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The Simpsons – porn story of Jessica and Ashley

The Simpsons”
With Jessica and Ashlee Simpson
Written by The Pornographer
(FF, inc, voy, mast, reluc)

This FICTIONAL story contains graphic sexual situations, if you are under age or easily offended STOP READING!

As Ashlee Simpson quietly tip-toed along the hallway she could hear the gentle tick-tock of the old grandfather clock downstairs. She quietly made her way past the small alcove at the head of the stairs and to the end of the hallway where a bedroom door lay partially open.

Concealing herself in the shadows, Ashlee hid behind the bookshelf directly opposite the door. Looking through the small space she could see her older sister Jessica Simpson lying still in her bed.

As she looked in on her sister, Ashlee reflected again at just how different they both were.

She was only 18-year-old, and unlike her older sibling who had recently celebrated her 21st birthday, aspired to be good. Ashlee went to church regularly with her family and never wore revealing clothing despite the fact her body had blossomed into a pleasing shape.

Standing at almost 5’7 with long slender legs, narrow hips, and large natural D-cup breasts, Ashlee was vaguely aware that the boys liked to look at her. Truth be told she didn’t care much for boys as they never understood her desire to behave.

The few guys who had been bold enough to try and cop a feel had quickly been aquatinted with a firm smack across the face and never tried again. Meanwhilee 21-year-old Jessica Simpson was an entirely different matter.

Although her public persona made her look and sound just as innocent as her younger sister, behind closed doors Jess was always misbehaving. She was a polar opposite of Ashlee’s personality.

Although Jessica’s figure was similar due to her petite 5’3 frame, her hips flared out a little wider and her breasts were a tad rounder and heavier. With a body built for sin, Jessica rebelled against all constraints put on her and seemed to enjoy teasing the boys by flaunting her luscious curves.

Ashlee felt a tinge of guilty surge through her as she stared at her beautiful, busty sister and quietly willing her to do something, anything. For quite some time now she had been secretly watching her at night after accidentally hearing her moan softly one evening, and snuck past her room to catch her masturbating.

After spying on her a few more times, Ashlee couldn’t help but be intrigued. Something about it all just seemed so sexy and dangerous. 

“But how could something so bad look so good?” Ashlee asked herself.

Ashlee enjoyed the warm slippery sensation growing between her legs each time she watched her sister. 

Just then, Jessica suddenly began to stir and to Ashlee’s delight she watched intently as her older sibling pushed off her blankets and began to glide her hands over her curvaceous body.

“Oh my god, she’s going to do it,” Ashlee thought, as she bit her bottom lip.

Just like clockwork Jessica was about to masturbate and get off.

Reached down, the busty starlet leisurely pinched at her hardening nipples while gliding her other down between her parted legs and moved her hands in a circular motion. As always Ashlee considered how wonderful it was that Jessica always slept naked.

However unlike previous instances, tonight Jessica began to moan quickly and wriggled around on the bed as she evidently savored every moments of her own touch. It wasn’t long before she picked up the pace and climaxed, letting out a low muffled sigh.

Ashlee knew sometimes it took her sister a while to come whereas other times through frustration she just needed quick release.

“Mm… so beautiful,” she moaned to herself, as she felt her panties and noticed they were dripping, wet.

Ashlee was always a little disappointed on these quick evenings but as she silently made her way back to her own bedroom she reminded herself of a comforting thought—there is always tomorrow.

The very next evening the younger Simpson tried her best to stay away from her sister’s room. She had started feeling guilty about spending so much time hovering around her door and was beginning to grow feelings of lust and envy that she knew were not normal.

Ashlee convinced herself not to go and decided she should try to cut back a little. The whole situation was starting to really bother her. Was she gay, bisexual, what? But as she listened to the sounds of her sister preparing for bed she knew she wouldn’t be able to resist and stay away.

She waited several minutes for the rest of the house to go sleep and lay in her bed confused, flushed, and breathing heavy. As expected, Ashlee ultimately surrendering to her overwhelming desires, and now clad in just a tiny tank top and boy shorts, carefully crept out of bed and quietly scurried down the hallway.

Taking up her usual position behind the bookcase, she stared intently towards her sister’s bed waiting for her eyes to adjust to the darkness. Meanwhile Jessica Simpson lay naked on her bed and partially concealed by her blanket with her headphones on, laying there listening and critiquing her soon to be released single.

