Just One Box

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Phew," Jason sighed as he pulled off the condom, tied it off, and threw it into the waste basket. "That was amazing, mom -- I felt like you were going to milk me dry. Sorry I came so quickly and kept you from yours -- you're just too damn hot."

Head spinning, Helen glanced at the clock, and realized the boy had been fucking her steadily for 20 minutes. Considering he had outdone his father's average by an order of magnitude and two mind-bending orgasms, she wondered if he was just blustering.

"Don't worry, though. I'll make it up to you right now. With one out of my system, I'm pretty sure I can go for a long time this next time."

His obvious suggestion blew the fog away from her brain. She sat up and looked him in the eye pleadingly.

"No... not again! We can't do this again!"

He returned her gaze, "Why not? It's obvious you need more -- look how restless you are. I know I definitely want you, mom."

He was right. She looked away, "It's wrong! What about your father? Oh god... Paul..."

Jason approached from behind and wrapped his arms around her. He clutched the box of condoms in one hand.

"Look, it's not like I'm stealing you from him or anything. It's just a temporary thing before I have to say goodbye and fly off to college. Come on mom."

The enormous erection prodding her soft buttocks and his warm lips at her neck didn't help her resist.

"I-I don't know..."

"I'm gonna go off and be thousands of miles from home. God knows when I'll see you again. I'm gonna miss you so much -- can't we make some great, lasting memories?"

"Me too honey, but..."

"We've already done it once. What's the harm in just having some fun?"

"I-I'm not sure..."

"Just one box? Pleaaaase?"

With that, Helen had no choice but to say exactly what she'd said a thousand times before.

"O-ok."

Jason tightened his hug and kissed her on the cheek, "Yes! You're the best, mom! You won't regret this."

"Just this one box though, ok?"

The boy was already busy removing the shoulder straps of her dress, "Huh? Yeah, absolutely. Wait, can you lift your arms up?"

Helen complied, allowing the boy to slip the dress off, "And only when your father's not home. He CAN'T know about this -- it'd destroy him."

Having unhooked the bra, Jason began fondling his mother's ample breasts, "Of course not -- we'll be careful."

She felt kisses on her neck again, as his hand again began massaging her honey pot, "H-how many condoms *gasp* are there anyw... ohhhhh honey that f-feels amazing."

The teen nibbled on his mother's ear, her blissful groan indicating that she shared his affinity for the gesture. He whispered, "I need you."

Helen watched as Jason rolled another condom onto his steel-hard erection. Before he returned to her, he grabbed the bedside digital clock.

"Hmm, ok... so, dad said he'd be back after the party finishes at midnight. So that leaves about two-and-a-half hours. Leaving time aside to get rid of the evidence I'll set the alarm for hmm... let's say 11."

A whole hour? Surely the boy was joking?

"God damn, mom, you're so fucking beautiful. Girls my age just can't compare to a real woman." Jason sighed as he set the clock aside and gazed upon his mother's moonlit body.

Helen blushed, proud of her body, and shocked at his revelation.

Crawling over to her, he met little resistance when pushed her on her back, and pulled away her arms crossed over her breasts, "Let me see all of you."

The teen looked at her ravenously, his cock throbbing more violently than ever. Positioning himself again at her waist, he pulled apart her closed legs and raised them atop his shoulders. He stroked his rubber-coated glans against her newly exposed flower, causing her to breathe harder. Rolling her forward until he was optimally positioned for the forthcoming assault, the boy was now face-to-face with his mother.

Her eyes wide with fear, confusion, and anticipation, Helen felt him gently press his lips against her forehead.

"I love you, mom," the boy declared as he cupped her face and entered her again, immediately triggering another climax.

59 minutes later, Helen's red, mascara-smeared face was pressed down on the bed, next to her hands desperately clutching the satin sheets. Shimmering in the moonlight, sweat rolled off her arched back, the beads rolling around the large male hand keeping her in place. Up in the air, her heart-shaped derriere rippled as shiny, muscular thighs forcefully collided into it again and again, Jason's other hand keeping it in place. A massive, rubber-coated shaft shuttled in and out of her pussy, its withdrawals periodically causing strings of sticky, translucent fluid to further soak the drenched sheets.

Like much of the previous hour, the headboard slammed into the wall, its rhythmic banging the only sound in the other room aside from Jason's labored panting, Helen's fevered cries, and the obscene commotion of their genitals.

