Milking: A Domme’s Guide
How do I do it?
Milking a prostate is much easier to do with a partner, but can be achieved alone.
Don’t just go “there” without a heads up, and take it slow). With that being said, I am going to write this “step-by-step” guide from a Domme’s point of view.
Step 1 — You will want to make sure he has been to the bathroom, both number one and two, before getting started, and that he’s had the chance to thoroughly clean himself. This step is not really necessary, but it will go a long way in making him feel more comfortable with you being “down there”. But also, make you less grossed out.
Step 2 — Make sure your nails are taking care of. Check your fingernails to make sure they are nice and smooth without any jagged edges, after all you would not want him going near your ass with razor blades for nails, would you? It should also be said you want to make sure your hands are nice and clean before beginning too, as a Domme I use gloves unless I know the sub/man well.
Step 3 — Find a position he is comfortable with. There are 3 recommended positions that make prostate miking easier on you and more relaxed for him 1. laying on his side, 2. on all fours in the “doggy” position, or 3. on his back with his legs in his air (spread eagle). Tie him up if he is into it.
Step 4 — OMG! You’re about to actually do this! I mean, you are about to have your finger where?? Generously apply lube to your middle finger and put some on his rectum. Carefully insert your middle finger into his anal hole. Go very slow at first gradually working it in a little deeper, focusing on the belly button side of his rectum.
Step 5 — Once you have your finger fully inserted and pushing lightly towards the front of his body, you will feel his prostate about two to three inches in. It feels kind of like a little squishy ball about the size of a walnut. Start lightly massaging around the edges of the prostate with the flattest part of your fingertip, taking care not to press hard or too much on the center as this can actually be painful. Use a gentle circular motion or waving motion.
Step 6 — Continue massaging, but gradually build up a little more pressure and speed. Massage his hard cock with your other hand slowly. If he has relaxed enough, you may even consider using an additional finger. After a few minutes, his prostate should become stimulated enough for ejaculation to occur. Just keep going with the same motion, let it build up, let it build up some more, and BOOM…you just witnessed him having the ULTIMATE orgasm! Equivalent to a women squirting.
My Daughter’s Best Friend
I became a single father early in our marriage. Her mother died from complications with breast cancer. I was heart broken to say the least and I was even more scared dealing with the idea of raising a teenage daughter. During those trying years, there were plenty of times that my police academy training left me ill prepared for the challenges that I faced at home.
My daughter Kayla grew into a beautiful young woman with dark black hair like her mother’s. Her skin was fair and her smile was bright and cheerful as she grinned. As her father, I couldn’t see her smile too often just because we argued all the time. Curfew, boys, her clothes were all fair game in our arguments. There were times I would have a plain clothes officer tail her when I knew I’d be home late. I knew she resented it, but I also knew she would make it home safely.
One of her partners in crime was this hot little thing named Sandra. Sandra was extremely well built for a nineteen year old. She had a slender set of legs that ended at a cute rounded ass. There were times I caught myself using her as my fantasy girl while I masturbated at night. I know Kayla caught me a few times when she would sneak into the house by my room and heard me moaning. I started locking my door afterwards and Kayla would sneak right by my door more and more.
After one of these nights, I was listening at the door and heard footsteps. Then I opened the door and was surprised to find Sandra sneaking in instead of Kayla. Sandra stood there like a deer caught in the headlights. I had a chance to glance at her outfit. The first thing I noticed was that she wore fishnet black stockings. Her dress was really short, so short one could see the top of her stockings. It was one of those one piece dresses that were mesh material, kind of like the type you put your dirty gym clothes in. I also noticed her hair was up in a ponytail. She was so fucking hot at that moment. I succumbed to my own weaknesses.
“Where is Kayla?” I yelled. She stood there shaking as she turned to me. As she turned, I saw her nipples through the mesh of her dress. I could see the areolas clearly. She started to sob in front of me as she looked down at the floor. The look was too much. I told her to come into my room. She walked over to my bed and sat down. As she sat, I noticed her dress rise a bit and show off her naked pussy. I caught a glimpse of how shaven it was. She was a fucking wet dream waiting to happen.
