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Dear diary,
The next few weeks are going to be very special. Since I can't possibly confine this in any of my girlfriends I have decided to create you, my diary. That way I have someone to talk to and have something fun to read later on.
Since all good relationships start with good introductions I'll start there.
My name is Cassandra, a 171 cm tall brunet. Although I am not photo model beautiful I'm not unhappy with my figure either.
What I'm also not unhappy with is my relationship with Johnny. We met 6 or so months ago in the university library where he was looking for an economy textbook and I was looking for a volunteer for my applied psychology assignment. He didn't find his textbook that day but I got my volunteer and a date. We have been going steady ever since that first date 5 months and 3 weeks ago. That might sound horribly standard and for the first month or so it was. Then one night I was giving him a blow job and he just couldn't stop using his hips to 'assist' my movement. I guess its flattering to know you are so good a man just can't stay still but having him jam his penis in my mouth like that infuriated me. So I grabbed the nearest piece of cloth I could find, my pantyhose as it turned out, and tied his legs to the bed. Before he figured out what I did I climbed up his chest and pinned his arms using my legs. Now THAT got a reaction! His erect member got even firmer and I definitely felt something get wet in my panties as well. After a couple more teasing licks he started begging me for more. "Not until you use your tongue to make up for your behavior young man!" Those words just came pouring out, god I felt so ashamed and afraid of being rejected. But instead he strained to raise his head and diligently started licking. It wasn't long before I couldn't control myself any longer and simply exploded. "Ohh god that was wonderful dear, I forgive you. Now continue and give me a reason to let you cum." A few seconds later I was straining to stay on top. Man I knew he was good but this level of motivation was new to me. After an orgasm that seemed to go on forever his unrelenting tongue finally got tired long enough for me to regain the initiative and deliver him his well earned release.
Although it was one of the best experiences I had must admit that I was also a bit scared and ashamed of what I did still afraid that he would reject me for it. I can't tell how great it felt when he told me the next day that he had loved it and hoped that I would tie him up again during the sex. Somehow hearing that he felt equally uncertain made me so happy, it was as if a burden had been lifted.
Over the next few months we continued experimenting. First with those cheap metal cuffs, but those offer no restraint and leave ugly marks. So it wasn't long until we started buying real leather cuffs. So far I have a collar, wrist and ankle restraints that I love to use on him. But what really completes it for me though are the blindfold, ring-gag and whip we got. Somehow blindfolding him gives me freedom to tease him even more and the ring-gag ensures that all I ever hear as complaint are his incredibly sexy grunts. Best of all though the ring still allows him to serve me using his tongue. So far we have spend countless hours with him licking my high heels, legs, breasts and pussy. All while blindfolded ring-gagged and my whip leading the way. Turns out few things turn me up as much as the muffled moans of my slave licking my heels. Odd really because initially I was afraid to ask him and thought it wouldn't give me a lot of pleasure anyway. Still me and my stiletto's are glad we did. But I am getting distracted here...
So like I was saying I am keeping this diary to confine the events of the next few weeks. You see Johnny came to me yesterday and asked if we could add something new. Then he showed me a picture of a rubber hood with detachable blindfold. Turned out Johnny is quite the rubber fetishist and also thinks the hood will give me the freedom to go further where I was now hesitating. Having seen pictures of men in hoods I have to say the prospect really turned me on. Still I told him I wanted to sleep about it, however in reality I just wanted to use the time to buy some stuff and do some secret preparations.
Friday: I skipped class to go to town and buy a few things I want to have before indulging 'poor' little Johnny. I now have a bottle of lube, long latex gloves, and inflatable butt-plug and a vibrating butt-plug. Too bad they didn't have a vibrating inflatable plug but I guess that's life. After hiding my new toys in my room I went back and attended the last two classes. We met up at my place and I told him I'd be willing to indulge him and his latex fetish but ONLY if he surrendered to me for two weeks, and that included no orgasms. (Of course since we don't live together and a chastity belt is not going to work in college it's going to be more of a mental battle but still it should be good fun.) Have to say that he agreed a little too happily but hey he's going to be the one regretting that. We are going shopping for the hood tomorrow; submission is on Sunday I can't wait.
