Mistress Cassandra has instructed me to document the training protocols while in her service. However, before listing the rules, it is important for the prospective male to understand the profound commitment required to be permitted to claim that she is your Mistress. Start by discarding the notion that you are entitled to her attention. Rather, adopt the attitude that it is a privilege to be grated the favor of her training. She is a lifestyle Mistress and has the pick of many boys all seeking the unique guidance only a few can truly provide. Do not demand anything; a common trait of those wanting to be entertained rather than being taught. Her time, talents and personal instructions are gifts to those lucky enough to receive them. There are plenty of boys in line (more…)
Everything as it Should Be . . .
Chapter 7 – Preparing Dinner
Grateful for the humiliating experience in the sex shop being over, I returned home to face Cassandra with all my packages in tow. I drove while eyeing the bag containing the new toys with some trepidation. It contained more implements to enhance Mistress’s control over my already overloaded sex organ. Did I want to hand these tools of enslavement willingly over to her? As I pondered that question, the vibrating ring continued its devilishly delightful dance. Before I could determine an acceptable alternate course of action, I arrived home. Pulling into the attached garage, I closed the overhead door behind me. It was not completely unexpected when my wife appeared at the entrance. She was dressed, or should I say undressed, in a super sexy manner. Her breasts were bare and jiggled in a provocative manner as she approached. It was all I could do to stop my hand from involuntarily reaching out to cup her quivering mounds of femininity. Thankfully, Ms V was covered but just barely so. A black bikini bottom that consisted mostly of string was all that kept me from dropping to my knees in adherence with her standing orders. My gaze roamed her body like a bee bouncing from flower to flower unable to decide which delicacy was sweeter. (more…)
Goaded on my Mistress Cassandra’s insistence that the Dreamlover 2000 be continuously available and at her disposal as a training incentive, I relentlessly pursued improvements which would enable me to sport this device 24/7. While my earlier attempts at attaching the Dreamlover were very effective at delivering her sinister electronic zap, they failed to be practical for long term wear. However, with a little ingenuity and help from the wonderful people at both Mature Metal and Dreamlover Labs I now have a customized cage that will fulfill my Mistress’s requirements.
A Metal Chastity Cock Lock is the Solution
Everything as it Should Be . . .
Chapter 6 – Shopping
Standing alone, my cock was almost screaming to cum. Gradually my erection, but not my desire, waned. Maybe 15 minutes later, Cassandra came back in the room and, finding me soft, quickly locked the chastity cage back on me. “There” she said “everything as it should be.” I waited patiently while she unlocked the cuffs from the pillar that had restrained my movements. “Now, I have some tasks for you. You are going shopping for these items” she handed me a list, “to make this menu” another list, “for this evening’s dinner. I expect everything to be ready by 7:00 sharp and if that (looking at my cock) wants any attention you’d best not let me down.” Her stern stair and raised eyebrow signaled me that it would be in my own best interest to comply. “You will find the attire I have selected for your shopping trip laid you on the bed” she continued. “Now run along like a good boy, get dressed in exactly what I picked out for you and be quick about it.” Her instructions left little room for interpretation so I left quickly. (more…)
Everything as it Should Be . . .
Chapter 5 – Ms. V’s Pop Quiz
After finishing my coffee, I wasn’t quite sure what to do next. Cassandra continued shuffling papers and making notes, completely ignoring me and my naked condition. Finally, after a long period of silence, I felt pangs of hunger and decided breakfast was in order. Not wanting to start eating in front of Cassandra for fear of reprisal, I asked “Would you like some breakfast Mistress.”
“That would be lovely” she said in her typical, day-to-day business voice. “Get me some sliced fruit and coffee.”
Without responding, I looked in the refrigerator for the requested items, but found none. Thinking quickly, I said “I just run out for a minute to get the fruit, Mistress.” I didn’t know quite what to expect since I was still naked and caged.
“Good plan boy, you learn fast. You’d better get some clothes on before you go out” she giggled. “Here, take this and open it upstairs before you dress. It’s another surprise from Ms. V.” She placed another ruby-red wrapped present before her. I quickly picked up the package and retreated to our dressing room. Once there, I looked at the elegantly wrapped box with curiosity and foreboding. Ms V’s last gift was still locked around me genitals, I’m not sure I was ready for another present from her. Fearing that I was taking too long, I ripped open the paper to find a large black phallic looking device and a note written in the same calligraphy as before.
This is a vibrating butt plug. You will insert it in your ass, powered off, and get dressed. You will do this because it amuses me to torment you.
Hugs, Ms V
I could feel Ms. V’s hugs on my cock as I picked up and inspected the plug deciding upon the best way to proceed. As I pushed it in, I felt stretched to the limit. I continued to force this new invader in my backside until it finally found home; the bulbous end passing the point of no return. With this new reminder of our new arrangement firmly lodged in my ass, I finished dressing and returned downstairs to grab keys, wallet, phone and so forth.
On my way out the door, Cassandra called to me. “Everything as it should be?”
