Just One Box

"Just one more? Pleaaaase?"

Arms folded, Helen Cleaver attempted to resist the puppy-dog-eye routine in front of her, but as had been the norm for 18 years, she couldn't help but acquiesce.

"Ok... but this is really the last one," she sighed, fishing in her handbag and pulling out a crisp note.

Now flashing his gorgeous smile, Jason grabbed the cash before bending down to quickly peck Helen on the cheek, "Thanks, mom! You're the best!"

As she watched her son run off to the ticket counter, Helen smiled, her fingers savoring the evanescent warmth on her cheek. When he disappeared into the crowd, a deep ache grew in her chest as she realized her baby boy would disappear from her life within the month. Even her husband, who had both reassured her with the promise of frequent campus visits and admonished her for being overbearing, had to admit that Stanford was over 2000 miles west of home. Resigned to her fate, Helen threw back the remainder of her glass, the Cabernet Sauvignon slightly dulling her pain.

"Looks like you need another glass."

Helen turned around to find Julie Eldridge with two glasses of wine. She handed her a glass, smiling sympathetically.

"Thanks, Julie."

"Don't mention it. These neighborhood graduation parties may be a blast for the men, but they're always hard on us moms."

Helen lightly smacked herself on the head, "Ooops! I forgot Kyle was graduating this year too. Sorry and congratulations, I guess."

"It's okay. Thanks. I can understand why you're preoccupied. Only another mom can understand what it's like to lose our strong, handsome babies."

Helen gestured her frustration, "I know! Paul almost seems overjoyed to have Jason out of the house."

Julie giggled knowingly, "Between us, it's natural for old men to feel threatened by young studs. Especially these days -- I heard on the news that this new generation has higher testosterone levels or something."

Although she was unfamiliar with the study, Helen wasn't particularly surprised given the data in her own home: the muscle-bound teen towered over her flabby, slightly effeminate spouse.

"Mom! Let's go!"

Kyle, Julie's son, waved his arms across the crowd, gesturing for her to leave. Beaming, the matron waved back excitedly.

"I have to go. Give my congrats to Jason, though I'm sorry you're losing him." With a mischievous smile, she added, "Make sure you really take advantage of him for this last month."

"Thanks!" Helen yelled as she watched Julie run to her son. As she sipped her wine and watched the somewhat less-than-filial embrace between the two, she began wondering what exactly Julie had meant. Amongst the bridge club, there certainly had been rumors about a possible affair responsible for Julie's stormy marriage, but there had never been any specifics. Helen, however, had always maintained a distant suspicion that the mystery lothario had been the boy who Julie was currently wrapped around.

After all, she was not entirely innocent regarding the taboo in question. Years earlier, when Jason suffered the pangs of puberty with no support from his prude of a father, Helen had tutored the youth at his behest. An experienced lover who had been with her fair share of partners, Helen had capably been the theoretical and practical foundation for Jason's tremendous successes with girls; she had been the training course for his first date, his first dance, and even his first kiss. Energized by his romantic triumphs, the boy had further goaded her into delivering lessons on basic male and female anatomy, cunnilingus, and other things women liked in bed. Despite the well-meaning housewife's attempts to draw inviolable boundaries, her inability to say no (and, on some deep level, her pleasure in his wide-eyed attention) to the apple of her eye saw their relationship grow more and more dangerous. It took a teary-eyed confession of his newfound oedipal love that finally led Helen to put a firm stop to their lessons. Fortunately, the friction between them was not longstanding; with a horde of girls throwing themselves at him, the boy soon found ample distraction, and Helen, although jealous, dismissed his short-lived proclivities as a growing pain.

While the ensuing years saw the blossoming of a beautiful filial relationship and even an amicable friendship between the two, Helen's feelings for the boy remained complicated. The gods saw fit to sculpt a human David out of the teen as the years progressed; combined with her husband's neglect, the image of Jason in boxers had provided the housewife with innumerable intense, guilty climaxes. Worse, according to bridge club rumors, the very romantic successes that she had helped the boy attain had apparently forged a sexual virtuoso of legendary endowment, stamina, and technique. She was not surprised to discover that the boy had many devotees from his high school: Helen had opened the front door countless times to find nervous teenage girls who sought her son's attention. Last week, however, she had been stunned to learn that many of his conquests had been older women -- mothers and aunts of his unsuspecting friends and neighbors. She wondered if he retained any of his desire for her.

