Category: cross dressing

Stripping Lessons

Avery 1-844-332-2639 ext. 228

One of my favourite sissies recently asked me for some stripping lessons. He lets me do whatever I want to him and dress him however I like, so I figured it was only fair to fulfill his wish.

I wasn’t sure if he would ever actually go through with it until the other night when he called me and said he needed some Avery time. He then asked if after I make him femme he can have his first stripping lesson. Absolutely, I said! I told him I was going to take him out and to come over around 4 pm so that I could get him ready.
Continue reading “Stripping Lessons For A Shy Sissy – Part 1” →

His First Time In Pantyhose

Kayla Cumsalot 1844-33-CANDY Ext 357

“I want to try something new. Or different, I guess.” He whispered to me as we sat in the cute little coffee shop downtown. “I’m so bored and frustrated. She doesn’t want to try anything new or fun.” Rain patted at the large glass panes in front of us, coming down in lazy sideways splats that ran down the glass, giving me an idea. I scooted closer to him and squeezed his knee. My hand roamed high up on his married thigh, and I smirked at him. His wedding band stopped tapping against his coffee mug as he looked back at me.

“I have an idea, but I don’t know if you’ll like it.” My gaze scanned the man before me. He was the definition of masculine. Sleek, strong muscles bulged all over his tall frame. A sexy silver sprinkled beard, that I constantly wanted rubbing between my thighs, topped off his “Boys boy,” appeal. There was absolutely nothing feminine about him, but I wanted him in pantyhose.

Continue reading “His First Time In Pantyhose” →

Sissy Lessons

*LUCY* 844-332-2639 xxx- 221

Did your sissy lessons result in you being just mediocre, or are you now a top-of-the-line slut? Have you ever had official sissy lessons? Or did you just try to teach yourself about the sissy slut life?

Because when I get calls for sissy phone sex training I love making sure my girls all graduate with skills that will make any man weak. One of my favorite things to do is assign kinky tasks to my sissy sluts. But don’t worry. If you still need “basic training” you might not be ready for those assigned tasks quite yet so we will take it slow.

Continue reading “Sissy Lessons Will Make You The #1 Slut” →

Kinky Sissy Slut

Avery 1-844-332-2639 ext. 228

Please tell me that this summer you’re finally going to come out as your true self, a kinky sissy slut! I know that you’re probably nervous but I’m so proud of you! It’s hard to fully accept your sluttiness like this and I think you deserve a party with all of my hot friends. A coming out party!

I LOVE introducing panty boys to my group of girlfriends because they always get along really well. So, I’ll plan a party with all of my girls and then have you show up as the party entertainment. Of course, my friends and I always have a ton of fun! But you have no idea how much better it is when we have a kinky sissy slut join in.

Continue reading “There’s A Kinky Sissy Slut On The Prowl” →

Julie 1-844-332-2639 Ext 453

Mommy’s panty boy loved to help with the laundry when he was little. He was such a good little Mommy’s helper. He would hand mommy the delicates to hang outside on the clothesline. Then when they were dry, he always wanted to fold them. Mommy noticed how he would admire his little sister’s panties. Then one day he asked her why boys have to wear plain ugly underwear while girls got to wear beautiful underwear. Mommy felt bad that she hadn’t gotten him cuter underwear like the kind with superheroes or other characters on them. But she did always get his sister cute little lacy princess panties and all kinds of other girly panties with flowers, hearts, and rainbows on them.

So one day Mommy decided to take him shopping for cute little boy’s underwear. He was so excited. But the minute they got inside the store, he was pulling Mommy towards the girl’s section. Mommy said no, the little boy’s underwear is this way. And she headed towards the boy’s section. He started to cry and say no. But Mommy reassured him that they would have some really cute underwear for boys. And they did!

Continue reading “Mommy’s Panty Boy” →

Sissy Heidi Impresses Momma

Mama Felicity 1844-332-2639 Ext 207

Some Sissy’s are more impressive than others. They know precisely how to be the best girls for Momma and make me so proud. Heidi is one of the best! The hottest lil sissy girl who isn’t afraid to be a sexy little slut for me.

Her magic closet is filled with many hot outfits for her to try on for me. When she dresses up and models her lingerie for me, I get so turned on. But I’m not the only one! Heidi’s panties always get so wet for me when we dress her up!

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roommate

Anna 844-332-2639 EXT. 203

Miss Anna took on a new roommate. He was very shy and quiet, but she always secretly had the hots for him. When night fell, she could swear she heard him stroking away in his room. She was so tempted to knock on the door and ask if she could lend a hand.

There was of course, one thing that really bothered her about him: Every time she went out and came home, she noticed that things from her room would be misplaced. Her shoes, her clothes. She confronted the roommate, asking him if he had guests over. He claimed that his girlfriend had been by and was fixated by her closet, to which Miss Anna stated she didn’t mind, so long as his girlfriend put everything back where she found it.

Continue reading “Miss Anna’s Roommate” →

My Lingerie Collection

*LUCY* 844-332-2639 xxx- 221

It’s no secret that my lingerie collection is vast. So, who out there wants to see it? How many of you guys will finally admit to having a lingerie Fetish so I can take you on a tour of my closet?

Now, if you admit to loving lingerie too, then I need to ask. Do you love silky pieces or are you more of a lace man? Are you the kind of guy who gets hard just seeing women dressed up in lingerie? Or do you want to wear it yourself which is why you’re so intrigued by my lingerie collection?

Continue reading “Let Me Show You My Lingerie Collection” →

My little Buddy

Valerie 1844-332-2639 Ext 243

My little buddy is so curious. He hasn’t quite learned the saying about the consequences of curiosity. Lucky, I got to be the one to teach him this little lesson. See, while I was sitting sweet, little Eugene, he thought it would be a good idea to sneak into my bedroom and read my diary.

He found an entry about Tricia and how I helped her eliminate her pesky, annoying balls. This made Eugene too curious not to ask me about the details of tying up little Tricia’s ballsac until it shriveled up and fell away. “Why would you do that, Valerie?” He asked me while rubbing his own little balls. I reached out to pet his hair and tilted my head sweetly.

“I could show you how good it feels? Not to have them…”

Continue reading “My little Buddy” →

1844-33-CANDY EXT 423

It’s Easter Sunday and we’re alone, just the way I like it. I’m a petite, bratty woman, and you’re my submissive male plaything. I’ve always loved having power over you, and today is no exception.

“Hey, slut,” I greet you, a smirk playing on my lips. “I’ve got a little surprise for you.” You look at me, confusion etched on your face. “What is it, Mercedes?”

I hold up a pair of bunny ears, panties and a tail buttplug, dangling them in front of your face. “I thought you could wear these for me. You know, to get into the Easter spirit.” You blush, looking down at the floor. “But, Mercedes, I don’t think I can wear those in front of my family.”

I step closer to you, my body pressing against yours. “Oh, come on, don’t be such a party pooper. It’ll be fun, I promise.” Continue reading “Easter Humiliation” →