Tag: feminization phone sex

  • Direct Dial Sissy Phone Sex

    Direct Dial Sissy Phone Sex

    Get Sissy Training with Ms LilyI recently finished a long project, and that is to your benefit, as it means that I have more time to spend time with you than I did during the winter months.  Since I last updated here, I’ve acquired several new sissy playthings.  Some need someone to process all their longings to be feminine with.  For them, I’ve a listening ear, and heartfelt guidance.  Some crave cock so bad that they’ll tremble merely reading the words.  For them, there are assignments geared toward them being used for the receptacle hole that they are.  Others will want something entirely different. But no matter what the desire, I’ve enjoyed getting to know each of them.

    Since it’s been awhile, I need to update and remind everyone of how things work with me.  Going forward, you can view my Schedule page for more specific information.

    General Availability for Feminization Phone Fun

    I am on EST and I do not take late night calls.  It is rare that you’ll fine my line turned on after 8:00 p.m.  I have a vanilla career that I very much enjoy.  That is always my priority, and I have phone sessions around it.  That said, I do have a great deal of flexibility with my work schedule.  So you’ll find me in and out over the course of a day. If you don’t catch me when you ring, either try again later, leave a voice mail or send an email.  In general, at this time I don’t have much weekend availability, and what I do have is usually taken up by previously arranged sessions.  If that changes, it will be on the Schedule page.

    A Word About Voice Messages

    If you leave a voice mail requesting a call back, be sure to leave your name, number, and your hours of availability in EST.  I do not return messages that don’t have all three of those components.  Some people have a great deal of freedom in their lives.  Others need a great deal of discretion.  When I don’t know which situation applies, I err on the side of caution, and simply don’t return the call.

    Sessions by Appointment

    When my schedule allows it, I do take sessions by appointment.  Note that because I do not take late night calls that my evening hours tend to fill up quickly.  To that end,  same-day scheduling often doesn’t work for me.  Sissy Finishing School Gold Star Students always have have priority status in regards to scheduling sessions.  Once scheduled, you will not be bumped by them, but they will have first dibs on any unclaimed appointment slots.

    New Clients

    I am currently accepting new clients. However, all new clients are subject to time caps on their sessions until they become established callers.  When that happens is solely at my discretion.

    I am someone who enjoys building relationships.  I don’t do what I do because I have to, I do it because I enjoy it.  So if you’d prefer a one-and-done, please find someone else to call.  If I don’t think we are going to be a good match, I will tell you.

    I offer a direct dial service.  That means that when you call, you will immediately speak directly with me.  You should have your card information ready at that time.  If you have further questions, I do welcome pre/between-session communication, providing it is not abused.

    I look forward to a sissy-filled summer, spending time with all my darling playthings!  Let’s enjoy the sultry heat!

  • Sissy Phone Sex

    Sissy Phone Sex

    It's time to call Sissy Finishing School for sissy phone sex
    It’s time to call Sissy Finishing School!

    I have a relatively straight friend that is always amazed by what can happen during sissy phone sex.  Our first conversation about it started with an innocent question from her about a new pair of boots that I was wearing.  She and I were going out for early drinks, and I had kinky fun planned for later in the evening.  I was dressed conservatively for dungeon play, but a bit flashy for Happy Hour.  But one look at what was my newest acquisition at the time…a pair of Pleaser’s that are similar to this…and she immediately wanted to know where I got them.

    Sissy Phone Sex Provided Me with My Boots, and a Lot More!

    I already knew that she embarrassed easily, and I was in a throw-caution-to-the-wind kind of mood. So I told her that “a cum lapping panty faggot” bought them for me.  She almost choked on her drink!

    After some sputtering on her part, I told her that I had unique tastes in several areas of my life, and that one of those was that I liked to amuse myself with sissies who call in for distance domination phone sex.  To say that she was incredulous is an understatement!  I then went on to reel off several gifts that I had received.  I could see that she was still doubtful.

    So I whipped out my phone, opened my email, and showed her a few pictures of various sissies doing things they’d been instructed to do, all the while pledging their devotion to me.  Her eyes grew HUGE as she took in what she was seeing, and then the questions started pouring out.  I attribute that to the liquid courage of the two drinks she had before I got there, because she is normally reserved.

    Is Sissy Phone Sex Like Phone Sex for Real Men?

    It wasn’t long before she asked what sissy phone sex really consisted of.   Like most people that don’t live under a rock, she had an idea about what might take place when a real man wanted phone sex.  But she was clueless about what a sissy might do.

