Letter From a Chastity Master

By Unknown


You’ve long had a desire to explore Chastity, and although I’ve indulged you at times over the years, we’ve only played at the edges of your desires.  That, Boy, is about to change.

I’ve carefully thought through how best to make sure you have the opportunity to explore your desires and explore a period of Chastity while keeping in mind that your fantasy may be more than you’d bargain for.

I’ve also considered our schedules, lifestyle and your high need for sexual release and believe I’ve found the perfect solution to meet your desires.   This may not be what you’d choose if it were you making the decision, but the decision will not be yours.

I know you far better than you know yourself, and I understand that an exploration into your desires and fetish won’t work while we remain equal partners, so I’m making you my Chastity Boy.  Understand that Boys don’t have cocks (those are for men); Boys don’t have erections; Boys can’t be trusted to stand and pee (you will sit to urinate); Boys don’t have pubes;  Boys have chores with ramifications and/or punishment if they don’t perform them to my satisfaction; Boys don’t have orgasms.

I have no interest in your being a boy in any other area of our relationship, but until I decide otherwise, you will be a boy when it comes to your dick and exploring your chastity fantasy.

As my Chastity Boy:

  • You will be shaved from the neck down..   Chest, Ass, Crotch, Arms, Legs, Armpits will be completely smooth. You will shave yourself and present yourself for my inspection.
  • We will have sex one more time before you’re locked in the cock cage. Enjoy this sexual release, because it’s the last one I’m guaranteeing for awhile.
  • To ensure that this is a consensual agreement, you will beg and plead with me to lock up your cock as you’re approaching orgasm. You will beg me to take complete control of your cock and orgasms. You will beg me to make you my Chastity Boy.
  • Immediately upon achieving orgasm, the cock cage will be locked on your cock. I want it locked on while the last of your cum is dribbling out of your dick and before you even clean up.
  • The instant the lock snaps shut, you give up all control of your penis and orgasms to me. I will decide the next time you touch your penis as well as the next time you have an orgasm.


I demand the following as owner of your penis:

  • You will learn the benefits of chastity, the enjoyment of orgasm control and the pleasure of handing over all rights to your penis.
  • You will learn how to gain sexual fulfillment though bringing ME to orgasm and learn how your ass, mouth and other areas of your body can provide enjoyment despite not being able to cum.
  • You will not speak of your penis or your orgasms. The penis belongs to me, and you simply don’t have orgasms until I choose otherwise. When asked, you will respond with how MY penis is doing while locked in the cage.
  • You will learn to embrace your interest in chastity without complaint. You will not ask for release, or ask when you will be released.  You will not like what happens if you complain or beg.


Since there are times when wearing the cock cage will cause undue discomfort or not be appropriate, I will allow it to be removed in the following conditions: Doctor Visits, Social Situations, Travelling or other situations as I deem appropriate. Unless otherwise instructed, you will not touch yourself or seek sexual gratification when out of the cage.  On demand, you will put it back on and surrender the keys.

Your period of chastity will not impact my sexual needs. You will ensure that my sexual needs are met in any way that I choose. You will learn how satisfying it is to provide total pleasure to me without regard to your own sexual release.

Get used to this. I know you have a strong desire to be a chastised boy, but lack the initiative to do it on your own.

I WILL control your cock and you WILL become the boy you and I both know you want to be.



8 thoughts on “Letter From a Chastity Master”

  1. wow – that is a great letter.
    I immediately got hard- still able to touch myself –
    but hoping one day to be controlled by a chastity master like that…

  2. Submitting this letter to my boyfriend for approval STAT. I know he will want this for me. Perfectly acceptable agreement.


  3. Read this and automatically wished I was in his position. So much love and sexual fervor in this letter…

  4. I like my boys to beg so I would add a rule that I would be allowed to beg to masturbate OR to beg to cum (but not both) whenever you thought it would be fun. I would also add spankings (but then I always add spankings!).

  5. Well I wish I could find someone to do this to me. I am in the northeast Indiana area. I would beg and plead and do anything to have this done to me. I want it so bad.

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