Co-Written by Djtheking18

It was a normal Sunday like all the others at Dimmesdale, however, Timmy's parents had to once again, go on a vacation trip in which their son could not go...like usual. Even though he was older now, no common sense parents would leave a teenage boy all alone at home, so they had to make a few calls and bring back a sitter who Timmy knew all too well.

No one but Vicky the evil babysitter, now a thirty-year-old divorced woman gaining money by being a sitter again and probably shady stuff. Who even is a babysitter at that age? isn't it something teen girls do as a side job? Then again no one wanted to work for\under her so maybe she was having a hard time finding something better.

The tooth bucket boy was less than happy, to the point he almost told his dad to fuck off and call him a complete IDIOT when he told him in the most casual way that Vicky was going to babysit him once more, because of the inability of bringing him along like all the other times.

Having nothing better to do after wishing for his chores to be done, Timmy just went for a quick nap before that creature of pure evil could arrive and annoy the shit out of him. What the teen didn't know is that someone was spying on him, just waiting for this moment.

"Finally…''

When Wanda came into action, she had disguised herself to be Timmy's hat but without the whole deal of putting her face at every object, they used to hide and follow him along the way.

'Look at him, sleeping like he supposedly did a lot of work'

Wanda had seen how sexually active their godchild sex life had been throughout the wish. While his dad was busy getting everything ready for the trip he and his mom were in the bathroom going up for a quickie, she knew that because she watched it in secret, not only his mom but also the principal Waxelplax from his school and even the detestable mama Cosmo.

Out of all people! Or Fairy, he chose her!? Timmy's super dick was too tempting for any human girl, even fairies would feel the need to have a go at it. He told his mom that he spent more time on school because he wanted more homework when in reality he was fucking the principal brains out, and when Cosmo was out his mom would come to teach Timmy a few tricks on how to last longer.

But what about her? He would only let her have a go at it if she begged for it, banish the thought. That would be humiliating. She would never throw away her pride...I mean she was about to take what she wanted while he sleeps but that's different.

"Now your mine Timmy"

Carefully removing the bed sheets the pink-haired short-stacked fairy sees the mighty boner that wanted to escape the prison known as shorts, it bulged and throbbed before her eyes.

'Beautiful' She thought while grinning like she just found something better than her chocolates.

Not wasting one more second Wanda takes off his shorts through magic, making him unable to even notice he was pantless. The thicc fairy then sees Timmys big cock at its full glory, being a mighty erected tool, and she loved to see it so up close, balls filled to the point where she thought he wasn't even having fun with multiple females the past couple of days.

'Time to get what is mine'

Wanda wraps her left hand along his shaft and the other one on his balls. Timmy's member felt rugged and warm, his testicles were so filled with sperm she thought they would twitch any moment as if they wanted to get out.

Licking her lips in anticipation she begins rubbing it up nicely while squeezing his gems softly getting a moan from the boy who was probably having a marvelous wet dream from all that.

"Here It goes"

Opening her mouth like the slut she is, Wanda slowly engulfs her fairy godchild log of a cock like she had no gag reflex, enjoying every inch of it with a groan of pleasure, eyes almost rolling to the back of her skull thanks to the strong taste and smell it emanated from it.

'Oh, I've missed the taste, smell, length, and girth of this amazing cock that you made me wait for.' Wanda thought as she sucked Timmy off.

Her big bouncy tits and fairy thick ass shook with each movement, It was almost like this was all she was worth for. Give that dick a good sucking and suck it dry from its fluids, a little more...just a little more and it would be hers.

But as if the world was against her it was interrupted by a voice she was all too familiar with. "Oh, twerp I'm here." Timmy's eyes shot open at the voice.

'FUCK!' Wanda cursed mentally before poofing away before Vicky saw her.

"Ahn...What?" Timmy rubbed his eyes.

"Twerp where are you? I have a load of laundry for you to hand wash and dry." Vicky said as she went up the stairs.

