“It’s ok if you don’t like this. I don’t need you to like it. I just need you to take it like a good little bitch takes it for her master.”
I was totally playing her. I knew she was going to love this. She was that kind of a girl. Even on the outside chance that she didn’t love the feeling of being butt-fucked, the feeling of submitting so completely would drive her absolutely wild, and fuel her masturbatory fantasies for years.
Rochelle lowered her arms and head down to the floor and stiffened up as I pushed against her butthole. It was an entirely natural response. I took my time, pushing very gently against her butt-hole.
“Relax. Don’t tense up, even though it feels like the natural thing to do. Just keep in mind that this is going to happen.”
I felt her muscles relaxing back there as I said it. Her breathing became a little more even. My finger pushed in to the first knuckle. I let it stay there for a moment, and then pushed in a little more. It took a minute or two, but my finger pushed through until it was all the way in. Her breathing was heavier now.
“How does it feel?”
“A little uncomfortable.”
“Don’t worry. You won’t believe how soon you get used to it.”
“Do you really want me to?”
“This isn’t role-play. You’re submitting to my domination for real. So you will get used to it. It’s inevitable.”
“I understand, Master.”
Normally, I’d open her up with two, or even three fingers, before shoving my cock down there. But I wanted Rochelle to remember this. Every time she lay down to play with herself in the future, I wanted her to remember the feeling of the struggle to work my cock into her this first time. I wanted it to stay with her forever.
I took my finger out of her ass and got up. I knelt in front of her and lifted her head up by the hair to guide my cock back into her mouth for some final fluffing. After a minute of cock sucking, I pulled out, lubed it up, and moved in back of her. No condoms, so this was going to be especially enjoyable. All three of us had been completely tested the week before. Rochelle and Gary had never had any other sex partners before, and it had been long enough for me where we all felt safe with the testing. So I was really going to enjoy this.
I lowered myself down, leaned over Rochelle, and pressed my cock down against her asshole. As expected, she wasn’t opened up enough to take me yet. However, my cock was well-lubed, and so was her butthole. I knew it was just a matter of pressure and time. I just gently pressed in, applying as little pressure as possible.
With my position above Rochelle, I had gravity on my side. That, the lube, and Rochelle’s need for this, would do the rest. At first, not much happened. Rochelle just lay there with her head and arms cushioned by the pillows on the floor, with her knees and ass up. I could feel her steady breathing as my body hovered over hers and my cock pressed against her butthole. I counted to 120 in my head, and then pressed just a little harder. Her breathing suddenly became deeper as my tip went in just a bit. I could feel her ass being forced open. It was nice and tight around my cock-head, one of the best feelings ever.
After I’d gotten the tip in, I counted to 60 in my head while her body got used to this feeling. Then I pulled out, waited just a moment, and then pushed back in. I did this a few times, never going any deeper than the tip. Then I let it rest there for another 60 seconds, and drew it out again. Rochelle drew a deep breath and cried out a little as I pressed in further this time. Even though we were both well-lubed, I hadn’t opened her up much with only one finger. So there was a lot of resistance as I very, very slowly, lowered my body and forced my cock to go in a little deeper this time. My God, it felt incredible. With the pressure of her anal ring pressing against my cock, I probably could have cum from this without too much effort. But that wasn’t my aim, of course.
I slowly, slowly, pressed in until I finally had a third of my cock buried in Rochelle’s ass. I knew this couldn’t have been easy for her. I was navigating a tricky balance between excruciating pain and pleasure. Her breaths were coming heavy now. Sweat started to form at the small of her back. I held it there as she got used to this new sensation. Then I pulled out again. I could feel the relief in her body as I did this. Despite herself, she’d inevitably tensed up a bit as I’d forced my cock into her ass. I could see her relaxing now, taking a breath. This was good. The more relaxed she stayed, the better. I lowered myself back down, and pushed my tip in. She took it in easier this time. I pushed through as far as I’d gotten, and then felt some resistance. I held it there for a moment, and then pushed just a bit further.
