Have you ever wondered about anal training? Anal training can be daunting even scary if you have not tried it before, or if you have past experiences that made you feel negative about inserting a toy into your ass. Maybe you worry about pain or think anal pleasure is too hardcore. It is not! Anal training can be so easy if you have an intelligent Mistress to help you!

As a Femdom Mistress, one of the things I love to do most of all is to guide and educate men about positive and healthy sexuality. Anal play can be accomplished if you know the right tips and have the right kind of sex education that a Mistress can give you. Sex training can help you feel more comfortable about your kinks. In fact, I want you to be able to shop for sex toys comfortably, then indulge in the experience and enjoy all the special pleasure!

I had the pleasure of working with a lovely man and Mistress Tia. This man had some negative past experiences that made him very nervous about anal penetration.

Anal sex can be easier if you have an anal training kit at your hands! A Mistress like me will know more about anal play, and will have anal training tips up her sleeve to show you how very sexy anal pleasure can be.

Mistress Tia often guided this man, advising him so that when he was ready, he would have the best anal experience. We discussed butt plug training, anal toy training sets, lube, and all the things needed to get a man to love anal penetration!

3 Anal Play Tips

In fact, let me put my list here if you are considering anal training or anal play for your pleasure!
1. Check out silicone butt plugs. These toys are good for beginners all the way up to extreme anal players. You can shop online and find the best size for your perfect stretch.
2. Prostate play can start out with an external prostate massage. You do not need to push past the sphincter! To prepare, just clean up, then rub your lubed fingers over your anal opening and perineum. Explore your body and ass.
3. Vibrators are sexy! You can use a vibe for internal or external stimulation and the buzz is great! A good quality silicone vibrator will last a long time and bring you pleasure.

Well, great news! This amazing man was able to be discreet, and purchase a sex toy to help him with his quest. He planned to watch a video to help him be in a good submissive space for this experience. His pictures and porn choices helped. Taking his time was so important!

Read on to share in this anal play breakthrough!

Anal Exploration Email

Dear Mistress Tia, and Delia, 

The “my diletto” sex chair came in.  AndMistress Delia gave me some solid sound advice on how to explore with it this weekend.  I started 45 minutes ago. I gained the nerve to try it. At first, on my computer, I opened up my file of photos that I have saved of both of you.  I did this for creating a safe, non-scary atmosphere. 

I then put the lube on the 6-inch penis dildo, after I locked it in place on the chair. I slowly sat down, watching the computer screen, for I had the file open to be set up to do a slideshow of both of your photos I saved from your blogs and vox erotic pages. Gazing at your photos as they slowly replaced each other, created a calming atmosphere as I continued to lower myself onto the lubed dildo.  It felt like both of you were here with me, watching and approving of this new exploration, with approval.

When the lubed head of the dildo reached my opening.  Mistress Tia’s latest twitter photo, of her kneeling in a chair with your hand on her foot, in the black corset, having her incredible firm bottom raised from the position she was in. That picture inspired me. I thought it was a good time to attempt to lower myself onto the dildo. I wanted it to penetrate me, as you looked on.

Mistress Delia mentioned that I should gently massage the prostate and anal area before penetration, which I did. I did very slow circles on top of the penis dildo head, feeling the silky smoothness of the silicone dildo coupled with the lube.  When that photo popped up I felt the time was right.  I lowered myself gently down. I felt the pressure of the lubed head tip as it slowly opened up the anal opening, stretching.

Since it was already warmed up, it felt ok.  I guess I might have put too much lube on it, for after a second or two it “popped” in past the sphincter. I guess that is the correct word, into and through the opening.  The sensation was startling! My breath caught, and I paused for a second and then as I kept gazing at your photo slideshow, I slowly lowered myself down onto the silicone penis dildo, slowly filling up my asshole. The sensation of being filled was simply amazing, and wonderful was it tight at first yes, but the lube made it very easy to slide down. 

My bottom immediately clinched onto the shaft, and that was an amazing feeling as well.  As I positioned myself on the chair to get comfier, each movement pressed the dildo inside of me almost caressing the prostate, teasing it.  That in of itself felt good. My eyes almost filled with tears for there was an arbitrary succession of alternating photos of the both of you, and I felt that the both of you were there helping to “de-virginate”” me with anal pleasure with your sexual approval, and understanding and care. As my bottom kept clinching the very warm dildo inside of me. 

Enjoy Anal Pleasure

Isn’t that a beautiful description of anal exploration? Now, in all honesty, this experience came after months, even years of guidance and education to alleviate worries. This sexy man was able to discover anal pleasure without fear! He had FUN! When his anus was stretched, he knew how to make that feeling grow inside him. He did not need to use a large dildo to achieve this result. He did not need to gape! I think this man realized anal pleasure IS something he can do at home during his free time in a discreet way watching videos on his computer to enhance the pleasure.

So if you are considering anal play, prostate stimulation, or anal massage for your sexual pleasure, just remember the right product or training toys can make anal penetration easier. Ask a Mistress how you can make anal pleasurable for you. Be sure to share your best anal fantasies with Mistress Delia when you are ready!

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