"Damn that Vicky, always annoying the shit out of me" Timme said, getting up without realizing he wasn't wearing pants.

"Hey twerp where are ya? I have a tv to watch and you need to do some chores." Vicky said as she got to the top of the stairs.

"Oh yeah? What if I don't want to!' He screamed defiantly.

"Well I could always make up a lie and get you in trouble with your parents by destroying something valuable" Vicky said as she was in front of his door.

"Ugh! Fine, I'm going, geez!"

Then he opens the door with annoyance and with no ceremony.

"Yeah go get to it" Vicky said as Timmy passed by her and as she looked down she noticed that he didn't have any pants or underwear on.

"Yeah, you better get to...it?"

Vicky was in front of Tummy when he opened the door and when she looked down the babysitter noticed that one...he was not wearing any pants or underwear...and two...he was having an erection, said erection being really big.

'Uh..." She shuttered a little.

"Can you at least not get things dirty at purpose this time? I would like things to be fair" Timmy said.

"U-um sure twerp." Vicky said as she watched his cock swing back and forth between his legs.

Timmy didn't notice yet but soon enough he would...eventually, Vicky however was flabbergasted at the fact that the twerp of all people. Has one of the biggest cocks she has ever seen, it was thick, hard, and long. Maybe...she could make today better.

"Is there any type of fabric softener you want in the water or anything?" Timmy asked as he stopped at the top of the stairs and looked at her.

"Change of Plans Twerp. Your first chore is to clean up the pool, and since you enjoy walking around with no pants I got just the thing for you to use" She laughed.

"Huh, what are you tal-" Timmy started to say before looking down and realized he didn't have any pants or underwear on and he was hard in front of his evil babysitter.

"OH CRAP!" He tries to hide.

Vicky just kept her cool and went with her plan, for the time being, this time babysitting the twerp would be fun in a different light.

"I hope you're up for a fun time" She said in a different tone after passing him, a mysterious one.

'Oh great, I'm going to die from bodily harm thanks to Vicky today.' Timmy thought as he went back to his room to find a pair of black jogging pants.

A hundred different scenarios were playing on his head at what the babysitter of pure evil was going to do with him. Her life was always about bringing misery to her bitchy way of acting and doing things, always getting out of it without others knowing of her treatment from the kids.

But...This?

"What the heck?"

Timmy was by the pool with one of those long nets used to clean said pools, but instead of wearing swimming trunks like it's natural to do so, he was instead using a tight speedo that hugged his lower body and showed his still raging bulge which didn't really go down. Apparently, this is what Vicky made him wear for the job.

"Tell me again why I have to wear this damn speedo?" Timmy asked Vicky who was laying down on a chair watching him.

When comparing Vicky to other girls one would feel conflicted, on one hand, she was the worst type of women out there that would use you as a slave until you broke through her bidding...but on the other hand her thighs, hips, and booty were so extra thicc that it would make Waxelplax have a run for her money, thus why Timmy was struggling to not look at it too long.

"Stop complaining, apparently it was the only thing lying around" Vicky said, taking off her sunglasses.

"All the other trunks have mysteriously disappeared you mean"

"Are you saying I had something to do with your swimming trunks coming up missing? Why Timmy, I'd never do that." Vicky said with a hint of sarcasm.

Timmy groans in annoyance and turns around "Whatever, I start cleaning then"

"Good and smile more, it's good for you on sunny days like this" Vicky said.

'Tch! This stupid bitch, If I could do anything about it I would be spanking your phat ass with this until you begged me to stop' Timmy made a forced smile before going.

"There's that smile I was looking for" Vicky said as she watched him work on cleaning the pool of bugs and leaves.

From time to time she would steal glances at his crotch to see that bulge move every time Timmy started to clean the areas of the pool. Biting her lower lip and smiling perverted thinking about what she would do to that log when the chance comes.

