Tag: sissy

phonesextease

WILLOW 1-844-332-2639, ext. 230

So, interning for this older guy – you know the type – Italian, pretty alpha but I could see this little glimpse of sissy. I decided I needed to exploit that to my advantage. You know how much I enjoy having the upper hand in all situations. Why would this be any different?

He called me into his office and as I sat down and adjusted my very short, very tight skirt, his administrative assistant brought in two cups of coffee. On the tray there were several options for sweeteners and creamers. He asked if I wanted cream in my coffee and I said, no I don’t, but you do.

Continue reading “Willow’s Special Sissy Blend Coffee Phone Sex” →

xXx Francie xXx 844-332-2639 x 208

Every man needs TLC – Throat loving care. And by man, I don’t mean sissy cuck bitches like you. I’m here to make you the best sissy cock sucker you can be. I’ve set up a pretty little throat training session just for you. I know how much you love slapping that suction cup dildo to your full-length mirror and gagging on it, but I’m not convinced you’ve been taking your training seriously. I only made a few small adjustments; let me explain.

Continue reading “TLC- Throat Loving Care Phonesex” →

XXX Collette XXX 1-844-332-2639 ext 383

You are hypnotized by the smell of my panties.  You want nothing more but for me to slowly peel them off and bring them close to your face.  You want nothing more for me to bring them so close to your face that you inhale and smell my wetness.  You are fucking addicted to my panties.  You can’t stop thinking about how it would feel if you just feel them pressed up against your hard throbbing cock.  Continue reading “Inhale the Smell of My Panties Phonesex” →

Mistress Anita 1-844-332-2639 ext 288

We have finally figured out that it is full control of your sexuality is what you crave.  You already know that you are addicted to porn, so you just want me to influence and be in charge of what turns you on.   We even went to the extent of getting you a cock cage for when you watching porn and numbing cream for your clitty dicklette for when you want to play with it.  Continue reading “Full Control Phonesex” →

This Christmas I wanted to get Sissy’s New Dress made. There was one in a fancy catalog the gurl wanted and since it was Christmas, I figure why not! Opening my laptop, I went to work finding the right one. It was a pink velvet bodycon dress that stopped right at the knee, with ¾ sleeves and a plunging neckline. So sexy!

I added a white bra and white satin thong to the order, as well as a pair of sheer thigh-high stockings with lace tops. The dress didn’t allow for a garter, so I made sure to get the stockings with the grips. Next was a sexy pair of pink peep-toe high heels. Not too high, these were only about 6 inches. What a stunning sissy this would make for! Continue reading “Sissy’s New Dress Phonesex” →

Playing Dress Up with Mommy is such a fun thing for my sissy-girls to do. Letting them pick out the dresses that get them excited. Being allowed to select a pair of panties and a bra that they normally wouldn’t have access to. I even let you pick out shoes that get you excited. That is what nice, loving mommy’s do. Playing Dress Up with Mommy is a bonding experience for us.

Your eyes get so big as you look through my dresses. Taking your time to pick out the right one, and all the accessories to go with it. I watch as you carefully go through my lingerie drawer, picking out a pair of stockings before moving on to the bras and panties. Continue reading “Playing Dress Up with Mommy Phonesex” →

What I need right now is a Sissy Cuckold Phonesex Session to meet my needs. I want to dress my sissy up in a sexy black lingerie set, complete with garter and stockings. Perhaps even some heels. Put some whore red lipstick on him…

I am getting super excited about this thought as I made all the arrangements. Typically, this is something I would do with my husband, but he has been gone for ages on a business trip and I am not even sure when he is supposed to come back home. I called my sissy to come over and get ready while I decided on who to have join us. Not all men are comfortable letting a sissy join in and cuck. Continue reading “Sissy Cuckold Phonesex Session” →

Monique 844-332-2639 x 231

I am feeling a certain kind of way tonight, and I wonder if you can help me out? I want to see you Worship My Shoe Phonesex! Doesn’t that sound like so much fun? You are wearing a cute little outfit for Mommy and then crawling on your knees to me. Just so you can kiss and lick on my shoe. Oh, I know you think it is degrading. But is it really? I thought you would do what it takes to please me? Am I wrong? No, I did not think so.

I want to put your sissy self in a pair of light pink tights. Have you wear a pair of white ruffled panties, with a white tank top. You know you want my praise, my affection. That is why you will drop to the ground and crawl to me. You will thank me for being so good to you as you slowly kiss my heels. I want you to show me how you can please me. Continue reading “Worship My Shoe Phonesex!” →

Mistress Anita 1-844-332-2639 ext 288

One of my specialized topic is the process of feminazation. One the very first things we ever established was that you are going to be referred to as “she” of “her“.  This was probably the biggest step to adjust to.  So from that moment forward, she was no longer a man and we were going to work work on her mannerisms.  You are now a WOMAN!

I have taught you to sit cross-legged while wearing stockings.  I have taught you how to properly care for you platinum blond wig as well as every step of your makeup routine.  Every step you make, you have to think and move like a woman.  If you are not, then you are just hideous man who’s dressed as a woman.  Continue reading “Feminization Phone Sex with Mistress Anita” →

Monique 844-332-2639 ext 231

My First Sissy Gurl Phonesex was a night to remember! I have always wanted to take a cute little sissy under my wing. And today I finally got just that! You had found me online and inquired about meeting with me privately. This was not something I had done before, so we were new to this together. You introduced yourself as Princess and twirled in your pretty pink dress for me. My First Sissy Gurl Phonesex was bound to be a special day and memory.

I smiled as I saw your frilly pink panties. I was happy you didn’t try to hide them, or the hard cock they covered. Once you stopped twirling you came over to me, sitting at my feet. The grin on your face excited me. Pulling you to your feet I ask you to strip for me. I thought you might be reluctant, but you quickly obeyed. Continue reading “My First Sissy Gurl Phonesex” →