For the next hour, lost in her thoughts, Helen roamed the party, downing glass after glass, and faking enthusiasm at pleasantries. As her boredom and inebriation grew, so did her libido, especially with the salacious thoughts pervading her mind. Eventually, desperately horny, she made her way to her husband, who had previously abandoned her for his drinking friends. She embraced him, whispering into his ear.

"H-hi honey. How're youuu doing? I loooove you... please take me home and fuck me."

Paul pushed her away, "Goddamnit Helen, you're drunk. Don't embarrass me like this."

Grabbing her by the wrist, he dragged her through the party until he found his son.

"Take your mother home. She's not feeling well."

Jason took her arm and gently placed it around his shoulder, "Oh no! Are you ok mom?"

"Noo sweetheart -- I'm nnot. I don't *hic* want you to leave me."

Quietly, Helen added, laughing, "Alssso your mommy's hornny. She needs to get FUCKED."

The teen's eyes shot open at his mother's candor and thanked the heavens that nobody else had heard.

Paul fished in his pocket for a couple of bills and shoved them into Jason's hand, "Take her home, but stop by the pharmacy for some of those hangover pills. Put her to bed -- I'll be home after the party ends and take it from there."

As they began the short trek to the car, Jason reassured his mother, "Sorry dad was such an asshole. I'm gonna take you home, ok mom?"

She kissed him on the cheek, "Okkkaaay. Yyou're suuuch a goooood boy."

At the car, Jason opened the passenger door for his mother and tried to usher her in. Completely unstable, Helen tumbled forward, her head stopping just shy of the car door thanks to Jason's quick hands.

Noticing that his right hand was firmly grasping her breast, the teen quickly pulled back, "Wow, uh sorry."

Too groggy to know better, Helen smiled wolfishly, "Oh cooome on *hic* it's not like youu haven't seen and touched theeese before."

Jason fondly remembered their short tryst, but quickly snapped out of his thoughts when he saw a car drive by. He helped the buzzed housewife in the car and reached over her to buckle her in.

As he pulled back, his mother gently cupped his face, turning it towards her. He studied the lovely visage before him, complete with high-set, flushed cheekbones; short, curly brown hair; full, lipstick-covered lips; dainty, button-shaped nose; and almond-shaped eyes of turquoise, now weeping translucent tears. Her long nails gently combed through hair much like her own.

"Mmy handsome baby. Wha- am I gonna to do when youu leave? I love you sooooo much."

Without much thought, she slowly brought her lips to his, her tears wetting his face. Surprised and invigorated by one of the happiest memories of his life, Jason fully kissed her back. His tongue slipped into her mouth, and she eagerly responded with her own lingual acrobatics. The kiss was moist and hot and when a passing car caused the couple to disengage, they were both left panting.

"Ooops..." Helen muttered, suddenly mortified.

Aside from the ambient noise on the road, the drive to the pharmacy was completely quiet. By the time Jason had pulled into the store lot, Helen had already fallen asleep. When he got to the counter, he was glad he had left his mother in the car.

"Hey sugar. How're you doing? It's been a while," the middle-aged, shapely blonde clerk asked.

"Hi, Mrs. Woods, I'm doing great -- just need some hangover medicine for... a friend. You? How's Penny?" the boy asked, somewhat uncomfortably.

"She misses you a lot... just like I do." Double-checking that the store was empty, she leaned forward on the counter and whispered in the boy's ear, "And after getting to know each other on our little weekend field-trip to the cabin, I'd have thought you'd call me June."

Jason gasped as the mother of one of his ex-girlfriends began nibbling at his ear lobe. The welcome sensation and the intoxicating memories of the four-poster bed in the chaperone cabin fortified his already semi-erect cock.

Suddenly, June pulled back and sighed, "Unfortunately, I see that you've been booked tonight by some very lucky lady."

In response to Jason's bemusement, June pointed to the vanity mirror on the wall. The boy was embarrassed to see clear markings of lipstick on his face. If only she knew...

"Don't be embarrassed. I'm not the jealous type... though you certainly make it difficult," June muttered, staring at the large protuberance in the boy's shorts.

"Mrs Woo- uh June? The medicine?" Jason asked after a protracted silence.

"Oh-uh sorry. Yeah, here you go."

Jason began handing her the cash when she stopped him.

"Your money's no good here. In fact, I have yet to thank you properly for last time."

She grabbed a black, laminated box and placed it on the counter, "Magnum XXL, right?"

