Daily Assignment 03-26-10

Friday, March 26 2010

Today’s Assignment: (Assigned by Master Brandon) Today you will proceed to your stripping spot and remove your clothing. You will then put on a mini skirt and a halter top. No panties. You will bring your cylindrical hair brush. If you no longer have that brush you will go and buy one. You will then proceed to the mall and go to the food court. Once there, you will find an out of the way corner, table, or booth, and insert the bristle end of the brush into your pussy. You may masturbate if you desire. You must then walk the entire circumference of the mall and then out to your vehicle before you can remove the brush.

Yesterday’s Results:

(Assigned by Master Mark) Dress in skirt and no panties. Shirt can be your choice. Wear your high heels. Find an object that will serve well as a paddle. Take it with you and drive to your mall. Approach five different people *your choice* and ask them each to give you five swats. Be sincere, be polite, and if they are initially resistant you can offer them each a blowjob if they spank you first. The goal of this assignment is to see how many spanks you receive.I was quite intrigued by this assignment and spent some time thinking of the perfect paddle to take with me.

I wanted something that would be unobtrusive but still visible, sparking the invariable thought “why is she carrying around that thing?” I thought about bringing a ruler, or a yard stick, but decided those items were too unobtrusive. Everyone would think that sexy girl wanted to measure something, not that she wanted to be spanked. Even if I wore my shortest skirt I wouldn’t get much more than a glance.

What would have been best was a real paddle. You know, the kind with holes drilled in it so it stings more? A good length, like a foot and a half, made of solid wood. No questionable use there. Everyone would know EXACTLY what it was for. But I don’t happen to own one. I mean seriously, you can’t spank yourself, not really. So when I moved out of Kari’s apartment four and a half years ago I didn’t take the paddle with me. Besides, technically it was hers. She bought it.

This is exactly like Kari's Paddle. Imagine seeing a slut walking around with this!

I considered bringing some ping pong ball paddles, but the truth is that I REALLY wanted the wooden one. I guess I could have made one, but one thing I’m not good at is tools. Imagine me trying to be a carpenter? There’s just no way. So, I called Kari and asked if I could swing by her apartment and pick up the paddle and borrow it for a while. I promised to return it right after my assignment.

Kari agreed and we set a time for that evening when I could come and pick it up. This worked out for me since I had a ton of chores to do that day and getting out during the afternoon would have been tough. So around seven I found myself just south of Downtown pulling into a nice stack of luxury apartments.

I was already dressed in my short skirt, halter top, and heels, so I wasn’t exactly out of place. I looked like a moderately priced whore actually. But that didn’t dissuade me from climbing the stairs and knocking on Kari’s door.

To my delight and astonishment, Kari’s boy toy sex slave Robert answered the door. I met Robert a few weeks earlier when I arranged to borrow him for a “blowjob Friday” assignment. It had cost me, dearly, but I had come to know him, intimately, and he and I had a lot in common. Submission to Kari being one of them.


“Mistress says you have to strip before coming in.” Robert said politely, standing unabashedly in the doorway, one hand up on the frame. He was totally naked except for a strange looking leather harness which was covering his cock. I wasn’t sure, but it looked as if his dick had been bent in half backwards, or folded on itself to fit in the harness.

To be honest, I wasn’t surprised. I spent a full five years serving as Kari’s primary submissive and almost slave. For my two first years of college I actually spent less time dressed than I did naked. From the moment I entered the apartment to the moment I left, nudity was a requirement. While I had given up my permanent place as Kari’s submissive, I was still submissive to her whims and I quickly shucked out of my halter top and skirt, handing them to Robert who took them with an appreciative smile. He moved aside and I entered the apartment.

The last time I had been at Kari’s I had been stripped, bound, waxed, whipped, clamped, tortured, ravished, and used in every hole. For half of it Robert had been bound above me, watching as Kari worked me over. It was only during the last four hours of my torment that she had released him and allowed him to help. I glanced down at Robert’s bound and sheathed cock, remembering what it was like being rammed into my ass, not to mention other vulnerable places.

Kari was sitting in her dining room at the large mahogany table, writing in her personal journal. She looked up when we entered and rose, giving me a soft kiss, a smile, and then a warm hug. It was like coming home. I admit I miss Kari. To be honest, I don’t think I could ever go back to her, but she understood me. We still love each other, but I was too rebellious and what she really wanted, despite being bi-sexual, were boy toys.

Oh yeah, and she’s a crazy lunatic neat freak who wigs out at the slightest thing out of place. I can’t even begin to TELL you the times I got punished because I put the fucking butter dish in the fridge backwards!

Anyway, the paddle I wanted to borrow was sitting right on the table and I started to thank her for letting me borrow it when she lifted her fingers to my lips and hushed me. The next thing I knew she had swept up the paddle and was leading me into the living room. Robert followed obediently and Kari pushed me down toward the couch.

“Both of you, on your knees over the ends of the couch” Kari commanded.

Robert glanced at me for a second and then immediately climbed up on the couch and bent over the large overstuffed arm rest at the end. With a thumping heart I echoed his moves, ending up facing opposite him on the other end. My toes grazed his calves and I deliberately rubbed my foot against him, trying to take a small measure of comfort. As I bent over I realized what Kari intended and winced, wishing just once that she would do something different.

