Adventure of a Lifetime

The summer before senior year, I decided to spend a month with my aunt, in Michigan. I needed a break from my Grandmother, who was raising me, and have always had a good relationship with my aunt. Little did I know how that visit would change me.

Within days of arriving in Michigan, my aunt introduced me to her best friend, Marissa. Marissa was a 40 year old married woman, whose daughter was the same age as my cousin; Marissa and my aunt had met through their girls. Marissa was about 5'3", 125lbs, with long, red hair, smaller breasts, but a slim waist and nice curves. She was not overly done up, but was never hard to look at.

Over the course of my month long stay, we did a lot with Marissa and her daughter and the more time we spent with them, the more I was attracted to Marissa. She was intelligent and quick witted, and when she wasn't dressed down, her shapely, exposed legs clearly led to a beautiful ass – while bowling once during my visit, I couldn't help but stare as she took her turn, bending slightly to propel the ball down the lane...I was so hard it was difficult to keep up with the game.

As my interest grew, my aunt and cousins noticed and decided it was "cute". They teased me in front of her, but never once did she make me feel badly, nor did she turn away my attentions. She was married, though, so I returned to Florida with the assumption that I'd only hear from or see her if I returned to visit my aunt.

I was so wrong. Within days of returning home, I was delighted to see an e-mail from her. She edits books, for fun not as a career, and had reviewed the beginning of a book I was writing while in Michigan. The e-mail asked if I had written anymore; I had been busy arguing with my Grandmother and hadn't even thought about the books, so I responded that I'd been busy with family. Thinking back on it later, my response was curt and I should have been more shocked by what happened next.

A few days later, another e-mail arrived. This time, she asked about a website I had told her about. My innocent response, asking how she had been, led to much more than I could have anticipated. She told me she was stuck at the office and bored, asking me to entertain her. After inquiring how, she told me she enjoys reading, so I should write something for her...the tone and undercurrent to the "conversation" led me to believe what she really wanted was an erotic story, so I took a stab and kept my fingers crossed that I had guessed right. I did and over the course of the next few days, we both added to the story and the situations were more than a little arousing.

Several times over those days, she mentioned her guilt over the situation: I was her best friends high school aged nephew (although I was 18), she was married, and she was much, much older than me. Although I reassured her that our exchange would be private, the guilt won out and she put an end to it, but not without a proposition. Through our conversations, I came to learn that her secret desire was to be submissive. While this had always been one of mine, so I could relate, I was also intrigued with the prospect of having her at my beck and call. The fantasies fueled my dreams, both sleeping and waking, and I often found my own satisfaction with these thoughts. So, her proposition was this: she wanted to finish raising her daughter and asked if I would be her dom when that part of her life concluded. Her daughter was 10, so in the intervening 7 or 8 years, she encouraged me to finish school, do a 4 or 5 year stint in the military (she had been in the Army at my age and thought the experience enriching), then return to go to college. She encouraged me to improve my grades and ASFAB scores and pursue a medical or communications MOS in the service. She also tasked me with learning what it means and how to be a good dom, encouraging me to experiment and enjoy being young, but taking precautions ("always use a condom" she said). Also during this time, she offered to begin, long distance, being submissive to me. She would allow me to direct her in minor things, things that wouldn't cause her issues at work or home, such as what to wear and, when I knew she'd be alone, what she should do with herself. And she promised not only to faithfully perform her tasks, but to report back, in detail, how she did them.

Considering that she was my aunt's best friend, over the course of those years, I did see her. When I was able to visit, I would send her a detailed log of how I wanted her to dress and some things I wanted her to do while I was there, things that would not lead my aunt to believe anything was going on between us. As time passed, and my aunt became less concerned about our budding "friendship", we were bolder and I would touch her under the table at restaurants, "bump" into her whenever possible, and often steal quiet moments alone.

Although nothing more physical ever happened, those years passed quickly. We exchanged e-mails, me reporting on my progress and her encouraging me and giving me much needed advice on both sexual and non-sexual issues. There were a couple of women, over that time, that I took a deeper interest in, and she always reminded me that she wouldn't allow me to give up something I wanted for her, but I was never interested in the things women my age wanted. I didn't want children, the picket fence, or the golf club membership; I wanted a woman who would do what I asked, when I asked it, and nothing less would suffice.

