First Time Anal Sex Stories Stories

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Wanted: Friend for Sex?

by makemewet4uplz on Sep 13, 2017
Erotic Couplings

I was growing sexually frustrated! Let me first give you a little background about myself and my situation and then I'll tell you what I did about it. It may seem a little impractical how I handled it, but you do what you have to do, right? When this happened, I was 25 and single and was working for a credit card company in the customer service department....

Anal Sex is for Buttholes

by Elloelle on Sep 16, 2017
Humor & Satire

This is my story about the first time my old boyfriend stuck his willie in my butt. It took a long time to write 'cause it hurts to think about it and it took Darnoel even longer to fix it 'cause he says my writing is a mess. But he said it was a good story anyway and told me I should put it with the funny stories instead of the butt sex stories. So I did. I...

Big Women Sex Stories

by Samuelx on Sep 1, 2017
Group Sex

Do you like large women? Does the sight of large beauties turn you on? If so, here at the Big House Brothel, we have a bevy of large women for you. We're embarking on a trip to go meet plenty of them. It's going to be something, folks. You're going to see large women doing all kinds of freaky things. Oral sex. Anal sex. Group sex. It's all good down here. Do...

By Cracky I Think I've Got It

by TheycallmeMrBig on Sep 14, 2017
Anal

As I have thought much about posting stories from my past this one keeps coming to mind. That's because it was a time of firsts. The first anal sex I ever had, the first time I had sex with a Black Woman and the first time, I had sex with a Black woman in her home. I grew up with Gloria and spent 6 years of school with her. She is a year younger than I and...

Natalie, a Coed Story Ch. 03

by Jessie92 on Sep 25, 2017
First Time

Note to readers: You might want to read the first two chapters in the series before this one or you might be lost. Also, this one gets a little dark, so if you are not into non consent stories and anal sex stories then you might want to skip ahead to about the two/thirds mark. I considered putting this in Non Consent/Reluctance but in the end it's a story of...

Dara Fishes for a Husband Pt. 01

by LolaPaul49 on Dec 19, 2018
Loving Wives

All sex is between people who are 18 or older. This could be listed as interracial (Thai and Korean) or first time (Chapter 2). It is not a romance, as love is not on stage. However, many in this world have arranged marriages where love grows. Dara is 18 years old, a Thai Muslim with long black hair, 5 foot 4, very skinny (underfed). Her breasts are deflat...

Violet's Anal Training

by Powerone on Sep 25, 2017
Anal

Michael sat in the chair as she entered. Powerone had described her perfectly, long black hair, green eyes, pale skin, very small hands and fingers, DD breasts and small hips. She had a gothic look to her, the black clothes standing out dramatically to her white skin. "What am I doing here?" Violet questioned, but she already knew the answer. Powerone had o...

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,...

Life of Pits

by tarkatony on Sep 14, 2017
Novels and Novellas

Chapter 1 Note: the first of the 3 chapters was posted some time ago. Two additional chapters have been added to make up this complete 3 chapter novella. ––––––––––– "I am skinny, no tits, none, shy, no self-confidence/esteem, never really had a date, work in a meaningless job in large corp, unhappy, no prospects, no hobbies, sexually ignorant, maybe even...

Suzi Lee's First Threesome

by Bushwhacker716 on Apr 17, 2019
Group Sex

SUZI LEE'S FIRST THREESOME: A young girlfriend decides if a new sexual adventure is worth the loss of her precious reputation. NOTE: All parties in this story were 18 years of age or older when it took place. ***** My old girlfriend Suzi and I had been together for about three years at the time this story took place. We were matched pretty well in a sexua...