“Yes, my Mistress” I replied with as much enthusiasm as I could muster. With both the cage and the anal invader impeding natural movement, I was walking a bit tentatively.
“Good answer” she replied and added “Call me from the market and let me know what fruit looks best, I’ll make my choice then.”
“Anything you say, Mistress” I said as I went out the door. Driving was as challenging as walking in my new Mistress enhanced outfit. When I finally reached the produce section, I obediently call my wife as instructed. While on the phone, we selected the freshest items that would suit her taste. Hanging up I paid the bill and returned to our car. As I was getting ready to leave, I felt my phone alerting me to a new text message. It was from Cassandra.
“Ms. V commands you turn on the vibrator. You can thank her when you return.”
Shocked, I put the phone away and looked around. Would anybody see me? Diligently, I fumbled in my pants until I found the switch. WOW! With energetic plug humming away, the device bore into me like a frenzied beaver. The vibration flowed through my groin waking up my sleeping cock, causing it to stir and once again test the confines of the cage. Feelings of overwhelming desire coursed through my body as I resigned myself to the drive home.
When I finally pulled into the drive, my body was on fire. With the bulbous end of the toy nuzzling and massaging my prostate had my lust reaching a fever pitch. As I walked into the house, Cassandra spoke, “Have a nice trip?” My desire for her doubled and then doubled again when first, I heard her sexy voice and then saw her standing naked in the kitchen. Remembering the rules, I set the bags down, dropped to my knees and slowly approached the object of my desire.
“Thank you, Ms. V; Thank you oh so, so much” kissing her over and over again as my dick pressed against its harness.
Cassandra squealed in delight “My, quite a greeting for only being apart a half-hour. You must have really missed her.” She allowed me to pray at her alter of womanhood for a little longer before telling me to go upstairs, get my clothes off and put Ms V’s latest gift away. When I return, and I returned as quickly as I could, I found my wife had prepared both the food and the place settings. Hers was at the usual spot at the table. Mine was on the floor facing her. The not so subtle implication was that I should be on my knees, available for Ms. V’s observation, as we shared breakfast. We ate and talked as normally with the exception I couldn’t pull my eyes away from my wife’s exposed charms. When she had had her fill, she commented “wonderful breakfast. We should do this every Saturday. Don’t you think?” I agreed whole heartedly with the sentiment and added that next time we could include passion fruit. My wife laughing fired back “so you think you can handle more, big boy?” Trying to encourage another bout of sex I spoke from my position beneath the table, “I’ve got what it takes to satisfy Ms V, Mistress” The ominous reply came back to haunt me as she stood to leave, “we’ll just see about that, won’t we Ms V!” Departing for the bedroom she ordered, “Clean up the mess while I freshen, be done in 15 minutes.”
Once Cassandra was gone, I stood up and stretched to relieve my tense muscles (all but one). I quickly packaged the uneaten fruit, put it in the fridge and washed all the dishes. Finishing before my allotted time, I continued to tidy up the kitchen. That was how my wife found me when she returned in 15 minutes to the second. She was now dressed in revealing shorts and a halter top she knew I found sexy.
“Everything as it should be, my Mistress?” I asked using her phrase to inquire about my cleaning efforts.
Looking right at my crotch, she replied “definitely!” She continued, “In fact, I think it’s time I give my cock a little exercise. Get over here now!” I practically ran over to where she was standing. Grabbing my arms, she deftly cuffed them behind a pillar next to her work area. With me immobilized, she then produced a key from her pocked and held it before my eyes. “You know what this unlocks?” she queried.
“My cock, Mistress?” I asked hopefully.
“My cock!” she responded forcefully.
“I stand corrected, Mistress, Your cock”.
“You’ll stand, alright” she said in an amused tone. “You’ll stand at attention for as long as I decide.” With that, she sat and released my captive bull from the gate. It sprang free and rose to greet her like a private welcoming a five-star general. She began by pulling and tugging at my balls, “nice and full I see.” I could only groan at the sudden attention granted to my week-long deprived sex organs. “Are you ready for a pop quiz?” The emphasis on the word pop only inflamed my desire further. “Ms. V has a few questions for you.” Her fingers moved up my shaft making it more difficult for me to concentrate on the conversation. “Ready?”
“Yes Mistress” almost purring due to the exquisite sensations resulting from her handiwork.
“Recite Rule #6” she commanded.
With her delicate fingers dancing on my most sensitive areas, focusing on the question was difficult to say the least. I tried to think but I couldn’t associate the number to its rule with her so expertly teasing my cock. I guessed…
“Wrong!” she responded and slapped my cock with enough force to elicit a grunt of pain. “Rule #6 states that you must always ask Ms. V’s permission to orgasm in the following manner: Would it please you for me to squirt Ms. V?” She asked the question again “Recite Rule #6.” Of course this time I got it right and was rewarded with soft, teasing caresses again. This continued on and on. Through repetition and Pavlovian training, she had me memorize and recite Ms. V’s commands word for word although my cock was red and stinging by the time that she was satisfied. “I hope for your sake you remember these” she stated ominously, “we will continue these tests every day until you get it right.” That gave me hope. I was pretty sure I could memorize these rules quickly and receive the rewards that came with correct answers. Cassandra dashed my hope of this when she added, “You do know that Ms. V can change the rules at any time.” With that menacing comment, my wife left me alone. Cuffed to the pillar, I could do nothing but wait for her return while considering my plight. I had let Cassandra shave, tease, deny, dominate and lock my cock. I had no idea what my sexy wife turned dominatrix would think of next. However, using the weekend so far as guide, it would not be boring.
