Loser PeeWee’s birthday is this week. Since he is a panty peeker and a loser I gave him a special punishment. He had to say “Men’s underpants are a waste on me” for a half hour straight. At the end his speech was slurred and he was out of breath. Maybe this time he’ll learn his lesson.
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Loser PeeWee gets punished again
- Posted on October 8, 2011 at 8:15 pm
Loser PeeWee has been panty peeking again. In addition to making him wear his loser briefs I made him say “Men’s underpants are a waste on me” over and over for fifteen minutes straight.
Afterward he was out of breath and quite repentant.
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PeeWee’s punishment list
- Posted on March 27, 2011 at 11:12 pm
Loser PeeWee’s punishments can always be worse. To show him this we came up with ten ways his last enema punishment could have been worse. Here’s the list:
1-drink a 1/2 gallon of water before enema
2-take 3 enemas back to back
3-stand on toes while holding enema
4-keep hands on head
5-keep nose in corner
6-take the enema in the garage
7-do the enema outside
8-chain himself to the punishment pole while holding enema
9-after dumping sit down in diaper
10-kneel while holding enema
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Denise’s Diary: Part 1
- Posted on June 23, 2010 at 1:37 am
Denise’s Diary
by Mistress Twilight
Denise is a submissive woman in college. She lives with her dominant boyfriend Nicholas near campus. Though she tries to be good, Denise often finds herself over Nicholas’ lap getting her bottom spanked. What follows is Denise’s submissive diary entries. This journal is part of her training. I sometimes assign my submissives to keep one as well.
Part 1
I’m writing this as an assignment for Master Nicholas, my boyfriend. Lately, I’ve been getting into all sorts of trouble and getting spanking after spanking as a result. I can’t help but feel bratty afterward.
Nicholas was getting tired of my bratty attitude. He said he could give me yet another spanking but he didn’t think I would learn my lesson. So I’ve been instructed to keep a spanking journal to illustrate why I need a firm hand.
I was embarrassed starting this stupid journal and was determined not to have my fanny toasted so I wouldn’t have to write in it. But here I am with a tender bottom and a pen in my hand.
Today I skipped my Lit class to go out shopping with some my girlfriends. It’s a big class and I figured the professor would never notice if twenty people skipped out, let alone just me. Nicholas was at work and I was shopping on the opposite side of town. I figured I wouldn’t get caught.
Shopping for clothes is much better than sitting in my boring Lit class anyway. At the beginning of the semester the professor handed out a sheet that spelled out what was on the final. All I have to do is study what I need to ace it so why waste my time. One cut class is no big deal.
My heart practically stopped when Nicholas came up to us at the mall cafeteria. He acted surprised to see me and my friends but said nothing about me skipping class. He merely said he was on his lunch break and it was good to bump into us. Right before he left he turned to me and said he’d see me at home. I knew I was in big trouble.
The rest of the day I kept looking for some excuse to hang around campus. My last class got out and I briefly thought about hiding in the library for a few hours. I knew I was in for a good sound spanking when I got home. But I had just checked out books for a term paper and knew Nicholas wouldn’t buy that excuse. That would only make my punishment worse.
On the ride home I rehearsed my excuse. I already had read the assigned book for Lit class so it was pointless for me to sit through a boring lecture. Yeah, it was a pretty weak excuse. But it was all I had.
When I got home Nicholas was already there. Damn. I was hoping he’d have to work late so I could at least cook his favorite meal or something to soften him up. Well, I had to go into the house sometime. I did my best to steady my nerves and walked inside.
I barely had time to put down my backpack before Nicholas was questioning me.
“Denise, why were you at the mall today?”
Damn. When he says my name like that I get a chill down my back. My bottom already tingled in anticipation. I tried to explain I just wanted to go shopping but he cut me off.
“Going shopping is fine but skipping your class is not.”
I tried making an excuse but it just came out as a whine. “But I already know everything about the book. Why do I have to stick around for some boring discussion about it?”
“Because I expect you to be responsible and go to your classes.”
“But-“
“No buts…There’s no excuse for skipping class to go shopping.”
