Stepbrother With Benefits Read online

  Feeling the pressure release, Ellie groaned and propped herself up on an elbow. “Holy shit, Jack!” she gasped in wonderment. “I think you can give Mark a run for the money in the cum-making department!”

  Biting her tongue mischievously, Ellie spread her lips so she could better see as a veritable river of her brother’s cum drained from her pussy – trickling down the crack of her ass and onto the couch, where it began to form a puddle in the depression around her buttocks.

  “Oh my god, this is so fuckin’ hot! I just love it! Do ya remember what I was saying the other day? That there’s nothing like feeling your man’s cum inside you? You’ve sure given me that!” She then added with a giggle, “Shit... though I never expected there to be so much on the outside, too!”

  When the flow began to taper off, Jack prodded gingerly around the mouth of Ellie’s sex. Noticing a little web of skin stretching across the bottom that seemed to be keeping a pool trapped inside, he gently bent the delicate flap downwards, watching smugly as thick, boiling hot juices poured over his finger. There seemed to be no end!

  “Oh hell, sis... there’s just so much,” whispered Jack uneasily, refusing to acknowledge even the vague possibility that Ellie might not be on birth control pills. Hopefully her complete lack of concern meant that they weren’t in any immediate danger.

  “Heh, you’re telling me! You’re like a gangbang in one guy! Um, not that I’ve tried one of those... yet...”

  “Uh huh. Well, I honestly don’t think I’ve ever come so hard before... so either there’s something in the water around here, or you bring out the best in me.”

  “I’ll take the latter option,” she offered in a husky tone, staring directly at Jack’s still-erect cock. “Although, as sexy as it is to feel the best of you leaking out of me, I still think I’d prefer it stay put. Where it belongs.”

  Jack’s brain had difficulty grasping Ellie’s words.

  Suddenly bolting upright, Ellie grabbed her brother’s wet cock and gave it a couple of test squeezes. “Fuck, Jack... I can’t believe you’re still so hard,” she whispered in fascination. Leaning forward, she promptly wrapped her lips around the head of his cock and sucked him into her mouth, slurping noisily as she cleaned off the thin coating of aftermath.

  Holding the back of Ellie’s bobbing head, Jack groaned and shivered from head to toe as she licked and teased his glans with her tongue. Out of the blue his pelvic muscles convulsed fiercely, and a squirt of something shot into her mouth – he wasn’t sure whether it was leftover cum, more precum, or whatever, but his sister seemed to take notice and hummed in surprise.

  Pulling her mouth off with a humorous popping sound, Ellie promptly turned over on her hands and knees, feet dangling off the front of the cum-soaked couch and ass waggling seductively in the air.

  “C’mon, Jack!” she invited with a huge grin. “I’m pretty sure we’re both ready for that second deposit now!”

  Chapter Fifteen

  Moving off the couch, Jack was given his first real look at Ellie from the rear – with the vertical line of her cleft and bulls-eye of her asshole stacked up like an inverted exclamation mark.

  Salivating, Jack stroked himself and licked his lips. For some reason, this had always been his favorite view of a naked woman!

  Holding his throbbing cock out straight, Jack stepped behind Ellie and aligned himself with the swollen lips of her pussy. Wedging the head between her labia, he made a little wiggling motion with his hips, and was quickly directed into the hole he sought.

  God – Ellie’s pussy was completely drenched! Which wasn’t necessarily surprising, but knowing how wet she’d been before they’d even started... this had to be more than his own juices!

  “Oh, fuck yes!” moaned Ellie, rocking her ass back and forth and trying to hump herself on the end of his cock.

  Jack chucked. “Relax, El! You’re always in such a rush.”

  “I’ve been waiting far too long to be all patient and understanding now! And I’ve always been kinda multi-orgasmic anyways... it takes me like two or three times before I really feel satisfied.”

  “Heh, good to know, I guess. Two times I can probably handle. But three? I think you might be pushing your luck there!”

  “Well, Jack... you’ll just have to learn to keep up with me!”

  Gripping Ellie’s curvy hips, Jack leaned forwards and sank excruciatingly slowly into the exquisite tightness of Ellie’s molten sheath. The two were soon fucking hard and fast, the repeated impact of their sweaty bodies filling the living room with the uniquely arousing sound of damp flesh slapping together. Jack allowed his eyes to roam lustfully over his sister’s perfect figure: her long, graceful neck... the delicate curve and scalloping of her spine... the narrow waist that didn’t even look half as wide as her ass... even the two cute little divots right above her buttocks. And most especially, how he could just see the sides of Ellie’s large breasts swinging back and forth under her chest.

  Noticing something interesting, Jack used his thumb to trace a distinctive thin line of bright pink skin that ran from the top of Ellie’s ass crack, along the back of the groove, until meeting up with the vibrant patch of red skin surrounding her asshole. Reaching the puckered depression, he pressed the pad of his thumb on top and felt the puckered ring of her sphincter moving up and down as his cock thrust in and out below.

  Rubbing her asshole a little harder, Ellie must have relaxed her muscles because all of a sudden his thumb popped inside, sinking clear up to the last knuckle.