"BEEP-BEEP-BEEP," the alarm clock warned.

Jason cased thrusting and reached with his hand to quiet the machine, "Augh... damn it -- I could *huff* have kept going *huff* for a bit! W-well guess *huff* we'll h-have to *huff* call it a day."

With what little strength remained within her, Helen began shaking her hips, attempting to resume the delicious friction. The panic in her voice was obvious, "NO! I n-need to...."

Jason smirked and bent them forward, his body completely covering her back and his mouth at her ears, until his fists landed on the bed before her.

"Oh come on, mom. I wouldn't leave you hanging like this. You should be more honest though."

She emitted a low, guttural moan as he resumed thrusting.

"I can tell you're close. I can stop holding back, so let's come together, mom."

With the ferocity she'd come to know very well the previous hour, the boy began giving her exactly what she needed. In complete control, he let his passions overcome him just as her muff began spasming uncontrollably for the umpteenth time that night.

"UGHHHHHHHHH!!!!!! OHHHHHHHHHHHH!!!"

Jason groaned as his peter began spitting into the condom. He humped through one of the most exciting climaxes of his life.

After bucking uncontrollably for nearly two minutes, Jason collapsed on his mother, who was still enjoying the residual of her latest paroxysm. He nuzzled her sweat-matted, disheveled hair, brushing it out of her face and kissing her on the cheek.

"Phew - that was great. I've never been milked so dry in my life."

"BEEP-BEEP-BEEP," the alarm clock rejoined again as instructed by its snooze counter.

Realizing they were already ten minutes behind schedule, Jason rapidly withdrew, giving Helen one last kiss on the shoulder, "We have to clean up, mom. I'd love to have more fun, but dad'll be home in less than an hour."

He tore off the bulging condom, and threw it with its partner in the bedroom trash. Flipping on the light, he grabbed the trash bag and ran off downstairs to the larger disposal in the garage to destroy the evidence.

Despite the need for some haste, Helen was lost in a haze. The boy's vigorous, ceaseless fucking; his enormous, granite penis; the countless, writhing orgasms; and the potent, continuous endorphins flooding her body had drained her completely. Only the threat of her husband's impending return forced her to drag her enervated limbs and sore insides from the bed to the shower.

As the soapy water washed away the sweat and fluids, her mind played back the scenes of the previous hour. Although part of her was ashamed, much of her relished reliving the shocking positions, his rippling abs against her fingers, the state of being completely overpowered by unrelenting masculinity, exquisite sensations from hitherto undiscovered regions within her, the desperate French kisses, and, of course, that wonderful, marvelous cock. She gently massaged her sore pussy, tracing the sensation from her opening all the way past her navel.

"Jesus, I've never been fucked so deep and so hard before. I can still kinda feel him pounding away."

In awe, she remembered that Jason had still been fully erect after his second orgasm. She wondered if he had a limit. She wondered if they'd ever each hers.

Languidly, she exited the shower, wrapped in a towel and faced the large sink mirror. Even as aches ravaged her body and a million thoughts ran through her mind, she realized that she looked more relaxed and serene than ever before. In an unprecedented gesture, she dropped the towel to reveal her figure. Surprisingly, her body, seemingly more robust and younger than ever, seemed to glow, and for first time in years, she beamed when she saw her ample bust and butt in her side-profile.

When she reentered her bedroom, relief washed over her as she found new sheets spread over the bed. The old sheets and the clothes the lovers had discarded were nowhere to be seen. Air freshener pervaded the room air, though subtle hints of the musky flavor of their rendezvous still lingered.

Suddenly, it made sense why Jason suddenly became so oddly compliant in tidying his room in the last few years. Realizing the behavior was highly unusual for a teenage boy, she had always attributed the change to his growing sense of responsibility or perhaps an attempt to impress some of the girls he brought home. Now she knew that he'd simply become proficient at destroying the evidence after his various indiscretions.

As she changed into a nightgown and retired to bed, she jealously wondered which other women he had been with. She had seen the various high-school and college girls come and go, but given his self-admitted predilection for older women, it was obvious that he'd slept with women her age. Her bridge-club friends? The mothers of his girlfriends? Teachers? His tutor? Irene? Mary? Linda? Virginia? Elizabeth?

Like counting sheep, the task of recalling the various women in the small town quickly brought sleep to the tired matron. By the time her husband drunkenly crawled to bed past midnight, she was completely unaware.

