Date: Mon, 30 May 2011 11:55:14 -0700 (PDT) From: sissy missy Subject: My Wildest Fantasy My Wildest Fantasy & My Worst Nightmare While I have pursued femdom relationships in the past, and have even enjoyed a cuckold relationship with a wonderful woman, nothing prepared me for what I find myself in now. It all started with an ad I put on a gay website. I was looking for even more humiliation then any of the relationships in my past had brought to me. I was looking for the ultimate in humiliation and degradation to spark my libido. And want it or not, I found it........................in spades!!!! My profile was as follows: Wanted: Hot loads of cum in my mouth. My humiliation and perverted fantasies are Your lucky day!!!!!!!!!!!!!!!!!!!!!!! Anyone looking to blow a load in my willing mouth should contact me. No questions, no reciprocal action is expected. Just looking to swallow a few CLEAN disease free loads while i am there for You. :-) Uncut preferrred. Big cummers preferred. I show up at Your door. You invite me in and tell me to get naked. After I remove my clothing except for the cock cage You keep me in, You tell me to kneel. Dropping Your pants You tell me to kiss Your ass and beg for what I want. As I nuzzle my face in between Your ass cheeks, smelling Your rich aroma, and getting ready to tongue Your asshole, I wonder why I am doing this..............................and then I remember. I realize that You will not let me suck Your cock until You agree to allow me to be Your maid and clean Your house for You, including all the laundry, vacuuming, dusting, dishes, and waxing of all of Your floors. I kneel behind You and kiss Your asshole, tonguing it lovingly while begging You to be Your maid. You tell me that You cannot afford a maid and that they cost money. I kiss Your ass and agree with You. You ask me me if I will take care of the maids pay and I assure You that I will. You then ask me if sissy maids are probably more expensive then 'real' maids and I have to agree that they are probably more expensive and You then make me agree to pay even more for Your sissy maid to clean Your house for You. All for the opportunity to suck Your cock...........and eat Your sperm. Doesn't anyone need a maid twice a month????????????????????????? I had a few responses in the following months, but nothing ever panned out and I vowed that if I found the Man that would make my fantasy come true then I would do everything I could to make it satisfying and enjoyable for Him. One day, I received an email from a Man that called Himself 'Master'. He wrote that He knew exactly what I needed. That He understood that I had to degrade myself for Him. That he realized that I would never be happy or fulfilled until I was not only humiliated but controlled into doing things I would never do normally. He then told me that in the future I would be begging Him to do even more outrageous and degrading things on a regular basis and would feel even more 'stupid' for doing so. He described Himself as a Black Man, 6 feet tall, mid 40's, 190 pounds, an 8" uncut cock, and a dominant personality. Well................I was mesmerized by His email and,.......................I was hooked as soon as I saw his picture. Not only was he a good looking Man, His cock was BEAUTIFUL! It was made for worship! When soft the foreskin completely enclosed the head. And when hard, it was formidable looking indeed, with all of the veins bulging out leading to the enormously large head. My little pecker was hard instantly when I saw the pics. Of course, I wrote to Him immediately, telling Him how excited I was about Him, and asked Him how and when we might meet. That should have been my first clue of our soon to be relationship but I did not even have a glimmer of understanding what was in store for me. He wrote back and told me that I had to prove myself to Him before He would even meet me. He said that if I was serious about any relationship with Him, I had to first send Him proof of His control of me. If I wanted to be His 'faggot', I had to first go to a tanning studio and tan myself wearing a woman's bikini bathing suit. I was to shave all the hair from my body from the neck down. And I was to practice deep throating a dildo so that when we met I would be able to be all that I could be. He explained that He Himself was not gay but wanted me to be able to be an accomplished cocksucker anyway. He assured me that I would eat His come on a regular basis, but that sucking His cock would be a reward after I proved myself to Him. There was no doubt in my mind that I would do exactly as He said. I made the appointments for tanning. I shaved my body. I practiced on a dildo until I could take it all the way down my throat. It was like I was obsessed in doing whatever He wanted. The following pictures document my submission to him: (Author's note- Pictures will be sent by email upon request) It took about 3 weeks for the tan to get deep enough for Him to be satisfied with how 'stupid' I looked. In the meantime, He instructed me to purchase a chastity cage for what He refers to as 'my clitoris'. He had me put it on and send Him the key while we were communicating over this time period. He enjoyed telling me that He masturbated at least once a day, sometimes twice, and He always chuckled after He came thinking of me not being able to touch my little clit. Sheesh! It was humiliating to be sure. Knowing that He could cum whenever He wanted and I was getting hornier by the day! He would make me write lines to Him during this time. In longhand! "I cannot wait until my nose is buried between Your ass cheeks, Sir" 500 times. "Your asshole and my lips are made for each