Saturday: What is it with men and sex shops anyway? We were both a bit anxious when we got to the shop but that's to be expected. It also didn't help that the shop assistant looked a bit more kinky than what we were looking for. But with Johnny it was as if he grew more nervous with every second we spend in that place. Not willing to let such a tease go by I made sure we started by checking out other items before moving to the hoods. About 5 minutes in I think the shop assistant fingered out what game I was playing because she approached us and started to explain the intimate details of the item we were looking at. Continuing she took us through half the store until we finally stumbled onto the hoods section at least 30 minutes later. Ahh you should have seen the relieve on Johnny's face, it was simply adoring. Within a few moments we found a black latex hood with an attachable blindfold that was perfect for us. But before we could move to the checkout the saleswoman stopped us. 'You can't just buy the hood without at least trying it on'. Johnny tried his best to get out of it but the saleswoman was adamant she wouldn't sell it to us otherwise. Reluctantly Johnny gave in and go into a dressing room. "Hope you don't mind me adding to his tease". "No your help has been absolutely delicious". "Well in that case I think I know of another trick we can try, If you are interested of course". The way she said it made me all warm and tingly. "Absolutely! Go for it I'm sure he won't mind, too much at least". A minute or so later Johnny got out of his dressing room and my was he one sight to behold. The smooth black surface of the hood really brought out his lips and his deep blue eyes."So how do I look?" "Wonderful you look simply delicious."."Ohh it definitely looks good on you but is it comfortable enough?" The saleswoman interjected. "Well it does feel bad..." "Ohh that's wonderful now let's try it on for a few minutes and if it stays that way I'll gladly sell it to you. So how about I show you the rest of the store's inventory while we wait?" "Well I've seen quite a bit of your inventory already..." Johnny replied with increased desperation in his voice."Ohh thank you for the hint I totally forgot. Your are absolutely right we really should try that hood with the blindfold affixed to it!". With that the saleswoman pushed Johnny down in a chair and before he could even respond she had already attached the blindfold to his hood. "Now you wait here while I show your girl the rest of the items". I could see that Johnny was really starting to break a sweat and just looking at that made me grow wet and hot. I must admit though that the only reason I was able to relax was that fact that I had seen the saleswoman close the shop while Johnny was getting dressed, otherwise I might have been just as nervous by now. With Johnny nervous but blindfolded in a chair the shop assistant took her time showing me around the shop and on her advice I bought a penis and ball harness she had shown me. That would allow me to tease him even more during the two weeks without having him orgasm prematurely. Of course I made the purchase in such a way that Johnny only heard that I was buying something but had no idea what. With the items stored safely in my purse I ordered Johnny to take his hood of and buy it. As we left the show the shop assistants devilish "have fun you two" send another shiver through Johnny's spine, ahh this is going to be fun indeed. With my pussy on fire from this whole adventure we rushed home to have some of the best quick sex I ever had. Whispering "Good boy, now that's the last orgasm you get from me in two weeks" into his ears while orgasming was simply delightfull
Sunday: During the week me and Johnny have our own place but during the weekends he usually crashes at mine. This Sunday was no exception. It was however the first time in six months that I woke up to find Johnny was already making breakfast. Not wanting to ruin this unique event I pretended that I was asleep until he came to wake me up. (Seriously men can be so gullible at times) Afterwards we took a nice long shower together were I took every opportunity to soap and otherwise excite his very excitable member. Satisfied that he was both squeaky clean and horny we left the shower where I made him kneel naked in front of my full length mirror. Taking my time is spread out the cuffs and hood on the floor between him and the mirror. "Hand me your ankle cuffs dear", "Good now raise your left foot so I can put it on"."Other foot next"."Good boy now give me the wrist cuffs and keep your hands in front of you, I have need for them later". Next I picked up his hood, removed the blindfold, and pulled & fastened the hood over his head. Before all this I was never really into latex but the sight of a hooded and cuffed Johnny made me happy I had decided to go experiment. "Ohh I see someone else is happy with what he seeing" I whispered in his ear while stroking his very hard penis. "Now to complete the picture I will collar you to conceal the hoods zipper and make you completely mine". Yanking his leash I got him of his knees and onto the bed licking my feet and upwards. A good 30 minutes and a forced detour across my breasts later he had worked his way up to my dripping wet pussy. With a little encouragement and steer from my whip he had done a wonderful job on my body and now it was time for my release. WACK "Now give me what I deserved!". Ohh god he was so motivated he made me make a mess of my bed, a bit embarrassing but so wonderful. Once I was properly exhausted I had him sit on a chair facing my full length mirror. "Good boy now it's my time to return the favor and remember I want to hear a STOP from you before you cum". "Yes Ma'am I'll be good" with that I started toying with his member. Jerking him off at first I quickly noticed just how excited he had become. So I switched over to some oral stimulation of his shaft and then his head. "OHH god Cassandra please stop I'm going to..." Prompting me to quickly let go of his throbbing member and waited until he settled down a bit again. "Good boy, but I'm afraid I'm still very horny myself. So I am going to relieve myself with my vibrator. This ring gag should ensure I am not distracted by you". "This blindfold should prevent you from getting over stimulated; it's for your own good". With that I left him on his chair while I went to douse my own personal fire. After I was satisfactory relieved I untied Johnny and together we made up a fresh bed and had dinner. "Cassandra, today was wonderful and I can't wait for tomorrow" was what he whispered in my ear when he went home and I have to say I agree. I can't wait until tomorrow to tease him so more.
