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  • Foot Worship Phone Sex

    Foot Worship Phone Sex

    Sissy Foot Worship

    Foot Worship
    Love Pretty Feet?

    Are you the type of sissy that has a very special love for feet?  Foot worship phone sex is the best way to play out your fantasies.  I bet you get wet just thinking of the perfect, sexy feet you’d love to worship don’t you?

    There is so much to think about when it comes to foot worship phone sex; There are the sexy shoes, silk stockings and pretty naked feet just to name a few. There is nothing better than teasing you with my perfect feet, keeping you on the edge of orgasm.

    What To Expect  During Foot Worship Phone Sex

    During foot worship phone sex, you will be able to touch, kiss, and lick my perfect feet. You will be able to suck on each perfectly manicured toe, making them sparkle. We can spend a weekend picking out the perfect shoes and getting pedicures; All so that you can just come home and worship my feet.

    Sometimes you will be seduced by the silk stockings that I wear, the feeling of them running across your body will send feelings of arousal all over body. Other times you will be almost hypnotized by the sight of my shoe dangling from my toes during our foot worship phone sex.

    As a foot worship phone sex slave, you will even peel off my socks after a gym session. You will inhale that erotic sweaty scent that makes you wet and hard at the same time. You will struggle to control yourself as you massage and kiss my feet. I know you will want to lick and kiss my feet, but I make you wait. I want to tease you with my perfect feet, testing you.

    Your Place As My Foot Worship Phone Sex Slave

    During all of this you will be dressed like my perfect sissy; A lesbian lover so to speak. You will perform all foot worship phone sex tasks like the perfect sissy slave. Your foot worship phone sex is the way that you show your Mistress just how much you adore her.

    It reminds you of your place beneath your Mistress, a delicious place to be. It also solidifies the boundaries between slave and Mistress, Domme and submissive. Now get in line to worship my pretty feet and serve your Mistress.

    Winy, needy  sissies need not apply.  I have no tolerance for sissies who think I am their emotional tampon.  Plenty of Mistresses out there love needy sissies, I am not one of them.  Choose wisely when choosing me as I am not your “average” Mistress.

     

    Until later,

    Ms Isabelle

  • When I am Not the Right Sissy Phone Sex Mistress for You

    When I am Not the Right Sissy Phone Sex Mistress for You

    Find the right sissy phone sex mistress-855-7-ASISSYNow 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!

  • Phone Sex Therapy for Sissies

    Phone Sex Therapy for Sissies

    Phone Sex Therapy for SissiesI’m glad to be back home, and ready to  soon start practicing more phone sex therapy for sissies. It’s been awhile since I’ve had the pleasure of kicking back, picking up the phone, and listening as some cuckold, panty boy, cocksucker, or other type of sissy pours all their need into the receiver.  Whether it is the first time we’ve talked or the hundredth, I so enjoy seeing what each new client brings to the table in terms of kink, devotion, etc.

    The mind is my favorite playground.  I know that people that like to just grunt and jerk off for a few minutes don’t think of what I do as being therapy.  They think of it in purely sexual terms.  They are unable to see how therapeutic it is to talk to someone who really understands and enjoys the dark, hidden places in your soul.  That’s why I chose not to engage with those types of callers.

    Sissy Rehab with a Twist

    I offer many of the same services as traditional therapy. We talk, and we explore. However, traditional therapist may try to rehabilitate you. They may not be empathetic to alternative sexuality, gender identification, cross dressing, or sissy fantasies. They might wince if you wished to discuss becoming a sissy eunuch, and they likely have no clue why talking about a certain style of panty is guaranteed to get your motor running. They also can’t discuss cream pies with you, or tell you that yes, dear, you *will* suck a cock for them.

    Traditional therapy just isn’t fun, darlings. Not like phone sex therapy for sissies!  Not only am I knowledgeable and caring, but I also like to toy with you, and if you’ve been especially good, I’ll let you make a mess in your panties.  Which is something that a traditional therapist certainly won’t do.

    I’ll be taking calls again next week, so get your appointments in.  Dr. Lily will be in session!

  • Edge Play Phone Sex For My Sissies

    Edge Play Phone Sex For My Sissies

    Edge Play Is For My Entertainment

    Extreme Edge Play Games
    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

  • Sissy Gynecologist Exam

    Sissy Gynecologist Exam

    sissy gynecologist examIt’s a right of passage for young ladies, and sissies are no exception; you must get a sissy gynecologist exam.  Luckily for you, I enjoy poking, prodding and exploring you, especially when you are in a vulnerable state.  That means that I most likely won’t be sending you out to an actual gynecologist.