Everything as it Should Be . . .
Chapter 4 – Ms. V’s Rules
As I kissed and licked and tongued Ms. V to another gyrating orgasm, my cock felt painfully compressed as it tried to expand. When Cassandra and Ms. V dismounted my face, I looked down to see the metal cage had been fastened to my cock and balls.
I spoke in astonishment and a little anger, “Cassandra, what the Hell is that?”
Still recovering from my oral stimulus she said, “That is no way to speak to a Lady? Any more outbursts like that and I won’t release you hands.”
Still upset, I growled, “My Lady, what have you done to me?”
“What Have I done to you?” she echoed with sarcasm. “I’ve made sure you will keep your word and honor your agreements with me and Ms. V.” After releasing my hands, I examined the contraption affixed to me. A small, one-piece ring of steel tightly encircled my cock and balls. This, in turn, was attached with a small padlock to a metal tube enclosing my cock too small to permit an erection. The whole apparatus served to keep me from getting hard or obtaining and sexual relief regardless of the method.
“It’s called a chastity cage and you will be wearing it until I decide otherwise” she said with satisfaction.
“But Cassandra” I whimpered, “I really want to make love to you.”
“You just did” she smiled. “And you performed exceptionally. Not even Cleopatra had a servant that performed better than you. You were so very motivated to pleasuring me, I must thank you” as she gave me a kiss on the cheek. “Now go wash up, you have a lot of work to do today and you don’t want to keep Ms. V waiting, she doesn’t like that.” With that, my wife got dressed left me alone and naked… save for my new stainless steel prison.
As I walked to our bathroom, I pulled and tugged on my new cage. It held firm trapping my cock and balls in hardened steel. No amount of twisting or prodding seemed to release its grip. Once I reached the toilet, I was presented with a new challenge. How was I going to pee in this thing? The tube had a small hole in the end, but nothing I could aim with. I tried as best I could to point, but pee ended up going everywhere. Finally, I resigned myself to sit down and pee with my dick between my legs. Hearing the toilet flush, Cassandra called up to me from downstairs, “I guess you’ll be leaving the seat down from now on, right?” I chose not to reply, this was humiliating! Getting in the shower, I lathered up and scrubbed my skin as well as rubbing my sore muscles from being bound all night. In the previous days that week, I had followed Cassandra’s directive not to masturbate, but I did take pleasure in washing my cock. Perhaps giving it a few more rubs with my hand than really needed for sanitary purposes. Now, even that little guilty pleasure was denied. I soaped and rinsed the imprisoned region, the water tickling my sensitive manhood inside the tube only served to frustrate me more. Giving up, I turned off the water, dried, dressed and proceeded downstairs to face me wife turned captor.
“Took you long enough” she admonished with a snap. “Showers are for washing, not for enjoyment.”
“But I was…”
“No buts and no excuses” she said flatly. “From now on your showers will take no more than 5 minutes, understood?”
“Understood, my Lady”
“Very good; and about how you should address me, when in public stick with my Lady but when we are home, alone you should use Mistress.”
“Yes my La…, Yes Mistress”
“Better! Now who told you to get dressed?” she looked at me with a regal air.
“No one, Mistress”, I was starting to dislike this turn of events yet my cock struggled to salute her again.
“Take them off and return promptly.”
I took the clothes I had just put on back upstairs and return brandishing only my new steel vanquisher.
“Now kneel down here” she pointed to the floor before her seat “and listen. Ms. V has some rules for you to follow and you better do what she says if you ever want to get out of that chastity cage.” Slipping out of her shorts, Cassandra positioned Ms. V on the edge of her chair.
“Rule #1, when Ms. V gives you a command, you will obey without hesitation” she began.
“Rule #2, Ms. V is never wrong. You may not argue or challenge her decisions.”
“Rule #3, following a command, you will kiss and properly thank Ms. V when she is in full view.”
My wife paused and looked down at me expectantly. When I didn’t move, she cleared her throat in an obvious way indicating an action was required on my part.
Slowly putting two and two together, I moved forward on my knees and kissed her pussy, “Thank you Ms. V”
Momentarily satisfied, Cassandra continued, “Rule #4, unless you are otherwise restrained, you must always be on your knees when Ms. V is in full view.
“Thank you, Ms. V.” was my response, kissing Cassandra’s sex again.
“Rule #5, and this is very important, you may not, under any circumstances, orgasm unless in the presence of Ms. V.” Cassandra glared at me with one of those I damn well mean it expressions.
