Category: cross dressing

Julie 1844-332-2639 Ext 453

Mercedes and I had been planning a threesome with Misty for a couple of weeks. It was so difficult to get everyone’s schedules to align. The anticipation had been mounting. Edging was allowed but cumming was not. So the build up was intense! Mercedes took her to the lingerie store to shop for the special occasion. They picked out the sexiest little outfit. But it was a surprise. So I could only anticipate what it was going to be like.

When the day finally came, I was speechless. Misty was wearing the most gorgeous white, satin, lace up bustier. She had on a sexy little, black, flared miniskirt with two white strips around the bottom. Underneath she was wearing crotchless, black fishnets and black, lacey panties. And to tie everything together, her fierce, white, signature boots. She looked absolutely stunning and delectable all at once.

Continue reading “Our Threesome With Misty” →

1844-33-CANDY EXT 423

We walk into the shop, and I’m immediately hit with the scent of leather and rubber. The walls are lined with shelves filled with dildos, vibrators, and other sex toys. In the center of the room, there’s a display of lingerie and costumes.

“Wow, this place is huge,” you say, your eyes widening as you take in the selection. “Where do we even start?” Continue reading “Shopping With My Sissy” →

bitch

Anna 844-332-2639 EXT. 203

Miss Anna was at work and got a new Supervisor. She examined him thoroughly but there was something about him. The way he moved his hands, or would push his hair back behind his ears, and he always seemed to admire her high heels and outfits and compliment them. He even asked what shade of red lipstick she was wearing one day she caught her completely off guard.

Continue reading “I know a Sissy when I see one” →

Sherry 1844-332-2639 ext 399

We all know those boys who love to be humiliated. I have one special little boy who loves it. He practically begs for me. He is my special little special project.  It’s cruel to be kind as I spout out those words to him as he wears those pink panties.

Almost every day, he comes in begging me to humiliate him, such a pathetic lost soul. He comes back to life with each humiliating word. You can hear it in his voice over the phone with each humiliating word he takes a deep sigh of relief letting me know.

Continue reading “Cruel To Be Kind” →

Belle 1844-332-2639 X 444

Early this morning, a pretty little sissy caught my attention. She looked so horny but shy, so I tipped my finger under her chin and asked if she was a good little cock slut. “I don’t know if I like cock.” She confessed in a barely-there whisper. I scoffed. “But I do like tranny cock.” She added with a blush.

“Cock is cock, little girl. And I’ll teach you to want to please all of them. I’ll make you my cock addicted slut before the day is over.” I promised and dangled a slutty pink thong in front of her face. “Put this on before the boys get here.”

Continue reading “Making A Cock Slut” →

1844-33-CANDY EXT 423

    “I threw a fun party for us, and I think it’s going to be really fun, trust me!”

You follow me out to my car, looking a little unsure of yourself but excited at the same time. I can tell you’re nervous, but I know you’re going to have a good time tonight.

When we’re arriving at the party, you hear the sound of music and laughter. I’m grabbing your hand and lead you inside, where you’re greeted by a sea of half-naked bodies.

“Wow,” you breathe, “this is… a lot.”

Continue reading “Welcome to My BBC Party!” →

Babysitting Silky

Valerie 1844-332-2639 Ext 243

One of the greatest parts of being a babysitter is exploring the world of make-believe and fantasy! When I’m babysitting, we can play dress up and be whoever we dream to be. That’s what happened when Silky’s mom asked me over to sit for them. When I arrived, Silky suggested we play dress up because her mom had a closet full of beautiful, soft things. We tiptoed into her mom’s beautiful room, I looked over the vanity which was lined with expensive perfumes and lipsticks as Silky pushed open the closet and showed me all of the beautiful pieces of lingerie and robes in all types of delicious fabrics.

I could see Silky’s eyes growing wide as I asked her to show me all of her favorite things. She shared with me that her mom didn’t know she liked playing in her pretty things, and I told her that the secret was more than safe with me. We’d clean up and put everything back in perfect order…after we had our fun.

Continue reading “Babysitting Silky” →

Little Clitty

Posted 2 months ago by Writer

Alex 1-844-332-2639 Ext. 425

I can see what you have going on in that pair of panties. When you bend over, showing that little sissy ass off for me to look at. You know that I like to see how slutty you look bent over like that, ready for me to pimp you out and make you my own little sissy attraction to the cocks around the world. It’s not just me that can see it, and it isn’t a bad thing by any means. That is the one thing sissies have on us ladies. A nice, engorged clitty ready to be rubbed and toyed with all night long.

Continue reading “Little Clitty” →

Mercedes 844-33-CANDY Ext 423

 I knew you were weak when I first met you. You were so eager to please me, to do anything to get in my pants. And now, I finally have you right where I want you: on your knees, begging for my cock. You have it in your head that it’s my pussy you’ll finally be tasting… but you won’t be getting that tonight. Oh no, I have something much better in store for you. I pick up the strap-on I bought earlier today, the one with the thick, veiny dildo attached to it. I slip it on and adjust it, making sure it’s just right.

Continue reading “Wanna Have a Taste?” →

clothes

Anna 844-332-2639 EXT. 203

Mommy Anna sat her Sissy Slut Bob down. She said they needed to talk. She told him that he needed a new wardrobe. ‘’Gotta look the part baby, your clothes are tattered and torn’’. ‘’You’re right,’’ said Sissy Slut Bob, ‘’my clothes have gotten torn up and ripped from being such a good Sissy Slut for you. I could use some new outfits.’’ ‘’That’s right,’’ said Mommy Anna ‘’And you gotta look nice so you can go out there and make me lots of money!’’

Continue reading “Sissy Slut Bob’s Shopping Spree” →