Sissy anal training is more than simply putting something in your ass pussy. With the right Mistress, this becomes a powerful feminization tool to help you fit into your proper identity. For a sissy, the first insertion is rarely about the toy itself, it’s about surrender and the psychological shift that happens with penetration. If you are a sissy that is cock curious, then my training is focused on preparing you to take a real cock. Let me explain.
Anal training 101
If you are just beginning your journey into the glories of backdoor submission, check out the podcast I do with Ms Erika. You’ll find a wealth of knowledge about all kinds of topics on The Weekly Hot Spot podcast. Start with this episode titled: Are You Curious About Anal with Goddess Rachel. Also listen to Sex Toys We Love with our friend Mistress Hunter.
Sissy anal training and submission
Some sissies yearn to have a filled ass pussy because they consider this a huge part of erasing a masculine identity. Think of the psychological shift from being the one who penetrates to the one being penetrated. Distance domination is perfect for this journey. I become your guide, your muse and even the one who will push you where we both know you need to be.
Anal training with the Experienced Mistress
There’s a reason why my personal blog is called Experienced Mistress. I know the ins and outs of anal. (That pun was too tempting to pass up.) I might start you with some gentle guidance about exploring anal finger play. Then, I can turn up the heat on our sessions, teasing you with stories like the Femdom Pegging Club. A little prostate play can leave a sissy panting for more. That’s right where I want you to be.
Sissy training
Remember what I always say, “You are unique. That’s one of the reason why I adore sissy training.” I tend to use anal play in conjunction with whatever we’re talking about. For example, Jasmine wants to be a bimbo sissy slut so her training involved learning how to ride a suction cup dildo. Sissy Greggie will often wear a small butt plug to work. When I say, “Wear the pretty yellow panties and put in the butt plug for me.” I can hear the gasp and soft moan.
Erotic humiliation and anal play
There’s nothing quite like reducing you to a hungry butt slut, when you begin begging, “I fucking need to be filled and fucked hard by a real man.” Oh my! Remember, there is an art to humiliation, it can be sensual or teasing all the way to mean or degrading. My goal is to make you very aware that your ass pussy is now your primary sex organ.
Chastity and sissy training
Speaking of primary sex organs, sissy training through chastity really reinforces emasculation. Denial means you will automatically want o experience pleasure other ways. I’m right there to help you leak, beg and moan while in chastity. You’re begging for anything that will ‘help.’ Learning to have a sissygasm proves you can cum like a girl without ever touching your clitty! It might be humiliating or enlightening. It is usually deeply addictive.
Are you ready for sissy anal training?
Every sissy’s ass pussy has a story. Whether yours is yet to be written or I help you with the next chapter, bring your toys, lube and desire. I’ll take you the rest of the way in our session. Take a listen here to find out what that might be like.
Your Experienced Mistress,
Ms Olivia
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