Anal stimulation is one of the most intimate, pleasurable, and exciting sensations that a man can experience- but it is also a type of play that can make you nervous, embarrassed, or even scared. If you’re new to anal play and ended up reading an anal training blog, I bet you fit into one of two types of playmates: either you’re a curious, wannabe butt slut looking to learn the ropes; or you’re a submissive who’s Mistress has decided that she wants to claim your ass as Her own. Regardless of your circumstances, one thing is certain- the most important part of delving into anal play with your phone Mistress is firstly developing trust.

The Cautious and The Curious

Marilyn Loves to Play With Your Ass

Not every man who wants to try anal play is into BDSM- you might be a stroker in need of something more exciting during your fap sessions, or perhaps the idea of prostate stimulation is a major turn on for you. That said- some of you might love the idea of being Dominated- but only if that involves your Femdom playmate playing with your butt 😉 Anal play has a whole realm of possibilities, but if you find yourself getting nervous about first time play, anal training Mistresses like myself and Ms. Delia know how to treat an ass with care. I might have you start by teasing that puckered hole with just a lubed up fingertip while you stroke-and once you’re nice and relaxed, perhaps I’ll have you slip that finger inside your ass for me and give that p-spot a nice little tickle 😉 With my anal newbies, I like to start slow- I like to get to know you and hear your sexy reactions; I like to seduce you into training and stretching that ass a little bit at a time . . .
And best of all, I like to corrupt you- because we both know that something so naughty can’t help but feel oh so good.

The Nervous Submissive

I just adore a submissive man willing to please. Though I am, of course, a Mistress who always respects hard limits- if anal play isn’t a hard limit for a submissive of Mine, that ass will be claimed eventually, simply because it pleases Me. I find that the submissives I demand this from are curious and excited about the inevitable; but they are often adorably nervous, and even have a healthy level of fear when I mention the size of My favorite strap-on cock 😀 Although this is incredibly amusing to Me, it is My responsibility as a Mistress to take care of My submissives, and to keep them safe. I may have decided to claim your ass, but I am not going to be bringing out the monster dildos the first time around 😉 In fact, a small, slim butt plug is My toy of choice to pop your anal cherry- just enough to keep your fuckhole aching for more while you further your submission to Me over time.

Safety and Trust

It is completely natural for any anal newbie to be nervous or scared about first time play no matter how hot you get when you fantasize about it. A great anal training Mistress will always understand that you’re going to need guidance, and that it’s up to us to relax you into a trusting and erotic state of mind. That said; a great playmate or submissive should always recognize his responsibility to communicate. I want you to ask questions, and I want to know how that sweet ass of yours is feeling throughout every step of your training. This is how trust is built- and even sexier- this is how I’ll decide whether I need to be gentle with you, or if you need that devious Femdom bite to keep your ass in line . . . and nicely stretched 😉

Share your thoughts in the comments- how important do you think trust is when exploring anal play with your Mistress? 

XOXO- Mistress Marilyn