Encouragement Stories

25,413 results
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Infinite Scroll

Island Dreams

by Biligaana on Sep 14, 2017
Erotic Couplings

It has been more than a year but the memories of those nights are still vivid in my mind. The days were long; the rain had stopped and the fog lifted in the late afternoon. The night winds had not yet started but there was turmoil in my heart and in my loins. The twilight lingered on as the fog began to again envelope my world. I checked my clock for what m...

Daddy's Guest

by MillerShadow5 on Oct 6, 2020
Group Sex

I get a text from you saying: "Dress up Baby girl, we have guests coming tonight. I'll bring sushi on my way home. Don't worry about food. Wear your collar and jewel as usual." My heart skips a beat and I immediately get in the shower, making sure I am clean from head to toe and neatly trimmed. I pick out a floral dress (it is the middle of summer after al...

A Gentleman Never Tells...

by Aussiemale50 on Sep 14, 2017
Erotic Couplings

This is the sequel to "I Meet My Son's Friend's Mum" published recently "So how did it go with Sharon?" Andrew asked. "We had a good night, dinner then a walk on the beach" "Dad, couldn't you do better than that?" "Better than what?" "Walking on the beach?" I wasn't about to tell my son that the walk on the beach ended with me fucking his friend's m...

A Gift

by binamac on Sep 14, 2017
Erotic Couplings

It was her birthday. The pub had been booked for a private party and was slowly filling with friends and well-wishers. The girl was standing with a small group, listening intently to a story, when her lover arrived. Her eyes sparkled with amusement as the teller of the tale gesticulated wildly, animating the story. The lover passed behind her and made his w...

A Married Couple's Night Out

by eppeople on Sep 13, 2017
Loving Wives

I'd like to tell a true story my wife and I lived out a short time ago. My wife and I have been married 3 years and together for a total of 9. We are happily married and have a young child to complete our family. Let me take a second to describe our physical appearance. She's 30 years old about 5'5", 125 lbs., 34B, small waist and a sexy butt. I'm 37 years o...

Jamie the Gloryhole Slut Ch. 02

by jr0777 on Sep 16, 2017
Transsexuals & Crossdressers

Hi guys, I got a lot of positive feedback on my last story, part 1 of Jamie The Gloryhole Slut. Thank you everyone for the encouragement. With that encouragement in mind, I give you my second story about slutty Jamie. I hope very much that you enjoy it and it turns you on -- it does for me. Love, Jamie * It was a typical weeknight dinner meeting with cli...

Vaginal Fisting

by Hand on Sep 26, 2017
How To

Editor's Note: The opinions and/or information in the how-to section are not those of Literotica.com, and anything you do with this information, you do at your own risk. Thank you for reading, and enjoy! There are many people who have never heard of fisting, or have no idea what is really involved. There are two types of fisting, vaginal and anal, this arti...

Bachelor Party

by eaffinity on Dec 14, 2020
Group Sex

I was feeling very uncertain about my relationship with Sina. It was troubling to me that we did not have a sexually exclusive relationship. I needed to know how I stood with her. On Friday I took her to her favorite restaurant, ordered all of her favorite seafood dishes, and a bottle of wine. I had gone to the downtown jeweler and bought her the largest dia...

Auctioned Wives Ch. 03

by Karenkay on Sep 19, 2017
Interracial Love

Stella was very happy knowing she succeeded with the first wife but had her work cut out for her as she finally found Jeanette near the pool talking to a completely different black man named Curtis. Stella walked toward the couple and smiled as she glanced at Curtis first than at Jeanette saying, "Jeanette. I see your talking to another man this morning? Is...

Party Entertainment

by techsan on Sep 12, 2017
Group Sex

Author's note: the following story is purely a work of fiction and any resemblance to real people or events is purely coincidental. The author wishes to express his gratitude to Copperbutterfly for her editing to make this a better story. Thursday, May 29th: The night was a good one. With the start of the June season just two nights away, I had known that t...