“Thank you, Ms. V.” followed by a kiss.
“Rule #6, you must always ask Ms. V’s permission to orgasm in the following manner: Would it please you for me to squirt Ms. V?”
Wincing a little at that phrase, I kissed and said “Thank you, Ms. V.”
“Rule #7, to address Ms V, you must first ask permission in the following manner: Would Ms. V please indulge her servant?
“Thank you, Ms. V” with another kiss.
With that, Cassandra stood up, pulled down her shorts, brushed past me and continued as if nothing put of the ordinary had happened. I was astonished in the quick change of attitude. She busied herself in the paperwork she keeps for household chores and grocery lists. Not knowing what else to do, I stood up stiffly and went for my first cup of coffee of the morning. My cock was still testing the limits of the cage, so I thought I’d brave a question of my wife turned hellcat.
“Mistress, when will you remove this cage?”
Glancing briefly at me, she said “You’d have to ask Ms. V.”
Remembering the ordeal I just endured, I spoke the required words “Would Ms. V please indulge her servant?”
This time, without looking up, Cassandra said firmly, “No.”
Everything as it Should Be . . .
Chapter 3 – A Gift from Ms. V
I awoke to the smell of coffee wafting through the house. It had been a long and torturous night. While Cassandra had slept nude by my side, the cock ring had continued to inflame my desire with its erotic dancing into the wee hours of the morning. With my hands shackled to the headboard, I was unable to do anything but desperately long for the sexual favors only she could grant. Fortunately the batteries in the relentless plastic tormenter attached to my cock had run down allowing me a little fitful sleep. With the morning sunshine now streaming through the windows, I could see that Cassandra was no longer in our bed. However, in her place was an elegantly wrapped gift covered in deep ruby-red paper. Unable to reach out, I strained to examine it as much as my bound condition allowed. Between the fancy lace bow and ribbons I could just make out the tag written in stylish calligraphy, “To: q, From: Ms. V”. My mind searched for connections. Who was Ms. V? Why was she giving ‘q’ a present? Why was it here next to me on the bed? Having no choice because of my restrained situation, I pondered these and similar questions while I helplessly waited for the beautiful and suddenly mystifying woman of my life. After an excruciating wait, I’m not sure exactly how long because from my locked position I was not able to see the clock on my wife’s nightstand, I heard Cassandra’s footsteps coming up the stairs. Betrayed by my own anatomy and its sex starved condition, my cock rose to salute her femininity.
“Well good morning sleepy head”, she spoke with a cheery voice. “I see you’re finally up”, glancing at my engorged cock as she emphasized the last word. “About time you get it into gear, don’t you think?”
“Sorry my Lady”, I said apologetically; the salutation of reverence becoming almost second nature.
“It’s all right” she said laughingly. “I know I was a bit hard on you last night.” All I could do was moan in frustration. Her clever words, along with the short shorts and bikini top she was wearing, induced the desired reaction in my loins. She sat down on my side of the bed and idly began to fondle my overfilled balls. “Are you ready for breakfast”, she said coyly.
“My Lady, I’m ready to screw like a rabbit”, I responded truthfully.
“Everything as it should be” she said and began to lower one of the straps on her too tight bikini top with the hand that was not playing with balls. As her full breast was slowly reveled, I bent my neck forward. Straining to reach its goal, my mouth opened with anticipation. Slowly as more and more of her feminine charms appeared I hungrily stretched to meet them. “You’re going to be gentle, aren’t you boy.” I nodded yes. “You’re going to be nice to my nipple” more urgent nods. “You’re going to worship it as you know I like.” While I strained and whimpered, the excruciating slow strip tease continued until finally her areola came into view. At the same time her nipple appeared, her hand slid up my cock to my most sensitive spot. I almost passed out from the simultaneous assault on my combined senses. “You want me?” was her rhetorical question, her exposed breast just inches from my watering mouth. “You must to promise to be a good boy today.”
“I promise, my Lady”
“You must promise to do what I say”, she said as the tantalizingly slow massage of my cock continued. “No arguments or disobedience, boy. Otherwise you’ll be… punished”, her manual stimulation stopped as the final word was spoken.
“Please, my Lady, I’ll do anything and everything you say.”
With that, the nipple was pushed forward for my hungry mouth to devour. At the same time, the slow stroking of my cock resumed causing me to swoon yet again. “There” she said, “breakfast for the hungry boy.” I licked and sucked gently at her tit as she stimulated my cock to the brink of orgasm. I was in heaven and didn’t want this to ever end. When she tenderly pulled away I was left breathless. “More?” she asked softly. My urgent nod initiated a repeat of the entire procedure, this time with the other breast. When she felt my impending orgasm approach again, she once again pulled her nipple away from my suckling mouth, got up and stood next to me leaving my angry cock dripping with excitement. “Still hungry?” asked Cassandra unnecessarily. When my pitiful pleadings had satisfied her, she slid off her shorts to expose the beautiful pussy which had become my world this week. With one hand, she reached down and started to massage herself. “Well done boy, you’ve made me all wet.” Moistening a finger with her womanly juice, she smeared the musky fragrance on my upper lip. As the bouquet of natural feminine perfume engulfed my world and heightened my desire to yet another higher level, she asked “do you think my pussy is attractive?”