The crack of the paddle scared the hell out of me, but that’s all it did. Mostly because it hadn’t touched my skin. I looked back over my bare shoulder and saw Robert rocking forward, a large red rectangular looking blotch on his muscular rump. I resisted the urge to go and run my hands over his body, which was a good idea because I felt, rather than heard, the next crack of the paddle.

Pain exploded in my ass, spreading outward rapidly. I gasped, my fingers clenching the side of the couch and my hips pumped as my stomach was driven forward into the padded arm rest. My thighs trembled and eventually I arched my back again, raising my rear end high. The sting became heat.

But Robert got the next swing, which gave me more time to recover before Kari’s next swing. I hissed as she struck me again, this time lifting me upward and almost flinging me over the end of the couch. If the side table hadn’t been there I think I would have been carpet munching, and I don’t mean the girl kind.

Robert got the next blow and Kari alternated back and forth until we both had received five brutal blistering butt bombing blows. When Kari put down the paddle she told me to stay in position and then had Robert turn around. A whispered command put his nose in the crack of my ass and the next thing I knew was a soft cool tongue was licking my blistered butt cheeks.

Now I have to admit, that was pretty awesome. I’ve never had anyone lick my buttocks right after a spanking. It was…therapeutic. Or maybe just really awesome. By the time he was done the heat was halved and the sting gone. I even figured a good percentage of the redness had dissipated. When Kari commanded Robert to sit up I kind of hoped she would let me reciprocate, but it was not to be. Robert was directed into a corner where he sat down on some sort of padded cube and assumed a very provocative sexual pose. I was ordered to stand up.

“Here’s the paddle, Bre” Kari said, handing me the wooden implement. “When you get back you can pay for borrowing it.”

My smarting bottom clenched and I opened my mouth before thinking. “I thought I just did pay for it.” I replied cheekily (I like that word “cheekily”. It makes me sound a little British!)

Kari reached up, pinched my left nipple between finger and thumb and twisted it, sending another spike of pain through my body. “Nonsense. That was your deposit. After your assignment you’ll pay in full.” She let go and pushed me toward the door. “Now go get spanked.”

With a deep breath I marched away into the foyer, ignoring Robert’s sculpted body and even Kari’s hungry look of sadistic desire and picked up my skirt and shirt which were both on the foyer side table where Robert had dropped them. I didn’t bother dressing. I knew better. Instead I opened the door and stepped out into the naked night. Only then did I dress, slipping the skirt up over my wide hips and the halter over my bouncing breasts.

My ass was very tender.

I went to a different mall than usual, since all my regular haunts were relatively far away. Worse, Friday night at the Galleria is a zoo and it’s a weird mall anyway, with department stores right in the middle that you had to walk thru, strange parking, and lots of nooks and crannies. Which actually made things a bit easier.

As I walked I got lots of attention. I mean seriously, here was a girl dressed in a really short skirt, halter top, high heels, at a time when most girls were still wearing their winter garb. It was warm enough, barely, for what I was wearing, but for most guys it had been a long dry spell since seeing that much skin. Seriously, I actually saw some girls still wearing those stupid fur Eskimo boots. But maybe it wasn’t the fact that my cleavage was showing, or that going up or down stairs was a voyeur’s wet dream. Maybe it was the fact that I was carrying what was obviously a paddle in my hand.

I was looking for a particular kind of guy or girl. I needed that person to be by themselves, preferably sexually repressed, and/or malleable to the charms of a 24 year old nympho humiliation pain slut. I spotted my first target outside of GameStop. He was about twenty four or twenty five, just a tad bit overweight, wearing an outfit that said very clearly that he didn’t have a girlfriend. I know, because if he were my boyfriend I wouldn’t let him wear what he was wearing. I’d describe it to you, but it was so horrible that I’ve blotted it out of my memory and have no recollection of it.

I made my approach and greeted him with a smile and a hello, which distracted him from reading the back cover of whatever game he had just bought. We exchange pleasantries and I could tell he was mostly surprised that a girl was talking to him. That’s when I asked him if he would be willing to do me a favor.

Would you believe he got suspicious? I guess he had been made a fool of before by pretty girls, which is sad. Girls shouldn’t tease guys, especially guys like this one because it’s just cruel. Let them live their little lives out masturbating to porn and reading my daily assignments wishing they were the guys that encounter me. In any event, I put on my most trustworthy honest face and held out the paddle and asked if he would give me five spanks.

Holy crap, you would have thought I’d asked him to shoot the president or something! All the questions! All for a fucking spanking. Finally I convinced him that he could pick the spot and I would bend over, lift my skirt, and let him deliver five spanks as hard as he wanted. I followed him to a nearby back corridor where I immediately leaned up against the wall and pulled my very elastic skirt up over my ass, baring it all.

Evidently he wasn’t prepared for my panty-less state. All I heard was “oh my God, oh my God, oh my God” over and over so I wiggled my ass a bit and told him to hit me.

