Sissy Finishing School

Category: Strap-On

Sissy Strapon Sex

Finally, my journey brings me home again, and I can relax from the demands of life. And nothing says home like making a feminized bitch get out my collection of cocks so that I could indulge in my favorite homecoming activity…sissy strapon sex. Fucking some strumpet in her cunthole is a nice tension reliever. Rather like Happy Hour, but without the hangover the next day.

I also enjoy the ritualistic preparation involved with sissy strapon sex. Sure, I could…and sometimes do…just take what I want, and call it a day. But I tend to get more gratification from drawing the anticipation out for several hours, until the sissy bitch in question shudders in delight from a caress to her neck. I like watching the way that the pupils dilate, jawline tightens a little with longing, and the nostrils flare slightly as my feminized fluffer tries valiantly to be a patient good girl who will eventually get the reward of my cock.

Good Things Come To Those That Wait for Sissy Strapon Sex…Maybe

As much as I truly enjoy reaming some harlot out, I also like denying them. It’s a great deal of fun to have a sissy on her knees, literally begging me to put my harness on, and to fuck any orifice of her needy body. I like making them earn it. After all, getting my cock is a privilege, and I don’t think it’s too much to ask that someone shows that they *really* want it.

And it’s not about the physical act. Not for me, not in the least. It’s the mind fuck of taking someone like you and totally dominating you as you lay with your legs in the air, squirming, desperately hoping that I’ll plunge into you, filling your sissycunt, sissy mind, and sissy soul in a way that only a truly dominant woman can do. It’s thrusting into your psyche with every stroke, branding you, claiming you, owning you.

If you can intice me to do it, that is. I might just have you get out my toys, then put them all away again, unused for the night. It’s on you to convince me that you want it. You think you’re up to the task?

November 1, 2013
Sissy Strapon Training

While I do get enjoyment out of seeing sissy bitches trained to pleasure cock for my amusement, sometimes I want to take matters into my own hands…or my own hips, and just fuck you myself, which means sissy strapon training. Sometimes if you want the job done right, you just have to do it yourself. Not to mention I like to pop sissy cherries. I like doing that before I introduce them to the next level of being degraded via penetration by a real man, if that is my plan.

Sometimes they are surprisingly good fucks who take very well to their sissy strapon training. I’m not sure what I enjoy most. Part of me likes it when your whore hips lift off the bed in eager anticipation to meet my every thrust. Part of me likes it when tears roll down your cheeks as you protest that you just can’t take a cock as big as mine.

Assume the Pussy Position for Sissy Strapon Training

Your strapon training will include multiple positions, all dependent purely on my mood of the moment. I know that for some of you, being flat on your backs with your legs up in the air is the ideal I don’t care. What matters is my ideal, and I may well want you up on your hands and knees, with a mirror positioned in front of you, so you can look at yourself while I make you my bitch.

Won’t be denying the truth of what you are then, will you?

I may decide that you’ve been lazy, and that you need to show me how eager you are for your sissy strapon training. That may mean that I am the one laying flat on my back, with my cock pointing due North, and you have to climb on top, and lower yourself until your sissy pussy is desperately grinding away, hungry for what I can give you.

Sissy strapon training is one of my favorite things to do, especially when I combine it with chastity and ruined orgasms. As you read this, you may not think that you’ll beg for my cock.

But eventually…

you will.

July 25, 2013
Strap-On Fun

Experienced Strap-On Mistress

Assume The Position For Some Strap-On Fun

As an experienced and knowledgeable sissy phone sex Mistress, I understand the utmost importance of thorough and routine strap-on training! If you are the type of sissy that desires to undergo this type of strap-on phone sex training then you have definitely come to the right place and I see you and I having a very bright future together.

The initial part of strap-on phone sex will include a special unit on cocksucking since your spit will often be used as your lube for anal training during strap-on phone sex. You will learn exactly how to please a cock through your strap-on training and you will, most importantly, become an expert on deep throating phone sex also!

Gagging On My Strap-On

As you are gagging on a nice fat strap-on from your sissy phone sex Mistress, you will find that your mentality will truly begin to transform into a much more slutty and feminine mindset.

After you have learned all the basics of cocksucking phone sex, you will then move on to anal training. I have much experience in teaching sissy phone sex lovers to adore anal sex, even though at first they may be apprehensive. I adore turning a sissy phone sex girl into the perfect strap-on slut.

We will start with a small strap on at first to help you adjust to the feeling of your ass being penetrated and used by a strap-on phone sex Mistress such as myself.

Pushing Your Limits With Strap-On Phone Sex Training

As you start to relax and enjoy the feeling, we will step up a size pushing your limits just a bit. You will feel a mixture of a slight pain and extreme joy. If you are an especially good sissy, I will reach around and play with your clitty as I fuck your ass pussy with my strap-on.

This will be just the beginning of your strap-on phone sex training and strap-on fun. Are you ready to be opened and penetrated? Then you know what to do sissy. Send me an email and tell me why I should accept you into my sissy strap-on training program. Until then…..

Ms Isabel

May 10, 2013