Category: sissy

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Bethany1-844-33-CANDY ext 260

My sissy boyfriend was exploring his sexuality with me. He confided his darkest pleasures with me. We experimented. I ate his ass, pegged him from the back, and treated him like my girlfriend. After all, he was a sissy boy.

I bought him some anal beads from the sex shop. There with about 6 beads to a thread. The top bead was big and fat, and the sizes got smaller to the end of it. They were shiny and purple ( his favorite color.) I couldn’t wait to surprise him with. I knew he was gonna love it.

Continue reading “Anal Bead Fun” →

Diana 1-844-332-2639 Ext. 248

As I walked into the bedroom, I locked eyes with my sissy, dressed in an outfit put together by yours truly, Mistress Diana. Today’s theme was pink and white polka dots, a cute ensemble that accentuated his feminine curves. But what truly transformed the look was the pair of matching panties I made him wear.

It had taken some convincing at first, but my sissy eventually understood that pleasing his Mistress meant embracing this particular kink. Now, he eagerly awaited my approval, his petite frame radiating a mix of excitement and nervousness.

“Darling, you look absolutely stunning today,” I purred, my voice dripping with seduction. “And those panties … perfect choice.”

Continue reading “Matching Panties” →

 

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1844-33-CANDY ext 260

I didn’t want to think it was jail bait cousin , Seth. It couldn’t be!! NO way! But,  my intuition is never wrong. No wonder he is always looking at me very lustfully. It makes sense. Every day he is here, trying to somehow be around me, or in the same room as me. I catch him staring at my boobs, and my butt all the time. What a fucker. I had to catch him red-handed. Continue reading “The Dirty Panties Snatcher” →

Zesty Zoey 1-844-332-2639 Ext 403

Welcome to Miss Zoey’s Sissy Faggie Daycare Center!  I’ve spoken to your Mommy and she agrees it’s time for you to face the truth.  You’re not a little boy, you’re a little sissy girl.  I carefully interview all the mommies before they bring me their little ones.  There’s a check list we go through to make sure this is the right place for you.  But most of the mommies who contact me already have a pretty good idea that you’re not a real boy.  They also know you’ll never grow up to be a real man.  So, I’m here providing my services to help them transform you into the true sissy you’re meant to become.

Continue reading “Miss Zoey’s Sissy Faggie Daycare Center” →

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” →