Sitter Situation (Tangerine and Puzzles1782)

[Tangerine]

“You’re not a kid. You won't do kids’ homework again,” she said. It was what she wanted her to write. Over and over. Like a naughty student in detention. “Fill the whole page,” Maddy added. Of course she paddled the mother's round behind afterwards. Mimicking a pen on a curved page, she slid her middle finger across the width of her bottom. Doing so until she reached the back of the woman's thighs.

“Thankfully, that notebook isn't as big as..” she tapped the hairbrush onto her bum a couple of times. “Anyhow, you can start writing.” To tell Ashley to start in another way, she gave her bum another hard smack with the wooden hair utensil. Hard, because there were still occasional hisses of complaint to be heard.

[Puzzles1782]

Ashley wasn’t sure if she is able to focus on writing those words down on the notebook while getting spanked at the same time. It’s like a distraction and wasn’t sure how Maddy expected her to not get affected by this. "Can you at least lay off when I try to write this down?" she questioned as she try her best to write the words with the pin but would flinch once the hairbrush came down.

Nonetheless, the woman tried her best to write those words each time on that page. Maybe she should be glad that this notebook isn’t really big or else they would be here for a while. Especially with how much sting that her butt feels. It’s pretty much a dark pink at this point.

[Tangerine]

Since her bottom was, obviously, connected to the rest of her body and wasn't really an individual entity despite its size, it was surely normal that having it paddled would hinder her writing. Beyond making the letters all jagged, it could have very well prevented Ashley from writing all together.

“Good,” the sitter nodded. Even though Ashley didn't have a tiny bottom, she could still see her holding the pen and fiddling with the notebook. “You just focus on those lines,” the girl suggested, and indeed didn't use the hairbrush while the mother penned. When the first line was finished though, she raised the brush and whacked it against the woman's appealing tush. “Don't forget the full stop,” she reminded as well.

During the second line, she did some preparation for the next smack. Maddy held the purple waistband, and pulled the woman's knickers upwards, making sure the stretched fabric was caught between the woman's marked cheeks. “You’re doing great.” She used to brush on Ashley's now more exposed buttocks. At the end of the next line, she spanked Ashley again, aiming at the cheeky regions of her bottom. “Don't forget to read it too.” Tugging at the underwear, she struck once more, making that meaty backside shake.

[Puzzles1782]

She can’t help but groan when the babysitter pointed how 'good' that is. She really doesn’t get why she has to get spanked while writing the lines. It would mess up with her handwriting a bit. At least she started to let her take her time with it and get smacked with the hairbrush afterwards even if it is annoying.

Ashley then let out a squeak when she felt her panties being pulled up between her cheeks. She is really starting to dislike how creative Maddy can be when punishing her. And what makes it worse is that the hairbrush can now collide with her bare bottom. She start to feel tears in her eyes but don’t allow them to fall down. Despite the pain, she still went through with writing more lines and also reading them out loud even if there was a hint of a whimper in her voice and her butt juggling a lot more from each smack.

[Tangerine]

It was almost like using a typewriter. Similar to moving the carriage lever at the end of a line. Systematically, Maddy smacked the woman's bottom between the end of a line and the start of the new one. It still must have been somewhat difficult to write like that. But then again, it wasn't like she was doing literature. Just writing the same the over and over, while having her bum whacked over and over again.

When this secondary punishment was eventually over, and the page was filled with lines, Maddy stopped as well. She finally put the hairbrush down. At that point, there were quite a few overlapping marks on Ashley’s poor tush. The sitter was pleased with her work, really. Surely, that bum didn't look like she’d done a half-baked job in punishing the mother.

“Alright, Ms.” She started to rub the woman's large behind. Her hand spiraled against it, covering nearly all of the bottom. “I think we learnt something new today.” At this point, she didn't think it was necessary to spank her more than that. “You may pull your trousers up.”

[Puzzles1782]

It was very difficult to continue writing right after getting your bottom spanked for each line you finished. She also try her best to keep the tears from falling down as well. Of course this spanking is taking affect on her but it would definitely show that if she dears fo cry right in front of the girl. When she actually got done with the lines, Ashley shakily put the pen down as a few tears did come down. Whether it was out of relief that it’s over or the last few smacks got to her she wasn’t sure.

It took a minute for her to get fully up as she wipes some of the tears away and rub her eyes. When she was in her full height and not bending over, she rubbed her sore bottom. She has a feeling that this time it’s red and not pink from the last time it happened. She fixed her panties so they were no longer wedged up between her cheeks and went to pull up her trousers.

[Tangerine]

On top of those painfully written lines, she didn't think it was necessary to send the woman to a corner to make her take in what had happened better. Maddy trusted that her big bottom had already taken in what it had to. After this punishment, she was pretty confident that the mother was going to have a lingering sting all around her bum for a while as a constant reminder.

“Alright, Ms. That's it for the day.” Pulling herself back a little, she watched Ashley go through the struggle of pulling her trousers back on her nicely reddened tush. Next to that, the hairbrush had seemingly made the mother's eyes well up too.

“Oh, what. You were crying too?” Madison called out from behind. “I guess some people just aren't born to tolerate pain.” Training her squinted eyes on the woman’s wide backside, she rubbed her chin. “Hm. You’d think the size of it would make it absorb the hits better, but still.”

The babysitter ended up picking up the notebook, intending to put it in her backpack along with the rest of her belongings. “I really hope you’ll be more mature about homework stuff. And everything else too,” Maddy said. At this point, it shouldn't have been necessary to imply what might happen if the mother didn't. “Or I'll be equally immature in punishing your fat arse next time.”

[Puzzles1782]

Ashley let out a sigh of relief when the spanking was over. She never thought that at this age someone would enforce such a punishment towards her. Whatever reason Maddy decide to use this method the mother didn’t really thought about asking her the reason why.

"Not everyone has a good pain tolerance dear." she said glaring at the babysitter. What did this girl expect? She just got spanked by no only her hand but a hairbrush as well. Her face flustered when Maddy thought the size of her butt can at least absorb the hits better. "I’m pretty sure that’s not how that works and please stop commenting on how fat my butt is supposedly."

There was a nod from Ashley to let Maddy know she did learn her lesson to not do her kids’ homework. She know she promised herself in the last spanking to make sure this doesn’t happen again but apparently it did. There might need to be some precaution for now on so she doesn’t get in trouble again.