"Wow, thanks!" Sheepishly, the boy added, "Actually, do you have the ultra-thin version?"

Laughing, she quickly swapped the product with the correct one, "Ahh of course. Not like you need the help with endurance."

As he walked out, June yelled out to him, "Have fun tonight! And remember, if you ever want another free box, give me or Penny a call anytime!"

Minutes later, Jason shook Helen awake, "Hey mom, we're home."

Having slept off some of the alcohol, she was able to exit the vehicle without incident. Still, to make sure she didn't hurt herself, Jason helped her into the house, flipping on the master light.

"Honey... you don't have to. I'm ok. Well, you're gonna have to let me go up the stairs by myself," she smiled, matter-of-factly.

The teen smirked, "I don't have to do anything."

"Wait, wha-? JASON!" she squealed, as he effortlessly carried her into his arms.

"See?"

Helen laughed, "Jerk! You could've warned me!"

Jason chuckled, "Where's the fun in that?"

She wrapped her arms around his neck for support, giving him another lipstick-imprinted kiss on the cheek, "Mmmm... my hero. God, I love how strong you are."

A sucker for his mother's praises, Jason grinned all the way to his parent's bedroom before gently depositing her on the bed, using only the full moon in the window for guidance in the unlit room. Not to be outdone, Helen suddenly pulled the boy forward, causing him to topple onto her.

Directly atop her, he raised himself on his elbows until he was eye-level, "No fair!"

Gently stroking his face, Helen smiled, "Now you know what it feels like, goofball."

The boy couldn't help but acknowledge her well-executed revenge, as he brushed the hair out of her face.

However, as the laughter died down, mother and son found themselves quietly gazing at each other, their faces bathed in moonlight. Before long, Jason began slowly closing the distance.

With less alcohol fueling her audacity, Helen began nervously muttering tepid denials, "Sweetheart... what we did... before... a mistake... we can't... your father... it's wrong."

Jason finally silenced her with their second kiss of the night, and her silent, passionate response spoke more to her true ambitions than her hesitant logorrhea ever could. Their tongues danced as the teen began running his hands down her body, throwing more fuel into the fire. Before long, the experienced teen had his hands under her skirt and on her drenched panties.

"Mmmm... *kiss* baby *kiss* don't... oh goddd...," Helen whispered, breathlessly.

Moaning into her son's lips, Helen enjoyed the ministrations of his fingers, now directly massaging her labia.

"Jason, no!" she interjected softly at his touch.

The boy broke the kiss, redirecting his lips to the taut, sweaty crevices of her neck. Between kisses on erogenous zones that fogged her mind, he confidently asserted, "I promise it'll feel good. I know you need this."

Before long, two of his fingers slipped into her sodden canal and began applying a delectable pressure to her sensitive, upper walls, while his thumb teased her clitoris over its hood. Her reservations were washed away by the deluge of sensation.

"Doesn't that feel good, mom?"

Involuntarily, Helen began slowly undulating her hips, "Yessssss. Jesus honey... where did you... ohhhhh."

The housewife's eyes fluttered when the boy's massaging fingers arrived at a special, rough zone.

"Oh g-god... I can't believe it! You're gonna make me come!"

The fingers began stroking faster.

"Yes!! That's it! Here it --"

Without warning, Jason withdrew. Helen's hand shot forward and clutched his forearm.

She fought to control the desperation in her voice, "Noooo! Don't stop! You promised!"

Without a word, Jason freed his arm from her grasp and rose up on his knees.

Helen stared at the impossible bulge in his shorts. Even confined by two layers of clothing, its pulsations were unmistakable.

Hooking his fingers under the elastic of his boxers, he stripped down completely, pivoting to slide the garments down his legs.

Reflexively, Helen's hand covered her now open mouth as her son's penis sprang free from its confinement. Rumors and her own imagination hadn't even remotely approximated the reality in front of her; the bobbing scimitar of flesh in front of her was easily the largest cock she'd ever laid her eyes on.

"Wow..."

"I've done a lot of growing up since you last saw me," Jason chuckled.

He removed the box of condoms from his shorts, tore the plastic open with his teeth, and removed one of the wrappers from within.

His mother watched in fascination, horror, and excitement as he pulled a massive, black rubber circle out from the package, placed it on the large, drooling, purple glans, and began rolling it over his shaft.

With more than a quarter of his penis still exposed, there was no more condom left to roll. The vulcanized rubber fit snugly, its translucent, black color contrasting sharply with the boy's opaque, alabaster shaft.

