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00:00Trolling the babysitter? Bye you may. With contributions by ConquerFan420.
00:04Note, this fictional story depicts corporal punishment for narrative purposes.
00:08This is not an endorsement of the actions depicted.
00:11Tommy Goodluck ignored the quizzical looks from bypassers as he made his way to Mrs.
00:16Goldtrude's home for his next babysitting gig. His facial features were graceful,
00:20and his figure slender, with the exception of his hips. Whenever he looked in the mirror,
00:24Tommy thought he looked like an exclamation point. Narrow shoulders, narrow chest.
00:27Tommy never wore anything to look effeminate on purpose. Quite the opposite. For a while,
00:33Tommy had tried wearing baggy shirts and sweaters, in a vain attempt to hide his proportions.
00:37But after Tommy had been whistled at by a man on more than one occasion,
00:40only for him to turn around and catch their annoyed, befuddled look as they took a closer
00:44look at him, Tommy had concluded that no amount of modesty could hide the truth.
00:48Today Tommy was wearing a red and white striped collared shirt with blue jeans,
00:52and from behind, he was the spitting image of a young Anne Hathaway with a short boy cut.
00:56He was also wearing his lucky underpants from childhood, as was his custom whenever he took
01:01a job for a brand new client. Although no one would ever see them, having them as a good luck
01:05charm
01:05always helped Tommy start off his day off right. High school had been rough for Tommy, but it was
01:10there he'd discovered his calling, childcare. Most parents were biased against male babysitters,
01:15preferring young women, but Tommy's reputation for respecting the rules of every family he worked for,
01:20and the popularity of his famous bag of activities amongst the kids he babysat,
01:23had traveled by word of mouth. After 10 years, 24-year-old Tommy Goodluck had established himself
01:29as the top-rated babysitter in the city, and was highly sought after by yuppie parents.
01:34It was his first time in this neighborhood, an older part of town that had historically been
01:37settled by Danish immigrants. Tommy checked the pin on his smartphone map, and approached the
01:42Goldtrude family home, which could have been a postcard with its red tile roof and cozy collection
01:47of wooden figurines in the garden. Mrs. Anna Goldtrude was dressed in a glittering evening gown,
01:52complete with feather boa, ready for a charity lunch, followed by an afternoon at the theater.
01:57Remember, young lady, you're to be on your best behavior for Mr. Goodluck.
02:01Her daughter was dressed in a simple red skirt with a black and white checkered blouse,
02:05in the tradition of their Danish immigrant forebears. Celia Goldtrude pouted,
02:09it just wasn't fair, she was 10 years old, so why did she still need a babysitter?
02:14Mrs. Goldtrude flicked her finger against the poster hanging on the wall of the kitchen as
02:18she stared down at her daughter. I'm giving your babysitter full permission to spank you if you
02:23misbehave. Do you understand, Celia? Yes, mother. Celia answered dutifully as she examined the dreaded
02:31poster for the millionth time. The top was labeled duty and discipline in large pink letters, and the
02:35chart contained quite a bit of complex information, neatly organized in columns and rows. There was a
02:41row for the five Ds which included disobedience, disrespect, defiance, dishonesty, and danger.
02:46Under each word was a definition, followed by a list of examples and neat bullet points.
02:50Below this was a calendar for the days of the week, with smiley faces and frowny faces to chart
02:55whether Celia was meeting her mother's expectations for the week. Celia had nothing but smiley faces for
03:01the row labeled grades and homework, but she also had three frowny faces for remembering to remove
03:05shoes indoors. The rest of the chart was a more random mix of happy stickers with only a few frowny
03:10faces. Following the calendar was tightly written fine print in neat script defining the consequences
03:15for each offense. But thanks to the pink, plastic hairbrush hanging on the wall right by the chart,
03:21guests usually didn't have to read the chart to guess what the penalty was for getting too many
03:24frowny faces. The doorbell rang.
03:27Ah. Here is Mr. Goodluck, sang Mrs. Goldtrude in a cheerful falsetto. Celia was still feeling sorry
03:34for herself, so she didn't pay much attention as her mother explained the house rules to the new
03:38babysitter. Tommy took notes, before gesturing to the poster on the wall.
03:42Got it. Celia gets to play outside while I prepare supper. After supper, I'll clean up,
03:48and we'll read and do indoor activities. But what about this chart?
