You would think that Bonnie seducing Jason and allowing him to get her pregnant on purpose would have dissuaded me from my goal of barebacking Jason, but you would be wrong.

The way I looked at it Bonnie got what she deserved. Actually, make that 'got what she wanted'. Yes, Bonnie was, and still is, my BFF, but she now admits that she totally fucked me over by sleeping with Jason before I did. She ignored her responsibility to use birth control, slept with the guy one time, and just happened to get pregnant. Of course Jason knows nothing about this, and I sure as hell am not going to be the one to tell him, at least until I get him to bareback me the way that he did Bonnie.

I seriously doubt that getting him to do that is going to be a problem because I am virgin territory for him. I don't mean I'm actually a virgin. No, what I mean is that for Jason I am a 'bareback virgin', in other words a woman who has never had a bare cock inside of her, unencumbered by a condom. The conversation I had with Jason months ago, when I first tricked him into broaching the subject, still echoes through my mind:

 

"But Alison, don't you ever feel like giving into the heat of the moment? Feeling the friction of his bare skin against yours? Just saying to yourself, 'Fuck it, I don't care what happens, I just want to have sex with this guy?'" he asked me, looking me straight in the eye with just the hint of a twinkle around the corner of his firm upturned mouth, so that I would know that he was kind-of, sort-of joking around with me, but not totally.

So I decide to play along with him, to see how far he is willing to push the envelope. "Jason, are you serious!? Whenever I have sex I wear a diaphragm and make sure the guy has two condoms on, plus I'm always on the pill," I smiled back at him, wrinkling my forehead and looking at him with my big innocent baby blue eyes wide open in mock shock. I wanted him to know that I was kind-of, sort-of joking back with him, although to be honest, and just between you and me, some of the stuff I told him was absolutely true, the stuff about the diaphragm and condoms and the pill that is, although not all of them at the same time.

I also knew right then and there that I was going to let him bareback me, to see if this guy really had what it takes to seed me, to get me knocked up and pregnant, to satisfy my curiosity if nothing else, consequences be damned.

 

Jason is my mixed doubles tennis partner at the racquet club that we both belong to and I know for a fact that he thinks I am as WASPy as they come, which I won't deny for a second. My family has lived in the City for generations and over the years has become involved in banking and finance. I knew early on that Jason was interested in me, so I let it drop in casual conversation, just to make sure he knew that I wasn't another blond, blue-eyed dumb WASP with a great body, that I held a junior position at a bank in the suburbs that my father owns and I also let him know in no uncertain terms that I was being groomed for bigger and better things. I am thirty-something, mid-height, have a nice athletic-looking body with just the right amount of curves, and have the blond hair to match my alabaster skin and baby blue eyes. I have gone to the right schools, am involved in the right charities, but I am also street smart - something that many people would not expect a White Anglo-Saxon Protestant girl raised in a protective environment to have. But I do, and it serves me well, especially with a guy like Jason. I intuitively sensed that because he thought I was naive that he would be able to worm his way into my mind, my heart and eventually that hot little place between my legs.

Two hours ago we had won the mixed doubles tournament with a third set tie breaker and I was still floating on cloud nine because this was the first time that I have won anything ever in my life, thanks to Jason's help. After the awards ceremony we hung out with the rest of the club tennis players in the lounge for celebratory drinks. Now it was just Jason and I sitting alone out on the patio that overlooks the main center tennis court. The fire pit next to us burns warm, taking the chill out of the nippy spring air and adding to the warmth that we are both feeling from the first bottle of red wine that was sitting empty in the center of the table.

I watch circumspectly as our waitress uncorks a second bottle and refills our glasses. "You're not trying to get me drunk, are you Jason?"

"What, me? Why, do I have to?" you smile back at my tease. "Seriously, I'm enjoying your company way too much, there's no way I want you to fall asleep on me."

I can feel my face glowing in the pale light of the patio, flush from the wine that we have been drinking, and I remember that your body absorbs alcohol quicker than usual after a workout, meaning that if I wasn't light headed already, I would be very, very soon. In truth I do not want to get drunk with you tonight, because I have other plans that require your being somewhat sober for me. We sit together for a moment without saying a word, enjoying the presence of each other's company, then I decide to toy with you just a bit. I'm curious to discover if you know what you did to Bonnie, her getting pregnant on purpose from you and all.

"So what ever happened with you and Bonnie?" I ask, putting on my best innocent look. "I haven't seen her around the club, except for the one night that I ran into the two of you in the parking lot."

You almost choke on your wine when you hear my words, and I can literally feel the dread and horror sweep through your body. Yes Jason, you little cock sucker, that would be the night when I caught you and Bonnie kissing, caught you fondling her erect nipple through her silk blouse, squeezing her so hard that she gasped in pain and pleasure as you kissed. You think I did not see any of that, don't you Jason? You had obviously decided before that night that you were going to bed her, and thanks to you thinking with your dick instead of your brain, your getting Bonnie pregnant pushed back my months of scheming to get you to bareback me first.