A Request for Ms Dorothy

Jaden was a weird guy with weird tastes and he knew it. Usually, guys his age preferred girls around their age especially if they looked like girls like Alexis and her friends. He wished he could like them. Well, he mostly did... They'd just be perfect if they dressed up as Duel Monsters all the time or were... Older. Much older. Plumper as well.

However, not every day could be Spirit Day and he saw what happened to Chazz and Sy whenever they did something mildly perverted. How would Alexis and her friends react if he asked them to dress up?!

He shivered at the thought.

Though that didn't matter. His attention was stolen by the other cosplayer at the Spirit Day Festival by the one, the only... Ms. Dorothy also known as Miss Duel Academy. Everyone acted completely disturbed by the sight of her in her Dark Magician Girl cosplay. Jaden normally wasn't one to go with the crowd, but he felt like he had to. He wished he hadn't.

It was impossible to tear his eyes away from her luscious body. She barely fit in the cosplay. Her juicy ass peeked out from the teensy skirt that barely covered the actual Dark Magician Girl's booty. It was agonizing to watch Ms. Dorothy bend over even without the cosplay! Her sexy, mature body was something that had to be properly worshipped. There were a few times where Jaden imagined the old woman sitting on his face and suffocating him with her heavy ass. The way that the costume hugged her generous curves and dug into her cute, jiggly belly also made his cock ache inside his own admittedly cringe worthy cosplay. Of course, he couldn't forget her huge tits. They were barely contained inside the costume and threatened to either tear through the bodice or spill out of the top. He didn't know what he would have preferred. He jerked off to the fantasy more times than he could count.

Jaden knew what he had to do.

It was practically closing time by the time Jaden made it to the card shop. His palms were sweaty and his legs were shaky. Part of him couldn't believe that he was doing this! But he knew that he had to! It wasn't enough to jerk off anymore. He had to experience it for himself.

"Hey, uh, Ms. Dorothy," he called out. "Are you here?"

The middle-aged would-be cougar stepped out from the back of the shop and smiled at him. She pushed up her round purple glasses and smoothed out her apron. The motion made her breasts wobble inside of her blouse.

"Oh, Jaden! It's good to see you. I'm closing soon, but I don't mind keeping the shop open a little longer for someone that helps me out as often as you do."

He smiled at that. "It's nothin' like that, Ms. Dorothy. I, uh, just... I just wanted to say sorry for what me and the guys did at the festival. It really wasn't cool of us."

The woman rolled her eyes and laughed. "Thank you. I don't mind it too much. I know boys your age prefer spring chickens."

He clenched his fist. This was his chance!

"...Actually... I honestly thought you looked really good. Like a total babe... Would ya mind putting it on again sometime?"

She blinked. "Really? You want to see my costume again?"

"Y-yeah, is that chill? If not..." he gulped and rubbed the back of his head. "I can just leave. Sorry to ask such a weird favour."

She rose her hands in front of her heavy chest and then grinned and gave our protagonist a sultry wink. "Now, now... I didn't say no! Let me finish locking up and I'll go get it. Consider this another gift for helping out so much and making an old lady like me feel... sexy."

Jaden pumped his fist. "Alright!"

The teen was led to the employee dormitories where every non-dorm head stayed. Thump. Thump. Thump. His heart pounded harder and harder with each step they took to her room. She pushed him onto her bed. It was only slightly bigger than his but the room itself was nicer than the entirety of the Slifer Red dorms. At least Seto Kaiba treated his employees well.

"No peeking.~"

Jaden swallowed as he closed his eyes. His cock was already as hard as steel in his jeans and he didn't even see Ms. Dorothy's costume yet! He swallowed as he twitched and throbbed. The sound of the old woman huffing got to him. Lewd images of making her huff and puff and moan in pleasure played in his mind. He was going to explode!

"Ready~!"

Immediately, the brunet dropped his his hands and gaped at the sight of Ms. Dorothy and her sexy bod. She spun on her heel and did a pose for him. Her heavy boobs swayed and wobbled inside the dress. Her thick thighs clapped against each other and jiggled enticingly. "Ta-dah~. Do I still got it or what?"

He nodded. "For real! You deserve the Miss Duel Academy crown!"

"You're so sweet, Jaden. Now, why don't I help you with your little problem?" she said before squatting in front of him. Chubby hands popped open his fly and yanked down his jeans and boxers to reveal his surprisingly enormous cock. She gaped at the sight of his swollen fuck meat standing straight as a flag pole. A cloudy pearl of precum formed at the angry tip and rolled down his thick shaft. "Oh my! I... I've never seen anything like this. Young boys like you are always so energetic."

Sheepishly, Jaden rubbed the back of his head before leaning back on his elbows. The mattress creaked under his weight as he gave the MILF—or would she be a GMILF—a sincere smile. "I can't help it. You're the hottest babe on Duel Academy Island! I've been dreaming about this for weeks!"

Giggling, the woman wrapped her hands around his cock. She showered his cock in wet kisses and long lips that sent shivers up and down his spine. "You flatter me. Well, I'll give my favourite employee some... special service," she said before immediately swallowing his entire length.

Jaden rolled his eyes back as the entirety of his cock was enveloped by the hot, wet and experienced throat of the mature bombshell. Saliva dripped down his dick and lightly-haired balls. Pleasure rang through his young body. He fought to keep his cool.

"Glk! Glk! Glk! Glk!"