My excuse utterly failed so I tried the puppy eyes trick. That didn’t help either. No sooner had I batted my eyelashes and started to pout than Nicholas told me to get undressed.
I got out of my clothes quickly, not wanting to upset him more. He told me to get over his lap. That’s when I noticed the thick, wooden paddle sitting on the table.
“Not the paddle!”
”Don’t argue or I’ll get the cane. Get over my knees NOW.”
The cane was no idle threat. I had been punished with it before and didn’t want to feel it again. The threat of the cane was enough to get me over his knees fast.
At least he started with his hand. He slapped my ass playfully at first until I started grinding on his lap. Mmm, I thought, maybe this one could be fun?
Nicholas’ tone changed. “This isn’t for your enjoyment. This is punishment. If you insist on acting like a brat then I will treat you like one.”
He stopped spanking with his hand and reached for the paddle.
“Please stop! I promise I won’t skip class again.” I hated to beg but I hated the sting of that paddle even more. I knew how much it was going to hurt.
“I intend to make certain of that”, he scolded.
I felt the first smack. It was a sharp sting that made me yelp. But Nicholas didn’t even pause, he continued spanking me until my ass felt like it was on fire. I tried to hold still but the sting was growing so much I couldn’t help but squirm and kick.
Nicholas sandwiched my legs between his to hold me in place. My hand flew over my ass instinctively; I knew he was going to really lay into me. He grabbed my arm and held it behind my back far away from my bottom.
There was nothing I could do but take my punishment. I tried to bite my lip so I wouldn’t yelp but that lasted about twenty seconds. This was no playful spanking! My behind was was on fire! And Nicholas had to spank my thighs which made me start sniffling.
I was crying by the time he stopped. He let me stand up and my hands immediately flew straight to my bottom. It felt so hot I knew it was bright red.
Nicholas told me to get dressed and to start a term paper that was due the following week. As I was putting on my clothes I noticed the time. My favorite show was about to come on. I tried to reason with him. Surely I could do my homework later.
“Your punishment was supposed to remind you of your responsibilities. I would expect you would be cooperative and do your paper instead of trying to loaf in front of the TV.”
“But-“ I knew I shouldn’t pout but I couldn’t help it. This wasn’t fair!
“No buts. Your television and phone privileges are cut off for tonight. Your only focus will be on your paper and your spanking journal.”
“My spanking journal!”
By his smirk I could tell Nicholas was enjoying himself. “Yes, your spanking journal. Every time you get punished you’re to make an entry. Perhaps that will teach you why you need a firm hand.”
So here I am, stuck up in my room. And all I can do is write my term paper or write in this journal. I didn’t know my TV watching and phone calls were a privilege. I mean it’s not like I’m a child right? I bet Nicholas just made that up on the spot. But I know better than to argue. It will just get me another spanking. At least now I can rub my butt without him seeing.
2 Comments on Denise’s Diary: Part 1
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Loser PeeWee’s new collar
- Posted on May 8, 2010 at 2:56 am
Loser PeeWee has been pantie peeking again. Obviously, he needed more punishment and humiliation. This new collar is his:

What’s the tag say? It tells whoever sees that PeeWee is a panty peeker

and that he belongs to me.

2 Comments on Loser PeeWee’s new collar
- Filed under:
Professor’s Punishment
- Posted on April 21, 2010 at 12:55 am
Professor’s Punishment
by Mistress Twilight
Daniel was nervous as he walked toward his professor’s office. At the end of class his professor had called him to her desk. Theresa, his professor, had not looked happy. With a stern voice she told him, “Stop by my office when you’re done with classes today”.
After his last class Daniel immediately went to his professor’s office. He could sense he was in trouble and he knew better than to be late. As soon as he walked into the room he noticed a large stack of exam papers. Theresa gestured to a chair. As he sat down Daniel recognized the stack as student papers he had graded earlier in the week. His professor looked down at them and sighed.
Looking up she told him, “I’m afraid I can’t give you extra credit for grading these papers.”
Daniel instantly felt nervous. He had to get extra credit or else his grade would be too low to maintain his GPA. “But why? You know I need this extra credit to maintain an A in your class!”
