Retrying the Teen Years (for nomoewoes)
 

Lily sat up in her bed with a slight groan, looking around her room. The 21-year old saw the childish decor, including a poster of Pinkie Pie from My Little Pony and rubbed her forehead. Two months had passed since she met her girlfriend, but they had an interesting arrangement. Years ago, Lily had dropped out of high school for various reasons and never had the chance to return. One thing led to another and she met a woman who offered to take her in after she was kicked out of her apartment and even pulled a couple strings to get her back into school to finish her education. But there was a catch: to everyone outside of the two of them, Lily was this woman’s very intelligent, yet bratty niece and it was clear that Lily could get her bare bottom blistered at any point if she decided to misbehave or it was decided she needed it. However as time went on, Lily began growing accustomed to this and she started growing closely with her “aunt” behind closed doors. Unfortunately for Lily, that didn’t save her butt; though she did occasionally like to tease her girlfriend which did end up getting her spanked, but maybe she just liked the attention sometimes.


As she fully awoke, she squeaked in surprise and hurried to her bedroom window. Noticing she had forgotten to take the trash out, she gasped and hurried downstairs in her Friendship is Magic PJ bottoms and nightshirt. She quickly bagged the trash and took it outside, just in time for the trash people to take it away. As Lily sighed in relief, she blushed as she heard one of the neighbors chuckle at her.

“Nice PJs, Lily! Better hope your aunt doesn’t realize you forgot until the last minute again.” The neighbor teased her before going back into their house.

”Sh-Shut up!” Lily hugged with a blush as she turned to start hurrying back inside, hopefully without being caught, so she could get dressed. At least she still had plenty of time before school to have breakfast and get dressed..

Sandra Smith was a 22 year old girl that recently moved in with Lily. She works full time at a daycare but she finds herself often distracted by Lily’s cuteness, getting her reprimanded by her boss. She can’t afford to lose her job so she needs to be careful. Coming out of the bathroom with the toilet flushing behind her, she was dressed in a black tank top and a purple pair of panties. She was also bare foot, blonde with her hair messy in the morning and sporting glasses. She saw Lily blitzing outside and decided to follow the girl, standing downstairs as she made her way back outside. “What are you doing outside in your pjs?” She asked sternly

Lily froze in place with a gulp. “Um… Hi, Aunt Sandra…” she said quickly, trying to come up with a reason she was outside, but considering she just woke up, she wasn’t really able to think of anything. “I plead the fifth?” She replied sheepishly.

“Do you now?” Sandra sighed as she stood there with her arms crossed. She didn’t have time for this, her boss is going to rip her a new one if she’s late again. “Noe how about you be honest with me or I’ll see about you sitting this week?”

Lily flinched and bit her lip. After thinking about it, she told Sandra what she had done outside. Fidgeting, she glanced up sheepishly. “B-But at least I made it in time.. r-right?” She tried, fidgeting in place.

With a sigh, Sandra shook her head, what is she going to do with her. Momentarily forgetting about her job, she grabbed Lily by her wrist and pulled her towards the couch. “You’re lucky I’m in my underwear or I’ll take you outside so the garbage men could see.” She said as she sat down and pulled her over her lap, yanking her pajama pants down to reveal what was underneath. “I don’t ask you to do much so when I ask you to do something, I expect you to do it in a swift manner

Lily yelped as her wrist was taken, gulping lightly. “W-Wait, no! It’s out, already!” She pleaded, squeaking as she was laid over Sandra’s lap and squirming as her PJ’s were lowered, revealing her mint-green panties. “Aunt Sandra, no! I won’t do it again!” She pleaded, kicking a leg.

“I don’t want to hear anything else except apologies from your naughty mouth!” Sandra scolded as she raised her hand and brought it down sternly right on the middle of her butt

Lily opened her mouth to protest, but all that came out was a yelp as that first smack landed. She kept herself still, but whined as she just wanted to be let go.

Sandra held her in place, it’s clear she had good amount of practice with this as she spanks the ones she watches at work but Lily definitely kept her hand more busy between them all combined. She was now spanking at a steady pace, alternating between cheeks as she spanked

“Ow! Ow! Ow! Easy, I have to sit all day!” Lily whined and whimpered as her bottom was expertly spanked. She could feel her round bottom slightly bounce between spanks and she was at least grateful this wasn’t being done in public.

“Good. I hope you remember this every time you sit down!” Sandra scolded as she watched as the girls butt changed color slowly as the spanks came down. After a moment, she paused briefly to yank her panties to her ankles. She then resumed from where she left off

“W-Wait, Aunt Sandra, not bare!” She pleaded, but her cute bare bottom was in fact targeted, eliciting yelps and whines from Lily. She kicked her legs, but was still in enough control of herself to keep her hands in front of her.

“You know all spankings end with a bare butt! And I’m not pulling my panties down so yours is the only one left!” Sands said, patting the rear softly before resuming were she left off as she alternated between cheeks.

“Ow! Owww! I’m sorry!” Lily whimpered out, feeling her butt begin to sting from the punishment. She sniffled, groaning lightly and squirming a bit more.