03:52Oh. These are the house rules for what kinds of misbehavior merits a spanking.
03:58Before she could walk Tommy through every detail of the chart, Mrs. Goodluck heard the grandfather
04:02clock chime.
04:03Goodness. Look at the time. I must be off to the theater. Look this chart over when you have the
04:10time,
04:10Tommy, it's self-explanatory. So long as Celia doesn't track mud in the house again,
04:16I doubt you'll even need it. Celia's generally a very good girl. Well, I must be off.
04:23Mrs. Goldtrude patted her daughter on the head lovingly, and Celia accepted the gesture of
04:27affection. She loved her mother and knew she was loved, but Celia couldn't help but wish that just
04:32once, maybe for a day, she could be free from the dread of being one step away from a spanking.
04:37As Mrs. Goldtrude hurried to her car, Tommy called after her.
04:40Is Celia allowed any screen time?
04:43Oh, only half an hour. Thank you for asking. None of the other babysitters ever cared.
04:50Remember to be good Celia or, someone, is getting a spanking.
04:54Cooed Mrs. Goldtrude, rolling up the window as she pulled out the driveway. Tommy sighed.
04:59He wished he could have discussed the chart of spanking offenses with Mrs. Goldtrude in more detail,
05:03but he was confident he could figure it out. The modern suburban parents he usually babysat for,
05:08generally disapproved of corporal punishment, but Tommy's motto was always to respect the rules of
05:13every family he babysat for, no questions asked. To her pleasant surprise, Celia found Tommy to be a
05:19great listener, even showing interest as she talked his ear off about her favorite doll,
05:23Poppy the Troll. Later, while Tommy read the chart carefully, he let her watch a few mini-episodes of
05:28her favorite show, Trolls. The beat goes on. When the egg timer rang to indicate that 30 minutes were
05:34up, Celia tensed, waiting for Tommy to turn off her show in the middle like other babysitters had
05:38done, but Tommy instead put the chart and timer away. I'll finish this one with you, he added as he
05:44sat down to finish the last minute of the show with her. Celia wondered if Tommy would let her get
05:48away with watching one more. These cartoons are so short. Don't you want to watch one more with me,
05:54Mr. Goodluck? They're really funny. No, Celia, your mother said your screen time is limited.
06:00Go play outside while I make lunch. Celia didn't make a fuss, and played outside. Sure,
06:06her little trick hadn't worked, but maybe today wouldn't be so bad after all. Celia? Lunch is ready.
06:12I've made mac and cheese, with green beans. Take your shoes off and come in.
06:16Celia was so wrapped up in her own imaginary world that she didn't hear the last part.
06:21She zipped through the door and straight to the table, before spotting the trail of dirty
06:25tracks she'd left across the beige carpet. Celia was horrified. I'm sorry, Mr. Goodluck.
06:31She whimpered, imagining the spanking that was surely coming. Tommy sighed, glanced at the sticker-covered
06:36chart on the wall, then fetched stained remover and towels from the kitchen cabinet.
06:40It's okay, Celia, eat your lunch while I clean this up. We'll discuss your mother's chart after
06:45you finished eating. Celia felt like a convict on death row as she chewed her mac and cheese.
06:50One moment of forgetfulness was all it took to earn a free trip to Spanking Town, Lapland.
06:55And of all the days to forget, why did it have to be when she had a babysitter? And of
06:59all the
06:59babysitters, why did it have to be the only one who actually seemed cool? All the high school girl
07:04babysitters had just ignored her and fiddled with their phones. Tommy ate in silence then cleared away
07:09the dishes. Hoping he had forgotten, Celia tried to creep away to her room. Tommy spotted his charge
07:15slinking away as he untacked the poster and brought it to the kitchen table.
07:18No, Celia. We have to discuss your mother's rules.
07:22Celia hunched her shoulders as she reached the steps, and turned back to the kitchen table,
07:26hanging her head. She knew there was no escape. It was spanking time. Tommy ran his finger along the
07:31calendar at the bottom of the chart.
07:33Now, Celia, as I understand this chart, you've gotten three frowny faces for tracking mud in the house
07:38this week already. According to this chart, the first frowny face is a warning, so that means,
07:44someone, has gotten two spankings this week, already. Celia winced at the mention of someone
07:49getting a spanking, which was always her mother's favorite phrase. Why was someone always her?
