Stepbrother With Benefits Page 3

  Ellie reached out and grasped either side of Beth’s panties, suddenly yanking them upwards and wedging the fabric deep into the crack of her best friend’s pudgy ass.

  Studying the resulting effect, Ellie frowned and sighed. “Yeah, these don’t really show off the merchandise like they could. Hey – have you tried that lucky pair Rachel loaned you last week? Didn’t she say she’s got laid in ’em like a couple dozen times at frat parties?”

  Jack’s heart skipped a beat.

  Beth let out a burst of unimpressed air. “Yeah, as if that would be a challenge for a certified slut like her... not that there’s anything wrong with that!” Still facing away from the door, Beth slowly slid the tight blue panties down her legs and into a rumpled pile around her feet, and then bent over at the waist to retrieve them from the floor.

  Seemingly in slow motion, the perfect little globes of Beth’s buttocks stretched apart and flashed Jack with an unexpectedly clear view of the eighteen-year-old’s intimate region – from the bright red star of her puckered anus, to the dark vertical gash formed by her completely shaved pussy lips squeezed tightly between her thighs.

  As Beth hooked a finger on the panties and went to straighten up, the other end caught on the tip of her big toe and she stumbled, quickly sticking an arm out to catch herself on the side of Ellie’s bed. With her legs spread and knees slightly bent, the smooth white folds of Beth’s pussy pulled to the sides... just enough to expose a tantalizing glimpse of the vibrant pink skin that lined her cleft.

  Jack sucked in his breath and watched in rapt fascination as Beth once again went to pick up the panties, this time bending far enough over that her puffy outer labia pulled right open, presenting him with the unexpectedly clear sight of two previously hidden inner lips projecting straight outwards. And then, to his utter astonishment, the teardrop-shaped entrance of Beth’s vagina popped open, like a miniscule black hole glistening with wetness as she moved.

  Jack had to hold back a lustful groan as he felt a highly inappropriate stirring in his loins, something that hadn’t happened to him in months. Recognizing his arousal, he immediately felt a wave of guilt and shame wash over him, since he knew he shouldn’t be spying on the girls in the first place... never mind while they were in this state of undress.

  And yet, Jack’s feet stubbornly refused to carry him away from the enticing view offered through that narrow gap!

  “You’re such a klutz!” laughed Ellie when Beth finally managed to stand upright.

  “I’ve told you before, El... underwear and I have never gotten along. Anyways, lemmie see about that pair from Rachel...”

  Beth moved out of view and Jack heard a dresser drawer scrape open. After a brief period of silence, Beth sauntered back wearing a pair of lacy black panties.

  “I can’t believe it, but these actually seem too small,” commented Beth as she modeled the nearly transparent lingerie for her friend.

  “Hot damn, Beth... who cares – they’re perfect for you! But try pulling ’em up a little.”

  Beth tugged sharply on the front, and Ellie snorted and giggled.

  “How for fuck’s sake can a juicy cameltoe like that even be legal!”

  Ellie hopped off the bed and grabbed her best friend’s hips, spinning her around to face the door. Jack instinctively leapt back from the crack, before realizing that the girls were looking into a mirror mounted on a nearby wall.

  “Oh, goddamn... these really are crazy hot!” gasped Beth as she studied her own reflection, smiling and running her hands over the flatness of her lithe stomach.

  Ellie gave her friend a quick slap on the bottom. “These things make you look so hot, you’ll stop traffic if you wear ’em with yoga pants!”

  As a red-blooded male, Jack had to agree. Beth’s adjustment had bunched the thin black fabric together and wedged it deep in her cleft, with the puffy folds of her pussy bulging far enough out that they sealed right over where the tight material cut into her flesh. This made the already fat lips of her sex seem twice as big as they were, and for a girl of Beth’s already diminutive stature, the effect was shockingly lewd – and to Jack, highly arousing.

  Pushing her pelvis out and wiggling her hips, Beth grinned slyly. “You know I love showing skin as much as the next girl... but I’m already feelin’ like I’m goin’ numb kinda down here,” she remarked. Reaching down, she slid her fingers inside the front of the panties and pulled the bunched fabric from her cleft, then carefully spread it to cover her crotch in the intended manner. This option was no less arousing, since the small panties continued to cut in and were made of such transparent lace, that they concealed almost nothing.

  “That’s still damn hot,” commented Ellie, confirming Jack’s own opinion.

  “Well, that settles it then. I’ll wear these to the party. Hopefully I’ll get the chance to show ’em off!” Beth turned around and disappeared from view once again.

  Ellie, on the other hand, remained exactly where she was, staring critically at herself in the mirror. She turned to the side and struck a sexy pose that emphasized her feminine curves, which were definitely more voluptuous than Beth. She ran one hand along the curve of her butt, and used the other to push her boobs higher.

  “Do you think he’d want me?” asked Ellie pensively. She must be talking about a boyfriend – one of those sensitive topics that neither of them was comfortable breeching in their routine chats.

  Once again stark naked, Beth came up behind Ellie and hugged her from the rear. Resting her head on Ellie’s shoulder, the two girls looked into the mirror.

