Gaping Stretching Stories

69,536 results
Orientation
Length
Source
Infinite Scroll

Doug's Fantasy Ch. 02

by Goldeniangel on Sep 12, 2017
Erotic Couplings

Author's Note: This story is not meant to be realistic, it is completely fictional. This story involves MF sex and oral sex. Enjoy the fantasy! ------------------------------------------------ Doug awoke with the morning sun, feeling the strange sensation of a smooth, feminine body in his arms... and the pleasant sensation of his dick nudging against her....

It's My Turn

by studbunny2 on Sep 16, 2017
BDSM

Last night was wonderful. Even though I didn't let you cum, you said you were happy (and horny). I told you then to just wait for tonight. Just before I left for work this morning, I reminded you that I didn't want you to cum today, as I fingered your wet pussy and kissed your neck. You were so horny and I smiled as I got in my car. That afternoon, we were...

Out of the Closet

by da_scribe on Aug 19, 2017
Exhibitionist & Voyeur

Peering through the slatted closet door, he scarcely breathed, as he watched the woman pull her blouse over her head, exposing medium sized tits with soft pink nipples, which she idly teased for a moment before reaching for the zipper on the side of her slacks. He felt himself thicken and swell just a bit, the sight of this woman unknowingly disrobing in f...

Need to Win

by Pleasurewhore on Sep 17, 2017
BDSM

Author's note: This story contains switching in which the man moves his cock from the woman's ass back to her pussy. I hope all of the readers know that this carries a risk of infection, and that this story is not meant to encourage anyone to indulge in the described activities. ***** I'm wiping the sink clean with the sponge, moving it back and forth ove...

Fun In The Dark

by DragonsKitten on Sep 12, 2017
Anal

This is based on a very wild dream I had. If you don't like a little bit of fantasy with your pleasure… Turn back now! Something woke me in the middle of the night. My throat was dry, so I slid out of bed and into my slippers, padding down the hall to the kitchen. After a glass of water I headed back to my room, and gasped sharply as I saw a dark shape dart...

A Surprise for John

by Hamadryad on Sep 12, 2017
Anal

Kelly stood at the front door and watched John's car pull away. Even after 5 years of marriage she was still in love with him. Just his voice on the phone when he called her from the office during his lunch hour sent warm waves all the way to her heart. She turned from the door and headed upstairs to get their son out the door to kindergarten. After breakfas...

A Letter to Mine

by Dannj39 on Sep 16, 2017
BDSM

I lay here thinking of how I would use you, how beautiful you look kneeling before me as I enter the room, your statement of submission to my ownership of you fresh from your lips in anticipation of my use of you. I would pull you up from the floor crushing you in my arms, bringing my lips to yours , soft and yielding , taking possession of your lovely mout...

Biker Auction Ch. 02

by DommeFem on Sep 14, 2017
BDSM

"There you are. Come now, it's time to get started." Again there is something about the tone, commanding, powerful. Not domineering, well perhaps a bit, but not the brusk way a male Dom might talk, but very effective -- you obey without thinking, and follow her. As you reach the front of the room the lights start to dim. While it's mid-afternoon, there are...

X-Change, X Change, Becomes Reality

by Grabenork on Feb 12, 2019
Transgender & Crossdressers

"Hun, come look at this news story I just found on the internet." "What's it about, Babe?" "It's about our favorite topic, X-CHANGE. You know how those stories on Literotica are our favorite fantasy? Well, it looks like maybe our fantasy is becoming scientific reality!" "No way!" "Well, see for yourself. This biochemist in San Francisco has started build...

Working Out

by SAR1995 on Jul 13, 2020
Transgender & Crossdressers

To be clear, both women are trans (MtF). Again, the receiving trans woman's ass is referred to as a pussy. *** I awoke from my nap at about 7 p.m. and decided to go on my daily night run. I put on my black athletic shorts, black sports bra and sneakers. I put in my headphones and began stretching before beginning my run. As I was stretching, I looked out o...