Category: cross-dressing

~~~Olivia ~~~ 844~332~2639~x~226~~~

Today is the day; I was thinking about how things were going for a caller today; wondering how his first steps into becoming the sissy he yearns to be are going.  For a few sessions now he has been expressing to me his desire to not only dress the part but to become his true self.  He told me about his love for the smooth silkiness of women’s panties, the way a bra formed his perfect female chest, and the signature scent we decided best.  Through hypnosis, I have let him experience how sexy it is to be true to himself. To be the sissy he is. I let him feel the soft silky panties as they move with him as he walks rather than just hang on him as his boxers did. Continue reading “Today Is The Day” →

panty pussy

TS Alexus 844-332-2639 EXT 349 

You’ve come to me, begging to orgasm like a man, but you arrived wearing panties. Not very manly little sissy, now is it? But, I have a solution just for you. I’m going to sit and watch you take off your panties. Men do not wear panties; you need them off if you want to be a man.

Good, now make a fist and lay your pretty, silky panties over the top. Take two fingers and push the panties down inside your fist. You know, like you would finger a pussy, if you were actually a man, then you would understand what I mean. Very good, now your panty pussy is ready to be fucked.

Continue reading “Making You Fuck Your Panty Pussy” →

Gangbang

Gangbang Endra: 1844-332-2639 Ext 365

One day I met this young handsome fella at a bar! He seemed all innocent and cute at first. Then it all dawned on me… He was as freaky as it gets! He wanted me to lick his ass and rub his asshole while I sucked his dick. He even made me put a dildo up his ass while I road his cock. He told me that’s how a man experiences a real orgasm. One night he asked me out for wine tasting and I accepted.

He said he couldn’t pick me up, that I had to meet him there and to wear all black. He seemed like a trustworthy guy so I listened to him. Come to find out what I walked into was an orgy festival. Women were licking on women and men were sucking on men. One mans wife was fucking his brother. Her sister was fucking his dad! It was the hottest sex fest I had ever seen. I soon learned the true name was a swingers club.

Continue reading “Gangbang” →

Avery  1-844-332-2639 ext. 228

Girly Makeovers are my specialty, especially for my sissy boys! Oh, how I love it when I get sissy phone sex calls! If there’s something I am good at, it’s most definitely being a girl.

I couldn’t even begin to tell you the number of sissies I have helped go through the transformation process. I know that for the sissy, it’s not always easy to give up their layer of safety and become feminine instead of masculine, but I’ll counsel you through it, sweetie. Yes, I’m young, but I’m a bit of an old soul and I just know that I am the perfect girl to help you out.

Continue reading “Gorgeous Girly Makeovers For My Sissy Lovers” →

Mistress Pandora 1 844 332 2639 ext 283

Sit and spin sissy boy fucker! Jump on my silicone dick and ride like a dirty little fuck whore. I know you love it when I bend you over and spread your sissyhole. Now Mistress wants you to show her everything you’ve got. Spread your cheeks and drop that boypussy all the way to the base. That’s right, now bounce bitchboy.

Continue reading “Sit And Spin Phone Sex Sissy” →

sissyphonesex

Tom 1-844-332-2639, ext 342

Faggot Training is about to commence. Hey you! Yes, you over there sitting on the couch. Like a lump of lard. You’ve been stuck at home and not been able to go out. Overeating and slacking off because you are so weak minded and soft. No excuses, faggot.

Continue reading “Faggot Training Phone Sex By Tom” →

Avery  1-844-332-2639 ext. 228

Who’s ready for a sissy transformation? You know I love all of the guys here, no matter what fetish, but right now I want to talk to all of the cock sucking sissy sluts. It makes me happy that you all crave sucking cock as much as I do. But, what I really want to do is share a big, juicy cock with one of my sissy bois. I want us to work on a giant cock together and make it cum really hard. For sluts like us that’s a perfect night isn’t it?

We could go out bar hopping until we find the perfect guy to take home with us. Of course, we’ll both be dressed up in our most slutty outfits. I don’t know what kind of men you like, but I’m partial to tall, dark, and very handsome guys. If I wanted someone with a small dick, I’d fuck you, sissy boi. But yeah, we’ll find the hottest guy we can and take him back to your place.  Continue reading “Sissy Transformation For My Favourite Phone Sex Slut” →

*LUCY*  844-332-2639 xxx- 221

Sissy training, is there anything more fun then training you little sissy sluts? I don’t think so. Are there any sissy phone sex sluts out there who also have a fantasy of their mommy getting them all dressed up and turning them into a slut? Well, I’ve always had fantasies like that too, so maybe we should swap stories. We could live out our fantasies together which is always extra kinky when someone else is involved.

Just imagine the fun I could have had with you if you were an adult sissy baby. I could have started dressing you as a baby girl so much earlier! I mean, even though you had a penis, which is just a technicality if you ask me. Of course, most of the kinky stuff would come much later when you got older and I could really get my hands on you. Continue reading “Suck It You Sexy Sissy Baby! Sissy Training Phone Sex” →

Phonesex With Felicity 1844-332-2639 x 270

My son came home from school today, and I knew it was time. So I asked him to come and sit with me as I rested on the couch, flipping through a glamour magazine. His thin frame and long hair would make a lovely foundation for my final plans.

He leaned in close, such a sweet boy, and asked how I was doing. I kissed his forehead and ran my fingers through his long blonde hair. “I was thinking about how soft you are, baby. Not like the other boys your age.” His face wrinkled and fell, but he nodded. It was time for some Mother-daughter bonding.

Continue reading “Mother-Daughter Bonding Phonesex” →

Mistress Pandora 1 844 332 2639 ext 283

Your true identity is feminine. Why do you try to hide it from me, knowing that I see through your “male persona” into your sissy heart? As a result, you look at dickprints when you’re out with your wife or girlfriend. I watch you shifting your sissy stick as it responds to the thought of a big fat cock in your mouth or your boy pussy! Do you think that your love of cock is just going to disappear? It’s time to face the fact that you are a sissy boy cock craving girly.

Continue reading “Your True Identity Phone Sex” →