  “Any man would be bat shit crazy to not want you, El,” she replied with a soft sigh.

  The two turned away from Jack, but then Beth suddenly crouched down and yanked Ellie’s flannel pajama bottoms to her thighs – exposing Jack to a three-quarter view of his sister’s bare ass. Pressing her palms flat against her friend’s plump buttocks, Beth jiggled them – giggling as the ripples spread throughout Ellie’s flesh.

  “Besides, who could resist tapping this fuckin’ sweet ass?” squealed Beth excitedly.

  “Yeah, like you’re so objective on that!” laughed Ellie.

  Just then, Jack felt a delicate hand touch his shoulder and he spun around in alarm – the toothbrush sitting on top of the folded pajamas in his arms flinging off and skidding down the dark hallway.

  It was Rachel, and she was wearing a large orange T-shirt with the word “wanna?” silkscreened on the front. The shirt came to the top of her thighs and lay loose and shapeless over her large breasts, curiously giving her a more modest look now than when she’d been fully dressed.

  “The bathroom’s free now, Jack,” she said softly. “Sorry if I kept you waiting.”

  It looked like Rachel winked at him, but in the dim light Jack couldn’t be sure. He tried to play innocent, but feared the sound of his panicked heart thudding inside his chest would give him away.

  “Uh, no problem, Rachel... it’s your place after all,” he replied in an low undertone.

  Rachel smiled and spun around, taking a few steps down the hall with her hips swaying provocatively from side-to-side. Did that sexy swagger come naturally, or was she doing it on purpose? Arriving at the fallen toothbrush, she stopped and bent over at the waist, the orange T-shirt lifting up to briefly expose the bottom half of a yellow thong, along with the smiling creases where her buttocks met her thighs.

  Straightening up and turning back to Jack, she held out the toothbrush. “I think you dropped something, Jack,” she said with no detectable emotion.

  “Uh, thanks Rachel,” he croaked, quickly snatching the toothbrush from her grasp.

  Rachel then came right up to Jack and stood on her tiptoes, giving him a quick peck on the cheek. He could feel his beard stubble scraping against the softness of her cheek, and the lingering moisture of her lips on his skin.

  “Good night, Jack,” she whispered, flashing him a warm smile. “Sleep tight, and don’t let the couch bugs bite.”


  Why did she keep repeating his name? “Uh, same to you. I’ll see you in the morning, huh?”

  Rachel turned and disappeared inside her bedroom, but then poked her head out one last time. “Uh, seriously, Jack. Do watch out, okay? There probably are a bunch of bugs in that old thing.” Then, she closed the door with a soft click.

  Once again left alone in the hallway, Jack exhaled with relief. His head was spinning, not only from the arousing sight of Beth’s naked body, but also from Rachel’s decidedly strange and potentially even erotic behavior.

  There seemed to be a very odd vibe in this apartment that Jack couldn’t quite put his finger on... at least, not yet.

  Glancing at the sliver of light spilling out from Ellie’s bedroom, Jack thought better of spying on the girls again and figured it wiser to take a shower.

  A very long, very cold shower!

  It’d been well over a year since he’d seen any part of a woman naked – at least, live and in person. And although Jack was man enough to admit sexual attraction towards both Rachel and Beth, he knew this was neither the time nor the place for those kinds of carnal thoughts. And since these were his sister’s good friends, they were definitely not the women to be thinking those thoughts about!

  * * *

  Later that night, Jack’s final thought before drifting off to sleep wasn’t of Rachel’s large breasts pressing into his chest, or of Beth’s pink pussy winking open... but rather, the furtive glimpse of his sister’s naked ass.

  Chapter Four

  Jack slept fitfully on his first night in the apartment, tossing and turning and waking up at least once an hour. It wasn’t so much that the couch was uncomfortable – although it surely was, and it didn’t help that the place was so damn hot, either – but that he was plagued by a single, disturbing dream.

  It was a recurring loop, where Johanna was standing naked in the doorway of his home office and pleading with him to come to bed. Inexplicably, dream-Jack would completely ignore her pleas and continue working on some meaningless task. Eventually, Johanna would come up to his desk, kneel on his lap, and demand that he immediately quit working and satisfy her urges. But, dream-Jack would rudely push her aside.

  That’s when Jack would normally lurch awake in a panic. Allowing his work to invade his personal life was one of his biggest regrets, simply because it took away from what little time he’d had with Johanna... and for some reason, this worry was on his mind again. Eventually he’d drift back to sleep, and the whole cycle would begin anew.

  But then, on one particular iteration, the dream changed. This time when Johanna climbed on his lap, the heady fragrance of her sexual readiness hung thick in the air. Jack was finally able to force his dream-self to grab his future bride’s hips and pull her aroused sex closer to his mouth, and use his fingers to spread her reddened folds. Salivating, Jack was just about touch his tongue to her expectant clit, when a loud and decidedly out-of-place thumping noise interrupted him.

  Some part of his brain instantly knew that something wasn’t right, that he was having a dream and none of this was real, and that he should wake up right now.

