Hello Sissys! I hope that all of my makeup loving sissy wenches have their lips properly painted for National Lipstick Day! Send me pictures! I want to see who does the best application. I might post the winning lips on my blog.
Category: Special Topics
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Happy National Lipstick Day!
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Calling All Sissy Divas
It’s been awhile since I handed out a group sissy assignment, and I’ve decided that this one should keep sissy divas busy, as well as amuse me.Not long ago, I missed a connecting flight, and spent the downtime doing what most people do…watching transformational videos on YouTube. I always enjoy watching boys turn into girls, and thankfully, the Internet offers a plethora of sissy divas putting it out there for all to see.
After awhile, I got bored of that, and moved on to actual performances. I skipped the “Frozen” video, as I am sick of that movie, and I’ve never seen it. I was drawn like a moth to flame to watch Devana DeMille as Gwen Stefani, because I like Gwen. Devana did a good job, and I spent some time clicking around her performances. If there are other Gwen fans in the house, Trixie Mattel is fun to watch as well.
The more that I surfed around, the more I felt that while I was seeing some good acts, that I wasn’t seeing true sissy divas in action. That was until I found this video, and that was my inspiration for your assignment.
Sissy Divas – Time to Walk that Sissy Walk
I decided that with all the eager-to-please sissy divas that I know that I should be able to watch shows that are tailored to my preference. That is, of course, where you come in. It’s time to put on your heels, start singing into the handle of your hair brush, turn on the cam, and entertain me.
You’ll need to pick from one of the following songs.
Since we’ve already talked about her – Hollaback Girl – Gwen Stefani
Telephone – Lady Gaga ft Beyonce
What’s Love Got to Do With It – Tina Turner
Express Yourself – MadonnaRun the World (Girls) – Beyonce
You can also go to the source of my delight, and do “Sissy That Walk”.
While the actual task is to convincingly lip sync the song, you will get extra points for getting any dance moves right. So get busy, sissy divas, and get your groove on!
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A Ruined Orgasm For Ms Isabelle
I Love A Good Ruined Orgasm
Did you come to this site thinking you could click around and find a Mistress who’d take pity on you? She’d give you some guided masturbation instructions, have you edge a few times, then let you explode and shoot that load? Well, those aren’t the rules. You need to listen to your Mistress, and accept your fate. And your fate today is a ruined orgasm. Yes, even sissies love a good a ruined orgasm.
Masturbation Instructions
Get a plate, then get naked and kneel, with your little dicklett right over that plate. Now, start stroking. I don’t care how, that’s not the point. The point here is to edge you until you can’t hold back. So, bring yourself to and edge, then stop, take your hand off that slutty dicklett, and rest for 30 seconds. Wipe off any pre-cum that didn’t drip into that plate, and suck it off your fingers.
Edge To A Ruined Orgasm
Did you enjoy that rest? It’s the last you’re going to get – sort of. Start stroking again. When you get to the next edge, ride it for ten seconds, then rest again for 30 seconds, licking up the pre-cum. Keep stroking and edging, adding 10 seconds to the “ride” time, with 30 seconds of resting and pre-cum licking in between.
At some point, you won’t be able to ride that edge and you’ll feel that orgasm building…unstoppable. Now squelch the head of that dicklette of yours and ruin that orgasm! Just watch the jizz dribble out with no feeling of an explosive orgasm. No satisfaction for you sissy! I love a good ruined orgasm and you will learn to love them too.
You’re Not Done
Lick up all that warm cream – but don’t swallow it yet! How long did you ride that edge before you had that ruined orgasm? 30 seconds, 50, a whole minute? That’s how long you’re going to let that spooge sit in your mouth, savoring all the flavor, before you swallow it down like a good little cum slurping sissy.
And don’t Ms Lily and I know how all of you little sissy bitches love to slurp cum! Ready for some ruined orgasm fun? You know where to find me. Until then,
Ciao,
Ms Isabelle
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Ballet Boot Training for Sissies
A sissy recently scheduled a session with me, and wanted to know if I would assist with her ballet boot training. Of course the answer was yes! I love pretty fetish gear, and ballet boots are the height of feminine grace.Providing one doesn’t topple over face first in them, that is!