Marissa always told me that, one day, she'd surprise me by showing up on my doorstep to enact the first story we had written together and that, from that moment forward, we could embark on this adventure that had been teasing us for years. She promised to support me while I went to school, provided I took sole responsibility for her once fully employed. While the word "responsibility" was daunting, I knew that doing so would also mean she was mine and would not hesitate to do whatever I asked of her.

After my discharge from the service, I moved to Michigan to attend the University of Michigan. A fellow former soldier did, as well, and we became roommates, living in an apartment just off campus. I knew Marissa was much closer to me now, but also knew I had to wait for her to make the first move. It was several months into the school year when I casually noticed a new tenant moving into the building. Not the most observant of men, I didn't pay attention enough to see who was moving in. So, while I should have anticipated it, I was surprised one afternoon to return home to find her standing outside her door, looking forlorn. I immediately asked my friend to take a walk around the block and not to expect me home for at least a couple days once he returned. The story was unfolding and, while I had memorized what to expect, having it play out in real life was something I was beginning to believe would never happen.

She was gorgeous: her long, natural red hair was shining in the dim hallway light and she was wearing a tight black dress. She caught me looking at her and walked up casually: "Hey, I accidentally left my keys locked in my car and was wandering if I could hang out with you until I get my car unlocked?" she asked, while smiling. Knowing there was no way I could deny her, after waiting so long to touch her, I grabbed her hand and dragged her to my apartment.

We walked in and I went to my room to put my bag away. When I came back, she was in my kitchen with two glasses of wine. I took the one she offered to me. "Thanks so much for letting me in," she said, while I drank the wine. When I finished the glass, I looked up at her, smiling, and said "anytime...what are neighbors for?" As I finished the sentence, I felt dizzy and light headed. I fell to the ground, blacking out after hearing her say "this really made it a lot easier for me."

I awoke, handcuffed to a bed and wearing nothing but a sheet. "Oh good, you are finally awake," her voice came from next to the bed. I looked around and realized that I was in her apartment, but the room had no windows, so I had no idea what time it was. My stomach grumbled, clearly indicating I had slept through dinner, and she smiled mischievously. "Now, how to nourish you..." she said seductively. Before I could respond, she climbed above me and, stark naked, sat on my mouth and grabbed my hair. She started to ride my face.

While her actions, and my luck at getting offered such a chance, were amazing, being handcuffed had its limitations and I desperately wanted to be free to explore with more than just my mouth. As I pleasured her, and enjoyed the proof her approval, I discovered that the cuffs were not as tight as they appeared...my right hand slipped almost too easily from the cuff.

I start moving my hands upwards, slowly so as not to draw her attention too soon and end my explorations, until I am finally able to massage her breasts. She gasps and her rhythm becomes erratic. As I massage her soft breasts, tugging gently on her harden nipples, she leans back and screams her pleasure as wave after wave of her orgasm fills my mouth...god she tasted so good, as I lick and suck until I feel her body relax. Taking advantage of her satisfaction, I quickly shift our positions, moving her onto her hands and knees and kneeling between her legs. Knowing I've taken control of the situation, and not wanting to waste this precious opportunity, I rock my throbbing cock against her wet pussy and started biting seductively on her neck. Then I slid into her tight pussy, slowly. She moans and I feel her pussy grip my cock even tighter. She pushes back, making my cock sink deeply into her core. Still restraining my own release, I grab her waist and start a slow rhythm, in until I am deeply seated insider her and out until only the head is penetrating her. Her moans and the wriggling of her body push me on, telling me that she wants more, faster, harder.

As I slam into her body, my hands reach around and, first, tweak her nipples and palm her breasts in my hands. Still holding one hip firmly, my hand slowly glides down her body until I am in the perfect position to slowly circle her engorged clit. She screams out, again, and I can feel her orgasm spasming around my shaft, trying to milk my own orgasm from my body...but I'm not ready for that and ease pressure off her, slowing my pace as she comes down from her pleasure. Letting her body rest, I hold her and wait.

