Category: cross-dressing

Forced Sissy Makeover*LUCY* 844-332-2639 xxx- 221

I really don’t understand why so many of you are pushing me to give you a forced sissy makeover lately. You always SAY you want to be sissies, but when push comes to shove, there’s some excuse about why you can’t.

You can’t have your nails done because of work. Or you can’t buy a bunch of panties to keep at home because of your wife. You’re too scared to buy make up because what if someone in the community sees you doing it? Blah blah blah! I’m really tired of your excuses.

Continue reading “It’s Time For Your Forced Sissy Makeover” →

 Kayla Cumsalot 1844-33-CANDY ext 357

As we grow into new stages of life, we meet the people who will help get us through the next phase. That’s why Emmi has me. Her growth has been exceptional, and a sensual, confident woman is blooming right before my eyes. We’ve been chatting about hair and makeup lately, and I thought it was time for a Kaykay Makeup tutorial… of sorts.

Continue reading “Emmi’s Makeup Lesson” →

Put it in Deep

Phonesex with Felicity 1844-332-2639 x 270

The problem with Mama playing with so many sissies and babies is that when I wanna get dicked down deep, there often isn’t anyone around to fill me up. Sure, I could go find some local big dick or some tasty BBC, but I wanna make love with my toys.

There’s something special about stripping a man of everything that makes him masculine and putting him in feminine lingerie, and then asking him to fuck me. The power shift is so heady it makes me horny. No one can blame me for wanting to make the connection that much better. However, it’s a rare sissy who carries a worthy clit, so I’ve made it a habit of putting my girls in hollow strapons.

Continue reading “Put It In Deep” →

naked woman wearing white lace panties

Vada 1-844-332-2639 ext 433

Nothing gets me wetter than when a man loves dressing up in stockings and pantyhose – pantyhose and pussy juice date night. There is nothing sexier than a man in my closet, trying on my panties and corsets and lingerie, looking for just the right outfit to wear for me.

foreplay

Once he’s dressed from head to toe, feeling gorgeous, we stand side-by-side and admire ourselves in the mirror, pinching each others nipples and squeezing each other’s asses. Dressing up together is the BEST foreplay in the world…

Continue reading “Pantyhose and Pussy Juice” →

white woman naked ass buttocks white panties

Vada 844-33-CANDY (844-332-2639) ext 433

Sissy boi Staci, my Gold Star sissy student, has made it to the next level of sissification school training: Flirting 101.

In this class, we test sissies to see if they’re ready to be good girls and swallow cock like a real woman. My slaves Greg and Stephen are to help, with their huge cocks and endless loads they will put Staci’s sissy holes and boi pussy through the test.

First, I tell Staci to play with her breasts…

Continue reading “Sissy Staci’s Holes Get PUMPED in Sissification School” →

Panty Obsessed Sissy

*LUCY* 844-332-2639 xxx- 221

One of my favorite sluts is really into lingerie. He’s totally a panty obsessed sissy! So much so that he puts them on and watches panty porn, but I always make him wait before I let him cum. This sometimes goes on for hours. Sometimes days. It depends on how I feel that day. Recently, I decided to push him to the limit.

Continue reading “Are You A Panty Obsessed Sissy?” →

innocent brunette white lacy panties giantess

Vada 844-33-CANDY (844-332-2639) ext 433

Mistress Vada offers private small penis sissification lessons but today, I am feeling generous. Today, I will share a little helpful secret with you. My sissies must never, ever be reminded of their boy parts. A sissy cock must never be seen, no matter what is happening. No matter how beautiful I look, standing over you with my big cock, no matter how many cocks I have lined up to fuck your tight sissy hole, your job as Mistress Vada’s sissy is to…

Continue reading “Mistress Vada’s Small Penis Sissification Secret” →

xXx Francie xXx 844-332-2639 x 208

We’ve been friends for, gee, I don’t even remember. Ages! And while you always say you like girls, I’ve never seen you actually date one. So I’ve started to get suspicious that maybe you aren’t as straight as you claim. So to find out exactly, I invited you for a day out. A little shopping, lunch on me, just a fun day out, and you seemed excited to be spending time with me.

We’d wander the strip mall and had a fun little lunch, but when we got in the car, I rubbed my hand down my legs and sighed. “Sorry, babe. I didn’t realize my legs were THIS bad. Do you care if we swing by the salon real fast? I miss being smooth” You just shrugged and said you didn’t mind. I bet if you knew what I really had planned, you’d have changed that answer.

Continue reading “Smooth Little Femboy Fucking” →

TS Alexus 844-332-2639 EXT 349

Zoey is such a beautiful girl, but more than that, she is a beautiful friend. She is so welcoming and knows how to make everyone feel comfortable. When we first met, she had no idea what I was packing in my panties. She sweetly assumed I was just another tall girl. I know she didn’t know about my cock because if she had, I’m sure she would have been playing with it.

Anyhow, not long after we first met, she invited me to an all-girls slumber party at her house. I’d never been to one and couldn’t have agreed fast enough. Of course, I didn’t out myself because I was afraid she would take the invitation back if I had. I knew I’d just have to stay tucked during the party, and no one would know.

Continue reading “Slumber Party Blunder” →

cross dressingRowan Ext 360  1-844-33CANDY

All Hallows Eve cross-dressing practice with Rowan. This time of year it is so easy for you to come out of the womens clothes wearing closet. My best friend uses every Halloween as a chance to dress female. We go all out and get him the snazzy and sexy outfits that make him feel whole for a night. Like a whole ass whore, but I will get to that. We load up my jeep with all of our goodies we have shopped many months for.

His daddy and momma would have a heart attack if they knew he loves being a cross dresser. He’s so pretty too. His smooth young face is already feminie and that ass is bodacious. We travel about 40 miles to the nearest gay bar and get a room. It is magical to see my best friend let his true self out. Long wigs, corsets, hosiery and heels are our building blocks. I start from the bottom up with a good shower scrub and oils that smell divine. Nair and my five-blade razor help to create the perfect sissy canvas. Continue reading “All Hallows Eve cross-dressing practice” →