The facts are that while a perfectly poised sissy in ballet boots serving ladies is indeed a sight to see, they are not shoes that you simply cram your foot into and go. Safety in playtime is of utmost importance, and being fit is the first step in ballet boot training. In this instance, fit does not exclusively mean weight. It means increased muscle strength, and balance.
It is also necessary to be very honest about your own body. How flexible are you? How strong are your ankles? What shape are your feet in? Somethings are best left in fantasy, and for some of you, that is true of ballet boots.
Beginning Ballet Boot Training
Do not run our and buy the ballet boots of your fetish dreams. While your mind may hold visions of you of prancing about in 8 inch stilettos while en pointe, the reality is that the boots of your dreams may simply not work for you. Unless you are a sissy with a small foot, you are going to want to steer clear of popular brands on fetish sites. You will also want to go with ankle boots. Again, the brands found on popular, big-box Internet fetish stores will likely not accommodate your calves for a knee (or higher) boot. When you are ready to make the investment, Punitive Shoes have a great reputation among fetishists.
However, it will be some time before you are actually a sissy in ballet boots. This is not an endeavor for those without patience, or the ability to listen to instruction. You will spend time preparing your body prior to ever slipping your foot into ballet boots. Your posture and core strength are very important toward preventing injury. If you’ve read all this, and are still eager to learn how to, give me a ring, and we’ll chat about it. If it’s one of those things that you enjoy thinking about, but really isn’t for you, you can always vicariously enjoy what others are doing, and we’ll enjoy the fantasy together without the pain.
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Cock Control For Sissies
Many of my precious little sissy callers have been asking me about Cock Control, so I thought it was time to write a blog about Cock Control. Yes darling sissy, you too can experience Cock Control; you already have and perhaps haven’t realized it yet ~wicked laugh~
Cock Control, What is it?
You Need Cock Control Cock control is a combination of both mental and physical tactics that are utilized in gaining control over the male submissive’s cock. During cock control, the male is no longer allowed to touch his cock or cum without permission from his Mistress.
The male submissive will be prick teased and tested over and over. Cock control is a special type of training that will increase your stamina and teach you to have more control over your body and orgasms.
Being cock teased during cock control is one of the first steps to learning control. Don’t worry though, cock teasing will remain prominent throughout your cock control training. You will learn to hold back your orgasms as you are thoroughly teased and tormented by your cock control Mistress.
You Mistress is sure to find each and every one of your erogenous zones as she explores and teases your body and cock. During the cock tease portion of cock control, you will be stimulated with a variety of different sensations as your cock is stroked, rubbed and fondled. You must remember that you are not allowed to cum without permission!
Chastity and Cock Control
Another prominent part of cock control is the use of chastity. Chastity can teach the man to focus less on his cock and sexual needs and more on the desires of his Mistress. Chastity can really solidify the ideas and principles of cock control since there is an actual device that literally controls the cock. Chastity changes the mental processes of pretty much any man that has an overactive or overly sensitive sex drive.
Once the male is in the right state of mind from all the cock tease and chastity, there is another important type of cock control for him to experience; coerced orgasms.
Coerced Orgasm and Cock Control
Coerced orgasms means that your Mistress will very slowly and deliberately bring you to the edge of orgasm, often many times before you are allowed to cum. Your Mistress will have you begging for release as you are coerced to orgasm time and time again. Once you think you can’t take any more, your mistress will push you even further during this form of cock control.
This is just a start about what there is to know about cock control. The world of cock control can be a scary but exciting place as you learn just how far that you can be pushed before tipping over the edge into an orgasm that you will never forget. And remember Sissies, you don’t have orgasms without permission from Ms Lily or myself, so don’t get any silly ideas of cumming without permission!
