Jessie Stories

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Cry

by Jessie on Sep 13, 2017
Romance

I'm lying in bed...just crying...and crying...and crying. You walk in the house...and I don't even have enough in me to call out to you...but I do quiet down. I don't want you to hear me like this...especially when I'm crying about you. But you know something is wrong. You just feel it...sense it. And so you walk around, calling my name, opening doors, beco...

Jessie

by redsonja on Sep 12, 2017
Romance

“I’ve got something I could show you,” he says smiling at me slyly making sure I know exactly what he’s referring to. “Jessie!” I reply chuckling to let him know that I am not in the least offended in the way I should be. I quietly reply “If I wouldn’t feel perverted and was 10 years younger sweetheart, you’d be mine.” His voice replies huskily “I would lo...

Caterpillar

by Jessie on Sep 12, 2017
Erotic Couplings

I'm lying in bed..just crying..and crying..and crying. You walk in the house..and I don't even have enough in me to call out to you..but I do quiet down. I don't want you to hear me like this..especially when I'm crying about you. But you know something is wrong. You just feel it..sense it. And so you walk around, calling my name, opening doors, becoming wo...

Jessie

by lexiemueller on Sep 2, 2017
Fetish

Prologue Dear Jessie Well, after three long years it's finished and, as promised, I'm sending you the ms in hard copy. Please let me know what you think of it and if there's anything you take exception to. It is our story -- yours, mine and Ira's. You'll see that I've used your letters pretty much verbatim, and Ira gave me all the stuff he'd written (as t...

Jessie

by HarryOrwell on Sep 13, 2017
Mature

As I sat waiting for the bank officer to help me with my PIN, I heard her voice, first. "Do, now I have to wait over there?" she demanded. "I don't have all day, you know." The voice was strong, deep and angry, and I looked up expecting some huge Matronly type. What I found was a blonde in her sixties, full-figured but not fat, probably 38DD, in slacks and...

Jessie

by Grey Eagle 286 on Sep 17, 2017
Mature

The damned old truck just gave up the ghost. It coasted down to the bottom of the hill and died. It was very old, 400 and some thousand miles on the clock. Everything in it was worn out including the driver. Life can be a real bitch. I shouldn't have tried to go that far with it anyway. I figured the little trailer we were dragging behind her didn't help any...

Jessie

by i_would on Sep 15, 2017
Transsexuals & Crossdressers

Author's note. This is just a little story about gender bending and gender identity, intended to create confusion by playing with the idea that everybody is by nature identified as either male or female. There is no explicit sex in it, just explicit references to it. ***** "Oh yes, it's Friday!" "Charley, it's early. Don't be so loud, please." "Yes, sor...

Jessie

by wajawhiii on Aug 31, 2020
Loving Wives

My name is Harrold Bishop. I'm about to tell you a story that not even I would believe if it was told to me. I'm putting pen to paper under duress, possibility a threat. There are five other people who do believe this story and they've dared me to tell it in a way that's believable. They've made all sorts of enticing, imaginative and desirable promises if I...

Jessie

by Gokky on Nov 14, 2020
Interracial

I have had some kind words about my story a christian wife from a man who lost his fiancé not to an Arab Muslim but to a black Muslim. He is still both sexually excited by what happened but also suffers the loss of her. He wanks himself to defeat still. He has asked me to tell the story of a white man who lost his fiancé to another man. We will name the whi...

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Jessie's First Threesome

by jessiejoy117 on Sep 25, 2017
Group Sex

Recently I have found much enjoyment sharing my sexual exploits with strangers online, giving me an outlet for a significant part of my life that I have kept a secret to almost everyone. This platform also allows me to protect my privacy, so it's a perfect situation for me. One of the most frequent questions I receive is how I got started down the path of de...