-----------------------

The naked head of Jason's morning wood was nestled deep in Helen's throat less than 15 minutes after Paul had left for work.

"Ohhhhh goddd mom you actually did it. You actually took it allllll. Holyyy shit you're perfect," the wide-eyed boy groaned, his hands clutching both sides of her head.

Tears streaming down her face, Helen used every ounce of her college experience to keep from gagging. When she signaled for air, he withdrew immediately.

Still fisting his erection, she coughed and spat the mucous results of the blowjob on the shaft.

The bewildered teen scratched his hair, humbled, "Seriously, mom... no one has even come close before."

"Mmm hmm," she muttered, before returning her mouth to his penis, trying her best not to smile at her triumph.

"Uuhhh that's amazing..." he groaned, running his fingers through her hair.

Although no stranger to a warm mouth around his cock, Jason had found Monday morning quite surprising.

The first surprise arrived slightly after his father left for work. The boy had dropped his shorts to reveal his throbbing erection, and asked her if she'd fulfill one of his greatest fantasies. Although his performance and her reactions last night had cemented her consent in his proposition, he expected a more protracted fight. Yet, almost instantly, his mother had dropped to her knees and set about the task at hand.

Her ability to deepthroat him had been the second surprise. She had beaten the previous record, set by Virginia Lee on Easter Sunday, by a whole inch and a half.

He was currently experiencing the third surprise. Perhaps it was the knowledge that he'd eaten breakfast in his current chair for the past 18 years. Perhaps it was the excitement of committing another unspeakable taboo. Perhaps it was his mother's gorgeous turquoise eyes studying him intently, or her enormous breasts fighting to escape her bra, clearly visible through her open night robe. Perhaps it was her inexplicable enthusiasm. Or perhaps it was Helen Cleaver's inimitable technique -- the pink, flailing tongue that fluttered rapidly against the sensitive glans; the gentle, wet kisses at the base of the shift that reminded the boy of a mother's love; the steady, warm suction that simulated a tight, virgin pussy; the secondary handjob that spread the love; the lewd, slurping sounds that were music to a boy's ears; and the rapid, continuous head-bobbing that mirrored the teen's favorite way to fuck.

Whatever the reason, Jason currently was in heaven as his dong quivered and leaked inside his mother's mouth.

Although mortified, Helen wasn't doing badly herself. An avid sword-swallower in her younger years, she'd always loved the feel and taste of cock; moreover, she relished reducing gasconading men into whimpering boys with an act so simple. Unfortunately, her idiot husband would never have any of it -- "disgusting" was his word of choice to describe oral sex. Therefore, it was no surprise that she approached her first opportunity in two decades to pleasure one of the most magnificent phalluses she'd ever seen with ardent enthusiasm.

Although this context was unbeknownst to Jason, the boy luxuriated in listening to his mother whimper and moan while she lovingly pampered his pole. When she again successfully took him deep in her throat, the ridges in her gullet tickling his cockhead, the boy's eyes rolled back as he exploded in her throat.

"Hnghhhh!!!" Jason grunted, involuntarily thrusting into her mouth.

Helen patiently endured his desperate search for relief, somehow managing to keep up with the ludicrous amount of spunk that left his balls. She stroked his thighs and cooed sympathetically, cherishing the almost pitiful, boyish whimpering from the same man that had reduced her to putty the previous night.

When he finally fell back, sweaty and panting, Helen's long, painted nails tenderly raked the wrinkled skin of his scrotum. She placed gentle kisses on the pink head and lapped up any residual ejaculate.

"W-wow, mom *huff* you swallowed *pant* every drop. You're *huff* amazing."

Helen couldn't help but smile proudly, "Thanks, sweetie."

When he finally caught his breath, Jason looked her directly in the eye, and asserted, "Ok. Now it's my turn."

He stood up, grabbed his mother by the waist, and hoisted her onto the dining table.

"Wait! Wha-?" the bemused housewife exclaimed.

"Hey, you're the one that taught me the golden rule," Jason posited, while gently pushing her onto her back, clearing the table condiments out of the way. He deftly undid the ribbon to her pink night robe, and spread it open, revealing a busty, mature woman in nothing but a black bra and panties to match. Pulling her slightly forward, he sat down onto the chair so that his face was positioned just at her quim.

"Wow, mom, why are you so wet? Did going down on me turn you on that much?" the teen asked maliciously as he gently rubbed the mons, focusing on the erogenous flesh around her clitoris.

