“Faggot, go to the training room, take off your dress and kneel waiting for Me.” ordered Mistress Andrea. Sissy Cassie hurried off to the training room, slipped out of its pink maids uniform, and knelt anxiously with his head bowed waiting for Mistress. When She entered the room, Mistress Andrea told Sissy to look up. Mistress looked absolutely stunning! She was wearing a short latex dress which accentuated the lovely curves of Her body, and thigh hi latex boots which caressed Her long, shapely legs. “Mistress, You truly are beautiful!” said Sissy. “Yes I am My little faggot.” responded Mistress Andrea.
Mistress walked over to a table, picked up an arm binder, and told Sissy Cassie to stand. “Put your arms behind your back.” She ordered. Sissy Cassie did as he was told and Mistress Andrea slipped the arm binder around both of his arms securing it tightly. Sissy stood as Mistress walked over and took a lenght of chain from the hook on the wall. She hooked one end to an eyelet in the ceiling beam and then told Sissy Cassie to bend forward. Once Sissy did Mistress Andrea hooked the other end of the chain to the end of the arm binder forcing Sissy Cassie’s arms high in the air behind him. Mistress Andrea then placed two ankle cuffs on Sissy and secured them with lenghts of chain to eyelets in the floor. Lastly Mistress secured a penis gag in Sissy Cassie’s mouth “Get used to this position faggot” said Mistress Andrea “You’ll be in it for quite a while tonight. I’ll be back when My guests arrive.”
Sissy Cassie didn’t know how long he had been in bound like this, but it seemed like at least an hour before he heard foot steps approach down the hall. Sissy could not see who entered the room, but heard Mistress say “This is My faggot, your little fuck toy for the evening. Go ahead and get undressed I’m sure the fag is anxious to see who is here.” Mistress walked in front of sissy and grabbed him by the hair to lift his head some “Look at what I brought you faggot.” said Mistress. When Sissy looked up there were three gorgeous hunks standing naked before it. “They are going to use that mouth of yours and fill you up like the cockwhore cum bucket that you are you fucking little fag.” said Mistress as She released the penis gag from his mouth. With that one of the men moved in front of Sissy Cassie and began to rub his cock back and forth across his mouth teasing him with it. “Want this faggot?” said the man. “Please” responded Sissy. The man laughed and stepped back just a little, and said “Come and get it faggot.” Sissy strained to move forward but the chains were secured very tightly and he couldn’t. “What’s the matter faggot can’t reach.” the man said as they all laughed as Sissy struggled to get the cock, his tongue flicking at it and his mouth gappping open. The man moved back close to Sissy Cassie who hungrily licked the head of the cock and then up and down the shaft. Soon the man’s cock began to grow, but before he allowed Sissy to suck it he cock slapped his face with it, then shoved his cock into Sissy mouth. Sissy Cassie moved his head back and forth sucking as best he could given the position that Mistress had put him in. The more Sissy struggled to suck the more the man teased him by moving every so slightly back, bringing more laughter from Mistress and the other men. As this continued Mistress Andrea walked behind Sissy and roughly pulled his panties down below his faggot ass checks. She then walked to the wall where Her paddles hung and selected a thick leather one. With the man continuing to tease Sissy, Mistress began to severely paddle Sissy’s ass saying “Come on faggot suck that cock, come on you little fag whore suck it.” Sissy winced with each stroke and tried to force himself forward so he could take the cock.”Please let me have it please. ” cried Sissy Cassie, but the man was enjoying himself too much and wouldn’t move closer. “You better suck that cock bitch or you won’t be able to sit for a week when I am done beating your faggot ass. ” ordered Mistress. “Sissy is trying Mistress, please have him come closer please Mistress.” cried Sissy Cassie. Mistress continued to beat Sissy but gave a nod to the man and he moved closer so Sissy could take all of his cock in his mouth. When the man was ready to cum he grabbed Sissy by the head and pumped ferverishly exploding his cum juice down Sissy’s throat. As the man pulled his cock out of Sissy’s mouth Mistress ordered him to lick it clean saying “Get every drop fag boy.”
