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“You have another hole that could certainly be hiding something, don’t you, though?” Jon observed and my eyes flew open in shock.
He couldn’t… No. He couldn’t mean that.
“What?”
“I’m not even going to need any lube to search your bottom hole. Your soaked little pussy has left my fingers nice and wet,” he observed, and I wailed, utterly mortified.
“You can’t! Wait!”
I jerked my body upward, but his firm hand settled on my lower back, pressing me back down. I struggled as he pulled his fingers from my pussy, but that all paled as he started to move his fingers backward toward a much more shameful hole. With one hand, he spread my cheeks, exposing my asshole to his view and a soft whining sound escaped me. I bit my lip in order to keep quiet. My core kept tightening and I tried to clench my bottom cheeks so I could hide myself, but his hand was stronger.
“Stop!” I gasped.
His fingertip settled on top of my asshole, and I cried out. No one was supposed to touch me there. No one ever had.
Even worse, he was looking at me there.
I couldn’t bear it.
“This tight little hole is practically quivering for me,” Jon murmured, and my face flamed with heat.
“Don’t,” I begged.
He added a slight pressure. He didn’t push into me quite yet, but the underlying threat was most certainly there. I rocked my hips toward the desk, trying to pull away from him. That didn’t help at all. All it did was remind me that there was nowhere to go, that he could probe my bottom hole all he wanted, and I could do nothing to stop it.
My pussy clenched down hard, and I squeezed my eyes shut. I was so wet. As the air conditioning blew over my skin, I could feel my arousal cooling against me. With a hard swallow, I tried to grapple with my desire for more, ignoring the way a single drop of wetness rolled down my inner thigh.
Could he see that? Did he know how much this whole ordeal was turning me on?
Did I even want him to?
I was so confused. I should hate his touch on my skin, the way he had his men bare me and bend me over, the way his fingers were sinking into my body.
All of it.
But I couldn’t bring myself to. Instead, an insatiable curiosity welled up inside me. I clenched my bottom hole, but a part of me wanted him inside me there.
A part of me wanted to know what it was like.
He pushed against me hard enough for the tip of his finger to breach me. It was like nothing I could have ever imagined. It was slightly uncomfortable, incredibly taboo, and so foreign that it held me captive. My clit throbbed with desire, and I shook hard, struggling with the feeling that I should be fighting this whole thing instead of pushing back into it. He held his fingertip there for a long moment, almost as if he wanted the knowledge that he was going to touch me there to really hit me.
It did.
I didn’t have a choice about this. If I fought him, he’d hold me down and shove his finger into my asshole whether I liked it or not.
Problem was I did like it. At least… At first.
He slid that single digit a bit deeper, and a painful twinge followed for a long moment before it eventually faded. When he pushed it all the way inside, that stinging pain returned briefly. For a while, he just held his finger there inside me.
I did my best not to tighten around him, but it was impossible. I whimpered quietly and he pulled that single finger out.
Naively, I thought my ordeal might be over. Soon, though, I would realize that the whole thing had barely even begun.
