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Princess Chelsea

By: Sublithium



Ever since puberty I have been enamored with beautiful dominant women. Most of the fantasies I have ever had revolved around being at the feet of, and wrapped around the finger of a beautiful femme fatale. Throughout my entire life I have sought these types of women but have never found one that really shared my desires. Sure, I have met my share of demanding women but it usually turned out that they were demanding and controlling in a vanilla way and it never extended to the bedroom let alone into a Mistress/slave relationship. Even if I did sense that there may be a slight interest I wouldn't take the step of asking because of the painful rejection that might occur when I told them of my fantasies. I had seen a professional dominatrix a time or two but always felt when the session was over that it was too impersonal and just a business transaction for services rendered, not the real thing. I had almost given up hope completely.

That was until the day I found an interesting ad. It was short, simple, and to the point and would change my life forever. It simply read, "Beautiful, Sexy, Princess seeks submissive slave to tend to all my desires. Must be willing to follow orders and surrender totally to my whims. I will NOT be your girlfriend, lover, or wife. I will own you. Looks are of little importance, willingness to suffer required. If interested impress me by sending a gracious e-mail and pic to..."

I was definitely interested but cautious. The internet has always been a haven for disappointment, but my curiosity got the best of me and after spending a few days composing, I sent a polite e-mail and picture of myself to her. I kept it simple, and tried to stay away from spitting out all of my own fantasies which I am sure she was already receiving from others. I awoke in the morning and raced to my computer checking my inbox to see if there was a response. There was nothing. Oh well, I thought. Not the first time I have sent an e-mail to such an ad and not gotten a reply, so I just went on with my day. Besides, the ad was 2 weeks old and this woman probably had a flood of requests and picked some lucky guy, or guys already. No big deal, it was probably more of a financial arrangement than anything else, and I wasn't as attractive as a lot of others would be in that department. 

A week later I had already forgot about my e-mail and was again browsing the usual female domination websites when I suddenly got an e-mail in my box I didn't recognize and almost deleted as spam. It was from her! I opened the e-mail and was filled with lust when I read it:

Congratulations boy! You passed my first test. You wrote a decent e-mail, sent a pic that didn't include some ridiculous close-up of your penis ( so many get thrown out for that) and have not wasted my time and pestered me with follow-ups. My name is Chelsea. I am young, beautiful, and used to having boys wrapped around my finger. Some would say I am a total cock tease with a sadistic streak.

The e-mail went on about some of the things she expected in a potential submissive and some of her likes and dislikes, but to be honest my head was abuzz with desire. 

Over the next week we exchanged e-mails, and even a couple of phone calls. She sent me a few stunning pictures of herself, but of course I am always skeptical about pictures that people use on the internet. My fears were somewhat put at ease when I heard her golden honey voice on the phone. She definitely sounded like the woman in the photos. Sometimes she would tease me a bit, but it was mostly her asking me questions about my own fantasies and desires. I wasn't required to call her by any titles and the conversations tended to be more vanilla than I had hoped for, but she had told me this would be the case until she felt comfortable enough to want to get to know me in that other way. Then, as she said, things would abruptly change. Finally on a Thursday evening I received the e-mail I had been waiting for. I opened it and it told me that if I was still serious, that I could meet her at noon sharp on Friday. I was to have the whole weekend free for what she called "orientation." She wrote that there was no reason to respond to the e-mail because if I showed up she would know I was serious and if I did not that she would never speak to me again, this would be a one-time chance to make an impression. It went on to give me directions on where to go. Needlessly to say, my cock shuddered and I was not about to back out!

I awoke Friday morning and made sure I was impeccably clean and shaved. Especially my groin area as she said she liked her slaves to remove all pubic hair. As I locked my apartment door and walked to my car I could barely hide the bulge in my pants. This was really happening.

Following Her directions to a tee, I nervously drove to her house. It was fairly large, and rested on a beautiful tree-covered lot almost completely sheltered from the view of neighbors. I was relieved that I had not been directed to some trailer park, or some abandoned dirty industrial building in the rundown area of town. I parked in the gravel drive way, collected my thoughts, and looked at my watch. It was 11:57. I got out of the car and approached her door. When I collected my nerves and reached out to knock the door suddenly opened. Standing before me was the most beautiful woman I had ever seen. She was blonde with her hair cascading down her shoulders, slightly taller than me with a perfect body, sparkling blue eyes, long legs and ample cleavage that fit her petite frame perfectly. She was dressed normally, nothing that appeared kinky in any way, but then again so was I.

"Hello, you must be my new toy wannabe...nice to meet you," she said cordially as she reached out to shake my hand.

I reached out, gently shook Her hand and studdered out a " I....I ... guess I am."

"Oh, a shy boy, I like that already, come on in," Chelsea responded while sensing my nervousness. 

"Well. To get started...Take off all your clothes, fold them neatly, on the floor beside you and wait here on your knees. I am going to go change into something a little, well... more motivating." With a wink and a smile my young seductress skipped out of the room. 

I quickly removed my clothes and knelt on the cold hardwood floor and made sure my cellphone was turned off. There was a tingle down my spine and I felt so vulnerable being naked on this woman's floor. I felt like I had waited for hours but in truth it was only about 20 minutes. I was beginning to think this was some kind of odd hidden camera show or something. I thought to myself this must be the luckiest day in the world, and now it is going to turn into a big joke. She was a beautiful woman, just as in the photos, and said she was going to make me her slave, and so far she was so sweet, sexy and sensual with no hint of the sadist I was half expecting.

Finally, I heard the clicking of heels in the hallway and my jaw dropped to the floor as she re-entered the room. There she stood. This goddess of my dreams, in a super sexy schoolgirl outfit. The tops of her breasts teased out slightly from her black lacy bra and tight white button down shirt. A perfectly tanned midriff showed off a jeweled belly button ring that led down to a hot short red pleated plaid skirt which barely covered her well-toned "to die for" ass and gave way to a pair of "kick me now" legs. Her feet were encased in a pair of black shiny Mary Jane style shoes that bore a six inch heel, that led up to an equally intoxicating pair of opaque black thigh-high stockings topped with pink bows. Her long blonde hair was now in low ponytails that rested on each side of her head. My cock had her full attention instantly. My first instinct was to hide it, but I felt somewhat paralyzed by both excitement, and the humiliation of kneeling there naked in front of this young lady. Obviously when she had asked what I fantasized about in previous e-mails, she had taken notes.

She came up and knelt down within inches of my face and in an ultra sweet tone said "Is this the way you greet your new Princess?"

I knew instantly what to do. I leaned down and planted a soft kiss on the toe of each shoe and let out a muffled, "I am sorry."

Smack! Pain shot across my face as her hand made contact with my cheek. Unshaken by my groan Chelsea leaned down to my ear and whispered," I think you mean, I am sorry... Princess."

" I am sorry Princess Chelsea," I responded. This was the moment I realized that I may be in for more than I originally thought and that she really did mean that at this point the casual conversations we had before would change abruptly.

" Just Princess will work slave, the less you speak the easier this will be. Stand up piggy and keep your eyes down, I want to get a look at my potential property." She circled me like a lioness would her prey. Coming back around to the front of me She let out a giggle, "Did I give you permission to get that little thingy hard?"

I blushed in shame and embarrassment, "No, Princess."

"I am flattered you are so excited, but...we will have to do something about that. Besides, we couldn't have little piggies running around with hard-ons all day. How would anything ever get done?" She sauntered away for a second and returned with something in her hand. Slap! Slap! Slap! With 3 heavy blows to my balls and I doubled over in pain. My cock was on fire and no longer hard. The item in her hand was a riding crop. As I straightened back up She told me to look at her. At this point I almost didn't want to, knowing I may just get hard again.

I looked up at her and saw a sadistic smile cross her face as she played with a long blonde ponytail with her free hand curling a few strands around in her fingers. My Princess walked away again and returned with a large leather collar with a ring attached to the front. Going around to my back she placed it on me. The collar was stiff and made it so I could barely move my head. I felt her hot breath on my neck and could smell her jasmine scented shampoo as I heard the sound of a padlock clicking shut after the buckles were tightened into place. A sense of helplessness played across my soul. She attached a short leash to the ring on my collar and led me over to her couch. My Princess took a seat on the couch and positioned me as her footstool.

"Now slave, you just stay put, and don't speak unless I tell you to. I have plenty of things to do to see if I even want to keep you, but right now I want to finish the article I was reading before you arrived." With that she pressed the tip of one heel into my rib cage and dragged it across my body. It was painful but I held my ground. "Oh...you do mark nicely my little slave."

Although I couldn't see myself I knew that she was talking about the scratch mark her heel made. Strangely, I got a sense of pride and satisfaction from the compliment.

After about half an hour of Princess Chelsea reading a magazine while playfully prodding me with her heels, she finally took away Her feet and said. "Ok piggy, we have some work to do with you. We will see just how nicely you will mark now." She gave a firm tug on the leash, "Follow me."

Thinking my knees finally would get a little relief I started to stand up but immediately saw by the look in her eyes that I was to crawl. As she led me down the hallway and a couple of small staircases my eyes were transfixed on her perfectly formed buttocks every time her tiny skirt swayed with her hips. I always had a bit of a fetish for hosiery, garters and stockings. The glimpse of skin contrasting with the black thigh highs could push me over the edge. I was staring a little too much and I ran right into the back of her legs when she stopped. "Have a good look did you?" She giggled over her shoulder.

Princess opened a door and quickly led me inside. The room was fairly large and once in I realized it was a basement dungeon. The floor was cement and rather cold. There was a large wood cross on one side of the room and a small iron cage in the corner. In the center was a small padded bench and on the walls hung all sorts of intimidating torture implements. On the ceiling was mounted some sort of winch with a large chain hanging from it, under this is where my Princess led me.

She quickly placed a leather cuff onto each of my wrists, connected the two, and attached them to the chain. With a few rotations of the winch I was pulled to my feet and a spreader bar was attached between my ankles. A few more tugs on the chain and I was suspended on my tip toes. My Princess looked deep into my eyes and said softly, "Now, that I have your full attention..." The riding crop slowly teased the underside of my once again rock hard cock. "Now slave, I can be sweet at times, but definitely a cold-hearted bitch at others.... I want to tell you that I do not play with safe words or any silly things like that. This is real slavery and I expect you to follow one rule. My one big rule is that I make the rules and my word is your law. Do you understand that?"

"Yes Princess," I eagerly responded.

She stepped slightly to the side and I was taken completely off guard by what I saw. It was a video camera, "Don't worry piggy, that's not on....for now."

I felt a sense of relief fall over me a bit. I didn't mind being on video, but it was what she may do with the video that had me in fear. She walked around once again and the sense of excitement flooded me almost making me dizzy.

"Now slave, I am going to be kind enough to give you a choice before we begin. The choice will only last for the weekend, then you will be sent home with a new choice. Aren't I kind?"

"Yes Princess, thank you Princess." I said in a meek voice.

"You may choose to leave right now. No harm, no foul, as they say. If so, we will have no further communication. The second choice is that you surrender to me completely for the whole weekend. No safewords. No, OK I'm done, just complete and total surrender."

There was a pause. Before I could say anything through my now dry mouth she began speaking again." It will just be one weekend out of your mundane life. That is the only commitment you need to make right now. You do find me attractive don't you? You do want to please me don't you?"

I knew there was only one answer, "Yes, Princess!"

"Yes, you want to please me? Yes, you find me attractive? Or yes, you will surrender. Speak up piggy." She said as she tilted her head to the side. 

"Yes, Princess, all 3, Princess!" I said a bit stronger this time.

"See, you are already learning, that is such a good sign my little play toy." 

The sexual excitement of my predicament took over my reason and I had to agreed, especially when she brought up going back to my mundane life. My cock wouldn't let me say no, no matter what she may have asked. I was sure she knew I was already wrapped around her fingers.

"Awwwe, Thank you my little pet, " she smiled broadly, "we are going to have so much fun together, well at least I am going to have fun with you." She grasped something off the wall and before I knew it I had a penis shaped gag stuck in my mouth. "This is for your own good my pet, I am not in the mood for back talk or screaming"

She giggled as she picked up a large deerskin flogger. She twirled it in her hand and began reigning it down on my back, ass and thighs. The heavy thuds of the flogger warmed my body and actually felt wonderful as if I was being massaged. Looking at my rock hard penis, Princess stopped the flogging and purred, " Ohhh, piggy likes that!" Without warning a heavy under hand blow struck my balls, then another and another. I instantly felt like I was about to either throw up or swallow the gag in my mouth. She just laughed hysterically.

She put down the flogger and this time picked up a cane."Do you know what this is my little toy?" she said knowing there was no way I could respond. "This is the tool I use for punishment. It's not a very forgiving tool, but is always one that leaves quite the ...impression."

She dragged the tip of the cane down my forehead, my chest, my stomach before tapping it lightly on my now helplessly hanging ball sack. "I usually prefer to punish boys last, because that way it hurts more, but...I find sometimes they just can't take it and on occasion even pass out."

My eyes grew wide as she ran her tongue over her teeth enjoying the full effect of her words. She began to speak again as I tried not to panic. "Punishment is not a game and is not to be enjoyed. For today it will only be 5 punishment lashes of the cane. No more, no less. I am being lenient because you are new, but don't mistake this for kindness. You were one minute early coming here today. I said noon, you attempted to knock upon my door at 11:59. You missed calling me Princess until I reminded you. Lastly, your little bump into me in the hallway. You should take comfort though. Most make far more mistakes."

Chelsea stepped around to my back and I heard the swish of the cane cut through the air. I tensed my body to reduce as much of the pain as possible but no strike came.

"Ah, ah, ah. If you tense in anticipation then the blow does not count and I will begin again." She announced as I almost choked on my gag. There was a silence for a moment and her heels clicked away for a few seconds. I heard a few clicks and some music came on and she adjusted the volume up a bit. She came close to my ear again saying teasingly,"There, the swish will no longer be an issue."

She let her fingers drag through my hair and down my back letting her nails bite into the flesh a bit. I waited. Then waited some more, but no blow came. I breathed through my nose a bit more normally when out of nowhere I felt the impact of the cane on the flesh of my ass. A blinding pain followed as if I had been hit with a stun gun. My ass was on fire as I tried to dance away a bit, but failed because of my restraints. That was one, how would I ever survive 4 more. As I swayed a bit, but before I recovered, I felt the next blow. It almost took my breath from me. I then felt her hand brush across the blows and I tried to recover just to get it over with.

I heard the swish of the third and tensed, but the pain was not dulled in the slightest. "Oh, you really must be a pain slut to ignore my warning. I am a girl of my word though. We will just begin again at one." Her voice was stern and uncompromising but I could also sense she was enjoying every moment of this scenario.

This time through I survived all 5 blows. Princess Chelsea came around the front of me and placed a kiss on top of the gag in my mouth, lifted a finger to my cheek and rubbed it in one of the tears that flowed from my eye. Her beautiful eyes looked right into mine as she placed that finger in her mouth and sucked on it for a second. She grabbed my shaft and ran her fingers it's swollen length, and slapped it back down without even looking up. "That's done slave. Now I can have a little fun with you."

I groaned to myself careful not to let it be audible as the cane had destroyed any resistance to anything that I might have been able to muster. This was beginning to become one of those, "be careful what you wish for situations."

For about the next hour or so she showed her skill with a variety of different whips, paddles, floggers and more. I found that one of her favorite games of all was to change up the rhythm of her blows to throw off all attempts to soften them. She wasn't especially harsh with me on any of them but just seemed to be playing around a bit and testing my limits. The sheer amount of blows, and implements were taking their effect and had me becoming exhausted in a hurry. 