Watching her intently, Ashlee could see there was definitely some movement going on underneath the sheets. Her sister was clearly playing with herself and squirmed around on the mattress. 

For her part, Jessica was incredibly aroused and finally slipped her headphones off and eased her blanket off her bodice, exposing her long smooth legs and large natural DD-cup breasts.

In an instant she spread her knees wide and placed her hand between them.

“Mmphh… so horny right now,” she muttered to herself. “I need to get laid.”

Ashlee could only watch in awe and envy as she covertly watched her, and without thinking found herself reaching up to her tight top to gently pinch and twist at her own protruding nipples.

“God I wish he’d just eat my pussy already,” Jessica whispered to herself.

Hearing this, Ashlee quickly surmised that Jessica was referring to her boyfriend and soon to be fiancé Nick Lackey.

As Jessica methodically played with herself she suddenly did something that completely took Ashlee by surprise and abruptly sat up in bed. Startled, Ash panicked for a moment thinking she had been caught out, but quickly realized Jess wasn’t getting up but was in fact reaching under the bed to look for something.

As her heart thumped quickly in her chest she watched in amazement as her older sister spread her legs wide again and discovered that her crotch was completely shaved clean. In all the occasions she had secretly watched her masturbate she had never seen nor noticed that Jessica was hairless.

The revelation turned her on immensely.

While Ashlee looked on, Jessica reached under the bed to retrieve a thick black double ended 12inch dildo. Ash was awe struck by it and watched as her horny sibling licked and sucked at it keenly, wetting it generously with her saliva.

Slurping on it for a full minute, Jessica lay back and placed the large spit coated phallus at the entrance of her immaculately, hairless mound. Not wasting any time she then plunged it inside and began to fuck herself with great gusto, tossing and thrashing her head from side to side.

Jessica grunted softly as she fed an impressive length into her sopping wet cunt, and impaled herself repeatedly.

“Oh Yes! Fuck me Nick… Fuck me!” she moaned audibly.

Spreading her legs high and wide, Jessica then took her younger sisters breath away as she then placed a fingertip against her tight puckered ass and proceeded to toy and tease her backdoor.

Jessica tapped and teased her twitching anus before finally burying a single digit inside.

The action caused her entire body and legs to shake violently and spasm in excitement. This all took Ashlee by complete surprise having never heard or even seen anything like it before.

Yet how ever sordid and taboo she initially the move was Ashlee felt a warm flood filled her panties. For the first time ever Ashlee relented to her desires and parting her stands a little she dipped her hand inside her soaked panties to caress and fondle her warm slippery folds.

“Ohh… I’m so wet.” she moaned softly to herself as she watched Jessica furiously fuck herself with the huge dong.

Ashlee experimentally rubbed and stroked with her teenage slit keenly and ran the tip of her finger along the full length of her saturated slot.

Finding a hard little nub just above her lips she flicked it repeatedly causing her entire body to shake violently.

Teasing it continually Ashlee felt an incredible pleasure wash over her almost making her cry out in delight. Imitating her cock hungry sister on the bed Ashlee bit her bottom lip and rubbed her finger against her tight anus.

Meanwhile inside the room Ashlee began to hear the high pitched tell-tale sounds which previously signified that Jessica was close to climaxing. Disappointed that the show was soon coming to an end Ashlee picked up the pace.

Jessica finally let out a last low moan as her entire body shook and spasmed violently.

As her body settled down she slowly stopped quivering as she carefully pulled the rubber dildo out of her spent cooch. She then brought the glistening toy up to her waiting mouth where she nonchalantly cleaned it with her tongue and lips.

Breathing heavily Ashlee could barely stand and desperate for some relief she quickly rushed back to her bed. Her mind was reeling as she stripped off every stitch of clothing she had and spreading her legs as wide as she possibly could.

Not wasting a single moment she finger fucked herself into three continues orgasms every one more powerful than the last. The next morning their parents apparently had some special news.

Over breakfast they informed the girls they were going away for a few days and would be gone for the weekend.

“Now we’ll be back early Monday morning,” their father Joe explained, “I’m sure you can both make your own entertainment until then.”

