Mistress Sabrina’s milking slave
Free Long Distance

I am writing this at the command of Mistress Sabrina. I willingly obey My Mistress for She is truly a unique Dominant Woman, both loving and caring while devious in Her control. She has instructed me to explain "milking" and how I have come to be Her milking slave.

What is milking you may ask? Some think it is the repeated forced masturbation of a slave to the point of not being able to achieve an erection or ejaculate any cum. Some think it is the teasing and stimulation to the point of ejaculation with no release. While these forms of milking are pleasing to the Mistress and sometimes the slave, true milking is the ultimate form of masturbation punishment for the male slave and control for the Mistress. True milking denies the slave the one thing he loves to do the most, play with his penis and ejaculate. True milking is the stimulation of the prostate gland with the discharge (cumming) of semen. I use the word discharge instead of ejaculation because the discharge is not orgasmic like an ejaculation but more of an oozing and draining of cum.

The prostate is a small gland that, in men, surrounds the neck of the bladder and urethra. Its primary function is to contribute to seminal fluid. As most males over 40 know, it can become enlarged after the age of 40. So a common exam for men over 40 is for the physician to check the prostate by placing his fingers up the males rectum and filling the prostate. Milking is simply continual massaging of the prostate and surrounding area in this manner. Continual massaging of the prostate will release semen through the penis. The massaging can be by fingers or an object like a dildo. Fingers are the best for stimulation but a dildo will work and aids in the humiliation and sissification of the slave. I have found that regular size dildos about 8 inches in length are best. As stated earlier, unlike masturbation, which results in a pleasurable explosive release, (ejaculation), massaging the prostate to the point of cumming (milking) is not very explosive and as pleasurable. Again, massaging the prostate and milking the slave is a slow process that results in the draining of cum from the penis. It is somewhat pleasurable but no where near the pleasure of cumming by jerking-off. During milking, the cum comes out in drips and there is no ejaculation. To aid in the milking, the Mistress can grab the base of the slave’s penis and squeeze cum out or She can have the slave push. Mistress Sabrina prefers this since it denies all hand stimulation to my penis. Also when done using a dildo, to get the best stimulation to the prostate, the slave must work the dildo to his prostate. So the Mistress not only fucks the slave, the slave fucks himself. Another thing about cumming by milking is that the slow dripping of cum leaves the slave only partially satisfied and sexually frustrated. The slave has a constant feeling of being on the verge of cumming so the slaves keeps massaging or wanting his prostate to be massaged in the hopes of cumming more. This is great for the Mistress, because as all Mistresses and male slaves know, for most slaves, right after a slave cums, he looses a lot of his submissiveness. With a reduced feeling of submissiveness, the Mistress also looses some of Her control. Not so with milking, the slave is never sexually satisfied so he remains sexually frustrated, submissive, obedient and attentive. He will beg for the Mistress to keep fucking him so he can cum some more. It keeps him on the edge of ejaculating but without the orgasmic release. Mistress Sabrina has said that what I am experiencing is what a Woman feels during Clitoral stimulation from hand massaging, oral service or fucking. If stimulation continues and if done properly, the Woman will climax in a very strong manner similar to when a male ejaculates. Slaves who have had the privilege and joy of orally servicing a Mistress to climax know how strong Her cumming can be. Not so with milking, the slave remains on the edge throughout the milking. This makes the slave crave more and more stimulation, hoping he can achieve a strong orgasm. The cruel truth is that it is never comes. Instead of an orgasmic release of cum, drips of cum oozes out. To cum again the slave has to work himself up to this point again and again. So a Mistress using teasing, denial of masturbation, and milking can condition a slaves so that does not require masturbation to cum. She can get him to love being fucked up the ass and finding his penis useless except for peeing and dripping cum. This is the type of slave I have become to Mistress Sabrina, or as She prefers to call me, Her milking slave. I cannot get enough of being milked and Mistress Sabrina knows this. How did I become Her milking slave, allow me to explain.

