I recently received an email asking for help with prostate play.

Hello I’ve been playing with various prostate devices for several years now
I can have many dry orgasms but as of yet have not be able to leak or ejaculate hands free
I need a mentor and teacher

body worship, queening, oral servitude

Masturbation Monday Prostate Play

So, being who I am, I really want to go through how to stimulate the prostate and get pleasure from it, and hopefully have a prostate orgasm.

Prostate Play Pleasure

So, how do you milk a prostate is the question at hand. And I have some steps for you.

  • First, lay on your back with a towel underneath your butt.
  • Relax! This is crucial to your prostate experience.
  • Lube up. Pop some lube on your finger, gloved or ungloved. (Ms. Delia likes gloves for easy clean up!)
  • Begin a SLOW (and I mean SLOW) massage of the perineum (taint) and outside of that sexy pucker hole.
  • Begin to probe and push up with your finger. See if you can feel a bump. If something feels good, just keep doing it. This is exploration!
  • When you feel ready, it is insertion time! Slowly insert your finger about half way in then stop.
  • Wiggle your finger and tease yourself inside, and feel around for a small walnut sized bump.
  • When you find it, make sure to massage it slowly. Try circles! Be GENTLE. Try to alternate between gentle circles, and a bit of pressure, holding for about 20 seconds.

And as a tip, let me say prostate milking can be best after denial…a SHORT period, maybe a day or two of sexy denial!

Prostate Leaking and Prostate Orgasm

The main question is WHEN this all will happen, as if something is wrong if it does not happen.

Ok. Ms. Delia insists that you RELAX! The key to this is practice and not trying to make it happen. Relax and let your body’s pleasure guide you!

Instead of focusing on the hands free orgasm, or leaking out every drop of fluid, focus on having an amazing orgasm, maybe the best orgasm of your life. Prostate play gives amazing extended masturbation! Just enjoy it all!

Beg for Mistress Delia, and have fun exploring prostate stimulation!