Until later,
Ms Isabelle
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Ask a Femdom – Dear Ms Lily
I’ve gotten a few advice-seeking calls recently, so I’ve decided to do a now-and-then feature called “Ask a Femdom”. When the mood strikes, I’ll select a topic that has been discussed with a client, and give my input on it here. Consider it a kinky advice column. Issues will range from the more mundane to those that you could discuss with a psychologist. But they are so much more fun to discuss with me, darlings!And speaking of discussing, if you call, get my voice mail, and leave a call back number, please leave your availability. I need to know when you can accept and be ready for my call. Without that information, I don’t do callbacks. I prefer to be discrete, and know that I am not calling you in the middle of a meeting, family dinner, etc. Unless, of course, you are in to that sort of thing, and if so we can discuss.
Back on topic…
A caller wants to know ways that he can begin to introduce a slight amount of feminization fun into his relationship with his wife. They have an exceedingly traditional marriage, and she is very conservative. He knows that the vast majority of his play time will still happen with me, but is willing to take anything that he can get at home that is not vanilla, missionary sex. He’s not sure she’s ever had an authentic orgasm.
It is clear from what the caller has told me that his wife is not comfortable with her sexuality, and that the first thing he needs to do is to get her to relax. A great deal of patience will be necessary on his part, as it will take time for her to overcome what has been ingrained into her about sex, sexuality, and her role. He simply needs to focus on her pleasure in bed, and get her to the point where she is freely enjoying sensation, and hopefully orgasm. The more pleasure she feels, the more emboldened she’ll be to ask for specific things she likes. Though it should be noted that it will likely need to be coaxed from her in the beginning. All this will lead to more emotional intimacy, and with time, it is very possible that she’ll actually take the lead in initiating a sexual encounter, which is one of his fondest wishes.
This will not happen overnight, and cannot be rushed. But with time, it is possible. While his fetish and kink activities will still take place with me, by following my detailed advice, he stands a good chance of getting her to be more assertive.
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Cum Eating For Sissy Bitches
How Do You Eat Cum?
Cum eating is a very submissive act. Many Mistresses, yours truly included, love to use it as the denouement of our session together. Part of the price you pay to play. Upfront, you need to go through teasing and edging, maybe some corporal punishment, perhaps some humiliation.
Then, when it’s all done, when you’ve gotten the reward of a mind blowing orgasm – or maybe not, maybe I decided your reward was a ruined orgasm! – you have to pay the cum tax – by swallowing a nice, warm load! So, I want to know, when your Mistress makes you swallow a warm creamy load, how do you like to do it?
Just You And Your Hand To Make You Cum
Do you shoot off in your hand? Spurt after spurt into your palm, forming a sticky, warm puddle of spooge. Tell, me, do you cup your hand and just pour it into your waiting mouth? Or are you a “finger lickin’ good” kind of sissy bitch?
Don’t be afraid to talk about it sissy. I have witnessed many sissies gobbling up the nice hot load of dick gravy they get from sucking a real mans cock. I have also watch and laughed at a sissy cleaning up her fingers from her own fairy juice. Either way, it’s all about cleaning up the cum!
Formal Cum Eating
Do you prefer some class with your cock cream? Perhaps you jerk that cock off onto a plate or a saucer or into a cup. I have one sub who does it this way, and as she bends over to lick up all that jizz, I spank her beautifully presented ass, adding some punishment to her humiliation! What about you sissy bitches who love to fill up a shot glass. That’s a new take on “taking it neat”…
Self Sucking
If you’re going to eat cum for me on cam, there’s nothing like watching you stroke under my guidance, right until you get to the edge. Then you quickly throw those legs up and over your head, and I get to watch as you furiously pound that sissy stick and cum flies everywhere as you try to suck your own little nub! I know you’re trying to get it in your mouth, but it usually ends up on your sissy face or in your hair. Don’t turn that camera off until I’m sure you’ve licked it all up!
Just look at all the fun we can have with cum! Go grab your phone, turn on your cam and let’s have some fun with cum.
