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Becoming Mistress’ slave 1: The prostate orgaI’ll never forget the day I first spoke to Mistress as that day would be the start of the most excruciating, painful, humiliating and rewarding sexual experience of my life. I had recently moved into a new city for work and decided it was as good of a time as any to pursue my kinky side and see where it could lead me. At the time I was 20 year old, tall, built and somewhat chubby guy, not the type you might think would be into being a slave. And to be completely honest I’m still not that type of person, but I wound up in that situation nonetheless.My sexual experiences had all been pretty vanilla, and I’d never had sex with the same girl more than once, so my wild side was completely unexplored.What led me to call Mistress was the advertisement she had placed in a local back pages, calling herself a BDSM femdom specialising in, among other things, prostate massage. Prostate play interested me as I really liked the idea of exploring your own body to produce a more powerful orgasm. But whenever I had tried it myself, using my fingers, I never acheived the elusiveprostate orgasm I was after. I could enduce more powerful orgasms that felt great and pumped bucketloads of cum out, but still I wanted more. This led to me deciding that I would probably be having better odds if I got someone else to help, and not wanting to involve a random girl who’s skills/willingness could vary, I decided it would be best to pay a sex worker that knowswhat they’re doing.When I first called up Mistress I was greeted by the voice of an older sounding woman, probably in her 50’s. I explained my situation to her and what I was after, and she seemed all toohappy to work with me on it. When I asked her what she thought the chances were that I’d have a prostate orgasm, I remember he wittingly saying “honey I’ve probably made more guys cum withtheir ass than you’ve cum at all, I think our odds are pretty good.” I didn’t know if that was true or not, but at least her confidence reassured me a bit. We settled on a price for thesession and I received further instructions for the leadup to the session. The first thing being to not be nervous when the time does come, as nerves can kill any chance you have. The second (and worst) thing was not not cum for at least a week prior. No sex, no jacking off, nothing. Mistress explained to me that prostate massage works best when every sexual organ isoversensitive and starved for attention. I was hesistant to agree to this as I knew the week before it would be absolute hell, but I relented and decided it was going to be worth it. Sowe set a date for one week from that day, which was due to be the first of the month, and she tells me when and where to meet her that next week.The following week was hell. Not quite the hell that dealing with Mistress would become, but hell nonetheless. I would easilly lose my temper at anything after a few days of non ejaculation.Eventually the first rolls around and I drive over to meet Mistress. She sent me to her apartment, a small, non-descript place in a quiet suburb. The type you could drive past everyday and stil have no idea what goes on inside. When I knocked on the door I was greeted by a small and thin yet busty woman easilly in her 50’s who was wearing jeans and a t-shirt. For a splitsecond I thought I must have knocked on the wrong door until she mentioned my name and welcomed me inside. We walked down the apartments hallway into the loungeroom. There was only 1 pieceof furniture in there, a long piano stool with a sybian-looking machine resting on it. Attached to the top of the sybian was what looked like a prostate massaging toy, and next to it was abottle of lube, a roll of paper towels and what looked to be a control box attached to the sybian. “How are you feeling? Pretty relaxed?” Mistress asked me, to which I replied yes back. “Well let’s get to it then, stip off” she said and I didn’t hesistate. Shoes, jumper, shirt came off in an instant and then I dropped my pants. My erect cock bounced up in my underwear once I got my pants below my waist. “Well someone’s excited” Mistress said cheekilly as she kneeled down to pull my underwear down. My hard dick popped out as she slid them down, as did my balls that were sore and heavy from a week of not jacking off. “Did you abstain for a week like I toldyou to?” she asked to which I said yes back. She began fondling them to check if I was telling the truth, “wow they’re full, you are telling the truth. Good boy, now turn around canlı bahis and bendover.” I did as I was told, and Mistress grabbed the bottle of lube and began emptying it into my asscrack. She took her finger and began rubbing the lube onto my asshole before without warning she began sticking a finger in and out. It wasn’t painful but it caught me by surprise a bit. “I don’t like stimulating the penis for a prostate orgasm, that’s why I haven’t touched yours. Prostate play should focus on exactly that, and if you’ve got a bit of pain tolerance you can stimulate the prostate for hours on end and have multiple orgasms, but we’lljust aim for the one today.”All this talk was making me really excited but a little cautious. Mistress however had found my prostate with her finger and was working me into a frenzy. The sensation was unreal, alreadyit was so much better than my own fingers had ever felt. My cock twitched and my breathing intensified. Then she slid her finger back out and walked over to the stool where she began putting lube on the toy. “Alright, time to get down to business. This is a very intense toy but many first timers before you have handled it fine. Slide the toy in and move up and down onit until you find the spot where the head contacts your prostate, I’ll be back in 1 second.” She walked off into the other room while I began working the toy into my ass. Rather q1uickly Ifound the spot where it brushes up to my P-spot and began jiggling on it, it felt so good. But when Mistress returned she was carrying 3 sets of handcuffs, suddenly