other Sir" 1000 times. "Please rub Your dick cheese on my nose and upper lip, I just LOVE the smell" 1500 times. "Thank You for considering me to be Your ass licking, cum drinking, perverted maid and servant" 2000 times. During all of these trials He put me through, I remained hard and excited. At least, as hard as the chastiy cage allowed me to. It was finally time to meet. He directed me to come to His house which, lucky enough for me, was only 25 minutes from my own residence. He told me that He would be sitting in a chair that had no bottom. That I was to come in the house after knocking and hearing His response, take off all of my clothes, and slide under the chair putting my nose directly on His asshole, and thank Him for being allowed to be under Him smelling His asshole. I do not think I have ever been so hard. I lay there under Him, my nose just millimeters from His asshole, smelling His musky scent, seeing the puckered ring of His anus, longing to kiss it lovingly. I feared for the plastic cage breaking with all of the blood pooled in my little clit! He then started talking to me. Telling me that this is where I should be........................what I should be smelling..............and how my life is going to be from now on. I could only murmur agreement as I inhaled his heady fragrance. He started stroking His cock slowly, I could feel his balls moving gently just inches from my chin while He continued to talk to me. Does my ass smell good? Do you really want to eat my cum on a regular basis? Do you really want to be my maid and clean my house for me every week? DO you agree to abide by all of My rules and to do whatever I wish for as long as I wish it? DO you promise to never complain of my treatment of you no matter how degrading and perverted it may be? Yes, Yes, Yes, I answered Him. I promise, I promise I promise! Whatever You want, whenever You want, However You want, wherever You want, why ever You want, I promise to do everything You could ever imagine just please let me stay here and smell Your asshole. "You may kiss it once", he told me, and as I did I heard Him grunt and stand up and turn around and His cock exploded on my face and lips. I opened my mouth to receive the last four or five spurts. I could feel it dripping off of my face and lips, the gamy taste and thick texture deep in my mouth and tongue. As I swallowed, I looked up to His face and eyes and said "Thank You Sir for allowing me to receive Your gift." As He looked down to my messy cum-filled face He smiled and said "It is not a gift, you WILL be paying for it in the long term!!" "Now get dressed, get out of here, and await my call. Perhaps next time you come over I will allow You an orgasm. And when I have you over next time, be prepared to work, have your maid's costume on, curtsey to me, slide under the chair, place your lips and nose on my asshole and thank me for humiliating you." "Beat it" I was hard until he called me 4 days later. The cage was becoming unbearable, but it was a small price to pay for the degradation I had received and that I was hoping for in the future. I could not wait for His call. It finally came as I was despairing that He would never call. "Are you ready to go to work?" he asked. "Yes sir, yes sir I am, immediately if You require it!" A brief chuckle and then, " Be here tomorrow at nine in the morning, dressed and ready to please, faggot!" "Yes Sir, thank You Sir" I said to the dial tone as He had already hung up on me. I did not sleep very well in anticipation of prostating myself under Him again. I knocked on the door, heard the bellow of "enter" and walked in to His home. I immediately took off the loose sweats I had worn over the maids outfit I had previously donned, looked at Him sitting in the chair with no bottom. He was naked in all of His black glory, His hard cock was jutting out while He absently stroked it with a smirk on his face. I curtseyed to Him, said "Thank You Sir" and got down to the floor and slid my head and face under His chair. His asshole was just above my lips and nose, and I could not only see, but smell the difference from the first time I was in this worship position. It looked like He had not taken much deliberation in wiping the last time He had defecated and the smell was very apparent as well. Still, as horny as I was, not having come in quite awhile, it did not seem to bother me as much as I would have thought. The brown smears surrounding His asshole were not as gross as I would have imagined they would be. "Let me tell you how it is going to be, asswipe. You live for having your nose on my asshole. There is nothing more important to you. I know it, and you know it. You are going to beg me to be my maid, and beg me to eat my cum, and beg for many other things as well. Just so you know where your place is I am going to play a little video I made of your last visit. You can listen to it while you sniff my asscrack. And just so you know that you will do whatever I say, I am going to tell you what your real name is, what your real job is, and where you live. I did a little google search on you after getting your name off of your driver's license in your wallet the last time you had your nose in my ass. So, if you do not want everyone to know what a cum-sucking faggot ass-licker you are, you are going to kiss my asshole right now and say 'I belong to You now Sir'. Now say it, loser! " Oh My God, I could not believe it. He had videotaped our first visit, and as far as I knew he was already videotaping this visit of me walking in, curtseying in my maid's outfit, crawling under His chair, putting my nose and lips next to His asshole and saying thank you sir. Sheesh! He