Under My Boss's Authority (Under Him)

“Fuck,” I exhaled.

“Not yet, my darling,” he chuckled, licking his lips with a smug smirk, “But soon.

Rising to his feet, Hugo again towered over me. Not that that was difficult, I was only five-two in heels. A curse of my family line, even the men rarely breaking five-nine. Hugo was of different stock. Carrying his six-two frame with elegant grace.

I could see it. The outline anyway. Like in my fantasy. His magnificent manhood rebelling against the inside of his slacks, yearning to be free. Hands slightly shaking but my breath steady, I returned the favor he had done for me. Revealing his gorgeous form. His beautiful cock standing out at a right angle from his body. Softly pulsing.

Getting my hand most of the way around his shaft, I lay my ear to his chest. Listening to his heartbeat as I felt it thrum through me. Pressing his hands gently on my shoulders, Hugo guided me down onto my knees. My mouth hovered inches away from his truly massive member. I wasn’t entirely sure the whole thing would fit in my mouth. Though I was more than willing to try.

I felt everything. The bulk of his shaft caressing against the insides of my cheeks as I took him in. He had an amazing amount of length, and his cock was thick to boot. Even so, I did my best to get as much in as I could, short of choking myself. Knowing enough to know I probably wasn’t ready to deep-throat. At least not yet.

When I’d reached my limit, just over a third of his full length in my mouth, Hugo took over. Though I’d thought I was expected to try and suck him off, Hugo was more thoughtful than that. For my first blowjob, I didn’t have to do much. Mostly my task was to just keep sucking him gently as Hugo tenderly fucked my face, letting me get a sense of how deep and far I had to suck in order to get him off. Information I was pleased to have and looked forward to using the next time. For that moment however, he had other things on his mind.

Tilting back my head with his fist wrapped in my hair, Hugo started to cum. Delivering a full hot load of his thick, tasty seed into my eager little mouth. He watched as I swallowed down every last drop happily.

“Good girl,” he murmured, stroking my cheek as I swallow down his final load.

Putting his cock back into my mouth so I could suck it clean, Hugo then placed me back on the bed. This time on my back, near the edge, taking my ankles in both his hands. There was no doubt, or even remorse. Hugo was going to fuck me.

Small jolts of joy blasted up from my pussy. Hugo stroking his hard, warm head against it, getting me ready for entry. I was nervous but also elated. Whatever momentary pain might come, there was so much pleasure still to follow. The very potential made me giddy. Adrenaline and endorphins flying around my system like bingo balls.

My legs were up, which made sense in a way. I hadn’t given much thought to exactly how it would happen. I knew there were different positions, but the distinction was as lost to me as the numbers on a set of golf clubs. Hugo was a master, or so it seemed.

Confidently, he positioned me exactly how he wanted, my ass partially hanging over the edge of the bed, my legs supported on his elbows. Holding them up and open at the same time. Giving him full access to my pussy.

He could have just shoved it right in there. I couldn’t have stopped him, nor would I have wanted to in this moment. He didn’t, though. Maintaining the theme of the evening, he was kind, patient and ever so gentle. I couldn’t have chosen a better man to take my virginity than him.

With one last gentle stroke, Hugo eased into me. Getting the head of his cock into my pussy without incident. It was unlike anything I’d ever felt before. All at once, I knew what all the fuss had been about. Waves of pleasure rippled through me as he started to move. The head of his cock stroking against both my clit and, what I’d discovered to be my g-spot, at the same time. Getting a little further in with each thrust.

“Fuck,” I squeaked when the strain and stretch caused a flash of pain.

He backed off, not seeming to want to hurt me by going too fast. We rested for a moment. His beautiful cock pulsed deep in my pussy as I gathered my courage.

“Okay,” I finally said with a nod.

He moved forward again. Even slower than before. Seeming to angle his cock as he approached. Pressing right up against the bloom of my youth, an then through it. Finally and irrevocably making a woman out of me. The innocence of girlhood swept away for a new understanding.