Ultimate Sissy Weekend Stories

84,140 results
Orientation
Length
Source
Infinite Scroll

Tramping

by Katherine English 2 on Sep 14, 2017
Erotic Couplings

I closed my eyes…the sparks from his fire ring flashing erratically against the soft, velvet interior of my eyelids. A rush…a hot, viscous flood of my juices flowed heavily into my palm as my voice rent the still fabric of the night once more. Rapidly I thrust my fingers into my quivering core…trying to satisfy the driving need that screamed through my very...

Miranda - The Visit

by Denham_Forrest on Sep 17, 2017
Loving Wives

My thanks go to LadyCibelle and my friend SH for proofreading and editing this tale of woe. Not that it will be perfect; I fiddle about with tales far too much for that to happen. As is usual after posting my shorter stories, I'm continually receiving requests from readers wanting to know more about the characters in the tale and what happened to them late...

Devil in the Red Dress Ch. 03

by Hand_On_The_Quill on Sep 16, 2017
Loving Wives

AUTHOUR'S NOTE: As before, apologies for the long delay between chapters – I don't get paid enough to sit about and write all day, sadly. This chapter is much more explicit and hardcore than the previous two, which I recommend you read before getting into this one. Story contains a wife being naughty out of wedlock. If this offends you, you can either (like...

Bikini And A Badge Ch. 07

by Sweetcheekss on Sep 14, 2017
Erotic Couplings

Evelyn and Brittany relaxed in the comfortable leather seating of the private jet as it cruised back towards Dallas. Both were pleased their plans were coming together; both were apprehensive about the dangerous missions ahead. “I’ve asked the pilots to fly me on to LAX after we drop you off in Dallas.” Evelyn stated. “I need to get some fresh clothes, may...

Business & Pleasure Pt. 02

by thesoundandfury on Sep 16, 2017
Novels and Novellas

Author's note: This is a slight revision of Business and Pleasure: Part II, posted on July 19, 2003. After nearly a year's hiatus from the story, I have decided to return to it, fix up the place a little – cleaning up any grammar and inconsistency mistakes it may have had – and hopefully finishing it. Or at least adding to it. So enjoy, if you haven't alread...

One Shot Deals: The Female Jock

by Rabbleais on Sep 17, 2017
Mature

Having reached the age of fifty-five and grown invisible to young women, I find myself reminiscing more and more about my former sex life. It was a good one. The list of women I had intercourse with numbers thirty-six, unless I've forgotten one or two. As I created the list, I realized that more than a third of those were "one-night stands." Seven of those r...

Are There Men Like That - Marge Ch. 03

by PattyMarie on Sep 17, 2017
Loving Wives

Disclaimer: This is a fantasy. No one in their right mind should participate in the activities the characters in this story do. If you don't like cuckold stories don't read it. Chapter 3 Third Date Conclusion. "I was thinking, after two months, that I might just survive all this with my marriage intact. I mean it seemed as if it was all behind me when,...

A New Investigation

by HStoner on Sep 25, 2017
Exhibitionist & Voyeur

This story is a work of fiction. Any similarities to any real person or entity are entirely coincidental and unintended. ***** After considerable soul-searching, Liz and I declined John Smith's offer of senior management positions in his little business empire. That was hard. The offer was very attractive and we both liked John and Karen a great deal. It...

Little Big Man

by BethanyJ on Sep 12, 2017
Transsexuals & Crossdressers

********** A series of stories with transgender themes which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! ********** It really is difficult to believe. Out of such chaos and misery could come such bliss. The misery was quite a while ago now, that fateful day when I arrived home devastated. That aft...

Christmas in Carol

by Girls_cum_first on Sep 14, 2017
Erotic Couplings

The Christmas Holiday was nearly over and the New Year was approaching. A few weeks before this particular Christmas of 2006 I had made love with two married women, both of them friends back from my schooldays. Carol, with whom I had lost my virginity in a camping tent, and Rachel, my work associate and long time platonic friend. On Boxing Day, at her reque...