'Stupid Vicky making me work on a free day in this hot sun, I wonder where Wanda and Cosmo are. Maybe I could have wished for a distraction'

In the fairy world, Cosmo was eating a huge dinner that his thick mother made for him. Wanda proved to the fairy world after she heard Vicky's voice and decided to go to the fairy spa.

"Next time Timmy...Next time" She said with an ominous tone of voice.

Back down to earth Timmy just finished cleaning the pool of all the leaves and stuff. "Alright, Vicky, the pool is finally ready for only you to swim in. I'm about to go start on that laundry you wanted me to do." Timmy said getting ready to head back inside.

Wanda's goal of getting Timmys cock without begging for it would continue...but not right now.

Back down to earth the pink hat teen just finished cleaning the pool of all the leaves and stuff. "Alright, Vicky, the pool is finally ready for only you to swim in. I'm about to go start on that laundry you wanted me to do." Timmy said getting ready to head back inside.

"Not so fast Twerp, your job ain't done just yet"

"What? Oh for fuc...what else do you want from me?" Timmy asked really done with her.

"It's...Sunscreen time," Vicky said, turning around to look at him while taking her sunglasses off in a seductive way.

"Urgh let's get this over with so I can go do something else" Timmy said before taking the bottle of lotion from his enemy's hand.

"Now, now" Vicky then removes the towel she had used to hide her bottom the moment he started working just for this "Do it slowly" She smirks showing her tight deep green bikini.

'God, why does my biggest enemy have the biggest ass that could give most pornstars a run for their money?' Timmy thought before shaking his head of those thoughts.

"F-Fine. Whatever" He tries to resist before grabbing the bottle and applying to his hands "Just don't act like I'm a pro at this"

"And try not to fall in love with me Twerp. I know how beautiful I am" She laughed out, hard.

"I'm not." Vicky said as she laid on the chair with her ass facing Timmy "And try not to fall in love with me Twerp. I know how beautiful I am" She laughed out, hard.

"A-As if!"

Timmy hated Vicky a lot...but still. She had a very sexy body so even though that bitch was a huge bitch...his boy down below throbbed in anticipation to grope her phat ass, it was a chance that he would not have again and if she was actually asking for it...well.

Timmy squirted the lotion onto his hand and rubbed them together and leathered Vicky's back with lotion making sure to rub it in nice and evenly.

His hands sank in the huge-ass cheeks like dough, almost like he was being swallowed. They felt soft and really bouncy, its warmth made him forget about the worries of the world and started to rather enjoy rubbing Vicky derriere, it was like...the fourth big ass he had fun with but none would defeat Waxelplax booty, hers was number one...maybe Vicky can be second, he is feeling generous.

'Man...I just cant...wow it feels so nice in my hands'

'For her being the meanest woman in Dimmesdale you have to admit she might have the softest ass in the town as well.' Timmy thought as he continued to work on her thicc ass.

'Man...I just can't...wow it feels so nice in my hands. For her being the meanest woman in Dimsdale you have to admit she might have the softest ass in the town as well.' Timmy thought as he continued to work on her thicc ass.

"Cmon Twerp! Work faster, your hands are so slow you're gonna take half an hour to do just one side of my butt" Vicky screamed, but secretly enjoying the touch.

"I'm trying my best okay," Timmy said as he rubbed her ass. Part of him wanted to squeeze her large ass a little.

How big was it? Is it possible to even have such a huge booty and an hourglass body? So smooth and hypnotizing, it was calling to him. To just shove its face right there and now going MOTORBOATING!

'Fuuuuuck' Time courses internally feeling his hard-on coming alive, his balls pent up with cum.

"Twerp I feel much rubbing back there" Vicky said as she reached behind her for Timmy's hand and slapped it back on her ass causing it to juggle.

"Gah! Why did you do that?" Timmy asked, his member reacting to it.

"You also need to massage the lotion into my skin twerp." Vicky said as she moved her hand back to its original position.

