Stepbrother With Benefits Read online

  Sure enough, the sobering trick worked... and gave him a mild case of anxiety!

  When Jack’s alarm needlessly sounded ten minutes later, he was ready to get up and make morning coffee for everyone. Although the front of his boxers were still soaking wet, he couldn’t yet change and hadn’t thought to pack a robe – and hoped the fact that they were dark in color and loose fitting would be sufficient to hide their unsavory condition.

  The sounds of voices and movement in the other half of the apartment grew louder as everyone prepared for the day. Jack was desperate for a few private minutes with Ellie to discuss what he’d just seen, and was relieved when she was the first one to come down the hall – barefoot and in a red T-shirt and grey sweatpants that would undoubtedly change before class.

  But instead of walking directly into the kitchen, she disappeared into the living room – probably to turn on the television – and suddenly cried out in surprise.

  “Mark, dude, like what the fuck, man!” she exclaimed angrily.

  “Oh – sorry, El!” came the muffled reply through the thin bedroom wall.

  “Learn to clean up your own fuckin’ puddles of fuck-juice!” she yelled back at him.

  “Sorry!” repeated Mark in a higher pitch.

  A few seconds later, Ellie appeared around the corner, hopping into the kitchen on one foot.

  “Uh, bro... could you get me something to clean this shit off with?” she asked, lifting her left foot higher to show him the sticky white substance covering the sole of her foot.

  Jack nearly had a heart attack. Mark’s cum. From inside Beth’s pussy. All over his sister’s foot! Nervously, he ripped off a few squares of paper towel from the roll and handed them to Ellie.

  It took his sister nearly a minute to clean herself – cum had even squoozed up between her toes! When she’d finished and was about to toss the dirty towel into the trash, Ellie hesitated and brought it under her nose. Sniffing deeply, she frowned and held it out to Jack.

  With a completely serious expression on her face, she asked somberly, “You didn’t have anything to do with this, now did you?”

  Despite his innocence, Jack’s face turned bright red at the accusation. “Good god, no! I swear it was all Mark and Beth! They woke me up early and, uh, surprised the living hell out of me.” He didn’t feel the need to mention that Beth had propositioned him afterwards.

  Ellie’s face lightened and she chuckled, tossing the cum-soaked towel away. “Yeah, I’m sorry about that. I really shoulda warned you about them – they’ve kinda turned into a pair of chronic exhibitionists.”

  Jack grunted and rolled his eyes. No fucking kidding, he thought to himself silently, cracking his knuckles apprehensively before opening the refrigerator to select breakfast ingredients. “So, uh... I guess Beth and Mark are an item then? When did that happen?”

  “Uh, no. Not exactly. They’re just friends with benefits. Or, I guess in this case, roomies with benefits.”

  Jack stopped what he was doing and turned to stare at his sister. “Um, what exactly do you mean by that?”

  “I’m sure you’re smart enough to figure it out.”

  Indeed he could, but what he couldn’t do was believe it. “Okay, so... it’s just like casual sex or something?”

  “Yup – but like really casual sex. No strings or nasty relationship baggage whatsoever. Mark’s usually dating some airhead social girl, and Beth’s had her steady boyfriend Paul for like ages. So in-between dates, they just hook up whenever they want. It’s just to get off, you know? Everyone knows about it. Personally, I think it’s kinda liberating.”

  Jack shook his head as he closed the refrigerator door. “Uh, maybe... but try explaining that stance to mom and dad! But Beth? Really? I’ve known her for ages... and I never got that kinda kinky vibe from her before.”

  “Hey, don’t forget about Rachel. She’s in on the whole thing too, and spends nearly as much time on top of Mark. I swear they’re all randy as hell, twenty-four-seven. You do get used to it after a while, kinda like a dripping faucet.”

  With the sudden mental image of all that cum flowing from Beth’s pussy, Jack snorted in disbelief. “That’s some faucet, sis!” He paused, sucking air through his teeth.

  “Uh oh, I know that worried sound. What is it, Jack?”

  “I, uh... I can’t believe I’m actually going to ask my own sister this... but do they always do it... uh, bareback?”

  “Ha! Always, and with the predictable results. It’s super hot, isn’t it...”

  “Ellie, what it is, is completely irresponsible.”

  “Hey, if that bunch had to buy rubbers every time they wanted to get off, they’d be broke in a month! And besides, you know everyone prefers the feel of skin-on-skin... the way Mother Nature intended.”

  “Mother Nature also intended pregnancy,” stated Jack grimly.

  “Nah. Beth’s on the pill, and otherwise they’re real careful who they hook up with. No one’s worried about anything.”

  “Well, they should be. These days, it’s not worth the risk.”

  “Sure it is! I mean I know you’re just a guy, but to a girl... there’s nothing more heavenly than feeling the sticky heat of your man’s cum deep inside you!” Ellie suddenly grabbed her crotch and, with a tight-lipped smile, made exaggerated rubbing motions over her sweatpants. “Woo, so horny... now I gotta get someone to make me all hot and wet for class like Beth!” she exclaimed with a huge grin.

  Aghast at his sister’s lurid words, Jack swallowed the wrong way and broke out coughing as he choked on his own saliva.