“I’d be happy to give you credit if you actually took the time to read and grade the essays.” Theresa folded her hands and looked at him over the top of her glasses.
He tried to hide his nervousness. But his voice quivered as he asked “What do you mean? I graded them all, honest.”
Theresa gave a sarcastic chuckle. “Oh, you graded them, there’s no doubt about that. But I wanted you to actually read the essays and assign each with a grade that reflected the individual’s effort. It’s obvious you just wrote down a grade on these.” She gestured to the stack of papers in front of her. “And I won’t give extra credit for that.”
Daniel bit his lip and wondered what to do. Theresa was right-he hadn’t read each essay from start to finish. But he had read a bit from each essay before giving a grade. He took a deep breath and tried to explain.
“I did read the essays Professor, I really did. Maybe I rushed through reading them but the grades I gave reflect the quality of the writing. Really!”
Theresa arched an eyebrow and looked doubtful. “Oh really? So the papers you gave A’s to deserved them and so on?”
Daniel thought carefully about how to reply. Maybe admitting his mistakes would get him out of trouble. He leaned forward and eagerly agreed. “Yes, you’re right. I should have read each thoroughly. But I’ve been so busy with my classes I only had time to skim them. But I know I graded them fairly.”
“Fairly? Fairly! Oh, I don’t think so.” Theresa picked up the top essay. You gave an A to this essay about Zeus yet the student spelled it Z-e-s throughout the entire paper! Do you really think this deserves an B+?”
“Umm, well, it was a good essay. Maybe it should be an B-?”
“If you’re going to keep lying and pretend you actually graded these essays fairly you can forget your own A in my class.” Theresa waved her hand to dismiss him from her office.
“Professor no! I need to get an A! Please! Let me regrade the papers. I promise to read each one, every page!” Daniel hated begging but he was desperate.
Theresa looked down at him and frowned. “I’ve been giving you extra credit for being my assistant this semester. And this is how you reward me?”
Daniel bit his lip with nervousness. His class grade and GPA were at risk. Swallowing his pride, he started begging in earnest.
“Professor, please. You know I need this A. I’ll do anything to keep it! Please. I swear, anything you want I’ll do it.”
Theresa arched an eyebrow and slowly sat down. “Anything?” she said suggestively.
The tone in her voice made Daniel both nervous and excited. Sleeping with a professor could get them both kicked out of school. But the risk and reward were too tantalizing to resist.
Daniel looked his professor in the eyes. “Yes. I said I’d do anything and I meant it.” He stood up and started unbuttoning his jeans.
“What are you doing?” Theresa’s asked in a surprised voice.
Daniel panicked. “I thought you wanted me to do this! I thought you wanted…” His voice broke off. Had he just made things worse for himself?
“First you shirk your duties, then you lie about it and now you’re trying to use sexual favors in a shameless attempt to sway my decision.” The anger had returned to Theresa’s voice.
“Professor, no, that’s not what I-”
“Oh really, then why is there a bulge in your pants?”
Daniel couldn’t lie. His cock was hard and practically bursting through his jeans. Instead he hung his head and apologized.
“I’m sorry.”
“Oh you will be. You need to be disciplined. You can continue stripping.”
Daniel’s head snapped back up. “What?”
“You heard me. Take off your clothes. You need to be punished for laziness, lying and attempted bribery.”
Daniel knew he was not in any position to argue. Wordlessly he disrobed, feeling his professor’s eyes on his body.
When he was naked, Theresa stepped closer and bent Daniel over her desk.
“Professor?” Daniel’s heart was racing. What was going on?
“You have been behaving like an irresponsible brat. That is no way for a teacher’s assistant to act. Good assistants get rewarded but brats get punished.”
Smack! Theresa smacked her hand down on Daniel’s bare bottom. Instinctively, Daniel yelped and then felt his hair being pulled.
“Quiet! We’re still in my office. If you keep making noise I will gag you.”
“Yes ma’am.” Daniel closed his mouth then, determined to keep quiet.
But Theresa’s smacks become harder. She smacked each cheek, going back and forth until his bottom was bright red. How could her petite hand hurt so much?
