Literotica Stories My Brother Took My Anal Cherry Stories

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Queen of the Video Game

by JimBob44 on Sep 14, 2017
Anal

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. ****** Monica Miller smiled as she walked into Tommy's Po-Boys. She wore her Clark's Drive-In uniform of tight, short white tee shirt with 'Clark's Drive-In' emblazoned across her modest thirty two B breasts, and short red shorts that left a good amount...

The Bar

by Seurat on Sep 1, 2017
Humor & Satire

Just another in the long list of diversions which keep me from finishing things I have promised. This time around, my sarcastic nature got the best of me, and I decided to take a look into the world of the characters in the stories some of us like to read and write. What do they do when stories aren't being written? No sex, not really erotic, and meant to b...

My Friend Sophia

by capt13 on Aug 31, 2017
Group Sex

I am here for three reasons, first to share stories with others. Next to read stories from others and enjoy them. Last to improve my writing and expression skills. I know I am not perfect however, I have the heart and courage to attempt and I never hide who I am. If you wish to be one of those people who are "Anonymous" and always seem to have something nega...

Fucked and Filmed

by ShadowT on Sep 13, 2017
First Time

I have read many stories about first time sexual experiences. Like many of the stories posted here, I too have a story to tell about my firsts. My story may sound like many others but I still need to put my experiences to paper in hopes that someone will read about the firsts and relate to the feelings of first time sexual experiences. I'm an older but still...

Family Business & Sexual Adventures

by NerdySex on Mar 12, 2019
Erotic Couplings

"Baby, we getting together Saturday?" Jim asked his girlfriend Jan. "Sure. You got something in mind?" "Well, my brother has his eighteenth birthday. You know, he's kind of shy, not like me." "That's for sure. And ...?" "You like him don't you?" "Yeah, he's even better looking than you," she said with a smirk. "Of course, you're both studs. But he is ra...

Marcus, Maryann Plus Kerry

by andyMassage on Dec 3, 2019
First Time

Editor's note: this story contains scenes of incest or incest content. ***** The following story is fiction and does not describe any real person, location or situation in particular. All characters engaged in any sexual activity are at least eighteen. This submission will discuss first time sex between Marcus and his Girlfriend, Maryann plus incest betwee...

Jamie's Little Red Rooster

by smellathon on Aug 18, 2017
Fetish

I first ran into Jamie in the Rugby club changing rooms. We went up to Cambridge University the same year but to different colleges. The rugby players among the new undergraduate intake had been invited to the all day trials for the famed Varsity match squad who would in due course take on Oxford University. The changing rooms were massively overcrowded....

Eating from Her Ass

by Analmatt on Sep 12, 2017
Anal

Like most people, when I first started having sex, I didn't consider ass play as something to include during lovemaking. It just never occurred to me that there was any sort of pleasure to be derived from that particular region of my body. Then a girl I was seeing threw me a curveball during a blowjob, maneuvering up underneath me and sticking her tongue in...

Black Transsexuals

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

Whenever I'm off duty, I'm liable to get into some type of adventure. Who am I? I am Troy Shane, a sergeant with the Massachusetts State Police. I was walking around the Boston Public Library when I saw this tall, plump jet-black honey with a big butt. She was walking around strutting her stuff. A Black chick with a pretty face, thick body and a fat ass. Def...

Truck Guy - Cherry

by ona_edge on Jun 3, 2019
Erotic Couplings

"Truck Guy" stories feature a guy named Frank who drives a truck for a living. Then may or may not be related, there are a lot of truck drivers who are nice guys named Frank. This was when Frank is 23. Cautions: There are brief references to anal sex. The driver of a step-van delivering groceries on a daily route gets an interesting proposition from a woma...