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Sissy Essentials Continued: From Strap-On Sucking to Dildo Fucking

Empress EmmaJane — Wed, 10 Feb 2010 18:10:58 +0000

You’re on your journey to becoming a sexy, slutty, strap-on sucking sissy, and you’ve been spending hours on your knees with your mouth filled in order to show your enthusiasm and dedication to evolving into a top-notch, cock-loving sissy slut. You’ve mastered stroking, kissing, licking, sucking, and worshipping your Mistress’ dildo, putting to good use your hands and mouth as though you’ve been pleasuring cocks for years. You’ve worked on and refined your technique – and now it’s time to move on to the next step: bending over or lying back for your Mistress so you can “really” get a feel for her strap on.

Once you’ve used your oral skills to get your Mistress’ strapon nice and wet due to your deep-throat fun and consequential gagging, it’s time to rise from your knees and assume the position of your Mistress’ choice in order to begin the next phase of your sissy slut training: Being penetrated by a dildo a la strap-on. Regardless of how anxious and/or nervous you may be, you need to concentrate on being as relaxed as you possibly can. To that end, there are several techniques an effective sissy slut Mistress can teach you –regarding mindset, lube application, positioning, movements, etc.- that will “encourage” your sissy pussy to accommodate her cock.

In conjunction with these strap on training sessions with your Mistress, you must show your dedication to the sissy slut cause by committing to a regular regimen of dildo training on your own time. Your Mistress should be the judge of the dildo you are to use in order to make progress. If you do not own a toy cock of the appropriate size for each phase of your training, your sissy-Mistress-in-charge can and will easily provide you with recommendations in order that you may acquire a new tool for furthering your cock-serving sissy goals.

Via the combination of vigorous strap-on maneuvers by your Mistress and your own diligent efforts at practicing with the appropriate dildo and toys on your own time, you will learn to lie back, spread your silky thighs, and feel like a genuine sissy slut whose fully capable of taking a cock like a “real” woman!

For an erotic phone sex session with me, Empress EmmaJane, call 800-601-6975.
Must be 18+ to call.
Calls are $2.50 per minute with a 10 minute minimum.
Discreetly billed to a major credit card
http://ratemycall.com

Sissy Essentials: Learning Cocksucking Proficiency Via Strap-On Training

Empress EmmaJane — Sat, 06 Feb 2010 00:55:29 +0000

Every true sissy knows that being a “real” sissy is not just about looking all feminine and girly. Yes. The mastery of crossdressing in women’s attire –complete with flawless hair and make-up- is certainly the cornerstone of the new and well-established sissy. However, the hardcore, dedicated sissy realizes that it is essential that a “true” sissy girl also acts like and learns to do all of those things a woman does – and that includes especially acting like a naughty vamp in the boudoir!

For you sissy gals who want to push the envelope all the way, learning to please a man is a very natural part of your training and womanly knowledge bank. You dress the part of an alluring sissy slut, and acting accordingly is every bit as important as slipping into a sexy bra, barely there panties, and tight, short skirt. We all know how much you long to learn the ways of a slutty sissy seductress, becoming an expert at stroking, sucking, and spreading for a big, juicy cock – or cocks!

The responsibility of an excellent and thorough sissy Mistress is to prepare you –via much instruction and practice- for dropping to your knees, using your lips and mouth, and being able to fully and enthusiastically satisfy any man. This is best achieved through putting you through the pleasurable rigors of strap-on training.

I myself maintain a huge selection of dildos just for that very purpose. I love nothing more that stepping into my harness, attaching the dildo of MY choice, and having you assume the position – the first of which is on your knees! I want you to wet your lips and immediately drop to your knees on my order so that my strap on is just inches from your face, while I watch your eyes widen and mouth water as you wait to rehearse that part of a cocksucking faggot, sissy slut. With intensive training, you will learn to become a sissy sucking expert at taking my meaty dildo down your throat, and the end result will be your ability to fully please any cock you encounter.

