I am sometimes given to hyperbole, but not for the following:
Ruby was AMAZING! Ruby is also a hardcore dominatrix I was told she would be exactly what I was looking for and she was. I usually don’t do this, and Ruby was a combination of both tender and the fetish I wanted. If fact many of our interests were otherwise very compatible. If you’re curious, check out her profile, as she is true to it.
Upon request one of my lovely submissives, P. wrote this for me to surmise his experience with me.
I don’t think I’ll ever get tired of reading about the wonderful experiences that I’ve helped create for other people. Knowing that I can make someone’s day, week, month, year or even lifetime is immensely flattering, enthralling and inspiring; It truly makes me feel like I’m making the world a little bit brighter, in my own weird way.
“I just want to say a little something about Ruby.
I have never seen a “pro” before so she was my first experience there, and as we all know, first impressions are important. I admit I was a bit hesitant, with all that we hear nowadays about being set-up, ripped off, or worse in such circumstances, I was very cautious and a bit edgy.
We met at a casual public place and walked to her place of business.
Ruby soon made me feel at ease. She is not only very sexy, she is very real and very accommodating. We chatted a bit more so she could learn more about what I desired and my limitations. Although I was still feeling a bit self conscience of the large age difference between us, she never gave any indication that she was nothing but pleased to fulfill my fantasy scene.
That being said, once our session began, I was in pure bliss. I won’t get into details, but I’m a pretty kinky dude, and she filled and fulfilled my desires as well as humanly possible. It was the best hour and a half of my life, and the quickest! (note to self, next session must be at least 2 hours or more).
When our official time came to a close, Ruby was so gracious, she made no effort to push me out the door, in fact we sat on the floor and talked at length. At this point I was VERY comfortable with her. If you’re old like me, and a Beatles fan like me, think Norwegian wood.
By now I was actually starting to feel like I was imposing, staying longer than I should. But Ruby is one that is so pleasant to be around, its easy to forget that she is a “provider”, and think of her as a friend.
I envy those who get to spend time with Ruby on a daily basis, she is smart, sexy, beautiful and a genuinely fun person to be around. My only regret is that my time with her is so limited. In short, Ruby can be your dream cum true, if your willing to let her.
P.”
Here are several more paragraphs from the Lucky Boy about his experiences in chastity, getting a reward, disappointing me and my response to the disappointment. Enjoy!
Miss Ruby took me to her space, tied me and blindfolded me. Now, I had been told not to wear my chastity cage that night so, there I was blindfolded, pants around my legs and my cock hard, dripping and aching for Miss Ruby. I had no idea what would come next and her mastery at being in charge only fueled my sexual desires even more. Miss Ruby invaded my ass, stroked my cock, clamped my nipples and took complete control over my willing body. I wasn’t allowed to cum and she brought me closer and closer to the edge and then back again. I had such a desire to cum but my desire to be good overcame it. Then she gave me permission to and I couldn’t. I wanted to so bad, I was right there on the edge and I tried and tried and Miss Ruby was being so good to me and giving me everything and more than I should have needed to cum but I just wouldn’t. It was like this frustrating combination of all my insecurities and having not cum in almost three weeks and I never came. After we were done and I was left frustrated, feeling like I had been a disappointment, Miss Ruby informed me that I was not allowed to cum and she also gave me some new chastity rules.
Whether or not I had truly been a disappointment that night, only Miss Ruby knows. However, what undeniably was a disappointment was me, the following morning. Not only did I break the chastity rule while shortcutting but, while doing so I also broke the rule of not being allowed to cum. I was so frustrated with having not cum and still so heated with my desires for Miss Ruby that I took from her what was hers, what I had voluntarily given up control of. It was one of the worst orgasms I’ve ever had. It was painful and I felt like such a disappointment during and after. I felt pathetic. I chastised myself and argued with myself all morning between telling Miss Ruby and not telling her. I knew that I had to be honest so I sent her a text telling her what had happened. I waited and waited and since having met her I had the worst day at work. I was close to tears throughout that day. I mean, she had taken such good care of me the night before and I ruined it all with one little selfish action. I just knew that she would be angry and feared she wouldn’t even want to have anything to do with this pathetic submissive who was untrustworthy. She did forgive me but, she was worried and rightfully so. I was relieved that she forgave me and I got to go and see her again that evening.
