Neighborhood Terror To Sissy Stories

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OMG Mom!

by TheSecretlyUnlikelyDuck on Feb 5, 2019
Interracial

You pull into the driveway of 15 Preston Road at around 3pm on a friday afternoon. The light of the late spring sun pours over you as you come to a halt, parked behind the red BMW belonging to Mary Lange. She is a gorgeous blonde, who looks far younger than her actual age of 39, and is unarguably the head of the Lange household. You don't see her husband's c...

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Don Takes Over Ch. 01

by chas19839 on Sep 12, 2017
Fetish

The giant butt plug made me squirm and moan in discomfort as I knelt by the door. Don had been training me well from a distance; having me wear bigger and bigger plugs each week. The one lodged in my ass as I knelt patiently felt like a giant log. It had taken me months to convince Steph that we should have Don visit us. But now that she had finally agreed...

Neighbourhood Terror to Sissy Pt. 09

by Fibaro on May 27, 2019
Transgender & Crossdressers

While Mark was going through his night time ritual and sleeping Lisa was at CC's getting licked to orgasm after orgasm by Stephanie. The more she learned about sissies the more she knew it was what she had always wanted. She had never been with a such a pretty girly girl like Stephanie, and definitely never with anyone who was that good with a tongue. The th...

Brittany's First Time Out

by LindseyAntoinette on Nov 26, 2019
Transgender & Crossdressers

"Ugh, I messed it up again," I groaned as I tried, once again, to apply a bright shade of red to my lips. My manicured hands had been shaking all night as I got myself ready. I finished off my cherry red lips with a layer of gloss and took a step back from the mirror to review my handiwork. My grey smoky eyes and red lips shone against my pale freshly shaven...

Mr. BBC is Totally Bisexual

by Samuelx on Mar 7, 2018
Transsexuals & Crossdressers

The Glebe area of Ottawa, Ontario, is usually a quiet and upscale neighborhood, but tonight at the Hiller townhouse, things were getting loud and steamy. Mark Dixon had Donna Hiller on all fours, face down and ass up, in the Hiller living room. The big and tall, burly young black man pulled on the curvy redhead's long hair and smacked her big white ass while...

Broken & Humbled

by jabberwok on Sep 13, 2017
BDSM

It all started a couple of years ago. The stress from work, and my recent divorce was wearing on my nerves. My overtime doubled, making my work days 12 hours, 7 days a week. The stress built daily, deadlines, etc. Finally it all came to a head. I showed up for work and started crying uncontrollably. Then I began to hysterically throw my paperwork all over. I...

After Church Ch. 03

by alien_freak_nugget on Feb 12, 2019
Transgender & Crossdressers

"Feels tight," said the gruff voice behind me. I felt a very large thumb plow into my ruined asshole and push down on my prostate. "You sure you been fuck'n this little sissy cumdump? You ain't just been fingerbang'n the little fag and jerking off in her mouth, have you?" "Sheeit," I heard Mike say. "I been tear'n the hell out of it for a while now. I just...

Close Shave

by Tomsparty on Sep 13, 2017
Transsexuals & Crossdressers

My sister, Sharon caught me naked, shaving my legs in the family bathroom. 'I thought you where in Court all afternoon.' I cried dropping the razor in surprise. My sister dressed in her smart black skirt, white blouse and black fitted jacket raised an arched eyebrow patronisingly. 'Obviously so, brother dear but my case finished early. I wasn't required f...

Shadow Dance Ch. 01

by tame_goddess on Apr 10, 2019
First Time

I close my eyes as I grant the cherry at the end of my joint its vitality, letting the smoke billow around my head while the comforting scent of nature's medicine caresses my nostrils. Sitting cross-legged on my bed and topless, I lean forward slightly and rest one arm on my lap, the elbow of the other rested on my stocking covered knee as I pull the joint a...

Mistress Di

by justincbenedict on Sep 14, 2017
BDSM

Di gently stroked Trent's dick with her red nails. "You like that, Trina, you little bitch?" she whispered softly in Trent's ear. "Mama may want you to go suck some dicks for her later worthless little tranny-bitch." She lay next to Trent in her low cut blue velvet embossed chemise and scalloped lace trim. Trent, for his part was wearing pink stockings and...