42 Filthy Fucking Stories (33 page)

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Chubby Jess: Fucking in the Park
   

Jess was power-walking through the park, her hot-pink shorts swishing as she pumped her arms and sped between the other pedestrians. Jess loved the outdoors, and a nice brisk walk always filled her full of fresh air, and made her better able to face whatever waited in her day.
 

She thumbed her iPod, scrolling from Adele’s “Rolling in the Deep” to Lady Gaga’s “Born This Way” for something snappier to push her into a faster pace.
 

The walk wasn’t about losing weight. Jess had already given up on that long ago. Her walks through the park were for the self-satisfaction of actualizing her commitment to exercise.

Between songs, she heard a duo of women walking in front of her whispering about her outfit. Jess frowned. What was wrong with a white Hello Kitty tee-shirt, blazingly bright hot-pink shorts, and tube socks? At least she wasn’t prancing around with leggings and a leotard.
 

The two twits in front of her looked like a pair of hookers, with shoelaces digging into the stringy meat of their bony asses.

At least she was comfortable.

“Excuse me,” she said politely, bumping between them and knocking them from the path. Jess kept her eyes fixed straight ahead and kept walking.

“What the fuck?” one of them shouted.

“Bitch!” the other yelled.
 

Jess could take a lot of names. Lord knew she had put up with plenty, and some of the most hateful ones you could ever imagine, just like most girls who grew up fat. But being called a bitch made Jess burn like little else.
 

“Excuse me?” she said, spinning around to face the girls and plopping the buds from her ears. “Did you just call me a bitch?”

“So? What of it?” one of the women spat.
 

Jess slowly looked them up and down. “I’d watch that mouth if I were you,” she took a giant step toward them, eclipsing their personal space and drowning them in shadow.

“Is that so?” the second leotard chimed. Both were wearing the funniest looks, with their eyes bugging from their faces, and lips curled into stupid sneers that made them look like they couldn’t have shit if they had tried.

“Look,” Jess said, inching closer until she was nearly nose to nose with the woman. “My left tit is bigger than you, so don’t think I couldn’t break your toothpick ass in half, then beat your skanky friend to a pulp with your body.”

Jess glared at them, smiling as soon as they both backed down, one by one, staring at her for a long moment before finally sticking their noses in the air and sauntering off, wiggling their tiny asses on their way.
 

Jess stood on the path with a satisfied grin, nestling her ear buds back into her ear, then she cranked her iPod, spun back to the path and started walking again.

“Ow!” Jess yelped as someone crashed into her from behind, knocking her to the concrete, where she lay sprawled beside her accidental assailant.
 

“Ugh,” he grunted, pushing himself to his knees. “Sorry about - Hey!”

“Hey there Will!” Jess cheerfully greeted one of her roommate, Allison’s, many boyfriends. Will scooted beside her. She couldn’t help but notice how the muscles on his shirtless body gleamed with a thin sheen of sexy sweat.

“Sorry about that Jess,” he apologized. “What are you doing out here?”

“Believe it or not, us fat people like to exercise too,” Jess teased. She had always liked Will, and thought he was too good for Allison, especially since she treated him like shit. She and Jess got along perfectly fine, but Allison knew exactly how pretty she was, and thought that gave her a license to act like a stuck up bitch 94.7% of the time, and treat every guy like crap.
 

“Well I know that,” he said, looking down. “I mean… I wasn’t implying that… shit. Sorry again.”

Jess rolled onto her back and giggled. “I knew what you meant!” she slapped his arm, teasing. They sat on the ground talking for a while before finally deciding they should hit the pavement again. Will walked beside her on the path as they continued talking back and forth.

Jess noticed him stealing glances at her enormous tits, several times. Finally, she took a look herself. Her nipples were fat, poking hard through her bra and right against Hello Kitty’s face. She was having sex thoughts of Will, like she often did, but hadn’t realized they were getting her so visibly excited.
 

Will was well cut, with an artist’s face and a construction worker’s body. Jess had fingered herself many nights while pretending he was slamming his cock insider of her, with half of those nights spent listening to him fuck Allison on the other side of her wall.
 

Walking beside Will felt amazing, with him stealing glances at her tits every few seconds. “I think I need to take a break,” Jess said as they rounded a corner.
 

Will said sure, then Jess looked around, grabbed Will by the hand, and pulled him behind a large thicket of bushes, where the surrounding brush hid them from every eye.

“Hey!” Will resisted as he was yanked behind the brush.

“Come on,” Jess said, pulling him to the carpet of grass. She was a lot of woman and even Will would have had a hard time with physical resistance.
 

Jess crawled on top of him, then mashed her mouth against his. To her surprise, and pleasure, Will kissed her right back.

Their tongues danced, kissing for several minutes before Will pulled away. “Wait,” he said, looking around. “Out here?”

Jess smiled like a happy slut, then nodded, wiggling her eyebrows as she swallowed Will’s face again. She had never dreamed this day would come – the day when Will was under her instead of Allison.
 

The scene was surreal, with her pussy soaking as the scent of the park saturated her nostrils. She dripped from the danger of knowing that unsuspecting walkers and joggers were passing by on the other side of the brush, while Will’s hands roamed over her back, tracing lines over every spongy roll.
 

His hands were Heaven, giving attention to all of her, unlike most men who avoided her size, figuring that if they didn’t touch her fat, it didn’t exist. Jess didn’t care – whatever got them past her round figure, and into her bed was hunky dory fine with her.

Jess kept getting wetter as Will continued to kiss her, as though he was in no hurry to break their embrace. Her hips started rubbing against his as their racing breath went ragged, and trying to keep themselves quiet in hiding, knowing they couldn’t stay secret if they grew any louder.
 

