First Time Sissy Stories

351,143 results
Orientation
Length
Source
Infinite Scroll

You, Me, and She

by LusciousLee on Aug 29, 2017
Group Sex

Dewey looked over at the two girls, barely able to contain himself. He couldn't believe this was actually going to happen, and happily handed over his credit card to pay for the room. He paid for the whole night, too, because he didn't know if Kimmie would ever give him this chance again. He knew this was a big stretch for her. She'd been pretty responsive...

Brother Love Ch. 02

by qhml1 on Sep 17, 2017
Non-Erotic

I sat at the desk, looking at the camera. "Good news! At least for me. I found two people to do my research." I paused. "Let me rephrase that. I had a lot of resumes sent to me, but these two took the initiative to hunt me down, and threatened me with bodily harm unless I hired them." "So welcome Josh and Amber to my project. I also got a bonus. Amber ha...

Same Time Next Week

by arkwrights06 on Aug 17, 2017
Fetish

I think I did something bad last night. Something... I might live to regret, sometime in the future..? 'Then again, maybe not!' Let me bring you up to date with my story. When I first moved in next door to them, we very quickly became friends. So much so in fact, that the following year, they asked me, if I would be willing to look after their house while...

Private Beach Ch. 02

by Mightierthanthesword on Sep 14, 2017
Group Sex

Author's note: Though this story may be enjoyed in isolation, it is unquestionably enhanced by the earlier chapters and characterisation. If you have already read those, welcome back... I hope you enjoy this next instalment. ------------------------------- Joe was in heaven. As Annabel's teasing water dance continued its wonderful choreography, every part...

Nova Terra

by Leenysman on Sep 13, 2017
Sci-Fi & Fantasy

Disclaimer: All characters are over 18. Any scientific inaccuracies are entirely the fault of the author. I hope you enjoy. ***** It had all started out so damned reasonably. Design Earth's first starship, the UNSS Avalon, that would be accelerated up to .999 light speed by the new hypergravitic engines. Crew it with 128 fertile married couples, trained in...

Two Thighs Ch. 08

by Pimanko on Jun 1, 2020
Group Sex

Chapter 8 The Party's Beginning For the next few months, the two couples occasionally visited each other to exchange spouses for an evening of fun, but only occasionally because each had their own lives, families and jobs to attend to first. When they swapped, they always swapped together in the same house. Neither couple was comfortable with the idea of sp...

Still Faithful, Always Pt. 03

by BobNbobbi on Sep 14, 2017
Loving Wives

Author Notes: This is the third part of Still Faithful, Always the sequel to Always Faithful published here on Literotica in the Novels and Novellas category. Still Faithful, Always will be listed under Loving Wives. With this part more than three quarters of the story is complete and posted. After this two chapters remain. Part Three deals with life activi...

Smoke Ch. 06

by calibeachgirl on Sep 12, 2017
Romance

The near-silence of the tree-shaded streets was shattered by the most sorrowful song Cindy had ever heard. "Why you still insist on listening to country music is beyond me,' she said. 'Either the woman is cheating, leaving or dying....' she had remarked, once, 'or his dog and truck died." Soon, the heavily lemon-scent of eucalyptus trees, their branches lad...

Daily Life with Furry Girls Ch. 14

by SciFurz on Oct 2, 2017
NonHuman

Nuha checked the calibration on her instruments and ran a diagnostic test to make sure what she saw was no instrument failure. There really was a faint signal in the background. She sat back and sighed, running her fingers through her curly brunette hair. It must be coming from some radio station or something, she figured. There were still plenty of people w...

Adult Video Store Pt. 02

by WriteOrWrong on Sep 11, 2017
Transsexuals & Crossdressers

(DISCLAIMER) This story is purely fantasy and only meant entertain. It's a story about a young man that meets a woman that has a very big penis. If this is not your thing then read no further. All characters in this story are at least 18 years old. And as always, votes and comments are appreciated. Enjoy! ***** I got up and walked into the next room as she...