Cheerleader Anal Stories

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Infinite Scroll

My Freshman Year Ch. 02D

by Mrs_Jones on Sep 16, 2017
Group Sex

Chapter 2D, The Initiation, The Finale As I mentioned in Chapter 1, I have kept a dairy since I was in Junior high school. But it was all pretty boring until my freshman year in college. When I read my dairy from then all the memories come flooding back to me. It is just like it all happened yesterday and when I write it all down I get to relive it all over...

Cheerleader Tryouts:

by melba7 on Feb 6, 2002
Erotic Couplings

I put on my blue-and-white pleated cheerleader skirt and my white fuzzy sweater and admired myself in the mirror. Though I had just turned 18 last week and knew I was still blossoming, I had already filled out nicely. My 35c-23-34 figure looked awesome in my cheerleader outfit, and my long blonde hair and blue eyes finished the picture off very nicely, I th...

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They Called Her Head Cheerleader

by 18months on Sep 14, 2017
Anal

“Here’s a picture of me at Mt. Rushmore.” The girl in the picture was a High School aged version of my Jan. The similarities were obvious, though over 10 years had passed since this photo was taken. It was a rainy Saturday afternoon; our planned picnic had been aborted. Looking for something to do after a morning of sex, Jan brewed a pot of coffee and we st...

Unexpected benefit

by ddf_21s on Mar 31, 2015
Fetish

"... with nice partners. As I said, it is amazing role-playing in "Torment"... I gotta go, bye!" - you end your chat about new amazing RPG you played last (whole) night, put cellphone aside and return to your work. You don't notice that someone looked at you with interested. Later, when a lot of people left, one of the colleagues approach...

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Elle's Pain Slut

by MTL17 on Sep 15, 2017
Celebrities & Fan Fiction

Authors note This story is based on Heroes. It's the last chapter of a 10 part series. The previous chapters couldn't be posted on this website because Claire was under 18 while this chapter takes place in a alternative season 4 after Claire has turned 18. Most of the storyline is explained within the chapter so I felt it could work as a one shot. * "Are...

Coed Cheerleader Recalls First Anal

by Jocelynlily on Oct 31, 2018
Anal

Coed Cheerleader recalls first struggling anal. "Raawwwww!" I screamed, primal, violent, frustrated and totally unsatisfied. Using a dildo in my ass was nothing at all like a nice big cock. My ex was a fucking asshole, and about the only good thing he had going for him was his smooth thick dick. Kyle was a stupid fuck, but he knew how to use my body for pl...

The Jock and the Cheerleader

by PrincessErin on Sep 11, 2017
Anal

"How often do you and Bailey fuck?" Chet looked up at his best friend and laughed. James was always interested in his friend's sex life. It wasn't that he never got any, more like he wanted to compare notes with his friends. "A few times a day at least. If not, we make up for it on the weekend. Do you know her parents actually let me sleep over? As if we g...

Home Alone with Beth Ch. 02

by Benny024 on Sep 19, 2017
Transsexuals & Crossdressers

"Warning, this title contains the following: explicit sex, graphic language, and some violent situations. In addition, all characters in any sexually explicit conduct are over the age of eighteen (18) years at the time this story was written." * Beth drove me to work the following day, so I could pick up my PC key. I needed my pin number, so I could log i...

Jessica, Anal Bitch Ch. 03

by ifry on Apr 15, 2020
Anal

Jessica slept in her own bed that night. It had been a mind-blowing weekend, started off with getting fucked by a guy who could have doubled as her father—a beer-gutted guy in his 50s with graying hair and a penchant for anal and bondage. Then, he'd invited over a crew of nerds and church-goers to tag-team her in a 5-on-1 gangbang with Jessica at the center...

Coed Cheerleader Climaxes from Anal

by Jocelynlily on Oct 30, 2018
Anal

Kyle loved fucking my ass. He was obsessed with my butthole. It felt like Kyle was determined to work himself inside my rear end with every opportunity he got. Letting him fuck my ass that first time burst a dam of restraint; every time we were alone my butthole got stuffed by something; toy, finger, dick. He drove his fingers into my tiny tightness on the...