The first blow was so light that I seriously doubt it even changed the color of my butt, especially since I had already endured five extremely hard swats. I gave him a look that spoke volumes and it did the trick, since his second swing caused me to hiss. I took all five blows without a squeak, feeling the heat spread out from my ass in this incredible warmth that just made my pussy leak in want.

So I turned back to my hero, took the paddle back, and thanked him profusely. Well, not so profusely. I said thank you and left, leaving him standing there with a raging hard-on under his khaki shorts and pink and green polo. Ooohhh…I remembered it. Aaggghhhh.

So with my rear end smarting I headed back out into the mall. Twenty minutes later I was in a dressing room of Brook’s Brothers while a nice older gentleman wearing a suit and a name tag that said…oh. I guess I shouldn’t say his name, right? Okay, a nice older gentleman with white hair wearing a suit had me up against the mirror, halter around my neck, one hand plumping my breast, while he slammed the paddle into my rear. I was nice and rewarded him with a blowjob. Swallowed every drop too.

I was two and oh when the third guy I approached declined. He was in his late thirties, thin, and a little emaciated. He looked down his nose at me and said quite clearly “I don’t have time for childish games young lady. I suggest you moderate your behavior and attire.” Then he started to walk away. I hurried back up to his side and played my ace card.

“Sir, I’ll give you a blowjob too. Make you cum.” I said breathlessly.

He gave me another hard stare.

“You can fuck me silly too. I’ll strip and give you a blowjob, or go home with you. No cost. I’m not a whore.”

And he walked away. Okay, I’m not a great beauty or anything, but I know I’m not ugly. What the hell was wrong with that guy? Weird. Totally weird.



My fourth and fifth targets were together: two guys chatting. They looked preppy, maybe seniors in high school, maybe freshman or sophomores in college. I couldn’t tell. I approached, made my offer, and was practically carried off into Abercrombie & Fitch. In seconds I found myself in a back stall with one while the other stood as lookout. I turned around, put my hands on the wall, arched my back, and tugged my skirt up.

First I was groped. Then I was hand spanked. Then I was finger fucked. Then I was ordered to give a blowjob before he would spank me. As ordered, I got down on my knees, wrapped my lips around sweet cock, and brought him right to the edge. He pulled out right before I was about to cum and spurted a thick glob of cream right across my face and chest, splattering my halter top and leaving glistening trails on my skin. Then he spun me around and gave me a sloppy spanking. I didn’t object. My butt wasn’t that tender, but I didn’t want to argue. My tormentor seemed to have a bit of a one track mind. I was handed off after wiping some of his spooge from my face and neck and was forced to give a repeat performance for his friend.

But in the end I got twenty spanks, not including the five I got from Kari, and four out of five people agreed to punish me, so I think that meets the goals of the assignment pretty well.

Pleased with myself, yet suffering from a horrible itch between my legs, I took my paddle and cum soaked shirt and headed for Kari’s place. Once more I mounted the steps up to her apartment and knocked on the door. I was already in the process of undressing when Robert answered, still naked except for his little harness. I handed him my shirt and he grimaced, seeing the splattered cum squirts across it. He dropped it on the foyer floor and then accepted my skirt gracefully.

I put the paddle on the table and followed him as he led me to the bathroom. I still hadn’t seen Kari, but he started the shower for me and told me to clean up. I took advantage of his generosity and let the warm water cleanse me of the remaining bodily fluids that had been squirted on me during the evening. A soft fluffy expensive towel was waiting for me when I got out and I dried off and padded out into the apartment, still totally naked, looking to see if Robert was busy or where Kari might be.

As it turned out, Robert was tied up. Literally. He was bound to the coffee table in the middle of the living room, spread-eagled and face up. The table was quite big enough so his legs were bent in half under the wooden platform, but he appeared comfortable enough. Kari was sitting on the sofa reading a magazine and clearly waiting for me. She motioned me over and pulled me across her lap, bottoms up, her long elegant fingers clutching my bottom and checking for welts and tenderness. I squirmed a bit as she dug her fingers into a few particular sore spots, but for the most part I weathered the examination well.

“You will sit on Robert’s face.” Kari suddenly ordered, pushing me off the couch so that I landed unceremoniously on my butt. Scrambling to my feet I moved to the end of the coffee table and Robert’s head and straddled him, squatting down until my wet pussy pressed quite firmly into his mouth and chin. I faced his feet and could see his poor cock wrapped in leather and bent so that he couldn’t even get a hard on. Or if he did it would be pure agony. Oddly enough, the tip of his cock was completely exposed. His tongue felt incredible, especially since he immediately began licking me, running his tongue up and down the length of my slit and paying special attention to my clit. That was one thing Kari was really good at producing: guys who loved to eat pussy and were good at it.

Then Kari grabbed the paddle and ordered me to lie down across Robert, keeping my pussy in his face. I did as told and found my lips within kissing of the tip of his cock. Kari’s next order was explicit. Keep sucking on his tip, licking it, until she stopped. I was just about to ask “until what stops?”

Then she slammed the paddle into my butt, right above Robert’s sucking licking mouth and I shuddered.

Oh. Until the spanking stops.

I wish it never had.