Category: anal

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” →

Melanie 1-844-332-2639 ext 463

I called up my friend Steve one night. I was feeling adventurous and wanted to try something new. Steve always had amazing and erotic ideas. I told him I didn’t want the idea over the phone, for him to just come over and surprise me. An hour later I heard my doorbell, and it was him, so I invited him inside.

We hung out in the living room because I wanted to see what twisted idea he could come up with. He just said one word, “Anal!” I was always interested in trying it but scared. He told me all about rim jobs, licking deep inside the asshole, smelling the ass, and lastly, fucking me with his huge nine-inch cock!

I kept going back and forth in my head, should I or should I not. I finally just said, “Fuck, let’s do this. The safe word is Jupiter.” He dropped his jaw open and said back, “Wait! Why are we going to need a safe word?” And then he started laughing. That made me hesitate, but I already agreed, so, it was too late.

Continue reading “My First Anal Experience” →

This Is What You Wanted

Mama Felicity 1844-332-2639 Ext 270

“Mom, I used to have sex with cute girls, and now I’m leaking a real man’s cum out of my ass into a big thick diaper.” Stupid Sissy Nikki giggled the other day. I patted her on her dumdum head and cooed back.

“That’s right, this is what you wanted, remember?” A pathetic groan slipped from Nikki’s lips before I popped her paci between her faggot, cock sucking lips. Immediately, she sucked it in and rubbed between her padded legs. “You wanted me to make you a humiliated, pussy-free diaper loser, and now it’s youre whole life.” Nikki’s eyes rolled back at my words, and her hips humped into her hand, trying to get more friction on her now useless, locked up clit.

Continue reading “This is What You Wanted” →

Melanie 1-844-332-2639 ext 463

He caught my eye from across the room, and I winked at him and walked out the door, hoping he would follow me. I waited thirty seconds in the alleyway, and he appeared around the corner. He pushed against the wall and ran his hands through my hair as he made out for me. I felt him starting to bite my earlobe and he whispered in my ear, “get my fingers wet for me.”

His hands slowly move down my body, groping and grabbing at my succulent titties, and working down further, up my short leather skirt. I was wearing a thong and fishnet stockings that were already feeling rather moist. His fingers felt my slit through my panties, and he could feel me getting soaked. He pushed my thong aside with his fingers and easily slid two fingers inside. His fingers were deep in my pussy, all the way to his knuckles and my knees buckled.

Continue reading “Stranger Alley Fuck on New Years Eve” →

Zesty Zoey 1-844-332-2639 Ext 403

Christmas Eve is a very busy night for Santa and me.  He delivers presents all night and I give him sleigh head.  Santa sends one of his elves early in the day to transport me up to the North Pole.  I’m walked to Santa’s office where he’s waiting for me to arrive.  He’s completed his last minute list checks.  His sleigh prepared by the elves and ready to go. Santa only has one last chore to complete.

Continue reading “Giving Santa Sleigh Head” →

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.

Continue reading “Typical Titty Tuesday” →

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.

Continue reading “A Holiday Party for a Sissy Faggot” →

domme

Stella 1-844-332-2639 ext 322

My subs wait in the dark, bound to the crossbars I’ve positioned just so. Two tonight, a couple named Luc and Amélie. They’re here for punishment, for the show I’ll give them. I step into the circle of red light. My fingers brush the velvet box on the table. It holds a collection of toys, each chosen for its promise. The whip first. I crack it once. The sound is sharp enough to make Luc flinch. Amélie bites her lip. Good. Let them remember the sting.

But tonight, the focus is on me. I undo the clasp of my corset and let it fall to the floor. The air is cold against my skin as I climb onto the leather dais, spreading my legs wide. My pussy glistens, already wet. I grab the rose-shaped vibrator from the box and slide it against my clit. Luc’s chains rattle as he strains toward me. Continue reading “Tonight, I have two subs” →

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.

Continue reading “Santa Is A Sissy” →

anal

Amber 1-844-332-2639 ext 404

The workshop hummed with the usual frantic energy of Christmas, but while the other elves were busy with dolls and train sets, my station was dedicated to adult toys for Santa’s naughtiest whores. I’m one of the few elves entrusted with quality control and am, as they affectionately call it, the resident “fluffer” for our naughtier creations.

Today, my task involved a new recruit. Aaron, fresh from elf academy, was beaming, proudly presenting his latest invention: a handcrafted, ethically sourced, antler-inspired cock ring. He’d spent weeks meticulously carving and polishing it. “So,” he started, “the structural integrity is paramount, as is the comfort factor. I’ve deemed it ready for preliminary testing.” He gestured to the ring, then to me, with a hopeful glint in his eye.

Continue reading “Santa’s Christmas Sex Toy Workshop” →