'This slut...FUCKING TEASING ME!"

Timmy just had enough and decided to kick into high gear. Grabbing the bottle and spurting its contents all over her booty he then cracked his knuckles before working up on her ass like he is cleaning the mass for bread.

"Oh twerp, that's it, knead just like that. Really work those muscles back there." Vicky said as he grabbed her ass.

"You enjoy it huh? This huge ass is so big it needs four pairs of hands to rub all of it" He started to smirk and sweat.

"I'm not gonna let just anyone go and touch this." Vicky said as she spanked her ass causing it to jiggle for Timmy's eyes and pleasure.

"What if I do it without caring about what happens next?" He said, being bold.

"Oh, so bold twerp. What are you going to do?" Vicky asked with a smirk on her face.

"This!"

Without feeling scared for his Life Timmy just said fuck it! And stuck his face between the depths of her ass crack, his hat falling on the ground as he began shaking left and right like it was the last thing he did.

"Oh, so the twerp actually has a set of balls on him. Who would have thought." Vicky said as he motorboated her ass.

"You dare shove your twerp face on my bottom?" Vicky said as she got up making Timmy fall on the ground "It's time for a punishment you little scamp"

She did the only sensible thing, brought him to her chair, and then started to grind her big sun-screen covered ass all over his crotch.

"W-what are you going to do?" Timmy asked her?

"It feels so good Vicky. It's such a heavy and beautiful ass." The buck-toothed teen said.

"I never thought you could have such a big cock and pent up balls like that turner. I would love to tease you more and make you bust a nut. But people may see us, let's get inside and get it on" She said, slapping her both cheeks.

"Um okay, Vicky" Timmy said as she dragged him from the chair and into the house.

Instead of bringing him to his room, Vicky instead brought the guy to his parent's room since it was bigger and better.

"Now this will do just nicely"

"Why are we in my parent's room?" Timmy asked as he looked at the thicc orange-haired woman.

"I'm gonna wreck your world here Twerp. Now get on the bed" She shoved him forward.

"Whoa!" The boy is shoved into the bed.

Vicky started by turning around and slowly removing her bikini bottom by bending over showing her full moon to the tooth bucket boy who just watched in awe, drooling a little from it as his member twitched from it. Then later she took off the top with a simple swipe, throwing the bikini set backward which ended up falling on Timmy's face.

The evil babysitter was now butt naked for the first time in front of the teen she used to babysit for so long, funny how things went now. If it weren't for that huge dick she would never be doing it.

"You have any idea how many huge dicked males there are in this city Timmy?" She asked.

"uhh..." He didn't know how to answer that.

"VERY LITTLE! Like diamonds in the rough! Yours is something I have been waiting for a long time Turner, who knew you were so well endowed? Puberty has done you well" Vicky licked her lips in a succubus like way.

"Yeah, I guess it did Vicky." The brown hair teen said as he watched her every movement.

The orange-haired babysitter started to shake her ass like a professional of twerking, a few inches away from his dick and spanking her buttocks all the time. Teasing him some more before moving away and back, not letting him touch it.

"Tell me how much you want this ass you pig"

"Please Vicky give me the pleasure of feeling that ass on my lap. I'll do anything." Timmy said.

"Show me the goods Twerp. Let that dick breath"

Timmy dropped the speedo to reveal his massive erect member to his sexy babysitter.

"Hot Dayum! That is a jump size right there" She licked her lips in awe.

"Thanks I owe it all to good genes I guess" Timmy said knowing damn well it was actually magic and not his limp-dicked father's genes.

Vicky grabbed his cock with both hands and started by jerking him off up and down frantically while showing a kinky smile.

"Ooohhh! F-Fuck!" Timmy moaned, feeling his cock being played with and groped by her hungry hands.

"These fat balls are churning with cum just waiting to get out" Vicky said, giving them a lick.

"When was the last time you empty these things?" Vicky asked, squeezing them lightly.

