Category: sissy phonesex

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?”

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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

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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” →

Horny Sissy

*LUCY* 844-332-2639 xxx- 221

If you live within the kink community that means you know a horny sissy. I bet you’re one, aren’t you? We both know that a cock loving, horny sissy like yourself is always ready for a load. So why would the holiday season be any different?

You want a cock to either suck on or sit on 24/7, and it really doesn’t matter whose cock it is. And I also know your little secret my horny sissy. I’ve heard all about what you like to do this time of year to a special jolly old man.
Continue reading “Horny Sissy Loves To Suck Santa” →

1844-33-CANDY EXT 423

It has been a while since I got to humiliate sweet Baby Rylie. But the time has finally come, and he is just as small as I  remember when I last had him show me his itty bitty pecker. We chat and catch up on what he’s been up to, and he’s been a very good baby boy for us Mamas, staying diapered as he was told.

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slut

Amber 1-844-332-2639 ext 404

Tami can be such a naughty little sissy slut sometimes. I took her out to see Santa today, but I knew she would be a bad girl. And as soon as she sat on his knee, I told Santa that Tami had been very, very bad. “Tami has been naughty this year,” I said to Santa, giving him a sly wink. “She needs to be punished.” Santa looked at Tami, his eyes twinkling with mischief. “Is that true, Tami?” he asked.

Tami looked at me, her eyes wide with fear. She knew she was in trouble. “Yes, Santa,” she said softly. Santa’s face turned serious. “Tami, I’m afraid you’re going to have to be punished for being naughty,” he said. “I’m going to have to make you suck my big cock in front of everyone at the mall.” Tami’s eyes widened even more, and she looked at me with a mixture of fear and excitement. She knew she was in for a treat. “Go on, Tami,” I said, giving her a little push. “Suck Santa’s big cock. You know you want to.” Tami looked at Santa, her eyes filled with lust. She leaned in and wrapped her lips

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proud

Anna 844-332-2639 EXT. 203

Mommy Anna was training her Sissy. She made him walk in heels up and down the hallway with books over his head and maintain perfect balance. Then she had him do it in a g-string while holding her tray of tea with crumpets and napkins. She made him rehearse this until he got it just right.

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room

Amber 1-844-332-2639 ext 404

“Well, Tami, it’s time to show you your new room. I know you’ve been curious about it ever since I told you I was building it…I think you’re really going to love it!” “I can’t wait to see it, Amber! You’ve been teasing me for weeks now…I hope it’s as naughty as you’ve been making it sound.” “Oh, it’s naughty alright. But I think you’re going to like it. Come on, let me show you.”I lead Tami down the hallway and stop in front of a door. I take a deep breath and open it, revealing a room full of sexy play toys that would make any sissy whore blush.

“Wow, Amber! This is incredible! Look at all these toys!” Tami exclaims as she runs her hands over the various sex toys scattered around the room. “I’m glad you like it. I wanted to make sure you had everything you needed to have a good time. But that’s not all. I have a surprise for you.” “A surprise? What is it?” “Well, I’ve been doing some research and I found out about these hormone treatments that can help you become a girl. I thought it

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Dinner

Anna 844-332-2639 EXT. 203

Miss Anna decided to host a Dinner Party. She made sure to call her Sissy Slut downstairs, who came running, naturally. She told him exactly what she wanted done, and he nodded and complied. He said he would do as she asked, anything to make her happy. She told him she had a surprise for him, and with that, she took out a garment bag. Inside was a Sissy French Maid outfit, with polka dot sheer stockings, a short tight fitting black dress with white trim, the tinniest little white apron, and even a little white bonnet to affix his wig. She topped out the whole thing with Black 6’’ Mary Janes.

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