“Ahhhh…Oh, oh God.”
“Does it hurt?”
“Yes, a little, Master.”
“You can safeword out at any time.”
“Please…I can’t do this. I need this.”
“What do you need?”
“I need to be fucked like this.”
“Even if it hurts?”
“Yes, yes…especially if it hurts.”
I had Rochelle pegged as a true submissive from the start, and she wasn’t disappointing me. She was never going to safeword out. She needed this.
Rochelle exhaled as I pulled out again. This was it now. I grabbed her hair and her hip tightly, and pushed back in. This time I didn’t stop. Rochelle grunted and screamed and bucked as I pushed all the way in this time, very, very slowly. I made it last as long as I could, partly to keep the pain down to a minimum, and partly to make the agony of surrendering her ass last as long as I could.
“Rise up onto your hands”, I commanded. Rochelle obeyed, and picked her head up off the pillows to rise up onto her hands and knees.
I heard a final soft “ahhhhh…” as my body pressed down against hers when my cock pushed in all the way. I wrapped my arms around her, squeezed her breasts, and caressed her face. I felt the tiny shudders of her body as it adjusted to this. Her breaths were coming in heavy now.
“Oh God…I’ve never…never felt anything like this before.”
“How does it feel?”
“It…it hurts, but it feels so good. I’m so full in there. I…I feel like your property, Master.”
“You are my property.”
We lay like that for a minute, her on her hands and knees, me straddling her, mounted with my cock fully buried in her ass. Then I rose up, pulled my cock completely out of her ass, and slowly plunged it back in. I heard another soft “ahhhhh” from her as I did this. I did this a few more times, luxuriating in the feeling of her ass around my cock as it went in and out. There’s really no feeling in the world that compares to this, especially when you’re opening a woman’s ass up for the first time.
But let’s face it. This feeling couldn’t last forever. I was here to fuck, and she was on the pillows on her living room floor to be fucked. I gradually started increasing the frequency of my thrusts, and soon enough we were really fucking. Her body was getting used to it now. From her breathing, the sounds she was making, and the way she moved beneath me, I could tell she was getting into it. I alternated around things like pulling her hair, squeezing her breasts, getting a tight grip on her hips, and wandering down to her pussy while we fucked. I probably could have gotten her off by working her clit, but I wasn’t allowing my new slave to cum yet.
This felt so good, that a part of me thought I could do it all day. Rochelle’s rounded ass was perfect as far as I was concerned. But I knew myself. If I didn’t set about to cum soon, I’d get past it, and then have to work for God knows how long to ramp back up for it. So I pushed her head back down on the floor, rose up on my legs, and really started hammering her ass. I closed my eyes, thought every dirty thought I’d ever thought, and concentrated in that way you need to when you’re getting close to cumming. I favored rubbing the top of the side of my cock, the most sensitive side, against the side of her butthole as I fucked.
I’m not sure how long it was later, although it only felt like a few minutes; I felt that inescapable rising feeling. When the moment of truth came, I plunged in completely, and came as deep in her ass as I could get. Of course, it felt fantastic. Was it the best I’d ever felt cumming? Who can say? All I know is that nothing compares to cumming in a woman’s ass for the first time, when you’ve been the one to open it up and break it in. And Rochelle was proving to be the ideal woman to dominate, break, and fuck.
After cumming that initial time, I pulled out and back in a few times, expelling whatever was left and milking that orgasmic feeling for as long as I could. Then I collapsed onto her body. Rochelle lowered her legs so that she lay flat on the pillows with my body sprawled on top of her now. We were a pair of sweaty animals basking in that post-fuck bliss now. The peculiar, pungent odor of fresh, sweaty, anal fucking permeated the room. My cock was just starting to soften, but it was still jammed up her ass. I felt our breathing synchronize. We could have easily drifted off to sleep here, if not for…
…The click of the front door opening.