Tag: sissy

Kayla Cumsalot 1844-33-CANDY ext 357

My sister is getting married this year, and I get to be her maid of honor! With us being in different states, it’s been hard for me to decide on a dress that will match her other bridesmaids’ gowns. She asked me to go to a bridal shop here in Vegas and send her some pictures of the dresses I tried on.

Off I went to this fancy smancy bridal shop downtown with my friend Terri in tow. Terri is five feet nine inches tall, TRANSGENDER female with a cock that most men would envy. She’s very masculine in appearance but identifies and dresses as female.

Continue reading “Trying on Wedding Dresses for a Sissy” →

Sissy Lesbian Sex

Goddess Rita 1844-332-2639 Ext 413

I love turning two straight men into sissy lesbians. Both of them are denying how much they want to play like this for me. Struggling to accept what little submissive bitches they are. I dress them both up in lingerie and do their makeup. My little drag queen sluts look so much like sexy sissy dolls that they make eachother hard.

I force them to kiss in front of me and watch their panties tent with the desire to fuck eachother.

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Passing Around Sluterella

Mama Felicity 1844-332-2639 Ext 270

The other day, the playroom was becoming rather boring. A ton of the sexiest Candy girls were twiddling their thumbs waiting for something (or someone) exciting to happen. Our luck changed rather quickly when a new player joined the room. He claimed he was looking for a sissy trainer, and as many of you know, all of the ladies are more than qualified to transform a dull boy into a sparkly girlie! We told him he’d be in good hands, no matter whose hands he picked.

The little sissy-wanna sent me a DM asking if I’d train him to be a precuming licking whore on cam, and I was more than thrilled. Only I didn’t know what a big surprise was waiting for me on the other side of the screen when I agreed to be Sluterella’s trainer!

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Milking Panties

Mama Felicity 1844-332-2639 Ext 270

Bargain hunting and thrifting are like my favorite weekend hobbies. I love grabbing a coffee and driving around the oldest towns in the south, looking for antique shops. The more obscure the better. Plus, you can’t beat the scenery. My galpal Jessica and I were on such an adventure last weekend when we ran into a side-of-the-road swap shop thing. It looked rough on the outside. Junk was piled high on all sides of the building, and something in me just tingled! These wrecked old places sometimes are hiding things you didn’t know you needed! I knew I would find a treasure inside the disaster. I had no clue it would be a pair of milking panties for my husband!

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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.

Continue reading “Sissy Baby Transformation with Mama Janine” →

Rachel 1*844*332*2639 Ext 457

It was just a typical Titty Tuesday when my phone rang. “Rachel, can we do a video cam call on teams?” he asked me in a very meek voice. I told him that I would love to. But I wasn’t prepared for what happened next. When he took off his pants, I needed a magnifying glass to see it. It was the most itty bitty, tiniest penis I have ever seen in my life. I told him that it couldn’t even really be classified as a penis. That thing was way closer to a clitoris. So I told him that from now on, he’s going to refer to it as his clit. I also told him that from now on he should wear panties and learn how to have sex like a girl. So I made him go get a pair of his wife’s panties and her smallest dildo. Then I told him to get some lube. I had him put the panties on so that I could take pictures of him in them.

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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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