The other two men approached Sissy at the same time and he took turns licking and mouthing the head of each as them as the men stroked themselves. When they were both hard they took turns sticking their cocks in Sissy’s mouth. “Suck them both at once fag. “ordered Mistress. She laughed as Sissy’s mouth grew wide and he began to gag on the cocks as the men forced them further into his mouth. Mistress once again moved behind Sissy and began to paddle his already crimson red ass “Suck them off you fucking fag, suck them off, I want them to cum all over your fucking face.” She said. Sissy sucked both cocks and when the men were ready to cum they pulled out of his mouth and shot their loads all of Sissy’s face. Mistress and the men stood and laughed as the bound Sissy looked at them with its cum covered face. “Lick up whatever you can cockwhore and swallow it.” ordered Mistress. Sissy did as he was told which brought more laughter and demaning remarks. “Let’s go have some wine, then we’ll wipe his face and start all over.” said Mistress. They left the room with Sissy Cassie bound as he was and his face covered in cum.
Mistress Andrea can be reached
toll free at: 1-888-745-8716
Latest session with my Faggot, also some pretty gifts it sent me. Call Mistress Andrea for your phone sex femdom training at 1-888-745-8716
Let’s see, where would I begin. Cassie is MY Property, for those of you new to my blog. We have been training now for a long time, years… and Cassie is my creation. I have emasculated it, and made it love cum, and crave cock! The best of the perfect worlds..don’t you think?
Cassie is no stranger to having a Mistress, equiped with a pretty wardrobe, I have taken Cassie to another level, giving it makeup lessons, even as far as now Cassie has a “Cindy Crawford” beauty mark on it’s pretty face. I have also increased it’s wardrobe to many more femme items. We have dress up sessions, where I send Cassie, instructions and how to prepare for our session. Always dressed for me like the perfect girlie boy.
Did I mention also that Cassie, shows the utmost respect for me? This week, I was pampered again, with wonderful soaps and shower gel, in my favorite scents, pink grapefruit, coconut, Japanese Cherry Blossom, from the Body Shop.
Also the most gorgeous ring! It is floral, amethyst flowers, and has little green leaves, and diamond center, it matches other beautiful jewels my faggot has lavished me with. I have pale green stud earrings, and a pink pendant necklace, and also pink and diamond earrings. Faggot respects and tributes Mistress often.
I enjoy sissifying and emasculating Cassie, and taking it further down the humiliating road of cock sucking and cum loving.
Faggot is owned by Mistress Andrea, strickly MY Property, and faggot knows it!
Mistress Andrea can be reached
toll free at: 1-888-745-8716
More cock sucking lessons for my faggot Cassie.. read on and wish it was you that I was training…
Cock sucking lesson #3, (I have been having Cassie write up a summary for each session, as it sucks away.. here is one…
Mistress, tonight Your fag shoved the vibrating butt plug up its ass pussy,slipped into its pink ruffle rhumbda panty, put on a layer of pink lip plumper, then began to suck its big, black dildo like it hadn’t had any cock in weeks. Hmm cock, this fag loves cock! Faggot loves licking the head, and licking up and down the shaft, then sucking the head and every fucking inch until the cock is in the back of Faggot’s throat. Sucking, sucking, sucking cock is want Faggot wants to do for You, gagging on it, slurping up every drop of hot delicious cum. Please keep making this fag into a fucking cum eating cock whore Mistress. Please!.
YES FAGGOT, I am going to keep making you suck cock! Of course, that is why I call you a cock sucker.
Lesson #4
Mistress Andrea,
For its 4th cocksucking lesson of the week, Your Faggot, coated its whore lips with rich plum colored lipstick, slipped into its lovely silk and lace plum colored panty, and shoved the vibrating butt plug deep into its ass pussy. As Faggot began to suck on the dildo it thought of being picked up off a street corner by some guy, getting into the front seat of his car, reaching over and unzipping his pants as he drove, gently pulling his cock out, and getting to work on it with this fag tongue and mouth. Hmm, lickity lick the head and and the shaft, and then mouthing the head, and sucking his fucking cock as it filled faggot’s mouth, and shot its hot juicy cum load down faggot’s throat. Faggot wants cock! Faggot needs cock! Faggot loves cock! Please Mistress give Faggot cock to suck, please!
