Sissy Sex Stories

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Double Massage

by blondechristine2012 on Sep 12, 2017
Erotic Couplings

Perspectives on a happy ending massage. He was a fairly ordinary sort of guy. Early fifties with two children, Guy Morris had a pretty good, but nevertheless quite ordinary job and a stable and reasonably happy, but also quite ordinary marriage to a fairly ordinary wife. He played golf and tennis, watched a lot of TV, enjoyed most sports, occasionally had a...

The Stress of Revision Ch. 03

by TheJonsterMonster on Sep 13, 2017
Erotic Couplings

Part One. Bianca led Jon to her room by the hand. Jon, still trying to replay the kiss that he had just seen in his head, merely followed her looking quite dazed. Stopping outside her door, she fiddled around inside her bag, looking for her keys. When she found them, she looked up at Jon. "What's up honey? You look like you've never seen two girls kissing...

Delicious Whore

by Delirious_Capitulation on Mar 9, 2020
BDSM

I was 26 when I met him -- R. I was working as a lawyer -- I was doing pretty well; I had always been smart, and having a pretty face, nice manners and a good figure never hurt anyone either. I was no dummy, swept off my feet by a charmer. It was just that he was remarkable. Rich, handsome, easy manners; very casual but also very personal when he spoke to y...

The Show

by amandak921 on Mar 3, 2020
Exhibitionist & Voyeur

Well, hello everyone. I have been on a hiatus for a bit because life always gets in the way of fun. Regardless of the situation, I have had some time to get some writing ideas down since I'm not working 80 hours a week it seems. I appreciate everyone being patient, and hope that I have not lost all my fans. I leave you with a short story that I've been itchi...

I'm Having Your Baby, Boy! Ch. 02

by dutchpantyraider on Mar 18, 2020
Group Sex

AUTHOR'S NOTE This story is entirely fiction. The category is group sex, but could just as well have been Exhibitionist & Voyeur. All depicted persons having sex are at least 18 years or over. Please note that the term 'girl' does not define the person being under age, but merely indicates her being a woman up to her mid-twenties. Enjoy your Literotica! --...

Maria Eleison Pt. 02

by InGeneralPeter on Jul 15, 2020
Group Sex

Foreword Maria is an existing person, whom I still meet today. However, we see each other more rarely now than at the time of our activities in an oratorio choir. My amorous adventures with Maria never took place in reality. But, while writing the first chapter, it became clear that I had not yet reached the end of my fantasies. Still, I did not want to c...

Cuckold! Yes? or NO!

by kariakin22 on Nov 27, 2018
Loving Wives

I don't know if my story will be a turn on. It is not meant to be. Maybe if I write this down, it will help me sort out my feelings of excitement, anxiety; my fantasies and my fears. Got married to a beautiful mature Lebanese woman, love was divine and making love was great! Cuckolding never entered my mind. She seldom initiated sex but she truly enjoyed it....

NKOTB Ch. 03

by PrincessErin on Sep 14, 2017
Celebrities & Fan Fiction

I walked quickly down the hallway towards the main area. There were so many women talking and giggling. They were all trying to get close to the band members. I grinned. I wasn't as pretty as some of the other women, but I had just fucked both Jordan and Jonathan Knight. They were serving drinks so I went over and got a coke. I didn't want to drink because I...

Round of Four Pt. 01

by RiteofSpring on Sep 1, 2017
Group Sex

Heading For Manhattan We're leaving Albany behind on the thruway, and the questions start in the rented SUV. "Are you really going to have sex with us?" What a dumb question. Of course I am going to fuck them. That was the deal. We left the parking lot at work in our upstate town with a deal in the bag. The deal was that I would quit the company and not c...

Big Women Become Anal Addicts

by Samuelx on Sep 13, 2017
Group Sex

Addiction. A simple-sounding word that has the power to take any man or woman to places they can only imagine. It is a powerful thing which even the strongest among us simply cannot ignore. My name is Alexander James Volmar and I am a big and tall young black man of Haitian and French descent living in the city of Los Angeles, California. Currently, I attend...