    Most Likely.  One can never safely discount that possibility.  But for today, let’s talk about the fun that I’ll be having while I examine you.

    Preparing for Your Sissy Gynecologist Exam

    Preparing for your trip to see me for a sissy gyno exam is really no different than the preparations that you should make any time you will be spending time with me. Your personal hygiene should be impeccable, and your mental state should be that in which my pleasure is your utmost concern.

    What To Expect

    Silly sissy. Did you really think that I was going to tell you *exactly* what to expect?  How is that fun for me? I prefer to keep you guessing.  However, I can tell you that sissies with a CFNM (or CFNSissy, in your case) fetish will be happy.  You’ll disrobe, and slide into a paper gown that will seem two sizes too small.  Eventually, that will be removed.  To get in the spirit of things, I might don a latex nurses uniform, or a crisp, short white lab coat with very high heels.

    Once my office door closes, every inch of you will be inspected.  The aforementioned sissy gynecologist exam will be conducted.  A wide variety of other tests and procedures may be ordered as well, depending on my mood.  I’ll consult my chart, and select from an array of possibilities all designed to please me. Your role will be to do exactly as you are told, and to keep your legs steady in the stirrups.

    One other thing…you’ll need to bring cash.  Your HMO won’t cover the things I’ll do to you.

  • Anal Stretching For Sissy Sluts

    Anal Stretching For Sissy Sluts

    Interested In Anal Stretching ?

    Anal Stretching Assignment For Sissies
    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

  • Foot Worship Phone Sex For Sissies

    Foot Worship Phone Sex For Sissies

    Foot Worship Phone Sex For Sissies Who Love  Pretty Feet

    Sissies Love Foot Worship Phone Sex
    Foot Worship Phone Sex For Sissies

    Are you the type of sissy that has a very special love for feet? I bet you get wet just thinking of the perfect, sexy feet. Foot worship phone sex is the best way to play out your fantasies. There is so much to think about when it comes to foot worship phone sex; There are the sexy shoes, silk stockings and pretty naked feet just to name a few. There is nothing better than teasing you with my perfect feet, keeping you on the edge of orgasm.

    What Happens During Foot Worship Phone Sex

    During foot worship phone sex, you will be able to touch, kiss, and lick my perfect feet. You will be able to suck on each perfectly manicured toe, making them sparkle. We can spend a weekend picking out the perfect shoes and getting pedicures.

    Then, you can just come home and worship my feet. Sometimes you will be seduced by the silk stockings that I wear, the feeling of them running across your body will send feelings of arsoual all over body. Other times you will be almost hypnotized by the sight of my shoe dangling from my toes during foot worship phone sex.

    Your Duties During Foot Worship Phone Sex

    As a foot worship phone sex slave, you will even peel off my socks after a gym session. You will inhale that erotic sweaty scent that makes you wet and hard at the same time. You will struggle to control yourself as you massage and kiss my feet. I know you will want to lick and kiss my feet, but I make you wait. I want to tease you with my perfect feet, testing you.

    During all of this you will be dressed like my perfect sissy; A lesbian lover so to speak. You will perform all foot worship phone sex tasks like the perfect sissy slave. Your foot woship phone sex is the way that you show your Mistress just how much you adore her. It reminds you of your place beneath your Mistress and solidifies the boundries between slave and Mistress.

    Until later…..

    Ms Isabelle

  • Feminization Assignment – Creating the Smokey Eye Look

    Feminization Assignment – Creating the Smokey Eye Look

    Feminization Assignments from Sissy Finishing SchoolSome of the more popular feminization assignments at the Sissy Finishing School are those involving makeup tips.  You devour them like Godiva chocolates, all in your never ending quest to be as much like a real girl as possible.  To that end, today’s feminization assignment should keep you busy until I’m taking calls again.  You can perfect the technique, then send me pictures or give me a cam show to demonstrate how hard you’ve tried, and how much you want to please me.

    Slutty and Sophisticated Makeup for Sissies

    The smokey eye is such a multi-purpose look that you simply must have it in your arsenal of tools. It allows you to not only look like a pure slut when so ordered, but does double duty and can be sophisticated as well.  And how do you go about creating this feminization masterpiece?  As with so many things in life, having the proper foundation is key, and we’re going to start that off by using primer.  Too Faced Shadow Insurance is a good one.

    You’ll also need eyeliner.  If you are in the beginning stages of your feminization makeup exploration, I recommend pencil over liquid.  You’ll make mistakes, and pencil is far easier to deal with.   It’s also best for smudging, which is a key component to this look.  For the sillier sissies amongst us, you’ll also need eye shadow.  Though many associate “smokey” with black, that need not be the case.  Your dark shade can be a jewel tone deep purple, forest green, or any color you want to experiment with.