"I jerk off all the time, it's not my fault I get pent up so easily"

"Damn you must empty these things every hour don't you?" The babysitter asked as she licked his balls.

"Why don't you help me drain them? I bet you can do a good job" Timmy smirked.

"I'll see how well you please me then we can talk about future sessions" Vicky said.

The thicc orange-haired women get on the bed and start getting ready, first raising her huge ass up to his face and positioning into the 69 sex position.

"Work hard while I do you the honor of getting sucked by me. Let's see how much oxygen you have hahaha!"

Timmy took a deep breath before Vicky's huge and thick round meatloaf of an ass was dropped on his face. She shook it left and right making it comfy for her to sit, with a laugh of pure glee she was ready.

Reaching his member with her hands Vicky gave it a little more rubbing before she started to lick it from the cock head to the base of the phallus.

"Mm, you know Timmy if you would have shown me this earlier then you might not have gotten into so much trouble in the past" Vicky said as she felt his tongue tease her pussy lips.

What Timmy didn't know is that Vicky was quite experienced in the area, she only wanted to take big cocks. If the guy she met didn't have at least eight inches or more she would be disappointed, now? While the twerp worked on her wet cave she would gobble that fat tool and let it dump all it's goo deep down her stomach.

His parents should definitely go out more often so I can have this massive cock to myself for a day or two each week.' Vicky thought while sucking the tip of his cock.

Timmy moaned when she did that, but kept licking her pussy and fondling as much ass skin that he could, his phallus throbbing wildly.

'I can't believe I'm eating out my evil babysitter's pussy while she sucks my cock.' Timmy thought while eating her wet pussy out.

If any of his friends could see him now...he could only wonder what their reactions would be. The thought of cumming a wave of thick sperm in her mouth or maybe all over her face like the bitch she is, that would be a sight to behold.

'Oh my God, he's pretty good at eating pussy.' Vicky thought as she sucked him off hard to get him to cum.

Her pussy was already soaking wet, Vicky didn't waste more time and decided to go downtown on his sausage. Open her mouth wide she began by slowly putting some of its meat and slobbering it with her saliva.

While Vicky did that Timmy decided to double his speed so he could make her cum before him just from his oral skills.

'Let's see who cums first bitch, I'm going to invade this slutty pussy of yours' He thought.

'For a twerp, he certainly has some good oral skills.' Vicky thought as she sucked his cock.

'Gooosh! I feel my balls are gonna explode. Maybe she won't mind if I let juuuust a little bit out'

Timmy decided to let himself go inside of his babysitter's mouth just a little bit which actually ended up filling Vicky's mouth.

'Ahhhh...Much better' He thought, relieved.

'What the fuck!? T-This is so much' Vicky tried to swallow it all.

'Oh, that feels so good to empty my balls into her slutty mouth.' Timmy thought as he felt her try to suck as much as she could in her throat without spilling it.

The intensity in which he was slurping her pussy increased double, like this was a dessert and his dick wanted to pump more of his cream, but somewhere else for a change. After getting used to this member, he would not cum twice with the same method that easily.

'Cmon Vicky squirt on my face and show how a twerp made you cum haha!'

Vicky was on the brink of squirting all over Timmy's face 'DAMN it! I can't let him get this cocky'

Vicky stopped doing her thing and instead lifted her ass up, letting him see it in its glory again before it landed back on with force.

The babysitter was going to buttcrush his face repeatedly

'Such a heavy ass but soft at the same time.' Timmy thought as she bounced her ass up and down.

"I'm gonna beat your ass up with my buttcheeks until you get all bruised up, How about that?" She said with a smirk.

"And how would you explain that to my mom and dad?" Timmy asked.

"That you hit your face against the wall while messing around with your phone. Happens all the time"

"Do you just have an answer for everything?" The brown-haired boy asked his thick babysitter.

"I have one to drain these balls. Beg me to give it to ya and maybe I will think about it" She said landing one more time on his face, rubbing it left and right like she was sitting on a beanbag.

