Mature Stockings Stories

65,379 results
Orientation
Length
Source
Infinite Scroll

Getting To Touch His First Crush

by icravekitty on Sep 17, 2017
Mature

I am taking a night class at the local college. My boss told me I had to take it or he would have to let me go. I hated the idea at first but when I found out who the teacher was going to be that all went away. Sarah lived just a couple of doors down when I was younger. She was friends with my older sister Jill, so I would get a chance to see her when she ca...

Adventure with Older Rita Continues

by Nick08 on Sep 13, 2017
Mature

I couldn't stop thinking about Rita for the next couple of days and started to question my sanity. Had I been dreaming? Was the incongruous image in the front of my mind of the naked 59-year-old grandmother sitting in the village pub with her huge sagging tits and hairy pussy based on reality? It had started with my Dutch Courage-induced proposition to the...

Fat Indian Crossdresser Slut Gangbang

by bottomgay on Sep 16, 2017
Transsexuals & Crossdressers

I am your typical sissy bottom guy who loves mature men. My proportions being large, club me into the BBW category so only the daring types can enslave me. Mature men in the age group 35-60 attract me. Only young guys with very huge dicks are an exception. This is about a naughty adventure of mine which happened in a residential area in New Delhi. The hormo...

An Old Flame and a New Experience with His Wife

by babswalker on Sep 16, 2017
Anal

Shortly after our recent adventure we were meeting some friends for dinner and had decided to drop into the Filling Station for drink. As Tom ushered me in to the bar I did a double take because sitting at a table at the back I thought I saw a 'ghost' from the past, Carl. When I looked again it was definitely him, a bit heavier and obviously older but still...

A Birthday to Remember

by NB_Marg on Sep 13, 2017
Mature

*********************************** Disclaimer This story is both a work of both true events and fantasy. Bea is really a friend of mine and her son Steve is real too, as was his escapades of looking down my tops or up my skirts and going through my lingerie. Everything after that is purely fantasy, a "what if" as you will, if I at that point of time decid...

Older Woman & Stockings

by Hosieryboy on Sep 17, 2017
Mature

My first sexual stocking experience happened when I was 18 years old. I was visiting my Grandparent's home in Canton, Ohio. There were a few petting experiences that I had with girls my own age in the past, where the girls would let me stroke their legs to the tops of their stockings but that was about it. That summer in Canton, my mother's friend, Irene wa...

Story Tags and Searches

by wishfulthinking on Sep 18, 2017
How To

I read this really great story a couple of months ago, but I can't find it now. I'm sure it had black/blue and/or orchid in the user name, and it was about a girl and her boyfriend at her boyfriend's place for a party, and she ends up sleeping with his cute dad. (If any one knows the story I'm talking about, please PM me! Seriously) I've searched: boyfriend...

Meet My Secretary

by peterpeck on Mar 12, 2019
Mature

Allow me to tell you about Jane, my curvy, mature secretary. She possesses a figure so devastatingly ample and seductive it drives me mad with desire. My name is Scott Williams, a 35 years-old divorcee and managing director of Williams Electronics, and I've harboured a fondness about Jane's body for a very long time. But, there is a big but – and I'm not t...

The Lure of Lingerie!

by peterpeck on Nov 15, 2017
Mature

What young male hasn't been fixated by an older woman? Dreamed of being seduced by her maturity? Dreamed of sexual fulfilment ... without inhibitions ... under her tutelage? Well, I'm proud to say I fall into this category ever since the days of my pubescent erections, when I would fantasise about Aunt Sarah, a mature, voluptuous and very sexy woman who epit...

My Wife's Fantasy Come True

by RW1965 on May 1, 2018
Group Sex

From time to time my wife Carole will browse a swinger website for other married couples. She saves potential candidates and we review them together. This system has worked well for us and we have become good friends with several couples over the past few years. Recently, I passed by the computer and noticed Carole was reviewing a profile of a black male....