I will say that Princess Chelsea had a keen sense of when I had enough of something and was able to provide a break just when I was about to break. If it is trust that is key, this woman seemed to build it just as I thought I may not be able to trust her. This made my desire to suffer increase at every turn, slap, and lash.


Princess Chelsea Ch. 02



Chapter 2 – Humiliation

The night was agonizing, and not helped out much by the current hot weather. Falling asleep had proven quite easy as most of my muscles were worn out from being bound on my toes. Usually on a Friday evening I could stay up late into the night keeping myself on edge looking for just the right image, erotic Female Domination story, picture or video to finally have the orgasm I desired. This evening, while still trying to process what had happened, I didn't even feel the need. Being locked into a chastity device had always been one of my fantasies but reality can be a harsh Mistress with a poisonous bite. It wasn't long after falling asleep that my restlessness started. First it was 12:00am, then 12:46am, on and on it went.

The device wasn't painful at that time. It was more of just getting used to it being there. I tossed and turned trying to find a comfortable position in which to sleep. Lying on my side gave me an awkward feeling of the hard plastic pushing on one side of my groin and upper inner thigh. Sleeping on my stomach meant that it put an uncomfortable pressure on my shaft. I never could successfully sleep well while lying flat on my back so that wasn't an option either. The heat was also causing me to sweat which only added to the discomfort. Visions of this woman danced in my head and had me staring at my phone. It was probably about 2:00am that I finally found that I could sleep comfortably on my side by gripping a pillow between my thighs. 

Awakening at about 7:00am I found myself in a considerable amount of pain. My cock strained against the plastic confinement and my bladder was full. On a normal morning I would have probably laid in bed waiting for the erection to subside before crawling out and relieving myself. Sometimes I would even jerk off to fantasies rattling around in my head. Those moments right after waking up proved to be some of my horniest moments. Just one meeting and her beautiful face was imprinted on my mind. Those waking moments were now going to be torture.

I thought that the pain itself would probably make me wilt but I was actually suffering more because of it. The longer I laid there the more I couldn't think about anything but my erection, my fantasies and desires. I squirmed around in agony until I reached the fetal position. I knew a cold shower would probably be the quickest route, but I had experienced that at Chelsea's place and I wasn't in the mood to suffer that again yet.

My hand extended behind the shower curtain waiting for the water flow to warm. By the time it got sufficiently warm I was dancing on one toe. My cock was still trying to break free from the cage so I just hopped in the water. The warm water washed over my body and I strained to release the built up urine in my bladder. Slowly but surely I let loose fighting the slow uneven release that came with the morning hard on. I leaned back a bit and focused the cascading warmth of the shower on my groin and let it wash through the device. A long hot shower was warranted. 

A hot cup of coffee while turning on my laptop helped decrease my libido. Caffeine definitely had its uses. There was an intense sense of both fear and excitement when I clicked the bookmark for my e-mail page. My gut reaction was not to check at all as if I was being watched. I craved her contact yet was afraid at the same time. There was nothing there. I turned on the television intent on just enjoying a cup of coffee. Some morning news was on, nothing particularly engrossing which cause my mind to wander a bit into fantasy land. With that I was getting a bit aroused, it was amazing that just hours after being locked in I was already finding something erotic about every woman that appeared on the screen. This didn't really cause much pain. In this state of arousal the cage even felt somewhat comforting. I would tease myself a bit, mostly just continuing to check if it was still there, as if the night before had just been a dream. Then the melancholy was broken when the text message ringtone on my cell phone erupted. I very nearly knocked it across the room trying to reach, and open it. Sure enough, it was "Mistress Chelsea."

"I hope you had an interesting evening and morning. I have something for you to do. You do want to please me don't you?" read the message. 

I again fumbled with the phone. I wasn't sure if I should respond to her as Mistress or Princess, but I defaulted to what she told me in person, "Yes Princess."

"Get dressed, I ordered some breakfast and you need to bring it to me. I will send the address in a moment," was her reply, and then another, "Oh, and I'm sure by what I saw last night, you are a slut and own a butt plug. Put it in."

I stumbled around with my heart racing in my chest. I did indeed have such a plug but had not used it for anything in well over a year. I found it and a bit of lube, and in a rush I slipped it in. I felt as if it took forever to seat inside me. Luckily I already had a shower and just threw on some clothes. My phone came alive once more and the address she had promised was there with instructions to ask for Chelsea's order. I was halfway out the door when I hit send, "On my way, Princess."

I knew exactly where the place was though I had never been in there before. The pink panties I had to wear were tight enough to hold the plug but I still felt I had to clench my cheeks a bit while walking. Driving was interesting because I felt it prodding a bit whenever I shifted in my seat or turned corners. The restaurant was a trendy little breakfast and coffee spot that catered to the hipster crowd and I had heard they had a reputation for some pretty good food, both breakfast and lunch. It was still only about 8:15am on a Saturday so I had zero traffic to contend with. 

The place was pretty busy and had a line of about 4 people in front of me. I got a bit nervous when it was taking a bit of time. The phrase, "Everything is a test," ran through my head and I could only wonder if there was a time limit involved. Reaching the counter, I requested the order and some young college age guy shouted into the back kitchen, "Take out order, for Chelsea!" 

Some sort of eco-friendly container was soon in front of me, and stuffed into a bag. "That will be $15 even, sir!"

I handed the guy a 20, and meandered my way out and on my way to Chelsea's place. Despite having only been there once, the drive home the previous night was fresh in my mind and I needed no reminder where I was going. Just a couple of streets away and the phone rang again when I was at a particularly long stoplight. "Never mind, slave. I changed my mind. I'm done with you. You can go home and try not to play with yourself. Be sure to wear the plug for one more hour. Thank me slut!"

People behind me started beeping their horns as if their very cars were mocking me as I hit send," Yes Princess. Thank you Princess"

I had driven out there and bought her breakfast, was almost there, and she just up and cancelled it. Normally I might be upset. OK I was upset, but being locked in chastity made one quickly re-examine priorities. She held the keys, and the power. The purple stripes on my ass cheeks were a reminder that punishment was not as pleasant as it was in my fantasies.

I figured that I might as well pick up some groceries. The plug in my ass made me reconsider but I would rather get my shopping out of the way and have the day left for anything my Princess may order. I pulled into my usual store and before getting out I had to shift a bit in my seat, push the chastity device against my body, grasped my balls, and pulled in order to reseat it comfortably. It was a little sweaty down there and although it was tight it did slip around a bit and some soreness was developing. I figured I would pick up some talc powder or something that might keep me from chaffing. 

About 10 minutes into shopping the vibration of my phone shot shockwaves through my body. Nervously I opened it up. Once again it was her, "Time to check my property. You have 5 minutes to send me a pic of your lock up or face severe punishment. Don't forget to include the panties you are wearing!"

A wave of panic hit me. I was still wearing the device, and panties, but was in the middle of a public place. I turned my cart frantically looking for an employee to see if there was a restroom nearby. I found one and rushed over to him but before I got to him an elderly man had asked him something. He was showing him who knows what and I knew that was going to take forever. I finally found someone at the deli counter and he directed me to the restroom. I must have looked like a crazy person with diarrhea. Although I preferred that thought to them knowing the truth.

I made it into a stall and pulled my pants and pink panties down and snapped a pic with my phone. I went to send the pic and was mortified to find it was out of focus, and the panties didn't make it into the frame. Hurriedly I turned to take a few more, and the plug nearly popped completely out of my ass. The photos were better but it still out of focus. My fingers kept fumbling and I finally was able to get one that I felt would fit the bill. I sent the pic and had to rest a bit and carefully get the plug back in without any lube. I hoped for a positive response from my tormentor but got none. After a few minutes I realized that no response was coming. I didn't even know if she received it. While finishing my shopping one thought ran through my mind. Should I just bite the bullet and ask her if she got it? Instead I just decided to wait it out. This game was already a bit harder than I had anticipated. 

Getting back home I made sure my laptop was up and running. No new e-mails or instant messages were there. I also realized I got lucky during the chastity check. I was locked up and wearing the pink panties as ordered. What I was missing was the black pair of panties she told me to have with me at all times. The ones I had to keep in my mouth as a gag all the way home. What about the plug? Now my mind was racing just wondering if I was supposed to have that in the picture I sent, or not? I had to have a bit of a chuckle at my own expense that the idea of paranoia may be setting in.

Every moment that passed not preoccupied made me only think of her, and my current predicament, what would happen next, and how easily I had agreed to this. There was a sense I could always get out of it. She said after this weekend it could end if I wanted it to. Part of me wanted that. Part of me just wanted to write an e-mail right then and there. Tell her that I didn't really know what I was getting into. Shame entered my mind at that point. Not the shame of submitting to a beautiful woman who may force me into humiliating and degrading things. No, not that shame. That was the kind of shame I sought out. It excited me. The biggest shame was that I was even thinking about backing out. That was a far bigger thing. I was scared that the mundane existence I had been living was much more comfortable than taking this chance. Lastly, even though I had only met this woman once in person, I was now terrified of letting her down.

Usually if left alone and bored I would just get on the net and jerk off. Masturbation seemed to always fill that time. It was also a good fall back for stress as well. I really was starting to realize just how much of a crutch it had been now that it was unavailable. The frustration of being aroused all the time was maddening. After sitting around thinking about it I was getting worked up. I found that the ring that went around the shaft of my cock and my balls did a pretty good job of limiting blood flow once I got worked up. This made it pretty sensitive but more than that it slowed any attempt at becoming flaccid. Once my cock had swelled up it took almost double the time to go limp. 

Due to all the fantasies dancing around in my head I now had a new problem. I was oozing a bit of pre-cum. That gave rise to the feeling that I had to urinate. No matter how many trips to the toilet I made, I still felt like the head of my penis was full and I needed to go. Sitting to urinate also was making me appreciate the ease of standing to go, something I would not be doing much more of. About 9:00pm I received and e-mail from Princess Chelsea:

My little playtoy,

Having a nice evening? Are you frustrated not being able to play with that thing? I hope so. In fact it makes me a little bit wet knowing that you are suffering. I want you to come over at 8pm tomorrow. Remember that if this has been too much for you I will give you an opportunity to quit. I'm betting that you don't want to let me down though do you? If you want that tiny cock of yours to receive any pleasure again be a good boy and suffer for me. I know that is what you truly want anyway, and I am just the Woman who may have the power to give you what you really need.

Your Princess,

Chelsea xoxo

That e-mail made it almost impossible to sleep. For most of the night I found myself staring into the darkness. I could think of nothing but sexual thoughts, nothing but her. This device had only been locked on for a day and a half but it might just as well been a year given the frustration I was feeling. I told myself this was a fantasy coming true. Something I had longed for. Doing that turned out to be a double edged sword. On one hand it made me feel much better and excited about seeing this beautiful woman again. On the other hand, it made my cock throb in pain against the confines of the cold hard shell. 

Her beautiful blonde hair, the scent of her shampoo and perfume, those perfect legs, the arch of her lower back,and a mind that was definitely dirtier than any other woman I had ever had the pleasure of meeting. It all turned me on so much. It was a fantasy come true, but at what cost? Just a day and a half with my cock locked up and this girl had my world turning upside down. My whole body vibrated with arousal and at times it felt like my every movement transferred straight down to my groin. There was just no way to describe how much I could love and hate a feeling at the same time.

Sunday morning was a repeat of Saturday. I awoke with a painful attempted erection, took a nice long hot shower, and sat down at my laptop to check my messages. There was nothing from her, so I figured I had an agonizing day of anticipation to deal with. 8pm was a long way away. 

Around 4pm I received a call. This time it was a voice call. I hesitated for a few seconds before answering it. Finally getting a minuscule amount of composure, "Yes, Princess?"

"Are you dressed, piggy?"

I was somewhat taken aback by the question. Why would I not be dressed? It was 4 in the afternoon. Was I not supposed to be dressed? "Yes Princess, I am."

"Good boy. Are you wearing those pretty pink panties your Princess was kind enough to give you?" There was a delicious sexiness in her voice that made every word feel warm and inviting. The kind of warm and inviting that a chunk of cheese presents to a mouse right before a trap slams shut.

"Yes Princess." I said. This response seemed to be making up the entirety of my vocabulary recently.

"Good! You will now drive to the mall over on Parkville and Main. You do know where that is, don't you?"

"Yes, Princess, I will be on my way!"

"Text me when you get there for further instructions. CLICK!" before I had a chance to respond the phone went dead.

I collected myself and gathered up the black panties that I was told to have on me at all times, I wasn't about to risk leaving without them again. The nervousness in my gut and head made each step I took towards my vehicle feel as if I was floating. Driving to the mall wasn't any easier. The endorphin rush was kicking in. I felt like a child being called to the principal's office and not knowing what for, but it couldn't be good. I sat in a parking spot outside the mall and typed out a text message, took a few deep breathes and then a few more. I wasn't fully composed and the air I sucked in was almost intoxicating. Finally I hit the send button. 

Seconds passed by and then minutes. Part of me was hoping it would turn out to be like the breakfast errand the day before. Maybe she changed her mind and would send me home. Maybe she just liked messing with my head and scaring me a bit. Maybe she would change her mind and tell me to come to her house early. These thoughts tumbled across my mind like swells crashing into a breakwater.

I almost jumped out on my skin when the response tone rang out. As I read it my face must have gone white as a sheet of paper. "One pair of panties is insufficient. Go to the Victoria's Secret store inside. If a sales girl asks you if you need help..." just as I got through reading it another came. "Tell her that you don't want to offend her but you need help selecting some panties in your size. Have fun bitch boy!"

I immediately felt sick. It was one thing to shop for panties. That is humiliating, but being told that I must admit the panties are for me was a whole new level. My hands were noticeably shaking, and I started to feel the sweat piercing its way through the pores on my forehead. I finally sent the now standard response and made my way into the mall.

The mall didn't seem very crowded for being a Sunday which gave me a fraction of solace. There was a bench in front of the store. I took a seat and scoped out the store. There seemed to be only 2 sales girls working and around 3 or 4 customers. I could feel that my face was turning red already and I was still feeling nauseous. 

I formulated a plan. I might avoid some humiliation if one of the customers were checking out, and the other sales girl either went to the backroom or was helping another customer. Then, I could go in, grab what I was supposed to, and quickly make it to the cash register. I would still be embarrassed when paying, but I could avoid telling someone what they were for. If that didn't work I could just say no if the sales girl asks if I need help. This was already seriously humiliating so it would just be a little white lie. I mean, how would Princess Chelsea ever know?

Seeing the aforementioned opportunity I briskly walked in the store and headed for the area where I saw a customer holding up a pair of panties earlier. I was trying to avoid any eye contact from the sales people. Eye contact would just scream one of two things. Needing help or up to no good. I was sweating a bit. Glancing at the register, I saw two customers at the counter. I found the other sales girl still helping another customer. I felt safe. I looked down at the sale table where there was a ton of different size, type, and colored panties. This wasn't going to be easy. I sifted through some but to be honest, I really had no idea. I found a pink pair and stretched the elastic to get some idea of size. I looked again towards the front counter. Still safe, I turned to look back at the panties on the table when suddenly I bumped into something, or rather someone. It was the sales girl.

Adrenaline surged through me like a lightning bolt. It washed completely through my body. My toes were even tingling. I started to speak but it was hard to get anything out, "I...I'm sorry. You scared me."