I was now real worried about what she had in store for me.”What are they for?” I said, “just enhancement” Mistress replied back. “Enhancement?” “Yes enhancement. You see the human bodies natural response to being constrained is to panic, that panic helps to bring you to a more powerful orgasm quicker.” It all sounded fishy even for me, but at the same time I really wanted to have the best orgasm possible and I didn’t want towaste the opportunity. “Look I’m not going to hurt you unless you want me to, I’m just trying to do my job and give you the best experience.” She then kneeled down on the floor and startedattaching one set of handcuffs to my ankle and the stool leg, then doing the same with another set of cuffs and my other ankle. At that moment I decided to give in and just hope things would work out without me having any control over the situation, but little did I know that my decision to stay once she brought the handcuffs out would change my lifeforever. Mistress then handcuffed both of my hands behind my back, and from there on I was tied down. Unable to move off my arms, unable to move my legs, and with no way to stand up off thestool to pull the toy out of my ass. There was no way back from there.I was sweating profusely, my heart was racing, my cock was rock hard and my asshole was starting to ache. “Are you ready?” Mistress asked as she grabbed the sybian’s control box and turned it on. The vibrations started sending shivers throughout my body, they were so powerful. I could feel my heart rate increasing even more, and I started breathing quicker. My cock began totwitch all on it’s own. Mistress started smiling a really devilish smile, she took great pleasure in all of this. Whenever I tried to move my arms or legs I was quickly reminded that I wasn’t going anywhere, that raised my heartrate even further and intensified the sensations. For whatever it was worth, Mistress was right about that. The pain was slowly intensifying but the waves of pleasure were too great for me to want to stop. Suddenly my rapid breathing started turning into subtle moaning, which Mistress enjoyed. “Since you’re enjoying that so much, I’m going to turn it up a speed”. Then the vibrations got even more intense. It heightened everything to an even greater extent. It felt like there waspressure building in me and it had to release soon, I knew that was the orgasm building up. I couldn’t move, all I could do was sit there and enjoy it but enjoy it I did. I was doing allsorts of involuntary actions, from the sweating to the shivering to the moaning that was increasing in heavyness. My cock was so hard it was nearly vertical, I’d never seen it so erect before. My balls were practically bouncing around as they rested on the Sybian, that’s how powerful it was. Mistress was loving it, she laughed at the reactions she was getting from me. “Tothink one little organ all the way back there could bring a man to his knees when touched the right bahis siteleri way” she said. “OK I can tell you’re close now, so let’s give you the highest setting.” This was an other-worldly experience, the massager wasn’t so much vibrating in my ass as it was moving around insidemy ass at a frighteningly high speed. It really began to strain my poor asshole, but the stimulation was so great. I was useless at that moment, I couldn’t have told you my name or where Ilived. Hell I could barely even see straight, the waves of pleasure were so strong my eyes were shutting involuntarily. My moans were now constant, I could barely breathe and my legs would not stop shaking. My cock was stretching the limits now, it was bright red with veins I’d never seen before popping out. I was so close to cumming, it felt like I was going to explode.Wave after wave of sensation rolled through me affecting every part of my body. Then it just ended. I felt one last giant shiver go through my body, and then too many things were happening for me to take notice. My prostate felt like it had exploded, and then my cock started pumping out enough cum to drown a small a****l. It went everywhere, in giant spurts. Some even landed on Mistress’ shirt. Then the waves of pleasure started rolling through, it wasbetter than any orgasm, feeling or d**g I’d had up until that point. I finally knew what the prostate orgasm was about, no regular orgasm could ever compare. Slowly my breathing lowered, my heart began to rest and I felt aware of my surroundings again. The entire orgasm felt like a trance. Puddles of cum were on the Sybian, the stool and the floor below it. Mistressturned the sybian off and then I noticed just how sore my asshole was, it felt like it was on fire. I was still very new to anal play at the time, it was asking more than my poor anus could take. Although little did I know what Mistress would do to it down the line.So as I slowly woke up I felt amazed at what I had done. I never would have thought my body could create a rush that strong. Then I suddenly felt a shock inside me as Mistress had quicklyturned the Sybian back on and off to zap me awake. She was standing in front of me with one hand behind her back and a devilish look. “Was that everything you’d hoped it would be?” She asked, “yes and more” I replied. “That’s good, so tell me what did you think? You know after you’d told me you’d never done anything kinky and didn’t even really know what your kinks were for sure?” Mistress asked. “Well I definitely want to do that again” I replied, “I guess we can say prostate play is my first real kink”. “Cool, so what about everything else I did then? Things like telling you not to cum for days before, me staying fully clothed, not touching your penis, and the handcuffs? Did that add anything?” This all seemed really odd, whyis she asking me to grade her performance now? It’s hard enough to answer questions at a time like this when you don’t have a toy stretching your asshole and cuffs bending your joints backwards.”Uhh sure it adds to it, although I’d prefer to be told upfront about the restraints. Speaking of which can you please take these off now? “Oh absolutely