Are you ready to be the best cocksucking sissy you can be? Are you ready to meet my strapon? There’s no time to waste, my pets. Let’s get you started now!

More on the Secretly Submissive Male and Strap-On Stress Relief

Empress EmmaJane — Thu, 04 Feb 2010 03:57:26 +0000

After having previously read my thoughts and/or corresponding and sessioning with me, many of you professional stressed subs have readily acknowledged that there is something substantive to my theory. You tell me with the enthusiasm of one who has just had a great epiphany that I am definitely on to something and/or I have described your feelings precisely. This generally triggers a most intriguing discussion in which you experience a great sense of relief that someone “gets” your need to banish any and all decision-making from your world –at least temporarily. I, on the other hand, derive enormous pleasure from ensuring and explaining to you that I truly understand what motivates your need for female domination – and I do.

Now, there are always twists and turns in the specific scenario(s) and activities that each of you enjoys imagining and exploring during our time together. One of the most common fantasies that bring a large number of you that welcome relief is a hot, dominant strap on sex scene, frequently accompanied by your simultaneous engagement in ass play. Many of you have you dildo in hand, waiting to be directed on how to incorporate real-time anal stimulation into our strapon adventure. We explore your desire to be taken and coerced into becoming very friendly with my dildo. We collaborate on a plan by which you will ride or lie back and consume your own anal toy. We set our plan into motion. When all is said and done, your mind is whirling with thoughts of my bending you over and dominating you with my weapon of ass destruction, but… That “destruction” you experience is the welcome devastation of any sense of control you felt before we talked, and you feel like an overloaded circuit breaker that has been reset.

If you’re ready to surrender your control to my strap-on, I am more than prepared to give you an anal experience to remember. If you want to heighten both the mental and physical sensations of our session, have your toy(s) and lube ready to engage in some directed assplay. My dildo and I are ready to take your control and replace it with my special strap on serenity…

Pre-Session Questionnaire: Assplay and Strap-On Phone Sex Sessions

Empress EmmaJane — Thu, 21 Jan 2010 15:20:01 +0000

The following is a series of questions tailored specifically to clients who are interested in ass play and strap-on fantasies. Please answer as succinctly or as detailed as you would like, keeping in mind that your responses will help me get a feel for what you prefer, so I can lay a solid groundwork for our time together. While there may be an overlap of these fantasies with others, I would like you to indicate the other components that you would –or would not- like incorporated into your ass play fantasies. As with the general screening questionnaire, please copy and paste these questions into the body of an e-mail, and e-mail to me at Empress.EmmaJane@yahoo.com just prior to our session. If you like, we can review your answers as necessary or as you like during our session itself. I also highly recommend that you review the General Questionnaire as well, in order to provide some general, selective information on items such as session format, which are not addressed in this topic-specific questionnaire. It will not be necessary for you to complete the parts of the General Questionnaire that are addressed here.

1) Do you consider the primary focus of your ass play fantasy to utilize…
a)   Manual (fingers) only
b)   Use of toys
c)   A combination of fingers and toys
d)   Other

2) Do you prefer…
a)   a predominantly sensual, nurturing, and understanding Mistress (who may humiliate you only when necessary)
b)   a harsh, severe, and hardcore Domme (who will humiliate, mock, and/or degrade you consistently)
c)   an unpredictable Mistress ranges between the two and mixes it up
d)   different styles from session-to-session, depending upon your mood

3) How would you like me to address you during our session? Would you like me to refer to you by your given name or a more feminine name?

4) Besides your name, are there any other terms –such as “pet” names of affection, naughty names or any other terms by which you would like me to call you?

