Anal Stretch Stories

84,434 results
Orientation
Length
Source
Infinite Scroll

My Life in High Heels Ch. 02

by cdandie on Sep 14, 2017
Transsexuals & Crossdressers

Hello all, It's been some time since I last wrote as I've gotten very little feedback from my last writing. I love emails and comments and I don't bite unless asked to. The few letters I have gotten have all been positive and I thank you for the ones I've received.. I'm a cross dresser in the Pacific northwest. I have long hair which can be styled to suit...

My Little Kink

by greeklovevanc on Sep 16, 2017
Anal

I consider myself not a bad looking guy, with full dark brown hair and about 5' 10" tall. I'm lean from all the triathlon training and obviously fit. I have no trouble conversing with the ladies and have a few female friends, both at work and at the Triathlon club. But because of my daytime job and triathlon training I have never found time to fit in a relat...

Fetish Life

by Kinkyguyohmy on Apr 20, 2020
Fetish

You wake up just as the alarm on your phone blasts a corny jingle right into your ear. You lazily stretch, pull your covers off your body and slowly rise from your bed. You meander over to the mirror that hangs on your door and look at your reflection. A teenage boy with light brown hair, glowing grey eyes and an average build stares back at you. You smile....

Open in Reader

An Asian and Her Daughters

by dareman on Sep 29, 2014
BDSM

Hi. My name is John Doe. I'm a graduate student studying in Boston. This is about how I ended up fucking an Asian woman and her daughters. I was walking in Boston Common one day, when I saw a woman jogging through the park, hardly clothed. I followed behind her, hardly able to contain my boner staring at this woman's tight, perfect bubble ass, wiggling in a...

Open in Reader

Massage

by guiltiness3 on Sep 13, 2017
Anal

After heating the oils of rosemary and eucalyptus (and a few others of my secret blend), I start with your neck and shoulders; kneading the muscles in gentle waves outward to your fingertips...balling and collecting the energies and bad feelings, then forcing them out like bolts of lighting from your hands. I have to grab hold of the bad energies with both h...

Tennis Lessons

by Tamara_Dane on Sep 16, 2017
Anal

Tamara has never been a tennis fan. The fact that she has never been able to master the sport was a major contributor to her dislike. Nevertheless, here she sits, watching Mike play tennis. If Mike were not such a good friend, there is no way she would be wasting her Saturday watching tennis. She and Mike have been friends for years. They had been lovers for...

Wild Wet Weekend with Daddy Pt. 01: Friday

by DirkDaggler on May 6, 2019
Fetish

This story contains diapers, anal, and lots of piss (NO mess or scat!). This is fictional and "daddy" is used as a pet name. All characters are 18+. Enjoy! *** My pussy is quivering as the heat of my soaked diaper hugs my bald, throbbing pussy. Daddy just dropped me off at my apartment after a hell of a weekend and I just have to tell someone about it! Aft...

Submissive rose's Training Session

by rosesubslut on Sep 25, 2017
BDSM

I get home from another stressful day at work, looking forward to a nice long weekend. I walk through the door and immediately begin to strip off my clothing. This has become so routine that I don't even think about it anymore. I hear the shower running and know that he's getting cleaned up for tonight. He already told me Daddy has something in store for us...

Mistress Valeria Pt. 03

by BootyAllDay on Jun 25, 2019
Transgender & Crossdressers

This is part 3 of my Mistress Valeria series and I truly suggest reading parts 1 and 2 before this one if you have not done so. Thanks all for the support and feed back on the first 2. I believe this should be the best part. This is still around 90% accurate and I am looking to drag it out a little more by being more descriptive and let the story come to me...

Our Story Ch. 02

by amberrenard on Sep 18, 2017
Anal

"Ready for round two?" Your hand slides slowly back down my spine and then lower. I start to pant in anticipation, my pussy growing wet. My thighs are still trembling from the last orgasm, and I'm not sure my heart rate's returned to normal, but the parts of me not controlled by logic and reason are definitely ready and hungry for more. I shift impatientl...