We spent that evening visiting and discussing what I had done. I couldn’t even look at her unashamedly for the longest time and she could definitely tell. Miss Ruby seems to be able to peer into my soul and see exactly what I need, deserve, what I desire and if not, she certainly knows how to get it out of me. That evening I had the sincere pleasure of staying the night. It felt absolutely amazing sleeping next to her. Miss Ruby’s body not only looks perfect but it also feels perfect. Her soft skin, soothing voice and her touch, oh that touch, are all so amazingly delightful to be curled up next to. I got to lay there with my head on her chest for quite some time, listening to her heartbeat as it lulled me off to sleep. It was the best night’s sleep I’d had in quite some time and even though I only got a few hours I felt rejuvenated. I was the happiest boy at work the following day and people couldn’t figure out what was going on with me. I was goofy and playful and probably the most positive that I’d been in quite some time. Miss Ruby had forgiven me, I did have a punishment coming, but her forgiveness and her desire to still want to see me and not give up on me meant so much to me. I have this fear in relationships that I’m going to be tossed to the side, be given up on, or just suddenly and without warning cut off. It’s happened to me in the past and it frightens me to the point to where I pretty much just expect it. I’ve avoided some potentially meaningful relationships in the past or ended some because of this fear. I hate having that fear but, I have this trust, feeling or, whatever you want to call it that Miss Ruby’s not going to give up. She seems to want me to serve her, to be a good boy for her and I have every intention to do my best for her.
I got to stay with her the following night as well and spent most of the next day by her side too. We slept in together, she held me, she teased me and, she made me feel safe. I enjoyed every moment with Miss Ruby. We worked on a project together and I got to see a really fun and funny side to her. There was barely a moment where we weren’t either laughing, touching or just simply enjoying each other’s company. All of the kink aside, it’s a real treat to be around someone you can have that kind of a connection with. She makes me feel not only like a good submissive but also like a special person who’s worth her time to be around and who is adding something to her life. I don’t ever want to take away from Miss Ruby. I hope that I can be just as good to her as she’s been to me.
As for everything else, I’ve offered to take pain for Miss Ruby. I’ve always felt that BDSM was a two way street. There is a reason why Dom’s are Dom’s and sub’s are sub’s. I want to take her pain, I want to be her good boy, her whore, trustworthy boy, friend, submissive – whatever she needs. What I don’t ever want to be and what I will put every effort into; is to never be a disappointment again.
9/22/2013
Good Evening Ruby, I just wanted to touch base with you and thank you for such an incredible session. I liked that you were taller than me, and you being so attractive, I think weakens the defenses of the male brain. I don’t know exactly what you were doing exactly, but I’ve never felt anything quite like that. The waves that kept going on and on at the same intensity even though my body was ready for the waves to subside, they kept on and on going! Looking forward to next time…..:)
8/22/2013
Hi! Thanks for making my birthday present special.
Here’s a pic of how things are progressing… I love it! Although pain from sitting down is starting to become a memory, I think it’ll probably hardly hurt at all in another day or two 🙁 awww
I loved, loved, loved being sewn shut and I can’t stop thinking about it. We took the sutures out this morning, but I really would have preferred to leave them in much longer. The only reason we didn’t was because we wanted to get it disinfected. I’ve never done something like that before and what I didn’t expect was to be so excited to do it again. I missed having it sewn shut all day.
I also really don’t want to do too much to guide the experience by saying the right (or wrong) thing. For example, I was seriously super excited that I was about to be sounded for the first time, but I didn’t really want to give anything away until after the fact. My sexual fantasies are typically centered around a powerful, anonymous figure or captor inflicting their torments on me. I like the experience to feel non-consensual for my part, including not having an exit or safeword. (I might clarify, it isn’t so much about wanting to feel like a victim, so much as it is the power of the dehumanization and objectification that this situation implies).
Obviously a safeword is needed for some situations, like when, for example, I’m about to faint… 🙂 but for a situation to feel real or genuine enough to really capture my interest I need to feel like it can’t simply be shut down once started. If I’ve committed to “hurt me however you want”, but I can stop it with a word, then the situation has no power. I want – NEED – “wimping out” to be an invalid use of a safeword.
It’s this desire to feel totally out of control that prompted all of the negotiation for the scene to happen out of my hands in the first place. If my girlfriend negotiates for me, I am a) robbed of the ability to describe in pedantic detail what I want and b) relieved of the uncomfortable sensation of having to ask for torment that I want inflicted on me with sadistic disregard of my feelings
On a related note, I read your blog post, “The Problem with Dominants” and I have to say that this really stuck out to me: “In many ways I find traditional power exchange (I am the dominant because we’ve decided this) to be corny and unrealistic“. This is exactly how I feel. I’m not really much of a submissive person, though most of my fantasies place me on the bottom. That power is TAKEN from me, BEATEN (or extorted) out of me, not given up willingly. I’m cooperative with a play partner to the extent that I want to have a good experience, like letting myself get tied up in the first place, but I hate the idea of becoming a simpering wimp with no justification. Really I would prefer to be bound and helpless for the duration of a scene, so that I can feel free to struggle and protest in vain. The more I have to cooperate with my own torment, in many ways the less realistic and less erotic it becomes.
