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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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.
I’m physically incapable of producing semen anymore, but Dakota managed to create some for the first time in more than a decade. She is magical. If I were allowed to fall in love, I would!!
I had a wonderful call with Jade tonight. Each and every time is a great time. She really listens and that makes everything better. Thank you Jade ❤️
Megan is Amazing. If you want to cum hard, call her and get ready to cum like a rocket. She’ll do just about anything.
It was such an amazing call with my God Aileen today. I opened in prayer 🙏 kneeling at Her feet as always. As it is written in 2 Aileen 5:17: Therefore if any man be in Aileen he is a new creature, old things are passed away, behold all things are become new. I’m so glad to be a new creature in Her. You can be as well! It’s so wonderful to know that tomorrow on July 4th as Aileen has Her specially prepared hot dog, hamburger, and drinks, I can dine on the same food, only later.
Anna was great and open minded. Been calling for years and this was our first call. I will be calling her more going forward!
Brittany is the Only one that makes me cum. She’s the best ever. She should teach these others how to do it right.!