I looked into her eyes again and asked my question with a little more control. This time, she cleared her eyes a bit and looked into mine before telling me she didn’t know. She began to relate to me the deal they made a while ago that while my not so innocent Kayla went out on her conquests, Sandra would pretend to be her and sneak into her room where she would hide out until I fell asleep to allow Kayla to enter. I was in shock. I never expected my nineteen year old to be a total slut. Part of me wondered what her mother would have thought. Unfortunately, the part of me looking down on my hostage kept driving me to do something wrong. It was something that if done incorrectly would lead my ass to jail.
I allowed my hands to go to my sides as I calmly walked over to my uniform in the corner of the room and retrieved my handcuffs. Sandra looked at me in horror as I twirled them in my hand. It was then my Dom voice decided to surface. I hadn’t used it in years since before Kayla’s mother became my wife. As I neared my daughter’s accomplice, I could see her eyes scanning me up and down. I was wearing a bath robe over my boxers to hide the excitement I was feeling at that moment. As I edged closer, Sandra looked at me.
“You are not going to arrest me. I’m Kayla’s best friend,” she replied almost snottingly. I quietly went behind her and began to whisper in her ear how much of a bad girl she was to hide my daughter’s motives from me and how much of a slut she was dressed like. She blushed as I snapped one cuff on her left wrist. It was then the shock appeared on her face as I cuffed the right hand. I then reached behind her and unzipped the dress she was wearing before simply ripping it off of her so she was totally naked before me. She remained quiet as I surmised she would.
I then pushed her to the floor where she immediately landed on her knees. Excellent work I though to myself as I noticed a black nub protruding from her rectum. I asked her to tell me what was there. She looked down to the floor before revealing that she wore a butt plug. It was part of a bet my naughty daughter made with her earlier in the night before she returned to the house. I then moved to in front of her where I allowed my robe to drop and revealed my boxers scarcily concealing my erection before her face. Sandra’s face opened up as well as her mouth. I simply slid my boxers so that my erection was protruding out of the opening right where her open mouth was. I then took advantage and allowed my shaft to slide just within her mouth. She instinctively tried to suck before I unceremoniously pulled it back out and smacked the side of her cheek with it. I scolded her for not waiting before again sliding it back into her mouth where she held it just the way I wanted. The little slut was learning.
Slowly, I eased my cock deep inside her mouth until I could feel the back of her throat. I strived to be careful because I didn’t want to gag her. It turned out that Sandra was a fellatio scholar as I commanded her to suck and I felt her suction on the end of my cock. I stayed in that position for a while until I was basically fucking her throat while she knelt there handcuffed. It wasn’t long until I felt myself getting ready to climax. I allowed my cock to fall out of her mouth as I began to stroke it until I had my seed spraying over her face and tits. Sandra didn’t shy away from it, but opened her mouth to catch whatever she could in her mouth. She then asked permission to stand up.
I was so impressed with Sandra’s behavior that I started to use her as my new sub while my daughter went out whoring herself. Kayla was against me seeing her best friend so much, but her guilt over her behavior kept her in line. We spent the good part of a year taking care of each other. I would bind her with the ropes I had in my closet or cuff her hands and use her for my personal cum dumpster. She seemed to enjoy me taking over the way I did. Soon after, my daughter was knocked up by an anonymous suitor and it drove a wedge between Sandra and I for a while. It was a few months later that Sandra moved away so that she could pursue her graduate degree. She still on occasion comes by to visit to relive our past.
Over the past few years, polyamory has become a more widely known term and practice. And perhaps inevitably, certain misconceptions and misunderstandings about what “polyamory” means have become widespread as well. It would be unfortunately difficult to say which among these misunderstandings is the most common, or the most hurtful to polyamorous folks. But there’s one in particular that I’d like to discuss: the idea that “polyamory” means “committed couple who have casual partners on the side.”