“Oh God, Cassandra… I mean my Lady” quickly trying to recover, “it’s beautiful. It’s the prettiest pussy I’ve ever seen” again telling the truth.
“She” corrected my wife. “She’s the prettiest pussy you’ve ever seen is how you must phrase that.”
“Yes, my dear. Yes, my Lady, she’s the most beautiful pussy in the world.”
“Would you like to have a closer look?” Cassandra asked as her hand crept back to my still ridged shaft.
“Please” I begged in earnest. “Please… Oh God, Please let me see her up close, my Lady. Please!”
With that my wife jumped onto the bed. Her legs straddled my bound hands so that her pussy was inches from my face. “There you go, now you can see her in all her glory.” With my wife’s temple of womanhood so near my eyes, my entire field of view was consumed with her magnificent pussy. “Would you like to kiss her?” was her next question.
“You know I would, my Lady. Please, may I kiss your pussy?”
“Not yet” was the disappointing response. Her hand continued toying with my cock as she spoke, “I think you need to be a bit more respectful… more reverent when you speak to her. Don’t call her my pussy; from now on you will call her Ms. V.” The words shot through me like a lightning bolt. Ms V, respectful, Ms. V, reverent, Ms. V and the package on the bed. It all came together like an epiphany from the gods.
I cried out, “Please, Ms V, please may I kiss you. You’re so beautiful, so sexy and so gorgeous. I need to kiss you before I go mad with desire.”
Satisfied, my wife slowly lowered Ms. V to my face and I reveled in her wondrousness. I kissed her gently, no tongue to start. I kissed her all over; my lust fueled as much from the sight, smell and taste as from the incredible dexterity of my wife’s hand upon my throbbing member. The minutes ticked by as I worshiped Ms V in a manner I hoped was pleasing. I began to use my tongue and was rewarded with signals of passion escaping Cassandra’s lips; both sets of them. She must have had several orgasms before Cassandra lifted Ms V from my reach and smiled back with a lustful grin full of satisfaction.
“Very nice…. You have pleased Ms. V” she spoke still trembling. “You have delighted her sufficiently to earn a gift in return.” My fleeting hope was that Cassandra meant we could fuck. I shuddered with frustration as Cassandra released my cock and picked up the package on the bed. “Would you like to open it now?” When my futile struggling made it clear that my bondage would not permit such a task, my wife giggled and said, “Very well then, I will help you… this time.” I was reminded of the sexiness of my wife’s hands as she teased open the ribbons on the ruby red gift with the same dexterity she had only moments ago used on by penis. As the wrapping fell away, I was presented with a shiny metal cage about the size of my closed fist. Not understanding, I looked to Cassandra’s eyes for enlightenment. “It’s for your cock, silly boy”, she said with glee. Since I still looked at her with a puzzled expression, she continued. “This is a gift from Ms. V which will make you honor her so much more. In fact, this is much like a wedding ring. Here, let me show you.” She continued speaking as if to an audience. “Do you, Quinn, take Ms. V as your lawfully wedded wife; to love, honor and obey?” She was fumbling with my cock as she spoke; pulling and twisting my ball in a gentle but firm manner. When she was finished, she turned and looked at me. “Well, do you?” she asked in a direct and forceful tone.
I only thought of one thing to say. “I do.”
And with that I heard a distinctive click as though a lock was being closed and my wife said once more “Everything as it should be.”
Cassandra resumed her position with her legs on either side of my face and spoke, “You may now kiss the bride.” And I did, repeatedly.
Everything as it Should Be . . .
Chapter 2 – The Three Wishes
The next week was a blur. Each day at work I struggled to maintain composure as women of all shapes and sizes unknowingly tortured my sex starved penis. Each night Cassandra required my hands, tongue and cock to perform sexual acts calculated to arouse her to ever greater levels of ecstasy and frustrate me beyond imagination. When Friday night finally arrived, I was a basket case and Cassandra knew it. She had booked a late dinner at one of the fanciest restaurants in town. Dressing for the event was a must. In readying ourselves for the outing, my wife suggested we shower together. Not wanting to miss the opportunity to see her naked, I whole heartily agreed. Under the hot spray, we proceeded to soap each other into a frenzied state of passion. After quickly rinsing, I started to massage her beautiful pussy. Even with the many times I had serviced I her temple of womanhood this week, my perpetual state of arousal flamed my desire to touch it yet again. In the commanding tone I had grown accustomed to in our new arrangement; my wife spoke the single word that revealed her desire, “Tongue.” I dropped to my knees and with the water splashing into my eyes; I pushed my face into her sex. I licked and sucked and nuzzled and kissed the flesh that I so wanted to fuck. My efforts were rewarded by an energetic orgasm that made me both proud and even more aroused. After her climax, I was hoping beyond all hope to follow suit. When she got down on her knees and started massaging my balls, I was in heaven. I closed my eyes and enjoyed the moment I had been waiting for, begging for, all week long. I felt a lubricant being liberally applied to my groin and smiled inwardly, at long, long last. My cock grew to its fullest while enjoying my wife’s massaging touches. Suddenly, I felt a pang of fear as new, unrecognized sensation touched my balls. Looking down I was startled to see Cassandra in the process of shaving my crotch. “What the…”
“Settle down” she said in a reassuring voice. “You don’t want me to slip, do you?”