Faggot, maybe I should put you out in a parking lot and see what might happen, in those pretty panties of yours, and a pair of thigh high boots! Let’s see how many cocks I could have you suck in an afternoon faggot!
Lesson #5
Mistress Andrea,
Your faggot performed its 5th cocksucking lesson of the week keeping its pretty sissy flowered panty on, and putting on some pink lipstick. As it sucked sissy thought of You having it and another sissy making faggot love on the floor before You. Before having Your sissies make faggot love You tied pink ribbons tighly around the sissy clit sacks to choke off any flow of cum. After having Your sissies kiss and fondle You had Your sissies in 69 position licking and sucking each others sissy clitties. With sissies’ faggot mouths filled with each others clitties You teased and taunted asking if the sissies wanted to cum and making sisssies answer with mouths full which made You laugh and taunt some more.In the end You simply told the sissies to stop sucking, mocking the sissies for being faggots, and telling them the sissy faggots weren’t going to be allowed to cum.
Thankyou Mistress for faggot’s training and allowing it to be Your fag
Good idea! Let’s get another sissy and have the two of you perform for my amusement!
Mistress Andrea can be reached
toll free at: 1-888-745-8716
New Faggot Cassie Update on the Slave Registry – I own THIS FAGGOT!
I have instructed faggot to update it’s entry at the Slave Registry, here is it’s new post, including it’s recent chastity which is making Mistress Andrea very happy… read it and wish it was you…
“This slave, sissy faggot bitch cassie, is the property and cocksucking, cum eating whore of Mistress Andrea. She is this sissy faggot bitch slave’s beautiful Goddess; it a flesh toy for whatever amuses Her. Serving Mistress Andrea, pleasing Her, and being owned by Her are all that matter. sissy faggot bitch slave is absolutely devoted to Mistress Andrea, it adores and worships Her, it begs for and needs to be totally controlled and dominated by Her.
Mistress Andrea demands absolute obedience, devotion, respect, loyalty and complete submission at all times and without question; failure to do so is dealt with strictly. Any and all decisions are made by Mistress, slave’s only choice is to submit if it hopes to remain Her property. sissy faggot bitch slave knows that as Mistress Andrea’s property it has no status, it is no different than any other animate or inanimate property that She owns; it is Hers to use, sell, trade or dispose of like anything else She owns. it must always refer to itself in terms such as sissy , faggot,faggot bitch, sissy bitch, sissy faggot bitch, bitch, sissy boy, sissy fag, fairy, faggot cockwhore, cum whore, cum bucket, slave , property or it; or other like terms reflective of its status that Mistress deems appropriate. Neither it nor Mistress ever refer to it with pronouns such as me or you, for it is not deserving of any respect. Mistress’ sissy faggot bitch slave is pantied 24/7, dressed in full sissy attire as She desires, its mouth and ass pussy trained for cock, and as cum repositories. it is subject to constant humiliation, strict discipline, and torture for Her amusement. slave is Her toilet and ass wipe. Mistress has Her sissy faggot slave bitch in 24/7 chastity, utilizing “The Male Curve Chastity Device”, to deny its sissy clitty any means of pleasure, and to be a constant reminder of Her ownership. Mistress has given it the honor of wearing Her tag “Andrea’s faggot 841-810-490” , Her collar “Andrea’s bitch, and Her anklet A’s f b (Andrea’s faggot bitch). She has further given it the honor of being branded three times by Her one on each ass check “A’s f” (Andrea’s faggot) “A’s b” (Andrea’s bitch), and with an “A” inside of a heart on its right thigh. “
Continued cock sucking practice for my Faggot Cassie. Call Mistress Andrea for your chastity phone sex training. 1-888-745-8716
I have as you all know, been training my faggot to suck dick. It has assignments, and here are the reports back, from the frist 2 assignments. If you read here, you will see I have made faggot into a big cock sucker, and it is wanting to go suck strange dick, for fun! It craves cum and dicks in it’s mouth. I made faggot buy a vibrating butt plug, and when it does it’s lesson’s it puts the plug in it’s pussy, and sucks away. I like the thought of it’s clitty straining at the cock cage, that I have also made Cassie wear. Take note of the pretty panties faggot also dresses in for it’s lesson’s. Just like going to school, isn’t it faggot?
