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Shopping with My Sissy: Panties and Bras and Hose… Oh My!

Empress EmmaJane — Thu, 25 Feb 2010 20:02:53 +0000

Nothing pleases me more than guiding a new sissy along the path to femininity, helping an eager and excited girl-in-bloom look on the outside just as she feels on the inside. It is this enthusiastic love for all things girly that was completely ignited on a recent three-hour shopping trip with a wonderfully fabulous sissy who only needs something very basic and simple: a girlfriend who understands and appreciates her desire to dress and feel like a beautiful, sexy, and sophisticated woman. She needs a guiding hand and gentle support in building her wardrobe and learning to maximize her efforts to dress well – and I have very readily and warmly extended an open invitation to be her mentor in this crossdressing endeavor.

Although she already owned some lingerie and outer clothing, my shy, sweet sissy crossdresser had only historically been able to acquire random pieces here and there due to the necessity for great discretion. (I know how many of you can appreciate that fact!) She had accumulated over time –and one-at-a-time!!- a number of pairs of panties, bras, babydolls, skirts, blouses, and so on, but –prior to our shopping excursion- she had never gone on an extensive shopping trip explicitly for the purpose of expanding her wardrobe with multiple new pieces. Although she is so incredibly deserving, she had never bought herself anything really nice for herself! That has now changed!!

When we went into session to embark on our shopping spree, I’m not sure who was most excited! We had already decided where we were going to do our shopping, so we each parked ourselves in front of our computers – and off we went into full shopping mode! Once we were both (literally) on the same page, my wonderful sissy bestowed upon me a great honor: She told me that she wanted ME to select the items I thought she needed to begin building a wardrobe from the ground up as if she had nothing. Needless to say, I was filled with glee!

For three hours, we bounced from matching panty and bra sets to corsets to babydolls – and we were both in Heaven! We ended up with a nice “basic” collection of items that every sissy girl needs. Once she completed her transaction and we had verification of the expected arrival date of her shipment, we began making plans for our next shopping trip and discussing the pieces she most needs to add to her collection next. Neither of us can hardly wait!

My dear sissy girls, I don’t have to tell you that there is simply nothing like shopping with your gal pal to make you both feel utterly feminine! I’ll let you all know how the next spree goes…

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/

Cuckolding and the Humiliation of a Small Dick (Part III): The Thrill and the Angst

Empress EmmaJane — Thu, 25 Feb 2010 03:41:13 +0000

You now understand that you were meant to be a cuckold. Being a cuck is your true position in Life, and the more you think of the woman you love being fucked and filled by a big cock, the more you begin to experience a flurry of colliding and opposing emotions. One moment you are utterly humiliated because you know your small dick will never be enough to satisfy your partner. You feel helpless because your lack of size is beyond your control to change or correct. The embarrassment of another man being aware that you must defer to him the enjoyment of pleasuring your partner’s pussy because he has what you do not is overwhelming. You also find yourself experiencing feelings of great jealousy at the prospect of your woman being fucked and filled by another man. It’s not that you’re wanting her to fuck other men out of some voyeuristic kink of yours, but rather you want her to experience the fucking, filling, stretching, and pussy pumping that you cannot give her with your nub. Perhaps this jealousy spawns anger, shame, guilt, and/or other negative feelings, but…

From another perspective, when you imagine her lying back, legs spread with a most substantial cock making her writhe, moan, and cum, you cannot deny the shiver of excitement that races right down to that tinker toy dick, making it twitch and wriggle. When you experience this rush, you find yourself bewildered and puzzled at how you can feel this warped sense of arousal over “your” woman being pleasured by another man. It’s confusing for you to feel jealousy and titillation both at the same time. You want her to be happy and satisfied, but you feel twinges of angst over having to rely on someone else to provide her with the sexual fulfillment she wants and needs. On the one hand, you feel at least somewhat proud of –and maybe even impressed with- yourself for being open-minded enough to encourage your partner to fuck other men. On the other hand, you feel like a pitiful excuse for a man for “granting permission” to your partner to seek out a “real” man who can please her sexually. You simultaneously feel that you have a choice yet no choice at all – especially if you have any hope of keeping your woman in the relationship.

Despite this cyclone of emotions, you know you have no choice but to go forward and pledge yourself to be a dedicated cuckold…

Cuckolding and the Humiliation of a Small Dick (Part II): The Realization That You Are Meant to be a Cuckold

Empress EmmaJane — Wed, 24 Feb 2010 07:33:01 +0000

Attention, future cuck! Whether or not you want to accept it, you know that your small dick is simply not enough to satisfy your woman – or any woman for that matter. Maybe you’ve seen more subtle signals such as her growing lack of interest in sex with you or going out while you are left at home. Perhaps she has decided to cut to the chase and be clear about your inadequacies and her resulting frustration, so she tells you that your cock is too small for her… or she begins talking about her ex who had a nice big dick. In any event, you get the picture, and it is crystal clear: Your teeny weenie has been vetoed. Permission to fuck denied!

