Have you been interested in some anal play like butt plugs, strap-ons, or even prostate massage but you are nervous to insert anything into your ass? Maybe you have had pain before when you tried. While I am the Pain Mistress, I do not enjoy unexpected pain especially when it interferes with sexy anal stimulation! This post will go over an alternative to insertion, and will give you a new way to engage in anal stimulation activities so you can enjoy those pleasurable feelings in comfort.

An Email of Concern

I received an email this week as a result of my tease and denial challenge I am running now through New Year’s Day. Here is a snippet reprinted with permission:

I Love Anal Massage!

dear Ms. Delia, when i tried your external prostate massage technique it got me really curious so i tried to put a couple of fingers inside. i even used lube but it hurt so bad! Is there anything else i can do? Please help me. i have always fantasized about a wild strap on fuck. i don’t think i will ever succeed. What can i do?” 

The email went on to describe some previous health issues that led me to believe this emailer for now would be better with sexy anal massage instead of insertions now.

Anal Massage

Anal massage is one way to receive the pleasures of anal stimulation without insertion. Even prostate massage can be done externally, and from some who have discussed anal massage with me, I learned that it also feels great. That is what we are going for when doing anal play. When a submissive can achieve those feelings, it makes me such a pleased, happy Mistress! So try an anal massage.

Massage Prep

1. Have a shower or bath. Because this massage is external, no enemas are necessary.
2. Get a large towel to lie on. If you think your lube may get messy, add more towels.
3. Set up your space; a bedroom is best, free from distraction and comfortable.
4. Use a good water based lube.
5. Place some lube on your fingers and rub that between your ass cheeks. Repeat this step, applying as much as you need.

The Anal Massage

You will be gentle, and use this as a time to explore new sensations and feelings. There is no wrong way to massage, just stroke your ass the way that feels best. When you feel your perineum, feel for a walnut like lump. That is the prostate and it can feel amazing when stroked. If you get very excited and do want to rim your anus with a finger, enjoy it! I hope you find that an anal massage can bring you amazing feelings of pleasure with external anal play!