I must have looked like a scared puppy. My entire body was on fire just anticipating that dreaded phrase that was supposed to utterly complete my humiliation. This girl was beautiful. She couldn't have been a day over 19. She was around 5ft 2in, very petite, with long flowing deep dark brown hair. Her skin was naturally tan. The type of color many women spend countless hours in tanning beds but are still never able to achieve. Her hazel eyes met my scared puppy gaze and I immediately looked away. This was bad. This wasn't quite the nightmare scenario because I could always reject her help and limit my emotional stress. I had worked that out in my mind before entering. I wouldn't be lying to Vanessa (the name that appeared on her name tag just above her perky young breasts that stretched her black shirt in all the right places). I would however, have to lie to Princess Chelsea or admit that I chickened out. Instantly, I decided to tell her I could find what I need on my own and save myself. If I could actually speak coherently, if the words would come out.




Princess Chelsea Ch. 02



Vanessa the sales girls, looked at me with some amusement. I didn't think she knew what was going on but I am sure they got plenty of clueless nervous guys from time to time. After my awkward stuttering she started to speak." It's OK. Can I..."

Before she could get it out she was interrupted. I must have jumped a foot off the ground. It was my phone. Things just got complicated. "I'm sorry, just one second, I have to take this real quick," I muttered while turning my back, "Hello?" 

My mouth was completely dry and I was frozen with fear. "Oh, I must have the wrong number. A piece of my property would NEVER answer a call from his owner without the proper protocol. This is my little puppet isn't it?" came a sweetly condescending voice on the other end causing my loins to twitch.

I glanced back behind me and saw the sales girl waiting for me as she straightened out the table full of underwear. "Yes Princess, I am sorry Princess." 

I talked into the phone as quietly as I possibly could. I was cringing as I awaited her voice. When she did speak I felt as if my phone was a megaphone blaring out over the public airways. "What was that slave? I couldn't quite hear you. Let's try that again. A little bit louder this time."

I wanted to crawl up into a ball right there in the store. I might as well have been completely naked at that moment. There was no place to hide. "Yes Princess. I'm sorry Princess."

"Thaaaaaat was a bit better but I don't think you really meant it. One more time, I want this one to be a bit louder with a touch of begging, but don't overdo it or we will be at this all day." She spoke slow enough that poor innocent Vanessa had to be getting impatient. That meant she was probably listening in.

"Yes Princess, I'm sorry Princess." This time it was confirmed that Vanessa had heard it as I saw a smile flush across her face. She turned to the opposite direction from me with her hand to her mouth as if fighting back laughter.

"Did you do your required shopping yet? Is it done?" 

"I am at the store right now Princess." I started tapped my foot on the floor a bit. It was all I could do to try and shake my current fear induced paralysis.

"Hmmm, Good boy." I sensed a nugget of hope as she paused. May be she would just tell me to get it done and leave me to it. The pause was broken by her once again." Has anyone helped you yet? Is anyone on the sales floor?"

I gritted my teeth and responded. "She's right here waiting for me......Princess." 

"Great, my little slut, do you feel like the worm on the end of a hook yet? The fly in my spider web?"

"Yes Princess I do." That surely would describe how I felt at the moment.

"Wow, I just seem to have impeccable timing. I guess I really must be perfect. Since you seem so timid I think that I want to....well, more like.... MUST! Give you a bit of help. Be a polite little pervert and give your phone to her." She spoke softly and I could tell she was enjoying every second of this. She had definitely done this before and the sensual tone was completely disarming. I hesitated for a moment. "You don't have a choice slave. I told you I own you until I give you a choice tonight. I also put my number in your phone, and given that you were in my little dungeon by yourself for some time...It's safe to say any info on your phone could have been easily gathered. Now, please your Princess."

As if the chastity device wasn't enough, things had just escalated quickly. I was turned on, terrified, and most of all completely helpless.

"Excuse me Miss," I turned to the sales girl. Changing from a smile to a mockingly straight face she waited for me to finish. "Um, could you please....Well....She wants to talk to you." As I handed her the phone I glanced around and saw there was only one other customer in the store, and the other employee was walking around straightening up. I heard a small bit of banter between Princess Chelsea and Vanessa but couldn't make it out. 

"Oh my God, are you serious? I have to see it. Can I? Hahaha." the cute little sales girl squealed as she doubled over and had that look of laughing so hard that no sound would come out. "Wait, wait, wait...my friend has to hear this."

Vanessa the sales girl partially covered my phone with one hand and shouted across the store to her co-worker. "Katie!" again she giggled and took a breath to fight back laughter. "Katie! Get over here! You NEED to hear this."

I tried to smile as if I wasn't really too embarrassed but the stinging hot temperature of my face betrayed any attempt at hiding my humiliation. Blame it on my Irish heritage, but fair skin turns bright red very quickly. The other girl, Katie, was rushing over to us. When she got there she glanced at me briefly and asked Vanessa what was going on. Vanessa pulled her close and brushed one side of her hair back so they could both here what Princess Chelsea was saying. I couldn't make out the words that she was saying but both ladies were looking me up and down like some kind of carnival freak show. Both were trying to control their laughter and weren't very successfully.

I hated every moment but my secured appendage had a mind all its own. Somehow this experience had my cock dancing like quarter horse waiting for the race gate to spring open. I shifted my weight a little here and there but the head was so swollen that a good sensitive portion poked out of the slot in front used to urinate through. The lacey panties I had on caused a bit of friction, an itch that just caused me to become even more aroused. Not shifting around was just as bad because in my penis's attempt to find free ground it positioned itself where it was being pinched.

Katie, the second of the two store employees and a beautiful brunette herself, laughed and started to walk away. As she passed by me she shot me a glance. I could see she was blushing, may be a bit uncomfortable and just said, "Such a perv..." She turned to Vanessa who was still engaged on the phone, "Uh, you have fun. I'll just mind the store."

Vanessa stopped laughing for a moment looking at me. I immediately put my eyes down as if that would stop anything. I started, "Listen, I don't want to get anyone in trouble...." 

She was looking right at me with an evil smile. The phone was back up to her ear, "Yeah, um....hahaha, hang on one second I got to get up to the counter." She took the phone back down and looked at me again. "You....You just wait here dirty boy!"

There was nothing that could be done but obey. She bounded off to the counter. I glanced around the store and another customer was about ten feet away. She looked like a soccer mom. She shot me a slightly disapproving stare, cleared her throat and then turned away to another area another ten feet away like I had some sort of infectious disease. This was getting worse by the minute. I decided to just make my way to the counter. Besides, I thought, the other employee seemed to not want anything to do with this. I really didn't want anyone to call security. 

Vanessa looked up, the phone now pressed to her ear with her shoulder. Authoritatively she pointed at me with a pen in her free hand. "Stay!"

I froze in place. The soccer mom made her way to the counter as well. "Thank God!" I whispered under my breath. She would have to hang up with Princess Chelsea in order to ring up the customer. I watched intensely as Vanessa turned to the customer. Just when I thought she was going to hang up, Katie brushed passed her and logged in to the cash register. Seconds seemed to tick by as if each was an hour. I took a few steps closer, and tried not to think about the pain the chastity device was currently creating.

Katie handed the customer her change and looked to the left where Vanessa was and then at me. "I'm really sorry for anything you may have overheard, Ma'am. We do get the occasional freak show in here. It comes with the territory."

"It's OK, at least I have an interesting story to tell. I have a husband who has all sorts of sick little things in his head. They all do. In fact, the next time he is in trouble maybe I can send him here as well." She turned to Vanessa and exclaimed, "Have fun with him."

With the laughter of three women and nowhere to hide, I had to curl my toes and grit my teeth. I didn't know what was more humiliating, the laughing ladies and the whole public humiliation predicament, or the fact that this all seemed to be turning me on.

Vanessa finally started to make her way over to me. She seemed to have gained a ton of confidence which manifested itself by the way she was walking over to me. Maybe it was just my imagination being taken over by the frustration and denial of sexual satisfaction. She stuck out my phone with her hand and said quite boisterously, "Your PRINCESS, wants to talk to you."

"Thank you," I mouthed to her as I took the phone. She didn't even acknowledge me and just walked right by. I nervously put the phone to my ear. "Yes Princess?"

"Wow, that Vanessa is ssssuch a helpful woman. You will be in great hands." Chelsea's voice came loud and clear. I wanted to protest. I started to say something but before I could get a word out my Princess started again. "Now my pet, she knows exactly what you need and will help you find them. In return you are going to be extra obedient. You are to treat her just as you would me. She has my phone number and I told her to let me know if you get out of line in the slightest. Both of these young ladies will expect to be rewarded for their time. Not everyone is a disgusting piggy like you. So make sure you get a nice gift card for each of them. See you at 8.CLICK!" 

For the next half hour or so I was paraded all around the store. Vanessa would hold all sorts of extremely girly lingerie in front of me. The store was fairly slow but Vanessa got a few unwitting patrons to give their opinion on some items and how good/bad they would look on me. Katie got in on the action and picked out a few pair of panties. All told they picked out 7 pair of panties for me, one for every day of the week. All in assorted pastel colors. Vanessa explained that my Princess had said black panties and lingerie were only for dominants and lowly beta perverts shouldn't wear that color. Vanessa walked me up to the cash register. Finally, I thought to myself. 

She threw all my panties on the counter and seeing my relief she said, "Oh no. We're not done yet!" she looked over at Katie, "Can you watch the store for a minute? I want to see..."

"See what?" Katie replied.

"The...the thingy, you know...."

"OH YEAH..." she exclaimed knowingly, "OK, go ahead I'll watch the counter. I'm not interested!" 

Vanessa pulled me towards the back of the store into the employee's only area. She stopped me outside a bathroom door. "Get in!"

"Please, do I...." My words were cut short by her change in stance and her arms crossing. "Yes Miss."

I got in there and she pushed past me. It was a small one toilet bathroom. She put the lid of the commode down and had a seat. "Take em down. I wanna see this."

At this point there was no reason to have any resistance. I took a breath, undid my belt when she interrupted me, "Um..? Are you forgetting something slave boy? I asked you to do something. I expect a response...Unless you would like me to call someone?"

"Sorry Miss, Yes Miss." I responded. She sat back in satisfaction as I dropped my pants to my knees. My first instinct was to cover myself. She tossed her head back with laughter. I thought tears were going to come to her eyes.

"Wait. wait!" still laughing she took out her phone and snapped a picture. "Now drop your panties like a slutty hooker." She snapped another photo and then told me to give her my phone. I handed it over, and she turned her back to me and knelt down. "This one is going to your Princess. In fact I like that...Princess. I think you can start calling me that too."

She sat back down on the toilet once more. She composed herself and the laughter stopped." OK bitch. Get down on your knees and kiss my shoes."

"Yes Miss...I mean, Princess," I did as ordered while she was leaning over watching. She smiled in satisfaction. "Oh my god, this fucking rocks! I need me a little bitch. Wait..."

She pushed me back a bit, stood, and by the way she swayed I could tell she was dropping her pants. I saw them slide down her thin smooth tan legs, followed by a black lacey thong. She sat back down and parted her legs. "Would you like to taste my tight little pussy, slave boy?"

I hesitated for a moment and started to look up.

"Eyes down! I didn't give you permission. You gotta beg me, you're not gay are you?"

"No Princess, I'm not gay. May I taste your pussy Princess? Please?" I begged. 

"Hmmm. You can look at it, but you got to beg again to taste it." She excitedly shifted a bit. 

I raised my view and saw her almost clean shaven pussy. It just had a small strip of hair leading down to its folds. I could almost smell her, part of me feared she might just let me taste her. Sometimes there was a big difference between wanting and getting. My cock was aching so bad at this point I was almost near tears. She grabbed a handful of my hair. "Please Princess, I'm begging you, can I taste your pussy please, Princess?"

I heard a beep and looked up. She had been recording me the whole time. She put it down and tossed my head away. "Ewe, as if! Your Princess is going to get a little copy of this. I'm definitely keeping a copy. It almost made me wet watching you all helpless like you are. I can see why a girl could enjoy this"

"Stand up!" I carefully got up from my knees. My groin was now at just a little lower than eye level with her. She looked up at me and took hold of my balls. "Ew, the head is all popping out, gross." 

I almost swallowed my tongue and jumped back a bit as she flicked her finger at the exposed protruding flesh while staring up at me. "Don't you pull away from me bitch."

"I'm sorry Princess. It hurt and I wasn't expecting it." I exclaimed trying to explain so as to not worsen the situation. 

"Don't get lippy with me slave. Do you think I care if it hurt? Your Princess said to have fun. She didn't say to let you have fun!" She was sounding like she had the Dominatrix role down pat. I apologized and her attitude went back to the cheerful one she had before. "Ok, I don't want to overdo it. Here, let me help you."

With that she poked a fingernail into the exposed flesh that was protruding painfully out of the cage. She managed to push it all back in and it actually felt much better except for the sharp fingernail jabs. I gasped with a little relief and was immediately snapped out of it. She grabbed and squeezed my balls, pulling me back down to my knees. It completely caught me by surprise and took my breath away. I looked into those eyes that I once thought so innocent and saw satisfaction in them. "Uhhh such power. I love it. Open up slave!"

I opened my mouth as Vanessa was clearing her throat. She let out a little laugh and spat right into my open mouth, "Swallow that shit!"

She laughed again as she watched my swallow her saliva. She brought her hand up and stuck her finger in my mouth. "Get it clean. It touched that nasty thing of yours."

I sucked on her finger cleaning it by rolling my tongue over the smooth surface of her perfect maroon polished nail. It was unbelievably erotic and I could tell by the way she intently watched and gently let her finger remain there for a silent few moments that she was finding some enjoyment beyond her sadistic streak as well.

She finally led me back to the front of the store and my purchases were rung up. I asked them to ring up 2 gift cards as well, but I had no idea how much they should be. I first suggested $25 to which both Katie and Vanessa gave a disapproving look. They both realized they had me by the balls, just as Vanessa had literally had me moments before. I was beginning to get nervous. These two could soak me for everything I had. I was at their mercy. Katie put her hand to her chin and looked towards the ceiling, "Hmmm... I was thinking that anything lower than, say...$50 would be somewhat insulting and we might just have to call mall security if you are going to insult us. What do you think, Vanessa?"

"I completely agree. "She teased, "I mean, any lower than $50 would just be inviting every freak and pervert to come in and harass us."

From that I knew that $50 wasn't going to do. They had the power to call Princess Chelsea as well so it was agreed that they would get $75 each. Katie started to put the panties in a bag but Vanessa reached across the counter and stopped her. 

"No bag! I think he can just go home with them in his hands. Oh, and don't forget the black ones." Vanessa chirped. "You do have a pair of black ones with you don't you? I almost forgot that a little birdy said to make sure you had them..."

"Yes Princess." I said putting my hand in my pocket and pulling them out slowly. They both giggled as I was walking away being sure to shout out almost in unison, "Come back anytime!"

I had just suffered one of the most humiliating experiences in my life. I had always been shy and this trumped those nervous times when I had to speak in front of a whole class in High School. As I walked back to the car it felt as though everyone's eyes were on me. It took me about 20 minutes to just calm my nerves. My phone rang once again. I removed my hand from inside my pants where I had been holding the chastity cage as if I was stroking through the plastic. It was a text message from Chelsea. It read, "Change of plans bitch boy. Go Home."

"Fuck this bitch!" I cried out. "Fucking damn it!" 

I didn't know if I was pissed off or just incredibly frustrated. Maybe I was both. There had to be some type of pay off from the humiliation I just felt. This was the second time that she did this. First with breakfast now this. If this game was just to string me along until I quit, it was working. I needed out of this. She had blackmailed me inside the store. Could I really trust her at all? As I drove home I decided if she didn't contact me that night, then Monday I would just let her know this was over. 

