Sissy Boy Crossdressing – Lights Camera Bitch Smile. It’s time for you to finally break free and to be YOU. You know you want to be a girl. With society changing so much over the past few years – It’s time for YOU to do YOU. Speak up my sexy girl – I hear you over there! It’s time for you to break free my closet sissy. I know it’s easier said than done. That’s why I’m here to work with you. No longer does it need to be wishful thinking. I hear your needs, sweet girl. We have our escape time together for shopping, dressing, and masturbating like a girl.
With that being said it’s our time to begin a glamorous journey into Sissy Boy Crossdressing. Slip inside as I make all your fantasy needs come true. You need someone experienced and confident to train you in Sissy Boy Crossdressing the proper way. Just when you think you’ve reached your mark – I reach into your deepest girliness and pull your strings for more. I want to push your Sissy Boy Crossdressing buttons while I mind and ass fuck you at the same time. You are ready to forge forward with no boundaries. There’s always room to blossom into the BEST you. Hopefully, I will have you starving for more.
The years had passed by so fast. “Where did the time go?” Bryan would say to me each time we spoke. Consequently, a day doesn’t pass that something doesn’t remind him of the closet lifestyle he longs to live. His life changed so drastically that he had to purge all his female belongings from clothes, shoes, wigs, and even his toys. I could feel his sadness and wanted to nurture his Sissy Boy Crossdressing journey. Whenever he had a free moment he would find things that made his little clitty throb with excitement.
Every so often he would visit a ladies’ store and take me along with him shopping. We had so much fun picking out clothes together. The sales ladies enjoyed helping Bryan make his selections. A few of the women encouraged him to try the clothes on and model each outfit for them. Needless to say, he was in heaven and he couldn’t resist the temptation. There he stood with these beautiful women encouraging him to buy the beautiful bathing suit, schoolgirl skirt, and a few panties to wear under his clothes at work. He was happy even if it was only for a moment in time.
Subsequently, he could not wait to get home and play on Skype with me. Shining like the sun, there was the happy girl dressed in pink panties I knew and grew to love. No one should ever change I thought to myself. I wanted him to live laugh and love this happy moment. I took a picture for him to remind him of how beautiful he was as a girl. Each moment that passed kept his anticipation building in his mind, as well as in the pretty pink panties he was wearing. He couldn’t ask for anything more. He was spending the evening with his Sexy Mistress Raven as well as playing with his little clitty. Time always moved quickly whenever we had our special moments together. I wanted to make each minute count as I pushed his buttons to go deeper into his Sissy Boy Crossdressing mind.
With this in mind, I whispered a variety of triggers that drove him crazy. Soup to nuts!! First exploring how he felt being a girl again. Like a giddy schoolgirl having sex for the first time, he started rubbing himself through the panties. Soon his little clitty was throbbing as we turned the corner on our call. He closed his eyes for only a moment as he envisioned himself sucking off a big black cock. Bryan’s mouth salivated for Big Black Cock and the flavor of cum. I watched as he tweaked himself harder and exploded in pleasure. He no longer wanted to fight his true desires for Sissy Boy Crossdressing. He was ALIVE again and being a sissy made him happy. This was only the beginning of our fun. Wait til I tell you about the night at the hotel. Look Who Is Coming to Dinner!!! (Wicked LiL Laugh)
Call me – Let me tease you with the details in addition to pushing your boundaries. Ready to have some of the BEST Kinky Fetish Phone Sex? To sum it up…I have something just for you… FREE phone sex minutes ADDED to your paid calls FIRST-TIME CALLERS ONLY – Mention Sissy Boy Crossdressing 5 when calling me. Anything goes XXX Phone Sex – I’m waiting to begin our unique sexual adventure.
Furthermore, let me teach you the Pleasures of Phone Sex with No Limits. Read my Blog: Sissy Small Penis Humiliation – Pink Panties Required. Life is a lesson you learn as you go!!! Let me introduce you to the Taboo World of Fetish desires. Hence incorporating ALL your wicked little needs into our call. (Wicked LiL Grin) Can you do it for me? Maybe you should let me guide you in a direction you never imagined!
Furthermore, my sultry voice will capture you and keep you coming back for more. No worries all in all I will make it as pleasurable as possible. Additionally, Remember it’s ALL about pushing outside your comfort zone with no holding back! Certainly, we can explore ALL your fetishes together. Furthermore, the opportunities are endless. Above all let me trigger your inner Pleasures as we explore Sissy Boy Crossdressing. Always remember – Above All – Our Only Limitation is Our Imagination. Call me and Let’s cum together. I’m waiting for you now so we can begin another hot journey.
I’m waiting for you…..and ONLY you!!!
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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!