Anal Surprise Stories

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Orientation
Length
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Infinite Scroll

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...

Tanya's Journal

by al_Ussa on Sep 14, 2017
Anal

Hello ladies, my name is Tanya Sanchez. You may know me as the local reporter from Channel 5. I've done a lot of things in my time... covered the O.J. Simpson trial, President Obama's election, and the war in Iraq. But there is one thing that I've never tried before and that's anal sex. It's not that I don't have the body for it, mind you. My parent's Hispa...

Erica, Virgin No Longer

by Tomhansom on Jul 15, 2020
Anal

This story is another in a series of (mostly) true stories about my wife, Erica. Please enjoy! Fast forward from our honeymoon. We are now married, I am on active duty, and we are at our first duty station in North Carolina. Having dated all through college, living together was not much of a challenge. We loved exploring our new "home" state and living toge...

He Came Home Early

by ReneeWright on Sep 16, 2017
Anal

She had spent the day organizing and cleaning her new home until she came across a porn DVD scattered along the stack of movies. She couldn't help but smile to herself and let out a giggle as she pictured him watching it late at night stroking his long hard manhood. She began to let her mind wander and found her-self growing moist. Finally she gave in to her...

An Ordinary Man's Life Ch. 32

by FrankjrBauer on Sep 19, 2017
Romance

Dear readers, I found with pretty_girl1996 a new editor. Great job, thank you. ***** Todd almost couldn't wait to drive to Kate's condo. Saturday just wasn't coming fast enough. He arrived ten minutes to noon at the underground car park and was happy her wheels were already there. He grabbed his overnight bag from the trunk and hurried to the elevator. Th...

Buttfuck Buddies Ch. 02

by ZenZerker on Sep 16, 2017
Anal

Author's note: This is a work of fiction. All characters are eighteen years or older. Don't expect realism and you won't be disappointed when you don't find it! Enjoy! ***** Ashley's heart was pounding as she stood outside the door, holding a shiny key in her hand. Biting her lips, feeling excited and deliciously scared, she tried to pull herself together...

Long Simmering Swing Ch. 02

by Art Martin on Aug 30, 2017
Erotic Couplings

She made it to class okay, but I was a minute late. "Mr. Allen. If you don't mind, please do not interrupt my class ever again," growled Professor Lake, an old crank who was nearing retirement. "In the future, if you are late, do not enter my classroom. Do I make myself clear?" I meekly took my seat and was thankful he didn't run my ass out of there. I was...

Fat Chick Who Likes Anal Sex

by Samuelx on Sep 16, 2017
Anal

Friday nights were made for hunting. I'm sure all the real hunters out there know exactly what I'm feeling. Damon is the name. I'm a big and tall black man living in Atlanta. Hunting is my favorite sport in all the world. Fasten your seat belts because it's going to be a bumpy ride. I went to visit my favorite woman, this plump chick who goes by the name of...

Surprise, You're My Bitch Ch. 01

by azzmn on Sep 15, 2017
BDSM

Warning this story contains the use of chastity and marijuana. This is however consensual relations between a husband and wife. * On Monday my wife Sam told me to make a phone call to my connection to get some weed for Friday. I knew this meant trouble I was in for a huge surprise. I was also instructed to take Friday off from work and that the kids would...

Why I Am an Anal Slut Ch. 01

by john_mcleod on Sep 18, 2017
BDSM

"Why would anyone want anal sex?" That is what friend of mine said recently, and as I lie here with my arms and legs tied to the corners of my bed, and my stretched asshole dripping with lube, it's an easy question to answer. I didn't always love anal, but I have always loved mind blowing orgasms, and who doesn't? It just happens that what makes me cum har...