  Ellie laughed at his revealing reaction and then gasped, eyes growing wide as she pressed a hand to her lips. “Hey, uh, bro... I thinketh thou doth protest too much!” she quipped, pointedly shifting her gaze downwards.

  Following her eyes towards his crotch, Jack was aghast to discover his cock fully engorged and blatantly tenting out the front of his loose boxers. But that wasn’t even the worst part of it: because in the bright kitchen lights, the huge wet patch on the front stood out like a sore thumb!

  Jack’s coughing only got worse.

  Out of nowhere, Ellie reached towards Jack and bent the bulge downwards with the tip of her forefinger, watching calmly as the hard rod sprang back into place.

  Utterly mortified at being seen like this by his sister – never mind touched – Jack hurriedly covered his crotch with a convenient box of frozen waffles.

  “Oh god,” he gasped once he’d caught his breath, “I’m real sorry, sis! Trust me when I say it doesn’t mean anything!”

  “You’re like really soaked there. Did you like—”

  “No, of course I didn’t! B-b-but Beth was like a foot away when Mark’s cum just started dripping out, and then she like—”

  With a strangely tranquil look in her eyes, Ellie interrupted her brother. “You don’t need to explain to me, Jack. After all, you’re a guy... and around here, that kinda thing’s the norm for guys. Trust me when I say I’ve seen it all.”

  Forgetting his embarrassing hard-on, Jack let the waffle box fall to his side as his concern shifted to his sister’s wellbeing. Just how far was she involved with this whole “friends with benefits” crap?

  “Ellie, I hate to even ask... but are you included as a ‘benefit’ around here?”

  “Well...” Ellie paused for an unbearably long time in contemplation. “Maybe just a little,” she finally replied, eyes downcast.

  Jack’s heart dropped into his stomach. This was not what he was looking to hear – hell, mom and dad would be mortified if they ever found out! He began choking again, and Ellie stepped towards him, slapping him on the back.

  “Jeez, bro; overreact much? Relax, will ya? I sometimes just... well, I might help them along; that’s all. Nothing serious, like actual sex.”

  “That doesn’t make me feel all that much better, El. And just what do you mean by ‘helping out’?”

  Ellie stared into Jack’s eyes pensively, as if wrestling
with some internal decision. Abruptly, she reached out with a hand.

  Finding the wet bulge in her brother’s boxers, Ellie’s delicate fingers wrapped around the thick shaft of Jack’s cock as it strained against the taut fabric. Immediately, she began moving her hand back and forth – sliding his saturated boxers along with the loose outer layer of skin back and forth over the rim of his glans.

  Jack was so stunned by his sister’s sudden and utterly inappropriate physical contact – and yet at the same time so overcome by the sensual touch of her hand – that he was capable of little more than simply standing there, frozen in place and speechless, with his inner voice screaming alarm but his brain unable to act. His body, however, knew exactly what to do, and shuddered at the first intimate contact from a woman in well over a year.

  Knees growing weak, Jack slouched against the kitchen counter as his eyes fluttered closed. He’d almost forgotten how amazingly pleasurable the touch of another person could be, and Ellie really knew what she was doing. She wanked him faster and faster, her fingers twisting and squeezing and rubbing all around the throbbing head of his raging cock, almost like she’d done it dozens of times before.

  Thanks to his already heightened state of arousal, within thirty seconds Jack felt the familiar sensation of fluids shifting in his loins and his balls drawing tight to his body. He was just about ready to explode!

  But no, god, please no – not that! He could never let that happen by the hand of his own sister!

  “Uh, Ellie—” he began to whisper in protest.

  At that very moment, Ellie jerked her hand sharply against his groin and squeezed her fingers hard around the base of his cock. The side of her palm pressed firmly into his pubic pad, stretching the outer layer of skin tight along the shaft and pulling sharply on his oversensitive glans.

  The sudden extreme pressure, combined with the stretching and sensation of his cock pulsing under Ellie’s unyielding grip, was simply too much for Jack to handle. Feeling that telltale electric tingling sensation shoot like fire along his urethra, Jack realized he was already well past the point of no return – he was going to come!

  “Oh shit!” he gasped as an eruption of blinding pleasure radiated outwards from his cock like a wave of molten heat – firing from the tip of the head, down the shaft, into his balls, and then expanding throughout his groin. Jack stopped breathing, his mind going blank and face flushing hot red, as his heart pounded loudly in his chest and his brain focused entirely on maximizing the gratification of a completely unplanned, but nonetheless highly desired, orgasmic release.

  Like a bolt of lightning, the unbearable pressure released all at once in a violent orgasmic contraction, causing his entire body to lurch as a deluge of thick semen rippled along his cock and exploded in a long, intensely satisfying squirt from the end.

  Jack groaned as his cock heaved and twitched under his sister’s rhythmically squeezing fingers, spewing out jet after sticky jet of pent-up cum. He swore he could hear the soft sounds of his erupting fluids splattering against the front of his boxers, but knew that was impossible.

