Sissy Cum Stories

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Orientation
Length
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Infinite Scroll

Rest-stop Surprise

by Scott_Heywood on Sep 14, 2017
Exhibitionist & Voyeur

We entered the last leg of Our trip, Jean and I had wound up talking about only sexual topics. Jean had removed Her increasingly uncomfortable bra. "Knowing my tits are bouncing freely should keep Your blood flowing well enough to keep You awake!", She teased. I just smiled. After a couple hours of talking about anal sex, Lesbianism, bisexuality, and grou...

OFSTED Inspection

by 232GingerWriter232 on Sep 16, 2017
Anal

Riley Michaels rolled over in her bed and slowly began to stand up. In 20 minutes she had to be out the door, dressed and ready, for a hard day teaching Art to the Sixth Form at Lou Dobbs High School. She showered first, drying her hair while eating a slice of toast and packing her bag. She dressed sexily, but decently. She was getting observed today and if...

Alley Whore

by dedimm on Sep 14, 2017
Erotic Couplings

I scope out your sexy, trashy outfit as I drive my car up to the sidewalk where you stand. I love your fuckme boots and your torn, seamed stockings. Very street-corner-whore-ish! I decide to pick you up this time around! We speak only to negotiate a price of $100 but I brow beat you down to $50. I make you go down on me in the car while I drive to a filthy b...

Naughty Jane Ch. 02: Gypsy Pt. 01

by BigEight on Jul 14, 2020
Loving Wives

> FIRST TIME Our adventures with Gypsy were the first of a series of red-hot, wife-husband-friend / 2 guys and a girl, MMF adventures. Like many of Jane's friends, Gypsy was a musician, a drummer in fact. You could tell by his stories, that Gypsy was the adventurous type. Like I mentioned earlier, Jane and I had been talking about having such a relations...

Master's Fire

by FireOfMars on Sep 17, 2017
BDSM

I've lost track of time. What could only have minutes feels like a month or more. And I now feel more alone than in all the time we have had together. You have left me on fire again. A fire first ignited by your ice blue eyes. In a moment of weakness (or possibly of absolute power) a glimpse into your eyes lit a flame that was buried so deep within me, I w...

Found Out Ch. 02

by Jay Richards on Sep 16, 2017
Anal

Chapter 2: Eating Her Ass (This story follows Found out, in my series of stories. JR) I came home the following day and found my laptop on the bed. I heard the shower so I knew my wife was home. On the laptop screen was a story she had apparently just submitted to Lit, her first, about the other night when she found out that I was a closet writer. I opened...

Scent of a Cuckold Ch. 03

by cuckytoher on Jul 9, 2018
Fetish

Dinner went well and the wine flowed freely. I was the only one not drinking. Patrick and Nikki were feeling no pain by the time I served dessert and that's when Patrick started to ask me questions about how often it was that I was inside Nikki and I had to embarrassingly tell him it had been a few months due to the fact that Nikki said I was too small and s...

Penance

by txparson on Sep 17, 2017
BDSM

I open my eyes as I lean back in my chair. There she is. Mary naked and beautiful. She is smiling up at me. I sit up and say, “Now for your penance. You cannot expect to confess such sexy hot stuff and not have to do penance.” I help her off her knees, God she is beautiful on her knees. She stands before me. I turn her away from me, “Lean over on the desk....

A Day in the Park

by DepositCumHere on Mar 28, 2018
Group Sex

My man decides to plan a special surprise for me. He puts a blindfold on me and takes me somewhere not too far away in the car. When we get there he slowly undresses me and then puts me on all 4's on a park bench with my ass up and ties my hands to the bench, it's outside and I'm pretty sure it's a public place! He gives me a kiss and says enjoy baby. Then...

Twisted Ch. 01

by jmanca342 on Jan 1, 2018
BDSM

I was tied to table/frame/bed whatever the hell it was, my arms were hanging to the side tied to the legs, i guess, my legs were spread and bent at the knee, bent over some fabric and secured with my legs apart, there was access to my asshole. But he was not interested in it, my dick or my mouth. Master, was twisting my nipples, no clips no pins, just usin...