Sitter Situation (Tangerine and Puzzles1782)

[Tangerine]

If a couple of smacks, which weren't all that sound either, were enough to make this business woman yelp already, it was likely she wasn't quite used to receiving punishments that revolved around this particular body part of hers. And the first times were always special.

“It's simple really,” Maddy explained. Keeping a conversation wasn't a hindrance to the ongoing punishment. She gave her a new smack on the bottom in the meantime. And kept her hand over the cheek afterwards. “You’ll be more careful next time, knowing what's waiting for you if you don't pay attention to the clock.” For extra emphasis, she tightened her fingers into a squeeze. It implied that this wasn't necessarily a one-time thing, but a possibly recurring threat.

“It's such a simple thing too! Watching the hour-hand.” Starting from the top of the buttock area, she moved her hand in a clockwise direction. When it was on the right cheek, she dropped a quick smack there. “Yea. Time flies sometimes.” In a half-circle, her hand swept from one side of the bum to the other. “You ought to keep track of it though.” A bit harder this time, Maddy spanked again.

[Puzzles1782]

Between keeping up with Maddy's one sided conversation to getting her bottom spanked, it was quite hard to focus while both is happening. Ashley would either yelp or try to keep the noise from her mouth down. "That may sound simple to you dear but having to work and also taking care of your kids is quite a difficult task. I don’t see how you would understand such a thing." she replied as she even caught the hand gesture that the girl was making. Is she implying that this would happen again if she keeps on being late.

Yelps and squeaks continue to come out from the mother as Maddy spanked her from different areas of her butt. It almost sounds like she was a professional at this kind of thing. She can’t help but let out a sigh when the girl keeps mentioning the clock. "Okay! Okay! I’ll keep track of time next time dear. Does that make you happy?" Ashley replied with a bit of irritation.

[Tangerine]

Was she being accused of not being understanding? Or being ignorant? Well spankees tended to do that, shooting out complaints till they eventually learnt their lessons. Other than that, she wasn’t fazed by it as Ashley talked about the shortcomings of being a single mother. There wasn't much to be sorry for her. A nice house, two nice kids, nice salary. So Maddy kept working on her bottom, nice bottom too by the way, and landed two more smacks on it.

“Hm,” she paused to assess the mother's behaviour, tapping her fingers onto his bum like a curvy tabletop. “Well, no. I’m not happy with this tone.” Tucking her fingers into the hem, she flipped Ashley's skirt up in one swoop. Without a pause then, she slapped her more exposed bottom. “Cute pair,” she remarked during the next smack. “Why don't you say that time thing again?” she asked, rubbing her bottom in preparation of the next one. “More genuine this time.”

[Puzzles1782]

As a few more smacks were applied to her bottom, Ashley felt like Maddy was taking her time when spanking her. Is this how it’s normally performed or how the girl regularly uses this method. Especially since it feels like this isn’t the first time the babysitter delivered this kind of punishment. She also doesn’t know how long a spanking last and can be here possibly all night.

"What do you mean you are not happy with this tone-" she stopped her question when she felt her skirt being raised up to where her mint green panties are exposed. Ashley once again felt her face heat up again. "D-Don’t say 'cute pair' when you just flipped my skirt! You couldn’t have given me a warning!" she almost snapped at her but try to keep her voice down so her kids wouldn’t wake up all of a sudden. When Maddy wants her to say what she said earlier but more genuine, Ashley can't help but sigh out of frustration. "That was the best way I can be genuine to you dear. I’m literally allowing you to spank me so that should be enough for me to keep my word." she replied as her bottom kept on getting spanked. There were hints of light pink underneath her panties to show how the progress is going.

[Tangerine]

The more time she spent over her knee, the more clear it became that Ashley was a, well, a brat. In that case, the woman was right where she deserved to be. As such, it was perfectly reasonable to continue this over her knickers only. It would naturally allow Maddy to deliver smacks that the spankee would feel more. Along with the expected embarrassment of constantly showcasing the babysitter her choice of underwear.

“You in your cute knickers,” the girl landed a firm smack, and let her know that she didn't fear talking more about her underwear, “sadly don't have much of a say in it.” This was how it worked after all. Giving the wrongdoer too much leeway would totally defeat the purpose of a punishment.

To make sure Ashley stayed where she needed to be, she pulled her closer to herself and secured the woman with her other arm. “I know you're a little, green, about this,” raising her hand and keeping her palm tight, she slaped Ashley's teal-clad bottom. “But you have to be more cooperative than this, Ms.”

In very quick succession, she ended up giving her backside two more quick smacks. “Sooo..” Maddy’s hand drew a wide O on the appealing bottom on her lap. “Please remind me of that word of yours again,” she demanded, basically asking the same thing she’d wanted before she’d rolled the skirt up. “Oh. And warning.” Her hand idly rested on Ashley's bottom, fingers subtle brushing a green edge.