  Ellie gasped in surprise and clenched her buttocks. “Oh Jack... you’re such a naughty boy!” she proclaimed with a girlish giggle.

  “Uh, sis... I’m pretty sure I’m not the only one here who’s naughty,” he replied, wiggling his thumb as Ellie’s sphincter tightened in protest around the penetrating digit.

  “And bad girls need to be punished, right? Or so the theory normally goes...”

  Jack snorted. “Yeah, you always were a hard one for mom and dad to figure out how to discipline. You kept thinking up excuses and loopholes they couldn’t easily counter!”

  “Mmm, I do think your finger’s in one of those loopholes right now, Jack. Did you know my ass is cherry? Reserved for someone very special. I think my big brother will have to teach me a hard lesson for all those years of misbehaving and driving everyone nuts... by finally taking what’s always been his.”

  Jack stopped thrusting and twisted his thumb a little deeper into Ellie’s bowels. Was she really offering what she seemed to be offering?

  “Good god, Ellie; really? That would be amazing...” His voice trailed off wistfully.

  “Do I actually need to say that you can do whatever you want with me? I trust you implicitly, Jack, and I’m not shy... you of all people should know that. Besides... I’ve always wanted to know what the big fuss was about anal!”

  Without a moment’s hesitation, Jack withdrew from Ellie’s pussy and positioned his cock a couple of inches higher, rubbing the well-lubricated head over the creased star of his sister’s asshole. Centering himself, he pressed forwards... but to his intense disappointment, nothing much happened. Despite the ease of his thumb’s penetration, Ellie’s sphincter had clamped down so tightly on itself, that it was like trying to push against a solid surface.

  “Uh, sis, I think you need to relax a bit.” Pushing with more force, Jack abruptly managed to shove his entre glans through the tight ring, but Ellie let off a piercing screech and he quickly backed off.

  “Damn it all...” she muttered to herself. “I seriously don’t know how Rachel does this all the time.” Reaching behind her back, Ellie rubbed worriedly at her asshole, testing just how tight she was.

  Moving Ellie’s hand aside, Jack spit on his fingers and stroked the clenched orifice, massaging until he could ease first one and then a second digit back inside.

  “Eh, it’s really not that bad,” he commented, spreading his fingers and sliding them in and out to help loosen the tense ring
of muscle. “You just need to get used to the idea of something going in the opposite direction of normal.”

  Looking over her shoulder, Ellie pulled a face. “Eww, bro... like gross imagery there! You aren’t exactly sweet talking me into this.”

  “If you don’t want to do it, then we really don’t have to.”

  Ellie sighed and turned over, lying sideways on the couch and rubbing determinedly between her buttocks. “No, no, I want to at least give it a shot. I guess I just have a nervous asshole, huh? But now that I think of it, I remember Rachel saying it’s easier for her when she’s on top and in control. Can we maybe try that?”

  “Of course. Whatever makes you comfortable.”

  Ellie slid over and Jack climbed up on the old couch, reclining on his back and propping his head against the padded armrest. He could feel the cold wetness of the earlier puddle of cum pressing into the small of his back, and idly wondered just how much semen and other mystery juices he’d unknowingly been sleeping on for the past three nights.

  Ick!

  Straddling Jack’s waist on her knees, Ellie grabbed his throbbing cock and held it vertical, rubbing it back and forth along her slit and coating him with her lubrication. Then, she tilted her pelvis forwards and wedged it between the lower swells of her buttock, right up against the slight depression of her anus, before finally wiggling her hips to lock him in place.

  With a determined look on her face, Ellie leaned back and applied pressure. Jack could feel his cock straining against what, to him, once again felt like a completely solid surface – and then he began bending, until suddenly he slipped out altogether.

  “Damn it all!” whined Ellie. “I just don’t know if I can do this!”

  “Try again... but this time, pretend you’re pushing something out.”

  Ellie frowned, flashing that disturbed face at Jack again.

  “Trust me, sis. It sounds counterintuitive, but I swear it’ll work!”

  Moving him back into place, Ellie closed her eyes and concentrated.

  At first, it didn’t seem like anything was going to happen. The pressure kept increasing to the point that Jack thought he was going to slip out again, but then something suddenly loosened – and all at once Ellie slipped several inches downwards.

  Gasping loudly, his sister’s eyes sprang open in surprise. “Oh my god – it’s actually going in!” she exclaimed excitedly.

  Grimacing slightly, Ellie pushed harder and Jack’s cock sank in slowly and steadily, until hitting a barrier that brought him to a stop just slightly past the halfway mark.

  Ellie drew in a shuddering breath and leaned forwards, resting her forearms on Jack’s chest. “Oh wow... that’s uh, really something new there. Just gimmie a sec to get used to this, okay? You can stay hard for now?”

  “Sure. You’re so tight, I couldn’t go soft if I wanted to!”

  Ellie’s slightly uncomfortable look changed into a proud grin. “Mmm... that’s exactly the sort of thing a girl likes to hear!”

  After barely two minutes of waiting, Ellie test-hunched her hips again, only enough to shift her body while her incredibly tight sphincter stayed locked in place. A few hunches later, and the movements grew large enough that she could begin sliding several inches up and down.

