Category: cross-dressing

Little Rachel 1*844*332*2639 Ext 457

I helped my new friend Brady transform into a beautiful girl named Brandy. Then I taught him how to suck and fuck dicks with my dildos. He was a natural. And he wanted more. It’s as if the dildos were just a tease for him. He wanted the real thing. And I knew just the person to give it to him. Jim, the biker I met at the breastaurant.

So I got Brandy all dressed up in a little slutty dress, lacy thong, and stripper heels. Of course she wanted full glam. So we did her hair and makeup. She looked fabulous.

When we arrived at Jim’s place, I could tell Brandy started getting nervous. But when she saw him, she really seemed terrified. She was visibly shaking so I took her hand to comfort her. Jim is very big and very intimidating. And as I learned at that moment, very dominating also. He took Brandy’s hand out of mine and put it on his dick. By the look on Brandy’s face it must have been huge and hard. Jim coaxed him down on his knees with a stern hand. Then he pulled his dick out. Huge was an understatement.

Continue reading “My New Friend Brady Part 2” →

Little Rachel 1*844*332*2639 Ext 457

My new friend Brady works at the coffee shop on campus. I’d seen him there and said hi a few times. But then the other day he told me that he thought my braids were cute, and we started talking. He told me that he had just finished his sophomore year in college. But he decided that what he really wanted to do was go to cosmetology school. So that’s what he’s going to do. I’m going to be his test model, and I told him that he can practice on me anytime. But there’s a catch. He also wants me to teach him how to do his own make up. And he wants me to dress him up.

Continue reading “My New Friend Brady” →

Panty Drawer

Avery 1-844-332-2639 ext. 228

This is the last time I better catch you going into my panty drawer! I knew someone was sneaking into my room, sniffing and them shooting loads in my dirty panties. But I had no idea it was you.

Now that I’ve caught you in my panty drawer there’s no denying it on your part. Especially since I took pictures of you sniffing them when you weren’t looking. I wonder who I should send them to…?

Continue reading “I Caught You In My Panty Drawer!” →

Julie 1-844-332-2639 Ext 453

“Miss Julie, it’s Misty. Are you ready to have some fun?” Her sweet feminine voice whispered. I always love it when Misty gets the rare opportunity to model for me. Misty is a pin up model. We dress her up and have fabulous photo shoots. This time was a spring theme. We went on a delightful shopping spree and picked out a very feminine, little floral romper. Then we hit the lingerie store. She picked out a striking teal teddy. It was velvet with black lace trim and decollete. We got some black lace trimmed stockings to go with it. Then there were the shoes. We couldn’t forget the shoes! And we found the absolute perfect pair. They were four inch heeled, black mary janes. So Sexy!

We transformed her into the sexiest pin up model. Her hair and makeup were on point. And her sassy confidence was evidence that she knew she looked good. The photos most definitely reflected that playful sex appeal. We started outside with the vintage cars. Then we moved to the boudoir. Her poses kept getting sexier and sexier. And more and more risque. So I decided to take this fun to the next level.

Continue reading “Misty Is A Pin Up Model” →

Kayla Cumsalot 1844-33-CANDY Ext 357

A naked Lacie stood between Amber and me. We circled her, like predators assessing their prey. A lesson needed to be taught, and there was no one better to deliver it. “Let’s get you in this bra,” Amber told Lacie, who lifted her arms. Amber slipped the silky straps up Lacie’s arms and hugged her to clasp the bra tight.

From behind Lacie, my hands scooped into the cups, adjusting her tits so they sat up nice and pretty. Our student moaned at our touches, and we praised how pretty she looked. The lessons for today would be how to clean up a used pussy, both Amber and I were leaking into our panties, and to take cock like a girl.