[Puzzles1782]

This was getting more embarrassing each second. While she knew that the spanking would hurt, she didn’t realize how humiliating it can be especially having someone much younger than you delivering it to you. Ashley starts to feel her eyes twitch as it’s clear the smacks are getting more firmer due to her skirt no longer protecting her. Maybe she should’ve renegotiated with Maddy instead of willingly to bend over her lap.

It’s even worse that the girl is not shy to keep on talking about her choice of underwear. She groaned when she even made a pun about her being a little green about this. "I’m trying to be more cooperative dear." she replied as she also start to let out more yelps as she was getting spanked. Her bottom also bounce and jiggle after each smack connects to her butt.

Once again, Maddy wants her to repeat those words she said earlier. Ashley was tempted to end all of this but she felt the girl's arm pull her close so she wouldn’t try to struggle her way out. She then tended up when the babysitter's brushed against the edge of her green panties. "I-I'll keep track of time next time." she said in nervousness. She hopes that was at least good enough.

[Tangerine]

Well it didn't look small from a distance, but now it was rather close and at hand, or under it, Maddy was able to appreciate the true scale of her boss’ tush. The goal wasn't to weigh and measure and plot this brunette’s bottom though. More of a side gig really, getting to know Ashley a tad better.

“Yea, you totally should keep track of it,” Maddy nodded. Her hand mimicked her head, patting the woman on the bum. In approval in this case, as she wasn't unhappy about the wording or tone. “Looks like someone will get to keep her underwear this time,” she chuckled. Like polishing a big watch face, she rubbed it in a circle. “Alright, I'll give ya a few more actually, and that’ll be it.” Once again, she slightly corrected the position of her bum, shifted on the seat herself, and just prepared to do what she said.

After placing a couple of smacks, she caught a consistent but not too distressing rhythm. “See it's never late for a spanking otherwise.” Alternating between the cheeks, she kept on whacking. She couldn't hold back a little snicker during the ordeal as her younger palm made those cheeks wobble. It just looked funny. “There!” Another firmer smack, and the sitter stopped. “Wasn't too bad, was it?”

[Puzzles1782]

'This time'. Those words indicate that this can pretty much happen again if she ends up coming home late. She’s at least glad that she gets to keep her panties and not get spanked on her bare bottom. That would definitely be humiliating! "Yes dear. I’ll keep track of the time next time you come over to babysit the twins." Ashley replied with a genuine voice that indicates she means it.

She was definitely glad to hear that the spanking is about to wrap up. She still let out some small yelps but it doesn’t sound like she was in too much pain. She did hear the little snicker towards nearly the end but decide to not comment on it. "I guess it wasn’t too bad at all but my bottom just feels a bit warm." she replied as her bottom does display the color pink with her panties covering it. "Does this mean I can get up now?" she questions.

[Tangerine]

“Well red is complementary to green anyway,” Maddy suggested, although a true, rosy red hadn’t been quite reached. It didn't mean, however, she was an artist who never used bright reds on the canvas. “And it's better than having it freezing.” To feel that aforementioned warmness, she rubbed her host’s bum up and down. “And it’ll be a secret of course.” Gingerly, she pulled her skirt down, letting it cover the mother's cheeks properly in this improper position for a prideful lady.

“Hm.” The young blonde lifted her head and looked around. “Oh, that one.” With her spanking hand, she pointed towards the wall. Rather, to the spot where two walls met. A corner. Yea, that was the word. “It means you can get up and stand in that corner.” It was the reflection part of the punishment, in which Ashley had to mull over just what happened and why. It was supposed to make the lesson she was just taught sink in better. “You see, Ms, a punishment always has to have a tail end that strengthens it. So you have to stand in that corner and go through it in your mind.”

[Puzzles1782]

Ashley wasn’t sure how to feel when Maddy started to rub her bottom. The girl was quite odd as when she speaks, it almost felt like riddles and has a true meaning behind them. She decide to ignore them for now as she stayed lying over her lap until the girl put her skirt back in place so it can cover her panty-clad butt.

When she heard her declare something, she looked up to see a corner. She actually expects her to actually stand there like a misbehaved child? Then again, she was also spanked like one as well. Ashley help but wonder why likes to use such childish punishments for her. She just ends up letting out a sigh as she got up from Maddy's lap. "Whatever you say dear." she replied as she begin to make her way to the corner while also rubbing her bottom from time to time. Once she was there, she stood there and pretty much watch the wall in front of her. It does feel awkward to stand like this but she tries to reflect on her past actions on how she got here in the first place.