Anal Gaping Stories

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Nothing to Lose - Jill's Story

by Bh76 on Jan 21, 2020
Loving Wives

Author's note***This is the 3rd of 3 takes on the story of Jim and Debbie and is from the friend Jill's point of view. I believe it's written in a way that can stand on its own but feel free to read the other 2 sides. ***** Jill's Story My name is Jill and I have finally found the love I have been looking for over the last several years. I'm in my early...

The Secret of the Island Pt. 01

by neoview on Sep 25, 2017
Transsexuals & Crossdressers

Hello, this is my first story I upload (not the first story I made). I am sure I didn't do a good job expressing my thoughts so please excuse me. You will notice the walls of dialogue and not so much "explaining". That's just my style but I hope to improve for the future. Anyway I expect some constructive criticism but please use simple words, I'm not stupid...

Religion Can Justify Anything Ch. 02

by MountainMike on Sep 19, 2017
Loving Wives

Dear Literotica readers. As it's been three months since I posted Part I, I suggest you read Part I before reading this. I apologize for taking so long to post this conclusion. Since I finished the first installment, I have gone through changing jobs, moving to a different state [still in the mountains] and consolidating all the things we accumulated through...

The Party Animal

by bad_hobbit on Aug 8, 2018
Erotic Couplings

I put the phone down with a feeling of disgust. A cancelled gig meant a significant cut in my income and an evening with nothing to do. Just as I was feeling sorry for myself, Craig called. "Hi Jake. Are you working tonight?" "No mate. The bloody venue have just called to say they've had a fire and had to close." "Great! Well, not exactly great from yo...

Happy Ending Ch. 06

by tcwild100 on Sep 19, 2017
Anal

This is a work of fiction, based on no true experiences or actual people. ** The Happy Ending 6 - the Cyrus Effect ** Gil Cyrus, DC sat in his office going over the latest stats for the Wellness Center as he did each month around this time. Things were going well; but he had sensed that they could be better. Then he heard a rumor while out for a beer with...

Nancy Remembers Ch. 02

by MidniteSpanker on Sep 17, 2017
BDSM

Stories in this series: Nancy Remembers Part 1 Nancy Remembers Part 2 * Nancy puttered around the house all night until it was bedtime. She had cooked supper but now couldn't remember what she had cooked. Her son had gone to bed hours ago and her boyfriend had gone to bed just a short time ago asking her if she was going to bed soon. She didn't even reme...

Siss the Bride Ch. 03

by theonewhowas on Sep 19, 2017
Transsexuals & Crossdressers

Every marriage has its problems, even mine, which is a huge problem considering I'm a guy who gave up every semblance of a normal life to follow hidden fantasies on a spur of whimsy induced by my hot older brother. My life during my marriage to my brother has been built upon submission, only natural when you are a sissy crossdresser and when he has the perfe...

She Dreams of Cum Ch. 01

by k80s on Sep 25, 2017
Fetish

Every time I close my eyes I hope I'll have the dream again. The most perfect, vivid, and memorable dream I've ever had. I remember every sight, taste, smell, and feeling like I lived it yesterday. Everything around me was bathed in soft, glowing white light. I recognized right away that I wasn't in the real world. I was in a fantasy world. Somehow I knew...

She Dreams of Cum Ch. 02

by k80s on Sep 25, 2017
Fetish

Thanks for all the feedback! This is the conclusion to She Dreams of Cum Ch. 01. Please read that part first if you haven't! ******************** I woke up again still inside my dream. It felt like no time had passed, but things were different. Everything was dark, and I couldn't open my eyes when I tried to blink. They were stuck shut. I reached up and tr...

Intergalactic Courtesan Ch. 08

by Funkydrummer on Sep 19, 2017
Sci-Fi & Fantasy

"More firdrakh tea, sir?" Desirée held out the strangely shaped teapot, smiling at the large, octopus-like alien that would eventually rape her. "Yes, I would love some more," Tal Jin replied from the divan opposite her, holding out his porcelain cup for her to refill. "And please, Guild Courtesan Tanner, call me Jin." "Of course, Jin." She was very caref...