    In the end, she may have been sorry that she asked.  I cancelled my plans for the evening, and she and I ended up going out for dinner.  Over the meal, she listened as I told her of the things I’ve had preening sissies do, and how they’ve loved doing it, calling back for more and more.  One thing she was clear on before the night was over, and that is that sissy phone sex is not at all like real man phone sex!

    Since that night, she’s always curious about what I’ve been making sissy boys do, and I’m always willing to tell her.  I’ve tried to get her to do calls with me, but she just shakes her head and says she’s happy to just listen to the stories.

    And I”m happy not only to tell them to her, but that you provide me with such entertaining fodder to share.

  • Feminization Assignment – Glory Hole Duty

    Feminization Assignment – Glory Hole Duty

    Feminization Assignment

    The weekend is upon us, and that means it’s time to focus on your latest feminization assignment, namely reporting for glory hole duty.  You may *think* that the weekends are for leisure, and you’d be partially correct.  They are for my leisure.  But you will be busy on your knees, sucking unknown cock.

    Your Feminization Assignments Are for My Pleasure

    I don’t give a flying fuck if you don’t want to do it.  The sooner you wrap your ditzy sissy mind around the fact that my wishes are what matter, the better we’ll get along.  No matter what you want, you will be behind that wall, waiting for an anonymous cock to poke through that hole.  I’ll be on the phone, my voice singsonging into your ear, telling you that there is no backing out, that you are going to be a glory hole cock sucking bitch.

    Your heart will beat loudly enough that you can feel it in your temples as you wait.  You’ll be torn between being afraid that an erect fuckstick will point through at you, and being afraid that one won’t.  Because you know that your mission is to seduce with your mouth, and be a knob polisher, so that I can enjoy my power over you.  I love knowing that you are so devoted to me that you’ll follow through on all your feminization assignments, even the ones that you are afraid to do.

    How Many Cocks Can You Suck?

    The answer to that question is very simple…as many as you are told to suck. If I’m in a hurry, I may have you just give a couple of blowjobs while I listen.  If I’m relaxing for the day, I may see if you are a good enough pupil to break the glory hole queen record.  Whatever my mood, you’ll go along with it.  Because deep in the pit of your belly, you know that you have longed for a woman that can take control of you, and that will force you to do things you’d never do on your own.

    That woman is me.

    So open up.  Better get your jaws stretched out and flexible.  Saturday could be a very long day for you.  Ring me, and find out how many cocks I want you to suck.

  • Feminization Make Up Tips – Using Mascara

    Feminization Make Up Tips – Using Mascara

    Feminize Your Eyes

    Feminized girlyboys and transgenders phone sex callers often speak wistfully about the experiences that they did not get to have as a female, and many of those focus on things that we tend to think of as rites of passage. Young girls in our society are typically taught or have permission to explore things that boys just aren’t. Makeup application is one of those things.

    The past is gone, pets, and there is no reason that you should deny yourself the opportunity of having that learning experience now. Especially now that you have the guiding hand of Ms. Isabelle and myself.  So today we shall focus on feminization make up for beginners.

    If you are an advanced pupil in makeup artistry, you are to spend your time putting together your best look, then calling in for a session, and showing me in a cam show or with pictures.

    Your Feminized Eyes Are The Window To Your Girly Soul

    We are going to start with something very basic, and very subtle. You’re going to need some mascara to begin your feminization make up journey. To make removal really easy, and avoid the “raccoon eye” look, I highly recommend Lancome Bi-Facil Eye Makeup Remover. You will also want a standard bag of cotton balls. We don’t want to use tissue for removal, as it is harsh on the delicate skin around the eyes.  Slightly advanced tools are a lash comb, and a lash curler.  Go ahead and pick those up as well, if you want.

    You can buy mascara anywhere that sells makeup, including drug stores and upscale department makeup counters. I have favorites in both areas, so if you want to be like me…and why wouldn’t you?…you’ll want to go with one of these:

    Cover Girl Exact Eyelights Eye-Brightening Mascara is basic black, with four different versions. Each one has a slight tint of color to help you eyes really pop. Which shade you get is supposedly dependent on your own eye color. I don’t like to be beholden to rules, so just get whatever appeals to you. I have all four, so you won’t go wrong if your mission is to emulate me.

    Shiseido Perfect Mascara Full Definition  is also a personal favorite.  I’m a fan of every Shiseido product that I’ve used, so make note of that when it comes to future purchases.  I don’t care for brown mascara, so black is what I buy.

    Lancome mascara in general tends to have a cult-like following, so if you want to get your hands on a real girl must have, this is it. Size queens will love the way that Lancome Hypnose Drama Instant Full Body Volume Mascara makes their lashes fuller and thicker.

    Get prepared, get your recommended products, and report back for Part 2, where we will discuss application techniques.