knew who I was, where I worked, and where I lived. I had no choice, I pursed my lips, moved my head a half inch and kissed his asshole saying "I belong to You now Sir". He chuckled and said "Yes you do, faggot" "So this is how it is going to be faggot. I know, from your profile, that you have this need to eat my cum and be my maid. I also know that you have the desire to have to pay for this privilege. In fact, you will pay for everything I give you. That should make you feel especially stupid and abused like the humiliated and degraded scum that you longed to be." "Say 'Thank You Sir for abusing me'" He said to me. Of course I responded with "Thank You Sir for abusing me". After another little chuckle he said, "Okay then My faggot little sissy, we are going to play a game that I enjoy, and I am sure you will come to love it as well. It is called 'Twenty Questions', and the reason I am filming this is so that you will be able to view a copy of it later and know exactly how much money you have to bring with you next time I summon you to clean my house." "I will ask you a question, and you will kiss my asshole, think of your response to my question while you slide your tongue deeply into my asshole, then kiss my asshole again and then answer my question. Each time you kiss my asshole, you will pay me $10.00, and each time you slide your tongue deep into my ass, you will pay me $5.00. What this means to you asswipe is each and every question I ask you will cost you $25.00." "Your dicklette seems to understand what I am saying. It looks like it might break that cage! Do You understand the game?? "Yes sir, I understand" , I murmured from under His ass." "Good, and one more thing, speak up loud and clearly for the video. I want everything you answer to be legible and clear. Keep in mind that you are not allowed to ever answer in the negative. Should you not want to answer 'Yes', then I will allow you to say 'ohhhhhh' first and then answer in the affirmative. That way I will know that you probably are not wanting to say 'yes'. It should make the video much more fun and degrading for You." "Now then, tell me, how does my asshole smell?" he asked me. "It smells much stronger than the last time I was here, Sir", I answered him. "Hahahahaha, that is because I did not do a very good job of wiping yesterday when I shit, and I have not showered since then either in anticipation of having Your nose up there today" Wasn't that thoughtful of me?" "ohhhhhhhh, Yes Sir" "You must like the way it smells, because you have already paid me $100..00 with the last 4 questions. Hahahahaha. I want you to lick it clean now, and before you answer the next question think about your answer while you kiss and french my asshole. Don't you want to beg me to lick my asscrack clean??" "ohhhhhhhhhhh jeez, Yes Sir, please allow me to clean Your sweaty, dirty asscrack with my tongue. Please allow me to taste the gift that You have made for me by not cleaning there. Please let me clean it with my tongue, please, please please." "hahaha This is going to be so much fun having you in my life and under my ass. My Cock is hard at the thought of how much amusement you are going to give me.", he said to me, as I started bathing his backside with my tongue. His taste was acrid and pungent, but my cock was so swollen it was almost painful in the cage. The more I licked and cleaned and swallowed, the more I was turned on by the whole scene. It was as if He actually understand exactly what I needed. "Taste good?," he asked me. "Yes, Yes it does Sir" "Would You like me to take off your cage and allow you to stroke yourself while you are making love to my asshole with your tongue. It will be the only way you are allowed to masturbate so I suggest You take my offer." "Please, please, yes sir, please allow me to stroke myself" I responded immediately. He bent forward in the chair and unlocked my cage, slipping the cage and ring roughly off of my tiny hard dicklette. "There my little sissy, go ahead and touch your little clit. But keep in mind that you do not have permission to come. There is only one way that you may have an orgasm and you will learn what that is when the time is right. I do have to warn you though that if you play with yourself while kissing my ass, the price of each question is doubled! Hahahahaha. Do you still want to masturbate while making love to my asshole? You already owe me $175.00, I wonder if you are going to start paying $50.00 per question." My cock gave me away. It was so hard, harder than it has ever been. I had to touch it, to stroke it, to feel the heat of it. "Yes, sir, thank You so much for allowing me to touch my clit", I sheepishly answered him. I could hear him chuckling as I kissed his ass and answered his first $50.00 question, stroking my clit as I did so. It felt sooooooo good. "So, my little sissy, how much do maid's make?" "I think they make around $50.00 per visit Sir" "Hmmmmmmm, so how much are you going to pay me to be my sissy maid, certainly it must be more than a real maid?" "Would $100.00 every time I came over to clean Your house be sufficient Sir?" "Haha, since You already paid me $100.00 just talking about it, I think it will be fine. I expect You to come by once a week on Saturdays at 9:00 AM sharp. Do all of the dishes that I have piled up in the kitchen sink, scrub and wax the kitchen and bathroom floors, vacuum all of the other rooms, make my bed, dust everything, clean all of the windows, then pack up all of my laundry and take it home with you to do at your house. I expect you to soak all of my underwear for one hour apiece in your mouth , making sure that any stains are resting on your