“Are you learning a lesson?” Sandra asked, watching as the butt quickly gained color as she spanked her. She completely lost track of time and did not realize how late she’s going to be to work. She’s still in her underwear after all

“T-To not wait at the last minute to do something!” Lily cried out from the spanks, blushing deeply as she felt the spanks continue to land. She noticed the time, but didn’t say anything as she’d probably earn herself more spanks for it.

“And what will happen if you do?” Sandra asked, spanking the middle of her butt now to make sure every inch of her rear was the same red color

“Ow! I’ll get a spanking!” Lily whined, tears forming in her eyes as she kicked her legs a couple times and whimpered.

Sonia nodded in response as she looked up at the time and gasped. “Shit!” She grunted as she helped her stand up and gave her a brief hug and a kiss on her cheek. “Hope you learned something!” She said as she practically jumped up and ran to get ready for work

“Good luck!” Lily called back, understanding why the hug was cut short. She didn’t quite know how strict Sandra’s boss was, but her wishing Sandra good luck was genuine. Rubbing her bottom, she hurried to her own room to get dressed.

Sandra was rushing to get ready that she skipped her shower, hoping no one would notice as she quickly got changed. Soon the clattering of high heels could be heard as she came downstairs with no makeup on her face, hair in a ponytail and dressed in a black dress with stockings underneath. She walked to her car and was quick to drive off

Lily snickered quietly and fixed herself breakfast, glad she still had some time before school.

Meanwhile, Miss Terra waiting for Sandra to show up. She advised one of the other employees to keep an eye on the kids as she waited. She had just paddled one of the charges for trying to get into somewhere they weren’t supposed to be, so she was already not in the mood.

Sandra was well over an hour late at this point as she ran into her work, clearly looking like a hot mess as some of her coworkers and some she was supposed to watch gave her confused and concerned looks. She finally made it to the back office to clock in. “S-So sorry I’m late!” She said with a gulp

“You will be. My office, now.” Terra said firmly before leaning in. “Specially the room in the back of my office.” She added before going off into another room to set something up for a few kids. Of course, some spankings did take place in the office, but the room in the back was a room built for punishment. It was typically used for punishments longer than a trip over the knee or over the desk.

Sandra gulped as she walk told what to do, walking past one of her coworker named Gary, a guy around her age that they often get to lunch together with. “Wow you look like a mess!” Gary said with a smile, with short black hair and dressed in a blue t shirt and jeans. He was unaware their boss gave her an order and is delaying her. “This sucks! I’m only an hour late and Terra’s going super bitch on me…” she said, making sure no charges are nearby after she said that but would be unable to see if Terra was behind her. “Well I don’t envy you. If you want to get a drink after work to ease the sting in your butt, let me know. My treat!” He said as they both were small talking as Sandra was ordered to do something, something Terra may not appreciate

One of the older girls at the daycare, usually one of the teen helpers blinked as she saw this. “Um.. Miss Terra looks impatient about something.. one of you may want to go to her office. Especially since I think she’s waiting on one of you for something.” She said, tilting her head. This girl, Emi, was unaware that Terra spanked the employees, but she also knew when Terra wasn’t in a good mood. Emi had been on the receiving end of her paddle before when deciding to be a little sassy when Terra wasn’t in the mood.

With a sigh, Sandra nodded and Gary gave a wince at the thought. “I-I’ll go with you! Maybe if I talk to her, she’ll go easy on her. The pair made their way to outside the room and with a bit of hesitation, they both walked in to see what greeted them

Terra was currently sitting at her desk, waiting. A paddle was on her desk and she was looking like she was about to go find Sandra herself at this point.

As the pair walked in, they both let out an audible gulp as they saw the paddle she was displaying. Gary grimaced and looked at his friend, who was freaking out internally with wide eyes

Terra saw them come in and raised an eyebrow. “Come for someone as a witness?” She asked as she stood up and walked to the other side of her desk.

“I-I came to give her support!” Gary said defensively, blushing red as she went across the other side of the table. Sandra blushed red and hung her head in shame. “P-Please don’t do this! I have to sit down today and the class I’m teaching will know…”

“It could always be after, but I’d be giving you something a bit harder in exchange. That’s up to you.” Terra said, leaning against her desk. Strict as she may be, Terra was known for also being compromising and fair in how she dealt with things.

As Sandra stood there blushing red, Gary stepped forward even though he was clearly nervous. “W-What if I take her punishment and that can be a final warning for her?”

“She’s had her final warning before.” Terra said with a shake of her head as she watched Sandra closely.

“But if she sees the consequences of her actions on someone else first, she can truly realize how much trouble she’s in and she won’t have to worry about being sore while teaching.” He said, she owes him big for sticking his neck out for her but it remains to be seen if she bites on it. Sandra blushed and waited for what was to come next

“If you take this, then she’s going to have to pick a switch next time.” Terra said after thinking about it a moment. She wasn’t about to make this an easy decision for Sandra to make, that’s for sure.

The pair looked at each other and nodded in agreement. “That sounds fair…” Gary said, blushing red as he hoped the walls weren’t thin enough for those outside of the room to hear what is happening

“Okay, then. Pants and underwear down. Either bend over the desk or bend forward grabbing your ankles.” She instructed, giving Sandra a look that basically warned her to stay and witness the whole punishment.

“Y-Yes ma’am… do you want me to take them off completely or just around my ankles?” Gary asked with a blush as Sandra watched on from the background