Mondays are always busy nights for us since we have to go to work after Uni. Fortunately I am off about an hour before he is so that gave me time to prepare something short and sweet for tonight. After a quick shower I slipped into my black panty hose, my black silk top with chocker to finish it off I had gotten a pair of elbow length black latex gloves. With a latex lover like my Johnny they were bound to get a response from him quickly.
Unfortunately though that part of my plan relied on me getting the gloves on which proved to be trickier than I had hoped. In a porn movie they just slide on but trying that just got my hand stuck. Rolling them up inside out like a condom proved equally useless since the rolled up bulge was just too inflexible. Finally and with the help of a YouTube instruction video I managed to get them on. (good thing I had the time to fidget around in privacy, I think I would have given up in embarrassment if Johnny had been in the room)
Anyway with the gloves on I could get started with the fun bit. I grabbed my penis shaped vibrator, my lube and my Hitachi wand and started touching myself. It wasn't long before my first orgasm came and after that sliding the penis shaped vibe into my pussy was easy. I had barely put on my lace panties to keep the intruder from falling out when I heard Johnny enter my home."I'm in the bed room waiting for you Hun". As soon as he entered it was obvious that I was having the desired result. "You were taking so long I decided to start without you. Now quickly strip naked so I can get you ready". Once fully naked I tied him to the chair like I did yesterday, hooded without blindfold but with his arms locked behind his back. All the while the vibrator in my pussy was audibly doing his work and I hadn't even finished tying him up or a climax shivered through me. "My judging by you member I don't think you need much more stimulation". "Still how about we give it a go?" I said while sliding his raging hard on into my mouth. A few minutes later he was blissfully moaning. "Ohh no you don't today I am going to get some pleasure of you" I said as I let his manhood slide from my mouth and walked over to my nightstand to get the penis harness. "This little fellow is going to keep you rock hard and prevents you from cumming while I get to ride you for pleasure". With a little fidgeting I got his penis and ball snugly secured in the harness (glad I had paid extra attention to the sales demonstration of this item).I moved my panties aside taking the now super wet vibrator out. "Ohh look what you did, you better lick it clean bad boy". "Lick it all the way, that's it. Now you have earned it" With that I impaled myself on his member. My was he ever big and hard, he was really reaching all the right spots. It wasn't long until I climaxed and after three (okay it might have been a bit more) I collapsed on him. After that I untied him and made him get dressed with his penis still fully erect."Now don't be a naughty boy when you get home or the game is over"."Yes ma'am but I am really horny, can I please have some relieve?". "You know what tomorrow we'll penetrate a nice wet hole and I'll let you have some release then". "Okay thank you ma'am" he whispered as he kissed goodbye.OHH if only he knew what I have planned for tomorrow, I can't wait.
Tuesday's lectures were dreadfully boring, useless and took forever. I never skipped a day of class in my whole life but it is days like this that make me reconsider that stance. Fortunately Johnny was waiting for me afterwards and with a small detour to the shops we went to my place. Johnny might have grown a lot more tentative this last week but I doubt his cooking has shown similar progress so I decided to cook. After dinner Johnny offered to do the dishes so I could get dressed, my this is ordeal is really improving his behavior. I quickly slipped into my black negligee with the black latex gloves, collected the cuffs, collar and hood and went back to Johnny. Once he was done with the dishes I ordered him to strip and take a good long shower with me watching. "Be a good boy and make sure you soap your member with long slow strokes". Seeing him being forced to play with his member was quite the turn on."All right that's clean enough young man, turn off the shower and get yourself toweled" Once ready I cuffed his ankles and wrist and hooded him blindfolded. Using a leash I led him to the bed."Get up all fours with your knees spread". As Johnny got in position I grabbed is arms and pulled them between his leg attaching his wrist cuffs to his ankles. With his face forced down into the bed and his ass sticking up I grabbed the lube."Ma'am it's going to be a bit hard for me to penetrate you in this position". "Ohh don't worry about that" I said as I applied a big splash of lube to his sphincter."But Ma'am! I have never, arrrrg". "That's right let my little rubber wrapped pinkie slide in, just relax". Working my pinkie up and down his ass I steadily felt him relaxing enough to pull out my pinkie and I quickly plunge in my index finger. A deep grunt escaped from his lips."Ohh is my boy enjoying this?"I taunted as I slid my finger up and down while simultaneously stroking his member. When satisfied that I had stretched his sphincter enough using the curvature of my index finger I added my middle finger. "Now that's a good boy, let's see if we can give you some of that relieve we talked about "I whispered in his ear as I massaged his prostate."Ohh god Cassandra it's like I'm cumming except without the orgasm". "that's right give it all to me you bad boy". I had never given a man a prostate massage before and I was quite surprised. Not only was the prostate easy to find and massage, the result was actually quite messy. Apparently it was also very exhausting because Johnny was still panting when I send him home, panting and in need of relieve, just the way I wanted him to be.