“Jessica, look after your sister,” added their mother, “And for God’s sakes be good, no boys. That includes Nick, understand?”

“Your father and I will have our cell phones with us but if we don’t answer, try these…”

“Don’t worry,” Jessica said innocently, “We’ll be fine, right Ash?”

Ashlee simply nodded mutely surprised that her sister was suddenly being nice to her.

Usually she just snapped and argued whenever she had been obligated to stay at home with her. Before she had time to reflect on Jessica’s strange behavior their parents were gone and they had the entire house all to themselves.

As predicted Jessica quickly disappeared upstairs to call and talk to Nick for hours on end while Ashlee decided to cook up a chocolate birthday cake for a close friend. For the rest of the day they both pretty much ignored each other and kept busy with their own various amusements.

Later in the evening they called for a pizza and watched a horror movie which Ashlee found quite disturbing.

Annoyed Jessica stayed on the line the entire time with Nick as if he was there watching the film with them. Finally hanging up after the movie finished Jessica declared it was time for bed but the younger Simpson had been slightly spooked by the graphic context of the film.

It was clear to Jessica that although she didn’t want to admit it the movie had affected Ashlee and she seemed very reluctant to go to bed. Apparently tired and not in the mood for arguing Jessica then suggested Ashlee sleep with her in her bed for the night and Ashlee agreed.

Upstairs Ashlee anxiously changed into her oversized shirt which fell below her knees and wondered what Jessica would wear to bed.

She was relieved yet oddly disappointed to find Jessica wasn’t naked at all but was wearing a tiny pair of short shorts and a sexy tight tee. Her unsupported breasts sagged heavily and sat low.

Ashlee was finding it hard not to stare at her sister’s tremendous breasts let alone her nipples which were curiously hard and could clearly be seen.

“I’ve locked up downstairs.” Jessica mentioned while getting into bed.

“So if you go downstairs later remember to disable the alarm.”

Ashley simply nodded while still trying her best not to stare.

“Now, get in the bed and go to sleep.”

As Ashlee climbed in and attempted to get comfortable she turned her back to her sister but then a moment later tensed up as she immediately felt her sister curl up and snuggle her from behind.

It seemed Jessica took the opportunity to throw her arm around her waist to spoon and pull her in close.

“What are you doing?” Ashlee asked softly in surprise.

Jessica was quiet for a moment before finally replying, “Hopefully stopping you from feeling like such a wuss. Now go to sleep… nite.”

Ashlee accepted her explanation but still felt a little strange.

She could feel a warm sensation surge through her body as Jessica’s cold fingertips rest on her slender hip. Lying awake but deafly still Jessica had apparently fallen asleep and a few minutes passed before Ashlee then felt her sister’s hand faintly move from its original position.

It seemed to have a mind of its own as it softly snaked up and then down her thigh, slowly hiking her improvised nightgown up ever so slightly.

As Ashlee’s heart rate increased she could feel the moister building between her legs, begging her to reach down and touch it. Incredibly aroused and frustrated Ashlee ever so faintly moved her legs and gently rubbed her inner thighs together to try and dull the sensation.

Of course this effect only increased her stimulation and a minute later Ashlee froze with fear as she felt Jessica nonchalantly rest her hand on her bare knee. The contact alone made her body temperature rise by another 30 degrees.

She was now on fire.

Gently rubbing her thighs together Ashlee felt Jessica’s hand slowly move up her leg once again this time pulling her garment up and above her thighs. With her thighs exposed Ashlee gulped as her sisters cold hand then slipped underneath and came to rest on her soft smooth skin.

Trembling in fear and excitement Ashlee was determined to lie completely still and only now realized that she couldn’t hear her older sister snoring.

Jessica was known for her snoring and realizing she wasn’t Ashlee finally determined that her sister was faking sleep as she caressed her. Just then as Ashlee deftly attempted to glance over her shoulder she suddenly felt the hem of her shirt being lifted halfway up her waist revealing her high cut cotton panties.

Thinking quickly Ashlee felt she’d better say something or risk looking like she was actually enjoying herself.

“Jessica…” she said softly, “What are you doing? I know you’re awake.”

Jessica simply ignored her sister’s words as Ashlee gently flicked her hand away.

