“Still okay?” he slurred. I looked back at him and the expression on his face told me that he was enjoying this almost as much as I was.
“Yeah,” I gasped out, trying to keep my voice at a whisper level. “Yeah, I’m fine.”
“Let’s see if we can get you better than fine,” he replied. Oren gently began to push past the rim and dip his finger inside. With his free hand, he continued to stimulate my clit from below. The combination had stars burst behind my eyes. What the hell was he doing to me? I worried that if I was going to bite down any harder on my hand, I would draw blood.
But it was so difficult to keep quiet when my whole body felt like it was singing for him.
Slowly, the finger at my ass started working its way inside. He would move only an inch or two, wait for me to get used to it, and then push a little further in. This had been part of the prep work I’d done for today.
I’d never had anything up my ass before. But this was proving to be a time of all sorts of firsts.
The initial burst of discomfort soon dulled and settled into an odd sensation that I couldn’t quite process. He was playing my body like an instrument, drawing sounds I didn’t know I was capable of as I desperately tried to keep them muffled.
But soon enough, the multiple sources of stimulation began sending my body into a different field of bliss. It was like my entire core section was thrumming with constant pleasure, radiating out and tensing my muscles and I just knew that if he was going to make me come, it was going to tear me apart piece by piece.
“How are we doing?” he gently bit into the fleshy part of my ass.
When all that came out were indiscernible syllables, Oren knew it was as good an answer as any. He had my body sprung.
A second finger slipped inside my butt. He was still so gentle, so careful to make sure I was comfortable and even in the haze of brain-melting bliss, I still noticed that.
Still noticed when he gently stopped, instructing me to turn around and lay on my back once more. Still between my legs, he gave me a sweet, sheepish smile. It was so tender that it caught me off-guard when he resumed his ministrations, and the two fingers in my rear began to part in a scissor-like motion.
I squealed, unable to catch all of it in my hands as I threw them over my mouth. But Oren didn’t stop. Andgod, I didn’t want him to. My hips began to move on their own, seeking more and more of everything.
After a few more minutes of this, when it felt like my entire body had been raked through, he slipped his fingers out of me. I whined at the loss, but that ended as soon as I saw him undoing his belt.
“Ready?” he asked, grabbing the bottle of lube again.
I nodded dumbly, my voice gone.
Oren took out a condom and I had to stop myself from objecting once I saw what he was actually working with. But he noticed my hesitation, leaned down and kissed my neck.
“We’ll go as slow as you need,” he said softly. “If anything hurts, tell me. But I need to hear your voice, okay?”
“Okay,” I repeated, putting my hands on his shoulders.
“Okay.” He applied more lube to his dick and my ass, then aligned himself with my sphincter and slowly began to push in. I groaned in my throat, my head flopping back onto the desk. He waited, letting my body become acquainted with this new sensation. When I gave him the all-clear, he pushed in a bit further.
I could feel sweat begin to bead my face at the pressure, but it was discomfort and not pain that accompanied the penetration. He’d done a good job of making sure I was relaxed and turned on, but even so it was still a lot to adjust to.
“Easy, Miss Price,” he hummed, his lips pressed to my shoulder. I could feel the strain in his muscles as his body tensed above me. I knew he was holding back, that he was trying hard to be as patient as possible despite himself.
It only made me want him even more.
After what felt like an eternity of waiting, slight readjustments and lots of deep breathing, he was finally fully inside me. I bit into his shoulder, overwhelmed at the feeling of fullness and being stretched around him where I’d never been stretched before. It was a strange feeling but one that I found myself enjoying more and more with every passing second.
“Are you okay?” he rasped, his voice sounding like it was on the verge of breaking.
“Fuck me,” I breathed, my fingers digging into his skin. “It feels good, Oren. I want to feel more.”
He exhaled in relief and slowly began to thrust. The guttural moans I let out didn’t sound anything like me, and slowly just like with his fingers, the initial discomfort blurred into pleasure.
“Are you really sure you haven’t done this before?” he groaned breathlessly in my ear. “Because your ass takes me like it was built for my cock, Miss Price. You take me like you want it.”
“I do want it,” I replied, my eyes almost rolling back in my head.
“Oh yeah?” he demanded. “You want me to fuck your ass just like this? In my office, right on the fucking desk I use to grade papers, huh?”