Jason curled his fist around the base, elevating it until the head of the cruelly curved shaft brushed against his shirt.

"I'm going to make you come with this."

He pushed up the skirt of Helen's dress and removed her panties. He kneed his way forward until his firm quadriceps pressed against her soft inner thighs. As he pressed the head of his erection against the warm introitus, he looked at his mother's face, her eyes wide and head shaking.

"Sweetheart, no... not this," she whispered, even as her rolling hips begged him otherwise.

The boy went with what her hips and he wanted. He parted her lips and dove in, the warm, slick channel offering easy access.

Helen gasped as she felt her pussy stretched wider than ever before, and a dull, burning sensation threatened to engulf her whole.

"SO... BIG!" she managed to grunt even as her breath left her.

And so, brow knitted and teeth gritted, Helen Cleaver paid the toll for the ultimate ecstasy as her son dug the requisite access tunnel. An assortment of gasps, curses, squeals and screams marked his progress. When he passed her husband's deepest, her hand reflexively pressed against his stomach, though doing little to impede his progress. When he beat out Troy Stevens from college, her tiny hands grasped his muscular shoulders and her head shook from side-to-side. With so much left to go, she doubted anyone would ever steal first place from him.

"Relax. Let me in, mom."

Since his invasion somehow attenuated the burning within her, she couldn't help but comply. Finally, after nearly ten minutes of strenuous effort, the boy's glans stroked the door to her womb, just as his pubis met hers. The burning sensation finally peaked and rolled over as the most intense orgasm of Helen's life struck her without warning.

"OHHHHHHHH!!!!! GODDDDDDDDDDDDD!!!!" her shrill voice echoed throughout the empty house.

The boy kept her screaming for as long as possible with directed shallow thrusts that stroked her inflamed walls, but never left her womb unattended for long. Although he relished the familiar sensation of a warm gush of fluids coating his cock, he was surprised just how close to climax he was brought the powerful, milking contractions of her vagina.

Finally, the paroxysm dissipated, the milder aftershocks of pleasure drawing hoarse sobs from Helen's raw throat. Tears streamed down her face, and Jason brought his face to hers for comfort.

He kissed her face, targeting the tears, "Sorry if I hurt you."

He began nuzzling her neck and slowly began withdrawing. At the peak of his withdrawal stroke, he pulled back until the massive glans exited her honeypot with a pop.

Helen whined and wrapped her long legs around Jason, the backs of her calves desperately pressing against his firm buttocks.

Relishing her desperate need and the way her soft breasts pressed into his chest, the teen smiled as he re-entered her, stretching her out again. When he fully within her again, he rolled his hips, massaging her womb with his glans, causing her eyes to roll back in her head.

"Ohhhhh babbyyy nooo...," she moaned.

He looked down at their coupling, "Look mom. You're taking all of me. We were made for each other."

"D-don't say that," she whispered, despite the flash of joy that erupted within her.

Jason began slowly accelerating his tempo, with Helen's hips adjusting their response appropriately. The increased effort in the setting of the hot summer night caused the boy to drench his t-shirt with sweat. The effort was well worth it, however, when he made his mother come for the second time that night.

"JASSOOOOOOOOOON!!! OHHHHHHHHHH!!!"

The teen steadily rode her through her orgasm and aftershocks. Despite Jason's significant experience, the taboo of the situation, the powerful vice around his cock, and his mother's vocalizations had caused the teen to regress to a novice.

"J-jesus, mom... you feel soo good."

By this point in time, Jason was thrusting uncontrollably, his capacity for finesse long gone. For the first time in years, he wished that he'd picked a more stamina-friendly condom, "Uhh, I can't hold it much longer mom. I'm gonna come!"

"Noo -- just wait a little longer!!"

"Sorry ugh I c-can'...HNGHHHHHHHHHHH!!!" the teen grunted as he felt his life lurch out of the head of his ballooning penis.

"IT GREWWWW!!!" Helen screamed expanding penis made her revisit her virginity again. Her declaration was largely lost on her son, who was thrusting away mindlessly.

Minutes later, Jason gingerly withdrew despite his mother's wail of disapproval. As the shaft disengaged from the newly-stretched hole, an additional bolus of Helen's fluids streamed out from her still undulating hips, further soaking the satin sheets. The boy's erect shaft throbbed in the air, the black rubber a glistening evidence of their lovemaking. The receptacle ballooned obscenely, filled with the teen's potent swimmers.