Sissy Dress Up On Cam For Mistress Madison

Sissy cross dressing phone sex calls are really fun when I can see my sissy all dressed up for me on his web cam. I just watched one of my new crossdressers the other night for the first time, we can call him "K".
“K” loves getting dressed up in sexy panties and thigh highs and wiggling his cute little ass for me in front of the camera. “K” is one of my favorite sissy phone sex sluts because while he’s all dressed up, we always get into a little guided masturbation, erotic phone sex and I tell him how to stroke, while I watch him on cam. "K" had a surprise for me too, a fake pussy to play with! If you read my blog a lot you might remember a post a long time back about watching a guy fuck a fake pussy. I have to admit that I get really turned on by it! It doesn't get any hotter than that!
So I was really happy with "K" and I had made him wait long enough(a whole 3 minutes lol, just joking "K"..MUAH!) and "K" wanted to cum so bad for me. So when I gave the okay he let it all out, pumping his hard clitty into that rubberized masturbation device. It was Hot!!
Are you in need of some intense sissy phone sex play? Perhaps you need a little persuasion with forced cross dressing phone chat. Call my sissy phone sex direct dial line today! I can’t wait to play!

Mistress Madison 1-888-297-8213
$2 a min w/ 10 min minimum, Plus 5 FREE mins with your first paid call!
My Usual Hours: 8pm-12am est, other times vary or by appt

Read more »

More From My Sissy Slut "K"

I always love showing off all of my phone sex sissy sluts! Pictures like this bring a smile to my beautiful face instantly. So if you're ever trying to "butter my muffin" or whatever, this is a great start!! 

If you are one of the many perverts that read my blog regularly you might remember my phone sex, cross dressing sissy "K". Last time I wrote about him you got to hear all about the naughty things we did during our feminization phone sex call. Well this time you get to see K, well at least part of him hahaha. 

Actually let me make a correction, what you see in the picture is no longer K at all. If your horny, cock beating ass can read you will notice that this is a picture of MY COCK!! Gosh for being such a young Mistress I have really accumulated a ton of sissy cocks! I own them all and I want to own yours too!

K has been a wonderful and amazing crossdressing sissy for me and I always have so much fun playing with him! In fact we have grown quite a bit since our first dirty phone chat. K is always surprising me with naughty toys and new lingerie! It's the best when I see how much fun K had getting all prettied up for Mistress Madison. Occasionally I will watch K on his webcam so that we can really get nasty!! Just watching him in those sexy sissy panties and telling him exactly what to do is such a turn on for me! Some of the phone fun we have includes ass fucking with various objects, fucking a fake pussy, crossdressing, cock jerking and busting a big nut!! I love being able to see how big his load is for me when his cock squirts!!

Think you have what it takes to be a submissive, cross dressing, panty wearing little sissy for me? Even more do you want to give up control of your cock to a beautiful Mistress like myself? Well then, let's start now by picking up the phone and dialing my number...

*Mistress Madison*

 888-297-8213

Read more »

❤Slut In Training❤

So let me tell you about my new favorite slut, Jenny. I totally enjoy every conversation that we have. I teach her all about being a whore. How to give a perfect blow job & the feeling of a big, thick cock sliding up inside you.

Jenny & I have so much fun dressing up in sexy lingerie, skimpy clothes & lots of make up. After getting all dolled up, we go out to find as many horny men as possible. I always talk Jenny up & brag about what a great fuck she is.

I like making her be really, really nasty & raunchy. Sucking one cock after another until she has a belly full of cream!

One thing's for sure about Jenny, she loves that cock!

Want me to teach you how to be a naughty little slut? After all I am a master at it, lol. Call me cock lover!

Read more »

Forced Feminization

Sometimes it takes a little forced feminization phone sex for a sissy boy to realize his true potential as a cock sucking or cum eating slut.  Today was one of those days where I had to use a little more force than usual, to convince a dirty little faggot that wanting a cock and going out to actually find one are crucial if he wants to satisfy his sexual desires.

When he called me this morning he was telling me that he knew what he wanted but that he just wasn't sure if he could handle the reality of actually getting it.  After some cock teasing persuasion from me and telling him to go online and FIND a cock to suck, I finally had to get firm and use some forced feminization phone sex tactics on him.  I told him that either HE finds a cock to suck or I was going to find one for him and he’d better not even think about backing out.  I told him to put on his sexiest pair of thong panties and get ready to pleasure every fucking cock that I sent to his hotel room.  That got his attention!

Do you need a little push to make your own cock sucking fantasies come true too?  If so, then call me for some forced feminization phone sex today!

Read more »

My Sissy Phone Sex Slut!

My newest sissy slut phone sex blog is about a little cum dumpster fuck slut named Briana! Briana is one of the biggest cock loving sissies that I know! I want to expose this tramp for the sissy whore that she is, and tell everyone all about the sissy slut phone sex session Briana and I had yesterday!! I bet her sissy clitty is going to get all hard and drippy just from reading this haha.
So Briana was begging me for two days to do a call so she could tell me all about her slutty sissy weekend. I finally got in touch with the whore, and OMG, I am not surprised at what she did, because she truly is a fucking sissy slut, but I still was highly amused by what went on !!
Sissy slut Briana went to a swingers party, all dressed to impress in her bustier, thigh highs, lil mini skirt and fuck me pumps. She had on pink bubblegum cock sucking lipgloss too! The tramp started out by being on her knees for a not so impressive 5 inch cock ( this slut will suck anything that cums), and went on to a 7 incher, and then finally a nice thick 9 inch cock. This sissy slut LOVES to worship and suck cock. Just like all sissy sluts should! And if you think you’re some tough, macho man, I will give you some forced bi phone sex and turn you into a cock loving sissy slut just like Briana in no time!
Now what entertained me the most during our sissy slut phone sex session, was when sissy bitch Briana tells me that she wiggled and grinded her tight little sissy pussy down onto a womans big fat strap on! She got stuffed sooo good in both of her sissy holes, and came twice. Once all over herself!!
While she was telling me this, her lil clitty got all drippy and excited. I made her get VERY dirty on the phone with me while I treated her like a fucking whore. I made her stuff her sissy pussy with a vibrating dildo and used her for my amusement. This sissy bitch Briana can squeel!

Do you want some sissy guidance from a phone sex professional? Call me and we will doll you up and pimp you out...
Mistress Madison
888-297-8213

Read more »