I’ve been humiliating a new caller during sissy loser phonesex ALL week. He’s obsessed with me, and begged me to write a blog about him. He has a tiny “penis,” can’t cum unless he’s rubbing it with TWO layers of nylon stockings or panties, and is a glutton for punishment. Do you relate to this client’s pathetic plight? Well, maybe it’s time for you to stop compulsively masturbating for TWO seconds to pick up the phone and call me. It’s not like you’re going to be able to cum on your own, is it?
As I constantly remind my new crossdressing client, I don’t really care if you cum. In fact, I don’t care at all! YOU are the only one who cares about that, not to mention the only one who cares about that nasty little thing between your legs. During sissy loser phonesex, we’re going to discuss the “implications” (ha ha) of this, and oh-so much more.
My new sissy loser has so many embarrassing “habits.” First of all, he prefers to be wearing nylon stockings at all times. Not just when he calls me. This sissy loser idiot (we’ll call him “K”) wears his silky, skintight little stockings under his ridiculous “Regular Guy” costume when he’s out in the world. Yes, he’s crossdressed UNDERNEATH as he goes about his daily boring business. Shocking, sad, but true!
As I remind K during verbal abuse phone sex, he WISHES he were a “real girl,” that he had transitioned, but he’s too much of a spineless, pathetic wimp to have ever done anything about it. So many wannabe, pussy envious perverts call me for sissy loser phonesex. Are you among these closeted, clamoring covetous freaks?? Good. Time to give me a call so that at least there’s ONE woman you can be honest with, even if it isn’t yourself.
It’s time to tell me your “worst” secrets, the ones that are already true and of course, all your deepest fears during sissy loser phonesex. All the better for me to exploit them and humiliate you, you effeminate moron. Sissy K told me a HILARIOUS true story from her sad, sordid life that was quite embarrassing. Apparently, decades ago, she was invited by her new manager (after a few drinks) to a bonafide gangbang. The woman was willing and eager. But, unfortunately, Sissy K’s little appendage down there was not. Nor would it ever be. Despite not being able to get hard, Sissy K “went through the motions” anyway. Ha ha. This is the kind of confession I love to hear during sissy loser phonesex.
Are you ashamed of your secret desire to enjoy my delicious, golden piss streaming into your mouth? I have plenty of golden showers for you, girly. What are you waiting for? I’m right here, ready to laugh at you.

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Raven continues to absolutely enthrall me over the years, switching easily from friend and confidante to mistress/cuckoldress. I have been calling for 12 years, and her voice still makes me tingle.
Olivia is one of the Kingdom’s five-star operators. She is able to quickly match her personality and choice of words to exactly to your mood and what you are needing. She’s very talented and clearly a top choice when I’m feeling down and needing an emotional lift or sexual release.
Greetings, I have been a member of this site for over three years. Always have been very pleased with your service, But Dixie is far and above all others. She listens carefully and picks up very quickly as to my needs. And yes, they are needs not wants. You see that I am a widower and in my late 60s and need sex chat from time to time. Dixie picked immediately on my desires and was wonderful. So good that in fact 4 or 5 hours later I called her back for a second time around. Never done that before.
Dixie is the 1st I have done. Dixie is kind, beautiful, sexy and I’ll keep calling her as one of my top 10 operators.
Dixie is incredibly sexy. Her sweet southern voice took me on a journey to exquisite pleasures that built up to shivering orgasm that left me completely drained. I highly recommend her.
So nasty I felt guilty for doing that nasty stuff. Blake gets dirty and pushes boundaries. Omg you should definitely call this dirty little whore she will definitely get your dick off.!?
This was my 2nd call with Dixie and it was even better than the first! I cannot say enough good things about PSK’s new Southern Queen whose soft, velvet, Southern voice will leave you breathless and spent. Dixie is nothing short of perfection: a classy, sweet, Southern lady who delivers the best call you will ever have. Don’t miss out on this soft Southern charmer. Five stars for Miss Dixie!
Soft and intense! Aileen’s voice awakens laughter and desire. The world’s urgent imposition fades for an hour.
Dakota is unique. She is the only artist with whom I could do a continuing adventure in erotic Joy. She takes me beyond my own physical limitations.
Zoey and I have talked a handful of times, and it was a blast right from the jump. She quickly became one of my favorite queens. 5-star for sure.
Skye is truly amazing. Her roleplay of being my sex therapist is almost heart stopping as she gets me so excited. I call every two weeks for a therapy session and can’t wait for 14 days to pass!
Exceptional call with Dakota. What a sexy call and perfect role play. She is Quite the keeper.