Stories Of First Anal Sex From Older Wife Stories

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What Did You Do Last Night, Miss? Ch. 07

by Arsehole Addict on Sep 26, 2017
Fetish

Emma sat silently on the bed in her hotel room, her cheeks flushed, panting slightly from running up the stairs. The events of the previous hour swirled in her mind, a tangled web of erotic confusion. Her mind reeled in disbelief at what she had done. After all, she was a respectable woman, a schoolteacher no less, and yet minutes earlier she had been squatt...

The Doctor Diaries Ch. 08

by The Big Bopper on Sep 16, 2017
Group Sex

Dr James Martin is your everyday dedicated general practitioner … the family doctor who has devoted a 25 year career to curing patients when they are sick. His only problem is that in the past two years, the good doctor has embarked upon his mid-life crisis, becoming very free with his hands and cock when treating his female patients. In spite of one...

Tales of Decadence - Dark Elf Town Ch. 05

by EstebanMamono on May 29, 2018
NonHuman

In the lewd town of the Dark Elves, postal service is a point of pride. And of course, human slaves are used, for three reasons: 1 - Most monster girls aren't dedicated to anything other than thinking about sex. 2 - And those do demand more than economical for postal service. Even free humans needed more than a paltry sum for keeping a household. 3- It's...

Thank You, Literotica

by BigDave1340 on Sep 13, 2017
Group Sex

The names in this story have been changed to protect the couple that dictated the story to me. I'm told that this is a true reflection of what happened, although the exact words spoken may have been a little different. Perhaps, once they have seen their names in print on the web, they may dictate some more tales of how Tanya and I met up with Bob & Alice…...

Becoming the Man He was Meant to Be Pt. 01

by fantasyhunter2 on Sep 12, 2017
Novels and Novellas

Author's Introduction. This is the first book in the chronicles of the life and loves of Anthony Madison. This is my first attempt at crafting a multivolume novel and I hope that I will somehow find the time to complete these chronicles with additional books. However, I believe this book stands alone as a complete story even though there will be a few linge...

The Making of an Ass Man

by LexxRuthless on Jul 4, 2018
Anal

This story is written as a 'companion piece' to my 'Spinal Meningitis is No Joke' series, but it can be read as a standalone tale. It is based on an idea contributed by Ciguardian, and my thanks go out to him for his suggestions, as well as for his editing of the resulting story. ***** Jeannie Conrad was both an excellent nurse and the embodiment of stunni...

Innocence Lost: Becoming a Slut

by rumisunqu on Sep 18, 2017
First Time

Milly Tremain's life took a strange turn in her senior year of high school, that would permanently alter her for the rest of her life. Milly had just turned 18 and was feeling the need to express her independence, but she didn't have the judgment to know how to handle her newly found freedom. In recent years, Milly's lovely body had blossomed into womanhoo...

Anal At Last Ch. 10

by scottishmeat on Sep 19, 2017
Anal

[The story so far: I've recently divorced my wife, and am raising my son by myself. After a long abstinence, I've met a woman (Angela) and we've been indulging in anal sex, new to both of us. My babysitter (Samantha) was staying at my place one night, and caught me "doing a money shot" over Angela, and I saw her in the shadows of the stairs. None of us broac...

Redeemers of the Fallen

by GayTripper on Oct 8, 2019
Erotic Horror

+++++ Redeemers of the Fallen +++++ The following is my entry for the 2019 Halloween Story Contest. This is of course the sequel to the First Place winner from the 2016 contest, Sisters of the Fallen. While not strictly necessary to enjoy this new tale, I highly encourage you to read "Sisters" first so the personalities, histories, and motivations of the pr...

You'll See, Lucy

by boysetsfire on Sep 19, 2017
Group Sex

This is but the first in what may (or may not) be a series of stories; I have left the ending open. If you like what you read, shoot me some feedback and tell me what you'd like to see! In the meantime, I hope you all will what I have written down here. It took me quite some time, perhaps too much, and the short story turned into an epic one. So get a drink,...