Continue reading “Lessons From Amber And Kaykay” →

Julie 1-844-332-2639 Ext 453

“Dr. Julie, I need your help” were the first words out of her mouth. Then she went on to explain. It all started when she was a teenager. She would fantasize about hard cocks in sheer nude pantyhose, and it would get her so aroused. But she felt so ashamed and thought she must be weird. She had no idea that it was a fetish shared by many. As much as she tried to ignore and deny it, the thoughts kept coming back. And they got more intense as the years went on. She thought getting married would change everything but quite the opposite happened. The fetish went further. She started fantasizing about her husband in panties and lingerie too. Every time they were having sex, no matter how hard she would try to stay in the moment; her mind would drift away to thoughts of him in women’s garments. Then her voice got really quiet. She told me that she has another confession. I could tell she was really embarrassed by what she was getting ready to admit. She turned bright red as she told me that she would even love to fuck him with a strap on dildo.

Continue reading “Dr. Julie, I Need Your Help” →

Rachel 1*844*332*2639 Ext 457

Danny was ready to become Danni. Danny was my curious panty boy friend in high school. I recently introduced him to Mr. Martin and they hit it off. I even helped teach Danny how to suck Mr. Martin’s dick and I helped Mr. Martin fuck Danny’s virgin asshole. But Danny was ready to take it a step further. He was ready to go full drag and surprise Mr. Martin. Danny already had beautiful blonde shoulder length hair. So all we needed was some make up and an outfit. At the lingerie store we picked out a beautiful purple lace teddy. He said that Mr. Martin told him that he looks great in purple. So we found a sparkly little purple dress and shoes to match. Then he wanted to find some purple metallic eyeshadow. We also got glittery blush for her cheeks, black eyeliner and mascara, and fuchsia lipstick and nail polish. Then I suddenly realized that she needed a mani pedi. So we found the perfect place and they used the fuchsia nail polish on her fingers and toes. It looked so good on her.

Continue reading “Danny Became Danni” →

 

Women's Clothing

Goddess Rita 1844-332-2639

Skirts, bras, panties, stockings… high heels. It’s time you stopped thinking of these things as “Women’s clothing.” They are for you, too. I mean, they come in your size and look so good on your body. If wearing panties under your work clothing makes you happy, why shouldn’t you wear them?

Don’t you feel more confident when soft, nylon stockings hug your every curve under a pair of your boring jeans?

Continue reading “Women’s Clothing” →

Rachel 1*844*332*2639 Ext 457

I am still in shock over Mr. Martin’s confession. I’d already decided that I wasn’t going to tell him that Mrs. Martin had come into work. She’d found credit card receipts and suspected that he was having an affair. There was no way I could tell her that it was me, or that he also messed around with my uncle. But none of that even mattered anymore. He confessed that he wanted more. He wanted me to find him a young boy my age. Then he wanted me to teach him how to pleasure a man like Mr. Martin. Wow, it was all a lot to swallow. Pun intended, lol. But none the less, I was ready to find the perfect boy for him. And I knew deep down who that was. My friend from HS Danny. He had always been a curious panty boy. So I contacted him and sure enough he was on board with the plan.

When Danny got to my apartment, his apparent giddiness proved how excited he really was. I got him all dressed up in some of my lingerie. Then we heard a knock on the door. It was Mr. Martin.

Continue reading “Mr. Martin’s Confession Part 2” →

Rachel 1*844*332*2639 Ext 457

I am still in shock over Mr. Martin’s confession. I’d already decided that I wasn’t going to tell him that Mrs. Martin had come into work. She’d found credit card receipts and suspected that he was having an affair. There was no way I could tell her that it was me, or that he also messed around with my uncle. I didn’t want to stop seeing Mr. Martin. I’d even been contemplating quitting my job because of this. I didn’t want her to catch us. And I couldn’t tell him not to come in anymore. But that’s when he dropped a bombshell on me. He told me that ever since he was with my uncle, he hasn’t been able to stop thinking about it. The cravings for more had become so intense that he had even been thinking about going somewhere he could get more cock. He told me that he didn’t even think that sex with a female could ever satisfy him again. I couldn’t believe what I was hearing. But right as I thought I had heard it all, I found out that I hadn’t at all.

Continue reading “Mr. Martin’s Confession” →