I remember it like it was yesterday, though it has been almost ten years. My first shopping trip with Mistress Kassie. We had been playing for a while on the phone and getting to know each other. Mostly just talking about scenarios of service and crossdressing. One day Mistress said it was time for me to get my first toy.
She wanted me to get a dildo to begin some anal training. So at my first opportunity I drove to an area of town where there were adult stores. I had been in a couple of them before browsing or picking up a magazine. I chose one that was not too big as I was nervous about too many people being around. Let me add that the shopping trip was not going to be just me going in. It was going to be Mistress Kassie on the phone telling the clerk why I was there and asking for some help in picking out the right toy. I was also instructed before hand to make sure I was wearing panties. When I went in there was a female clerk but no other customers. She asked if I needed help and I told her I had someone on the phone who wanted to ask her help. I handed her the phone and as the conversation progressed she began to smile very big. When Mistress was through talking to her she informed me she told the clerk I was there to buy a dildo that I would be using on myself and she agreed to help me pick one out. She also had told the clerk I was wearing panties and was to prove that to her before I could leave the store. We went into a small room where the toys were and she began picking out several. Of course I just wanted to grab the first one and get out of there, but she was getting a kick out of showing me different sizes and styles until we both decided on one. I quickly followed her to the counter and paid, but as I reached out for my package she held it away from me. She reminded me I was to show my panties to her before I could go. Thankfully no one else had come in so I quickly unbuttoned and unzipped my pants and pulled them down slightly so she could see the green thong I was wearing. She laughed hard as she handed me the bag and told me to come back anytime.
And that was just the beginning of what has become many, many shopping trips with Mistress. There have been toy stores and lingerie stores. And almost every time Mistress has talked to the clerks and told them a story. Sometimes it is that I was her boyfriend and she caught me wearing her panties and now I had to buy some of my own. Sometimes it is that she is my MIstress and I am a panty wearing slut. And when the clerk hands the phone back to me Mistress will make me say out loud thank you and that I am Mistress Kassie’s panty slut.
I have shopped at Fredericks and tried on panties, bra and stockings, which I wore out of the store under my clothes, through the mall, to my car, and checked into a hotel. I know someone there in the lobby saw the stockings below the cuff of my pants as I was not wearing socks because I saw her look down and smile.
I have shopped at Lane Bryant where I also wore panties and bra out of the store. And that was a large padded bra that was obvious under my polo shirt.
I have shopped several times at Victorias Secret, where the beautiful clerks sometimes really have fun. Once I even had to ask if I could change in their dressing room. I was allowed to and while I was in there had to call Mistress and play with my cock until I came before leaving the store.
There have been a number of other small lingerie stores or toy stores and for the most part the people have been helpful and understanding.
I am sure there will be many more opportunities like this. I would highly recommend doing a session like this with Mistress Kassie if you think you can handle the public humiliation it sometimes brings. She is the greatest!!!!
Mistress Kassie Dedicated Sissy boy!
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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!