Do let us know when you get your scary new lead-filled toy in. I’d be happy to help you break it in. And I’m really excited to get into a whole bunch of other fucked up stuff.
Hoping to be the object of your abuse again soon,
10/20/2013
Dear Madame Ruby, Thank You for the unbelievably amazing experience yesterday! Your exquisite touch and expert guidance in fulfilling my long held dream was magical. Thank You so very kindly Madame. You are amazing! 🙂 Thank You Madame! I hope I did truly please You and bring You enjoyment. You rocked my world Ma’am.
9/24/2013
Hi Goddess Ruby,Is it okay to for me to address you that way? First of all I’d like to thank you for our most recent time together. I’m sorry I didn’t have much to say afterward. I do have a few notes that I’ve been meaning to pass on to you.
The sounding was something I’d do again in spite of it being the most painful thing we tried. I think I could start to enjoy the intensity of the pain, and also the idea of stretching to accommodate larger objects as you mentioned such as fingers or toys is intriguing. Each time you pressed on me with your hand I could feel the same pain but to a lesser degree, so it was an interesting combination.The bondage made everything that much more tantalizing, so I’d definitely do that again. I also enjoyed seeing the pattern of the rope marks on my skin.The toothpick as you called it was frightening because I imagined it skewering me. Thank you so much for painting my toenails. I know you didn’t have to do that and it made me feel good. I haven’t purchased a corset yet; the options were somewhat overwhelming. For now I have a waist cincher, and it seems to work okay.
9/25/2013
Ruby,
First of all thank you so much for your guidance last night. Another awesome session! I skipped my masturbation session early this morning as you ordered. I instead thought of an idea. I take frequent trips for work that last anywhere from 2 to 5 days sometimes. If I ordered a chastity device I could experience a few days of it without anyone knowing. I found some small padlocks that actually use 4 letter words as the combination. If I ordered a 4 pack of the locks I could have them sent to you you could come up with the word combinations and mail them to me without me knowing the words that unlock them. I could snap the lock in place at the beginning of the trip and you could text me the word to unlock the lock on the last day right before I get home. That way I arrive home after several days of chastity and ready to see my wife. I know that might be more of a hassle than you care for with the locks but I would pay you to do it if your interested.
I love letting you control and guide me on this journey! I slept with my headphones on last night with the hypno mp3 from Candice called Pussywhipped. I keep hearing some of the catch phrases like to get the pussy you have to be the pussy. I am so glad you understand my submissive desire and do not judge me for them.
8/22/2013
Hi Ruby,
It was great seeing you last night. Overall I enjoyed myself, but was a little disappointed in size and hardness (he didn’t seem to ever get really hard) of you know what.
Actually I was most turned on by – a sexy woman – than anything else…as that is what I’m most interested in anyway! And mostly I like lingerie on sexy women too…
The following is a paragraph from a short story that I asked my new house boy to write after having met me. I enjoyed reading it so much that I thought I would share it with everyone. 🙂
It could be pheromones, it could be that she’s fucking gorgeous, it could be her natural presence of a strong and successful woman who knows what she wants and how to get it or, maybe it’s all of those and more rolled into one irresistible package. What I do know, is the moment Miss Ruby walked into that café I didn’t care one single bit about anyone else seated nearby or around. Usually, I’m always conscious of my surroundings. I scan the people sitting all around me, the people coming and going but fuck them, fuck the waitress, fuck the people walking by on the street, I had Miss Ruby sitting in front of me. She was intoxicating, like in the old movies where the beautiful female singer is strolling down the staircase and singing in some dark and sultry voice, all eyes are on her and everyone wants to be the lucky one. She was dressed sexy, not trashy or underdressed or trying to wear something she wasn’t comfortable in but dressed like she knew what she was doing and was confident about what she was walking around in. She had the most amazing smile which draws you in and makes you want to smile and all encompassed in these beautiful full lips that she has. Lips that make you want to beg for a kiss right then and there even though you know that you don’t deserve that kiss. She was intelligent, knew how to convey her thoughts and actually had thoughts to convey and they all made me think. It’s a real blessing to be with someone who makes you think, even when you don’t want to or about things that you don’t want to. Someone who can stroke your mind is a thousand times more irresistible than someone who can stroke your cock. She had insights into life that made me look at things a different way and had a truly believable caring quality about her. And yes, this was all before we had even ordered food. Miss Ruby was a dominant woman that I wanted to serve. When we did get food, she placed some of hers on a fork and fed it to me, it felt oddly perfect and I took what she offered to me as something sacred, like I was the luckiest boy on the planet to get to have a bite of what was on her plate. I may have been smiling the entire time I first met Miss Ruby.
Who knows, maybe all of you will be lucky enough to read the rest.