Hello Ms. Milliscent,

You got my attention with this one. Sorry I I'm late with your coffee, Ma'am. EEEEK!

Respectfully,

scott
Mrs. Kelly's Playhouse

Thank You for another amazing post Mistress Milliscent. It would be incredible to have a 'prison relation' with a woman. Of course, i often lose myself while wanking in 'prison fantasies' where i'm encircled by a gaggle of extremely well hung men or well strapped Mistresses and must please them all before i am permitted freedom. i also indulge in becoming someone's 'personal bitch' and would be protected and also feel like i could more greatly experience and express feminization in this type of relationship.

Milliscent, You have such a thorough and wonderful understanding of the needs of submissive men. Your thoughts about the power of a simple rule such as being the "coffee boy" would make such a difference in my life. And, of course, I would love it if the Domination was extended to being "taken" as you describe. I have asked for such "simple" rules, but She has declined. My recourse has been to make rules for myself and follow them. So, in actuality I do start her day with a cup of coffee each morning. I "pretend" that it is required by her, but do many such "little" things to please her. It would be so much more meaningful to me if it was Commanded and required. Our problem, she is too NICE.

I love it. You are so right, Milliscent!

I never really understand why Dominas, such as my own, former Mistress, XM, don't make strapon ass rape of their male a required, routine morning event.

Every morning.

-saratoga

scott,

I'm glad to have gotten your attention! I'm quite certain that you would make a perfect coffee boy!

M

subworm,

I understand the attraction.

A little bitch like yourself is thrown into prison, what could you do but find the biggest baddest boy in the place and try to attach yourself to him.

He would as you say be good protection for you, but who would protect you from him? Your pretty little mouth and ass would probably never get any rest at all.

I wonder though if the biggest and baddest guy in the joint wouldn't want you to interview for the position of his bitch. You had better keep on practicing your sucking skills just in case!

M

nancy,

Thank you for your very kind compliments. I am pleased that the post 'spoke to you.'

I do understand exactly the trouble you are facing, and the difference you describe. I'm afraid that I don't have a easy answer for you other than to hope that she comes around eventually.

I do think though that you are doing it perfectly right. Create rules for yourself and convince yourself that they are indeed her rules. I know that with time and effort such mental games can become quite powerful and very erotic.

I do salute your initiative, and hope that someday she does create a rule or two for you.

As for nice, I think that I'm very nice. One need not be less than perfectly nice to be a powerful and commanding dominatrix. One simply needs to become a bit selfish, and a bit cruel. One can remain very nice while giving ones partner a very healthy dose of slavery and suffering!

Thank you again,
M

saratoga,

I've learned through these past years that you and I think very much alike when it comes to our more twisted pleasures.

I've also often thought about the exact thing you mention.

I think that if I had a submissive boy living in my bedroom with me I would want his ass used, and used hard first thing every morning. What a perfect way for him to wake up and get his focus instantly upon me and my demands.

Alas though, I'm not a morning person, and that is where my thoughts have diverged from yours just a touch.

My own thoughts are of the boy fitting a quite massive plug into his ass while he is fetching me my coffee. No reason it couldn't stay there until he started his morning hygiene routine.

M

That is true, Mistress Milliscent, who would protect me from him? i suppose i'd be welcoming him to cheat on me. And yes, even to get him to choose me would require me to pass an 'interview' or two. Fortunately, there's a video arcade in my neighborhood where i do get plenty of practice. With gloryholes, a size queen has the option of waiting until something adequate pops up.

subworm,

I fear though that your prison plans just might not work out properly.

For men I think sexual penetration is all about conquest. After a man has penetrated you, conquered you, he starts to loose some interest in you.

That is why I think chastity games and cuckolding work so very positively on relationships. The male is not given his conquest, he must earn it, that keeps him forever interested in the woman in his life.

In the prison plans we have hatched for you, you are conquered, completely.

How shall you retain the protection of your big and brutal man if he looses interest I wonder.

It seems to me that little worm would have to work extra hard to keep her big fellow hot for her!

M

Mistress Milliscent, yes, You are right about men and their need to move on to new conquests and that the cuckold relationship is more rewarding in that regard. This little worm would do whatever it takes to keep my man interested in my pretty boi ass and mouth. Of course, if he sought out other conquests, there would be ultimately nothing i could do about it, i would hopefully participate (maybe as a fluffer) to maintain our connection and hopefully he would continue to protect his wimpy bitch from being passed around like the whore everyone knows she is.

subworm,

Perhaps you could strive to become a 'party favor.' The little whore that everyone can use. If you were to come on to everyone, service everyone, perhaps then you would create no enemies and need no protection!

M

Mistress Milliscent, rest assured i would be Your party favor anytime! Yes, You have tapped into deep dark fantasies of mine. Would i be able to pull it off in reality though? Certainly any real man who wants my mouth or hole is going to take me, so perhaps that would be the ideal option. "Just Say Yes!" If i could dress as a proper sissy, it would make it a lot easier, but i suppose i would have to adjust. All the muscle in there would have me on my knees pretty quickly as it is. Thank You for expanding the parameters of my fantasizing, Mistress Milliscent.

subworm,

"Just Say Yes."

I like it. A wonderful motto for you!

M