Categories

Roleplay as an Outlet for Closet Crossdressers

Ideal Sissy Situations

Ideally you would be able to wear panties and a bra, or at least a camisole, every day, all day. Ideally you would have a nice manicure and pedicure that no one would question, ever. Ideally, when you shopped for lingerie, the clerk wouldn’t comment on what a lucky wife (or . . . → Read More: Roleplay as an Outlet for Closet Crossdressers


 

Cross Dressing Sissy Stories

If we have talked at all, you know I am a very feminine tomboy, right? You also know I spent many years in Indianapolis, and as such, not only do I love the Colts, I love the Indy 500. So, despite the fact that I am not there, not likely to make it there, . . . → Read More: Cross Dressing Sissy Stories


 

Crossdressing Sissy Come Out to Play

I feel as if I have been away FOREVER! I have tried twice to get logged in, and my allergies were so bad I sounded like a very un-erotic Empress .  I’m missing you guys and gals! I do want to go back to My theme about some of My favorite calls. You have . . . → Read More: Crossdressing Sissy Come Out to Play


 

Fun with cross dressers and sissy girls.

Keeping an eye on you

Keeping with my theme here, I wanted to let you know another type of call I especially enjoy. I have been having a lot of fun  getting to know some of you lovely sissy girls out there. Even in sissification there is a lot of  variation, so today . . . → Read More: Fun with cross dressers and sissy girls


 

Celebrating Feminized Sissy Boys

So, here we have a small lull in  between some big holidays, and I thought I would ask you all some questions. How you are making sure you have time to unwind? What do you do to relax? How do you prevent the crazy people from taking over your holiday season and making it . . . → Read More: Celebrating Feminized Sissy Boys


 

Cross Dressing Sissy Boys Celebrate Their Feminization

I wanted to thank you for the sweet well wishes I received while I was recuperating! It was really nice to know I was on your mind while I was busy keeping quiet  because my throat was too sore to talk to you.  I really appreciate knowing you think of me even when we . . . → Read More: Cross Dressing Sissy Boys Celebrate Their Feminization


 

Using phone sex to temporarily tease and deny a happy ending...

Well, boys and girls, I know it seems like it has been weeks and weeks  since I have been around, and let Me tell you- I am sure missing playing with you! Too bad I don’t have some fantastic vacation news to share, or a decadent spa excursion that stole Me away. Instead, I . . . → Read More: Using phone sex to temporarily tease and deny a happy ending


 

Cross Dressing Fantasies Come to Life

While poking through the interwebs the other day, I came across a picture of what NOT to dress as for Halloween.

I know many of you are closet sissys, and have never had the opportunity to all out indulge your softer, feminine side. I know it’s not always about the sex, although often the . . . → Read More: Cross Dressing Fantasies Come to Life


 

Celebrations of Kinks and Fetishes Abound!

I wanted to make sure you know about some upcoming events, here at LDW, and elsewhere! The first, in a chronological sort of way, is the celebration of 9-9-09 ALL DAY  September 9th! We just thought it would be a fun way to share some extra time with you, the caller. Check out this . . . → Read More: Celebrations of Kinks and Fetishes Abound


 

The Sensual Domination of Stephanie's Sissys

I have a sweet regular caller-we’ll call her Amelia- who makes it a point to call whenever the opportunity presents itself- usually when she is on a business trip. She’s a bit different from some of My other callers, who want me to be feisty and aggressive. My Amelia likes the sweet seductive side . . . → Read More: The Sensual Domination of Stephanie’s Sissys