Sissy Housewife Stories

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Mistress Kate Pt. 03

by corduroysissy on Mar 14, 2018
Transsexuals & Crossdressers

Jordan was in a daze. He was dressed in full drag with his face made up pretty and the feeling of sissy submission was wonderful, he hadn't felt it in a long time. Everything he'd experienced since ringing Kate's doorbell excited him tremendously, and even though her demand that he be a cock whore for all her slaves was disconcerting, he felt thrilled to be...

Mommy Adriana, I Will Obey You

by Gretatv on Sep 13, 2017
Transsexuals & Crossdressers

Dear Readers, since I am open to suggestions from now on I will start my stories with a recap of what has happened before. * Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the p...

Casey's Submissive Journey Pt. 12

by corduroysissy on Jul 31, 2018
Transsexuals & Crossdressers

Mistress Maxi -- Part 1 Maxine Montgomery was sixty-four years old, five-foot seven-inches tall, and one hundred and forty pounds. She was an attractively handsome woman whose looks and demeanor were very similar to the character Katherine Chancellor on the soap opera The Young and the Restless. "Distinguished" was a very good adjective for Maxine, "arrogan...

Wife Left Me so I Could be a Girl

by TammyPanty on Jul 10, 2018
Transsexuals & Crossdressers

I Am The Girl My Wife Did Not Want As the only child of a single mother I grew up around all things feminine. Having lingerie and stockings drying in the bathroom was normal for me and I always loved how pretty the full cut nylon panties and slips with tons of lace looked. I lived at home with my mother until she unexpectedly passed away when I was 23 year...

Piece of Cake

by Nils Huim on Nov 26, 2017
Transsexuals & Crossdressers

Will asked if I'd be willing to show him my naked body after I put my wig and makeup on but before I got fully dressed. I said sure—my only other fem adornments being my cherry-red toenails and a matching bead anklet above my left foot. With all the security and body scans and what-not at airports these days, I hadn't even worn panties under my street clothe...

Caught in Transition

by toontessa on Sep 16, 2017
Transsexuals & Crossdressers

My wife had left for work, leaving me alone in the midst of a layoff down at the plant. I was a little depressed; thirty four years old, uncertain job future. I wondered how housewives managed. I laughed bitterly, thinking that I was now like a housewife. Lying in bed, I rubbed my nipples, “I’m a housewife, look at my titties,” I said in a fem voice. It ac...

My New Daddy Ch. 07

by sissytoy20 on Mar 21, 2018
Transsexuals & Crossdressers

After Boss zipped up his freshly cleaned cock, glistening with my spit, he took me up to the 30th floor. My brain was still buzzing with my anal orgasm when he took my arm and basically forced me to walk out of the elevator. I stumbled on my heels beside him, reaching back to finger my cum-filled asscunt. I dug out some of Boss' load and licked it off my fin...

Naughty Allison

by arashi on Sep 17, 2017
BDSM

It was 6:30pm and Allison looked out the window once more in hopes she would see Shawn returning home from the office with his coworkers. The food was prepped and the beer was cold. The weekly Poker Night was a resent addition to the normally mundane schedule. This little tradition was introduced by Brandi, a girlfriend of one of Shawn's coworkers. Allison a...

Mistress Morgan's Sissy Husband

by corduroysissy on Dec 10, 2017
Transsexuals & Crossdressers

Morgan Ashley was a very pretty lady, not movie star glamorous mind you, but far prettier than anything her wimpy husband Robin would normally attract. Having just stepped out of the shower she was wearing a red mid-wale corduroy bathrobe and her long red hair was wrapped in a towel. She was seated in the living room armchair with a cigarette perched between...

Fifties Housewife After the Party

by Gerilynn69 on Sep 13, 2017
Transsexuals & Crossdressers

I had not fallen asleep after Darren had, exhausted, after the party and the incredible lovemaking we had shared. I just couldn't come down from the high and emotions of the whole direction we had taken. I was lying spooned against him, his warm cock nestled warmly against my ass. My nightgown seemed to make the heat of his cock that much more distracting an...