"Can I ask you something?” He trailed his hand up my thigh and over my ass.
"Of course."
"Have you ever had anyone fuck you in the ass?”
I was caught off-guard by the question. Here I was, lying there and feeling like I had just proved my sexual depravity beyond all doubt, and now he was throwing something new on the gauntlet for me. I bit my lip and turned to him, shaking my head. "I never have."
"Have you ever thought about it?” he asked, running the back of his hand over my hair.
I nodded. I had heard a lot about it, in the porn that I had been watching before I’d managed to find the two of them, but I had never in a million years thought that it was something I could do. It was … dirty. Filthy. Something held back for all but the most experienced of sluts.
But, I supposed, after what I had done this evening … I probably fell under that banner, as well. I looked at him, at this man who wanted every part of me, and I saw no reason why I shouldn’t give it to him. He had already proved he knew what he was doing. I wanted to see how it would feel to have him use me in a way I had never imagined before.
"Yes," I replied, and he smoothed his hand down my body again.
"Can I try it with you?” he asked.
I hesitated then nodded again. I wanted this. I wanted to know how it felt. Now that I had discovered the sensation of a cock filling me up, I wanted to know how that felt in every other permutation that I could have it.
He flipped me over and pulled me against him. I could hear the shower in the bathroom next to us and felt a little naughty knowing we could be walked in on at any moment. Yes, Jason had just fucked me, but still, I was about to do something that I had never imagined I would get up to in my life before.
Ian moved his hand between my legs, guiding his fingers to the sopping-wet slickness of my pussy; he trailed it back, toward my asshole, and I gasped as I felt his fingers run over me for the first time.
"How does it feel?" he murmured.
I moaned softly. I didn’t know what to say. It felt … good. He pushed a fingertip into just the entrance of my ass, probing me like he was letting me get used to the feel of being used in this way. It was strange, and it hurt a little at first--different to being fucked in the pussy, that was for sure. But, as he pushed his finger deeper, and then a little deeper, I let out a long sigh of relief. Yes. Yes. This was what I had needed, even if I hadn’t known it when I walked in here--all my holes, filled with cock. I needed to prove to myself that there was no level of depravity I couldn’t keep up with. I was willing and I was able and I was good at it.
He pushed his finger deeper into me, and I winced then found that it mellowed out into a warm, comfortable pleasure as he let me get used to it. I thought I had felt full before when the two of them had been taking me, but his finger was enough to make me feel like I was achingly overstuffed. I didn’t know if I was going to be able to take his full length inside of me but I was more than happy to let him try.
He eventually guided another finger inside of me, going slow, letting me get used to the way that it felt. I moved a hand down between my legs and began to play with my clit, matching his touch with mine. The pleasure from my pussy seemed to make everything easier to handle, and before I knew it, he had three fingers buried all the way inside of me. I gasped and pushed back against him, loving the feel of him, surprised at how easy it was to take every inch of him.
"How does it feel?"
I came back to reality, realizing that I was going to need to come out with something. Words had escaped me. I nodded, finally. "Good," I breathed back.
He reached into the bedside cabinet, the one that he had drawn the condom from when we had been going the first time, and took out a small bottle. He squeezed out a drop of glistening lubricant into his fingers and then dipped down to push himself back into me once more. I bit my lip and pressed my fingers against my clit, grinding my hips back and forth. He felt good, better than he had any right to feel.
"What are you guys doing?"
A voice drew my attention, and I tipped my head back and saw Jason, fresh out of the shower and bare-ass naked, leaning in the door and watching us. He didn’t seem thrown by what we were doing at all. I would have imagined that he’d have been jealous, but now, if anything, it seemed to be turning him on. I could see that familiar darkness behind his eyes, matched with the stirring of his cock to life once more.
"Ian is going to fuck me in the ass," I replied, knowing that the sound of the words out loud would act as an aphrodisiac for all of us.
He groaned and pushed himself against me, so I could feel his hard cock nestled against my back. And I watched as Jason moved toward us, something inexplicable coursing through his veins.
He reached down and pulled my legs up so that they were spread, one knee pointed toward the sky and the other laid down on the bed. Ian’s fingers slipped even further into me and I groaned. The pain and the pleasure were beginning to blur together, it had everything to do with the way Jason was looking at me.
He handed Ian a condom and watched as he sheathed himself. Taking a step back, he took his cock into his hand and began to stroke himself, bringing himself to full hardness. I was so taken with the sight of him pleasuring himself right there in front of me that I almost forgot what was happening behind me. That was, until I felt the hardness of a bulbous cock-head pressing up against my asshole.
"Oh!” I squeaked. It was so different from his fingers; smoother, somehow, the condom making it easier for him to slip inside of me. My eyes widened as I felt him entering me for the first time, and I let the new sensations wash over me. I looked up at Jason, and I focused on the lust in his eyes, knowing that I was getting him off just doing this.
"What does it feel like?” he demanded.
I chewed my lip. I was usually a good talker, but right now, I couldn’t come up with anything.
"Tell me," he ordered, and there was a harshness to his voice that told me he wasn’t fooling around.
I searched for the words, searched for something to say to him.
"It feels … good," I eventually managed. And I meant it. I was surprised by how good it felt, the fullness of it. I continued to play with my pussy, stroking myself softly as Ian eased himself all the way inside of my ass for the first time.
"Does it hurt?”
"A little," I confessed. But it was a good kind of pain, the kind that made my body shiver as it found that space between what felt right and what felt wrong; what made me feel like a good girl and what made me feel like a bad one.
Jason moaned softly as he pushed himself all the way into me. I inhaled sharply at the sensation of his impressive cock filling me up to the hilt. He held himself there for a moment, and I looked up at Jason, who was gazing down at me with pure adoration. He was stroking himself harder now, with more purpose.
Before long, Ian was fucking me hard, taking me from behind in the hole I knew I wasn’t meant to use for this. But the filthiness of it only served to push me to higher realms of passion. I closed my eyes and let the feelings flow through me--I felt so powerful. In fact, I couldn’t remember a time in my life when I had felt more powerful than this. Like the world owed me, I was collecting on a debt that I had been owed for a long time.
Before long, I could feel myself getting close again. My body was absorbing all the desire that was being aimed in my direction, crying out for the release that it so sorely needed. I could see a drop of pre-cum oozing from his cock. I parted my lips hungrily, I wanted to lick it up, to taste it again. I was starving for both of them. I wanted to feast on them until there was nothing left to feast on until they were spent until I had taken everything that I needed from them. Then I wanted to go out there and find more men, more, more who could give me what I wanted and what I needed so badly. More who could satisfy the keening desire deep down inside of me. More ...