When I felt I was as lubed as I was going to get I pulled everything out and stepped back. Melanie, knowing it was time quickly turned around. She put her head down on the bed, sticking her pretty little butt into the air, a monument to her place in this world as “David’s whore”. She stuck both hands between her spread legs, probably to play with herself and me once I got started, but dormant for now. With my cock, dripping with saliva, in hand I stepped up behind my gorgeous slut and positioned my tip at her puckered bung. She flinched as if shocked by static as I came into contact with her. A brief concern of hyperventilation occured to me as I saw her whole body starting to shake with the speed at which she was breathing.
While it seemed to take ages to penetrate her vagina before, that was nothing compared to how careful I’d have to be here. I know we both had visions of me violently slamming into her butt and riding it like a machine, but the truth was, this was likely to be the most painful experience of her life, if I could even get inside her at all. Sure, with time, practice and plenty of toys of varying sizes to train her with, I probably wouldn’t have any trouble getting in there, but she’d never had anal before and I’m sure the biggest shit she’d ever had was less than half my size. I released the mouthful of saliva I had been saving up, letting it dribble over my cockhead and her anus. Using my tip, I did my best to work it into her entrance and pooling it so it would proceed my cock, lubing her as I entered.
The most important part was getting my tip inside and it wasn’t going to really begin to relax until her anus had less spongy to adjust to, something stiffer like my shaft. With one hand, I held my cock just below the head and my other on her lower back, to hold her still. With a constant steady pressure I pushed forward and I wasn’t going to stop until I was inside. Melanie gasped and I could see her hands flailing beneath me, between her legs, as she fought against the urge to use them to try and stop me, to get me to pull out. She was such a good girl, so committed to making me happy. I couldn’t imagine what suffering she was going through as I stretched her ring beyond her imagination, yet she was able to control her instincts and let me have what I want from her. Nearly as soon as it had begun, it was over as my bulbous tip disappeared within her rectum and her anus was able to shrink, if ever so slightly, around my hardened shaft. I could see tears running over the bridge of her nose as she lie there with her head turned. I fought the urge to withdraw as well, as I knew the pain of my being inside her was nothing compared to the pain she would feel at disappointing me, knowing that she couldn’t pleasure me whenever, where ever, how ever I desired.
“Breath, baby.” I said to her, stroking her back gently as I held still inside her, allowing her to adjust to my size.
Melanie didn’t speak, but she did nod her head as she tried taking deeper breaths, but the pain was excrutiating, impeding her efforts to relax. Normally, her moans could include pleasure with her pain, but at the moment, there was no pleasure to be had from her as she tried to shut off the part of her brain that registered pain. I held my position until she began getting her breathing under control, then I pressed half an inch deeper. Her eyes bulged and she cried out as the thin tissue of her rectum was instantly stretched to capacity like two hands yanking on opposite ends of a paper towel. I wanted to continue this pace for eternity until she could take me in my entirety, but another problem arose. Do to the lack of movement and the constricting nature of her sphincter, I was starting to lose my erection. I had to step up the pace of things or risk getting too limp and being force out of her, but she wasn’t going to like it.
“I’m sorry, Mel.” I said apologetically before pushing more of myself into her, still slowly, but continuously now.
Melanie began crying out loud now. Her tender hole being forcibly gaped beyond her ability to cope. She lost her battle with her hands and they immediately came out from under her, grasping at my thighs, desperate to push back. She began shaking her head, crying it was ‘too much’, begging me to pull out. I immediately thought back to our first session back in her bedroom. Back to when I was worried about pushing her vows to the limit of their meaning. Now was that moment, the moment where I would put those words to the test and find out if her body, her holes really did belong to me or if it was, just ‘talking dirty’. I pushed deeper and deeper. I grabbed her by the wrists, wrenching them from my thighs and used them as reins to keep her from getting away. I needed to speak to her, to appeal to her submissive nature. I needed to distract her from the pain.
“This is MY hole, whore, or have you forgotten so quickly that you gave it to me?” I said, my voice cold, commanding. “You asked me to hurt you, I told you I was going to hurt you and now, you’re going to hurt, badly, and it’s not going to stop until I’m satisfied.”
Something clicked within Melanie. She was still crying, but she heard what I said, she remembered what she had said. If her words were to mean anything to me, then she had to back them up with action right now. She did the only thing she could do at the moment.
“MORE!” She screamed, giving herself over to her suffering. Selling her very soul to the pits of Hell for the bliss of torture.
I pressed home, driving myself to the hilt, my pevis pressed tightly against her ass, my balls resting on her spitting cunt. She came.
Melanie couldn’t utter a word nor make a sound as she screamed out in silence the majesty of her orgasm. Her mouth, gaping like a fish suffocating on the shore, gasped quietly as her mind was currently being flooded with oxytocin and dopamine. I immediately began pulling out, surveying my cock for traces of blood to determine if I had done any damage. Seeing none, I pushed back into her. I was egged on by Melanie gripping my wrists tightly as I held hers, completing our bond. I started to pick up a rhythm, but always making sure nothing had broken inside. Yes, I could’ve seriously hurt her by doing what I did and yes, I was foolish for doing it, but something inside me told me to go for it. Everything about Mel and I felt right. The connection we shared cannot be explained, only experienced. We both knew, deep down, that I needed to ‘take’ her just like I did and just trust that everything would work out okay, just like everything between us seems to do. God, I loved that woman.
I was able to keep Melanie in a constant state of gland induced orgasm as I railed her virgin hole. My balls dripped from the sporadic jets of fluid ejactulated from her urethra during her orgasmic surges. Eventually I released her wrists and held her hips, using them as handles while I stabbed my cock into her ass relentlessly. Melanie pretty much just laid there, too lost in her own chemical induced tour of Nirvana to be very reactive. I wasn’t going to be that far behind her myself.