Once she recovers her breathing, she turns her head and captures my lips with hers..."I hope you aren't done yet," she purrs. Flipping onto her back, she grabs my throbbing cock, running the tip up and down her wet pussy lips. When she gets to her clit, she rubs my cock against it for several minutes, moaning and thrusting her hips so much I think I'll explode just watching her.

Sitting up suddenly, she pushes me onto my back and her hungry mouth finds my shaft. Licking slowly around the head, she teases me before wrapping her warm lips around me and embarking on a slow slide down, my body shaking with the desire to fill her mouth. Her moans vibrate through me and it is clear that she is thoroughly enjoying the taste of my cock. I can't take anymore of her slow torture and grip the back of her head, forcing her to take me deeper. With her throat constricted, her gagging reflex kicks in and almost makes me orgasm right then...but I hold it off and, as she adjusts to the invasion, she begins a steady rhythm, up and down my cock, bringing me back to the edge.

Before that can happen, as she licks from the base of my cock to the head, I pull our faces together and slip my tongue in with hers. As we passionately make out, I grab her ass, playing with it. Then, I put her back on her hands and knees and tease her pussy and ass with my hard throbbing cock, waiting to see which she wants me to pleasure. Before I can come to any real conclusion, she arches her back and I slide smoothly into her drenched slit. She is already clenching me tightly, in the throes of yet another orgasm, but there is much more I want to do and explore with her.

Taking my hard throbbing cock, now covered thoroughly with her pussy juices, I bring my cock to the entrance of her gorgeous ass and gently slide it in. She stiffens, momentarily, adjusting to my cock, and I hold as still as possible for her. As she relaxes, I begin to move...slowly at first, but quickly increasing both the pressure and speed of my thrusts. I reach under her raised hips and find her hard nub. Just one touch sets her off and she is screaming in pleasure. It's too much and I find myself ravaging her, taking no care to think about her comfort as I drive toward the orgasm that I've been holding off for what seems like hours. As I explode inside her, her body clenches and I can feel her pulsing pleasure, pulling more and more from me. Spent, I collapse on top of her.

After a brief nap together, with my cock still hard and filling her cum filled ass, I awake and decide to explore the house. Approaching the door to the room, I notice a note saying that if I were to go past it I would be in trouble. Checking that she was still asleep, I go through the door. Outside, a table awaited, piled with snacks and drinks and another note, this one saying that I better eat my fill because I'll need my energy for my punishment. Ignoring the note, but intrigued by the promises it alludes to, I eat my fill. Returning to the bed, I am surprised when she suddenly pounces on me, impaling herself on my still erect cock. With her back to me, she appears to be sucking on something in her hands. Turning her head to me, she asks if I am ready for my punishment.

At my nodded, she begins bouncing on my cock with excitement. With a glint in her eye and a glance back at me, I feel something probing my darkest place. Trying not to panic at the invasion, I forced myself to relax...while I've never imagined doing anything of the sort, I'm curious to see what pain or pleasure she could bring me. As she slowly pushes what I now know to be her dildo inside me, she grinds herself on my cock. Once my body adjusts, her pace increases in both respects...I feel her pussy contracting as she nears orgasm as the end of the dildo rubs against sensitive places I didn't know exist. It doesn't take long before I feel my orgasm swell and shoot deep inside her. As her breathing relaxes and she eases herself, and the dildo, from my body, she appears disappointed..."hmm...you enjoyed that too much..."

Her legs are spread, so I put my face in between them and my mouth to her pussy. Flipping me onto my back, I feel her hot breath on me as she starts to suck on my hard, sensitive, throbbing cock, while grinding her pussy very enthusiastically into my mouth...I was beginning to sense she is insatiable and looked forward to finding her limits...

The next day, somewhat sated and ready to fully embark on this adventure, I return to my apartment. Quickly pulling out the duffel bag hidden in the back of my closet, I returned to her. First, I present her with the collar I had saved for two months to buy her: it is encrusted with diamonds and so dainty it complimented and looked gorgeous on her. Then, I start to position the toys I had gathered around the room: I hung the swing near the bed, attached the wall restraints to the wall facing the window, and put the various other implements I planned to use on her in a drawer, close at hand. The look on her face as I did these things was priceless: she was flushed with both embarrassment and excitement. And as I finished and turned to her, she slowly sinks to her knees and bows her head, awaiting my first directive.