Category: sissy

sissy

Cory 1-844-332-2639 ext 407

It started a few months ago when Violet, my beautiful, curvy sissy, had a little accident in public. She had been holding it in for hours, but the pressure became too much, and she couldn’t help but let go. She called me in a panic, ashamed and embarrassed, and I could hear the tears in her voice. I knew exactly what she needed. I calmly instructed her to go to the nearest public restroom and wait for me.

When I arrived, I saw her standing there, red-faced and trembling, her eyes filled with fear and anticipation. I didn’t waste any time. As punishment, I made her get on her knees, pull up her skirt, and lick my feet clean. The humiliation of the situation sent shivers down her spine, and I could see her body trembling with a mixture of shame and excitement.

Continue reading “Violet had an accident…again” →

Body Envy

Robotic Rita 1844-332-2639 Ext 413

Oh, you have a bad case of body envy! I mean, it reeks. Most men look me over with sexual desire, but the green-eyed monster shines through your gaze. You don’t want to fuck my face or impregnate me. No, you want to be me. It’s obvious; I don’t understand how you’ve managed to hide your secrets from your wife for so long.

Is she just stupid, or does she not care about you at all? All the signs are there. Why can’t she see how badly you want to be a woman?

Continue reading “Body Envy” →

Trinity 1-844-332-2639 ext 285

Weekend Worthy, from Thursday to Saturday, doesn’t even begin to describe the filth and fire I walked into by Thursday. He sent me the game night invite with a wink emoji and the words “Dress to lose.” I wore red. No bra. And lip gloss he said he wanted to lick off. The vibe was already thick before we played a single round. Every answer I gave during the game was calculated. Every glance, a green light. When the “Truth or Risk” cards came out, I chose risk every time. Flash my tits on cam? Done. Send a voice memo of me moaning his name? Sent.

Friday night, I broke all my own rules. I let him listen while I used the toy he sent me last month—on video, with my mic on, saying his name in a whisper that made the other players beg for replays. And by Saturday? I was ruined. We played “Seduction Showdown” and he won. But I was the real prize. He said I sounded like sin. I said, “So make me repent.” We didn’t play after that. My mouth was too full to speak.

Sometime after 2 a.m., the chat erupted in digital confetti—avatars Continue reading “Weekend Worthy: Thursday to Saturday” →

Sissy Summer Makeover

*LUCY* 844-332-2639 xxx- 221

How many of you have been waiting months now to get your sissy summer makeover? You’re so over your boring winter hair and are ready for some summer fun, aren’t you.

Well then, why do you keep denying yourself of the pleasure of a sissy summer makeover? If you know that you were meant to be a sissy slut then why are you so scared? You need to just take a deep breath, get ready to finally accept who your true self is and do this with me.

Continue reading “It’s Time For A Sissy Summer Makeover!” →

Slutty Boys

Avery 1-844-332-2639 ext. 228

If women can get makeovers whenever they want, then why can’t you slutty boys? I know you’ve been flipping through the girly magazines lately and wishing you could look like the girls that grace the pages.

You slutty boys are just as worthy as us when it comes to some feminization fun. But please know that your sissy makeover isn’t just a one-time thing. You need to keep things fresh and get your look updated often if you expect to pull more cock than ever before. Since that’s what we both want for you I’m more than happy to help with a summer style update so we can make 2025 the summer of sex.
Continue reading “Slutty Boys Love Sissy Makeovers” →

Julie 1-844-332-2639 Ext 453

“Dr. Julie, I think my husband is a closet sissy. He’s always hiding in my closet and trying on my clothes. He can’t hold a job or get a job because he’s so obsessed with being a sissy. I’m so sick of him not working. So I have an idea. I’m going to turn his obsession into money. That way we will both be happy. Can you please help me? Will you take him shopping for some slutty lingerie? Then take pictures of him in it? So that I can post him for hire?” she practically begged.

It sounded like fun to me. But I had to make sure it was the best thing for him. After having a long session with him, I was confident that it was. He was beyond ecstatic to go lingerie shopping.

So we went and picked out several sexy things for him to try on. Then we headed to the dressing room. He got more and more turned on as he tried each slutty thing on. I could see him getting harder and harder. And my instinct is, see a hard cock, make it cum.

Continue reading “Closet Sissy” →

My Sexy Pixie

Avery 1-844-332-2639 ext. 228

One of my favourite bottom boys, that I call my sexy pixie, has been extra dirty lately. I’ve always said that it’s the sweetest guys who usually turn out to be a total bottom bitches, and it’s the truth.

That’s exactly how I feel about my sexy pixie. He tries to come across as straight, but he has a total baby face and soft feminine features. His girlfriend works with me and I met him at one of our events a while ago. He and I hit it right off right away. He’s smart, funny and seemed like a great catch for my coworker. But I couldn’t help but think that something was a bit off. I just had this weird feeling about him that I couldn’t seem to shake.

Continue reading “My Sexy Pixie Is The Best Bottom” →

Julie 1-844-332-2639 Ext 453

His transformation has been amazing! We met through friends and hit it off right away. And it didn’t take him long at all to feel comfortable enough to open up to me. He told me that he had been curious his entire life and drawn to panties and girly things. He fantasized about what it felt like to be a girl. And I was so excited to show him!

First, I took him shopping for panties. He was so freaking excited that he was dripping in his underwear. I informed him that it was the last time he would ever be dripping in boy’s underwear. From here on out, it’s only panties for my newfound sissy. He was overly excited by this and looking at all the different girly girl panties. They were so frilly and feminine. Pinks and pastels, hearts, lace, and bows. By now he had exploded in those underwear.

Then it was time for more. He yearned for cock. All he knew was that he loved the taste of his own cum. But he fantasized about tasting other’s cum. And he desperately wanted to feel a hard cock in his mouth and ass.

Continue reading “His Transformation” →

Tami

Amber 1-844-332-2639 ext 404

Mommy Anna and Mommy Amber were up to some mischief this morning! It’s not every day you get to celebrate a birthday, right? The mommies went shopping beforehand to make sure they had everything they needed to celebrate their special birthday girl, none other than the biggest Candy slut of all, Sissy Baby Tami! Tami, sweet little Tami, she’s always such a good sport when it comes to the mommies’ surprises. And even if she doesn’t LOVE the ideas at first, once her mommies stuff her holes and tell her she’s a good little sissy, she will do anything they say.

The first order of business this morning was changing Tami’s diaper, which is always a bit of a production. Mommy Anna and Mommy Amber are meticulous about keeping their little sissy clean and fresh and, as soon as they got Tami into her naughty nursery, they wasted no time getting down to business. They had a surprise in store for their little sissy whore, and they weren’t about to let her wriggle out of it! They held her down (gently, of course) and, instead of stuffing Tami full of birthday cake, they proceeded to stuff her full of suppositories!

Continue reading “It’s not every day you get to celebrate a birthday” →

pump

Anna 844-332-2639 EXT. 203

‘’I love birthday Pumps!’’ exclaimed Amber, as she grabbed the lube for all of Tami’s Mommy’s big, thick strap-ons. But then, Zoey said that we shouldn’t use lube, that Tami was a big girl now and she could handle alllllll of her Mommies’ cocks well on her own. All of the Mommies looked at one another raising an eyebrow or two and grinned simultaneously. They signaled Mommy Mercedes and Mommy Diana to spread and hold up Tami’s little legs. ‘’With pleasure!’’ said Mommy Diana and Mommy Mercedes.

Continue reading “Happy Birthday Sissy Baby Tami!!! Pt. 3” →