Mistress Andrea,
Before Your faggot began its cocksucking lesson for the evening,it took its new vibrating butt plug and gave it a good fag mouth lubing, then pulled its pretty flowered panty down so that it could shove the plug deep up its ass pussy. Once all the way in Faggot turned the vibrator all the way up, firmly squeezed its sissy ass cheeks together and then got on its knees to suck cock. Faggot thought of being picked up at a queer bar and taken outside by a fag stud to suck his big cock between some parked cars in the adjacent lot. Hmm, Faggot’s ass pussy felt so good with the plug vibrating in it as it deep throated every inch of that delicious cock and licked his balls until he was ready to shoot his hot cum load down Your fag’s throat, sooo yummy. Once done sucking, Faggot took the butt plug out of its ass pussy and sucked it good and clean as You have taught this fag to do.
Thank you Mistress Andrea for continuing to make Faggot into even more of a cocksucking slut whore.
This next one is really something…. !! What a cock sucker fag!
Here is Day #2
Mistress Andrea,
Your little Sissy Fag Boi performed its second cocksucking lesson of the week while wearing black lace panties and cocksucker red lipstick, and having its ass pussy stuffed with the vibrating butt plug. Of course its sissy clitty was locked in its chastity device. As it was sucking on its big, thick dildo, Sissy Fag Boi though of You having bound it in a discipline stock, with its head and hands helplessly protruding through, and guy after guy shoving his cock in Sissy Fga Boi’s mouth and fucking its face vigorously until he shot his cum into its mouth. Sissy Fag Boi loves sucking cock and being used as a fag slut whore. Sissy Fag Boi is Your slave and a slave to cock as well.
Mistress Andrea can be reached
toll free at: 1-888-745-8716
Rubber doll love with the Hotel guy! Call Ms. Carrie for your kinky phone sex fun! 1-888-377-9341
Very hot guy called Ms. Carrie from a hotel room, he had toys! But great toys. I love them, we talked about Rubber Dolls, a favorite of mine, I have been watching shows on cable about them, I think they totally rock. He had some flesh like toys, I like them cause they are real like, and soft, he had titties – 38 D, and a 10″ cock, and flesh like ass, I am also fond of Jenna Jamison’s look a like pussy, I like anything Jamison has. I used my strap on, and played with his ass, and pumped his cock, I love that! It got Ms. Carrie so hot, then he stroked and licked some pre cum up, that is also pretty hot, don’t you think? I love secret fantasies… then he came super hard.
This guy got Ms. Carrie going! He had some of my favorite things! For sure.Thank you for the hot call!
For masturbation phone sex call Me! Ms.Carrie (please be kinky!) Don’t forget to call me when you are in the phone sex mood!
I OWN CASSIE! Faggot is in chastity, and pleases me so.. Call me for your sissy training 1-888-745-8716
I have been training my faggot Cassie for quite some time, I have emasculated it, and dressed it, now I have locked it’s girlie boi clit up in a plastic device, which it wears to work, all pantied and locked for his Mistress. I do fucking own this faggot, and faggot is well aware of my feminine power.
I love dressing faggot, and playing with it, we do all sorts fo degrading things to it, to AMUSE me! OF course, it is all about Me! Faggot likes to spoil me, and also serve me, Faggot loves to eat cum, and craves cock, I have given it cock sucking lessons for a while, it deep throats, and would make any girl jealous of it’s prowess with it’s mouth. Faggot has also gotten a new butt plug.
