Leeanne's Sissy Musings

I'd like to recommend a blog by Leeanne, a longtime reader and commenter, called Leeanne's Sissy Musings. Go read about Leanne's story (you might want to read it in chastity, just to be safe.)

Sara

Decisions

I opened the door, saw her immediately, my wife, still dressed in her work clothes, on the floor, bound, gagged.

"Mmmmggggfffff," was all she could say through the gag.

"What," I asked, taking two steps towards her, hardly able to comprehend what I saw. Who did this, what happened, why was she bound like this.

"Mmmmggggfffff" she yelled again.

"She said leave her like that," a masculine voice from behind me spoke.

I spun around, heart pounding, saw a well dressed man sitting casually on the bench at the other end of the hall. "Who the hell are you," I shouted, more in surprise than anything else, my first thought being that he was the best dressed burglar or a rapist I'd even seen, that he didn't even have a weapon, that I should run for the phone, the car, out of the house, to get help. I took a step away from her, towards the door.

"The man who is going to make both of fantasies come true, sissy," he said, uncrossing his legs, standing.

I froze at the last word. Sissy? Sissy? He said it far to casually to mean it as a general taunt, no, his tone, his inflection was serious, specific. "How did you..."

"She told me, sissy, she tells me everything. Everything.

"I..."

"You have two choices. One, tell me she's wrong, that she's been lying to me, and I'll walk out the door, now. Or two, get out of that suit, get dressed in something more appropriate and bring me a drink while I get some of those clothes off her."

I looked towards my wife, saw the begging in her eyes, begging me to...

"Scotch," I asked him, looking downward, deferentially.

"Perfect, sissy, perfect."

Practice Makes Perfect

Mistress Elaine training her sissy girl.

Source | Transvestite Training

Pink

Yea, me, too.

Kinky Adventures of Nikkij: Love This Role

Caged and Plugged

Perfect!

Love the girdle, but...

That little thing NEEDS to get tucked away immediately!

Source | Sissy Incorporated

Feminization of Sally

Source | Feminization of Sally

Teasing Mr. Black (and the rest of us)

Source | HugoBlack

Warning

When dropping me off at college, Mom warned me about fraternities, telling me not to get involved with one, "you're not quite, um, fraternity material, sweetie," she told me before leaving as she carefully arranged some flowers on my chest of drawers, "at least not in the, um, traditional way."

"What do you mean, Mother," I asked, innocently.

"Sweetie, you know you're my special boy, how you're not like the other boys."

I agreed, but later in the week, at the urging of my dorm's resident advisor, found myself taking the fraternity tour just the same with all the male freshmen. And, to my surprise, I thought my mother was wrong as several fraternities seemed to be very interested in having me join their pledge class.

Thrilled to finally fit in with the other boys, I picked the fraternity most interested in me. Things were going great the first day. Until evening.

That night, I thought I was still incredibly lucky, as when the other new pledges were sent off on some stupid scavenger hunt, I was invited into basement, the place pledges were absolutely forbidden to go without an escort.

Turns out there was a reason I was so special, a reason they took particular interest in me, a reason a mousey, soft, and far from masculine boy was invited to a special place in their house. And, as much as what they said was going to happen scared me, I couldn't turn and walk up the stairs. Not that they wouldn't let me, no, I was free to go, but that I didn't want to go.

Source | Trapsicles:

Serving Wench

Helping Out