Quora Mature Anal First Time Stories

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Violation is Her Fantasy

by Learningfast on Oct 30, 2018
Exhibitionist & Voyeur

[This account has been passed to me by a young woman of my acquaintance, whom I shall call Rosie. I have edited it somewhat to prevent her from being identified. She is 38 years of age, having been married for 14 years to a French hotelier. They have two children, both conceived (she says) while tight-laced to her anatomical limit. Lit readers will notice th...

When it Finally Goes Right

by sex2us on May 15, 2019
Anal

Most I'm sure would agree that whenever you try something for the first time, sexual or otherwise, it can feel different or even uncomfortable and you are faced with two choices: either give up or continue on learning as you go until it all falls into place. Anna and I decided to give pegging a try, if you don't know what this is look it up or just keep rea...

Ebony Mother Lover Goes Anal

by JAVA on Sep 12, 2017
Mature

To all my readers who enjoy inter-racial love and mature love, this is the second story in the Ebony Mother Series that I hope you will enjoy. I will be writing other stories to the series along with other stories you will also enjoy reading. I wish I knew the answer to what attracts a man like me to me to be so attracted to older mature women. I also wish...

Black Love: Transsexual Edition

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

My name is Steve Vincent. A big and tall young Black man living in the city of Brockton, Massachusetts. Currently, I'm a graduate student at the University of Massachusetts in downtown Boston. When I'm not in class, I work for the Department of Corrections. I'm openly bisexual, and love to have fun. Whether I hook up with a male or female, it doesn't matter....

Sissy Lesbian Rita Meets Lisa

by maturesubmale_for_F on Apr 22, 2020
Transgender & Crossdressers

Dear readers, This is a continuation of my two already published stories: 'Miss Johnstone's Lesbian Sissy Slut' and 'Further Training as Sissy Lesbian'. I sincerely recommend reading these stories first as it provides background for this one. My stories have been well received and I would like to thank you all for the positive response! Enjoy and please ta...

Sex Talk with Kathie Lee and Hoda Ch. 03

by DickThePimp on Sep 12, 2018
Celebrities & Fan Fiction

This is a fuck and suck parody. "Hey there everyone. You know what time it is... Its Sex Talk time!!" Hoda screamed out. It was time for she and Kathie Lee's top rated segment, where they talk sex, with a guest. "Yes it is, please welcome our guest today, Andrea Mitchell!!" Kathie Lee said excitedly. Andrea came out dressed in a black turtleneck blouse, bla...

Sex Therapy with Dr. Aisha Tyler Ch. 02

by DickThePimp on Aug 28, 2018
Celebrities & Fan Fiction

This is a parody... It is not real Dr Tyler was awaiting her next appointment. She was excited, because it was an actress that she was a big fan of, Sigourney Weaver. Sigourney, and her husband Jim, were coming because she loves anal sex, she craves it, but her husband Jim isn't a fan of it. It has led to Sigourney having affairs and it has caused a lot of...

Dirty Talks

by revert on Sep 12, 2017
Mature

-Nelly. -What? -Show me your pussy. -I have no pussy. And for women near 40 is only cunt. -No. You have a pussy. I checked. -I wear stockings? -Why? -Don't you love stockings? Isn't there? -I want to see your pussy Nelly. -Sorry. It seems I lost my ability to understand reality with you. You think I am crazy? I will naked? -Yes. You must...

Enter the Cougar

by mattpantyhose on Dec 2, 2019
Mature

THE BIG ENTRANCE Julia Cougar was walking up the stairs leading to the entrance of the luxurious mansion and all of the gazes were focused on her. It was no surprise though, the forty-two year old sex bomb wore a red gown that was designed to have exactly such effect. The dress was ankle long, but had a wide slit on the side that exposed her entire long leg...

My Standard of Beauty: Black Chick

by Samuelx on Sep 13, 2017
Anal

I love fucking mature Black women in the ass. I say this with pride and love because I am a Black man who loves Black women. Timothy Saint Hillaire is the name. I'm a big and tall Black man of Haitian descent living in the city of Nepean, Province of Ontario. I'm twenty four years old, currently studying business administration at Algonquin College. And in t...