She was then about to say something when suddenly Jessica dropped all pretence and gripped her tightly around her stomach. For a moment Ashlee didn’t know how to react or what to do.

She wasn’t sure if she should laugh or be serious as she didn’t know if Jessica was just fooling around or actually trying to cop a feel. Suddenly in one quick motion Jessica firmly rolled her onto her back and clamped her wrists back behind her head.

Bewildered Ashlee’s eyes shot open and her large natural breasts heaved prominently.

“Jessica?” Ashlee exclaimed staring up at her and feeling frightened.

“Hmm, don’t play dumb with me Ashlee.” Jessica stated while staring hard at her retrained sister.

“I know what you’ve been doing? You’ve been watching me at night haven’t you?”

“Watching me touch myself… play with myself, admit it!”

Squirming to break free Ashlee was terrified and felt her insides freeze.

“What?” she futilely argued, “I… I…”

“Don’t deny it sister! You’re such a little perv spying on me like that. What do you think Dad would have to say about that?”

“I uh… don’t know.”

“Hm, you little perv. You know you’re not as innocent as you like to put on Ash.”

Lying beside her Jessica then wriggled a little closer to rub her warm body against Ashlee’s. Ashlee lay simply speechless and wide eyed as she watched Jessica proceeded to gently rub and grind her crotch against her sister’s hip bone.

“Please…” Ashlee moaned.

“I bet you touched yourself when you watched me, didn’t you sis?” Jessica smirked.

“Please Jess,” Ashlee struggled, “Let me go back to my own bed. I promise I’ll never spy on you again!”

“Oh no, I don’t think so. We’re way past that now.” Jessica shrugged.

“You know it’s not as fun to play with yourself when you’re all alone. It’s better when someone is there to watch you.”

Seeing what her sister was eluding to Ashlee attempted to fight free unsuccessfully.

“Please don’t. It’s not fair. It’s not right. We’re sisters!”

“Oh really? Judging by the way you’ve been looking at me lately I thought you had forgotten.”

Jessica added, “Jesus Ash, the last few weeks I haven’t been sure if you were going to say hello or just try to fuck me when I’m not looking!”

“What? No, I mean…”

“What, you think I didn’t notice?”

“No, I mean… I…”

“Oh don’t worry little sister, I won’t tell anyone. In fact, I’ll make sure you enjoy yourself.” Jessica grinned.

Just then, the older Simpson quickly let go of one of Ashlee’s hands to reach for something wedged in the gap between the bed and the wall. Producing a pair of fluffy red handcuffs she swiftly cuffed her bewildered sister to the headboard.

Ashlee was outraged and thrashed around for a moment before yelling out and screaming abuse.

It was only now Ashlee realized her sister must have planned the whole thing. Petrified Ashlee began to sob and continued to yell obscenities at her when Jessica suddenly and without warning slapped her firmly across the face, stinging her cheek.

*SLAPP!*

“If you ever talk to me like that again I’ll hit you again, understand?” Jessica affirmed.

Ashlee could only nod fervently as she winced in pain. As a single tear ran down her inflamed cheek Jessica smirked with satisfaction and leaned over to kiss it better. While Ashlee flashed her a deadly stare Jessica excitedly leapt off the bed and returned with a pair of very large scissors which she used to carefully cut away Ashlee’s shirt.

“Wait, don’t! What are you doing? This is my favorite night shirt. You know that?!?” Ashlee sobbed, “Please! Don’t cut me!!”

“Shut up!” Jessica affirmed before sliding the scissors by her underwear and cutting them loose.

The younger Simpson sister finally lay naked and bare and completely defenseless to her older sibling. Marveling at her impressive chest Jessica reached out to gently grope it before catching sight of her neatly trimmed bush.

Grasping a handful of pubic hair Ashlee shrieked in fear as Jessica smirked, “What the fuck is this, Ash? Jesus sis get with the times, no one has that much hair down there!”

Moving back up to concentrate on her breasts once again Jessica then began to massage them watching in admiration as Ashlee’s nipples instinctively firmed up. She defiantly smirking to herself as then leaned forward to kiss her sister on the mouth but Ashlee was so afraid and so embarrassed at that point that she quickly turned away in disgust.

