At a recent holiday party our eyes met. Strangers at first, but it ended well beyond that. At first just two men glancing innocently. Then another glance. Then a few more glances with subsequent stares. Now it was a game of obsession to see who could catch the other looking. Finally I walked up to him, brave from a few glasses of wine and holiday cheer. Brave to not only approach this handsome stranger in his late 20s, but also to finally act on my innermost desires to be with another man. Or at least try. Who would know if it would bomb.
I said "Hi, I'm Jamie" and his corresponding smile told me he was down with every single thought inside my head. He greeted me back, introducing himself as Kyle with his words, but truly welcoming me and telling me all I needed to know with the attendant grab of my hand. A grab that lingered, and lingered, with a tight squeeze. Small talk ensued for 15-20 minutes, smiles and flirting exchanged. My heart racing, my first act on pent up impulses. But how far would it go? You see for years I have fantasized about giving head. I crave the tip of a shiny penis, I crave the taste of precum, I cannot get enough of the thought of being his dirty little slut and letting him fuck my mouth as he sees fit. All while donning women's attire, whether it be full blown slutwear, or even just some hose and heels to make me feel feminine. I was focused on pleasing him, and taking his cock in my mouth. Prior to that night a few weeks ago, "he" was unknown, yet at the same time was everyone. But here a real opportunity presented itself and I was ready to act. Tucked away in my car I had my emergency kit of size 11 heels, thigh highs, panty hose, and a skirt. Would I get the chance tonight?
After the small talk, I excused myself from Kyle for a minute and told him I had to grab something out of the car. He looked nervous, wondering if I was peeling off the encounter. Nothing could have been further from my mind. I assured him I would be back and when his blue eyes lit up with a smile, I knew he would wait. I grabbed my backpack out of the trunk and returned to the house party inside, which was starting to thin out as it neared midnight and people hit their limit. I grabbed Kyle's hand and announced I was back, his smile was like a hug. And I noticed in a few seconds a growing bulge in his dress pants. It was hard for him to hide it both because he was swollen beyond belief, but also because of the fact that he had 9 inches tucked in there and that cannot be constrained by many pants, let alone tight ones.
I slowly grazed my hand over his erection, my heart absolutely thumping out of my chest cavity with excitement, and whispered "Where can we go?" He caught his breath and said "Follow me." Upstairs we went discreetly. Unbeknownst to me, Kyle's was the host's brother in law, and he was staying there for the weekend. He lead me to his room, and locked the door. Despite my newness to actually acting on these impulses, I moved forward effortlessly and without reservation. We began a long kiss as I felt his throbbing cock swell as he pushed up against me. My hand began to massage his erection through his pants. I needed to feel him now. Unbuttoning pants was never so easy, and underneath his soft white boxer briefs could barely contain his cock. Nor could it hide the small wet spot of precum that had begun to emerge.
Down I dropped to my knees. I wanted to see the first cock I was going to suck and see it up close. As I pulled down his briefs, it sprung out hastily, as if his cock had a mind of its own and wanted to see me as bad as I it. I grabbed it with my left hand and the rush of electricity that shot through my body as skin contacted his shaft is beyond words. If I had grinded my cock at that moment I'd have cum in a few seconds at most. The scene had played in my mind for years, so what came next felt like a well-rehearsed performance of sorts -- yet completely spontaneous. I could feel Kyle's heart racing, when he offered that he had never received a good blow job from a man, only women. I told him I was about to change that.