  Jack’s eyelids flew open, then immediately pinched shut in the bright early morning sunlight streaming through the window. The first random thought to form in his groggy brain was that he had a dull ache in his lower neck, from having twisted into an odd angle while he slept.

  But his bed was great – so why was he so sore? Oh... that’s right. He was on the couch in his stepsister’s tiny apartment.

  Opening his eyes fully, Jack found himself looking up at something so completely unexpected, that it took him several seconds to process what would’ve normally been instantly obvious.

  It was a woman.

  A naked woman.

  Specifically, a naked woman’s expertly shaved vulva, positioned barely a foot away from his face. Indeed, it was so close he could see the fine pattern of bumps and creases texturing the twin folds of pristine white skin.

  But this was no clinical, textbook vulva – this was an immaculately cared-for pussy; a highly arousing example of human sexual perfection. Which, for some inexplicable reason, was on full display.

  Jack briefly wondered if he was still asleep and dreaming, but this pussy appeared very different from the one he’d been about to pleasure in his mind. As he sluggishly turned onto his side, the mysterious body part jumped back a foot or two, which is when Jack saw that it belonged to Rachel – who, for some equally as inexplicable reason, wasn’t wearing a single stitch of clothing!

  “Oh!” exclaimed voluptuous Rachel with obvious surprise, but without making any move to protect her modesty. “I’m so sorry, Jack! I didn’t mean to wake you. I was just about to get dressed, when I remembered my phone’s dead and I left my charger on the shelf above you.” She wiggled a coiled wad of black cable clutched in her right hand, as if to prove the excuse.

  “You’re naked,” stated Jack bluntly, unable to think of anything more clever to say. Normal people would have at least thrown on a robe before running out to retrieve some silly cable from above a sleeping houseguest!

  “Yes, and how nice of you to notice!” replied Rachel without hint of sarcasm, twirling around on the spot and showing off the entirety of her stunning figure.

  Jack had already formed a pretty good impression of Rachel’s physical assets through her skimpy attire last night, but nothing could’ve prepared him for actually getting to see the athletic brunette in the buff.

  The teen’s skin was flawless and free of any visible imperfections, and had somehow hung onto the slightest of golden brown tans from the long-faded summer sun. Everything inside her bikini line remained in her own natural shade of creamy white, and, despite his earlier suspicions, she had no visible tattoos anywhere. As a star volleyball player and gifted athlete, Rachel was clearly dedicated to a rigorous routine of physical exercise that had sculpted her muscles into undeniable perfection, but not so much as to take away from her feminine softness – with her curvy hips and large breasts proving that point in spades.

  Seeing these jiggling mountains completely unencumbered, Jack upgraded his earlier estimate from D to double D. The remarkable swells projected proudly from her chest, high and perky to the point of appearing to defy the laws of physics, and were capped with puffy light pink areolas dotted with wide but presently shallow nipples.

  “You like? It takes a ton of effort to keep my bod looking sweet like this,” stated Rachel, running a hand down her side and caressing the sensual curve of her hips. “No point keeping it all to myself, right!”

  Jack mumbled something unintelligible as his eyes automatically followed Rachel’s hand lower, his gaze locking onto the sexy pussy that had awakened him.

  Like many athletic teens, Rachel’s trim legs left a wide gap between her legs – her upper thighs never meeting even when her knees touched. Unlike Beth’s chubby pussy which completely hid her clit and inner labia, the ridge of Rachel’s clit hood suck out well past her shallow outer lips as a broad hump of darker colored-skin, which transitioned sharply into the frilly crest of her prominent inner labia.

  “So, do you like it?” asked Rachel.

  With where Jack was currently looking, he thought he’d misheard the question. “Uh... what?” he replied dumbly.

  “My new bellybutton ring, of course!” blurted out Rachel excitedly, tossing the charging cable away and using both hands to point at the middle of her toned stomach.

  Happy to have somewhere slightly less arousing to look, Jack scrutinized Rachel’s navel meticulously. She didn’t actually have a ring. Instead, the web of skin at the top of her navel had been pierced by a short metal stud, with a medium-sized silver ball attached on the outside and a large transparent green ball inside. The morning light shone brilliantly through the colored plastic, casting a green tinge on the surrounding skin.

  “I just got it last month. You’d think that’d be the first place I’d have pierced,” she gestured at the mul
tiple piercings in her face, “but I just couldn’t decide what to do. I’m so happy now – it’s like a perfect match to the one in my clit!”

  Without waiting for his reaction, Rachel stepped forwards and raised her bare foot onto the edge of the couch cushion, parting her legs. Reaching down, she used two fingers to pull on her clit hood, uncovering the tender pink point of her clitoris – along with the promised piercing. It really did match the one in her belly, with a large transparent green ball wedged beneath the wide hump of skin. But, even with Rachel’s tugging, the green ball remained partially covered by her hood, creating an obvious bulge.

  From the outside, Rachel used the small metal ball to manipulate the piercing, causing the larger green ball to poke out and rub back and forth over the point of her clit. But when she removed her fingers, the skin of her hood slowly retracted back over the green ball, once again shielding it from view.