Anal Stretch Stories

84,434 results
Orientation
Length
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Infinite Scroll

Plugged

by UniversityGirl on Sep 19, 2017
Anal

This is a true story from a few years ago. A few details have been changed, (mainly for privacy reasons), but the rest is true. ============================= Anal is hot. Sorry girls, that's just the way it is. Anal play, when done right, is really hot, and enjoyable. While it's best when done with someone else, it can still be a lot of fun on your own. B...

Inserting Them Deep

by NiteWriter on Sep 19, 2017
Toys & Masturbation

This story is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please don't read this or download it. If this is illegal wherever you are reading, stop now. * * * * * Ever since that first day in the office when I caught my secretary pleasuring herself, we've had quite an interesting relationship. Everyd...

Create a Shemale

by wsauthor on Sep 29, 2018
Science Fiction

*Author’s note: This story is Public, if you have an idea, start writing!* Robots, science and chemistry have all advanced further than the public is aware of. Due to patents and trade secrets, nobody knew it was even possible to create a sex bot. They can have gravity defying shapes and sizes. They can even alter their owner with chemical cocktails. Cockbot...

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Practice

by MTL17 on Sep 12, 2017
Celebrities & Fan Fiction

Authors note. This is a story based on Chuck and takes place during Season 4. * "Exc... excuse me." Ellie stammered, convinced she must have been more drunk than she thought because she couldn't possibly have heard her brother's girlfriend right. "I said, get on the bed and bend over." Sarah said like this wasn't something completely out of the ordinary,...

Satisfaction

by Houstonrn on Sep 13, 2017
Anal

I winced as the tip of the very realistic dildoe pressed against the opening of my ass. Twelve inches long and almost two inches in diameter this was the largest object I had ever attempted to experience anally. Even though the fake cock was greased, and I had already used my fingers to stretch the anal opening, its entry was difficult. Inward then back out;...

Sweet Morning, Sweet Ass

by chubbycute27 on Sep 11, 2017
Anal

As I woke up, slowly feeling my senses come back to me, a slight fuzzy light hitting my eyes, a slow ringing in my ears, a bit of a parched throat, I tried to get a sense of my bearings. I hate mornings like this. So discombobulated in those first few moments, needing to piece together the details of last night. Clearly I had had to much to drink, clearly I...

Kinky Secrets Ch. 15

by pvclook on Sep 26, 2017
Toys & Masturbation

As the evening wore on it came time for Mary to go home. They both discussed the time it will take to remove and cleanse and the suggestion of taking a sleeping tablet did sound good as long as Susan was there to keep an eye on her. Susan watched Mary walk to the car and smiled to herself. It seems Mary was getting used to the heels. The way her tits and ar...

Co-Worker Fantasy Pt. 04

by TheOldLady on Mar 25, 2019
Toys & Masturbation

After the shower, they both toweled off, crawled into his bed and spent the rest of the night exploring each other's bodies and making out like they were back in high school until they eventually fell asleep. She woke up at 4am and was immediately embarrassed she had fallen asleep in his bed, embarrassed about everything. She extracted herself from his arm...

World of Possibilities

by stretchingfiction on Mar 1, 2021
Fantasy

So my story begins when I was exploring an old antique shop on the west coast. It was one of those disorganized and dirty older shops. With the dust thick in places and cobwebs clinging to everything out of reach. Had mostly seen the usual junk when an old trunk caught my eye. After haggling with the old shop owner I was able to get him down to 50 and he jus...

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Char

by johnnieblue44 on Sep 14, 2017
Erotic Couplings

It was our second date, and it was time to fuck. I had Charlene on her couch, spooning her as she lay on her right side, my hard cock poised and ready to enter her. I love that particular position, because not only can my cock enter deeply yet at a leisurely, mutually comfortable pace, but it also leaves both hands free, one to play with her nipples, which...