I calmed down a bit when I finally got home. Work was coming up the next day meaning reality was coming back into the picture. Chelsea said that I was hers until tonight, so I had an opt out option. I sat in from of my TV but really wasn't watching anything. I decided I would wait and give her the benefit of the doubt and see what happened if she contacted me. 10pm I decided to call it a night and go to bed.

The phone rattling on the nightstand ripped me from near sleep. I reached for it and saw my clock reading exactly 11:30pm. I grabbed the phone and switched the light on. "Hello, Princess?"

"Awe, my poor little slave. Did I wake you up?" Without the word slave, her voice would have sounded so sweet and innocent. It made me all but forget about any anger I had experienced earlier. I had practiced what I might say to her in order to find out if this was all just some sort of scam. None of those words could come to me. 

"No, well, I mean somewhat Princess." 

"You weren't trying to avoid the last 30 minutes of our little weekend deal were you slave." She purred into the phone.

"No Princess. I-" 

She interrupted before I could get a thought out. "Good! It has probably been a long tough evening for you. I think you have done a pretty good job at the few things I have thrown at you. I have come to a little decision on you my little piggy. Would you like to hear it?"

"I-I, Yes Princess." I really didn't know what she had to say, and I wanted to make sure I heard her before I voiced any concerns, especially when she had the key to the device and hinted at incriminating or at least potentially dangerous info.




Princess Chelsea Ch. 02



"I've decided to veto that little choice I was going to give you about whether you wanted to continue to serve me. I decided that you WILL continue to serve me for one more week at the very least! Aren't you excited slave? Thank me."

My jaw almost dropped the floor. Now I was definitely feeling pressure. "Well, Thank You Princess, but..."

"Slave. I know what you are going to say...Something like: But Princess I thought that I had a choice. Well yes. BUT by just saying you wanted to hear my decision, you made a decision! AND I do remember telling you I OWN you through the weekend. Since it isn't midnight, you know the whole Cinderella pumpkin thing....I get to make the decisions. So I extended your service another week. How nice am I, seriously? Not only am I giving you the honor of another week as mine, but I made it so easy. I didn't even demand that you make any real hard decisions. Thank me slave!"

I was floored. I hesitated a moment." Yes Princess, Thank You Princess, but."

"But what slave. I cancelled our meeting tonight because of your little protocol error on the phone at the store. You make a mistake I punish you. You need that kind of humiliation to learn your place. I could just let you quit. Is that what you want slave? Do you want to quit? If so I will even come to your place right now and unlock you. Is that what you want? I really don't think that is what you want. Tell me." She didn't even raise her voice a bit. She was amazing and even on the phone I had my head down. 

"No Princess I want to serve you. I, I have just always been shy Princess." I admitted to her. I was almost near tears and my heart was beating out of my chest. "I really do want to keep serving you, Princess."

"That's better slave. Let's look at what happened this weekend shall we. You met a beautiful woman who shares some of your kinky little interests. She decided to give you a chance to live out your fantasies and invited you to her home, where you probably had the best night of your life. She freed you from sitting home with a disgusting selfish habit. Then she sent you out where you met 2 more beautiful women that you would never have had the chance to meet, let alone talk to and spend a few fun moments with. Now you are given a chance to continue and you think you want to go back to being...normal. We both know I can give you what is best for you. I am even being kind enough to take that heavy decision away from you. "

She had such a way of twisting my mind around. She had me feeling so ashamed of not being grateful for what she had done that I was even begging her to forgive me. "Please Princess. I'm sorry, please let me continue."

"Hmm. As I said my pet, you don't have a choice. See, do you realize now how much you need me?" She said. "Humiliation is needed from time to time slave. When you are humiliated what is the real lesson? You hesitate because you are selfish. Humiliation lets you rid yourself of your selfishness and put my pleasure first."

I could just imagine her saying this with a completely serious face. Every time I answered her I could picture an evil smile pursing her lips knowing that her cruel plan was coming together perfectly. I knew perfectly well that this was all part of her plan but I was powerless to stop it." Yes Princess. I need you Princess."

"Very good slave. Now I want you to beg forgiveness for your little rebellion. Beg for punishment, and tell me you will be a good boy. I'm waiting." I could almost hear the satisfaction in her voice.

"I'm sorry Princess. I won't let it happen again Princess. Please punish me. I will do whatever you say Princess, please. I'm begging you." I was almost shaking on the phone. I was hanging on her every word. My cock was throbbing in the cage. 

"You sound so desperate slave. I like that. It's so delicious to have a boy so desperate. It makes me want to get out my toys and...well. You don't need to hear about that. Your wittle cock will just suffer." She paused for a moment to just let that thought sting just a bit. It felt like when a woman flirts with a man, brings him to the point where he thinks he has a chance only to drop a "friend zone" point on the end, a cruel tease. "This is going to be hard for you, being my slave. I enjoy power games. I enjoy winding a man up like a little toy. I like to hurt boys, both physically and mentally. I can be very cruel. Sometimes I can even surprise myself by how cruel I can be. That is when I am the most turned on. But I also know that is what you want. You crave and need it. The more I suffocate your soul, the more you will want and need me."

She was right. I had always craved such a woman but was terrified of finding her. All my fantasies were just as she articulated but the risk was always enough that I kept them as fantasies. Now, I felt as if I had no choice. The most terrifying aspect was feeling like I had no choice was turning me on more than anything else. "OK, slave for your little rebellion I will have to think about a suitable punishment. Go get your little slut plug. You will be sleeping with that in for the night. Think of it as your new little lover. Go ahead. I want to listen as you slip it in."

I got the plug from the bathroom where it had been sitting in the sink after I had cleaned it. I pulled out a bottle of lube and sat back on my bed. Princess Chelsea's voice came again. "Do you have it slave? I want you to suck on it like a cock. Like you would want your own little cock sucked. Get it good and wet because that is the only lube you are going to get. And I want to hear you moan, bitch."

I greedily sucked on the plug. Moaning into the phone, it made my own cock even more desperate to cum. I felt like I was on the edge, but without full stimulation I knew it was just an illusion. "Now my dirty little toy. Fuck your ass with the plug. Come on, get your greedy little man pussy all worked up. In and out bitch....spit on it again if you have to."

I did as I was told. I had to spit on it a few times in order to get it lubed enough to slide in and out without sawing me in half. With just saliva as lube there was much more friction than I was used to but I could feel it just tickling my prostate. I was going crazy and this made the erection that I couldn't quite have horribly painful. Princess Chelsea had been egging me on and I could almost picture her right there in the room with me."OK. That is enough for you. Off to bed! Plug up my little fuck hole for the night and no more playing with it. I will have an e-mail for you when you wake up in the morning. Sleep...locked up tight." 

She hung up the phone and left me once again all alone. I sat there in the dark for a few moments just trying to figure out what all had happened. I tightened the muscles in my ass feeling the plug seat deep and tight. Sleeping was going to be hell tonight, I thought. She had a way of causing me complete distress and making me feel like the bad guy, the selfish guy. I was hooked. . I didn't know if she was an Angel or the Devil and frankly I didn't care. I was her puppet on a string, ready and willing to follow her anywhere, even if I didn't know exactly where it would take me.



Princess Chelsea Ch. 03



Chapter 3 -- Chelsea's Apprentice

The work week was extremely difficult to say the least. Princess Chelsea had demanded photos of my lock up at random intervals to prove I was still following her lead. Monday I almost got caught in the employee bathroom when I forgot to turn the sound off on my phone. Someone had come in to use the urinal and I was in a stall. When I snapped the photo the shutter tone sounded like it rang out as loud as the horn on a car. My adrenaline surged and I quietly waited for him to wash his hands and exit before double checking the photo and sending it to my owner. On Tuesday she had me do two chastity checks within 15 minutes of each other. I was certain nobody noticed my extra trips to the restroom but that didn't totally put my mind at ease.

I was starting to get more and more used to the device, or rather the pain I felt upon waking up. Strange things were going on in my head as well. Every woman I saw, even ones I didn't really find attractive, became absolute Goddesses. Little things like a perfume a woman wore, a pair of heels, a thin necklace moving across the supple skin of a woman's neck, nylons, anything that I could find even remotely sexy was amplified 5 times over. This all just added to the frustration. I didn't know when Princess Chelsea would allow me to see her again in-person. Wednesday morning I was at the point where I was once again considering begging to quit. There were a few times when I was almost in tears. That changed a bit when I got my, what became a daily, e-mail from her.

She just had a perfect sense about me and whenever I had felt my breaking point was near, she would reel me back in. Monday and Tuesday morning I had received e-mails from her and they contained different rules. Monday it was that I was no longer allowed to wear clothing inside my own apartment. I also had to text Princess Chelsea whenever I went anywhere or returned from anywhere. She only responded once or twice with a "Good Boy," message. She also gave me a schedule of which color panties I was to wear each day.

Tuesday's e-mail put the butt plug in play. Much like Monday's prohibition against wearing clothing, I was now required to wear the plug at home. It came as quite a relief that she had not ordered me to wear it to work. I was also not required to sleep with it in place. It was beginning to get a bit more comfortable, and the strange thing about it was that, without the ability to masturbate, the plug was beginning to be a source of pleasure.

Wednesday waking was particularly hard. I had an erotic dream about my Princess. It didn't get far enough to be a wet dream but awaking to reality added gasoline to the denial fire. I was about ready to give it all up. I opened up my laptop and paused for several seconds trying to psych myself up about reading the e-mail and doing whatever she said. This time there was only three little words in it. "Enjoy, my piggy!"

I was shocked for a moment. I didn't know what that meant. Was it another test? Then I realized it came with an attachment. The file extension was a video file and I cautiously downloaded it to my computer. I started to watch it. My beautiful Princess came onto my screen certainly from a web cam. She was stunning. Her smile, those velvety lips, the way her hair was pulled up into a loose bundle on the top of her head and held together with what looked like chopsticks. If it wasn't for the cage I probably would already have been stroking myself. As it was, I just had to sit up straight then hunch over some to get the pain to subside. The thought of quitting was washing away before even hitting play.

"Hello my little piggy. I hope you're settling into your new little life." She looked into the camera with the same type of smile you might see when someone talks to an infant. Princess Chelsea then opened up her mouth with a half-smile, half "O" face, cocked her head to one side, and rolled her blue eyes skyward." Well OK, I kind want it to be torture. I bet your itsy bitsy penis is attempting to get hard right now isn't it."

She turned her gaze toward the camera once again and let out a giggle. "My little slave....You have been doing a pretty good job, If I was a teacher I would give a B+. I want to play with my toy. You can continue to suffer this week and then you will get the privilege of spending the weekend serving me. Are you excited? I'm sure you are! On that note there will be no new rule today, but I will leave you something to dream about."

She took off the white shirt she was wearing and I could see her black and white pattern bra caressing her breasts. She came close to the screen as she adjusted the web cam filling my screen with nothing but her breasts. She took a step back and she turned around making me watch her perfect ass in black lace boy short type panties as she walked away. I was definitely not going to quit yet.

Awaking Friday morning I was extremely eager to get the work day over with so I could see my Princess. It had been a week. The cage made it feel as though it had been 6 months. I showered and shaved my genital area as best as I could then, made my way to the computer. Opening my laptop I had serious anxiety about whether she would cancel or not. The e-mail read:

Dear playtoy,

I hope you are excited about seeing me today. Let's make work a little more fun shall we? Since you are a dirty little whore, today is now "wear your plug to work day." That's right my pet you will have the plug inside you while you slave away at work, for me, your Princess. Secondly, you will come over here right after work. No stopping at home or anywhere else. You will come straight here. Third, I think today is cream colored panty day, try not to soil them. And lastly, you will bring your laptop with you. This is going to be a fun weekend!

Your Princess,

Chelsea xoxo

I went and got the panties she told me to wear. Putting them on I found something odd about them. After I pulled them up fully I realized that they were crotchless panties. The cage of my device was fully exposed outside of the panties. That meant that they wouldn't hold the device close to my body like the others did, possibly leaving me with a noticeable bulge.

I went to work thinking of nothing but her. I couldn't wait. The day was again dragging on. The plug inside had me trying to stay in my seat as much as possible. I could only forget about it for 20 or so minutes at a time and then I would move reminding me and again my cock would strain. I almost laughed thinking about it because all the pain the device was causing, was much more preferable to having and trying to hide my hard on from everyone in the office. Funny how that worked!

I typed a "leaving work now Princess" about 5 minutes before getting off for the weekend. As soon as the clock turned to 5 I hit the send button and was out the door. My nerves were probably worse than the first time I headed there. I was just praying the whole way over that she would take that contraption off me. At this point I was sure even the slightest touch while it was out of the cage would send me over the edge.

I pulled into the drive way and this time there was another car there. I collected myself for a moment, pulled my laptop to my lap so I could get out with it. "Hmmm," I thought to myself, "I took my beautiful Princess for more of a BMW girl, not an older used Honda."

I passed it by noting the local State University decal on the back window. Chelsea was in her mid-20's so that definitely fit. The last time I was there I was so nervous that I was about to knock on the door, not even seeing the doorbell. This time I took a couple of deep breaths and push the button.

It took a few very long minutes to hear someone making their way to the door. The door handle turned and Princess Chelsea poked her head outside. "Hello piggy. I think if you want to come inside....you can take your clothes off right where you are at, except the panties. Fold them neatly and put your laptop on the top of them. Then knock and beg to come in. Maybe I'll let you."

Here we go again part of me thought. This time I made it all the way to the door, got to see her face, and now I don't even know if she will let me in. I folded my clothes and did as she told me to do. It was unnerving to strip right there on her door step where anyone could see me, then again it wasn't as bad as the shopping trip. I got on my knees this time. I knocked on the door, again she cracked it open. "Please Princess, please let me in. Please, I'm begging you Princess..."

"As long as you promise you are going to be completely obedient." She opened the door a bit wider. Even with my head down I could see she was wearing a pair of shiny calf length PVC type boots with about a 6 inch heel and black semi opaque stockings.

"I promise to be completely obedient Princess, please Princess." I wasn't about to look up and was holding my breath awaiting her decision.

There was a pause that seemed to last forever. Finally the door slowly opened up wider and a one boot was placed in front on me, I planted a kiss on it, then the other, with relief I said, "Thank You Princess."

Ushering me in she ordered me to keep my eyes down. I moved forward with her and I wanted to look at her. It would probably be worth a beating to look, but after this last week I didn't want to risk it. Reaching about the middle of the room she said. "Stop! Stay!"

I just kept my head down and stayed right there. Her boots clicked slowly across the room and back. She placed a blindfold over my eyes. She came around behind me and gave my balls a few taps with her boot followed by one big one. The initial impact wasn't bad, I really didn't notice it that much, but the gut wrenching stomach pain made me fall over on my side. She laughed for a second. "Awe, poor baby. That must have really hurt, but you're my slave so stop resting without permission and get back up. We need to do that one again."

I sprawled my arms on the floor. The shock of the ball kick and the blindfold had messed up my senses but I soon got back on my hands and knees. This time I held my breathe awaiting the kick. It didn't come. Finally I started to exhale and she kicked me again. This time I stood my ground. "That little hold your breath game won't work with me my pet. I have seen it before."

There was clicking of her heels once again and I inhaled the scent of her perfume. I felt the back side of her hand lightly touch my chest and continue up until it turned over and lightly put pressure on my neck as if she was going to choke me. My cock was once again crying to get out and I tensed a bit as I felt the warmth of her breath. She whispered quietly, "Relax slave, up and back on your heels....hands behind your back."