Until later,
Ms Isabelle
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When I am Not the Right Sissy Phone Sex Mistress for You
Now that I have a little more time to call my own, I wanted to cover some ways you can tell if I am not the right sissy phone sex Mistress for you. In the year since we opened the virtual doors of Sissy Finishing School, I’ve garnered some really fantastic clients. I’ve also been approached by an equal amount that were not a good fit for me. If you’ve not contacted me yet, and you are wondering if I would be the right sissy phone sex Mistress for you, read on. In no particular order…You Block Your Number When You Call
I’ve recently changed the settings on my phone system to not allow blocked numbers to ring through. To call me from a blocked number is illogical. You’re going to give me your credit card information, but not your phone number? That doesn’t make sense. Additionally, my billing platform requires me to enter it when I bill you. So I’ve decided to save time, and disallow that practice. That said, if you are a regular caller, and you have some pressing reason to block your number for a few calls, then let me know in advance, and we’ll work it out. But otherwise….no.
You Need to Call Late at Night
I’m currently on a very early morning schedule. That will change slightly in late summer, but there is no time in the foreseeable future that I will be taking late night calls. I know that isn’t convenient for PST callers. If we can’t work something out that allows for a weekend call, then I’m not the right sissy phone sex Mistress for you. We might have had wonderful sessions, but the timing just isn’t good.
You Want to Haggle
I understand that everyone should pay attention as to how they are spending money, and I understand that the value that I place on my time is higher than what others have chosen to put on theirs.. However, this is not “Let’s Make a Deal”. I provide a premium service to those that understand the value of what I bring to the table and who can afford it. If that is more than your circumstances allow, or than you are willing to spend, there is a vast plethora of ladies to chose from that are better suited to you than I am. I am sure one of them will be a great match for you!
You Like to Play the Field…A Lot
Boys will be boys, and gurls will be gurls, and I certainly do not expect that every client that sessions with me will session with me and only me. That said, I really like relationships, and the dynamics that can form when sexuality and selves are explored. To that end, I really prefer situations that have depth, and I find that is easier to achieve when efforts are focused. In most instances, it’s really not possible to serve more than one Mistress well.
Personality Mismatch
It happens. Sometimes people just don’t click. I do what I do because I love doing it. If I don’t feel like you and I are going to work, I will tell you. I want to love what I do, and I want you to love the experiences you have. If the magic is not there, it’s just not there. It doesn’t mean you aren’t a great sissy for someone else!
My Sissy Stable is Full
In spite of all the charms I possess, just like everyone else in the world, I get 24 hours to fill a day. If you’ve done your homework, (and you should have) you know that I have an encompassing vanilla career. I also have personal play time. And hobbies. And friends, family, appointments, etc. The end result of that is that I can only be a sissy phone sex Mistress to a finite number of sissies.
You are a High Maintenance Sissy
This is tied in to the above, and my personal style. I love brief emails that let me know that you are thinking of me. For regular clients, I enjoy giving out between-session assignments. I am fine with building anticipation leading up to sessions, looking at your pictures, etc. The connection with me does not begin and end with a call.
However, I do not have time, nor am I otherwise inclined to deal with sissies who have me confused with being their own personal journal. They should start blogging instead. I am not a good sissy phone sex Mistress for someone who wants to send me reams and reams of information on a daily basis and expects me to read it, let alone reply. Respect my time. I also do not do any type of instant messaging. The exception to that is VIP callers who can text me.
I May Make Recommendations
In some of the above instances, I may make recommendations as to who you might consider. It’s likely that one of my first recommendations would be my partner-in-crime, Ms Isabelle. If for some reason that isn’t workable, there are a select few other ladies that I may suggest you contact. Please do not ask for recommendations. If I feel one is appropriate and fitting, I will let you know. I want you to have fun with your sissy self, even if it is not with me!
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Edge Play Phone Sex For My Sissies
Edge Play Is For My Entertainment
Edge Play Phone Sex For Sissies I hope that you have a fetish for the demented because the type of edge play phone sex that I enjoy is not for the weak or faint of heart. There is nothing better than putting sissy boy through hell for my own entertainment.
I love the whimpers, screams and groans that only edge play phone sex can create. There is also something special about the bond between an extreme edge play phone sex Mistress and her sissy slave.
Figging Edge Play
The first bit of edge play we will do is figging. I will take a perfectly peeled and carved ginger root and slowly and deliberately shove it into your tight little sissy ass without lube. You will feel an intense burning sensation.