As a slave I have come over the years to enjoy sissification, feminization and all the humiliating acts associated with this form of Female Domination. Through dildo training, I found greater and greater enjoyment. I found myself more and more desiring to be fucked by my Mistress. This always culminated with me being able to masturbate or be masturbated by my Mistress while She fucked me. When i began serving Mistress Sabrina, we talked about my experiences. I explained my love of dildos and of being fucked with them. She asked me if I had ever heard of milking and we discussed the various forms as I have explained above. She indicated that She liked the idea of making a slave cum with no stimulation to his penis just by ass fucking. For some reason I did to. I even told Her how when I was being fucked that some cum would dribble out and how it seemed the perfect punishment and transformation for a sissy slut slave. I started practicing with massaging my prostate and found that I could cum this way. When I showed Mistress Sabrina that I could cum this way She gave me the choice of forever cumming this way or not serving Her any longer. That was when I became Mistress Sabrina’s milking slave. As Her milking slave, Mistress Sabrina set down several rules that I must follow:

Rule 1: Mistress Sabrina’s body is a temple and I should worship, honor and pamper it. My penis is of no use to Her. Only my hands and mouth will be permitted to pleasure Her. So I must keep my hands soft by using lotion and keeping my nails filed and smooth. I am to keep my tongue strong through exercising. Mistress requires me to do tongue thrusts imagining She is sitting on my face and I am thrusting my tongue into Her ass.

Rule 2: I am not permitted to touch my penis. To aid in this, She has had me purchase a chastity device, chastity tube that I wear when I am not in Her presence. I have given Her the key. When I am with Her She removes it. This allows Her access to my penis for punishment, teasing, torment and to watch the cum ooze from my penis when I am milked. When She releases my penis, it immediately springs to life. Mistress likes to talk to it, asking it how it likes being released from its cage. She says things like "hows it feel to be out of your cage," or "wouldn’t you like to be stroked or sucked". She likes to place Her dildo next to it and compare how puny it is to the long thick dildo. She even sometimes touches Her Pussy then places Her wet fingers next to my penis telling it "this is the closest you will ever get to a Pussy ever again". As She does and says these things my penis throbs and bobs almost like it is responding to Her voice. Maybe it is. She also likes to talk to it just before She puts the chastity tube back on saying "time for the sissy penis to go back in his cage". She never has any problem with putting back on the chastity because by then i have been sufficiently milked and my penis is limp from the milking.

Sometimes the desire is so great to touch myself and I dream of stroking my penis like i used to that I beg my Mistress to let me have this pleasure even for a few seconds. Occasionally She will gently cup Her hand around my penis and slowly give it one or two strokes only to slap it away and comment how puny my penis is and how silly the idea to think I should be allowed this pleasure. She says that if I have this need to stroke a penis so much She says She has come up with a way to accommodate me. She plans to have me over during another slave’s session. She will promise that slave that if he pleases Her, he will be able to cum, not by his own hand but by mine. Mistress will have me get my hand nice and lubricated with baby oil, She will have the slave relax on his back. I will then be commanded to stroke the slave’s penis nice and slow. Mistress says She will command the other slave to tell Her and me how good it feels, me stroking his penis. Mistress will then ask me to tell Her how much I am enjoying stroking a penis and thank Her for the pleasure of stroking a penis. Just what like I wanted to do. And finally when the slave cums, I will of course eat the cum as required under Rule 4.

Rule 3: I must keep myself cleanshaven and my fuckhole clean. So I give myself enemas regularly. I am also required to keep in place a butt plug in my ass at home and whenever in Mistress’ presence, even when we are out in public. I am to wear Women’s panties instead of underwear. I also must wear a sanitary napkin to absorb the pre-cum, which drips from my penis, when I get aroused.

Rule 4: I must learn to enjoy being fucked (milked) with a dildo and I must learn to cum in this manner. Mistress says that the male orgasm is an improper and wasteful activity. Because the male's true, submissive nature is most clearly revealed while he is in a state of sexual frustration, it is best to maintain that state at all times. As I explained above, milking accomplishes this. As far as the milking, I am getting used to this. It used to take longer but now I find that once the massaging starts, my penis starts to drip and ooze cum. As mentioned earlier when milking is done using a dildo, to get the best stimulation to the prostate, the slave must work the dildo to his prostate. So when Mistress Sabrina fucks me, I move my ass and hips like the sissy slut I am to get the dildo right on my prostate. My prostate has become my clit and Mistress Sabrina’s dildos my best friends. I am finding my penis to be less and less of use to me. At times it is almost a nuisance to me. I still have sexual urges and desires, which I would love to be fulfilled by jerking off but through punishment, masturbation denial and negative reinforcement, Mistress is training and conditioning me to associate jerking off with pain, punishment and Her disapproval. On the other hand She has associated milking with reward, Her approval and pleasure. I am slowly accepting milking as a substitute for jerking off. So as her milking slave Mistress Sabrina has successful emasculated me. I am definitely not a man but not fully a Woman. I am definitely a sissy slut milking slave. I still sometimes think how enjoyable it would be to play with myself. I used to beg Mistress to let me jerk off. After continued begging and whining She got tired of my whining and would punish me. My punishment would include penis whipping, spanking, and withholding milking. She also would use teasing whenever She could. She often would have me kneel in front of Her to massage Her feet. While I lovingly caressed Her feet, Mistress Sabrina slowly spread Her legs. She would then have me remove Her panties with my teeth. Mistress would then spread Her legs to expose Her beautiful Pussy. She would then slowly place Her finger into Her pussy and begin to pleasure Herself. She then would say how She wishes She had a nice big cock in Her right now. She would look down at my puny pussy penis, laugh and tell me to fetch one of her vibrators. I would then continue to massage Her feet while She pleasured Herself.