07:53Why couldn't someone ever be someone else? Tommy's attention turned to the neatly written letters at
07:58the bottom, describing the appropriate punishment for each offense. And according to these rules,
08:03after getting a fourth frowny face, someone, is getting a spanking with the hairbrush.
08:07Celia nodded, too ashamed to look her babysitter in the eye. Tommy scratched his scalp.
08:12Well, that part I understand, but your mother was in such a rush, I didn't have a chance to ask
08:17her
08:17any questions about the specifics of this chart. What I don't get is who this someone is supposed
08:22to be. Are you the someone this chart is referring to? Celia snapped her head up. If she wasn't so
08:28confused, she'd be in tears already. Was Tommy teasing her, dragging this out like a cat playing
08:33with a terrified mouse? He seemed so nice before. But as she examined his face, Celia thought Tommy
08:38seemed genuinely nonplussed. Uh, no? Celia shrugged as she said it, hoping Tommy would take it as a joke.
08:45Tommy activated his brain cells as he poured over the chart again, as if hoping it would come alive
08:49and speak the answer he sought. Then who is the person who's supposed to get spanked?
08:54Well, who do you think it's referring to? Tommy shrugged.
08:57That's the problem. I assumed it was supposed to be you at first, but when I read the chart,
09:02I got confused. No matter how many times I read it, it's still the same. On the one hand,
09:08Tommy rifled through his trusty babysitter backpack and whipped out an antique copy of
09:13Correction the Corrects by Miriam Frederick. I'm aware that corporal punishment has historically
09:17been favored as a method of child discipline for centuries. But, on the other hand, Tommy produced a
09:2321st century child psychology textbook, decorated by a Norman Rockwell illustration of a mother taking
09:29a slipper to her child while examining a book on child psychology. It seems that there is also a
09:34significant body of evidence linking corporal punishment of children to various negative
09:38side effects. I don't know what to think. I've never babysat for a family that had rules for spanking
09:44before, let alone rules this complicated. Celia was stunned. For her part, Celia was so used to
09:50spanking as an inescapable aspect of her daily life. It never occurred to her she might not get
09:54spanked for tracking mud in the house. On the other hand, she felt genuinely sorry for Tommy's dilemma,
09:59but not sorry enough to tell him the answer to this riddle. Well, suppose you ask my mom when
10:04she gets home? Of course, Celia knew that her spanking would come sooner or later, but at least
10:09it could wait until bedtime. In Celia's opinion, whoever said there was no point in delaying the inevitable
10:14had never faced the prospect of being spanked. Tommy buried his face in his hands.
10:18But the rules are very clear that a spanking is to be administered immediately.
10:23Oh! If only Mrs. Goldtrode had been a bit more specific.
10:27Celia remembered every Bugs Bunny cartoon she had ever been allowed to watch,
10:31and for the first time in her life, she dared to hope for a path of escape.
10:34Well, do you think mom could have meant you?
10:37Tommy stared at the chart in horror.
10:39Me? But I've never been spanked before. And I've never met your mother before.
10:44Why would I be the someone referred to here?
10:46Well, you are responsible for me, after all.
10:50Tommy nodded. The responsibilities of babysitting were not just a job, but a sacred duty.
10:55Correct. I am responsible for you.
10:58And doesn't being responsible mean you're the one who gets in trouble if something goes wrong?
11:02Two of Tommy's brain cells had a furious argument. One brain cell had a sneaking suspicion that being
11:08spanked would be highly unpleasant, and that something was strange about this whole situation.
11:11The other brain cell was dedicated to upholding the rule of law and the code of honor for babysitters
11:16everywhere. Tommy's nobler side won the day.
11:19You're right, Celia. I'm the one responsible for upholding these rules, which means...
11:24Tommy stared at the pink plastic hairbrush, which still hung from the wall, menacingly.
11:29I'm the one who has to pay the penalty. But then, who is supposed to administer this spanking?
11:35It's got to be done right away.
11:37Celia had a small shoulder angel sitting on her right shoulder, pleading with her to face the
11:41music. But then her shoulder devil started playing a golden banjo, and Celia decided to go for it.
11:46I suppose I could spank you, Mr. Goodluck. I know a lot about it.