5) During our session, do you prefer to…
a)   Fantasize only about assplay
b)   Engage in actual assplay
c)   Utilize a webcam

6) If you wish to incorporate “hands-on” ass play into our session, which of the following do you plan to have on-hand to use?
a)   Vibrator
b)   Dildo
c)   Butt plug
d)   Other

7) Do you engage in assplay in real-time? Yes No

8) If so, when you indulge yourself with anal stimulation, do you do this…
a)   Always solo and never with a/your partner
b)   Sometimes solo and sometimes with a/your partner
c)   Always with a/your partner
d)   Other

9) What elements of ass play do you find most appealing – whether in fantasy or real-time?
a)   Manual stimulation by yourself or another only
b)   Use of toys by yourself or another
c)   Use of a strap-on by another
d)   Other

9) With regard to other fantasies and assplay, do you wish to integrate any, some or all of the following fantasy components into your ass play fantasy?
a)   Crossdressing
b)   Feminization / Sissification
c)   Forced Bi
d)   Humiliation
e)   Bondage
f)   Guided Masturbation / Tease & Denial
g)   CBT
h)   Other

10) On a scale of 1 (being not at all submissive) to 10 (being completely submissive), to what degree of submission do you feel most comfortable?

11) Do you have a webcam? If so, will you want to use it during our session?

12) Will you have complete privacy during our session or will your privacy be limited? (If your privacy is limited, I respect this fact and will be happy to work around your need to be less interactive or speak very quietly during our session.)

13) Please denote any other preferences you have regarding your ass play session.

More Fun with Ass Play and Strap-On Sex: Well-Lubed for –Highly Recommended- Warm-Up Time

Empress EmmaJane — Mon, 14 Dec 2009 21:20:56 +0000

With the helpful assistance of your partner, your virgin rosebud is wet, slick, and ready to be introduced to that dildo that your partner is just about to affix to her harness. Although she has stepped into her brand new harness, that does not mean it is mandatory that you jump from point A to point B without hesitation or go from zero to sixty in 5.0 seconds flat. In fact, that should not at all be the case.

Based on my personal preference and the ensuing ease of progressing from the preparatory to the full action phase of strap-on sex, I highly recommend that –regardless of any other sexual activities in which you engage with your partner before you are ready to tackle her strap-on- you should take some time to stretch, relax, and loosen up a bit – and, no, I am not talking about your general bodily musculature! Whether it is intermingled with other sex play or done immediately before you are ready for your strap-on debut, you and your partner must make a concerted effort ensure that –again, only after being well-lubed- your sphincter muscles are as prepared as possible to open up to accommodate the dildo you have chosen for this event. This should include some general ass play with your partner taking more than just a few minutes to use her fingers, a vibrator or perhaps another smaller dildo –whether exclusively or in combination- to slowly and gently begin opening you up and allowing you time to relax and become accustomed to this particular time instance of anal stimulation. She should begin by taking her time and then gradually increase the tempo and vigor of this warm-up ass play. Regardless of the particular phase of ass or strap-on play I which you are involved, remember this very important point: It is much easier for you to pace yourself and allow anticipation and speed to increase than it is to proceed too fast too quickly, causing both your mind and body to become tense and potentially causing you physical discomfort. While enthusiasm is commendable and highly encouraged by your Mistress, I do not advise you to be so overzealous that you throw a roadblock in your own path – and maybe one that will immediately squelch your continuance with ass play and make strap-on play in the moment an impossibility that must now be delayed until a later time.

So… To recap: Once you are well-lubed, you want your ass slowly relaxed and stretched. Once you have opened the door (so to speak), it will be much easier to cross the threshold.

For an erotic phone sex session with Empress EmmaJane, call 800-601-6975
Must be 18+ to call
Calls are $2.50 per minute with a 10 minute minimum
Discreetly billed to a major credit card
http://ratemycall.com/

More Fun with Ass Play and Strap-On Sex: Preparation, Relaxation, and Communication

Empress EmmaJane — Sun, 13 Dec 2009 21:23:19 +0000

Yes. It has seemed that making your way to this first foray into strap-on sex has required quite a substantial amount of time, research, and effort – and it should. If you want your first time –your anal deflowering as it were- to be the most exciting and pleasurable event it can be, then you need to treat the planning and preparations for it accordingly. After all, you are dealing with an area of your body where special considerations have to be made due to special (anatomical) circumstances and limitations when one’s goal is penetration.