“Now, I want you to regrade this Zeus paper.” Theresa placed the paper in front of him. Daniel tried to stand up but Theresa held him in place.
“Before I send you home to grade the rest I want to be assured you’ll do it right. Start reading.”
Daniel did as he was told. As he was reading Theresa started smacking his bottom again. Her slaps were slower now, but harder. She occasionally quizzed him about the paper, asking what was wrong grammatically or about errors in the writer’s logic.
Daniel’s bottom was stinging horribly by the time he was done. “So, what grade do you think this paper really deserves?” There was a wicked tone in Theresa’s voice.
“A C-?” Daniel asked hopefully.
“That seems fair.” Theresa grabbed something from her bookshelf. “And how many more swats do you think you deserve?”
This question made him moan slightly, in spite of himself. Daniel’s whole body shook. He hoped Theresa couldn’t tell how hard he had become during the spanking. He was humiliated but was so turned on he could hardly breathe.
“Twenty more ma’am?” He honestly didn’t think his ass could take much more. It was stinging horribly and he knew he’d have trouble sitting down that night.
“That seems fair.” Then Theresa leaned in and whispered in his ear, “However, all twenty will be given with my cane. I want this to be a firm punishment, not just something that makes you hard.”
Then Theresa slid her hand up Daniel’s thigh. Her fingernails tickled his balls then wrapped themselves around his cock. “I know you want me Daniel. But you’re going to have to earn it first.”
This made him moan again. Every time Theresa wore a short skirt to class Daniel would be jerking off to the image as soon as he got back to his dorm room. How could she have known?
Her soft fingers released him and grabbed the cane. Theresa made him count every stroke. Each wisp of the rod made his body tense. His voice shook as he counted. The cane bit hard, striking his ass and upper thighs.
After she finished Daniel collapsed against the desk, breathing hard, murmuring promises to do better next time.
This brought his professor to his ear again. “Oh you will do better. I expect you to regrade these papers, giving them the proper grades they deserve. If you do not you will be punished again. She placed her hand on his bottom and rubbed it lightly.
“Now as for this,” Theresa slid her hand between his legs again and caressed his cock lightly. “When you have earned a reward, you will receive it. But that is something for me to decide. You are in no position to induce bribes. Understand?” Without hesitation Daniel moaned a yes. Instinctively he arched his bottom higher in the air, hoping to be stroked more.
Theresa laughed and pulled away. “For now I expect you to get dressed and head back to your dorm. You have a lot of work ahead of you tonight. These papers will be regraded and on my desk by tomorrow morning.”
Daniel silently nodded and began to dress. He could not stop his hands from shaking. He gathered up the papers and turned to leave. Impulsively he turned around and met Theresa’s eyes.
“Thank you Professor for giving me a second chance.”
Theresa smiled. “Don’t worry my dear. I’ll make sure you earn it.”
2 Comments on Professor’s Punishment
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Loser PeeWee’s Punishment List
- Posted on August 8, 2009 at 8:12 pm
Loser PeeWee has been very naughty. Tonight he called me and told me he had panty peeked. He panty peeked on six women before calling me! Clearly he needed to be punished and humiliated.
He had to do ten punishments tonight. For further humiliation I told him I would post his punishment list here.
Loser PeeWee’s Punishment List
1. Skip for four minutes while saying “Men’s underpants are a waste on me”.
2. Do 200 jumping jacks.
3. Slap balls 100 times.
4. Eat three handfuls of oyster crackers out of the toilet.
5. Give yourself 12 swirlies.
6. Fold up four pieces of toilet paper, wipe ass three times, then eat toilet paper.
7. Pee in toilet then gargle pee water for two minutes.
8. Skip naked for five minutes while saying “Twilight is superior”.
9. Put a Sharpie marker in your ass, squat over a piece of cardboard and write “PeeWee is a loser.” Then put the cardboard sign on display in your back yard.
10. Cut up a peach and dump the pieces into your tightey whiteys right over your peewee. Cover the peaches with whip cream. Take a spoon and eat your peaches and cream dessert out of your own crotch.
You know you deserved each ones of these punishments PeeWee.
9 Comments on Loser PeeWee’s Punishment List
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