11:50Mr. Goodluck froze, before wiping a bead of sweat from his brow in relief.
11:55Would you? Oh, thank goodness. I was afraid I wouldn't be able to follow your mother's rules
12:00to the letter. But I don't know how this works, Celia.
12:03Don't worry, Mr. Goodluck. I'll walk you through it, step by step.
12:08First, would you please help me reach the hairbrush?
12:11As Tommy took the pink plastic hairbrush from the hook, he realized it was decorated with an
12:16engraved image of Princess Poppy from the original Trolls film, the paint slightly faded, after years
12:21of loving use. In that time, Mrs. Goldtrude had practically worn out the hairbrush on her daughter,
12:26by wearing out her daughter with the hairbrush. Celia dragged her mother's high-backed chair into the
12:30center of the kitchen, hopped up to seat herself on it, and held out her hand to accept the hairbrush.
12:35Now, Mr. Goodluck, you want this spanking to be exactly like my mother's rules for the house,
12:40correct?
12:41Tommy nervously handed over the implement. Ever since he was a kid people had called him a wimp,
12:46and much meaner names. What if he couldn't take a spanking?
12:49Of course, Celia.
12:50In that case, lie carefully across my lap. It may sting a bit, but if you're brave and
12:56hold still, we can get this over quickly. As Tommy settled into place across Celia's lap,
13:01she was struck by how lightweight he was. In a few years, Celia thought she might be stronger than
13:06him. She patted him experimentally across the seat of his denim jeans with her hand.
13:10Aren't you going to use the hairbrush, Celia? Asked Tommy, quizzically.
13:14Yes, Mr. Goodluck, but Mommy believes it's important to always start a spanking with a
13:19warm-up, before using the hairbrush. It's in the fine print at the bottom of the chart.
13:24Tommy nodded enthusiastically.
13:26Oh. Of course. I remember reading that part.
13:30Celia clapped the seat of Tommy's jeans with more force, producing a steady, pat-pat-pat, rhythm.
13:36The sound was dense and rich, and her palms seemed to bounce off the material.
13:40Celia couldn't help but notice that Tommy's booty was chubby compared to his otherwise
13:43lithe frame, and it seemed to bounce like rubber at each impact. Mr. Goodluck held himself in place
13:49stoically, easily supporting his weight on his hands and feet, which reached all the way to the
13:53floor.
13:54Excuse me, Celia, but are you sure your mother will be happy with that? The fine print makes
13:59it quite clear that a proper spanking is supposed to hurt.
14:02Don't worry, Mr. Goodluck. This is still only the warm-up, said Celia as she switched the hairbrush
14:08to her dominant hand and raised it high. She'd been attached to this hairbrush ever since she was a
14:13child, even though it had many painful memories attached to it. Celia was eager to make a new
14:17memory with it today, her first hairbrush spanking, where she wasn't on the receiving end.
14:22As Celia clapped the hairbrush across his denim jeans, Tommy started to feel a prickling sensation,
14:27even through the protective layers. This wasn't so bad. Tommy didn't know why he had been so worried
14:31earlier. He was determined to take his licks like a man, with dignity.
14:35All right, Mr. Goodluck. I need you to stand up and drop your jeans.
14:40Tommy's face flushed. He thought he'd read something about that in the fine print, but
14:44it had slipped his mind.
14:45What?
14:46Remembering what her mother would do in this situation, Celia delivered a firm whack.
14:50No, buts, young man.
14:52Off my lap, and off with them.
14:55Tommy flew to his feet. As he fumbled with his belt, he took a furtive glance at the discipline
14:59chart on the table, making sure it did indeed call for this. It did? Tommy trembled.
15:04Not only did the chart call for a spanking over the underpants, it also stipulated clearly
15:08that the final 20 whacks of the hairbrush would be delivered on the bare bottom. But
15:12Mrs. Goldtrude's rules had to be followed to the letter. Tommy slowly yanked down his
15:16jeans, struggling to get them past his wide hips, and quickly returned to his place across
15:21Celia's lap, assuming the position for his second spanking. Celia paused as she examined
15:25her target.
15:26What are these? I recognize them. They look like my troll dolls.
15:31Tommy's face burned red with embarrassment.
15:34They're trolls. They're my lucky briefs from when I was a kid.
15:38Celia giggled.
