Mature Gloryhole Stories

29,251 results
Orientation
Length
Source
Infinite Scroll

Two Mature Ladies Go Astray Pt. 05

by Cleevedreams on Sep 28, 2020
Mature

If you haven't read the previous episodes...I'm Sally, in my fifties, divorced, and on holiday in Devon with Judy my friend and her husband Derek. Judy and I are discovering a new liberated freedom and suddenly our libidos have gone stratospheric! ********************** "You didn't make it!" Joe, farmer Jack's son, shouted towards me across the courtyar...

New Alpha Male in Communal Showers

by neo21 on Dec 2, 2019
Exhibitionist & Voyeur

Based on a true story about me growing up in the UK. The group congregated in the classroom chatting as I walked walked in, only to be met by one of the bigger guys who pushed me onto the table. "Ha, you're still so light and weak David, when are you going to man-up?" shouted the ring leader as everyone joined in with laughter. Once again, the mean guys h...

A Cougar's Awakening Pt. 02

by Ravenblackerotica on Nov 18, 2019
Mature

"Have you been back here all day?" Arlene asked. For the slightest of seconds, I almost answered her, thinking she was talking to me and I was caught. I was hiding in my best friend's pool completely naked while alone with her 19-year-old son. What the fuck would I even say at this point? "Umm... no, no," Eric stuttered some. "I uh, went in for a bit and...

Shower Scenes Ch. 04

by MTL17 on Dec 16, 2019
Celebrities & Fan Fiction

Disclaimer: I do not own Pitch Perfect. I do not make any money from the writing of this story. ***** "You don't have to get me drunk, you know?" Beca grinned. This startled Chloe to the point where her only response was, "Huh?" "Yeah, I'm kind of a sure thing." Beca grinned, before noticing the look on Chloe's face, which caused her to frown, "Is someth...

Mrs. Jones Seduces Allen Pt. 03

by wc2728 on Apr 22, 2020
Mature

Allen went to work Monday morning with a bit of nervousness, wondering if Mrs. Jones would regret the tryst they had on Saturday and shun him. He didn't have to wait long for an answer. A half an hour after sitting down at his cubicle desk, Mrs. Jones walked by and cheerily wished him a good morning in her usual manner. The difference on this day was she car...

The Morning After Pt. 05

by janedoe555 on Jul 6, 2020
Mature

Thank you all for being patient... I know a lot of you have probably lost interest at this point but, for those of you who haven't, I hope you enjoy this. Covid (ugh...) has been such a drag. When it started, I was so boggled that I couldn't write but now I'm really getting back into the groove. I have another two parts that are in the works - will most lik...

Can I Speak to the Manager

by LeatherWallett on Jun 1, 2020
Mature

Literal internet meme mom needs to speak to the manager because her six-week-old computer will not power on. Karen gets all her problems solved. * I had only been working in the tech portion of our local big box consumer electronics store for a few weeks. I had started after high school graduation as a temp employee while I was on the delayed entry program...

Roxy's Steamy Trip to the Big Easy

by RoxyS on May 12, 2020
Transgender & Crossdressers

Day 1 - Roxy Arrives. [The New Orleans installment of the travels of Roxanne Cox, a mature (kinky) cross-dresser from the DC area.] I arrive mid-afternoon at Louis Armstrong Airport from Washington DC and find my shuttle to my hotel just off the French Quarter. I am on the first day of a three-day business trip. Travel is the one time I get to fully dress...

Some CFNM during My X-Rays Pt. 03

by nothinginparticular on Jul 6, 2020
Exhibitionist & Voyeur

This is a continuation of a previous story about my experience injuring my hip and needing to get some scans done to diagnose the problem. I recommend reading the previous chapters first. ~~~ Over the last week I'd been reflecting on my visits to the imaging clinic. I'd met three gorgeous women: Lisa the sultry mature brunette receptionist who worked night...

Ashleigh Pt. 06

by Tangledskein on Oct 12, 2020
Erotic Couplings

Kirsty looked down and noted the bikini top on the ground by Simon's lounger, immediately putting two and two together. She glanced back at the smug looking Ashleigh and turning headed to the house, without responding to the obvious taunting. Simon's parents did not appear to be home, so she walked up to his bedroom and lay on the bed, she could hear the sho...