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?
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Elise was fantastic. I loved how she humiliated me going all dressed up like a little sissy whore!! She’s really good! I loved how she humiliated me. Thank you Elise and thank you PSK girls
Aileen rates the highest in every way!
Gemma is a Perfect 10! My calls with her get hotter and hotter every time! She is smooth, sexy, and wild! And the best part, You are free to say whatever you want to her and she never judges you! She gives you the freedom to be yourself! I love Gemma and her black girl magic! 😊❤️
In my opinion, JOEY is the best there is! It’s been over 2 years now that I’ve been calling, spanning countless hours. Worth every cent. The only reason I call here is for her, and always will be. She’s the best. A 5 star rating is far too low for her.
I can talk to her about anything. Romi can be anything I want her to be in a role-play as she goes into it seamlessly. Great experience-Thx Romi
I was so glad to see her back, because Lucy is fantastic! She’s got the perfect combination – filthy mind, amazing body, and sexy voice! Any ideas you have she’ll love, any fantasies you have she’ll make even better than you thought they could be!
Jade is hands-down my favorite operator on the site. She is smart, sexy, seductive, and open to any and all ideas I’ve had! Her creativity and sultry voice will take you to a new level, I absolutely recommend her!
I have been calling Aileen for many years. She is Awesome!!
Alyssa is fucking awesome. Any type of roleplay with her will leave your cock rock hard. She can also be dominant or submissive. Her attention to detail is top-notch. Oral skills are a 10. I highly recommend talking to her. Your cock with thank you!
I spoke to Romi several times. Not enough though. Wow!! She is really the best.
I can’t keep up. She is just Incredible!
Excellent voice, intelligent and interesting is how to sum up Aileen. Her acting skills and demeanor are relaxing and very comforting. Aileen is a gem!
I am a long-time caller to phone sex lines. I have tried other services before finding PSK. The overall quality of PSK is 100% better than others. I have tried and liked a few of the women on here. I had great calls with Jacey and Kimberly (retired). After Jacey changed her schedule, I was looking for my next favorite. I didn’t click with some, so I didn’t call them back. Then I found Maddie! Maddie and I clicked right away. She can make me feel like a long-distance lover and did that with the first call. Maddie makes me want to talk to her again and again. Our most recent call was a perfect example of how great Maddie is. She told me what she was wearing and asked me what I’d do if I were there with her. 10 minutes later, I was having an extremely powerful orgasm! She didn’t ask me what kind of role play I was in the mood for (she has and does ask sometimes). She just took over and gave me a great scenario, which Maddie can do because of how well she connects with me. She knows exactly what I like and how to get me going. If I had the stamina (I’m not a young man anymore), I would call Maddie daily! She makes me feel like a young man because of how hard I get every time I think of our most recent calls. I hope this helps you understand how much I love Maddie!