I woke the next morning to the sound of snickering. Jackie was sitting on the edge of his bed, shirt off, with a massive shit eating grin across his face. I had a bad feeling he'd just either finished or was waiting for the shoe to drop on some prank he was trying to pull.
"What's going..." I began to say, sitting up and stretching my arms up toward the ceiling.
I had stopped because my voice was different. It wasn't my usual deep, albeit timid voice that came with someone with years of experience being bullied by fitter, much more attractive men than they. It was crisp, comfortable, and undeniably feminine. I looked down at my hands. Long, slender, gorgeous fingers adorned with white French-tipped coffin shaped nails. And these breasts, I grabbed both of them with my hands and pressed them into myself just to make certain they were real. They absolutely fucking were.
I looked up and across the room at him. His expression hadn't changed.
"Jasper, that fuckin dog!" he laughed, "How the fuck did he land a baddie like you?"
"What? No, it's..." I started.
There's no way in hell any rational person would be convinced by this, even if I explained it perfectly. Plus, I still didn't even know what "this" was yet.
"Heh, yeah." I laughed, nervously.
That's when I sensed it. How was this possible? His cock was growing and pulsing with desire. I couldn't pry my eyes from it.
"You know," he continued, a slight change in his voice taking root, "whatever you enjoyed about Jasper, I'll bet you'd like it from me way more."
'Asshole.'
What if this had been my girlfriend or like, fiancée, or something? Would he still be coming onto her?
Contrary to my inner monologue, all I could seem to manage to do was nod, and nod enthusiastically. I slipped out of my bed against my better judgement and will and onto the floor. I crawled, one hand in front of my knees, each after the other, until I found myself kneeling in front of Jackie.
"Holy shit. Just like that?!" Jackie muttered in surprise, "Ok!"
He tugged his pajama bottoms down from where it was pinned to his bed beneath his butt and I helped him pull them down to his ankles. Had he really said that expecting to be rejected? Maybe even a better question was: What the fuck was I doing and why couldn't I stop myself?
I could still feel the beating of his heart through his trapped penis. I reached up with my hands and held open the window to behold my upcoming feast. His dick was... smaller than I imagined it. It didn't matter to me, though. I reached through the multilayered fold of his boxers and freed it at last.
There he was, in all his two inches of glory!
It was just the right size for my first. Maybe not for most others, perhaps not even average, but perfect here now for me. I started by making contact at the base of his shaft, tongue to sack, then slowly lifted to lick up the shaft and point his cock toward the roof of my mouth. His pupils were dilated and he couldn't keep his eyes off me. I looked up into them and smiled coyly. I was going to have the time of my...
Stream, after stream. Rope after rope of that hot and sticky cum propelled from his canal and onto my nose, my cheek, and my lips. I quickly puckered my mouth and created a seal with it around the tip of his cock. I couldn't let any more of it escape. Even though I could scavenge and clean up what I might find, some would inevitably be lost either stuck to my face or crusted and ruined by the open air.
Two more spurts of salty, delicious, creamy cum shot into the back of my throat. I gulped once, and continued eagerly sucking on the tip of his cock to pull every little bit of it out that I could. Whatever that might remain trapped in his tunnels somewhere. I'd be certain to extract them too.
'No man left behind as they say', I giggled to myself in delight.
After I was certain I couldn't pull anything more from him, I carefully used two of my fingers, the pointer and the middle, to lift what had already launched out his little shooter and onto my face. A scoop of semen here, then into the mouth there. One at a time until my face had been fully cleared. Jackie was watching me with intense eyes and half-witted disbelief, his hands gripping his mattress in little white fists as his chest heaved, shoveling oxygen to his lungs and brain. He was completely bewildered but perfectly satisfied.
"Uh... hah. Sorry." he apologized, "I've never..."
"Shhh," I held the two fingers I'd used to retrieve his cum earlier up to his lips, "no excuses."
Then suddenly I was back. Had that really just happened? What was I supposed to do now?
I stood up, went to my closet to retrieve some clothes for the day, lucky enough to have a few cute skirts and some feminine tops lying in my old, cardboard crossdressing box. I pulled out a mid-thigh grey pleated skirt and a teal sport bra/tank top combination, stripped out of my sweatpants, and quickly donned them. Then, I slipped my new cute little feet into my flip flops and rushed out of the room and into the hall.