She guided me back until I was in the position that she wanted. "Now slave. I am going to put on your collar. Before I do, I want you to understand I OWN you for the entire weekend if you accept. So......" She paused for a moment and I felt and heard what I imagined her fingernail gently tapping the plastic penis prison. "Do you accept slave?"

Every part of my entire body said yes, I agreed, "Yes Princess, I accept. Please Princess."

"Very well." I smelled the leather as it closed in and she buckled and locked the rigid collar around my neck. "VERY good boy."

I felt her standing up and brushing against me. She put her hand into my hair and the way she twisted my head a bit I knew she was turning around. I heard the sound of clicking heels again but this time they were further away. My Princess had a handful of my hair and before I could hone in on what I thought was a second pair of heels. "Don't worry slave. Just keep kissing my ass."

I did as I was told. At the moment it felt almost like an out of body experience. Though blindfolded I tried my best to kiss every single inch of her ass. I could clearly see how perfect it was in my mind. She pushed my head all around. Feeling the small portion of her thong, I attempted to slip my tongue under it which got a quick tug of my hair and a "No, no, no."

She guided me back on target and she had me work on each cheek all the way down to the tops of her thigh-high stockings. I was so lost in her ass that I really didn't even realize leather cuffs had been placed on each wrist, secured together behind my back, along with one on each ankle. Princess Chelsea let go of my hair and turned around. I took a deep breath and exhaled as I heard the distinct sound of a leash being attached to the collar. She guided me back on my feet. "OK pet. I'm going to take you down stairs now."

I was disoriented with the blind fold on. The whole scene was making my head spin. I was imagining sounds. Ankle and wrist cuffs had been placed on me and for the life of me I couldn't even remember Chelsea taking the time to do that. My cock throbbed in its own bondage and the sensual experience of worshiping her ass had me under her influence. She was becoming my drug and now I couldn't even trust my own senses. She carefully guided me down the stairs and into what I figured was the basement dungeon where I had been taken before. There was a noticeable drop in temperature. It was by no means freezing, but being naked it was noticeable.

"Don't fight it, just follow my hands." I heard her softly say as I felt her push my left foot out a bit wider. I heard the sound of a chain and clasp being attached and the same treatment on the right leg. I almost fell over backwards. My hands were helpless behind my back, but I felt Chelsea's hands secure me and push me forward into what felt like a cold stone wall. I now knew where I was. I was being attached to the big St. Andrews cross on the wall. I let a small smile escape my lips in recognition of that as she attached each wrist. Her hair brushed against my shoulder and then I felt the weight of her chin. I felt another hand run down to my ass, underneath the cream colored panties. She started tapping on the plug and I let out a moan. She nibbled her way up my neck. "So my little playtoy are you all worked up right now in mean little Princess Chelsea's little chastity cage?"

"Yes Princess. It's been torture." I gasped.

"Does it want to come out and play?" she would speak and go back and forth between nibbling on my ear lobe and flicking at it with her tongue.

She pulled my panties down with one hand and started massaging my balls. I was absolutely going crazy. I couldn't stand still. She would tighten her grip a bit and I would get up on my toes. When she loosened her grip I pulled away just wanting to feel her grip again.

"Yes Princess, It wants to play. Please Princess." I was in desperation. "Please Princess, I'll do anything."

"Well slave, I guess we will just have to see. Now be a good boy and stay put, and let that little thing go down. I'll be back." I heard a pair of scissors make a snip and the light material of my cream colored panties fell away. She gave my balls one more hard squeeze, delivered a hard slap to my ass and walked away. The minimal light that I had seen trying to penetrate the blindfold suddenly disappeared and I heard the door shut. Once again I was alone.

I stood shackled to the cross in the dark. I had no idea when Princess Chelsea would return. I was hers for the entire weekend, but how long would I have to wait in the cool darkness. She intoxicated my mind with an eroticism that I had not experience before. Every time she sent an e-mail, that video, or spoke to me it had turned me on so much. With the chastity device on I was always reminded of her. It was like being in an infinite foreplay game. I wanted to be able to cum so bad. Yet there was also a part of me that was afraid being allowed to cum would bring an end to that feeling in a way that would never be recaptured.

I didn't even hear the door open when the lights came back on. It could have been 30 minutes, and hour, or two. I had no idea. Her hand was slightly cold when I felt it on my balls. She tease them with a gentle squeeze and trailed what felt like to finger from the base of my balls up to the crack of my ass, over the plug, and up stopping at my lower back. Moving down to the crack of my ass once more, finally stopped at the plug and tapped her fingers on it a few times. "Now my little piggy, we are going to have a little fun."

I felt the riding crop tap my ass. It wasn't a hard blow, just one that felt like a warning. I felt her on my right hand side as she gripped the leather cuff on my wrist, "I've changed my mind. I don't think we will use the cross right now."

My arms were put behind my back and then my ankles were also freed. Princess Chelsea put her hands on my shoulders and slowly walked me back, turned me around, and ordered me to put my hands back in front of me. I heard heels clicking and I thought she was behind me. That changed when my hands were once again hooked together. Not being able to see was definitely throwing me off. "You should remember this slave."

"Yes Princess." I said as now I knew she was placing me in the same place I had been a week ago. I felt the spreader bar attaching to each ankle, and heard heels clicking around me but before I could locate her I heard the chains being pulled from what sounded like the other side of the room as I was raised to my tip toes.

Princess Chelsea removed my blindfold which made me squint my eyes a few times to adjust to the light. When they did adjust, my jaw dropped. I had already seen that she was wearing those black PVC boots and thigh-high stockings. I had run my tongue over her thong. Now I could see everything. She wore a black corset that fit her frame perfectly and the vertical black stripes accentuated her hour glass figure. Inset from black was a deep royal blue that made her equally blue eyes hypnotic. Her lightly tan skin and blonde hair contrasted elegantly with the black. Below there was a very short black lacey skirt that would let me get just a glimpse of the area were her ass met her thighs. It had been a week since I had seen her and the images burned into my mind couldn't do her justice compared to what I saw in front of me.

In her hand she was holding a small bucket. She approached me and set the bucket down. I tried to look but with my arms chained together and elevated above my head plus the rigid leather collar I could barely see her. I wanted to speak. Looking into my eyes she brought the finger of her left hand to my lips signaling me not to speak. I looked down a bit and saw her transfer a plastic clothespin from her right to left hand. She continued to maintain eye contact as she place her right index finger into her mouth, removed it, and gently massaged just the tip of my nipple with small circles. I squirmed a bit in my bonds. It was an amazing feeling that seemed to be setting off pleasure receptors from the hair on top of my head all the way down to my toes. When she felt that one was teased enough she moved on to the other.

She moved the clothespin back to her right hand and deliberately made sure I had seen it. Keeping it closed she applied pressure forward and pushed it into my nipple causing the flesh of my pectoral muscle to dimple. She opened the pin slightly, enough to let me feel it scrape my nipple. With the nipple already erect from her saliva and finger teasing, she pulled back and let the clothespin close. A white hot pain shot through me that made it almost impossible to not move around. The erect nipple alone was the victim of the pins bite without getting any of the areola. When she saw the effect of the pain wash across my face a crooked smile crossed hers. After the other nipple was clamped she looked down at the pins, back at me, and started flicking the pins with her fingers. I writhed in pain as she smiled. The bubbly bratty dominant blonde girl in the schoolgirl outfit I had seen last week was now replaced by a strict, calculating, cruel, full-fledged dominatrix. She was a Goddess and despite any pain that may be coming I wanted to suffer to please her.




Princess Chelsea Ch. 03



"Eyes down slave." She told me as she started to pace back and forth in front of me "I sent you on a little shopping trip last Sunday. Even though you completed it, I had to intervene otherwise I don't think you would have done it as ordered. Do you remember why you hesitated?"

Nervously I answered. "I said, because I'm shy, Princess."

She stopped pacing and examined the business end of the riding crop for a second. She turned to me and lashed my inner thigh. I slipped off my toe and struggled to get back on them. She studied me again and the other inner thigh received the same treatment. She brought the crop up under the clothespin on one nipple and started batting it up and down. I moaned and grunted in pain.

"We have all weekend slave. I didn't ask what reason YOU gave me. I asked what the real reason was." She switched the tapping to the other nipple. It was almost unbearable.

"P-Please Princess....."

"Please what slave? I might stop if you answer my question."

All my muscles tensed as I struggled with the pain while trying to answer the question. Finally a choked response escaped my lips. "I was being selfish, Princess."

She stopped the tapping. "See, it's much easier when you give the right answer. Not quite as fun for me, but... It will make it easier for you to move on."

"Did you enjoy meeting a new friend...what was her name...?" She asked me with a quizzical look..

Still trying to process the pain in my nipples I responded. "Vanessa, Princess."

"Wow. She must have left quite the impression if you remember HER name. It makes me wonder. You remember her name, yet I had to push you for an answer that WE already went over. ..Were you attracted to her? Maybe you should be her slave? Did she make your little dick hard?" She punctuated the questions with stinging swats of the crop to each armpit. Answer me."

"I..I...Yes she was attractive Princess. I want to be your slave Princess." I stammered.

"Well slave....Vanessa...called me and it seems you left quite the impression on her." Chelsea exclaimed as her crop made a loud pop as it kissed the side of my rib cage. "Are you hiding anything from your, Princess? There's nothing you think you should tell me?"

She spoke as if she already had an answer. I really had no idea what she was talking about, but I also didn't know that sales girl and what she might have told Chelsea. She had been pretty enthusiastic about humiliating me, and had threatened to call Princess Chelsea if I got out of line. Could she have made up something?

"I don't know Princess....I don't think so Princess." I replied in desperation.

"I don't know is not a proper answer. It's a stupid answer. A slave of mine may be pathetic, but I won't allow stupid. I'll have to punish you for it and anytime you use it. Now, let's try it again slave. Is there anything you would like to tell me?"

Sunday's adventure was racing around in my mind as I tried to find something that I could have done wrong. I knew I had to come up with an answer quick. "I did as you told me Princess. I did what she told me to do...Please Princess I'm begging you. I don't know what she said, Princess..."

I was now terrified, begging, pleading. A wicked smile crossed her face. My stomach was turning knots. I figured she had just thought of some new way to punish me. I didn't know what for but I knew it may be coming anyway.

Looking into my eyes and making me extremely uncomfortable she said." Well...Maybe we should ask her if you did anything wrong..."

Her eyes suddenly shifted over my shoulder. "Vanessa? Did he behave himself or should he be embarrassed?"

If I had knots in my stomach just seconds before they had now jumped up into my throat. My heart felt as if there were explosions going off like a fireworks show. Vanessa, the beautiful petite brunette sales girl from Victoria's Secret, had been standing behind me the whole time!

Vanessa collected herself, looked at Chelsea and said. "If I say he did behave will we still get to hurt him?"

"Of course! We can still hurt him for our entertainment value alone." Chelsea replied. "OK Vanessa, why don't you tell him about what went on this week. I mean we should tell him since he did kinda bring us together. While you do that I will just get something."

Vanessa smiled as she told me the story. "After you left the store I was SOOO turned by knowing this stuff is actually real that I went home and pretty much fucked my boyfriend's brains out. I mean, I like flirting and teasing guys that don't have a chance with me but this....This is a whole new thing to me. I just had to call her to learn how to get in on this."

Chelsea came back with some sort of whip in her hand.

Princess Chelsea jumped in and told the rest of the story. "I invited her out with some of my friends Wednesday night and she decided she would like to be involved. I decided since I have a new little bitch to train and she has already met you it would be the perfect opportunity for an apprenticeship! Isn't that great slave? Just nod your head."

All I could do now is nod my head and comply.

Chelsea and Vanessa circled back behind me. Chelsea said. "This whip is called a Dragon's tail. When used properly it can be quite the fun tool. After some practice it can be very accurate as well. It's just a strip of curled leather ending in a painful slap at its end."

I heard a swish as the Dragon's tail sped towards its target and felt a burning impact on my left butt cheek, followed by the same on my right. It wasn't nearly as bad as the cane had been the week before. Chelsea handed it to her new accomplice saying. "Back up a few steps until you feel comfortable then, give him 3 or 4."

"Like this?" Vanessa questioned, I heard the whip swish in the air once again. I tensed but no blow came. Chelsea gave her a few corrections on her stroke and Vanessa tried once again. After about 5 or 6 more practice swats in a row without corrections Vanessa felt comfortable.

I felt the impact but it really didn't carry much bite. Princess Chelsea interrupted. "That was good from a technique stand point but it needs to be harder. Just remember he is a slave and it is supposed to hurt."

This time I felt the jolt hit home on my right cheek making me tense up in hopes of subsiding the pain. I heard Chelsea praise Vanessa for that one and two more strokes hit there mark.

"For a girl who has never done this before you're a quick learner. Let's give him a good ten or so. He'll count them for you." Cheered Chelsea. She grabbed a handful of my hair and pulled my head back as much as she could with the hard leather collar on. "Don't lose count slave."

She moved out of the way right before Vanessa took her first strike and told her, "If he loses count we will start again at one. He's all yours!"

Vanessa giggled and let loose with the first one. I danced on my toes when the sting ran through the back of my thigh. "One Princess!"

The second hit my right ass cheek and my jaw locked tight as I tried to stand still," Two Princess."

By the third I was on fire. I tried to dance around but the spreader bar on my ankles and being suspended with my feet barely touching the ground made me pull with my arms until my feet off the ground. Vanessa broke out in laughter. "Hahaha, I love this thing. Stop squirming around loser!"

Another shot hit my ass and again I jumped up. Chelsea came around to my front as I got back into position. She flicked the clothespins on my nipples and I tried to squirm from side to side. Then the next blow came. "Um? Vanessa did you hear him counting at all?"

"No. I was wondering about that." Vanessa said as she snapped my ass once more.

I didn't need an explanation what that meant. "One Princess!"

This time we made it to 5 when Chelsea interrupted again. "Vanessa? Who is he counting for? me or you? I heard Princess, but it would be only proper to count for the person that is gracing you with the discipline. Wouldn't you agree?"

"I definitely agree...and thank me as well!" concurred Vanessa. "Ok slave start over counting again and do it right this time."

"One Princess Vanessa, Thank you Princess Vanessa."

I finally made it through after 1 more start over and was relieved. Princess Chelsea took the whip back and to my frustration said. "OK, my turn."

She looked at Vanessa, who had now walked out in front of me. "If he squirms around too much just flick or twist at those pins. I'm only going to give him 5 but I have good aim so he might buck around a bit."

I learned what she meant by having good aim within seconds. Pain enveloped almost my entire body when the leather on the end of the dragon's tail impacted me in the balls. I wanted to crawl up into the fetal position right then and there but there was no mercy as Vanessa was standing there with a hand on each of the clothespins twisting my nipples in their cruel bite. Chelsea gave me a couple seconds to recover before the next so I could count. I made it through all 5 without having to start over again.

Chelsea stood close in front of me. She played with the clothespins once more. "Oh, poor baby...These little nipples must be killing you. Would you like me to remove them slave?"

"Yes Princess Chelsea. Please Princess..." I begged as she batted them around. She turned to Vanessa saying, "With nipple clamps we don't want to keep them clamped down forever. It pushes the blood out so we need to get the blood flowing again. Luckily, even though you see him doing some kind of dancing because of the pain, it is even more painful when we take them off."