Now, via some initial ass play, you have accommodated for two of the most prominent special considerations -and potential instigators of problems- by (1) using plenty of lube to correct for your lack of natural lube in the anal area and (2) taking care to loosen your sphincter muscles, which were not designed for penetration. You have paced yourself and made sure to listen to your body as you progressed through the warm-up phase. If things were moving a bit too quickly (thereby causing you to tense up) or you detected that dry and abrasive feeling that signals a need for more lube, you alerted your partner and took the appropriate measures to get back on track. You kept your partner informed and aware of how you were feeling when things were moving along with no problems. You’ve been communicating with your partner on every aspect of this preparation, and now you feel that you are more than ready to push forward. (Pun again intended!)

Now, you are moving into territory where communication is key and more important than ever. You need to keep a running dialogue of input and feedback in order to help your partner help get you as in the strap-on mood as is possible. Talk to her, listen to her, and –most importantly- listen to the signals your body is sending you. Successful communication will lead to more pleasurable strap-on fun for you. So… Ramp up your communication skills and brace yourself for the main course…

More Fun with Ass Play and Strap-On Sex: Preparing for Your Introduction to Strap-On Fun

Empress EmmaJane — Sun, 13 Dec 2009 19:41:30 +0000

After careful searching and scrutiny, you and your partner placed your order and eagerly awaited the arrival of your special strap-on shipment. When it showed up at your door, you could hardly wait to tear your parcel open and inspect the harness and dildo(s) contained therein. Of course, you vowed to perform this special unveiling ceremony together, so the oohs and ahhs could be shared – and shared sighs of excitement there were when you took your goodies out and began examining them. Now… You have to tools you need for your new anal adventure, so it’s time for the real fun to begin!

Before you begin, ensure that you have some quality lube – preferably some that is made especially for ass play. Rule Number One is this: Do NOT be stingy with the lube. You must use it liberally in order for it to provide the ease and comfort that it is intended to do. While I personally prefer and use only J-Lube, a lube that comes in powder form to which water must be added until the desired consistency is achieved, there are several excellent lubes –including Gun Oil and Boy Butter- on the market produced with ass play in mind. Once you have your lube in hand, you are ready to prepare yourself for your role as the receiving end. (Pun very much intended!!)

In order to have this experience be as much as team effort as possible, allow your partner to do the lube honors – or at least have her help you. You will want to lube your waiting hole in at least (in my opinion) in a full two inch radius all the way around and out from the center. To make the impending activities even easier, you and/or your partner should lube a finger or two and gently slide then between one to two inches inside of your ass and slowly rotate them in a circular motion in order to get you wet just on the inside. Remember, too much lube is better than not enough!

Once this procedure has been thoroughly completed, it’s time for her to get strapped in and you to assume the position. Next stop: Strap-on sex!!

More Fun with Ass Play and Strap-On Sex: Saddling Up With A Good Harness and Dildo

Empress EmmaJane — Sun, 13 Dec 2009 18:21:00 +0000

You’ve gotten the all clear for take off – and are you ever ready! Regardless of your level as an ass player, you have committed yourself and your time to paying more diligent attention to and, hence, “preparing” your strap-on seeking backside for Round One of Arse Invaders. You have become incredibly aware of and made intimate introductions between your fingers and/or toys and your ass, grown even more familiar with your part-time playground, or found yourself happily better or re-acquainted with your “man’s own special love hole.” You have put forth your best efforts to get warmed up for the pending activities, and the time is drawing near.

During the interim, you and your partner have been scrutinizing potential harnesses and attachments. While a typical, run-of-the-mill, generic harness, which can be found in any online of physical location of a store that caters to accoutrement for strap-on play, is acceptable for beginners, you (and especially your partner) may find that it does not afford the strength and stability you need for markedly vigorous strap-on fucking. If you want to be more than adequately prepared, I suggest investing a little more money in a harness that is a bit sturdier in construction. That said, I would be terribly remiss in neglecting to adamantly suggest that you investigate the Vac-U-Lock system of harnesses and compatible dildos. In my book, that is the way to go with strap-on sex play – especially should you decide you and your partner wish to make her bending you over and giving it to you a regular occurrence.

