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I approached this one more like the prologue to a larger story. Mostly because that's how it ended up after I'd written it lol. Hopefully y'all enjoy!


Like some cheap whore plucked from Omega's sleaziest brothel Miranda whined in pleasure as a thick stream of lube coated the inner walls of her asshole. Shepard squeezed every last drop he could into her tightly quivering hole while she lay face down, ass up on his bed. The indignity of being in such a position was second only to the indignity of holding her ass cheeks open and revealing her virgin ring to him in the first place. But somehow he'd talked her into not only trying anal sex for the first time but letting him take part in just about every step along the way. Somehow being given an enema had been the least of her concerns despite how lewd and embarrassing such a thing should be. It was certainly one of the furthest things from her mind as the nozzle of the lubricant bottle slipped out of her asshole with a wet pop and she realized it was finally time for him to take her cherry. Slowly letting go of her buttocks Miranda rolled onto her back and looked up at her man. Though her eyes were particularly focused on the nearly foot long shaft of throbbing, powerful meat that'd so effectively broken her pussy nearly every time they fucked. Imagining that behemoth inside her ass was almost too much to bear, although she hid her nervousness as much as she could. He saw right through her facade as he climbed onto the bed and moved between her legs. As the head of his cock pressed against her soon to be entrance her whole body tensed and she let out a whimper. Shepard responded by leaning over her and starting a long, tender kiss. Her arms snaked around his broad shoulders while her legs wrapped around his waist and she inadvertently pushed her puckered little ring harder against him. Before she could try and pull away his hips pushed forward with a gentle firmness and she felt an intense pressure against her asshole. For a split second the sheer tightness of her body and the size of his member seemed almost completely incompatible. There was no logical way either could fit together in any context.

But as with everything else Shepard didn't relent and his cock slowly push her open little by little. She moaned into his lips and shivered like never before as her ring was stretched wider and wider by his precum soaked tip. The initial discomfort she expected was mixed with a surprising amount of pleasure as she felt him entering a place that no other man had ever been inside and the closeness that knowledge inspired washed over her. Of course it didn't last as the frankly inhuman size of his prick paired with her total lack of anal experience quickly started to turn more painful. By the time his swollen head was actually slipping inside her ass Miranda had ended their tender kiss to bury her face in his shoulder and grit her teeth. The pleasure she'd been feeling was still present but the pain and discomfort of being sodomized by what felt like a tree trunk slowly but surely overshadowed it. For a moment she instinctively tried to push him out of her and deny him any further access to her aching ring. Then she remembered the advice Liara, Jack, and Ensign Kelly had given her. Taking a deep, shuddering breath she let out all the air in her lungs as slowly as she could while at the same time pushing herself out against his dick with a concentrated force. Against all sense and logic he actually started sliding into her a little bit faster than before despite the pressure he was applying remaining unchanged. Miranda's nails scraped long, red lines across his back while her taut belly and toned legs quivered uncontrollably from both the pain of having her asshole penetrated and the effort of responding to it as she was. To the best of her ability she continued to breath slowly, push back against him, and keep her thoughts focused on doing both of those things. And somehow Shepard actually managed to slip deeper and deeper inside her. The head of his cock breached her quivering ring after what felt like an eternity and the seemingly infinite length of his shaft gradually followed inch by painstaking inch soon afterwards.

Around the middle of his fantastically girthy dick she felt her trembling hole stretch even wider and it was impossible not to react. Crying out in a mixture of pain and pleasure Miranda bit down on her man's shoulder without even thinking. Not hard enough to draw blood but certainly hard enough to earn his attention. She felt him noticeably slow down and although there was no way to voice it the surge of appreciation she experienced was remarkable. So much so she stopped biting him and instead kissed the spit soaked stretch of skin she'd just attacked. He kissed along her jawline a few moments later and resumed pushing his titanic cock deep into her asshole. Little spikes of discomfort mingled with small waves of pleasure and the occasional sudden influx of both as his hips neared her softly jiggling rump and she noticed the heat of his body drawing closer. Both amazed and delighted by how well she'd done and how much of him she'd already taken inside her ass Miranda let out a slightly strained laugh and looked into her man's eyes. He looked into hers with a roguish smile, the very same smile that'd convinced her in the first place, and she remained as charmed by him as ever. The almost hypnotic allure of his smile and sparkling eyes was enough to let her forget about the bulk of the pain she was feeling and focus on the pleasure. On the warmth and closeness of letting him enter her body and sharing something so intimate with her lover. In fact she was so distracted by his rakish charisma she actually felt a little jolt of shock when the remaining inches of his cock slid into her ass and Miranda suddenly felt the familiar sensation of his massive, hairy sack resting against her skin. Realizing she'd somehow taken every single inch of his dick without breaking in half and dying, like the more insane parts of her mind expected, she was left unsure how to react. Her body continued to shake and convulse from the size of his cock and the soreness of her inner walls but with a newfound understanding of her own abilities that didn't seem so bad anymore.

A warm trickle of arousal started leaking from her untouched pussy as it jealously quivered above her thoroughly stuffed asshole and when her sticky arousal managed to trickle down to her freshly entered hole both of them shared a laugh. Their kiss ended a heartbeat later and Shepard pressed his forehead against hers to flash that same grin from before. Only this time it was tinged with something she only ever saw when the two of them were alone: vulnerability. And just like every other time she witnessed that side of him Miranda's entire body tightened and what little breath was left in her lungs rushed out in a sudden gasp. Her hands slid across his shoulders to gently cup his face and hold him close to her as the two of them remained in that position for quite a long time. How long exactly was anyone's guess but it could've been hours or even days as far as either of them were aware. The intimacy and pleasure of the moment was more than enough to sustain them. More than enough to let her body adjust to him and find more and more pleasure in losing her anal virginity at long last. And while the pain never fully went away it was enough enough to ignore, even when he slowly started pulling out again after what felt like years of staring into each other's eyes. Shepard's slow, gentle retreat brought with it a whole new host of pleasures and discomforts as his cock scraped against her inner walls in an entirely different way but Miranda was more than able to bear the latter and all too eager to enjoy the former as long as possible. She was surprised to feel him continue pulling backward even after his tip reached her tightly clenched ring and the surge of discomfort as he pulled out of her entirely was more than a little unexpected. So much so she actually gasped and immediately asked the only question on her mind.

“Why did you pull out?”

“So I can fuck your pussy.”

“You don't have to do that . . .”

“But I want to . . .”

Miranda smiled at him, “Next time you'll fuck my ass too . . .”

“Next time I'll fuck your ass too . . .” Shepard agreed.

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