15:39Oh? They had trolls way back then?
15:42Still supporting his own weight to keep in position, Tommy hunched his shoulders. He was
15:46sure Celia was going to tease him for this, like those bullies in middle school who'd
15:50pantsed him.
15:50I'm not that old. And they've had troll dolls since the 1950s. They used to call them good
15:56luck trolls.
15:57Well, I think it's charming. I wear trolls undies too, but mine have characters from the movies.
16:03Celia patted Tommy across the bottom with her hand again, the hairbrush lying in wait in
16:08her free hand. It was lucky Tommy was being so compliant, or she'd never have been able
16:12to hold him in place.
16:13All right, Tommy, the warm-up is over. Are you ready for the main event?
16:18Yes, Miss Goldrode, answered Tommy, accidentally slipping back into his polite manner. He'd
16:24quite forgotten that Celia wasn't supposed to refer to him by his first name without permission,
16:28according to her mother's rules. Celia began the spanking again, the sound sharper without
16:32the protective layer provided by the jeans. Just for fun, Celia aimed a few spanks at every single
16:37troll she could see on the pattern of Tommy's underpants, before remembering to concentrate on
16:42the lower center of his bottom, just like her mom did whenever Celia was spanked.
16:45Tommy let out a few small grunts, finding it harder to stay still now that he could feel
16:50each sting more sharply. When Celia paused, Tommy exhaled with relief, only to feel an
16:55oval shape pressing against his rear end. Looking back over his shoulder, Tommy caught
16:59sight of the pink, plastic hairbrush. The back of the brush was not perfectly smooth.
17:03In fact, the picture of Princess Poppy's face on the back of the hairbrush was embossed,
17:08meaning he could actually make out the texture of it.
17:10Celia knew from personal experience that when her mother spanked extra hard, every swat would
17:15leave a mark in the distinctive almond shape of Princess Poppy's troll haircut.
17:19Furthermore, the edges of the brush were lined with plastic diamonds that pricked with each
17:23impact. Although not as heavy as an antique wooden hairbrush, the pink troll's hairbrush
17:27was more than enough to encourage Celia to be on her best behavior for a few days any time
17:31she felt it.
17:32Pop pop pop! went the Princess Poppy hairbrush. Tommy bit his lip, and accidentally let out a
17:37few.
17:38Uggs!
17:39And!
17:39Oofs!
17:40In his discomfort, determined to make an impression that would make her mother proud, Celia wasn't
17:44holding back an ounce of her strength. Celia repeated her process from before, landing a
17:49swat on each troll in the pattern on Tommy's briefs, before concentrating on his lower cheeks.
17:53As the tight childish briefs rode up his crack, Tommy's lower cheeks poked out below, already
17:58blushing bright pink to match the hairbrush. Celia appraised her work. No wonder Mommy spanked
18:03her so much. This was like a game. Celia always loved to carefully work on her troll's coloring
18:08book pages, until every inch of Princess Poppy's skin was a consistent, rich shade of pink.
18:13Those skills were certainly coming in handy now.
18:16All right, Tommy, you're behaving yourself so far, but we're not quite finished. Now,
18:21stand up and march over to the sofa, right now, mister.
18:25Sniffling, Tommy obeyed. Celia gestured emphatically, just like she had seen her mother do when ordering
18:30her around.
18:31Now, bear your bottom and lie down across the arm of the sofa.
18:35Bottoms up, little mister.
18:37Tommy's courage almost failed him. He'd never been spanked before, and already every square
18:42inch of his bottom was stinging. Although he didn't realize it consciously, Tommy had
18:46always carried a lot of guilt and self-doubt ever since he was Mama's little boy. The fact
18:50that his own mother had never spanked him only made everything worse, but Tommy's father
18:54had always told him to be brave and face adversity. So Tommy meekly lowered his briefs below his bottom
19:00and lowered himself across the sofa arm, raising his plump, feminine behind up high.
19:04Celia sat herself primly next to Tommy on the sofa arm, and found she could aim the hairbrush blows
19:09with a wider swing of her arm from this angle, leaving fresh, rose-red marks over the consistent
19:14rose-pink flesh. After ten strokes, Celia rubbed the stiff muscles of her arm, before switching the
19:19hairbrush to her non-dominant hand.