Vanessa was handed a riding crop and instruction from Chelsea. "I want you to place the end of your crop right on top of one of those clamps, extend your arm so that if you swing the crop it would just land on the pin and not the flesh."

"OH, I see where this is going." Vanessa replied full of enthusiasm. Chelsea gave her a go ahead look . Vanessa tapped the pin a few times making my whole body tense up, let in linger for a moment and slapped it down.

"AhhhRRRH!" I screamed. It felt as though my entire nipple had been ripped completely off. The worst part was that it was still attached. Vanessa smiled as she hit it 2 more times before it popped free. Tears came to my eyes. She then whipped off the other one. My legs felt as if they were made of rubber. The white hot blinding pain seared through me.

"Ewwe!" exclaimed Vanessa. "He's dripping!"

She covered her mouth with one hand as she laughed and pointed at my locked cock. I tried to look down but the posture collar wouldn't allow it.

"Yes, that is one of the consequences of the device," replied Chelsea. She took the crop from Vanessa and put the triangular leather end on the floor sliding it under my long drip. She slowly followed it up to the device being sure to collect all of the pre cum. It was then brought to my mouth where she gave me the order. "lick it clean."

I stuck out my tongue to lick it as she applied pressure to it. Satisfied it was clean she lightly tapped each of my cheeks with the crop.

Vanessa came closer and looked at Chelsea. "So, why does he have to wear that, and if he does...Well...how do we get satisfaction?"

Chelsea tapped my plastic prison. "It is power! They have to wear it because it helps me break him of selfish little habits like masturbation. They all think with that little thing so if we take it a way they become like a lump of clay to mold the way we want. It makes him think of nothing but his owner and soon our pleasure will be his only source of pleasure. I mean his little thing isn't really going to provide us pleasure anyway, and we might as well save the rest of womanhood. A chastity device also gives us a chance to train them to pleasure women orally. Most of all I make them wear it because I can! I like the fact he doesn't get to cum unless I say. I like to know he is in pain when he tries to get a hard on. As for how we can get our stimulation, as I said oral skills get perfected and there are other ways."

"Orally? I wish I could orgasm that way but it never works out." Vanessa replied.

"Seriously? You have never had an orgasm from oral?"

"No. My boyfriend tried a few times but after a while I usually fake it or just let him fuck me because it just ain't working. My other boyfriends just wouldn't even go down on me."

"Ahhh Vanessa. You just need to train men properly. I can guarantee you will get one today! If you don't this slave just might not ever cum again." Chelsea turned to me. "Did you here that slave? Maybe we can change that..."

"I'm game!" announced Vanessa.

Both ladies unshackled me and took the spreader bar off. Princess Chelsea forced me to the ground on my hands and knees and said. "Thank us for hurting you!"

I crawled a few feet to Princess Vanessa and planted a kiss on top of each shoe. "Thank you for hurting me Princess."

I turned around and repeated the process with Princess Chelsea.

"Stay!" she said as if I were a dog. She took Vanessa over to a large cushioned table. Chelsea climbed up on it and patted the area next to her signaling Vanessa to sit as well. Both Ladies legs were crossed with their 5 inch heels about a foot and a half above the ground. "Come slave! Crawl over here."

I got over to them but Chelsea stopped me. "That wasn't good enough. Turn around and go back to the other side of the room. Next time crawl over here like you want to cum."

"He is moving pretty slow. Do we really have to let him cum at all?" chimed Vanessa.

"So far he won't be cumming tonight. If he doesn't start acting like he really wants to serve us tomorrow may be out of the question as well...Come slave."

I crawled over as fast as I could and stopped in front of them. Chelsea looked at Vanessa. I was hoping for a little mercy, but none was coming. Chelsea pointed toward the far wall once again. "Hurry bitch!"

Vanessa burst out laughing. "Hahaaha, That little waddle he has going on is hilarious... "

Both ladies were now laughing at me and my face was turning red. Chelsea once again gave the order to scramble. I got to them and was now breathing heavy. Vanessa was engulfed in laughter. I awaited their response. It came within seconds but in my current humiliated state those seconds were incredibly long.

"Look at me slave," Ordered Chelsea. I looked up getting a view of the bottom of her shoe and her face in the background. It made me feel incredibly small. "Do you think you can please Princess Vanessa today?"

"I Don..." I caught myself about to say that I didn't know. "I...will try Princess."

"For your own sake you need to do better than TRY. Since you tried to answer in a way I told you not to I'll have to use a little training aid." She slid herself off the table and told Vanessa, "Get him flat on his back. Make him beg you to get up there."

Vanessa snapped her fingers and pointed to the area in front of me. It was only a few feet but I now realized that I had rug burns on my knees. One shoe and the other were placed in front of me and I planted a kiss on them.

"Please Princess Vanessa. Please put me on the table Princess." I pleaded with my head down.

"And what do I get out of it?" Vanessa said in a sultry tone. I hesitated for a couple of seconds and she started again. "I 'm thinking a good kick in the balls...beg me to kick you in the balls."

She had a sadistic look on her face as she peered down at me. Getting kicked in the balls was definitely not on my favorites list but I had no choice. "Please Princess Vanessa. Please kick me in the balls Princess."

She looked at her fingers for a second as if contemplating my fate. "Well since you WANT me to kick you in the balls, I can do that. "Stay!"

Vanessa scooted off the table and came around behind me. She spread my knees apart by tapping her shoe on the inside of each thigh. I prepared for the kick then I heard Chelsea's voice from across the room. "Make sure he closes his eyes for that and wait for him to relax. You'll always get a much more satisfying result when they don't know it's coming. If he tenses up just do it again."

"Did you hear that perv? Close your eyes. On three. One...WHAM!" The kick hit me like a ton of bricks. I fell completely to the floor in pain. Vanessa was laughing so hard she could barely breathe. "I think that may become a regular thing. Ha, OK thank me slave. Hurry up."

I scrambled to get back on all fours and kissed her shoes and thanked her for kicking my balls. Princess Chelsea and Vanessa got me on the table and on my back. The spreader bar was once again attached to my ankles and my hands were placed behind me palms down under my ass. Chelsea had some rope and gave Vanessa a short lesson on rope bondage as she looped the rope around all the eyelets that lined the sides of the table. All but my head was completely immobilized.

"Now for this!" Chelsea announced as she climbed up on the table holding something. I felt my cock cage being moved around and then she grabbed ahold of my balls.

Vanessa moved closer curious about what Princess Chelsea was doing. "What's that?"

"This is a trainer. What we do is position these prongs underneath his sad little sack, and secured it by wrapping the straps around so it's nice and snug. I like to use this thing for a lot of different purposes, but I'm sure when you see it in action you'll love it." Chelsea got down and walked to the other side of the room. "Now we just get this little remote....and...."

"AHHHHH." I let out a broken cry as pain riveted through my body.

"It's a dog training shock collar. I mean boys are a bit like dogs anyway." Chelsea said. "The best part is that it has several intensity levels. So if he repeats mistakes we just make it hurt more. No woman should ever be out without one!"

Chelsea had Vanessa climb on the table. Her body pressed against me as she slowly took off her panties and put them aside. My cock stirred as she did this and in my mind I could only think that this is as close as I had ever been to a woman as beautiful as her, with the exception of Princess Chelsea.

Turning around and facing my toes she positioned her pussy right in front of my face but just out of reach of my tongue. Once Vanessa was ready and after making me beg a few times she slid within reach of my tongue.

"OK Vanessa. Don't be afraid to really take charge and let him know when it feels good or doesn't." Chelsea said as she pushed the button on the remote causing the electricity to shoot through me. She handed the remote to Vanessa and climbed on the table where my feet were.

I couldn't see anything with Vanessa lowering herself onto my face. I felt a buzzing vibration on the cock cage but before I could enjoy it or even figure out what was causing it my balls were once again being shocked. Vanessa let up on the button and said. "Alright bitch! Get to work."

I started licking and sucking away. She would tease me a bit. I would get into an area that I felt she liked and she would pull away and shock me. I could tell that she was just as sadistic as Chelsea. In between shocks I felt the pleasure of buzzing through my chastity cage. It had to be a vibrator. Through the shocks I was finally getting somewhere. "Oh..Oh ..ooohh right there.....no...SHOCK....back...shock...there we go..slow down....SHOCK, OooH... right there, uhhh."

Vanessa pushed her pussy straight into my face to the point I couldn't breathe. Just as I started to panic and thrash around she would pull away, give me a good shock and settle right back down. She timed the shock perfectly as she pulled off so that I never really could catch my breath fully. I thought she was just about to orgasm but she once again pulled off, pushed herself upright, arched her back, and put her asshole in front of me. I stuck my tongue in as deep as I could and Vanessa moaned.




Princess Chelsea Ch. 03



After working on her ass she pulled off me and scooted down my chest a bit. I could hear some moaning from Vanessa but I wasn't even doing anything. I tried to see what was going on. My two Princesses were kissing each other. I could also hear a buzzing sound and felt the occasional vibration on the cage. Chelsea was the aggressive party in the increasingly passionate make out session. The sight of it all and indeed the thought had me trying to wiggle my body around. I was so desperate that I was trying to hump the air and contracting my groin muscles in hopes that I could possibly rub my cock on the inside of the cage. It was fruitless because my restrained erection had filled up the entire cage. The ropes holding me down added a second layer of frustration. It was overwhelming.

Princess Chelsea advanced forward gently guiding Vanessa back onto my face, smothering and cutting off my air supply. The intensity of the sounds coming from my vixens picked up and so did the shocks to my testicle. I had no clue if I was causing the moaning or if Chelsea was doing something. I panicked unable to breathe and my instincts took over causing me to thrash about. I started to scream hoping to get their attention. Finally Vanessa slid forward just long enough to get air.

Right back down she went but now she was grinding on my face. I could hear her panting and her moans increased. "Uhhhh, Oh my god..."

Vanessa slowed the grinding and pushed her pussy hard into my face. Her muscles contracted, and the walls of her vagina tightened on to my tongue. Her thighs quivered and her knees dug into my sides below my rib cage. I once again struggled for a breath and pain shot through me as her thumb clamped down on the cruel remote button holding it instead of pushing and releasing.

I let out a muffled cry and my own muscles tightened up. Finally she let off. It was clear she just had an orgasm. She scooted back down my chest some as I tried to catch my breath. Vanessa continued her moans and I heard the sloppy wet sounds of the two beautiful women bringing their make out session to and end as well.

Princess Chelsea dismounted the table and came around to the end where my head was resting. I now realized she had a hitachi magic wand vibrator in her hand. That was what had intermittently vibrated on my cage making me strain. Chelsea had been masturbating while sitting almost on my plastic prison. She approached my face and planted a kiss on my forehead. "Very good boy...Now open!"

I was proud of myself. I truly felt great and the pain of being shocked was well worth it. I opened my mouth as Chelsea ordered and in return she held my head in her hands and let a large glob of spit slowly fall from her mouth into mine. I savored it before swallowing.

Vanessa slowly swiveled around from her perch on my chest. She now faced my head and inched forward until her pussy was near my chin, her thighs cradled my head, and her lower legs dangled off the end of the table. Chelsea walked back to where my feet were and asked Vanessa. "How was that?"

"It was amazing...wow. Thanks." She giggled and looked down at me. "Thank you slave boy. This could become a habit. Kiss it!"

I strained my head forward, opened my mouth and let my lips drag together over Princess Vanessa's folds and planted a kiss. I felt her shudder and tighten her buttocks. She dismounted and took the towel that Chelsea had retrieved for her. Chelsea untied the netting of rope that they had used to secure me down. She ordered me up and off the table and as I did I felt a heavy tingling sensation in my hands. They had fallen asleep underneath the weight of my own body and the 2 vixens that now controlled me. The spreader bar was taken off. I felt the sting of the shock collar on my balls and heard Vanessa giggle.

"Protocol slave!" Princess Chelsea exclaimed pointing down at her boots. I kissed each, thanked her, and repeated the process with Vanessa. I was now ordered to move a piece of furniture to the center of the room.

It looked almost like a carpenter's saw horse. The frame was lacquer black in color with padded red vinyl on its spine and the same red padding on small square platforms that adorned the lower area of all 4 A-frame legs. It also had several steel eyelets in various locations which I assumed were there to facilitate the binding of helpless victims. I was right. Once that was in position I had to lay down on my belly along the spine. The posture collar was removed. Princess Chelsea shackled each of my wrist restraints to the spine near my head which made me look almost like a dog in a begging position. My knees rested on the rear leg platforms and Chelsea used rope to secure me to the back legs giving me some play in the bindings but not enough to allow me any kind of escape.

I was at their mercy and felt completely open and vulnerable when I heard the sound of latex gloves snapping onto hands. Chelsea tested the shock remote a few more times to make sure the binding had the effect she wanted. I felt her push my butt cheeks apart and get ahold of the plug I had been wearing all day. "Move forward slave."

As I tried to move forward I felt the pressure of the fat portion of the plug on my sphincster. I reached the limit of forward movement and the plug had not yet passed. Chelsea ordered me to move as far back as I could and try again. I pulled forward and with stretching pain the plug passed and I exhaled with relief.

I felt a coldness touch my anus. It was lubricant. She gave the order to move back again and the plug entered me again but didn't go all the way in. A shock cut through me making me repeat the action once more and the plug plunged in once more. Chelsea walked over to Vanessa but I couldn't see where my Goddesses were. There was some talk and drawers being opened and closed. At the moment though, I was already exhausted and had no idea what was going on. I heard them come around behind me. Chelsea roughly pulled the plug from my ass. "You are such a lucky little piggy today. You have been so good busting Vanessa's domination cherry today that it is only fair that she gets to break your cherry. Say please fuck my ass, Princesses!"

I tried not to sound too terrified but there was a crack in my voice that betrayed me and had both of them giggling. Chelsea produced what looked like a long leather belt. The center pin on the buckle that goes through the holes in the leather was missing so once around my neck, a firm tug would tighten it around my neck. Vanessa came around to let me see that she had donned a strap-on harness. I looked on in horror as a thick realistic looking dildo bounced around in front of my eyes. Although I had been wearing a plug at home and all day that day, this was much bigger. Vanessa stroked the dildo a few times. "Do you like my cock slave?"

"Yes Princess." I replied. Before I could say anything else she was cramming it into my mouth. I could tell she was more than enthusiastic about this new adventure when she reached around to the back of my head and pulled in as she thrust her hips forward.

I couldn't quite handle it and started gagging. Princess Chelsea heard me gagging. "Is that all you can take my slutty little piggy? We are definitely going to have to start training you on this thing at night. Add that to your new life rules. 20 to 30 minutes nightly you'll bob up and down on cock!"

"Yeah slave! This cock is still a bit smaller than my boyfriend's so you definitely need the practice!" Vanessa said as she stabbed at my throat once again. I again gagged and Vanessa pulled out. The girls put a condom on the faux cock and went behind me. I felt hands spreading my ass cheeks and then the rubber slapped my ass a few times which induced more giggling. Cold lubricant was squeezed in my opening followed but the head of the cock running up and down my crack. The initial pressure started hurting me from the get go. It felt as though I was going to be ripped in half. My reflex was to tighten up and pull away. Vanessa slapped my ass hard. "Don't pull away bitch!"

Chelsea gave another shock to my balls and said. "This slut must like it rough! You know that the more you tighten up, move away, and resist the more it will hurt. But I like hurting boys anyway!" I tried to loosen up a bit. There was no way to fight them anyway. As I started easing up Vanessa gave a forceful stroke which pushed the head through and in.