I have put it in chastity as I was saying, I thought this new vibrating butt plug would be perfect to force into it’s ass pussy and turn on, while I am discussing how it is not going to cum. I think now, I will have faggot do new plug training, as we have been doing cock sucking lessons, maybe crank it up a notch. I am thinking, some chastity training, put the butt plug in, turn it on, and suck for 5 minutes every night with an update for my blog. Here is what faggot has to say about it’s last sucking lesson, for all you other cock sucker’s to aspire to:
Mistress Andrea, Your Faggot prepared itself for its 4th cocksucking lesson of the week by putting on cocksucker red lipstick, and slipping out of its pink panties and into red slut silk and lace panties. As Faggot began to lick and suck the big black dildo it thought of Your having pimped it out to some stud faggots to be their sissy fag party whore. While sucking hungrily on the dildo Faggot thought of being passed around from one stud fag to the next, each one roughly fucking Faggot’s mouth like a pussy and then shooting his hot, delectable cum load down Faggot’s throat, or on its face making it lick up each drop.
Faggot loves being Your cockslut and cum eating whore, and thanks You for training and owning it.
Ok MY Faggot, let’s get on with our training, you are in CHASTITY, and don’t plan on cumming any time soon!
I love it’s clit being all tied up in that little case, has a lock on it, Cassie is even getting these locks that have to be cut off! How fun! I love that I can tease and torment it’s clit, making faggot more femme and submissive and ready to serve me. It is all about Me, and my faggot knows it!
Mistress Andrea can be reached
toll free at: 1-888-745-8716
Recent session with my faggot Cassie! Call Mistress Andrea for your training sessions! 1-888-745-8716
Last night I trained My Faggot Sissy Cassie. I dressed the fag up in the new plum colored tube dress that I allowed it to buy this week, along with silk and lace plum colored panty, black thigh hi stockings with lace tops, and black thigh hi boots. Faggot wore its long blonde wig, black Andrea’s bitch dog collar, silver dangle earrings, anklette, and chain with its slave tag. I did Faggot’s makeup – foundation, beauty mark, charcoal liner, purple mascara, some pink shadow on lid with plum from middle of lid over to edge of eye, outside corner smudged out, pink on top of that, blush, black cherry lipstick, and Poeme perfume. Not to forget, Faggot’s clitty was locked in its chastity device as it has been since sometime last week; poor thing. LOL
I started Faggot’s training by having it hike its dress up around its waist, pull its panty down, lay across the spanking bench, and then paddled its sissy ass until it was red and stinging. When I was satisfied I allowed Faggot to get up and then put nipple clamps nice and tight on its sissy nipples. I then turned My attention to that ass pussy and had Faggot mouth lube its new vibrating butt plug and once it was good and wet, bent fag boy over and shoved the plug up its man cunt. I turned the vibrator up all the way, had sissy squeeze its ass cheecks together and rock back and forth in a litle dance circle motion. Laughed My ass off! Of course Cassie is a faggot so on we went to its sucking and gagging on that big 8 inch cock. I took the plug out of its ass pussy, and had Faggot stick it in a cup of pee and then clean the plug off repeatedly of its ass drippings and pee. What a little slut pig you are Cassie! As I was debating long and hard about whether or not to release Faggot from its chastity and allow it to cum, I pulled its nipple lamps off- hurtso didn’t it precious! I decided to release it and had Cassie put a pillow on the floor. Ithen had it kneel down and hump the pillow while the vibrating plug fucked its ass and it sucked the cock. Faggot pleaded to let it cum! I made it cum on the floor and then lick up every drop from it. Only a fucking fag whore like you would do that Cassie.
After cleanup, Faggot was put back in chastity. I don’t know when I’ll let that sissy clitty back out for cum eating time. Too bad, so sad little sissy boy, but I fucking own you.
Call me now for your feminization phone sex, sissies, faggots, cuckolds, and be ready to serve Me!
Mistress Andrea can be reached
toll free at: 1-888-745-8716
Posting some of Cassie’s feelings about being confined to a chastity device….
Have to mention, faggot Cassie sent me FABULOUS thongs today, I wear them all the time, he knows I love them, he sent me many pairs of summer thongs and I have been enjoying them with my pretty painted toes.. BTW, also sent me pretty toe nail polish, my toes are always done up, and I like to change the colors frequently to match my sandals and thongs, thank you Cassie, for my pretty presents… On another note….
