Sissy Phone Sex Humiliation

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Superfreaks! I’m so bummed my favorite girl crushes on tv Broad City had its season finale last night. If you’re not dialed in to who the broads are then I suggest you get on that now. You want to be on my good side don’t you? You know i’m a tastemaker and whatever I say is the IT show to watch you watch!
In this weeks edition of what kind of Men call phone sex sites we have a great fetish freak Aaron looking for my help.

Hi amazing Jewish Princess Melissa, first of all I’m a major fan of yours! I’m a fetishistic transvestite and obsessive compulsive masturbator. I love women and feel very sexual around them but I’m often scared to fuck for a variety of reasons. This manifests in eroticized humiliation fantasies where I’m called “faggot” while dressed up in organza blouses, leather skirts and jackets, teetering on skyscraper stilettos and crowned with ridiculously huge bouffant hairdos. Painted & plugged I hump my hand twisted with desire. After I cum, the spell is broken, the erotic veneer stripped away, I stand defiled and debased, self-loathing takes over as I hurriedly clean up the crimescene and desperately try to pretend this never happened. The cycle repeats itself for a lifetime. Can you help me?

Of course I helped this tricked out tranny with a full on glam session. We were on the call for nearly 2 hours as I slowly feminized this male slut. Just like he wrote, the second his small cock blasted a load into his purple sheer panties he went into a depressed mode. He was looking at himself in the mirror with me on speaker phone, make up smeared like a tranny courtney Love. The shame was setting in and all I could do is laugh and tell him to go clean up his sissy puddle. He wanted to hang up and pretend it never happened but him and I both know the truth. Tranny boys like him are in this addiction for life.