Cuckold Sissy Maid Stories

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Infinite Scroll

The Ride Ch. 02

by fantasyhunter2 on Sep 16, 2017
Group Sex

He kisses you softly and you fall asleep as he gently strokes your cheek... {The ride continues and the first big bumps and twists are encountered} Hunter wakes with a start. He didn't mean to fall asleep. It had been a long week and today's ride had been wild. The lady who still sleeps next to him is hot and it required all of his skills to give her a pr...

Break Down

by AmberFemXD on Sep 16, 2017
Transsexuals & Crossdressers

Pu-Pu-Pu (Cough). Rattle. Hisssssss. Bang! Robynn's car gurgled and grumbled, slowly crawling along until finally coming to a complete halt. "Uggg . . . Not again!!" Robynn teared up in frustration. "Not now!" With all of the burdens she was currently carrying this was like the straw that broke the camel's back. As would be expected with most Sissies, Roby...

Punished Asian Shoplifter Ch. 05

by asianspankee on Sep 15, 2017
Fetish

Time flies when you're having "cum" :) Before you know it another week has gone by. Today I return to your store for my 4th punishment session at a later time than before, as you instructed. As I stroll over the pavement slowly in my usual skimpy tennis shorts, I relish in the sensuous feeling of my bare thighs rubbing smoothly against each other with each s...

Aphora's Mission Ch. 04

by ValoryG on Sep 15, 2017
Transsexuals & Crossdressers

Needless to say, when we four of guys re-united back in our house, there was some one-upsmanship going on as each tried to tell a more lascivious story about being laid. Except for me. I felt no need to compete. So eventually, the guys got around to asking how it went. I smiled. Will said, "Ah-ha! He's in love. Steve's in love." I kept on smiling, then sai...

Mistress Jamie’s Bitch Ch. 02

by gomez8 on Sep 17, 2017
BDSM

"You disobedient cunt! You stupid, willful, truculent bitch! I can't trust you, can I? I had hopes for you, but yet again you disappoint me. Yet again, you prove yourself unworthy of my trust, unwilling to comply, unable to obey. I'm going to see to it that you'll obey, oh yes, I will," said Mistress Jamie. I'd been caught in the act. Mistress Jamie had ord...

Becoming a Cock Worshipper

by cock_worshipperr on Sep 19, 2017
Transsexuals & Crossdressers

I first realized I was bi the summer after high school. Up until then I had only been really interested in girls. Like any high school guy I watched a lot of porn and soon realized that I really liked really nasty deep throat blow job scenes. I especially enjoyed watching a girl choke and gag and cover a hard cock in her spit. I also realized that my favor...

A New Life Ch. 02

by Struck21 on Sep 14, 2017
Transsexuals & Crossdressers

The next few days I spent packing and repacking. I would need to watch what I packed as I was taking a plain to meet Sara and Tom. Most if not all my toys would either need to be mailed or stay behind. I had packed five suit cases all of them filled with female clothing and shoes. My carry on was packed with my male clothing. I figured it can't hurt to have...

Doing Three Ch. 3

by Royal_Prince on Sep 12, 2017
Fetish

Chapter 3: Transvestite And no I wasn't hard. The minute I stepped out of Angels car dressed like a woman I lost all sexual feelings whatsoever. All I could do was think "what if someone saw me." The only good positive thing about the whole incident was that she was kind enough to take me out of town to do our "shopping." Now for the hard part. She was a...

She Sensed I was Submissive Ch. 03

by eatmebeatmeguy on Sep 24, 2018
Fetish

I couldn't believe what I was seeing. She was naked in front of her webcam, rubbing her pussy while 10 guys were stroking their dicks for her. All ten cocks were across her screen like a security guard watching surveillance cameras. I was restrained and had a big dildo in my mouth, so I couldn't move or say a word. "Ok, we are going to play a game. The f...

A Toxic Affair with Neighbor

by Ajays212 on Sep 24, 2018
Erotic Couplings

This is purely a work of fiction. The darkness of the space that I was in was stifling. I could sense it engulfing me day in and day out. There was so much I had to say and do but I could never find the right platform or mode to communicate. These pent up feelings needed a vent for expression. Though I wanted to desperately let go of this dam of emotions, I...