“I don’t know if I want this!” I blurted out.
“Well I do” she responded crisply. “And you do want to please me, don’t you?” That phrase was punctuated with a finger making tiny circles on my cock’s most sensitive spot. “I think you’ll like the… results.”
Not knowing exactly which interpretation to apply, but not being in any position to argue the point, I resigned to let her have her way. I uttered the phrase that seemed to be cliché this week, “Anything you say, dear.”
“That’s a good boy” she responded. “You just let me trim all of this nasty hair so you’re presented properly.” Again, her choice of words could be interpreted more than one way. Before I could ask for clarification she continued, “When I get you all high and tight, I have a surprise for you this evening. Would you like a surprise?”
“You know it Cassandra. Can’t you see I’m dying for a good fuck? You’ve kept me on edge all week and I think I’m going to explode if we don’t screw soon. “
“Just the way I like you and exactly as it should be” she responded gleefully. “Now let me finish what I started and you can dry and dress me for dinner.”
With that said she carefully finished shaving my pubic area and rinsed off the excess cream. Still luxuriating in the steamy water, she instructed me how to prepare towels to dry her magnificent body.
“Go get two of the guest towels, the soft fluffy ones we usually save for company. Warm them under the bathroom heater and let me know when you’re ready to dry me off.” Happy to assist in this activity (and motivated by the chance to touch her naked flesh) I exited the shower and grabbed for a towel to dry myself before proceeding to the guest bathroom.
“NO”, she called out forcefully, “you say wet. Follow my instruction and…” she said changing her tone to a more seductive timbre “you may get that surprise I mentioned earlier”.
Obediently, shivering a little from the cold air, I retrieved the towels she requested and warmed them as instructed. When all was ready, I called to her over the splashing water. “Ready my Lady” choosing what I thought was an amusing phrase befitting the circumstances.
Hearing the water cease, my wife emerged from the shower in all her naked glory, a sight that once again made my semi erect cock rise to fullness.
“My Lady, I like the sound of that. You will continue to address me like that.”
Playing along with the game, I responded “As you wish, My Lady.” I proceeded to towel her dry with long, slow, gentle motions; patting any sensitive areas as necessary. Standing, she held out her leg and foot with the implied expectation of service. Not wanting to spoil the mood, I crouched to dry the offered areas. She placed her hand on my head, as if to steady her balance and produced the second leg. When she had been completely dried, she looked down at me and said, “I’m going to the dressing room to put on my moisturizer. Why don’t you join me after you’re done?” Walking out of the room, she called back, “Don’t dirty another towel, just use the one already in your hands, and be quick about it.” Proceeding with haste, I dried myself with the semi-wet fabric that moments ago had been touching my wife’s nakedness. It still smelled of her which feed my already heightened desire. Reaching my groin, I was startled to see that not one hair remained and I was bald as a schoolboy. This new twist excited me even further so when I approached my wife I was rock hard and fully exposed.
“I like your new look… Very exciting… Very sexy! ”
“Thanks” I said.
“Thanks what?” she said seductively not looking up from the task of smoothing lotion on her long, well toned legs. The motion gave me ample views of her pussy which fueled my desire even more.
“Thank you, my Lady”
“Better” she responded with a sexy smile turning her gaze toward me. “Let’s not forget again, shall we?”
“No, my Lady”
“See that you don’t!” she quipped. “Now be a good boy and go fetch the shopping bags from our closet.”
“Yes, my Lady” came my reply as I was proceeded by my cock dutifully bobbing towards the walk-in closet. Surprisingly, I found a whole host of shopping bags with names like Victoria’s Secret and Nordstrom’s. Collecting everything I could find, and I found quite a few, I returned to the dressing area to find my wife standing boldly, legs slightly spread, one hand on her hip and the other holding a small sparkling ring.
