Mature Chastity Stories

35,203 results
Orientation
Length
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Infinite Scroll

Gary's Fantasy

by sexy_mama_09 on Sep 14, 2017
Mature

Old timer Gary was sitting on his porch, drinking his morning coffee when his neighbor's nineteen year old daughter bounded out of the house. Kori was a looker, she was short which made her cute and her body was curvy. She had breasts that were noticeable, but still had bounce. She had long silky blonde hair that fell almost to her waist. Her blue eyes seeme...

Personal Trainer

by GQ1NYC on Sep 12, 2017
Mature

During the winter months I decided to go more to the gym then I did during the summer. Wanting to look go for the spring I signed up for a Personal trainer to help me stay focused on training. The Gym was like any other gym, lots of machines, aerobic classes and the weight room was filled with muscle bound men and women. The first day I signed up for my pe...

Date Night with My Wife

by amadbaker on Sep 13, 2017
Mature

So here I am sitting on our bed waiting for my beautiful wife Debbie while she is getting ready for our date night. Even though she's in the bathroom I can still picture her. We've been married for 17 years already and she is still the woman I love more than anything in this world. She is all of 5 feet tall and has a little extra weight which happens when yo...

At Seventy?

by ILuvAnal on Sep 14, 2017
Mature

Author's Note: Your feedback is important to me. I cannot improve as a writer if you are not willing to give constructive feedback. This story is very different from my other submissions. I hope you enjoy! She was sitting on the porch swing drinking her morning tea. It was a beautiful morning in May of her seventieth year. May was always her favorite month....

Afternoon Nap Interrupted

by sirhugs on Sep 11, 2017
Mature

"I can always just nap the afternoon away," Dennis told his two sons as they headed out around noon, one to work, the other to have fun with the usual cohort of chums. His older son had expressed concern that Dennis was down to his last unread book, and had suggested that Dennis go to the library. Dennis saw this as concern that he was becoming a bit of a...

My Best Friend's Father

by sophiewilliams on Sep 11, 2017
Mature

All persons in this story are eighteen years of age or older. * My best friend, Emma had done it again. She promised that this time it would be a girl's night only, but she lied. After convincing me to go out with her, we planned to go back to her house and have a girly sleep over. But as usual she met a guy and left me in the lurch. Normally I would hav...

Late Night Babysitting

by SweetlilMallory on Sep 14, 2017
Mature

My neighbors have the cutest twins I've ever seen. So when they asked me to babysit I immediately said yes. Mrs. Desio was away visiting family and so they needed someone to watch them while Mr. Desio was at work. They had a regular babysitter but she was still in high school and so couldn't stay out if Mr. Desio was working late during the week. The second...

Michelle's Sexuality Awakes Ch. 02

by robertl on Sep 19, 2017
Loving Wives

Michelle is 38 now and still looks fantastic, I think even more so than before. She's so much more mature than when we were first married. Her breasts have filled out very nicely, but otherwise her body stayed pretty much the same. She is 5'6 ½", 128 lbs, and has a figure to kill for, plus that beautiful face and personality! When she smiles, her entire face...

A Bedtime Story: The Bath

by CrzyCatLdy on Sep 13, 2017
Mature

Dearest, here's a wee bedtime story for those long night when you cannot sleep. The story involves people over the age of 18. ***** Even though it's been years, I still picture your full, luscious lips. They were so kissable and I remember how much I loved to nibble on them. Twenty years is a long time and I was so very naïve and green back then in the wa...

The Babysitter

by Foxe-Male on Sep 12, 2017
Mature

Once in a while, luck is on our side. Being at the right place, at the right time, in the right frame of mind and most of all recognizing and seizing the opportunity as it is set forth. Saying that, I wish to tell you of such an occurrence in my life that changed the way that I now look upon life. I am a mid-forties male, divorced for about two years now, t...