For all you sissy’s, faggot’s, cock suckers, and cross dresser’s, panty sluts, some of you have mentioned how you love all the things I post about my faggot, he is my number one faggot and property, so all of you should aspire to be as good a sissy cocksucking faggot like MY Cassie. Read about all the cool things I do to my faggot, of course the newest venture is the strict Chastity device I have forced my faggot to wear now, we did a session last week, and I did not let him cum, if you read further down the blog, you will see the sessions, I used a lot of cock an ball torture, spanking it’s balls, and ass, till he was very red and sore, amusing me, as I was doing so…. Cassie as you know, is my property, he has gotten a chastity device, as I feel he needs to be denied, and now is totally under my supervision and control. I totally own my faggot, this is further proof, he has been expressing some of his faggot submissive feelings, haha, they are so pathetic seeing as he has no choice, but I do enjoy his submission all the more.. here are some of his comments…
Sent me this when he received the device… (7/26)The chastity device arrived. faggot lubed its clitty with baby oil, selected the right size ring which fits behind the earrings and clitty to ensurea secure fit, slid the clitty into the shaft part, inserted the pins that hold the ring and shaft together and locked Your fag’s clitty away. While it has only been a short while that faggot has had the device on, what a wonderful feeling of complete submission! There is no way to move or sit without feeling the device, and although faggot is a proper sissy and sits when it pees at all times, there is no way to pee but sitting with this on unless the slave wants to make a mess. This will be another constant reminder that You are faggot’s owner. faggot loves being totally controlled and dominated by You, its most beautiful Goddess.
Next Update …. (7/27)On the one hand faggot loves the emotion that it brings of further submission and surrender to You, of You having even more control. On the other hand there the feeling of helplessness as clitty can’t get excited anymore by itself when faggot thinks about what You do it, and when it thinks about cock; the device will not allow it to grow. In the end thedevice is faggot’s new constant reminder that You are its Owner and it isYour property.
I have also instituted cock sucking lessons (#1)every night with a report from my faggot, here is the first report…
(7/29)As You instructed, faggot performed its first cocksucking lesson for the week last night. faggot thought about crawling under the desk of a gorgeous guy at work, unzipping his pannts, and gently taking his cock out. Hmm, faggot began by licking, kisssing and mouthing the head of it, then licked up and down the shaft, and mouthed the head again as faggot stroked the cock. As faggot thought of the guys cock growing it started to suck, bobbing its head up and down on it, hungrily taking more and more of the big, delicious cock into its whore mouth. Hmm, faggot dreamt of the guy exploding his cum juice down faggot’s throat and faggot licked and sucked his cock dry of every ozzing drop. Love sucking cock and eating cum! I also sent Faggot out for a new dress… I love to keep it’s wardrobe pretty, I dress it up like a cute little girlie boy, so that I can have oh so much fun humiliating it, as it serves his Mistress.
Here is what Cassie had to say about it’s shopping trip, btw, I do plug up it’s ass pussy for these adventures….
(7/29)Oh Mistress Faggot was able to get its new dress today! it took its hip swishing, lip wristed, butt plugged sissy ass to the mall at lunch time and made sure that everyone it passed knew that it is a sissy faggot. When Faggot walked into the store it excitedly told the sales girl that it wanted to see the plum colored tube dress that was in the window. She brought faggot to the rack and asked what size she wore. Well, Faggot stuck its limp wrist high in front of it and told her the dress was for it, what size it wears, and that it would like to try the dress on. The sales girl laughed in Faggot’s face but allowed it to try the dress on. After doing so Faggot swished up to the counter and paid her, dantily handing her the bills. Thank you Mistress for allowing Your Faggot to buy a new dress. it is going to wait until just before bed to take the butt plug out of its ass pussy, and when it does Faggot will suck it clean like You have taught it to do.
Cock sucking lesson #2 for the week….
(7/30) Faggot performed its second cockucking lesson for the week last night. Before doing so Faggot put on a thick coat of cocksucker red lipstick. As Faggot sucked the cock it fantasized about Your having bound it on the spanking bench before a party and that theguysin attendance were told that Faggot’s mouth was there for their use. One guy after another made Faggot lick his balls and then shoved his cock in Faggot’s whore mouth to suck. Each time the guy was ready to cum he grabbed the back of Faggot’s head and fucked its mouth pussy hard until his cum juice exploded into Faggot’s mouth. Faggot swallowed every drop of the delicious cum.