Jess moved her hips harder and faster against Will, as he moaned softly into her mouth. She had to feel him inside of her, but wasn’t ready to stop herself from feeling the attention Will was giving her body.

Jess hissed as she felt Will’s hands slide under the back of her shorts. His strong hands caressed her lower back, then up and along the top of her ass. She melted at his touch, knowing he wasn’t looking for a quick fuck.

Their lips suckled on one another’s mouth and tongue. Jess wasn’t usually kissed the way Will was kissing her. He was driving her insane, and she wondered if it might lead to something more, something beyond an interlude in the park.

She tried not to think of Allison as Will rubbed his cock against her pussy through her shorts. His dick felt massive, and Jess couldn’t wait to wrap her fingers around it. She broke from their kiss, sat up, then swayed her hips, grinding her ass against Will’s hard shaft. He lifted his hips up and into her.

Jess lifted her shirt over her head and dropped Hello Kitty onto the grass. Her giant nipples were pointing straight; massive marbles poking against the heavy fabric of her bra.
 

Will stared into her eyes as Jess reached back, unclasped her bra, then let it fall from her shoulders and onto Will’s chest. Before she could grab it and toss it beside her tee, Will snatched it and rubbed it against his cheek.
 

Jess cupped her large tits and squeezed them against her chest, moving her hips faster against Will, so much that she could nearly feel his cock inside of her.

Will groaned and tossed the bra aside. His strong, large hands fell over hers and they massaged her heavy breasts together. Will’s digits danced over her breasts. Caressing and squeezing; here, there, and everywhere. Jess moaned as Will teased her nipples between his thumbs and forefingers.

She was losing it. This man was touching her as if he had been doing it since high school. Her head was swimming, and she couldn’t take it any longer.

Jess leaned down so he could pleasure her tits with his mouth. Her body trembled at the small orgasm suddenly shooting through her as Will took her large, erect nipple into his mouth and gently suckled. She snapped her head back, moaning in delight. Will fed on her nipple like a dog on a bone, squeezing and massaging her other breast.
 

While Will’s hands and mouth made magic on her heaving tits, Jess reached down to work some magic of her own, sliding her hand under the waist of Will’s shorts, where her fingers met the thickest cock she had ever felt.
 

Jess curled her fingers around his shaft, and squeezed. Will groaned into her tit, milking her nipple hard with his mouth. Jess’s fingers slid along his thick cock slowly, massaging his head with every stroke. Will’s slick pre-cum coated her palm, making it easier to jerk him off.

They were both breathing heavily. Will’s hips were pumping slightly against her hand to increase the speed of her stroking. Will moved to her other tit and started tonguing her sensitive nipple. He was using her as a feast and she loved it.
 

Her burning desire mounted, threatening to swallow her entirely.
 

Jess squeezed Will’s dick harder, yanking it furiously by the shaft, then lifted herself enough to slide her shorts and panties off, and lowered herself onto him, feeling his hard flesh pierce her slimy slit.
 

The head of Will’s dick spread her lips wide as she worked herself over the tip, then down his shaft. Will’s splayed fingers pressed into her wide, creamy ass as he gently urged her down onto his swollen cock, inch by glorious inch.
 

Jess gasped as she ground her hips downward until he was all the way inside.

She held herself still for a lingering moment with her eyes closed and jaw clenched. It felt like Will would split her in half. She had never had anything so large in her pussy before. Her inner muscles squeezed his shaft, holding him deep, then she sat up and started moving her hips slowly back and forth.

“Your cock is so big, baby,” she cooed. “And my pussy is so full and tight.”

“Oh yes, Jess,” he moaned. “You feel so good.”

The rocking motion rolled her to Heaven. With each subtle sway, Jess felt his thick shaft slide easier, gliding through the cream from her pussy. She ran one hand through his short, thick hair and closed her eyes. Will reached out and grabbed her tits again, pulling on her oversized nipples, pinching them between his fingers until they jiggled.
 

Jess was full and tight and the electricity in her tits pushed her over the edge again. She moaned in ecstasy as she came all over Will’s dick.

Jess moved her hips faster, grinding her jiggling body, and pumping his cock in and out of her pussy as fast as she could. Sweat beaded their bodies, fresh from the warm afternoon sun and the intensity of their sex.

Will thrust his hips to meet her rhythm, as Jess wailed at the intensity of his hot cock stabbing her even hotter cunt. She leaned forward, digging her nails into the cool, grassy earth. Her ass bounced furiously up and down as the slapping sound of their bodies threatened to give them away. Jess was sure someone would notice them and come to investigate.
 
Not that she really cared.
 

Will pulled her down closer and kissed her, his fingers curled through her hair as she drove down on his cock harder. The sheer force of his hips thrusting into hers lifted them from the grass. Jess was amazed by his strength. She knew he was strong since the day that they met, but she never imagined she’d get to see his personal beast.
 

“Mmmmmm,” Jess moaned. “Fuck me baby - fuck me good!”

Will started fucking her even harder. She broke their kiss, then started nibbling him from neck to ear. She licked his ear and sucked on his earlobe. Will squirmed from the heat of her breath, and all the nasty whispers of things she would never say out loud.
 

Jess knew Will was about to cum as the pressure mounted inside her sloppy cunt, and another orgasm unleashed its bliss inside her.
 

They fucked with abandon, oblivious to their open environment, their kisses frantic as they drove each other closer and closer to release.
 

Jess felt his body tighten as his thrusting grew even more rapid. He was close.
 

She hoped he could hold out long enough for them to cum together. Most men were satisfied to explode whenever, but some of them cared enough to do it after the woman had cum or even better, at the same time. By the way Will had tenderized the folds of her body, she was pretty sure she knew what sort of man he was.