As your first course of action, you try to compensate for having such a tiny worm between your legs by using your oral skills to please your woman. You assume that as long as you can use your tongue to get her off that you are making up for being unable to fill her pussy. However, you know deep down that this is at best only a temporary solution because you are still not giving her that sensation of stretching and fullness that her pussy needs – and very much wants. You can even integrate a variety of vibrators and dildos into your oral routine or use a cock extension in order to give her “more” – but still the song remains the same: Your dicklet is still too small. She wants to feel the “real” thing, and you don’t have it! What’s a little dicked man to do now?

So… You love your partner, and you decide you’re willing to do anything to keep her happy – even if that means giving her the go-ahead to find the gratification she needs elsewhere. You wrestle with the idea of allowing her to seek out other men – well-endowed men – realizing that you are entering the Land of Small Dick Humiliation. Nonetheless, you want her to stay with you, even if that means your lack of manhood suffers extreme shame and embarrassment because you are now relying on other men –“real” men- to give your partner that big thick cock she so badly wants. If that is what you must endure to keep her, then so be it.

As you come to fully accept your impending and inevitable status as a cuckold, the emotional turmoil begins… 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/

Cuckolding and the Humiliation of a Small Dick (Intro): Dispelling Dick Myths

Empress EmmaJane — Wed, 24 Feb 2010 00:29:52 +0000

Before we delve into the world of the novice cuckold, let’s establish a couple of facts about your dick size – and differentiate between what you think and what women want:

*If you have to ask whether your cock is (too) small, then it is. Despite the ready availability of statistical averages available on the Internet regarding the range of average cock size (both length AND girth, boys!), it does not take a rocket scientist to determine that 4” is below average and, therefore, small.

*“Small” does NOT apply to length only! Studies, polls, surveys, and interviews consistently show that women attach more importance to girth over length! If your cock is 7” long and looks like an elongated finger, your dick IS small!! Women want stretched and filled, not pummeled and probed like you’re dick is a probing apparatus drilling for oil!

*If you have to ask if your cock is too small to please a woman, then sadly it is.
If you’re “not sure” whether your wife or girlfriend is sexually satisfied with you, then she’s not.

*If you have both a short and skinny cock, you’ve suffered the double whammy, and –before you ask- you already know that no woman in her right mind is even remotely interested in having anything to do with your inadequate dicklet.

*If you have a little dick and a woman actually agrees to have sex with you, she either feels some misguided obligation or she feels sorry for you, and it’s just a mercy fuck.

*Size DOES matter!

*”Knowing what you’re doing” aka technique does NOT make up for having a small dick! When your poor, little, insufficient cock is too tiny to feel, it doesn’t matter how “skillfully” you think you’re using it. When your cock is no more noticeable than a finger when it’s inside of her pussy, regardless of what you do, you’re not doing anything she can’t do for herself!

*Going down on a woman and making her cum via your oral skills does NOT make up for having a small dick!

*If your woman is “overly fond” of her toys, it’s because your inchworm is not getting the job done. Take a look at her goodies, then take a peek into your undies. See a difference in size? Of course, you do…

Next up: Your small dick leads you to realize your fate… You are a cuckold in the making!

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!

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!

ISO Sexy Sissy Style Reviewers and Classy Crossdressing Consultants

Empress EmmaJane — Fri, 05 Feb 2010 04:06:57 +0000

Hello, my fabulous, fashion-conscious sissies! My girly idea light bulb has lit up, and I am going to ask you to join me in a collaborative effort. I am thinking of dedicating some of my posts to reviews of any and all items feminine – and I would like your help.

Everyone knows that the best reviews come from someone who has experience with the item or service he/she is reviewing. It is such first-hand knowledge that can be used to inform others of a product or service with which you were exceptionally impressed or found utterly disappointing.

Now, if I have learned anything from my sissy girls, it’s that you cut right to the chase and pull no punches when you share with me your ideas and opinions on things – especially anything that is a part of your beauty and/or fashion regimen. That blatant honesty and straightforwardness is precisely why I want to recruit some sissy style reviewers – aka crossdressing couture and cosmetic consultants. *wink wink*

For those of you femme gals who like to spread the word on your hot buys and worthwhile investments in girly items, I want to hear from you. If you’ve got style-conscious words to share, grab a pen or let those pink-tipped fingers tap the keyboard, and share your thoughts with me. Give me your take via a review on your favorite, newest or a surprising beauty or fashion find. Ideas you can include as your topic(s) include –but are not limited to- the following: an exceptional shopping experience; impressive beauty product; incredibly comfy, sexy or high quality piece of lingerie or clothing; stylish or designer shoes; surprisingly realistic wig; unique accessories; luscious lipstick; and so on. You girls know those purchases about which you feel passionate, and I want you to have a forum in which your words of wisdom and experience can be shared.