Cock sucking lesson #3 for the week…. Mistress Andrea, Faggot performed its thrid cocksucking lesson of the week tonight. Faggot put on somepink lip plumper and changed into a pair of flowered panties as it imagined You takingit behind the bushes in the park to suck off a guy who had his big dick already hanging out of his pants waiting for Faggot’smouth. Faggot took the cock in its hand and gently pulled it upwards so that it couldlick his balls. Faggot then licked its way up the shaft until it reached the head and then licked and sucked it. Faggot then took more and more of the delicious cock into its fag whore mouth until it gagged, and then sucked and sucked it until it thought about him shooting his load down Faggot’s throat. His cum was so yummy that Faggot sucked every ozzing drop he had.
Mistress Andrea can be reached
toll free at: 1-888-745-8716
New Story “Sissy Milking” Chastity and more with my faggot Sissy Cassie!
Sissy Milking
“Faggot, get over here.” yelled Mistress Andrea. Sissy Cassie hurried into the room and immediately knelt before Mistress Andrea. “I am worried Faggot that with the way I have taught you to crave cock and swallow cum that you will be tempted to miss-behave and touch your sissy clitty and cum without My permission.” “Sissy will not.” Cassie started to say, but Mistress Andrea slapped him hard across the face and sternly said, ” I didn’t tell you to speak Faggot, so shut up and don’t interrupt Me again.” Sissy Cassie bowed his head as Mistress Andrea continued, “because I don’t feel that I can trust a whore like you, I have bought a new chastity device to encase that sissy clit of yours in, and it will be locked in it 24/7. No matter how much you are tempted faggot, no matter how much I make you want to cum, the devise will not permit that clit to do anything. Seeing your anxiety over this will please Me greatly.
I love to torture you, humiliate you, and make you know that you are nothing but a piece of My property, that I can do anything I dam well please with. You are a fucking faggot, and deserve no better treatment. Now stand up Faggot and lift the front of your dress.” Sissy Cassie did as he was told, and Mistress Andrea roughly pulled his panties down. Mistress took the ring of the chastity device, and fit around Sissy’s balls and clitty, then slid the cover over his clitty, pushed the ring and cover together, slid in the locking pin and secured the pin in place with a lock. “Perfect!” exclaimed Mistress Andrea as She pulled on the chastity device to make sure that it fit tight, and would not come off. “Maybe, and I mean maybe Faggot, I’ll put you on a milking schedule of some sorts, but completely denying you of any release, is very appealing to Me.”
Sissy Cassie stood before Mistress Andrea with a look of total despair, but knew better than to say anything. As he did Mistress Andrea said, “I’m sure Faggot that you are thinking that one positive thing about having that clitty encased is, that I will not be able to beat it with My crop. Well that may be, but let Me show you that your fucking balls are still exposed to Me.” As Mistress Andrea said that She pulled the shaft covering of the chastity device up, and back and slapped Sissy Cassie’s balls hard and fast three times. Sissy Cassie screamed and the pain made him bend forward. Mistress Andrea stood there laughing, and said, “this is an opportunity too good to pass up, stay in that position Faggot.” Mistress Andrea walked out of the room leaving Sissy Cassie still writhing in pain. When She returned Mistress began to paddle Sissy’s ass repeatedly until it was crimson red and his eyes were tearing. Once satisfied Mistress said, “pull up your panties and fix your dress, and get about your chores Faggot.” Sissy Cassie quickly did as he was told and hurried off to clean the bathrooms.
As each day passed, Mistress Andrea took great pleasure in teasing and tormenting Sissy Cassie about his chastity. Mistress even took Sissy to the adult bookstore to buy some fag magazines and movies, something She never permitted Sissy to have before, this to further torment him. The first time Mistress allowed Sissy to watch a fag movie She waited until She could sense the growing desire in Sissy for release, and said, “do you want Me to let you stroke Faggot?” “Yes please Mistress, please,” pleaded Sissy Cassie. “You do, don’t you Faggot, you want to feel your little clitty in your hand, it has been so long hasn’t it?”