Wednesday one of my professors's stayed home sick so I could go home early. Relieved to go home early I was disappointed to find a startled Johnny naked except for the cuffs and hood playing with himself in my bed! Furiously I leapt onto the bed "What do you think YOU are doing" I screamed as I jumped on top of him forcefully securing his cuffs leaving him spread-eagled on my bed."I am sorry Cassandra but his is just becoming too much, I am aroused all day and can't concentrate on anything else. I went over to you place to wait for you and beg for mercy. I am sorry I couldn't control myself once I got here". Ohh boy this was exactly what I had hoped for but a little sooner than I had planned."You have been very bad and I have to decide what I will do to you, I'll be back!" With that I left him in my room. Ohh boy I had hoped to set this up nice and relaxed but I guess I best exploit the moment. First I spread the rubber sheet on the floor of my living room in front of my table. Then I setup the camcorder I borrowed from my best friend Lisa onto a tripod and hooked it up to the tv in the living room as well as the one in my bedroom.(I might not be a very technical girl but even I can connect a few wires and a splitter). I just hoped the plug will fit his ass.
"All right slave I am going to permit you to cum today. But you will do so as I wish you will let me do what I want to you and you will call me mistress when we are together from now on. If you don't agree to that you can go home, what do you say?". "Ttthank you mistress I'll be a good slave I promise". With that I untied him from my bed and led him, blindfolded, to the living room. "Stop! I want you to lay down on you back on this latex sheet. Little more towards me, yes perfect". I then bound his wrists behind his back. "arw is that uncomfortable? Don't worry I'll fix it" I teased as I grabbed his ankles and folded his legs over him until his feet touched the ground next to his head, securing the ankle cuffs to the table. Perfect! He was now folded over so that his penis was facing down right into his ring gag. Next I began working his ass until finally he relaxed enough for me to insert three fingers. That was my queue to pull them out and quickly replace them with my small vibrating butt plug. Fortunately it went in without to much hassle but was still snug enough to prevent him from pushing it out easily.
Happy with my handiwork I decided to show it to him. "Watch the tv" I told him as I removed the blindfold. Picking up the camera I showed him his own plugged ass."In a few second I will turn this one on to a slow steady rhythm forcing you prostate to ejaculate". "As you can see you penis is located directly above your open mouth. My last training is that you swallow this precum on my command. After that I will milk you until you orgasm. Of course that will probably end up in your mouth and on you face too but that's life". With that Johnny started to moan and struggle feverishly. "Here allow me to put back your blindfold so you can concentrater on fully enjoying the experience" .VrrrrRRRT VrrrrRRRT "that should be the right rhythm".
"Ohh thats it let it squirt out, now swallow".
"swallow or I'll squeeze your balls until you do! GOOD BOY" With six long strokes I finally allowed him release and he exploded all over his face and mouth.
As Johnny lay on the ground panting I got my inflatable butt plug out, stuck it through his ring gag and with one big squeeze of the bulb inflated it to stay in place."Now let me explain what's going to happen next" I whispered in his ear. "The cold plastic you feel pressing against the V of your dickhead is a small bullet vibe. My small elastic hair band wrapped around it will ensure that it stays there without limiting you penis bloodflow too much. With a flick of this switch I will put it on a similar pattern as the butplug for you to enjoy. Don't worry though as I'll be in the next room playing with myself while watching you on TV". Switching on the secondary vibe Johnny began thrashing his bonds feverishly. "Don't worry just enjoy, by the way did I mention I am taping all this?" With that I walked out and closed the door.
It has now been 4 minutes since I left Johnny to his mechanical torture. The hatachi wand and me have made and absolute mess of my bed. At the same time I think I have seen Johnny orgasm at least 4 times now So I guesse it's time to untie him. I'm a little afraid I went a bit too far and that Johnny might not trust me anymore. Then again it was wonderful and I wouldn't trade the memory (or the tape) for the world.
Addendum: It's interesting; we girls always seem to see the world in worst case scenarios. Turns out Johnny thought the whole experience was rough but wonderful. Two years later we are still together, both having graduated a year ago we moved in together as soon as we both had a stable job. With the economy going down the drain we decided to live of one income using half of the other to save and the other halve to indulge our fantasies. In fact that is the reason I added this epilogue. You see I recently acquired a latex nun uniform and the vacbed is on its way. Time to write another diary, this time featuring sister Cassandra forcing confessions out of poor slaves. But that's something for the future...