tongue. After they have soaked, handwash them, hang dry in your bathroom, and then iron and fold them. If anyone visits and wonder why you have so many pairs of extra large Men's underwear hanging in your bathroom I want you to tell them that you love the asshole they belong to. All of the rest of the laundry will be ironed, folded, and brought back on Your next visit. The suits will be dry-cleaned. DO you understand?" "Yes Sir, I understand completely", as I once again kissed his asshole. "I will start each session with '20 questions' before you start on your duties as maid. You shall curtsey, crawl under my chair and lay the money you owe me from your last visit upon Your chest, and say "thank You Sir". Before you start cleaning I will probably ejaculate into your mouth. You do want me to do that, Don't You??" "Yes sir, Yes sir I do!!" "How much do You think that is worth? To be able to taste my cum in your mouth, having sperm breath all morning while you clean my house for me." "Sir, I have no idea. I know it is an honor, but I really have no idea what to pay You for it." "Hmm, do you like the taste?" "Oh yes sir, I do. Last time it was wonderful" "Hmmm, and would You hope to have a mouthful before work and after work as well??" "Yes Sir. I would hope to drink all of Your cum as often as You would allow me to do so. I would gladly drink all of Your cum if You would allow it", I responded thinking that it would please Him to see how far I would go to be his cum-junkie. "I will allow it. In fact, you have just given me a great idea. Since with your next answer, you will owe me another $200.00 just talking about my cum, we will start with $200.00 for every hot load I spurt into Your waiting mouth. I will also save my cum in the freezer for you, each and every time I masturbate thinking of how stupid you are, I will wear a rubber so that you can suck out the cum out of them while you clean my house. You can pay me $100.00 for each and every rubber I save for you Hahahahaha , good job sissy. Now, did you really mean what you said about my every load??" "ohhhhhhhhhhhh jeez. Yes sir. Thank you so much for allowing me Your every load of jism. I look forward to each and every one of them. Whenever Your cock needs to relieve itself I will be there for You with an open and willing mouth!", I answered while trying to hold back my own approaching orgasm. With that, he stood up and turned around, knelt over my chest and blasted his load of hot cum down my throat. "Get to work, sissy", He told me as He turned around and walked off to the other room. At least one of us came, I thought, as I wondered what I might have to do be allowed an orgasm. The first day as His maid was a long one. And I did not get the opportunity to eat another of his loads when I was done. Although I did get other treats. He rang a little bell and when I heard it I was unsure what it was. After the third set of rings I walked into the room He was in and said timidly "Yes Sir?". He told me that whenever I heard the bell I was to come running, curtsey in front of Him and say "Yes Master, You rang?". I curtseyed to Him and said the required words. He smiled at me and said, "Get me a cold beer from the refrigerator". I scurried off to do His bidding and when I returned He said that since I had promised to 'have an open and willing mouth whenever His cock needed to relieve itself' that I could get on my knees in front of Him and beg to be allowed to drink His piss. I did not know what to do. This was more than I had bargained for. BUT, my cock was still hard as it had been all day long while I cleaned His house. I had not come for over 3 ½ weeks and thinking of everything that had happened so far, I made the decision to be all that I could be, so to speak. I begged Him to allow me to drink His piss, to feel the warm, golden liquid splash in my mouth and down my throat. I pleaded with Him to always allow me the honor of serving as His toilet. He laughed as He stood up and took His cock out, explaining to me that I would certainly be His favorite toilet and that for the privilege of drinking His piss, I could pay Him $50.00 for each and every time. He pissed twice that day before I was done, each time filling my belly with His urine, each time making me feel even more stupid. When I was done, He had me put on the chastity after holding an ice pack over my poor clit and blueballs. He indcated that I might just be able to have an orgasm next time I came over. He also told me that He did not necessarily care for the maids outfit and hated the thought of me in loose sweats to cover it up while going and coming from His house. He told me that I was to dress like the sissy faggot that I was, and that next time I came over I would be wearing short white 'Daisy Duke' shorts, a pink, lacy t-shirt with short capped-sleeves and a short midriff so that my bellybutton showed, white lacy anklets and mary jane shoes. No jacket or outer clothes to cover it up would be allowed. When I cleaned His house I would be naked save for the little hard on I would probably have jutting out, caged or not, and, of course, my tan lines. I shuddered as I thought of how stupid I would look in public in that outfit, and how stupid I would look cleaning his house naked, but I complied with, "Yes Master, thank You for Your instructions" and another little curtsey. What could I do, he was filming everything. I could not have Him let all of my friends and acquaintances and work associates know what I had become. He smiled and said, "Get out, sissy, see you next Saturday." "And don't forget my laundry and dry cleaning by the back door on your way out". Stay tuned for Chapter 2.- "It gets worse"