    You’ll also need your mascara on hand, preferably a lash curler.  Having some Qtips is a good idea as well.  I strongly recommend using brushes instead of those hideous little sponge applicators that come with drugstore makeup.  If you are serious about your feminization makeup, you’ll eventually want to invest in a set of quality brushes.  For now, make do with what you have.

    Practice Makes Perfect

    You may not get the look you are going for the first time or the thirtieth. What’s important is that you remember that you are making me happy by trying. The smoeky look is a great one, because it is not precise. It combining and blending until you have careless elegance. Which is something that all feminized girls should strive for!

    Watch this video, and practice.

    When you have it right, it will be time to pick up the phone, and tell me your favorite part of the assignment. Aside from pleasing me, of course. That’s a given.

  • Sissy Emasculation Is A Must

    Sissy Emasculation Is A Must

    The Beginning Of Sissy Emasculation

     

    Sissy Emasculation The Emasculated Sissy
    Sissy Emasculation Fun

    Sissy emasculation is one of my favorite things to do and there are so many ways to emasculate a sissy. If you are the type of sissy that desperately craves emasculation or are the masculine type that secretly fantasizes about sissy emasculation then I am the perfect Mistress for you.

    One of the first things I love to do to emasculate my sissy is to make him throw out all of his “manly” underwear. This means no boxers, no tighty whities and no briefs. He is instead to wear only panties. This type of sissy emasculation makes him feel much more like a sissy as he wears the woman’s panties on a daily basis.

    I often like to make my sissies shave their legs and get pedicures as part of their sissy emasculation. It is usually very embarrassing for these sissies to strip away their masculinity with every swipe of the razor up their legs. What once was hairy and manly is now left soft, smooth and womanly.

    Sissy Emasculation By Orgasm Control

    Another type of sissy emasculation is controlling his orgasms in one form or another. This can range from chastity to ruined orgasms. Once the sissy is no longer able to make his own sexual decisions he will begin to feel more and more submissive and feminine.

    In other words, once I start controlling the sissy’s orgasm, he will no longer think of his own needs. My needs and my directives will be the only thing that matters. Exactly how it should be in the D/s relationship!

    These are just a few types of sissy emasculation and there are many more ways. If you like the idea of being emasculated, or if you have a secret fantasy of being emasculated, now is the time to indulge in your fetish and fulfill your needs. I’m ready for some sissy emasculation today and I bet you are too.

     

    Until later,

    Ms Isabelle

     

     

     

     

  • Get Locked in Chastity

    Get Locked in Chastity

    Locked in Chastity by Ms LilyRoses are red

    Violets are blue

    I will take your orgasms

    Away from you

    **
    Happy Valentine’s Day, playthings!  Did you enjoy yourselves?  Perhaps you had an explosive orgasm.  Or two.  I know I certainly did!

    If you did, I hope you really savored it.  If you didn’t…well…you may live to regret that.  Because Spring will soon be in the air, and that generally means that as hemlines rise, so do your libidos.  Which, of course, is the perfect time for you to get locked into chastity for me!

    Reasons to Get Locked in Chastity

    For the uninitiated, it is often difficult to understand why someone would get locked in chastity.  Which is actually a pity, because chastity play is one of my favorite things.  Let’s take a look at the Top 5 Reasons why it’s a good idea to get locked in chastity, shall we?

    #1 – Refer back to it being one of my favorite types of play.  Pleasing me should be the ultimate goal always.

    #2 – When you get locked in chastity, you no longer have control.  That is submission, and it’s incredibly freeing.  It can also be incredibly difficult.  Challenging yourself is good.

    #3 – Getting locked up means that the world takes on a type of intensity that it never had before.  You become acutely aware of sensation, time, and space.

    #4 – Edging becomes mind blowing.  You may *think* you’ve enjoyed standing on the edge of orgasmic bliss.  But you haven’t experienced anything until you are doing it under my direction, when I’ve unlocked you for playtime.

    #5 – When and if I allow you to release, your world will be forever altered.  You may doubt my word as you read this, but trust me….you will come to crave the state of being chaste, and will hope that I will deny you longer.  Why?  So you can continue to please me, and because with each passing day, the power of the denied orgasm builds.  When I unleash it, I will own you for all time.

    I can’t think of a better reason, can you?

    PS…If you’ve been trying to reach me for a session, please see my Schedule page for updates.