Category: sissy phonesex

Julie 1-844-332-2639 Ext 453

I had been planning a surprise cumming out party for my sissy son for quite a while. But when I caught him in my dildo drawer, I knew it was time. When I sent out the invites, I let everyone know that the gift request was simple. I asked each guest to bring him a pair of panties (the more frilly and girly, the better) and a pair of socks (ruffle socks or school girl cable knee socks). Everyone was invited, family, friends, neighbors, and anyone and everyone else I could think of. It was time for the world to know and for him to be completely out and in the open. He had no idea what was coming. So that morning I sat him down and told him that we needed to talk. I told him that I knew he had been sneaking into his sister’s panty and sock drawers for years. And she knew too. So she picked out some lacy pink panties and a pair of her school girl uniform socks to give him. I told him to take off all of his clothes and put on the socks and panties.

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Sexy Lingerie

*LUCY* 844-332-2639 xxx- 221

For as long as I can remember I’ve been totally addicted to sexy lingerie. So, as you can imagine, my collection is now vast. Perfect for a sissy like you.

I’d love to take you on a tour in person. I could try a few things on, maybe even together since I know how much you love panties. One day we’ll make it happen. But for today, this blog will allow me to paint a picture of my sexy lingerie closet for you.

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Sissyboy

Anna 844-332-2639 EXT. 203

Mommy Anna was out shopping at the mall. She went into a store of gowns when she recognized her young neighbor shopping there too. He was perusing through gowns innocently and admiring them. Anna came up to him and pretended to bump into him by grazing him.

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Melanie 1-844-33-CANDY ext 463

I just love sissy clients. Frilly little sissies that love to dress up in sexy lingerie and play with toys up their asses. Do they love being fucked in the ass more than me? We shall see.

My friend Candy came over one evening and told me she wanted to play dress up with me: my choice. I immediately took her upstairs to my walk-in closet where I had loads of lingerie hanging. This was our first time playing, so I found a frilly lacey light pink and black bra with a black thong and matching frilly lacey skirt. She looked so pretty in it. To complete the look, I gave her a pair of black fishnet stockings and black stilettos. Then we took pictures.

Candy looked delicious, so I suggested we get some toys to play with and see if we could fill her ass up. I let her look in my drawers where I kept the toys and she picked out my thickest dildo strap on and a straight purple vibrator. I started with the vibrator.

Continue reading “Candy Wants to Cum” →

Julie 1-844-332-2639 Ext 453

Julie, I want you to be my real life lingerie model. His words echoed through my mind. He confessed that he was obsessed with women’s lingerie. From the time he was a young boy, he would anxiously await the department store catalogs. He couldn’t get to the women’s lingerie section quickly enough. His cock would get so hard in anticipation. It would drip as he flipped through the pages. His addiction just continued to intensify. Before he knew it, he was wearing his mom’s panties. And he couldn’t cum unless he was wearing panties and looking at girl’s lingerie. Over the years he had a fantasy that he never thought could ever actually come true. He fantasized about a real life doll that he could dress up in lingerie. That’s when he told me that he wanted it to be me. He said that he wanted to buy me all kinds of lingerie and dress me up in it. I didn’t realize how serious he really was. But the lingerie began arriving. All of the colors were so beautiful. And he’s obsessed with soft, buttery fabrics. So everything just felt so luxurious against my skin.

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Janine 1-844-332-2639 ext 462

You act like a big tough man while in the public eye.  But I know a man like you has secrets desires he’s afraid to tell anyone else.  You can tell me though.  I’m your Mistress secret keeper.  You long to let go and to regress and also to become more feminine.  That means it’s time for you to hand yourself over to me for your sissy baby transformation.  It’s time to give in and accept the real you down deep inside.  Don’t worry, this won’t hurt a bit.  At least not until the first stretching of that little pussy of yours.  But I know how to make it hurt in a good way.

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Janine 1-844-332-2639 ext 462

I’m hosting a holiday party for all my good little sissy faggots.  Everyone deserves to celebrate this wonderful holiday season.  Especially faggots who crave getting on their knees for dick.  A party means fun for everyone all around.  You’ve worked hard all year long to hone those sissy skills.  So, now’s your chance to show them off and have some fun for yourself in the process.  I’ll get you prepared for the festivities with a sexy holiday outfit to show off your pretty sissy body.  Put on your red and green knee pads because you’re going to be on them for quite a while tonight.  I’ve invited a lot of cocks to play with you this evening.

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Julie 1-844-332-2639 Ext 453

It’s official. Santa is a sissy. He came to me for sex therapy and it was a full on confessional. It all started years ago when he first married Mrs. Claus. He found her panties so irresistible. One day while she was away, he was missing her so. So much that he grabbed a pair of her panties just to get a whiff of her scent and feel close to her. But it turned him on so much that he felt an intense urge to put them on. When he did, he got an instant hard on. From that day forward, he was addicted. But it didn’t stop there. One day a few years into their marriage, he discovered her dildo. He started licking it and sucking on it to taste her pussy. And that turned him on so much that he felt an intense urge to stick it up his ass. He hasn’t been able to stop since. But he was very ashamed to admit that his fetish had progressed.

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Janine 1-844-332-2639 ext 462

Mama’s little sissy slut deserves a little outing.  You’ve been such a good little girl.  Mama decided that you deserve a treat.  Where are we going today, you ask? Mama Janine set up a session at the local glory hole for my obedient sissy girl.  First, you must dress appropriately.  Something slutty and seductive is called for this outing.  I’m thinking something red, shiny, and tight.  Mama wants to show off all your little assets as we walk through the store to the back glory hole.  When the men see you, they’ll want to line up to take their turn.  So, my little sissy slut, you’re going to be very busy this afternoon.

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Forcing A Panty Sniffer

Rita 844-33-CANDY Ext 413

AH HA! I fucking caught you! I knew someone was sneaking into my room and rifling through my dirty hamper, I just didn’t know it was a wanna be sissy panty sniffer!

Oh, what’s that? You don’t want to be a sissy? You just love how my musky scent lingers on the fabric after a full day of wear? Sure, sure. And you only slip the panties up your hips because you’re imagining humping your pathetic clit against me while I’m wearing them?

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