A sissy femboy with a need to please – oh, my favorite fucking kind! I have a little sub that I love to get dressed up from time to time. See, his name is Brian, but when he’s all mine, he goes by Britney. What a cute little name for a sissy, right? He loves to dress up sometimes in cute little costumes. For example, she even dressed up in the schoolgirl skirt and tie-up white top from the ‘Oops, I did it again’ music video. Honestly, he makes for a cute little sissy doll, so I love dressing him up! But sometimes, we need to do much more than a dress-up date.
It felt like a movie for him. No, we didn’t do any ‘dress up’ montages here in the fitting room. But what we DID do was much naughtier. See, when Brian showed up at my place last week, he knew he had a big weekend ahead of him. He brought over all the cute little clothes he’d been buying and stashing away. And now, it was time for him to live his sissy femboy dreams and try them all on. We put together several cute little outfits. One, he was dressed head-to-toe in black and pink: black-thigh-highs, black stilettos, a tiny little pink thong, a pink cheer skirt, and a pink bra.
I almost took him out wearing the first outfit! But no, we needed to get much naughtier than that. I swapped the pink cheer skirt for a little plaid pleated skirt. And, of course, that’s when we swapped the little pink bra for the white tie-up top from the music video he loves so much. Now, my sissy femboy dressed up exactly to fit his heart’s desires. What a cute little slut he made! It was now time to complete the look. I combed his hair into little mini-pigtails on either side of his head. Next, I painted his lips with a tube of sparkly, pale pink lipgloss. Pop! My little sissy femboy popped her lips and blew kisses for the selfie camera as the look finally came together.
And then, the real adventure began. See, now that Britney was all dressed up, it was time to hit the glory hole. Duh, why would I get her dressed up if she wasn’t going to show off and go serve as a little cum dumpster? She dresses up and knows it’s showtime. Little sissy is always ready to do her job. She was ready to do it all, whether it was to take my big strap-on or get to service a bunch of guys. We showed up to quite a busy afternoon, too! See, sometimes that place can be a little empty. But the day I took her, Britney was the star of the show. I walked her into the room, and every pair of eyes was on her.
And everyone knew it, and everyone wanted to fuck her. So when I marched her to the glory hole rooms, the game was ON! As I set her up perfectly in the bathroom stall between the others, I could hear the shuffle of a few guys making their way over. Just like that, she flipped up her schoolgirl skirt on command. She eagerly pulled her little pink panties aside, too. The guys could get a peek of her panties around her ankles and her tall stripper heels as she bent over between the stall walls. She was the perfect sissy femboy for them to fuck, and I made sure her little ass was all lubed up!
Soon enough, one cock slipped through the hole in the wall. It popped right into her mouth instantly. And before she had even gotten accustomed to sucking and deepthroating that one, another popped up from the glory hole behind her! It was perfectly angled for me to guide it into her perfect sissy femboy ass. On and on, they railed her from both sides. Soon enough, they had completely soaked her little pink thong in cum. Every cock she took that night was so rough and mean; it was better than the sissy strap-on punishment I had planned for her initially! Would you like me to take you to a glory hole too?
You are my kind of freaky, and I love being able to get nasty with you... Read More
Hardcore sissy training begins with the wardrobe. A sissy shopp... Read More
Bye Bye Tight Virgin Ass Your tight virgin ass deserves a perfe... Read More
When men get caught being pathetic, they will do anything. I ca... Read More
In my sissy outfit training sessions, I want my sissies to realize jus... Read More
A paradise floating in the sky. Come in worthless peasant, don&... Read More
A sissy bitch called wanting to report his quest for cock. He s... Read More
Your Sissy Slut Confession is Safe with Me Do you have a Sissy... Read More
In a world of my own. That’s where my nympho MILF persona tak... Read More
Sissy slut bitch boys are my favorite!! Sissy slut bitch boy, d... Read More
You know you think about dick all the time. So, tell me when di... Read More
Blackmail My Coworker To Suck Cock I want to tell you a story a... Read More
Sage got it… Perfectly!
If you want to talk to an incredible PSK Queen, call Skylar. She is incredible! She is easy to talk to, so smart, fun, and sexy. She can adapt to any kink. Don’t take my word for it, call her and find out for yourself, you’ll be hooked.
I usually stink at roleplay and I still don’t feel I am any good at it. But Amara made it feel comfortable and I got quiet at the end and have not climaxed like that in a long time
Emma is a wonderful young lady to get to play with. Always very friendly and easy to talk to. Takes your fantasy and really puts her all into it. I’ve enjoyed all my time with Emma and cannot recommend her highly enough.
I usually don’t leave reviews, however I was compelled to comment after a great call. My first phone call with Vicky. After the first minute of our conversation, I knew it would be a five star rating. Very bubbly and down to earth operator. She has a sweet and sexy voice. Vicky’s dialogue then became nasty and filthy. Just how I like it.
Finally had the opportunity to call, and man, what a call! Jade made me forget all my problems and took me on an amazing, but much too short, fantasy that I’ll never forget. I’ll work extra hours just to become a regular caller again, I missed it so! Thank you, Jade, you made my weekend!
Mia is an amazing partner for roleplay. She will pay attention to the details, embody the character and riff on your scenario while staying true to the core of the scenario. She has a sexy voice and a delicious moan. You would be a fool not to call her.
I’m always calling this gorgeously big breasted beauty. Romi loves to please me and really knows what I want and need. After she enjoys me she leads me to a knee buckling creamy climax. Love her
Karina is Amazing at teasing a small penis! I enjoyed our call.
Raven is Smart, Funny, Attentive and Super Sexy!
Aileen is in a class all her own. A Mistress with the depth of sociologist, and the flexibility and balance of a trapeze artist. She is masterful at giving me the most stimulating sessions possible for me in a wide range of areas. She also happens to be a delightful human. I’m convinced her expertise is probably limitless. Aileen for president, 2024!
Outstanding call!! May took her time to learn what I wanted. Then brought a ton of enthusiasm to the call!! It was a great first call and I think it will just get better next time!!