  After what seemed like an eternity of sexual ecstasy, the uncontrollable pulses grew weaker, and then eventually stopped. It took another twenty seconds for Jack’s endorphin-soaked brain to shift from a sense of profound satisfaction and relaxation, to utter horror as the enormity of what had just happened sank in.

  Jack’s eyelids popped open and he found his sister staring into his face, smiling and looking perfectly pleased with herself.

  “There, Jack. Problem solved,” she stated nonchalantly, releasing her hand from around his slowly wilting member.

  Jack could only feel a personal sense of shock at her unconscionable actions. “Good god, Ellie – why the hell did you just do that?”

  “Hey!” she cried out defensively. “You’re the one who wanted to know how I helped my friends. And with you looking like that... why not just give you a little demonstration? Anyways, it’s no big deal. Not like you can walk around at work with a massive hard-on or something.”

  Jack’s mouth pumped open and closed, but his brain was still so frazzled he couldn’t think of an appropriate way to counter this odd logic. She’d also said “massive”, and he was having difficulty ignoring that particular appraisal.

  Taking a step back, Ellie glanced down at her shirt and laughed. “Oh, for goodness’ sake... didn’t I just finish cleaning myself up?”

  Warily shifting his eyes lower, Jack was newly horrified to find the entire front of his sister’s red T-shirt obscenely splattered with huge splotches and stringy globs of his own stark white semen. Ellie’s final jerking motions must have pushed his cock through the fly of his boxers, freeing it to shoot rope after rope over her once clean clothing.

  Ellie turned around and grabbed a single square of paper towel from the roll on the counter, then thought better of it and ripped off several more.

  Behind an exterior shell of abject horror, Jack couldn’t help but feel some small degree of pride over just how much cum he’d made. Mark’s earlier load didn’t seem nearly as impressive to him after seeing this! Too bad no one but Ellie would ever know.

  Wait – what in the hell was he thinking? Thank god no one else would ever know!

  “Oh hell, Ellie... why in the world did you do that...”

  “Jack, please. I already said it’s no big deal.” Using the towel, she tried wiping up his cum from her shirt, but only succeeded in smearing it around into an even larger mess. “You had a physical problem that I simply helped you resolve,” she continued. “It’s no different than taking an Aspirin for a headache.”

  “Sis, as the one on the receiving end, I can safely tell you that Aspirins don’t feel anywhere near as good as that.”

  “So what’s the damn problem? Would you still be as pissed off if it’d felt bad or something?”

  “Don’t try to turn this around! You’re my sister, and you know full well you shouldn’t be touching me down there!”

  “What? Jeez, don’t have a cow, Jack. It was through your boxers, after all. Well, at least mostly. Besides – you could’ve always stopped me!”

  Taken aback, Jack blinked rapidly with the realization that Ellie was completely right. Why hadn’t he wrenched himself away and sternly told her to stop touching him the very moment she first laid an inappropriate finger? Why had he just stood there like a mindless stone statue, allowing her to continue jerking him all the way to orgasm?

  Perhaps he was even more to blame than his sister!

  Ellie spoke again. “Honestly, bro. You were, like, so obviously worked up after seeing Mark and Beth get it on, I just wanted to make your day go a little easier. After everything that’s happened to you this past year, and at work yesterday... I know how important it is that you aren’t distracted today, so you can do your very best work.”

  Jack frowned. The entire sequence of events this morning was wrong on so many levels, but Ellie’s explanation seemed almost innocent and naïve enough that he could believe her good intentions. Right idea... wrong method? And, even though he could barely admit it to himself, he did feel a whole lot better after that long-overdue release. With work piling on so much stress lately, he really had been ignoring his own basic physical needs.

  Just then, one of the bedroom doors flung open noisily and the voices of Beth and Rachel could be heard, growing louder as they trudged down the hall.

  Ellie grabbed Jack’s hand. Disturbingly, her fingers felt slightly sticky.

  “Look, we’re still on for dinner tonight, right?”

  Despite his emotional turmoil, Jack smiled as he remembered the reservation he’d made at a high-end downtown restaurant late last week. Someplace with an upscale décor, candles, and a snooty maître d’ – just because he wanted to treat his sister to something truly special for the first time in ages.

  “My boss would have to chain me to my desk for me to miss it.”

  “Ha! I’ve heard you talk about your boss b
efore, so don’t give him any bright ideas, okay? Anyways, if you absolutely insist, we can discuss this more tonight... all right?”

  Jack gave Ellie an uneasy hug, knowing that his boxers and her shirt were soaked through. He hoped the others wouldn’t notice their eerily matched condition. Then again, even if they did... would they care?

  “Sure, sis. Now quick – please distract your friends while I go put on some pants!”

  Chapter Nine

  Although the morning’s events weighed heavy on Jack’s mind during the hectic commute downtown, by the time his SUV turned into the underground parking garage, he’d concluded that none of it was actually worth stressing over.

  Beth and Mark’s actions were just those of perfectly normal, hormone-ravaged teenagers. He knew all about that sort of thing and, frankly, may not be quite out of that stage of his life yet anyways. And what had happened in the kitchen... well, although unquestionably disconcerting, that was surely a well-intentioned but hopelessly misguided attempt by Ellie to help her big brother.