While you will likely wish to begin with a dildo that is from a small to average size in order to gauge your physical comfort level with ass play via strap-on, don’t think you are restricted to bouncing from one average-sized dildo to the next because you can get anything larger. I’ll let you in on my secrets to bigger and better strap-on sex later…

More Fun with Ass Play and Strap-On Sex: Selecting Sex Toys

Empress EmmaJane — Sat, 12 Dec 2009 05:05:33 +0000

You’ve sparked her interest and have her mental wheels grinding. You’re behaving yourself and being patient, giving her time to digest the “interesting” discussion you had, and you wait… Eventually, the moment arrives when she initiates discussion and tells you she’s been thinking. You feel butterflies flitting around in an excited frenzy in your stomach. What is she going to say? Calmly, you sit back and prepare to listen. You know the time for the strap-on verdict has arrived…

Perhaps she takes her time, recapping your discussion of earlier and telling you how she’s been thinking very carefully. She winds her way down a lengthy explanatory path, prefacing her “decision” with a well-rounded preface. Of course, it could be that she cuts to the chase and gets right to the point, firing her decisions at you like a sniper opening fire from a rooftop. In either event, she tells you that she is agreeable to trying your strap-on fantasy, and she is curious to see just what that would be like – for both of you. She is willing to give it a shot!

Now, if you already share toy time together – or either of you have playthings you use for solo purposes, it may be that you already have a goody or two you can use to kick off strap-on time. Take a look at the options you have and proceed from there. In fact, you may want to increase the frequency of your ass play before you decide which toy –whether it is a dildo you have already or you need to acquire one that is compatible with a harness… and you need to help your partner find an adequate –and sturdy!- harness.

If you haven’t gone into the land of sex toys together, it is time to sit down together, browse the Internet, and get an idea of just what you may want to integrate into your ass play fun. If you have never –or have rarely- used toys in your ass play escapades, it is a good idea to acquire a few basic toys in order to get accustomed to with “receiving” penetration. Once you are comfortable with basic anal exploration, browse dildos and harnesses with your partner until you find something which you both feel is appropriate.

Now, it’s on to the next step…Strap-on time!

For an erotic phone session with Empress EmmaJane, call 800-601-6975
Must be 18+ to call
Calls are $2.50 per minute with a 10 minute minimum
Discreetly billed to a major credit card
http://ratemycall.com/

More Fun with Ass Play and Strap-On Sex: When You Get The Green Light

Empress EmmaJane — Fri, 11 Dec 2009 05:25:28 +0000

Oh yeah! Houston, we appear to have lift-off! You are even more excited now! Not only did your partner listen to what you had to share with on your strap-on fantasies, but she really seemed to listen – and was obviously quite intrigued, given her calm and interactive discussion with you. Perhaps she began musing over how strap-on play might be from her playtime perspective. Maybe she smiled and said she suspected you were into that – and she has wondered about it as well. Maybe she breathed a huge sigh of relief because she’s thought about it as well, but has been unsure of how to broach the subject with you! It could even be the case that she began planning your first strap-on escapade then.

If your partner listens intently, stops you and asks questions, and/or frames her own aspect of the discussion from the viewpoints of you, her, and your identity as a couple, take this as a positive sign, but don’t scare the living daylights out of her with your rabid enthusiasm – at least not just yet. Even if she seems to be anywhere from mildly to moderately to incredibly agreeable, you should still allow her time to digest what you have (finally) shared about longing for and dreaming of her using a strap-on on you. Now that it is out in the open, give her some time to think of and imagine how she will feel in accommodating your “special” ass play request (or finally realizing her own!), and let her approach you with her own independent findings, suggestions, and input. If you encourage this new suggestion as a joint –aka team- “effort” in adding some zest to your sex life, it will be much more gratifying due to an equal playing field of interest and enthusiasm.

Of course, now that the door is open, you know there will be an even more interesting conversation to follow: With what do we play and when?!