Appalled at Ashlee’s reaction Jessica paused and stared at her for a moment before abruptly striking her squarely across the face once again.

*WHHACK*

“Uuurrrghhhhh God!!”

“Listen! If you misbehave again I’ll punish you, understand?”

“I didn’t?!?” Ashlee cried out.

“Well don’t fucking look away!” 

Ashlee stared at her sister in disbelief.

What the hell had gotten into her?

Why was she acting so mean and heartless?

With that Jessica leaned over once again and this time kissed her directly on the lips. Ashlee naturally resisted for a moment before Jessica grinned to herself and probed her with her long wet tongue.

Parting her gums Ashlee closed her eyes and groaned in unexpected pleasure as she speared out her tongue to passionately meet and kiss her older sister. The sisters Frenched each other passionately before Jessica eagerly kissed and licked her way down her throat and neck and across her large chest.

There she found and gently bit at her thick pink pebbled sized nipples.

“Ohhh Jeeeessica…” Ashlee whimpered.

With a firm and persuasive hand Jessica pushed her legs apart and instantly inhaled the strong and unmistakable scent of her arousal.

“Mmm spread you’re legs further Ash. I wanna see your beautiful pussy.”

Jessica positioned herself only inches away from her sister’s vulnerable cunt and teasingly blew her cool breath across it.

“Mmm so tight… so pretty.”

Ashlee whimpered at the sensation and lifted her ass off the bed in anticipation. A moment later she gave out a deep gruntal moan as Jessica leaned forward to generously tongue her glistening slit.

Savoring her sweet snatch Jessica occasionally pushing her tongue deep between Ashlee’s taut teenage lips causing her to gasp and pant in pleasure before flick the tip of her hot tongue over her sensitive clit.

“Hmm so you do like that, huh?” Jessica teased her eyebrows arched.

“You like your big sis licking your tight little cunt, eh?”

As Jessica spoke she then buried a finger halfway into her sister’s entrance before lowering her head to wrap her mouth completely around her clit.

“Do you want taste your own pussy juice?” Jessica rhetorically asked.

Ashlee hesitated and shook her head from side to side but was silenced with a sloppy wet kiss on the lips.

Jessica exploring the inside of Ashlee’s mouth with her dripping tongue. When she realized her sister was eagerly kissing her in return she stopped and giggled and quickly began to whip off her own clothes.

With that a naked Jessica Simpson repositioned herself to straddle her sister once again only this time she face the opposite direction, placing them in a sixty-nine position.

“Lick my pussy Ashlee, I know you want to. Do it like I just did yours!”

Ashlee tentatively stuck out her tongue and lightly stroked Jessica’s withered lips. Jessica moaned loudly before pressing down hard against her sister’s eager mouth and face and almost suffocated her.

“Arrgghhhh yeah, lick me… lick me harder Ash… harder and faster, I love that!” she groaned.

Ashlee obeyed and quickly proved to have quite an untapped talent. As Jessica wriggled around on top of her Ashlee eagerly lapped up every ounce of juice she could find until Jessica was soon on the verge of an incredible orgasm.

“Ohhh yes… stick your tongue right there Ash… aaaarghhhh fuck yessss! You found my g-spot!!” Jessica grunted loudly.

Ashlee did as she was told and inspired Jessica dropped her head between Ashlee’s spread legs to frantically lick her in kind.

Soon the two were caught up in a noisy cunt lapping clit tonguing frenzy. With their faces covered in juices and buried deep in each other’s cunts the sister’s moans were muffled yet still managed to scream the house down.

Watching her perfect saintly church going little sister eagerly and impatiently eat and slurp of her hairless snatch was overwhelming for Jessica. Approaching their impending orgasms together they both yelled at each other to make the other cum until they finally came.

It was long and loud enough to wake the neighbors.

Slurping down a gallon of juice Ashlee lay on the bed completely spent. Collapsing beside her on the bed Jessica’s head was reeling and her body was glistening in sweet. Still lying in opposite positions on the bed Ashlee finally mumbled.

“Oh wow Jess, where do you learn to do that?”

With a face glistening in girl juice Jessica lazily grinned, “Wouldn’t you like to know.”

“I don’t think I’ll ever be able to go to church again.”

Jessica smiled, “Good, cause I can think of many other things we can do every Sunday.”

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