19:21We're almost done, Tommy. Go to the other side of the sofa and bend over the other arm rest.
19:28I'm going to switch hands, to let my arm rest. Tee hee.
19:32Covering his front to preserve his modesty, Tommy obeyed, wincing with each step, but still refusing
19:38to cry. Celia was impressed, she knew she would have been bawling after only a hand spanking over
19:43her panties. Tommy and Celia settled themselves back into place, the final round with a hairbrush a
19:48mirror image of the previous session. But this time, Tommy finally shed two tears, burying his
19:53face in the velvety sofa cushions to suppress his cries. Celia paused, satisfied that she had done
19:58as good a job for Tommy as her mother had ever done for her. Tommy's backside was bright red,
20:04contrasting sharply with the pale, sensitive skin of his legs. Sure, Tommy hadn't broken down crying
20:09like she always did, but it wouldn't be fair to punish him any further, just because a little mud
20:13got tracked into the house. Good job, Tommy. You were very brave. Now, stand in the corner for time
20:20out. Tommy hissed and rubbed his bottom instinctively. Celia slapped him across the behind with her open
20:25hand. Nah-ah. The rule in this house is no rubbing during time out. Tommy folded his hands behind his
20:32back to keep them away from his bottom. I'm sorry, Miss Goldtrude. Celia couldn't help but feel sorry
20:37for Tommy. Sure, she'd have earned a second spanking for rubbing, but since Tommy didn't know all the
20:42rules of the house yet, Celia mercifully decided to give him a second chance. You're forgiven,
20:47Tommy. Since this is your first time, I can let you off with a warning. I'll be back to speak
20:53with
20:53you after 20 minutes. Tommy suddenly remembered something important. Okay Celia, but no screen
20:59time. Celia froze? To be honest, she'd been tempted to take advantage of this situation to play video
21:05games, watch cartoons, and maybe even try watching a grown-up show on TV. She didn't know any, but the
21:10fact
21:10that she wasn't allowed to touch the remote only made her more curious. Celia decided not to test
21:15her luck. Yes, sir, Mr. Goodluck. Celia sat and read one of her chapter books. When the clock rang
21:21one o'clock, she heard a voice pipe up from the corner. Excuse me, Celia, but I think the 20
21:26minutes
21:26are up. Celia had lost track of time. Oh. Sorry, Mr. Goodluck, I forgot. Did you learn your lesson?
21:34Tommy nodded, feeling a deep sense of satisfaction. I most certainly did. I'm going to take my
21:40responsibilities much more seriously from now on. I think I finally see why your mother is such a firm
21:46believer in spanking as a method of discipline. It works wonders. Celia felt her stomach tense at
21:52the mention of her mother. Now that the spanking was over, it suddenly occurred to her how very easy
21:56it would be for this whole plan to backfire on her. Even if Tommy didn't tattle on her,
22:00one casual question from mom about the new frowny face sticker could expose all.
22:05But Celia decided to keep playing pretend, at least until mom got home. After all,
22:10if Celia didn't think about bad things that could happen, maybe they'd never happen.
22:13Tell me, Tommy, how do you feel right now? asked Celia, examining the mottled red marks left by her
22:19paint job. Tommy glanced at his bottom, and resisted the temptation to rub the sting away.
22:24To be honest, I feel a little silly standing here. This will take some getting used too.
22:29Your mother's rules are certainly strange.
22:32Celia giggled.
22:34Well, I don't think you look a bit silly, Mr. Goodluck. As a matter of fact,
22:38I think you look rather cute standing in your corner. You may get dressed and come out now.
22:44Oh. And you may rub your bottom, if you think it will help.
22:48With a whistle of pain, Tommy quickly rubbed both cheeks, only to find them still hot to the touch.
22:53He winced as he felt the elastic of his tight boyhood undies snap into place across his red rump,
22:58and finally sighed with relief as he pulled up his jeans. Then he turned around and faced Celia,
23:03with stern paternal authority.
23:05Well, Celia, I hope this experience has taught you a lesson about responsibility you won't forget.
23:10Celia held up one hand as she crossed her heart.
23:12I've learned my lesson, Mr. Goodluck. I'll never track mud in the house again.
23:18The End
23:19Spanx for watching.
23:21If you'd like to commission a short story, contact me on X or DeviantArt.
23:25You may spank it, once.
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