Figging causes intolerable discomfort in your sissy ass. I will relish in your sounds of pain as you adjust to the fig in your ass. Once you are settled, it is time for the next bit of edge play phone sex!
Edge Play With Stinging Nettles
Next I will take some stinging nettle leaves and rub them all over your little boy pussy! You will be all tied down so that you can’t escape the pain of the stinging nettle leaves on your most tender bits.
During this bit of edge play phone sex, I will alternate the feeling of soft fur and the stinging nettle leaves on your poor little boy pussy. Each time that you think that I am about to stop, you will feel the pain of the leaves tormenting you once more.
Edge Play With Hot Wax
The next bit of edge play phone sex is to give you a bit of a break by dropping hot wax on you sissy clit. I will slowly and methodically poor little drops of wax all over your little clittie, covering it in hot wax. Each time you jump or scream out, will only prove to make me more excited. I will even cover your balls in hot wax if you can’t be a good boy.
Now that you are already writhing in pain from my edge play phone sex, it is time to start pushing you even further. I will then pinch and pull on your nipples until they are nice and sore. Then I will pierce your nipples so that you can wear big pink jewels through them.
Extreme Edge Play
If this is not enough edge play phone sex for you then I will be happy to go even more extreme. I will make sure that you are still tied down nice and tight before reaching for a nice sharp scalpel. I will then grab your balls firmly in one hand, stretching them away from your body. Then I will take the scalpel and slowly start to cut your balls away from your body, completely and totally emasculating you.
If you have desires for extreme edge play phone sex then I am the Mistress for you. I get such a pleasure from playing out your deepest, darkest fantasies. Make me happy and give me a cal,l and let’s discuss what edge play techniques are best suited for your needs.
Until then,
Ms Isabelle
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Anal Stretching For Sissy Sluts
Interested In Anal Stretching ?
Time For Your Anal Stretching Class Sissies Anal stretching is something that most sissies becoming interested with at one point or another. It is a very common fetish. Anal stretchingcan be a small amount or an extreme amount of stretching. Sometimes people are a bit scared to start the anal stretching process, but it is a very enjoyable feeling when done the correct way!
Gathering Your Anal Stretching Supplies
The first thing you will want to do is gather your supplies. You will want at least 3 differently sized objects or toys; A small, medium and large. The sizes used during anal stretching will vary based on your own personal experience. You will also want lots of lube! Lube is really important for a pleasurable anal stretching experience.
Time For Anal Stretching
Once you have everything, it’s time to get started! You will want to start by lubing up your smallest toy really good. Then it’s time for you to insert that toy into your ass nice and slow; It’s best to take it inch by inch. Try hard to focus on relaxing your muscles so that you can take your toy in completely. Once you have taken the smallest toy completely in your ass, you will relax for a few minutes letting your ass adjust to the size.
After you have adjusted to the smallest toy, you will slowly move the toy in and out of your ass, being careful to not overstimulate yourself. If you feel your arousal beginning to peak you will stop and let yourself cool down before fucking yourself some more.
Now it is time to move onto the medium sized toy where you will perform the same actions as you did with the small toy. You may take longer to adjust to the medium sized toy so it may be best to wear it for a bit longer before trying to fuck yourself with it.
Try wearing the toy under panties while you check emails or make dinner. Once you have completely adjusted to the medium toy you may fuck yourself nice and slow, letting your body fully adjust. Again be careful to not overstimulate yourself, there is one more size to go!
Time For The BIG Anal Stretch
Once you are completely relaxed and ready it is time to try out the biggest toy that you have! You will want to you a copious amount of lube with this toy and really take your time as you slowly start to insert it. This part of anal stretching may bring a small amount of pain and that is okay.
Be sure to listen to your body though! If you work slowly inch by inch, letting your body take the toy slowly into your ass you should be just fine! Soon you will be able to take every inch of your biggest toy thanks to anal stretching.
Ms Lily and I have years of anal stretching experience! Don’t be shy, give us a call and let’s get you started on a anal stretching assignment tailored just for you !
Until later……
Ms Isabelle
