Lesbian Caitlyn Stories

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Crush

by JHammock on Sep 16, 2017
Lesbian Sex

"Caitlyn, can you get the mail?" My mom called out from the kitchen. I glanced down at myself. I was wearing black velour shorts and a white tank top with a plunging neckline. I wasn't wearing a bra and the shorts was so tight that the soft swell of my pussy mound was visible. I hesitated for just a brief moment, did not see any neighbors around, and quickl...

Creatures of the Night

by 12shadesofred on Sep 16, 2017
Lesbian Sex

The door swings open and Michelle rushes in. Caitlyn barely twitches as she sits on the couch flipping through channels on the television, a bowl of candy sitting before her now primarily full of wrappers. "Hey, those were for the children, Cait." "I only ate the Kit-Kats." "Yeah, those are the best ones. Do you want us to have the worst candy on the bloc...

That Night

by Diversion on Sep 12, 2017
Lesbian Sex

Many thanks to my friend "Kelty", who was kind enough to edit my first draft. Thanks Bebé! ------------------------------------------------- I met Caitlyn at the birthday party of a mutual friend. In fact, my boyfriend introduced me to her. After my boyfriend manipulated our introduction, I soon learned Caitlyn was bisexual and had a boyfriend; something I...

High Intensity Workout

by ThighhighMellie on Dec 17, 2017
Lesbian Sex

Note: All characters in this story are 18 or older. ***** Caitlyn just couldn't concentrate on her workout. She went to the gym five days a week to work out and stay in shape. And even though the gym she frequented was always full of attractive men and women toning their bodies, it didn't typically distract her. Today though, this was not the case. From h...

Hallway Hero

by TKBabylon on Sep 16, 2017
Lesbian Sex

A note from the author: Hello fellow Literotica fans, as this is my first attempt at writing erotic fiction I would greatly appreciate any comments or feedback that you may have. I truly hope you enjoy my story and hope to hear from you. Kind regards. TKBabylon Some of Caitlyn's friends had expressed to her how they had thought moving to the complete opp...

'Twas The Night Before... Ch. 02

by BrokenSpokes on Jun 1, 2020
Lesbian Sex

Hello Friend, and welcome to the continuation of my 2019 holiday contest story, 'Twas The Night Before... If you haven't read Chapter One, you won't get this story at all. You'll be shaking your head with that confused look I usually get when I have to do long division, so don't do that to yourself. Go read Chapter One, then come back. It's short, and I'm a...

Letting Go, and Grabbing Hold

by RedEmerald on Sep 26, 2017
Lesbian Sex

*** Author's Note: I would like to thank everyone who read my first story and especially those who left so much encouraging and positive feedback -- I was really overwhelmed with the sheer volume and magnitude of positivity I received. Thank you all so much! Incidentally, by way of responding to the most common question I received about my first story: No...

A Lesbian Encounter

by Enigmatic_Beauty on Sep 12, 2017
Lesbian Sex

It was a beautiful Saturday night, a clear star lit sky with a full moon overlooking what seemed to be an ordinary neighborhood. As I drove through, its normalcy is what stuck me first, everything looked the same. The houses were wonderfully kept, lawns were cut short and the spotless cars were parked up on driveways. Several of the houses had their lights...

'Twas The Night Before...

by BrokenSpokes on Dec 9, 2019
Lesbian Sex

This was my entry for the 2019 Winter Holiday contest. As always, thanks to my editor, ThisNameIsntTakenYet, for his invaluable work to make me look actually literate to the impartial observer. Special thanks to the inimitable Salandar, for setting me straight on a troublesome story beat. She's a brilliant, classy lady whose level I aspire to reach. ~~ Mo...

Beauty and the Butch

by Dumpington on Oct 26, 2020
Lesbian Sex

It was Marci Jensen's 18th birthday, and to look at her you'd have thought that here was a girl who had it all. The beautiful high school senior was tall, slender, blonde, & popular with boys & girls alike. It seems it had always been that way, for as long as anyone could remember. And so it was no surprise when, on the day after her high school graduation,...