“Yes Mistress Andrea it has been, please let Sissy touch it.” Sissy Cassie pleaded again. “Go ahead Sissy and stroke,” replied Mistress Andrea. “But Sissy’s clitty is still in the device Mistress,” whimpered Sissy Cassie. “I know, but stroke the shaft cover and see if your clitty will grow,” said Mistress. Sissy began to stroke the shaft cover, the desperation in him mounting as his excitement grew from watching the men suck and fuck each other. “How does that feel Faggot, is your clitty growing in its cage?” asked Mistress Andrea. “Sissy can’t feel anything Mistress and its clitty can’t grow in this. Please take it off Mistress, please let Sissy touch himself it has been so long and Sissy has tried to be good,” cried Sissy Cassie. “Yes it has been a long time and you have been behaving yourself, but no the device has to stay on. You need to learn control, and frankly your agony is amusing Me to no end. Keep watching the movie and keep stroking the shaft covering until it is over, and you long to be the fuck toy of those fags in the movie.” Mistress left the room and Sissy stood dejectedly stroking as he longed for release. Situations like that played out most days and Sissy began to resign himself to the fact that Mistress Andrea was likely to never allow him to cum again.
Almost two months of this torment had gone by and Mistress had never brought up the possibility of Sissy’s release from his device. As time when by in their relationship, She had come to take more and more pleasure in his pain and debasement. Once Sissy had finished cleaning Her breakfast dishes, Mistress told him to go to the training room and take off his dress and panties. When Mistress Andrea entered the room She cuffed Sissy’s wrists and hooked them above his head to a short length chain the other end of which was attached to an eyelet in the ceiling beam. Mistress Andrea did not say a word, She simply walked over to the wall where Her whips hung, selected a single tail and began to whip Sissy’s ass, bringing screams from him and causing welts to almost immediately appear. When She was done Mistress Andrea grabbed Sissy’s face and said, “that was just to make sure You know that I own you and can do whatever I want to you.” Sissy just nodded acceptance as the tears streamed down his face. To Sissy’s surprise Mistress Andrea then unlocked his chastity device and removed it. Before doing anything else She shoved a vibrator up Sissy’s ass pussy and turned it on. Mistress then said, “I am going to milk you Faggot, but realize that the device is going back on right after that and it may or may not come off again.” “Sissy understands Mistress,” replied Cassie excitedly. Mistress began to stroke Sissy’s clitty while moving the vibrator in his ass pussy.
As Sissy began to become aroused Mistress told him that he better not cum until She told him to. “Do you want to cum Faggot?” asked Mistress Andrea. “Yes Mistress please,” replied Sissy Cassie. “Not yet Faggot,” said Mistress as she turned the vibrator fully on. “Please Mistress Andrea, please let Sissy cum, please Mistress please.” “Faggot wants to cum?” asked Mistress in a teasing voice. “Oh please, Mistress let Your Faggot cum, please.” Mistress Andrea picked up a shot glass and said, “cum now Faggot and squirt all of that juice in this glass, if you miss putting a drop in I am going to beat you.”
Having not cum in so long Sissy came hard as Mistress guided him to the glass. “Drink up Faggot,” ordered Mistress Andrea, and Sissy hungrily swallowed his cum and then licked the glass clean. “Thank you Mistress Andrea for allowing Sissy the privilege of cumming and also allowing him to eat it,” said Sissy Cassie. “I am going to take your cuffs off, when I have I want you to lick up any oozing from your clitty and then go wash it. Be quick about doing so and get back in here so I can re-attach your chastity device, then I want to discipline you some more,” instructed Mistress Andrea. Sissy licked up the cum drippings, hurried off and then returned to Mistress. She re-attached his chastity device and locked it in place, then bound him to the cross and began to whip, paddle and cane him. Sissy’s screams and pain aroused Mistress Andrea and She took him from the cross and made him pleasure Her.
From then on Mistress Andrea continued to take great pleasure in denying Sissy his release and in making him wait for long periods to be milked. Sissy’s anxiety from longing to touch himself and cum was constant, but he knew that he was Mistress Andrea’s possession and She would do with him whatever She may.