“Let’s get dressed, shall we? And to make it even more fun with all these new things, I’ll dress you and you dress me. I get to go first, here put this on” she commanded handing me the ring. Taking the item from my wife’s hand, I looked at it and then back at her with a puzzled expression. I couldn’t figure out what it was or how I should dress with it. “It’s for your cock, silly” she said with amusement. “It’s a cock ring. The perfect accessory for your new look.” Hesitantly, I worked at slipping it over my cockhead with obvious difficulty due to my still engorged member. “Don’t be a prude, just slide it on and push it to the hilt.” With me still struggling, Cassandra provided encouragement “Just imagine it’s my pussy. You know, the pussy your cock has been trying to penetrate all week?” That did it. I forced my cock into the too small opening of the ring and it slipped right to the root and held firm. “Beautiful” she exclaimed. The sight of my newly shaved cock protruding from the bejeweled ring was indeed striking. I didn’t know whether to be happy or mad at this adornment, but I sure was excited. My cock literally pulsed with lust. “Now my turn to get dressed” she said with an excitement I hadn’t heard in a while. Opening the expensive looking shopping bags she retrieved a necklace, earrings, two bracelets, shoes, stockings, panties, dress and a garter belt! My wife had never worn a garter belt in our entire marriage. Noticeably absent was a bra. When she noticed my bewilderment she smiled and stated that the dress she had picked out wouldn’t tolerate such a confining garment. Holding out her arms in the manner of a pharaoh of Egypt she commanded “Dress me!”
“Yes, my Lady” was my response as I proceeded to clumsily dress her with the finery she had obtained for this evenings excursion. It took me over a half-hour to get all the clasps, hooks, buttons, straps and ties properly connected. All the while, my cock remained rampant in its new form fitting ring. The result was stunning! My wife, who always looked beautiful, now looked positively regal. The dress, with its low cut back, plunging neckline and side slits almost to the hip rivaled anything seen on the red carpet in Hollywood. I wanted to take her so badly I actually whimpered. “Discipline, dear boy, Discipline!” she chided. “Here’s something to remember me by while you go put on your tuxedo. With that she fondled my still turgid cock until I was breathless. Then, turning away, she focused attention on her makeup and left me standing there panting. When it became apparent that I would get no more satisfaction until I had done as ordered, I left to get my monkey suit and proceeded to dress. I couldn’t be sure, but I thought I caught her glance in the mirror insuring the cock ring remained in place. Finally, both dressed in our fashionable best, we enjoyed a leisurely drive to her chosen dining spot.
Arriving at the restaurant, we were seated quickly. It could have been my generous tip, or more likely it was the way my stunning wife spoke to the Maitre D’, but whatever the reason we were shown to one of the best tables within a few minutes of our arrival. Cassandra ordered champagne while I had my usual single malt scotch. When the drinks arrived, I lifted my glass to her and said, “To an unforgettable week.” With a coy smile she reached not for her glass but for her purse. Rummaging only briefly she extracted a key fob I hadn’t seen before. When her delicate finger pressed the remote, I almost dropped my drink. The cock ring she had place on me when dressing began to vibrate with an urgency befitting a caged rodent. Her smile broadened at my astonishment and she said, “Aren’t you forgetting something?” I tried to recall anything I had missed while the ring performed its unholy dance. I couldn’t figure out what to do so I looked helplessly into Cassandra’s eyes. She paused, enjoying my situation, and then finally revealed what must be done. “What did I tell you about how I must be addressed?”
Puzzlement turned to atonement as I spoke again, “To an unforgettable week, my Lady.”
Smiling, she pressed the remote again and lifted her glass. Thankfully, the buzzing at my crotch stopped but not before it had done its work. I was stiff as a board again.
“You are a deliciously sexy woman, my Lady!”
“And don’t your forget it!” came the response. “Not that I intending on letting you.” That last statement amplified by another short burst of vibrations. My engorged cock saluted both her ingenuity and sexy figure as our glasses met with a clink. Somehow she managed to find enough mistakes and infractions during dinner and desert to keep me continuously erect. At the end of it all, I was putty; I was less than putty in her hands. When offering to get the waiter for an after dinner drink, the required my Lady appended of course, she grabbed my attention a different way. “I think you’d enjoy that drink more at home, wouldn’t you?” I practically raced to pay the check and retrieve the car. On the way home, Cassandra commented on how motivated I’d been to please her throughout dinner. “Was it the dress or my new toy that kept you so attentive?” she gave the fob another press for emphasis.
“It’s you, my Lady; all you!” I replied truthfully.
“Good boy!” she said as she leaned closer to me. I’m glad we didn’t encounter any police on the way home because I drove like a groom late for his wedding. When we finally pulled into the driveway, Cassandra drew close, kissed me passionately and said, “Go get ready and slip into bed while I prepare. You still have a surprise coming.” Then, whispering hotly in my ear she added, “Make sure you turn off the lights.” I wanted to sprint from the car to the bedroom, but thought better of it. I opened her car door and escorted her inside before dashing to our bedroom and ripping off my clothes. Dousing the lights, I jumped into bed and listened to her movements first in the rooms below and then finally climbing the stairs to our bedroom. I didn’t need any battery operated encouragement for my cock to remain taut and ready.
Cassandra entered the room carrying a tray. On the tray, among other things, was a single lit candle. Still wearing in the teasingly revealing dress, her jewelry sparkled in the candlelight. I started to rise but she signaled me to stillness. I lay there captivated by her beauty illuminated by the lone flame. I wanted her. I wanted her so badly it sent shivers down my spine. Her movements were so slow and gracefully that the single point of light didn’t flicker as she crossed the room. Setting the tray by our bedside, she leaned close for what I thought was a kiss. The musky fragrance of her perfume enveloped my senses, she was so close.
