teasing the tip and wanking me furiously almost to the point of no return before releasing my cock, thus allowing my orgasm to subside. You continue this for a short period but as my cock becomes more sensitive with every stroke, you turn your attention to my balls, keeping me in a state of extreme arousal. While playing with my balls you brush your finger across my anus and I shiver and let out a low moan. This effect doesn’t go unnoticed and a smile flashes across your face. Grabbing a pillow you place it under my lower back and reposition yourself in between my legs. Taking the baby oil you begin to lube my arse, probing ever increasingly until you work one, then two fingers into me. Expertly you begin to rub my prostate which makes me squirm and gasp with pleasure. Seeing the effect you’re having on me you start to stroke my cock while continuing to finger my anus asking me if your good little boy is really a naughty girl. I fail to reply and you withdraw your fingers and release my cock. Climbing up the bed you kneel over me, sitting across my chest. You reach behind you and start to tickle my cock. Looking into my eyes you tell me that if I want the release I so desperately craved, I was to admit that I was a naughty girl, to which I did without hesitation, my balls heavy and full, my cock throbbing so much it hurt. On hearing those magic words you jump from the bad giggling with delight. Removing my restraints you go to your bag and produce a silk white babydoll, lace thong, suspender belt and stockings, handing them to me you tell me to put them on. You turn back to the bag and pull out a strap-on. I place the outfit on, trembling with excitement as I watch you remove your panties and attach the harness to yourself, this has always been my ultimate fantasy and I couldn’t believe this was happening. You walk over to me, your new cock standing hard and proud, you take my cock and tuck it down and between my legs, saying naughty girls don’t need have these, before grabbing me and pulling me close, kissing me passionately, your cock pressing into my belly as you squeeze my arse, mumbling through our kiss that you’re going to enjoy taking my virginity. Pushing me onto the bed you tell me to lube your cock up before you turn me over and telling me to raise my arse for you. Climbing onto the bed, you position yourself behind me and I feel you place the tip of your cock at my entrance; my heart is rushing, my head is buzzing, still in shock that my fantasy is going to come true. You start to enter me, I gasp with pain as you fill me. You start slowly and as you build a rhythm the pain turns into a pleasure I could have never imagined. I respond by pushing back to meet your thrusts, which is met by you calling me a naughty girl and saying how much you love your new little sissy. This is all too much for me and I start to have my first anal orgasm as ripples of extreme pleasure pass through my body and I let out deep moans similar to that of women when they orgasm, before I ejaculate into my knickers. Exhausted we flop forward and you remove your cock. Removing the harness you roll me over before sitting on my face. Your pussy wet with juices and I lap greedily at your entrance until you orgasm heavily and lap at your juices. This is the start of many wonderful experiences. I know there is a woman out there who would make this come true. The challenge is finding her.
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Written by TrevDreams

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