If you would like to be a Sissy Spotlight Beauty and Fashion Reviewer for Mistress EmmaJane, send to me at Empress.EmmaJane@yahoo.com your composition on the item you have selected to review. I will read what you have to share on your feminine selection, consider it carefully, and then –if I decide to select it for publication here on my blog- I will proofread and edit your piece as necessary, and then –Voila!- it will appear here in print. With your submission(s), please let me know what name you would like me to use to denote the author of the article and feel free to touch base with me to ensure that I received your contribution.

I very much look forward to hearing your opinions on all things beauty, fashion – and fabulous sissy style!

From the Inside Out: “Guided” Mental Masturbation

Empress EmmaJane — Fri, 05 Feb 2010 01:40:02 +0000

“It’s all in your head.” How many times have you heard someone utter that statement within any context? With regard to the mental aspect of masturbation, there is a great gem of truth in that assertion.

While your own thoughts and mindset are an integral part of getting yourself all revved up and making your cock feel good, there is another aspect of the psychology of masturbation that revolves around other ideas in your head: those thoughts that are put there by someone else….

I’m not just talking about someone leading you step-by-step through a rousing session of guided masturbation, providing you with trigger words and fiery sexual mental imagery that takes you in the present moment to the apex of your stroking efforts.

No. I am talking about seemingly innocent suggestions, subtle considerations, hidden meanings, and insidious hints that surface in your mind’s eye hours, days or even weeks later. These are words that you hear when they are spoken, but they infiltrate your subconscious in a way that they linger without your immediate cognizance long after the conversation has ended. These are words that sink their claws into the essence of your fantasies and cause an erotic rush when perhaps you least expect it. This kind of mental masturbation –while presenting as obvious exchanges- is an erotic dance that seductively undulates as it winds its way through the fibers of your mind, triggering flashbacks of your lust and reminding you of those cerebral hot buttons you long to have pushed over and over again. It’s an ongoing mind game of directed masturbation and tease and denial, an intellectual game which drives you back to the source of the seemingly expert understanding of just what fires your pistons. The sensation is so unique that you long for more.

If there’s anything more titillating than being stroking your cock to the point of momentary release, it’s having your psyche tempted, teased, and thoroughly penetrated well beyond the end of a session.

Are you ready to be perpetually psychologically primed? There’s only one way to find out…

Sensory Overload: A Prelude to Mental Masturbation

Empress EmmaJane — Thu, 04 Feb 2010 23:13:44 +0000

While it immediately looks like just a physical act, there’s much more involved in getting your jollies than just your hand and your cock. Self-stimulation –whether solo or guided masturbation- is an act that is progressively heightened by the addition and involvement of each sensory avenue. One begins with the most obvious sense -touch or tactile stimulation- in an effort to give your cock that wake-up call that will begin the journey to eventual orgasm. You might even stroke your cock while engaging in assplay or tweaking your nipples. Very often, many of you add that component that is essential to men, being the visually oriented creatures they are, and that is sight. You browse porn –pictures and/or videos- online or pop in your favorite steamy DVD. Some of you inject taste and smell into the formula for being even more turned on with attractions to dirty panties or a fascination with cum. Then, of course, each of you who embarks on a hot phone sex session is implementing that aural stimulation with the sounds of a sexy, sultry voice. With each sensory route you integrate into your (un)directed masturbation, you make your stroking experience more memorable.

It’s just like building a bonfire. You stack your wood, saturate it with an ignitable substance, and set your fire. As the wood is consumed in flames, you may throw another log or two on the fire, fan the flame so oxygen will encourage the burning, and/or douse the fire with more gasoline or kerosene, all of which perpetuates and accelerates the burning process. The various components intermingle and feed that burning process until you have a veritable inferno, glowing and raging higher and higher. I think that by this point you understand precisely what I mean.

Now, for as much as flooding your five senses with sexy stimuli will elevate your arousal, there is another aspect that is much more abstract and trickier to fire up. Since the brain is the body’s largest sex organ, mental masturbation –especially that which you experience when someone gets inside your head and pushes your mind’s hot buttons- is the proverbial icing on the horny cock cake. Now is when we shift our focus to masturbation of the mind – and being fucked from the inside out…

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…