"Shut up," Helen moaned quietly as her cheeks turned pink. She couldn't help but lightly thrust her hips against his massage.

"Oh, I'm just kidding, mom -- I love that I get you so excited. If we're being honest, I was worried that you'd hate me for last night and want to back out of our arrangement."

Despite the pleasure fogging her thoughts, Helen's maternal instincts made her blurt out, "I could n-never hate you, sweetheart. I love you soo much. I... just am not sure if what we're doing is... ohhhhh."

Jason quieted her disapproval by massing her clitoral hood between his thumbs, "Thanks, mom. Come on it's completely ok -- we're just two adults making each other feel good. You should be more honest about what you want. Mmmm... god you smell amazing," he groaned as he took in her feminine bouquet.

Helen's breathing accelerated in time with her hips. She clutched her soft robe as the day's first climax approached. However, the teen suddenly released all pressure from the area. Her hand shot down to replace his.

Jason quickly blocked her attempts at self-service, slowly shaking his head. He turned his head to the side and began laying down a series of kisses on the inside of her milky white thighs. Just before he approached her altar of love, making his mother whine desperately for the contact, he switched to the other thigh, ignoring her silent moan of protest. This time, he quickly removed her panties in a practiced motion, revealing her pink, puffy mound covered by a messy thatch of brown fuzz. The secret treasure within was wet and shiny in the sunlight, as if crying for the boy to let it reach climax.

When he grasped her other hand as she attempted to touch herself, the wide-eyed housewife groaned, so near her much needed, "Ohh god baby what are you doing?"

Jason kissed Helen's hands in his and raised his head to look at her.

"Something I've wanted to do for a long time. Eat you for breakfast," the teen smirked before firmly licking the entire region with his broad tongue, driving her over the edge.

-------------------------------------

"MMMMMMMMMMMMPHHHHH!!!!!"

The muffled sound of a woman's screams echoed off the walls covered with posters of various movies, metal bands, and video games; the sound permeated the mostly silent room, its only companion the whirring of a ceiling fan that did little to cool its two naked, sweaty inhabitants. A pink robe and black panties littered the floor in stark contrast to the various articles of male clothing.

Jason smiled as warm fluid gushed into his mouth, almost like clockwork. He felt two sets of lips, one wrapped around his tongue and one around his cock, hum and spasm together. His hands kept her bucking hips in place, his fingers making deep indents in the soft flesh of her soft, bountiful ass. The boy expertly optimized his mother's orgasm, maintaining firm contact while avoiding her over sensitized clitoris.

Suddenly, the phone rang.

As her mind cleared from another toe-curler, Helen glanced at the clock and realized it was nearly noon. She pulled her mouth free from Jason's cock, which throbbed in the air angrily, as if peeved at losing its warm home.

"Oh shit, Irene! The lunch date! I have to take this," she exclaimed, grabbing the phone from Jason's nightstand.

"Let it ring," Jason muttered, gently kissing her pleasure nub.

Helen shuddered, "B-baby no... I-I have to talk to her. You have no idea how punctual she is."

He had some idea. The woman was so attached to the scheduler on her smartphone that she'd even programmed in their illegitimate lovemaking sessions. That said, he had managed to make her late to her afternoon book club a few times in their month-long fling, the boy remembered proudly.

"Hey, Irene! How's it going?" Helen inquired with the best fake enthusiasm she could muster.

His mother on the phone, Jason decided to knock out one of his other fantasies. Smiling devilishly, he returned his mouth to his new favorite fruit.

"Good to hear, yeah I'm doing GREAT!" Helen yelled, surprised.

Jason laughed evilly as he continued his ministrations.

As Irene babbled on, Helen covered the mouthpiece. Her brow furrowed in ecstasy and worry, she looked back at her son, and mouthed, "No!"

"Yes," he whispered as his tongue massaged the rough groove on her north wall.

"Hello?" the phone asked the silence.

Helen uncovered the phone, "Oooooofffff... y-yeah I-I'm still... here... ohhhhh nnnoooo... I-I d-didn't... forget... go on."

Jason introduced one of his fingers to his newest masterpiece. His tongue lashed her nub while his fingers stroked deep.

"Godddd y-you're rotten... I-Irene? H-half-and-hour? O-ok... uhhhhhhhhh..."

The phone went ignored as Helen's conscious abandoned her, consumed by another swiftly approaching climax.