not!” she snapped back. Uh oh, something was definitely up now.”What do you mean, let me up please.” I was starting to panic again. I still couldn’t move and now my asshole felt like it was about to tear in half. My cock was rapidly going from hard to soft now. “I’m going to tell you something” Mistressed said, “almost none of that was neccessary. You probably could have had a prostate orgasm even if you’d jacked off thismorning, but you did because I asked you to. You didn’t need to put on handcuffs, but you did. That’s why instead of doing something asked of you this time, I want to see how you do whensomething is forced upon you.” Forced? What does she meand forced? And at that moment she pulls the hand from behind her back and holds it out in front of me, it’s a chastity cage with asmall lock and key. Oh Shit.Very switly she reached down to grab my now soft dick and hold it up. She then quickly started wrapping the cage around my cock and balls. I tried to move away but I couldn’t break myselffree from the stool. “No, please don’t do that” I pleaded, but it fell on deaf ears. Mistress wrapped the ring under my balls, clicked the cage together and snapped the little padlock shut.She then held up the key in front of my face. WHy is she now torturing me like this? “You see boy, I’ve been bringing men to their knees bahis şirketleri for more years than you’ve been alive. I know the signs of someone who enjoys being dominated, and you display them. You may think you start and end at some bum play, but you can go way further than that, and I’m going to prove it to you.Giving men amazing orgasms is my job but dominating them is my passion, and rest assured if you do exactly as I say you’ll have that chastity removed and get an unbelieveable orgasm, but only when I think you’ve satisfied me enough. So every single week from now on you have to be dam eager to please.” “Every single week? I can’t afford a session every week” I retorted, “andwhy are you implying I’m going to have it on for more than a week? Take it off now!” “Oh don’t worry about money, I’ll only charge for today’s session. I get enjoyment out of this too yaknow. And you’ll have that on for much longer than a week. In just after a month’s time there’s a meeting at the BDSM club where if you’ll have your final test, and if you pass that youearn the right to lose the cage. To get to the final week you have to pass every lesson I teach you the previous week on how to be a good slave. Understand?” “Well yes I understand” I snapped back, “but why are you doing this? What incentive is there still for me to do any of this?” “Oh you want incentive, I’ll give you incentive” she seemed to take that as a challenge.She pulled her phone out and started snapping pictures of me. Everything visible and onbious, cock in chastity with my entire nude body and face visible. Then she walked over to where my pants were on the floor, pulled my wallet out of my pocket and took out my drivers license. Then she held it infront of the camera and took more photos with me in the background. “How’sthat for incentive hun? You fail to show up or try anything to get out of it and these will follow you until the day you die. Plus you came on my shirt and ruined it, that deserves a severepunishment in and of itself” I was feeling humiliated, she won this round. I knew the only way out was forward now.”I just hope you’ll make good on everything you promised then” I said, sounding very defeated. “Don’t worry, I will. I’m still a professional even if this is for fun. You won’t be doing anything I know you can’t do. Want to do is a different question, but nothing you can’t do.” That didn’t put my mind at ease at all. “Last thing for me to do is put this card back and takeout the money I’m owed.” Mistress then picked up my wallet and did just that, and pulled out and extra $50. “I think I’ve earned a tip, don’t you?” she snickered. “Don’t worry hun, justremember that everything I do is designed to give you the ultimate experience and the best orgasm I can. Just take it in stride and remember it will all be worth it in the end.” With that said she undid my handcuffs and started undoing my ankle cuffs. I stood up and pulled the toy out of my ass, finally my poor butthole could have some rest. As I scrambled to get dressed I saw Mistress attach the key to her necklace, she’s going to hang it in front of my face all the time from not on. As I pulled up my underwear over the cage I began to realise just what a long month is was going to be, not only can I not touch my dick for a month but it’s so heavy and obnoxious. I’m certain someone will notice at some point. I try to pull my sweats up andit looks like I’ve got a massive hard on with the bulge that sticks out. “Same time next week for your first lesson hun, oh and one more thing before you go.” Mistress quickly skipped over, kneeled down and pulled my pants back down. She then pulled her phoneback out and quickly snapped another picture of my sad looking cock all caged up. “What now?” I said. “This one’s just for my personal collection. I’ve done this to a lot of guys as youcan imagine, as a matter of fact there are 2 other guys out there at this very moment that I have caged, and every time I think it’s kind of a beautiful thing. It’s the start of the time when I took over their sexualities.” I didn’t know what to really think of that, but OK at least I felt like she was being sincere about it however questionable the acts may be. “I better be going now” I said, “OK then” Mistress replied back as she grabbed my testicles. “Remember, I own you and your little caged up penis now. So you better be ready to serve if you want itto be free again.” Ending on that note I quickly pull my pants back up and made a run for the exit. The cage felt so heavy when I walked, and it clanged too. I knew I just had to get homeso I could work out how I’m going to survive this. That I didn’t know but there’s one thing I did know, and that was that I was looking forward to next week’s lesson.

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