Mature Caning Stories

30,196 results
Orientation
Length
Source
Infinite Scroll

Brian's Mom

by Madam-Cecilia on Sep 12, 2017
Mature

I was just out of high school when it happened. I stopped by Brian's to see if he wanted to go fishing. I knocked but no one answered. It wasn't unusual for me to walk on in and head up to Brian's room if no one answered so that's what I did. As I got to the top of the stairs I saw a light coming from his mom's room. I was going to head on past to Brian's ro...

Online Dating

by Nox661 on Sep 12, 2017
Mature

Online dating was weird, and he had dated a lot of weird chicks. Like seriously a lot... There was the chick with the sock puppet. Thats right, an honest to god sock puppet. The date had started out pretty well, they had laughed, they had joked and he was pretty sure he was going to get laid when she had invited him back to her house for "coffee". Then some...

I Hate My Ex! Ch. 01

by thev_666 on Sep 13, 2017
Romance

Author's note: Hi guys. I've been a huge fan of this site and its brilliant authors and enjoyed the stories for many years. I really feel like trying something on my own. This is the first story I've ever written like this. Positive criticism will really help. About the story, it is mostly fictional created by some ideas from some real life experiences of mi...

Illicit Desires Ch. 01

by misterwho on Sep 12, 2017
Mature

He had never, ever looked at the maid with those kinds of intentions. But increasingly Sundar had found himself struggling with the way his body felt when she came in the morning and wished him in the morning. And then today happened. Sundar was 72 years old and had daughters who were older than the maid. She was just a 19-year-old girl. She was a city-bred...

A Basketball Team Gangbang

by pussylove69 on Sep 26, 2017
Group Sex

Anne was the waitress in the pub that they local basketball team regular visited after each match. Anne was 37 and quite a sexy woman. She had black, curled hair cut at her neck and green eyes that gave her the look of a wild cat. Her body was still quite slim, but not thin to the bone at all. She had all the sexy curves at the right places. A fine, nice pie...

The Hot Dog Returns

by HarryOrwell on Sep 15, 2017
Mature

Sally was so brazen that night at Angela's. I had just met them all, proper seniors in plush environs, obvious money. The party was for Angela's dog, who I had found almost frozen to death, and had nursed back to health. This sort of made me a minor celebrity among them. I stood out for another reason: I was 25 and the youngest after me was probably 60. Mos...

The Cruise Ship

by alanc on Sep 14, 2017
Mature

I'd never been on a cruise before, it had just been a last minute decision whilst trying to decide on a holiday looking in the travel agent's window at the cancellations. But I must admit that it had definitely been one of my better decisions. Here I was now cruising round the Caribbean for a fortnight for probably the same price it would have cost to go to...

Taking Ruth Home

by ALawyer on Sep 17, 2017
Mature

My mother-in-law continually amazes me. She is always alert to any opportunity for sex. We are sitting at the dinner table tonight. Ruth, my mother-in-law, a very young sixty five, is sitting next to me, with my wife, Beth across from us. Ruth says to Beth, “I don’t see that salad dressing you had last time, the French vinaigrette type.” Beth says, “I hav...

Next Door Neighbor Ch. 01

by WHEELLOVE on Sep 17, 2017
Mature

I would like to thank GentWithHandcuffs for editing this story for me. If you read "Nurse's Aide" you'll know, my name is Mike; I'm a twenty five year old physically disabled guy confined to a wheelchair, living with my parents. This story is kind of a continuing of "Nurse's Aide" but you don't have to read that story to enjoy this one. * One day my dad...

Free Universal Carnal Knowledge Pt. 43

by Londonchap on Sep 15, 2017
Novels and Novellas

XLIII "An unusual birthday present" As she heard my approach Laura stood up and faced the door with bated breath and an expression of fascinated terror on her face. But as I entered, she all but collapsed. All the air seemed to go out of her as if she had taken a haymaker in the midriff and with a kind of combined snort and chortle she sat down abruptly on...