I know now to keep my mouth shut about jerking off. Mistress Sabrina doesn’t mind if I beg Her to be milked. When She fucks (milks) me and I do cum, She praises me and tells me how good of a slave I am. She rubs my ass and balls and lets me lick Her feet and ass. If I have been able to cum with a full load, She has even poured the cum on Her beautiful feet and let me lick them clean. By Her doing this She has successfully sissified me. I now find that when My Mistress talks about fucking me or the site of Her wearing Her strap-on dildo, I become excited. I also find that when She fucks me, I want to please Her, give Her enjoyment and receive Her approval. I now enjoy all fucking positions. I do find that some are better for stimulation of my prostate and that some are better when I get closer to cumming. From behind with me on all fours I love when She fucks me from behind and I feel Her soft thighs against my ass. Mistress likes this position because She can see the cum as it drips from my useless penis. Mistress likes to ask me how does it feel to have a male pussy and how She loves to fuck a male pussy until it gets all wet and slippery, like a cunt should be.

I also love when She lays me on my back with my legs spread and tied to the post of Her bed exposing my fuck hole for Her to use. This also exposes my useless penis for punishment and ridicule. I find this position also lends to good prostate stimulation. Finally, I love when Mistress lays on Her back and She has me lower myself on the dildo and has me fuck myself to cumming. In this position, Mistress can watch as I pump and thrust the dildo into my fuckhole harder and harder trying to reach an orgasm. Whatever way She fucks me, I love when the head of the dildo first enters me and She begins to take long stokes in and out. As I get closer to cumming I find by pushing like peeing I can get some cum to ooze out. This pushing causes my anus to tighten around the dildo, making it harder for Mistress to take long deep strokes. So I beg Her to slow Her strokes and push deeper and stay right on my prostate. I can then push even harder on my prostate making me cum (ooze) more. After I push some cum out my anus relaxes at which time Mistress can start the fucking again. Another thing that happens is that as She starts to fuck me, my hard-on disappears and my penis becomes semi soft. My Mistress has said that She wishes this did not happen because it would be even more fun and humiliating to see me with a hard-on and not be able to touch it. But She knows that Her conditioning is working because through milking, my penis has become useless and my sexual desires and needs are being met though milking.

Rule 5: I must learn to enjoy eating cum. In addition to being my Mistress’s milking slave, I am also Her sissy slut. So whenever I am milked, Mistress Sabrina likes to collect the cum as it comes out of my penis into a cup or bowl. I can then eat it as Mistress watches. Mistress Sabrina also likes to rub it on Her strap-on and have me suck it clean. This also helps to train me for sucking a cock, Rule 6. Another thing She has promised to do is to let me be present when She has Her male lover over. With my butt plug in place, I will be permitted to watch him fuck and please Her with his penis. After he has thoroughly pleased Her, I will be permitted to lick Her pussy clean of his and Her cum.

Rule 6: I must learn to enjoy sucking a cock, like a sissy slut, enjoy it and cum while sucking it. For cock sucking, my Mistress likes to have me kneel in front of her, with a butt plug in place. As I kneel, I lower my ass between my legs onto the floor so I get further penetration by the butt plug. My Mistress then stands in front of me with her strap-on in place. As I suck She likes to ask me questions and have me try to answer as I gag and mumble with the cock in my mouth. She also expects me to make Her cum so as I suck and Her thrusts become stronger and deeper as She massages Her clit with the backside of the strap-on When I am proficient at sucking a cock, She promises to try me out on a real one.

Finally, Mistress has promised me that if I continue to please Her She has will let me serve at one of Her Mistress’s teas. She says that I can be their sissy maid and serve Her and Her Friends drinks and snacks. Off course I will be dressed in my pink panties, stockings and garter belt with my butt plug in place. And for the entertainment my Mistress will demonstrate how a milking slave is milked while sucking a cock and being fucked by a dildo. Her Mistress Friends can then take turns fucking and milking me while I suck others strap-on.

So that is how I became to be Mistress Sabrina’s milking slave. Here is a picture showing the prostate.

Submissively;

Mistress Sabrina’s milking slave