Category: sissy phonesex

1-844-33-CANDY Ext. 423

Ever since you were a young, I have noticed there was something off about you as a boy. Especially since I knew you were a bit different than the average boy, not being interested in sports and action figures… At least not in the “normal” way typical boys would be. I would catch you gawking at the sports players on TV, and telling me how cute each player was. You didn’t care what sport it was. Whatever Daddy put on, you were instantly hypnotized by all that masculine ass across the screen. In your late teen years, Daddy had noticed and overheard our conversations in private. He heard about what you loved about the sports he had switched onto television…

Continue reading “Mommy’s Sissy Boy Pt. 1” →

Trinity 1-844-332-2639 ext 285

“Be a good sissy diaper boy and squat down! Fill up that diaper you bitch!” “Okay Madam Trini.” His filthy ass was so disgusting. I love humiliating my little sissy punk. We met about a year ago and at gay club downtown LA and it was love at first sight. They were having a lingerie party and he was that hottest sissy there. He wore a lace red robe with a red G-string that showed off his tight white ass. He wore red boots. His muscles were oiled down and sculpted to perfection. I’ve always been into white guys and he was the perfect type of sissy. I was set on taking him home with me and I got exactly what I wanted. He had a diaper fetish and I was more than happy to scratch the itch for him.

While he was filling up his diaper with chocolate pudding, I was face fucking him with my strap on.I wanted to see him gag! Throw up. “Suck this fucking cock sissy! You’re such a good boy. Make momma happy.” My little bitch love wearing all kinds of diapers. Luvs, Huggies, pampers, pull ups. You name it. After he was done Continue reading “Sissy Diaper Boy” →

Zesty Zoey 1-844-332-2639 Ext 403

Sweet Sissy Trainers!  Amber and I spent the day shopping together for silky, sexy, feminine lingerie.  We weren’t shopping for ourselves though.  We’d scheduled a date later in the day with our favorite Silky girl.  Silky never disappoints us and always proves to be the best girl in the universe.  I’d texted her to make sure that her legs were nice and smooth for the sissy pegging session we had planned.  It’s never fun trying to pull silk stocking up over prickly legs.  Our good girl immediately set to work making sure she was appropriately smooth and hairless in all the right places.

Continue reading “Sweet Sissy Trainers Phone Sex” →

Sissy Porn Slave

Posted 2 weeks ago by Rita

Sissy Porn Slave

Robotic Rita 1844-332-2639 Ext 413

Have you heard those rumors? Men are disappearing at an alarming rate. People are saying some Wicked Robotic Mistress is seducing them at bars and other places. She lures them to her house with suggestions of casual sex. But nothing is casual about what she does to them once she has them in her clutches.

She has been turning them into sissy porn slaves! That’s right; she gags them so they can’t scream for help and covers their face in a ski mask so no one can identify them! Then, she films herself using them in all kinds of humiliating ways. Always for her own pleasure, though. The captive porn slaves are always locked up tight in a cock cage for her films. Continue reading “Sissy Porn Slave” →

dance floor

Anna 844-332-2639 EXT. 203

Mommy Anna called SissySlutBob downstairs. She told him that tonight was a special night, and they were to attend a special midnight ball. She presented him with: a glitter sequence mini dress, sky high heels, lipstick, his favorite jet raven black wig, and best of all: a pearl g-string with a matching bra.

Continue reading “SissySlutBob, the Belle of the Ball” →

Harlo 1844-33-candy ext 385

The first time you told me that seeing me in a ski coat on the company trip drove you wild. Moreover, the way your lips curved into that familiar, mischievous grin told me everything I needed to know. Therefore, now, every time I put it on, I make sure to give you a little show. You’ve only seen me in passing for a few months and know that I am an office assistant in the other building. You even heard a few rumors around the business about how I was a dirty little slut. Tonight, the coat is snug around me, zipped up just enough to tease — hiding what you want to see but leaving you craving more. I catch your gaze as I adjust the collar, pretending not to notice how you shift in your seat, trying to play it cool. But you can’t hide it, not from me. I see the way your eyes, imagining what’s underneath so I reveal my self to you while no one is looking exposing my big beautiful round melons.

Continue reading “Company Ski Trip” →

Your Sister's Dildo

Robotic Rita 1844-332-2639 Ext 413

The house was supposed to be empty! Finally, your parents were back at work, and your sister was at school. It was time to fill your little boypussi with the only cock shaped thing you knew to find. Your sister stashes her dildo in the back of her closet in a pillowcase-lined shoe box. Not wanting to waste any time, you rush into her closet and pull out the massively thick eight-inch fake cock. Yours isn’t even half this size, and holding something so big in your hand makes your sissy clitty leak.

Too excited to return to your room, you push down your pants and bend over your sister’s bed. One hand scrolling sissy porn on your phone, the other guiding the thick head to your sissyhole. Carefully, you sit back on it and moan. That’s what you’ve been needing! To be filled up. You were so focused on the porn in your hand and how good the head of the dildo felt as it stretched you open that you didn’t even hear your sister walk in, “What the fuck do you think you’re doing?”

Continue reading “Your Sister’s Dildo” →

you

Amber 1-844-332-2639 ext 404

“Don’t be silly, Tami. Of course they’ll like you. You’re gorgeous, and they’re sailors on leave. Trust me, they’ll be all over you,” I reply, giving your ass a playful slap. “And who knows, maybe they’ll be into something… a little different.” I wink at you, and you blush, understanding exactly what I mean. I’ve always known you were a bit of a sissy, Tami, and I have to admit, it turns me on. There’s just something so taboo and wrong about it that makes it so right.

As we walk down to the pier, I can feel the excitement building up inside of me. I’ve always loved the atmosphere down here – the salty air, the sound of the waves crashing against the shore, and the smell of fresh seafood. But today, it’s different. Today, it’s all about you and me. We make our way to the end of the pier, where a group of sailors is gathered. I can feel their eyes on us as we approach, and I can see the curiosity in their expressions. I introduce you to them, and they greet you warmly, but I can tell they’re sizing you up, trying to figure

Continue reading “Of course they’ll like you.” →

pwastic

Anna 844-332-2639 EXT. 203

Mommy Anna was throwing a Christmas Party. She ordered catering, decorated the entire house, and she even bought Tami a special outfit, a cute little red velvet dress with white fur trim, and little Antlers. She  put little matching pwastic pants underneath the dress so Tami could dance the night away. Tami was going to be mommy’s good little holiday slut. Mommy warned Tami before the party started to be on her best behavior and behave in front of all of her guests.

Continue reading “Sissy Baby Tami’s Open House” →

sissy

Anna 844-332-2639 EXT. 203

Miss Anna visited the doctor’s office recently. There was a cute little receptionist. As she approached the desk, she noticed his half-bitten nails with nail polish still on them that was a crimson red. Miss Anna complimented him on the color , and he blushed and turned just as red as the nail color itself.

Continue reading “Sissy, you don’t fool me” →