Category: Mistress Talk

  • 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.

  • Have You Been Craving Sissy Phone Sex?

    Have You Been Craving Sissy Phone Sex?

    It's time to call Sissy Finishing School!
    It’s time to call Sissy Finishing School!

    Most of you have waited very patiently, though some of you have been a bit petulant in your emails. As a side note, I have special, special plans for those of you that fall in that group.  The rest of you will be happy to know that at long last, your wait is over, and we are now accepting your sissy phone sex calls!

    If you’ve been good…and I’m sure that you have…you’ve read plenty by now, and you know that Ms Isabelle and I do not offer a cookie-cutter site, nor do we offer cookie-cutter phone sex.  There are multiple sissy schools online, but after spending time with us, you’ll never need to find another.  This, dearlings, is your sissy school home, and we are going to have lots and lots of fun together!

    So slip into your panties and grab your lip gloss.  Prepare to divulge your deepest sissy secrets.  You know that you’ve been searching for so long to find just the *right* woman to share your true self with.

    We know it too.

     

  • Welcome to Sissy Finishing School!

    Welcome to Sissy Finishing School!

    Take your seats and pay attention, class!
    Take your seats and pay attention, class!

    Hello you feminine things, and welcome to Sissy Finishing School.  Ms Isabelle and I have a lot of things planned for you and we’ll soon be ready to transform you into what you yearn to be, and what we decide that you *should* be.  We thought we’d take this opening post, and give you a little background on how things unfolded and the Sissy Finishing School came to be.

    Ms Isabelle and I have known each other for a few years.  Perhaps we’ll tell the story of that meeting another time.  For now, let’s just leave it at we clicked in many ways, and before long, we had had passed into that area of friendship where you start feeling safe with a person, and you start revealing some secrets.  That night is when we learned that we both had a talent for feminizing men.  Remember that, Ms Isabelle?

    What Happens When Two Feminization Mistresses Meet Up?

    Oh yes I do remember that night Ms Lily. We were sharing a bottle of wine, casually talking about the crazy girl stuff we did back in our college days. Without even thinking I just blurted out that my girlfriend Miranda and I had a little “transformation business” where we would turn high powered executives into little sissy slut butts and take them out on the town.  Oh goodness I remember you looked at me, set down your wine glass and just burst into laughter.  When I realized what I had just said I thought “oh my goodness…what will Ms Lily think of me now”!?

    I think I was blushing, when Ms Lily looked me right in the eye, put her hand on my hand and said “you like feminizing men too”  I just smirked and said “I sure do”  We both laughed and held our glasses up and toasted “here’s to men enfemme”   Now all of our secrets came out as we chatted away into the wee hours of the morning.  Who would have ever thought Ms Lily and I not only had a talent for feminizing men, we both had years of experience doing it.   Ms Lily, why don’t you tell our guests how you began your journey into male feminization.

    The Seeds Were Planted and Panties Were Worn

    Well, I will admit that my first foray into feminization was very tame.  Or at least it seems that way now.  At that time, it was *such* a power rush.  It all started when I got a submissive boyfriend….who didn’t yet realize that he was submissive…to wear some panties for me.  They were aqua bikini panties with bows on each hip.  I can still see the blush on his face when he wore them.  But the blush was cancelled out by the head of his stiff cock sticking up over the waistband. ~soft laugh~  I’m sure that is a sight you are familiar with, darling Isabelle.

    Well to be quite honest with you Ms Lily, I had no idea what my friend Miranda and I were *really* getting into when we started this transformation station.  We put an ad in the Village Voice and our journey into male feminization began.  We had no idea how what we were up against until we saw all those men with raging “pee-pees” standing in front of us wearing silk panties. We immediately realized that these men would do “anything” for us…..and I mean a-n-y-t-h-i-n-g, as long as we let them prance and preen in their pretty silk panties. Instead of attending classes, we were at the sex shops reading up on feminization 101.

    Can you imagine a sheltered, sweet Midwest girl gone wild in New York City?  Well that was me, and let me tell you…..I got more than an education in fashion design!   And like you Ms Lily, I decided to take my work home with me and see how many of my boyfriends I could coerce into putting on a pair of my panties.  It was a game at first…….

    So what happened to that submissive boyfriend Ms Lily?

    Yes, it is amazing what sissygirls will do for the opportunity to do a runway strut, isn’t it? ~soft laugh~  As to my submissive boyfriend, I decided that he wasn’t such great boyfriend material after all.  But that didn’t mean that he didn’t have a purpose or two. I don’t want to get into that *too* much here…or we’ll end up with sissies rubbing their clitties all over the place!

    Who knew that your New York City…education…,garnered at such a young age, would be so beneficial in your future?

    Well Ms Lily, it wasn’t until much later that all of those late night romps around Chelsea and the Meat Packing District would come into play.  And I agree Ms Lily, if I keep talking and telling all my secrets and divulging all of my wild escapades with Miranda, there will be no reason to call us for our feminization expertise and distant domination phone sex sessions.  So I think for now I am going to leave everyone guessing how I ended up as an instructress at The Sissy Finishing School.

    What do you think my dear Ms Lily?

    I think that leaving them on the tips of their pedicured toes is the way to go indeed!