The filthy wet noises of Ms. Dorothy's lips smacking and throatfuck filled the dormitory. The goofy Dark Magician Girl hat slipped back and forth atop her brown locks but managed to stay on. Her tongue ground against his shaft while her hands jerked off whatever wasn't inside her gullet. Her chubby cheeks hollowed as she noisily sucked him off. Cum churned in his heavy balls and rushed up his cock. Thick, sticky semen splattered across her tongue, throat walls and swelled out her cheeks. Jaden shook before collapsing back onto the bed.

"Woah..." he said in between heavy pants. The world spun around him as he came down from his high. "That was freakin' amazing!"

Ms. Dorothy chuckled as she pulled away from his cock. She swallowed his immense load and opened her mouth to reveal that she had swallowed every single drop. "I'm glad you enjoyed it... now I guess you'll need a minute before taking care of little old me?"

Jaden and his cock shot upward. Immediately, his enormous prick was hard as stone. It throbbed happily as he reached for the woman and pulled her on top. "Not at all! Lemme help you again, Ms. Dorothy!"

The woman gasped as she was lifted upwards by the younger man. He looked so spindly! She had no idea he could be so strong! His hands sank into her soft thighs before gripping onto her luscious ass and tugging her panties to the side. Dorothy stood on her knees to give Jaden a bit more room to do what he needed. Giggling to herself, she lifted up the flap that covered her crotch to reveal her dripping folds. Her pussy was plump and juicy though it didn't completely hide the dark inner flaps. He licked his lips at the sight. Her bush was also thick and unruly.

Jaden was hardly experienced but he knew that Ms. Dorothy wasn't like girls his age. She was something else entirely. A woman. A mature, experienced woman that he had the privilege of fucking the brains out of!

He lined his cock with her dripping slit and then placed his hands on her wide hips. His digits sank into her marshmallow soft flesh. It was the kind of stuff that dreams were made of! He gripped her hips and thrusted upwards, spearing the momshell onto his throbbing fuckmeat. Her lips parted and swallowed his shaft easily. She howled in delight as she took him to the very base.

Jaden grunted in pleasure as he began to thrust in and out of his fantasy come true. His balls smacked against her plump, jiggly ass as her hips crashed against his. The weight of her was intense but comforting. He wanted to feel more of her. No. He needed to. He rose a hand and tugged down her collar. Her fat tits spilled from the top and flopped in front of Jaden's face. They were full and delicious. There was quite a bit of sag but that only made things sexier for the teen. Faint stretch marks decorated her soft skin. Her nipples were large and dark. He practically drooled at the sight of them swinging just above his hungry lips. His tongue rolled out of his mouth as he tried to latch onto her tits.

It had been so long since she had gotten fucked. Chancellor Shepherd was always busy and begged for their relationship to be kept secret as he wanted to come off as professional. Jaden clearly outshone him not only in sheer size but enthusiasm alone!

She moaned in pleasure once he captured her nipples between his lips and suckled on them. His thrusts grew clumsier as he sucked her tits. It didn't matter to the woman. She just knew that she needed more of him! Her body trembled on top of him as he forced her up and down his dick. The tip kissed her long neglected womb and sent shockwaves of pleasure across her body.

PLAP! PLAP! PLAP! PLAP!

The sound of skin smacking against sweaty skin mingled with the cacophony of moans and groans and grunts the two lovers made. A hazy mist of lust swam through the heated air. The scent of sex was heavy. It was perfect. Or rather it should have been perfect...

But...

Jaden wanted more.

He pulled his mouth away with a loud POP and threw Ms. Dorothy onto her back. She squeaked in surprise as her hat was finally knocked off her head as it hit the fluffy pillows. Jaden pushed her chubby legs back against her torso, pinning her knees to her shoulders, and lined himself up with her perfect experienced pussy. Once again, he sheathed himself into her fuck holes. His balls smacked noisily against her plump ass as he fucked her into a mating press.

Ms. Dorothy cried out in delight as she was left completely at the teenager's mercy! Her eyes rolled into the back of her head as her tongue flopped out of her now drooling mouth. Each thrust sent ripples across her luxuriously soft body. Slutty squeals of delight filled the thick air between them. Jaden leaned forward and captured her lips with his. Her moans filled his mouth as he kissed her tenderly which contrasted against his savage fucking style. Their saliva mingled together into a lewd concoction that made Jaden feel drunk with lust.

Unable to take it anymore, Ms. Dorothy came undone. Ecstasy pulsed through her veins. Her toes curled above his shoulders. The world around her faded to white as her back tried and failed to arch against her mattress. Her cunt rippled around his throbbing cock and squeezed him tight. He groaned. Love juices splattered across his pelvis and left him feeling sticky and slippery. It only made fucking her even easier and heavenlier.

PLAP! PLAP! PLAP!

Her walls continued to twitch and spasm around him.

PLAP! PLAP! PLAP!

His balls tightened and his cum began to churn inside of them.

PLAP! PLAP! PLAP!

Finally, Jaden unleashed his second load of the night into the mature woman. His seed splashed against her cervix and filled her to the brim. He huffed on top of her as he emptied his balls inside of her. His eyes rolled into the back of his head once again as pleasure washed over him.

Panting, he rolled off the mature woman and laid next to her. She rolled onto her side and snuggled up tight to him. He held her tight, taking delight in how soft and warm she was. Then... an idea popped in his mind.

"So, uh... What do you think about Elemental Hero Burstinatrix?"

THE END