"Ahhh...Ah.." cried out which Vanessa responded to by pulling back with the leather collar/leash. While Vanessa started slowly pushing it further into me Chelsea was adding more lube which was my only comfort. Chelsea came around to the front of me and Vanessa slowly pushed the dildo completely inside me.

"FUCK!" I cried as the final few inches were buried.

"Oh, we have a bit of a potty mouth here don't we, Vanessa? Just hold that cock right there up in him." Chelsea said as she walked away.

"Yeah!" Vanessa replied. "I'm more than happy to hold it here for a moment. I just want to sit here right now and enjoy the power...Wow!

My ass felt as though a bus had been pushed up in there. I pulled forward as much as I could but the pull of the leash around my neck and Vanessa's new found power of applying pressure meant there was no place to go. I was almost hoping she would get on with fucking me. Holding it there was like getting an inner ear itch that is impossible to scratch. I tried to relax but the girth seemed to be at a level that wasn't letting me accommodate it with any more ease. Vanessa tugged the leash and rotated her hips around which made me groan and want to climb the walls. She laughed at my attempts to escape or alleviate the pressure with a particularly sadistic type tone. "I am going to tear you apart bitch boy!"

Chelsea came back to me and told me to open my mouth. I did and a large bar of soap was stuck into my mouth. "That better still be in there when I come back!"

She sauntered back to Vanessa and told her to start off slow and pick up the pace. Vanessa pulled back and I followed as much as I could with her and when the shackles gave me no more room the cock slid all the way out of my ass. It was a relief but then she plunged it back in and the rubber balls of the dildo slapped into mine. I groaned and bit into the bar of soap almost losing it. A couple more strokes and tears were coming to my eyes. I would have been screaming had it not been for the soap. Vanessa was squealing and giggling with delight the whole time. As she began plunging back in Princess Chelsea stopped her and I heard the sound of lube being squeezed out of a bottle, and it started again.

ZAP! The now familiar shot of pain shot through my balls once more as she told me. "Moan like a porn star...and bounce on that thing. Don't make Vanessa do all the work. I tried as best as I could to keep the up but Vanessa had upped the tempo and combined with the feeling I was being split in half there was no way I could keep it up. Vanessa slowed again and Princess Chelsea ripped the soap from my mouth. I had the horrible taste of soap in my mouth but Princess Chelsea just grabbed me by the hair and shouted, "Don't you dare spit in my dungeon! This ought to keep you quiet."

Another faux cock was shoved in my face and in my mouth. Chelsea was equally as merciless fucking me in the mouth as Vanessa was with my ass. I started to choke with each thrust of Chelsea's hips and her dildo slipped out a few times causing the action to stop long enough to shock me, humiliate me, and slap my in the face with the phallus once again. They finally slowed and stopped to my relief. Princess Chelsea picked up my head by my hair once again and looked into my eyes. "Awe, poor little slut. You are a mess! Suds coming out of your mouth...We need to get you trained better before I lend you out to my gay friends."

She stood back up and looked to Vanessa. Vanessa squealed back."Ohhh this is so much fun!"

"I think it's time for a little ass to mouth training. Let's switch position." Princess Chelsea moved behind me, pressed the remote button once again, and slid her strap-on inside me. Vanessa slowly slid the strap-on that had just been in my ass into my mouth, and it all started again.

After the fucking session Princess Chelsea directed Vanessa upstairs to get cleaned up and changed while she had me clean up the Dungeon. Another cold shower followed for me and the shock collar was removed. She had me crawl over to a chair where she sat down.

Princess Chelsea took out a key and unlocked my chastity device. The skin on the head of my cock stuck and had to be gently removed. The ring came of as well. "Ohh. Look at it. It's so sad and afraid. Hahaha!"

I looked down and it was almost as though my penis had shrunk. Princess Chelsea held up the cage to the light inspecting it and the ring. "This is truly disgusting piggy. You need to take care of this a bit better. It is after all....My property. Now lick it out, slave."

She extended out her hand giving the cage and ring back and I obediently started licking out all the sweat, pre-cum, lube, and anything else that was in and on them.

"What are you?" She said looking down at me.

"A pathetic loser, Princess." I replied.

"And what am I?"

"A perfect Goddess."

"And you live to...?"

" Do anything to please you, Princess."

"And for the rest of the weekend....?"

" I will be completely at your mercy, Princess."

"Very good, slave. I'm almost impressed. Now I, and our friend Vanessa will continue to call you our little slave. But you are not yet. You are still being tested." Chelsea raised her delicate foot in front of my face. "Do you want to go home tonight? Do you want to quit?"

I kissed her foot and could feel my cock starting to expand, feeling out its freedom. I replied meekly. "No Princess. I want to serve you Princess. Please Princess."

"Good slave. We will go upstairs and you will serve your Princesses while we have some girl time. Do NOT touch that disgusting little thing or it will never come out again." She got up from the chair and I kissed the top of each foot once more. A smaller lighter collar was placed on my neck, a leash was added, and she led me upstairs. "Tomorrow night will be a hard day for you. My ladies club will be coming over and will help me evaluate you. It's going to be fun.....for us..."



Princess Chelsea



She stepped away and place the dragons tail whip she had just been using on me back in it's place along the wall.

"Awwwe, piggy. You have been such a good boy today...so far. Because this is your first day, I think I will reward you though." With that, She took the gag from my mouth and I struggled to catch my breath. "Catch your breath, my pet, I'll be right back!" She exclaimed as she left the room.

Princess Chelsea returned shortly with a smile. She came around to my back once again and I felt something cool being applied to my ass. It was unmistakably lube. Quickly I realized a plug was gently being pushed into me, I gasped but there was no escape as the fat part entered me and my sphincter clamped tightly down as it passed and became fully seated within me. 

"Oh, someone seems to be a filthy little slut, that plug went in way to easy. Are you sure you are into women?" she mocked. "I want to give you a little reward now, slave." Princess gave my cock a few tugs and again I was hard. She placed a condom on just the tip and left a bunch of slack hanging from the end. She moved in close near my face as if to kiss me but instead stuck out Her tongue and just gave a quick lick to the tip of my nose. My penis throbbed with pleasure as that tongue trailed down my chest and around my nipple. My Princess sucked one of my nipples into her mouth. As she looked up into my eyes, she bit down and pulled on it. The pain that shot through my chest was only matched by my pleasure below as my other nipple became a victim as well.

Turning around, my new owner lifted her skirt exposing her sexy black lace thong that was glistening from her own excitement. She pressed it hard against my groin almost causing me to explode. The back of my Princess's head pushed against my face and she thrashed it back and forth harshly whipping me with her ponytails.

Breathing heavily Princess Chelsea again turned around and said. "Beg Me if you wanna cum, slave!"

"Yes Princess! Please Princess! Let me cum!" I shouted. My tormentress reached between my legs and gave a few more tugs. As soon as I felt the cum about to blast my Princess cruelly removed her hand and I just dribbled it out into the condom. She had just ruined my orgasm, I almost cried out in frustration. Princess picked up a few items in the room and came back to me. I was too exhausted to notice what they were. I felt her remove the condom and once again draw close. Expecting a kiss I relaxed ready to receive closing my eyes. Suddenly before I could attempt to pull away something warm was shoved in my mouth followed by duct tape. I realized it was the condom. I groaned into the tape but then felt something plastic roughly being placed on my cock and balls and the click of another padlock. It was a chastity cage. 

" Hee....Hee... now be a good boy, my piggy and get some rest...I'm not done with you yet." With that my new Princess started to skip off. Reaching the door she turned, "Oh, I forgot something...." Princess Chelsea walked around to the back of me again. My head was unable to turn to see what she was doing because of the posture collar wrapped around my neck. She came around the front but I felt the plug in my ass shifting. "Since you are such a little slut, we don't want that little plug to slip out now do we." 

The plug in my ass was inflatable. She locked eyes with me as she began pumping the bulb in her hand. All I could think about the first couple of pumps was just how sexy that sadistic look in her eyes was, but after a few more my ass started to stretch. She slowly pumped the bulb a few more times and stopped as I winced. It felt as though one more pump might rip me in half. My cock was pressing tightly in its new prison and that swelling made my balls ache like never before. "Ok slut puppy, stay put, I'll be back."

She sauntered away flipping the light switch off. The door closed behind her and I heard a lock mechanism worked from the outside. It was the first time I realized there were no windows inside and it was now completely dark. All I could think was, "What did I get myself into now."

I was suspended in the dark. My ass was stretched tight which caused me to try and expand and contract my sphincter muscles just to change up the pressure, but not so much as to push it out. This was made precariously difficult because of the fact I was still up on my tippy toes. I could barely relax at all because every time I did pressure was put on my wrists that slowed the blood flow in my hands. There were still aches on the exterior of my ass and my thighs due to the blows I had received. My jaw still ached from the gag that had been in place earlier and the cum filled condom was still in my mouth causing massive amounts of saliva to build up that kept me swallowing every few moments. Part of me wanted to run away as soon as I could and never look back, but another part of me never wanted to leave again. 

I felt exhausted and was near falling asleep. My bladder was ready to explode and the last thing I wanted to do was pee on the floor. It was amazing how exhausting it was to stand with my legs spread and on my tippy toes. Suddenly I heard the door being unlocked then the light came on. I strained to regain my vision after being in the dark, and had no idea how much time had passed.

"Awwe, did you have a good rest?" Chelsea cooed as she approached. 

I was frozen in place, legs aching, and mouth muffled by the condom in my mouth and the tape over it.

"I asked you a question, slave, nod an answer," she said putting her hands on her hips.

I nodded yes. She came in close and brushed her knee up my thigh. It felt great and I felt a tingle in my locked up cock. She came in close and looked into my eyes. She was just beautiful. She was probably about 25 years old I guess, and undeniably the best looking woman I have ever had a chance to be around. I was lost in her eyes as I suddenly felt my cock push against it's plastic cage and her hand gentle massaging my testicles." You are doing so good so far, there just may be hope for you yet. You just maybe a keeper."

With that she increased the roaming of her fingers and seeking out and finding just one of my balls."I love these little things," she started to increase pressure with her thumb and forefinger. "Especially the little give they have right before......" I grimaced as she compressed it in her hand and held the steady pressure, "....they make a slave so weak in the knees!"

I started to buck away a bit as the slow pain hit in the pit of my stomach. It was that slow traveling, crushing ball pain that would make me buckle over if it wasn't for my tired bound arms above my head. Worse, it was all I could do to hold back my bladder.

"You are pleasing me, slave, don't dare pull away," that sexy sadistic smile crossed her face again as I tried my best to hold still.

She let my testicle go and gave my sack a good slap. Chelsea again pulled close and put her arms around me. You could just see the twinkle in her eyes that told me she was thoroughly enjoying this. "Now. If I remove this are we going to be a little quiet boy?"

I slowly nodded yes as she tapped her manicured finger on the tape over my mouth. "Good boy. Oh, and don't you dare lose that condom either. It is clean now isn't it?" I had almost forgotten about the condom in my mouth but due to all the saliva that had built up because of it I was sure it was cleaned out. I nodded my head and sucked on it a few times just to be sure the foul taste of my own cum was gone.

"Good. Hold still!" With that, she used a fingernail to lift up and edge of the duct tape from my cheek. Cruelly, with one motion she yanked the tape from my mouth. I grunted out in pain. It felt as if my lips ripped off with it. She let out a small giggle and walked over to the chains that held me on my tip toes. My feet finally came down flat on the floor, but with the spreader bar between my ankles, it took a few seconds to gain my balance and relieve my wrists. 

My Princess knelt down below me and removed the spreader bar. My leg muscles were now completely stiff and I knew they would probably ache for days. Princess Chelsea laid the bar aside and I felt her touch the cage that now had my penis restrained and feeling like it was on fire. She took the cage into her mouth and exhaled out her hot breathe into it. I shuddered as my cock tried to go rigid to no avail. 

"Well. I already let you cum once. I think you are going to have to wait much longer for the next time....And how is this doing slut?" She said as she looked up at me, and squeezing the pump attached to the plug deep in my ass."

"Uuuhh," a let out a groan as my ass clamped down, "Princess, please, I have to..."

I was silenced by an index finger placed on my lips."Shhh, you have been good so far, let's not ruin it. For one, I asked a rhetorical question...no answer wanted, and two, I didn't hear you beg for permission to speak. Remember, you are at my mercy"

"Please Princess, Please may I speak, Princess," I pleaded. I had to go to the bathroom so bad. I was trying to stay completely still, but it was becoming impossible. 

There was silence for a moment as she teasingly put her fingers on her cheek, looked up at the ceiling pondering my request. "OK, slave. Next time if you speak without permission you will be denied. Slaves need manners. But go ahead now."

"Please Princess, I have to use the bathroom, Princess...." I pleaded. 

She seemed to take some delight in dragging this out. "Soon, my pet...soon."

My Princess walked around behind me. I was somewhat relieved when I felt a small tug on the plug deep within me, but that was all it was, a little tug. She reached up and removed my wrists from the chain above my head. "On your hands and knees, "She cooed.

I was relieved to follow that order as my legs were now visibly shaking. 

"Eyes forward," she warned me as my knees and hands planted on the floor gently. "Good job slut, I see the plug is still in. You must be a little anal whore. Do you like cock in your ass, whore?" my tormentress teased as she tapped the hard toe of her shoe a few times on the plug.

"No, Princess." I said meekly, trying to hold both my bladder and the plug.

"Well, it looks as though your ass says something different. Are you lying to me slut?"

" No, Princess....I...."

" If I say you are a whore, are you a whore?"

I quickly tried to reverse myself, not wanting to disappoint such a beautiful woman, but I didn't want her to think I was in anyway gay, heck, I wasn't even into crossdressing as I had read many if not most submissives were, "Yes Princess, If you say I am. Yes, I am, Princess."

"Maybe we shall see sooner or later." She paused a moment."Kneel straight up slave."

I leaned back following her orders and felt the plug shift a bit. She circled around to the front of me and I inhaled the scent of her perfume. It was almost intoxicating and had me on edge. At this point I was surprised that I didn't cum right then and there even wearing the plastic cage on my cock. 

"Present your hands." Chelsea said as I looked up at her. "Eyes down, slave." I quickly did as she said as a stinging slap impacted my cheek seemingly out of nowhere. I put my hands up looking down as far as the thick leather collar allowed. She took the leather cuffs off of each wrist and I relished the moment. This young woman was so beautiful woman and just to be here in her presence was like a dream. My head was dizzy, and anything could have happened at that moment and I wouldn't have been able to be happier.

"Down." With that one word I was once again on all fours, "Thank me slut!" She abruptly awakened me from my submissive bliss with a heel pressing my head to her other foot and placing them both back in front of me. "Don't forget your manners boy. You are here to serve me, not the other way around. There are plenty of others begging to be where you are."

"I'm sorry. Yes, Princess....Thank You, Princess....Please forgive me, Princess..." I pleaded between planting kisses alternately upon each shiny black toe of her shoes.

"Pathetic..." She sighed as she took a step back. "Enough."

Princess Chelsea came around to my side just a bit and roughly grabbed the lock on my collar. I heard her turn the key and the distinct click of the padlock popping free. It came unbuckled and my now sore neck was free from it's prison. The outfit she was wearing, the black knee highs, her scent, they all made me immediately want to look at my Goddess, but the tenderness of my backside, the plug in my ass, and my almost bursting bladder made me reconsider. 

She stepped away for a second and I heard the distinct squeaking sound of a water valve and then the raining of a shower. "Turn and come over here, slave."