  “Oooh, that’s actually not half bad,” she whispered, impaling herself a little further with every plunge.

  “Uh, same here,” groaned Jack. His hands were wrapped tightly around Ellie’s hips as she moved, fingers squeezing repetitively into her flesh.

  All of a sudden Ellie lunged forwards, dragging herself almost completely off before immediately shoving back down. She repeated the same motion several times.

  “Hey... I think I’m getting the hang of this!” she commented in a more lively tone, straightening into an upright position so she could ride Jack in a more traditional cowgirl style. Lifting up and down carefully at first, Ellie gradually transitioned into a more general hopping motion as she loosened up, with her full breasts bouncing playfully on her chest.

  When it began to feel like extra lubrication might be needed, Ellie stunned Jack by pulling off completely and shoving his cock back inside her sopping wet pussy. A half dozen strokes later, she reversed the process and returned his newly lubricated member to her ass.

  “Oh my god, Ellie – that’s so hot!” he groaned.

  “Hey... who wants... to waste money... on lube?” she replied between labored breaths.

  Growing more confident, Ellie started bouncing faster and harder while rubbing at her clit, gasping and squealing as she forced him to penetrate deeper with every plunge.

  And then, quite by accident, Ellie’s knee suddenly slipped off the edge of the cushion. Neither of them was expecting the entire weight of her body to suddenly bear down on Jack’s two-thirds-embedded cock, which strained valiantly for several seconds to hold them apart – until something deep inside Ellie opened, and her ass slammed down flat on his lap.

  Tumbling backwards and nearly falling off the end of the couch, Ellie let out a deafeningly loud screech – an otherworldly blend of both pain and pleasure at having the entire length of her brother’s cock abruptly lodge deep in her ass. The sound was apparently more pleasure than pain, because Ellie’s shaky hand came down and grabbed her crotch, where she immediately curled two fingers into the gaping mouth of her pussy.

  “Ugh, ugh, ugh,” she grunted, jerking her fingers sharply and repeatedly against the roof of her canal.

  Ellie still hadn’t managed to lift her knee back onto the couch, and this worried Jack.

  “Hey, you okay there?” he asked, noting with concern that Ellie’s face was turning a rather florescent shade of red.

  Ellie abruptly screamed out and leaned backwards, her fingers a blur as they fucked frantically in and out of her pussy and filled the living room with wet squelching noises, all while a fine spray of wet droplets rained down on Jack’s abdomen.

  Wait a minute... where was all that wetness coming from?

  “Shit, shit, shit,” she wailed as her open palm smashed repeatedly into her clit. “I wanna come so bad, Jack... but it feels really strange!”

  “Huh? What’s strange?”

  Suddenly shoving her fingers as deep as she could, Ellie’s body stiffened and jerked violently, her bowels clamping down and rippling fiercely around Jack’s embedded cock. Her face twisted into a look of overwhelming agony, jaw pumping open and closed and her eyes becoming glassy and distant.

  Ellie stayed locked like this for several seconds, seemingly trapped on the verge of receiving the pleasure she so desperately sought, but either unwilling – or unable – to finish propelling herself over the edge.

  “Oooohhh god!” she whined through clenched teeth. “It’s so weird, I don’t know if I can do this!”

  Reaching up, Jack tenderly caressed his sister’s side. “Please, Ellie,” he whispered. “You know I love you. Come for me.”

  This simple, loving touch proved enough.

  “Oh, fuck yes!” she cried out, the pained expression on her face instantly evaporating into a look of utter joy.

  Jerking her hips upwards, Ellie’s fingers tugged so hard on the roof of her pussy that her previously miniscule hole gape open obscenely – and from Jack’s vantage point, he could see right inside her glistening canal as the interior walls twitched with the first orgasmic convulsion.

  “Fuck, fuck, fuck!” wailed Ellie at the precise moment as an unexpected burst of wetness oozed out around her fingers; a sudden trickle of something hot and clear that burned like molten wax on Jack’s groin.

  Shocked, Ellie jerked her hand away – resulting in a huge, pressurized jet of fluid gushing from her pussy at an almost horizontal angle, spraying Jack in the stomach and ricocheting off his skin only to rain down over his head.

  Shrieking in total astonishment, Ellie immediately slapped the hand back over her pussy to stop the squirting.

  “Oh, no no no! Fuck! I knew something was wrong!” sh
e wailed, biting her lower lip and whining as though in pain.

  As Ellie worked to keep the unknown liquid from escaping her body, the teen’s abdominal muscles began to convulse visibly – and when juices began to leak out around her fingers anyways, she howled in despair.

  “I’m so sorry, Jack – I just can’t hold it in!” she gasped, finally yanking the hand away and allowing the gushing to resume with even greater volume and force.

  Squeezing her eyes closed and moaning “Oh my god!” over and over again, Ellie’s trembling fingers rubbed the swollen bump of her clitoris in rapid circles, her long inner lips buffeting back and forth in the hissing spray from her urethra and flinging droplets in every direction... thoroughly soaking her brother, the couch, and even herself!