Timmy pinched her ass causing her to stifle a moan. "Please Vicky tell me what it is" Timmy said pinching both ass cheeks.

"You Twerp!"

She decided to get off him and get on a cowgirl position rubbing his member between her ass cheeks.

"I'm gonna ride you until your seeing stars" She looked deep into his eyes.

"We'll see who's seeing stars once this is over" Timmy said, having confidence in his skills.

Whenever Vicky felt like she needed a big cock she would use some of her toys that were quite long since no man in town actually had met her standards. Now she would cut loose and bounce on his meat log all day long to see how much he could last with her lust for big sausages.

"Ya know Timmy I think you might have what it takes to please me. None of the cocks I've fucked over the years come close to what you're packing." Vicky told him.

"Is that a fact now? Then show me what you could never do with their little weak dicks" Timmy said with bravado.

"With pleasure." Vicky said before lowering herself onto Timmy's massive prick.

When the cock head started getting inside she would moan, inch by inch Timmy manhood would penetrate Vicky wet walls, feeling how warm and tight it was. She felt it throbbing and ready to fight like that dick was looking for worried women.

"Your pretty big twerp. I bet you'd tear a girl at your school apart." Vicky said.

"There is someone back in school who got the pleasure of it...but I'm not telling" Timmy smirked "Now let's see you put the whole thing in"

Timmy pushes down on Vicky's hips forcing her to take in more of his massive member causing her to moan out loud. "Oh yes, Timmy. Make me take your massive package." Vicky said as she lowered almost pelvis to pelvis.

After that, the babysitter would move her hips in a sexy way so she could start bouncing on that cock as many times as needed.

"Oh no, this is what a real cock feels like. I might just come over a lot more when your parents are away." Vicky said bouncing her ass up and down on Timmy's pole.

"Fuck! Hannnn yeah, as long as we do this all the time I'm game!" Timmy laughed.

"Well then I ask your parents to go out more so I can take care of you" Vicky said with a smile on her face.

The red-haired bitch bounced on his cock really fast to the point where it looked ridiculous how she moved and how both of them were moaning in a loud manner, the bed seemed like it would break any moment. Sweat started to form out of the movement and friction like they were going at it for hours.

"Damn Vicky you definitely know how to handle big cocks like mine" Timmy said before spanking her ass causing it to jiggle.

"That's right twerp! Keep it up I make you see Stars! We are gonna go at it until the bed breaks and you flood my insides"

"So you are not worried if I knock you up?" Timmy asked pinching and groping her ass as much as he could.

"DO IT! YOU PUSSY!"

"Alright slut take my cum." Timmy said as he forced her to go as fast as she could so he could bust a huge load into her young fertile pussy.

"OHHH YEAH IM SQUIRTING!" Vicky said it felt really good.

Vicky squirts her juices all over Timmy's hips and cock while screaming in pure ecstasy.

"OH SHIT!"

Now it was time for Turner to let out his big one blast into that evil bitch womb.

"Take it, Vicky!" Timmy said as he blasted another load into her pussy.

"HOLY SHIT!" She screamed

Timmy kept cumming inside of her pussy for about two straight minutes before he finally stopped. "Whew, that was a huge load" Timmy said as he was still inside of the orange-haired woman.

"S-So much! F-Fuck" Vicky said, her belly bloated with cum.

"Thanks for helping me release some of my pent-up energy Vicky. This was the biggest one so far"

"So much cum." Vicky said her eyes glazed over and in a post-orgasmic state.

"You should probably clean yourself now bitch. But I'm game whenever you want me to make you see stars" Timmy said cockily.

"How's Friday sound since we both know your parents are probably going on a weekend cruise or three-day salsa dance competition like they always do?" Vicky said as she got up with cum dripping down her thighs.

"You can still talk? Good. Sounds like a nice way to spend the weekend " Timmy was gonna have a good time.