Gaping Stretching Stories

69,536 results
Orientation
Length
Source
Infinite Scroll

He Creatively Escalates My Torment

by sydneydom on Sep 19, 2017
BDSM

Author's note: This story is set in Sydney, Australia, where it's the middle of summer during Christmas, and the sun stays up until 9 P.M at this time of the year. * I awoke to the sound of a heavy metallic click, immediately feeling the uncomfortable and unnatural stretching of my asshole that can only be the result of a widely spread speculum. He must h...

TwiLight Ch. 02

by Raver_Kitti on Sep 13, 2017
BDSM

The day was insanely clear. The sky was a light blue, small puffs of clouds powdered the horizon. The wind swept up the autumn leaves in an array of brightly colored floating patterns. The large country home smoked from it's tall brick building. A clean black pick-up was the only occupant of the large yard besides a wooden swing hanging from the vast oak. Ev...

My Sexual Liberation Ch. 01

by sluttyflasher on Sep 16, 2017
Exhibitionist & Voyeur

Author Note: The following series of stories I hope to write are all true stories from the last few years. The first story starts when I was about 20. So you have an idea of what I look like I am an about 5'4 Caucasian with brown hair. I was probably 110 pounds at the start of this story and had a flat stomach with a pierced naval. Despite my slim build I wa...

Would You Like Lime with That?

by Sarah_Mystery on Sep 11, 2017
Toys & Masturbation

Basking in the golden pink glow of the late afternoon sun, I licked the silken head of the cock held in my tight fist. Smiling up at my lover, I engulfed his head and sucked wetly and noisily over his rounded tip. I smacked my lips and swirled my flattened tongue around his shaft. God, I love his cock all hard like this. I gave it a few pumps in my fist and...

The Other First

by Starlight13 on Sep 16, 2017
Anal

That first time... God! She hadn't stood a chance. The wine, the kisses. Her blood had been boiling by the time he had started getting down to serious business. Her last coherent thoughts about resisting his insistent advances had been as he had slowly unbuttoned her blouse. The pause that had created had given her time to reconsider, to tell him 'no' or 'no...

Stretching

by Sultry81 on Sep 12, 2017
Erotic Couplings

Yes. The measurements mentioned in this story are mine. Fierce is what I am. --Sultry81 * I am done with work today! I can't concentrate and I keep having to get out of this stupid chair to stretch my back. It hurts and I can't function so I'm going home. I made up an excuse for my supervisor and head out. I leave work and hop into the car that I love an...

Just What I Needed

by Wigeon on Sep 14, 2017
Anal

When I opened the door and see who it is standing there my heart skips a beat. It's not often I see him but the wait is always worth it. He walks in and fills the hallway with his presence. I shut the door, take his hand and lead him down the hall to the bedroom. I watch his face in the mirror at the end of the hall as we approach. I've seen that look befor...

Simmie Learns What Is and Was

by Nanashka on Sep 16, 2017
NonHuman

To the readers at Literotica: This is my first attempt at writing an erotic story for publishing, I've been a huge fan of Literotica for several years, and dearly enjoy all of the stories I read, and look forward to reading many, many more. I have several "chapters" of this story finished, and am excited about submitting them all and getting feedback. I hope...

True Love She has Searched For Ch. 02

by Tomas7131 on Mar 13, 2018
Romance

Judging by your breathing I have awoken before you. The sun is already flooding light into the room and you are pressed against me tightly. Skin on skin, your back to my chest, your ass to my cock, which is already hard and aching to be in you, the blankets down to our waists. I am able to push the blankets a bit further down without stirring you. I then u...

Angie Ch. 05

by TheKeith on Apr 3, 2018
Erotic Couplings

The Ulleann Pipes are real and the music that comes from these simple reeds and covered or uncovered finger-holes is haunting. Some of the pieces still claw at my soul. Here are YouTube titles, for those that want to hear such music for yourselves: Davy Spillane - Caoineadh Cu Chulainn Uilleann Pipes.flv I am asleep (Air) & The Clumsy Lover (Reel) Uilleann...