The Game—Chapter 3 Sara’s First Fantasy
First some background:
Ron and I have been dating for several months now. We are both attractive young professionals working in the Chicago area. I am blond, 5’6”, and have 34b breasts. Ron is about 6’, trim and athletic, and has an 8 inch cock. He can cum like a freight train and produce more spunk than I ever thought possible.
Recently Ron and I have begun exploring sexual fantasies together (See Chapter’s 1 and 2 for details). We have invented a game where each month one of us will fulfill a fantasy of the other’s. Last month was Ron’s month and this month is mine.
Ron’s fantasy was to fuck a stripper. With the aid of my friend Michelle, I found a stripper named Crystal and we spent an amazing night together. Now it’s my turn to send him a note with my fantasy in it. The rule of the game is that the fantasy must be in the other person’s hands by the first of the month, and the other person has 30 days to fulfill it. Chapter 3 begins shortly after the night with Crystal, where I, for the first time, must come up with a fantasy for Ron to fulfill. And now on with Chapter 3:
Chapter Three: Sara’s First Fantasy
Two weeks had passed since Ron and I had our tryst with Crystal. I found myself sitting at my desk at home drinking a glass of wine with a pad of paper in front of me. I was wearing my silk robe with nothing underneath. My trash can was half full of little yellow balls of legal paper that I had written on and then discarded.
It was my turn to come up with my fantasy for Ron to fulfill and I had only two more days before my fantasy was “due”. This was harder than I had imagined it would be, and I wanted the fantasy to be deeply fulfilling for me and also for Ron. I had toyed with a lot of ideas, but always seemed to come back to images of Ron and me, with Crystal, or Michelle and me with Rick.
I could not get these ideas out of my head and I didn’t want to repeat or recycle a fantasy. I was learning something about myself in this game of ours: I really didn’t know my own sexuality as well as I thought.
“Damn. This shouldn’t be so hard,” I thought as I tore another sheet off the top of the tablet and wadded it into another ball and threw it at the trash can.
I downed the last of my glass of wine and went to the bathroom to pee. I stood looking at myself in the mirror not really recognizing the person staring back. “Why is this hard? It’s just sex? Everyone does it. Why can’t I come up with a fantasy? Jesus what gets me off?” I thought.
I sat on the toilet, peed, and thought about previous sexual encounters before Ron. I had dated some, but was not a slut. All of the images of me with previous boyfriends started with them making a move, me letting them, and then them taking the lead. Even when I was with Michelle last month, I was little more than a puppet to her. I realized that I had never initiated sex in my life.
“Jesus, what is wrong with me?” I thought. “How is that possible?”
I returned to the kitchen wanting another glass of wine as my epiphany progressed. I was a prude. Well maybe not a prude, but I had never been in a position to get whatever I wanted sexually. What did I want? What turned me on? What made my heart race and my pussy tingle?
Even my masturbation fantasies were not my own. I thought about the last time I used my fingers on myself and replayed the images in my mind. I was lying on my bed, naked. The lights off, but shafts of streetlights filtered through my bedroom curtains giving my body a sensuous moonlit glow. My fingers were on my clit, but my mind was conjuring images of Rick: his cock hard and throbbing, as he entered me; the feeling of fullness and lust coursing through me; the feeling of him cumming inside me.
I came within ten minutes on my own fingers, but I had not once in my fantasy been the active participant. I had not, even in my own masturbatory fantasies, been the aggressor. It was always him doing something to me, not me doing something to him. Damn.
I stood in my kitchen holding a fresh glass of wine staring through my own translucent reflection in the kitchen window over the sink. I was lost in my thoughts of sexual confusion.
Across the alley that my kitchen faced, a light burned in a second story window of the apartment building where lots of young people lived. The rents in the building were cheap by Chicago standards, and the trains provided enough mobility that few needed automobiles.
My reverie was broken as a silhouette of a person crossed in front of the window opposite my own. There were no curtains there, and I suspected a group of college kids lived there. Suddenly a man appeared framed in the window staring out at the night. Being Chicago we were no more than twenty feet apart from his apartment to mine. The man was no more than 20 or 21 years old and he seemed not to have noticed me as of yet. He was wearing only a pair of blue boxer brief underwear. I watched him as he stretched and lit a cigarette, blowing smoke through a torn screen.
He was muscular, young, and very attractive. I watched him for several minutes before the thought occurred to me that I probably should not be staring in his window. However, it was not like I was doing anything really wrong as I was in my own house and they did not bother with curtains.
Perhaps it was the wine, the sexual frustration I felt, or a combination of both, but I could not tear myself away from the image of his perfect body framed in the window as if it were a living painting. I took another sip of wine and stood silently staring, watching him smoke.
He noticed me a minute later. Our eyes met and I could see him startle at the realization that he was being watched by me. He stepped quickly away from the window, and feelings of guilt immediately hit me. I slugged another sip from my wine and pretended to be washing out the glass in the kitchen, knowing that I had been caught but pretending that I had been there innocently. My face burned red, and I felt bad about what I had just done.
And then he was back, staring at me. I tried not to look, but found my eyes continuously drawn to his window. I set my now extra clean wine glass in the glass rack and tentatively looked up again. He was grinning at me and waved. He was still in his underwear and made no attempt to cover himself.
I tentatively waved to him, finally acknowledging his presence. I licked my lips as I drank in the sight of him. Knowing that he knew I was watching him made the situation far more exciting and my mind was drawn back to my nude adventure in Ron’s house where I found his box of pornography and had watched the construction workers across the street.
The man across the street was watching me intriguingly. Now that we were aware of each other, I felt as though we shared an intimate connection. Not sexual, but definitely intimate. The thought made me tingle with excitement.