Marilyn's Other Reality

Sissy Training, Step by Step Phonesex

The first lesson I love teaching a new sissy is how to accept the new sexual feelings.  Sex isn’t about a sissies dick.  Men have cocks. Sissies have clits. But even more so, clits that don’t matter. Unlike a real woman, a sissy’s clit is unimportant. Sissies are there to be used, not catered to. So, how does a sissy get pleasure? Simple. From her pussy. Training isn’t easy, but it’s important.…

The Real Sissy in the Mirror Phonesex

You go through life dressed in men’s clothing, yet is chafes you. You look into the mirror every morning and shave off the facial hair, and it disgusts you. You look at your flat chest and it frustrates you. Then you look lower and see that limp cock dangling between your legs and it depresses you. This isn’t who you are supposed to be., is it, sissygirl. (more…)

Phonesex Bath time with Mommy

There is a very special babyboy who called me. He might have been a man when he dialed the phone but within minutes of listening to Mommy talk into his ear, I could hear him regressing. As I pulled him into my lap and rocked him, pressing his little face against my bosom of life, his voice softened, he became younger, his very sense of self was becoming smaller and smaller. (more…)

Fill My Ass, phonesex

Just the other night I curled onto my hands and knees, several pillows under my belly and let my body relax.  My lover, a sweet younger man with the hands of a masseuse massaged  and pleased my body.  They were soft hands but strong, rubbing oil over my body, teasing me until I was panting like the slut I am. Even before he slid his greased fingers between my ass cheeks I was already pushing up…

Quicky in the Grocery Story Phonesex

Damn, I need to go grocery shopping more often. That neighbor of mine, a man with the strong arms and grinning eyes (the husband of the bitch at the PTA meeting who likes to disagree with me) was there shopping with his wife. We passed, chatting a bit, all polite and everything. But less than ten minutes later he and I were all over each other, tearing at each other’s clothes, in the dingy…

Picking the Perfect Position Phone Sex

Look at this body, I’m sexy as fuck. I know you’re sitting there imagining what my tight wet pussy would feel like gripping that cock of yours. The real question is, just how are you going to fuck my brains out? Will I be on my back, with my legs thrown over your shoulders? My smooth tan body writhing under you, as your thrust so deep into me… I see how you’re looking at my ass, I bet you’re a…

Kneel and Suffer Phonesex

Life is easier when you are on your knees, no choices, no responsibly, no thoughts except what I allow you. Your purpose is clear.  Submit.  Surrender.  Suffer for me. Your flesh is my playground, my blank canvas to mark and decorate, your mind is mine to warp. (more…)

Little Sissy Dress Up Phonesex

You know what would be fun? Dressing up! In what clothes? What a silly question! Let’s see, we’ll start with panties of course. I’ll give you a choice this time. I know, I’m feeling very generous today. Do you want a pair from my drawer, freshly washed? Or do you want this pair from my hamper, full of my perfume and my juices. Well, it looks like not just my juices; I did wear these out on my…

Slicking My Holes, Prepping for You Phonesex

I like when you watch me. When you sit there, patiently, your own hand palming your cock while I slick up my fingers, pushing them inside my own pussy, making my body quiver and shiver just for you. I love watching your eyes when those wet fingers slip out of my cunt and work open my ass. (more…)

Worship you Goddess PhoneSex

My pleasure is in being worshipped. It can sometimes be exhausting work bringing you to your knees, turning and twisting your mind until you please me,  taunting and teasing your body until it’s screaming for a release I’m not sure yet if I will grant. Training you to endure and suffer and burst out all those delicious sounds; that whimpering, moaning and begging that shows me you have learned…

Making You my Babygirl, Phonesex

My sweet baby boy knows how to be a good boy.  Always so good as Mommy lays you out on your changing table and strips off every bit of clothes you wore outside to play today. So good as I slide the warm wet soapy face cloth all over your body, paying very close attention to your little boy balls and that little weewee as it starts to get hard. But then I gave you a choice. Blue plastic panties,…

Tease and Denial Phone Sex

There is something about completely giving yourself over to another to tease and torment, to drive your passion and lust to higher heights that you crave.  I know.  You boys come to me, call me, whisper passionate pleas into my ear and beg for relief. “No.” (more…)

Nipple Torment: When it Hurts So Good Phone Sex

He stretched out on his back on the bed, stark naked this time, thighs parted wide, and surrounded by the toys I’d told him to have there. We’d enjoyed CBT before, we’ve edged for hours upon hours, we’d stretched and dilated his asshole so much he’d fucked himself crazy with plastic cocks that would terrify many women, never mind slutty anal whores.  However, that night all my attention was…