“Now” she said in a barely audible whisper, “are you ready for your surprise?” Seeing my affirmative nod she continued. “Tonight I’m granting you three wishes…” The silence was infuriating. “However, unlike Aladdin you have to select those wishes from choices I offer you. Are you game?” Again my nod signaled her to proceed. “Good boy”, was her sultry response. “First wish, now listen carefully… Do you wish you could touch me?” She paused for effect, “Or do you wish to see me naked.”
“Please, my Lady, I wish to see you naked”, was my quick reply. In truth, my rebellious cock answered that for me before I could think about the choices.
“Wish number one granted”, she announced in a breathy voice. With that she removed a pair of handcuffs from the tray began to raise my arms above my head.
Resisting a little, I gazed at her searching for enlightenment. Smiling she explained, “By wishing to see me naked you also wished you could not touch me. Understand?” In truth it was logical, but the consequences of my wish only became apparent as she clicked the handcuffs shut. True to her word she then stood before me and performed the sexiest strip tease I had ever witnessed. My cock strained to touch her, but failed to achieve its goal. Now naked, she again leaned close and breathed, “Wish number two… Do you wish me to play with your cock?” That got my attention. “Or do you wish to masturbate for me?” In truth I wanted nothing more that to cum but playing her game required me to choose. If I asked her to play with my tortured dick, then I also chose not to masturbate. Seemed like a safe bet.
“Please play with my cock”, I said. A momentarily lapse of consciousness was hopefully repaired by hastily adding “my Lady” and the end of my selection.
“Wish number two granted.” With that she picked up the fob I had grown to respect over dinner from the tray and pressed a few buttons. Sure enough, the cock ring holding my manhood began to pulse and vibrate with a life of its own. It buzzed slowly at first and then with fervor. It ramped up and down driving me to distraction. It did everything but satisfy my burning need to cum. “I just love playing with my new toys” she said with elation, “and masturbation is forbidden”. I answered with a groan of frustration. Ignoring my guttural plea she climbed over my sex starved body; placing her succulent pussy right above my tortured member with her gently swaying breasts inches from my eyes. She asked sweetly, “Are you ready for your third and final wish of the evening?”
“Please, Oh please my Lady Cassandra, will you let me cum?”
“I’ll take that as a yes” she said ignoring my question altogether. Smiling with an evil smile she spoke, “Do you wish not to stay like this all night…” the dramatic pause was killing me, “or do you wish for three more wishes?” My mind raced, as much as it was capable of racing in my present circumstances. If I wished not to stay like this, I had no idea what would happen. Alternatively, wishing for more wishes may get my frenzied cock some blessed relief. There seemed little choice but to ask for more wishes. Informing Cassandra of my decision bought a sexy, evil laugh. “Wish number three granted. First, you will stay as you are all night. Second, you are granted three more wishes.” She climbed down from her sexy perch above my up thrust penis and settled in next to me as if ready for sleep.
I protested. “But what about my three wishes, my Lady?”
Her response devastated me. “I told you that you were granted three wishes tonight, you’ve had them. You’ll get to use your newly acquired three wishes the next time we play this game. Oh, and remember wish number two, no masturbation.” With that she pressed a few more buttons on the fob, kicking it into overdrive. “Nighty-night, boy” she said as she closed her eyes and placed her hand on my buzzing, bloated balls. I whimpered a little at her last comment, “Everything as it should be” before she fell fast asleep.
In a previous session, Mistress Cassandra ordered me to obtain a one gallon jug which could be attached to a parachute that in turn would be attached to my balls. Needless to say, I complied with her wishes and obtained the required item. However, since I was locked into the Watchful Mistress at the time, there was no way I could try out this new torment until given permission. I filled the container about half full and recoiled at the weight. Could my tender orbs take this strain? When the time arrived and Mistress allowed the chastity device off and the parachute on, I was unable to tolerate the burden. Thankfully, Mistress allowed me to pour out some of the fluid (finally ending at one-quarter full) until I could endure this load. With this apparatus tugging at my sensitive nuts, I was finally allowed to touch my cock. What a torment! Even though I desperately needed the relief that she had allowed, I couldn’t enjoy the momentary stimulation because of the constant ache induced by the weights. As the jug swung back and forth between my legs, I desperately attempted the brief and hopeless task of achieving satisfaction. With her evil laugh taunting me, I struggled in vain at my assigned task for what seemed like hours. When my plight and whimpering became tiresome for Mistress Cassandra, I was ordered to remove the parachute and lock back into chastity (without orgasm, naturally). She did comment that the next encounter would involve increasing the level of liquid and maybe attaching the Dreamlover to provoke involuntary muscular movement from its electrical inspiration. Mistress Cassandra is so creative in devising wicked ordeals for me. Thank You my Mistress!