There has been much talk about “open marriage” and “open relationships” in recent years, with some even paradoxically dubbing non-monogamy “the new monogamy.” In this open-marriage conception of non-monogamous relationships, there is still a central, committed (often legally married) couple, who allow one another to engage in purely sexual (or at least quite casual) outside relationships. Generally, any discussion about the benefits of such practice revolves around how it strengthens and/or reinvigorates the central couple in question. I want to be perfectly clear that I don’t see anything wrong with strictly sexual non-monogamy so long as it’s genuinely fulfilling and consensual for all involved, including the outside partners. But for those of us living in polyamorous families, it can be incredibly frustrating when people use those concepts of open marriage to make assumptions about the structure of our relationships.
Because we live in such a monogamy-centered society, it makes sense that many people can only conceive of non-monogamy in what ultimately still amounts to monogamous terms. There is a common misconception that a polyamorous relationship is really no different from an open-relationship agreement: one committed couple, with some lighthearted fun on the side. But the word “polyamory,” by definition, means loving more than one. Many of us have deeply committed relationships with more than one partner, with no hierarchy among them and no core “couple” at the heart of it all. To me, this notion that there must be one more important relationship, one true love, feels a lot like people looking at same-sex couples and thinking that one person must be the “man” in the relationship and the other must be the “woman.” After all, both of these misunderstandings result from people trying to graft their normative conceptions of love and relationships onto people who are partnering in non-normative ways. It seems that it is somewhat easy for many people to acknowledge that humans are capable of loving one person and still enjoying sex with others (assuming, of course, that the terms of their relationship make such behavior acceptable). But it is much harder for people to think outside the fairy-tale notion of “the one” and imagine that it might be possible to actually romantically love more than one person simultaneously.
The unfortunate result of this is that, for those of us in more than one serious and meaningful relationship, the world around us insists on viewing one of those relationships as less valid than the other, especially when one relationship happens to predate others. I have been with my husband for 17 years, legally married for 11. But I am also deeply in love with and committed to my boyfriend of two and a half years, and it hurts that people make assumptions about that relationship simply being something frivolous and recreational outside my marriage.
Another side effect of this misunderstanding is that people often wonder why we poly people need to talk openly about “what happens behind closed doors.” I have heard many times that there should be no reason to disclose one’s polyamorous relationships with parents, children, or the neighbors. That might seem logical if what we’re talking about is strictly extramarital sexual partners. But my life with my partners isn’t reducible to “what happens behind closed doors” any more than any serious, long-term relationship is. We share a home and a life; we are a family. Openly, publicly acknowledging my boyfriend as my partner is not just saying that we have sex. It’s saying that, like my husband, he is my partner in every sense of the word. He loves me and supports me and respects me. He sees me at my worst and still wants to spend his life with me anyway. It would be unimaginable to me to hide the nature of our relationship, to pretend that he is merely a friend or roommate, to not have him by my side at weddings and funerals and family holiday gatherings. But this is exactly what people are expecting of me when they ask why I feel the need to be so “open” about my “private business.”
Not all polyamorous people have multiple equally committed relationships, and many do designate a more central (typically live-in) relationship as “primary.” But my partners and I are hardly unusual among polyamorous folks. Many share homes in configurations like ours, or as committed triads or quads or complex networks of five or more. Many have deep and lasting relationships with no cohabitation at all. To project traditional conceptions of love and commitment onto these relationships, to view them only as a slight variation on monogamy, is to deny all of the many varied ways that polyamorous people form relationships and families.
If you have polyamorous friends, relatives, or acquaintances, please don’t make assumptions about their lives based on what you think all non-monogamous configurations look like. Let them tell you how they define their relationships. And if they identify multiple people as their partners, don’t try to read into who is more important than whom, imagining hierarchies even if you’re told there are none. Though it might not fit with how you conceptualize love, offer polyamorous relationships the same validation that you would offer any other. And remember what a common human thing it is to want to be able to tell the world — and not be told by the world — whom we love.