1. SissyMandy - Permanent Sissy-fication


    Date: 9/22/2023, Categories: Cross-dressing, Author: Jilluvscox 

    I usually wake up depressed on Monday mornings, but can you really blame me? I feel so pretty and sexy when I'm Mandy Parker on weekends that I just about gag every Monday when I have to go back to work as boring Mark Harrell.

But yesterday everything changed for the better, and today will be a happy day. I'm lying in bed next to Mistress, stirring from a very restful sleep, and I'm so excited about my new sissy future!

It was nice that Mistress Virginia spent the night at our house, and even nicer that she slept with me. She came over yesterday to lend her support when Sherry and I got home from Sunday dinner with our parents. It was a tumultuous affair, and things got ugly when they delved into our private sex lives, but we were defiant and unashamed. My mom seemed okay with our promiscuous lifestyle, but everyone else disowned us for it.

My dad went absolutely ballistic when I told him I'm taking female hormones and having sex with men. He called me a fucked-up freak, and said I can't work at his company anymore, but I didn't care. I was going to quit anyway, so now I won't have to go through the turmoil of telling him myself. More importantly, I'm finally free from the control he's had over me my entire life.

~~~~~

I'm reminded of my affection for older women as Virginia snuggles up to me and presses her mature breasts against my back. Having her arm around me with kisses on my neck feels just as wonderful now as it did last night when she made sweet love ...
    ... to me.

After finally taking the monumental step of cutting ties with my dad, she rewarded me with sex. It was awesome enough when she straddled my face and fed me her pussy, but then she slithered between my legs and actually sucked my sissy cock. I couldn't believe it at first, because she'd never done that before, but I could tell she loved it, and oh my God… was it ever so special when she let me cum in her mouth!

"Morning, little lover," Virginia sweetly whispers.

"Mmmm…" I softly moan to her touch.

"Feeling a little different today, are we?"

"Yeah… a lot different."

"Tell me, baby, what's different about today?"

"I don't have to go to work."

"This is true," she whispers still, "but tell me how that makes you different today from what you were yesterday."

"I'm free from my dad?"

"Yes, honey, that's the difference. You've finally broken those chains that were holding back."

"Yeah…" I sigh, "what a load off my mind."

"Your dad was suffocating you, dear. He expected you to follow the church's established ways of heterosexual life, but queer people like us can't live in that illusion, can we?"

"No. I tried, but I couldn't."

"And why is that, hon?" she asks as her fingertips dance along my hardening shaft.

"Because sissies love men, and I just wouldn't be me if I couldn't have sex with men."

She grins as she gets on top of me, cuddling my clitty between her moist pussy lips. I'm not exactly sure what she's up to, but I'm pretty ...
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