I turned and saw Princess Chelsea standing at the far end of the room at a small enclosed shower in the corner that I had not noticed before. She was a vision of beauty standing there right outside the curtain as I crawled on my hands and knees across the floor to her feet. Reaching around me and bending over she took the plug pump valve in her hand and released the air within it. I clenched my ass tight attempting to keep the plug in my now stretched out hole. "You may shower now. Clean yourself up, remove and clean this, and relieve yourself. You may stand in the shower, then dry yourself and return to the proper position...leave the cleaned plug standing on the drain to dry"

With that, she reached to a table against the wall, pulled a small white towel from the top, and tossed it to the floor beside me and told me not to take too long. My Princess then walked away leaving me on the floor.

The cold spray took my breath and I gasped as I reached out for the knobs. There was only one. Frantically I turned the knob, but to no avail. There was only cold. My cock and my balls shrived up within the cage almost instantly, and the warm buzz of my subspace was shattered the new cold reality. I finally pressed myself up against the wall under the shower head to escape it. I reached back and forced the plug out of my ass. Whatever lube was used to get it in seemed to have been absorbed into my body now and it was a struggle to get it past the largest portion but there was a huge relief as the rest of it popped right out. Uninflated it was a medium sized plug, nothing huge, but inflated it seemed as though it was a giant. Using the generic soap a dodged in and out of the cold water and cleaned myself up a bit. I finally got to inspect a bit of the damage on the back of my thighs and ass. From what I could see there was plenty of dark purple welts. The cold water was little comfort and caused muscles throughout my body to cramp up. I finished up, leaving the plug and dried myself off, folding the towel over the rod that held the plastic curtain. I almost fell over as I resumed my position on my hands and knees, shivering as I waited for her return. 

The heels clicked back into the room. I didn't dare look up at her but definitely was hoping that her return would bring some warmth. Without words she approached and stopped. I leaned forward and kissed her shoes once again and once again the stiff leather was buckled and locked back upon my neck. The leashed was attached and I was led from the room and back up the stair. 

She stopped in the living room where I had served as a footstool earlier. She turned to me. Grasping the leash at the base of my collar she pulled me up to my feet. I immediately placed my hands behind my back. Chelsea turned to the table in the center of the room and produced two plastic clothes pins. After rolling each nipple roughly between her fingers while studying my eyes for the desired result she applied one and then the other two my nipples. I winced down at the initial stinging lightning bolt of pain and it dulled to just a burning steady pain. Sensing the pain subsiding a bit, she reached out and flicked at them with her fingers. She smiled with every tiny bit of pain she could see washing across my face. Suddenly I didn't notice how cold the shower had made me anymore. She reached down and grabbed 2 more. With a pinch to my now swollen tight ball sack she placed them attached one and then the other. "Now be a good boy and kneel in the corner."

She pointed to the corner of the room opposite of the couch. I started to walk, then thought better of it and got onto my sore knees and crawled into the corner and put my head down. I felt a swat to the clips on my balls from behind making me shift a little from the pain. "Ah, Ah, Ah, back straight and all the way up on your knees!"

Complying I shifted my weight completely on my knees, "Yes, Princess."

I received a hard swat from the riding crop to my battered ass once again, "Nose in the corner....all the way." 

Whap! Another swat found its mark on my outer thigh. I almost fell over but managed to put my nose into the corner of the wall. To my relief she made no comment about the sides of my forehead resting on each wall.

"Stay put, I will be right back, I need to change." She walked out of the room.

Leaning into the corner with my thighs quickly becoming weak I pondered what may happen next. I have dreamed of such a woman, and such things since probably before puberty, but this fantasy and reality were not completely as I had worked out in my mind. Pain was not quite as pleasurable as the though was, yet I was still completely aroused and had no desire to run away. I figured this may be my one and only chance and I might as well stick it out and see where this goes. 

I heard a cell phone ring from the other room and heard my Goddess speaking but couldn't make out any words. She came back into the room, this time without the click of the heels, and she exited again. The pain in my nipples lessened a tad and the ones on my ball sack seemed nonexistent now. The warm air in the room let my scrotum loosen up, and thinking about my current situation once again made my cock stir and was instantly reminded of the cage that retrained it. 

"Yes, I'm almost done with this one......hahaha, yes, promising but needs a lot of work.....Yes, I'll be there." Princess Chelsea came back into the room and she was still on her phone. From the sound of it she had taken a seat on the couch and I heard the buzz of a television coming on but no sound. "Umm...oh no, small!....yes.... They are more docile anyway... 9 o'clock? OK, I'll be there. I just have some tiny business to finish up here....OK bye." There was a beep and the call seemed to be over. There was the sound of something being put down on the table. She came up behind me and a blindfold was placed on over my eyes, "Stand."

I arose in the corner, trying to stretch my legs a little. I felt her reach up and one at a time pinch and release the clothespins that had been attached to my balls. An intense pain flooded my system and I let out a hiss instead of the scream I was holding back. 

"Oh such painful little things aren't they, bitch?" She said softly into my ear. Her breath on my ear and neck sent a sensual shiver down my spine that dulled the pain. There was a hard tug on the leash that spun me around as she led me away. 

I stumbled a few times and almost lost my balance as I blindly followed the pulls on the leash. At least I was on my feet though, I thought as I struggled along. The floor beneath me changed from the hard wood to the soft carpet as I was led up some stairs. Finally she came to a stop and I bumped into her. I expected to receive some kind of blow from the riding crop or and admonishment her beautiful lips but none came. "Turn around...back on all fours!" 

I felt her grasp my balls from behind, a harsh pulling, the sound of a few snaps, and the clinking of chain links. I instantly knew what it was. I had felt and heard these before when I had a few sessions with a Professional Domme. It was a parachute ball stretcher. This one was slightly tighter than I had remembered, but then again, I was not wearing a chastity device the last times. I expected very soon to feel some pressure on my balls. "Inch forward, slave." 




Princess Chelsea



I slowly pulled a bit forward and felt tension on my balls, as I expected. 

"Back straight, on your knees, and hold that tension." I did as I was told and my hands were pulled behind my back. I felt the cold unmistakable feel of steel handcuffs being place on one wrist than the other. I felt and smelled Princess Chelsea's body walk past me. The leash was taken off my collar," Now slave, I am going to remove your blindfold, BUT I want you to keep your eyes closed until I tell you to open them. Nod if you understand."

I immediately nodded. I heard the floor creak a bit as she walked away. "Ok Slave you may open your eyes."

I opened my eyes and blinked a few times to adjust them to the light. I was in a long carpeted hallway and at the end, my Princess sat in a chair just inside another room. Her golden hair was now down free from the ponytails it had been in. The white shirt top was gone and she was just wearing a black lacey bra, matching lace garter belt and attached in place of the black, pink bowed stockings she wore in the prior outfit, were black thigh high patterned stockings. My cock instantly attempted to spring to attention to no avail. She was perfection. Way more perfect than he could have ever hoped for in three lifetimes. She had her legs crossed and arms folded. Extending one arm and beckoning me forward she said. "Crawl slave!"

I started forward on my knees, but instantly there was increased tension that made my balls ache. I started to look back only to hear, "Forward, eyes forward slave." 

I managed to move one knee than another. My hands being shackled behind my back tightened my chest and made my clamped nipples burn with pain. I could feel a little tension relax once each knee plodded forward, only to be tightened back up with each next step. Princess Chelsea watched with amusement as I almost fell over with each step. Finally after a few more I completely lost it and fell forward. I came to a stop for a few seconds until I heard her again, "Oh, and I thought you actually may have wanted to be mine....Bu..utt, if you are quitting already."

Humiliated, I inched myself forward on my stomach. The fall over had gave some slack to my tortured scrotum and I managed to make it to my knees only to tumble over again. It seemed as though this hallway went on forever.

"With such a small penis I would figure a boy like you would be sprinting to me....Are you not attracted to me?"

"Yes Princess, You are beautiful Princess."

"Prove it slave," She teased.

I was able to get back to my knees and get a few more steps. Just then one of the clips bit hard into my nipple making me cry out before it slipped off.

Princess Chelsea feigned shock and pursed her mouth into an "O" shaped before putting her hand to her mouth. I put my face down in shame and continue on. I was now a little over halfway and between steps caught a glimpse of the two ten pound barbells that were attached to the parachute stretcher, and saw my balls stretched out abnormally as well. I felt like my testicles were about to explode. When I got a seconds relief they felt like someone was holding a lighter under them.

"Almost here bitch, maybe I should take a picture....say cheese." She laughed. Just as I looked up she snapped a picture with her cell phone. "Oh how cute! This could be your next Christmas card picture." 

She held up her phone to show me the picture as I finally reached the chair she was sitting in. I stopped in front of her as she curled up in the chair and fiddled with her phone. I tried to kiss a foot only to receive and admonishment and a light kick to the face. "Uhg, That was a poor effort. You were slow and uninspired! I am almost insulted" 

I was glad that crawl was over, but a little let down that she told me my effort wasn't good enough. Half of me was just worried she would make me start all over again. She extended out her hand to my one now bare nipple and applied a new clamp to it and tweaked both of my nipples.

She now looked down at me from the chair. It was strange to have this beautiful woman, who was younger than me, looking down at me in such a way. It may have been strange but it also felt wonderful, exhilarating, and humiliating all at the same time. It was quite confusing. She reached down and held my chin in her hand. "Is that the best you can do for me, slave, or do I have to find a new toy to play with? Answer me."

She just had such a way of talking to me that humiliated me and totally dressed me down. She never yelled, or screamed to this point yet strongly and confidently made her point every time. I felt as though I wanted to cry." Please Princess, I-I'm sorry. I-I...I know I can do better, Please Princess."

"Too late." She started to get up, and my heart hit the floor. Had I really blown this already. She stopped and sat back down. Bringing my chin up, she said "Open."

I opened up my mouth. A stream of spit dropped into mouth. A smile crossed just one corner of her mouth, "swallow."

I did as I was told.

"Hmmm. I could unlock that pathetic little cock of yours. Let you jerk it off and send you on your way, or do you want the alternative.....?" Chelsea sneered as she reached to the table beside her and picked up a key.

The air was heavy as I was not sure if it was my turn to speak or not. "Princess, may I have permission to speak? Princess?"

She smiled, "Speak slave."

"Please Princess...The alternative...?" I pleaded.

"The alternative is you remain mine for the weekend. Until either the weekend comes to an end and you tell me you can't handle this...arrangement, or I bore of you."

"Please Princess, I want to be yours...anything you want Princess." My heart raced to find a way to stay in her presence.

"Anything I want? That is a bold statement. Beg me, beg me to keep that pathetic dick all locked up tight." She rested her elbow on her crossed legs and leaned forward with her chin in her hand. I quickly took my glance off her cleavage and put my head to her foot. 

"Please Princess, Please keep my cock all locked up tight. Please anything you wish, I will try to do better at anything you wish..." My mind was racing to find the words she was looking for.

"And why do you want to be my slave?"

"Because I am a pathetic loser and this is the only way I can get close to you, Princess."

"If you are a pathetic loser what am I?"

"Y-y-you are perfect Princess! Beyond perfect, Princess!..A Goddess."

"Hmmm," She tilted her head to the side. "Let's try this again. You...slave are a?"

"I'm a pathetic loser Princess." I looked up at her finally thinking I was getting somewhere.

Slap! Her hand reigned down harshly across my face. My head went immediately down. "Don't look up at me, slave. It means you are searching for what I want to hear, not learning. Now, you are...?"

"I'm a pathetic loser, Princess." I replied with my eyes on the floor.

"....And I am....?" 

"A perfect Goddess."

"And you live to...?" Princess Chelsea continued.

" Do anything to please you, Princess."

"And for the rest of the weekend....?"

" I will be completely at your mercy, Princess."

"Your job is to make my life easier, mine is to make yours much more difficult even if it is just for my own entertainment." Princess Chelsea stopped for a few seconds. My heart was beating into my throat. She took a deep breath and then spoke. "See, that was so much better when you stopped thinking and started to learn. Men are such simple, stupid creatures"

She grabbed the riding crop again and with one hard slap one nipple clamp came flying off. The pain was so intense that I thought for sure that the whole nipple came off with it. I saw by the look in her eye that she disapproved of my wiggling in pain. As soon as I became still my other nipple got the same treatment. 

She continued. "This is how it is going to work. You are going to go home now." My heart sunken, I felt crushed and was about to tear up and start begging again. "I have put my number into your cell phone already, and you are at my beck and call. You are NOT to call me. I will call you IF I feel it necessary. You will remain all locked up for me. After this weekend, I will send you further instructions... Do you understand?"

"Yes Princess." I replied. I perked up a bit knowing that she hadn't totally given up on me.

"Remember that I am not certain I want keep you and everything you do will always be a test. Even if we continue, everything is a test, slave. Your clothing is in the corner over there. Minus that horrible shirt you wore and your underwear." She pointed a finger at the corner of what he could see now was a very elegantly decorated bedroom. He saw his pants, shoes, socks etc. on the floor." You will just have to drive home shirtless, and there is a suitable new pair of underwear for you there on the floor. Now crawl over and bring me those clothespins on the floor."

She extended a slender stocking covered foot in front of my face. I bowed down and kissed it followed by a second foot and another kiss, "Yes Princess."

With the new reprieve, I moved much faster with the weights attached to my balls. I realized that as soon as I got to the first one my hands were still cuffed behind my back. I bent down and took it in my mouth and had to use my chin to start getting myself up. I crawled back up to Princess Chelsea. She patted me on the head like a dog and pointed to a trash can over by my clothes. It was an agonizing crawl to the trash and I was dreading the trudge back. Luckily, when I reached the can and spit out the clothespins, along with about a gallon of drool, my Princess was standing in front of me. 

She walked around and straddled the back of my legs. She began unlocking my hands and brought her mouth to my ear. I shook with a dose of fear and excitement as she spoke. "For now I OWN you, slave. You did well today, but we will see how dedicated you are after some time in this....remember obedience....and who holds the key."

With that she unsnapped the parachute stretcher and roughly squeezed my package, chastity device and all, bit down on my earlobe and then threw me to the ground. "Get dressed, I'm done with you for now."

She sat back into her chair and watched as I quickly got dressed. I felt like a teenage that just got caught doing something wrong. It was humiliating to be standing their getting dressed in front of her and something said that I shouldn't linger. It was even more humiliating putting on the lacy pink panties that she had replaced my boxers with. She gave me directions to get down the stairs and she stopped me. "Come here."

I approached her and got down again. She stood and removed the panties that she had been wearing. She sat back down with me between her legs and shoved them into my mouth. "Keep those in there until you get home. It will help you to remember who you serve. Keep them with you at all times."

I went out into the evening air shirtless, and with my cock all locked up nice and tight.

Diving home my heart was still beating a mile a minute. This night had been a dream come true and I was hoping it would continue. It wasn't until half way home that I realized it was a bit painful just sitting down. I had received a few beatings before in session, but this just seemed a bit more real for once. I reached and squeezed my groin more than a few times just to see if it was true I was still locked up in the chastity device. It was sort of like pinching myself to know it wasn't just a dream. It wasn't until I pulled into the apartment parking lot that it really sunk in that I wouldn't be jerking off tonight as I usually would be doing. I quickly made it into my unit before I thought anyone had seen me shirtless. Although, that was easily explained being a guy anyway. 

I checked my phone upon entering to be sure I didn't miss any messages and made sure it was set to the highest ring volume and vibrate at the same time. There was nothing there. I checked my contacts list and she had put herself in the list as Mistress Chelsea. I knew I was going to have a hard time sleeping tonight, so I just ran a proper hot shower, and was ready to rest my now exhausted body. 

End of Chapter