Mature Chastity Stories

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More Than a Lady

by danielblue on Sep 14, 2017
Transsexuals & Crossdressers

Doctor Carter surveyed the gathering of ladies before him. Something wasn't quite right, but he just couldn't put his finger on what it was. He had been invited to speak on Female Reproductive Health but the women before him were neither the charity-driven older matrons nor eager young housewives that he expected. They were gathered in the private function r...

Vixen of Gold Ch. 03

by vixvenus on Mar 6, 2018
NonHuman

Chapter 3 - Power? The comforting warmth brought her back to reality. Her eyes flashed open as she jumped up in a panic, the sloshing of the water made her look down to realize she was in a tub. She gazed all around her to find she was still in the bathroom from before, her memory piecing together how she got in the bath. Beside the female was a toilet. Goo...

Neighbor Becomes Angel to Widower

by Lrt83 on Apr 10, 2018
Mature

It was a sad day when a woman Jan admired, friendly neighbor Channel, died. She was the woman who did all the parties on their street, made great deserts and kept her husband, Harold, always happy. For a few months Harold seemed so despondent, his adult children had come there for a while, but had to get back to their families. Jan had often played at th...

Maid to Order

by Gatekeeper1957 on Apr 10, 2018
Mature

With the wife and I working forty plus hours a week to keep up with finances, her on day shift and myself working second, we decided to hire a cleaning service that came in once a week. For the first month, a scrawny little man about 42 years old cleaned the house till it was spic and span while I worked on my writing. Dave never said much, just cleaned and...

Letters to Sue: Rose

by lostllama on Sep 14, 2017
Mature

Sue: I want to tell you tonight about one of the first older women that I slid my hard cock into over and over again. Rose is the mother of one of my best friends from high school. I had a slight crush on her in high school.She was always sweet and friendly and went out of her way to do things for us. Simple things like having warm chocolate chip cookies w...

My Boss Sue

by o123oleary on Sep 17, 2017
Mature

"Bob, just one kiss. Please?" I looked at my boss, Sue, and thought, "well if it means I can get going, what the hell?" I leaned closer and Sue put her arms around my neck to pull me to her. I closed my eyes and our lips met briefly, then I pulled away, or tried to. Sue's eyes had a look of sheer animal lust as she pulled my head to her again and kissed me...

Happy Birthday Ch. 02

by igottapussy on Sep 14, 2017
Erotic Couplings

I hoped I hadn't spoiled my idea for James' birthday by giving him a surprise blowjob. I'd have to get him in the right frame of mind once we reached our destination, but the two of us seemed so attuned to the other's kinky thoughts, it shouldn't be too hard. All I knew was that sucking his tasty cock had filled my panties with my arousal, and sitting in th...

Jeff's Mom, Mrs. D Ch. 01

by Rocketspeedfish on Jun 18, 2018
Mature

We finished shopping for groceries and Ms. D dropped me off at my house. We didn't talk about the kiss but it didn't seem awkward between us either. It was a strange feeling. I did feel much better. I had never opened myself up like that to anyone. An hour after I got home I got a text message from Ms. D "Hang in there :)" The next day at school was pretty...

Buttons on the Printer

by Arackados on May 1, 2018
Mature

I was standing by the printer waiting for my print job to queue when I noticed him out of the corner of my eye approaching me. He walked slowly behind and past me letting his left hand ever so gently slide along my back before his hips and thighs gently brush against my ass through my floor length dress. My skin tingled with excitement from my toes all the...

Francine and Her New Neighbors Ch. 03

by Lrt83 on May 1, 2018
Mature

Kevin, 18 years old, was getting to like all the humiliation his neighbor, Francine, was forcing on him. It was allowing him to have all the orgasms he could have, and see and be with naked women of differing ages and size. He thought he was dreaming having sex with Francine, and woke up to find Francine fucking him with her strap on. "Hello sleepy head....