Mature Widow Stories

32,717 results
Orientation
Length
Source
Infinite Scroll

He Owns Mum and her Friends Ch. 01

by Jack1107 on Jul 10, 2018
Mature

Tom had left the office early as he had a wine delivery this afternoon. He loved his wines. He was a lawyer and at twenty-six was the Senior Partner of his father's firm. His father had died eight years ago. Miss Gibson, who was a spinster and an outstanding lawyer, was the Managing Partner. She was the one that ran the firm. He lived with his widowed mother...

Freedom and the Widow Ch. 02

by Sputnik57 on Sep 14, 2017
BDSM

Wanda showed Victoria around the closer edges of her large garden; the lawn was impeccably trimmed and wed free, various blooms such as blood-red roses shone out like beacons. A gardener tending the plants stopped and bowed as they approached. "That's OK Bradbury, you may carry on. You're doing a very good job; you do enjoy giving your time to arrange thing...

Gloria and Tony

by Jena121 on Sep 13, 2017
Erotic Couplings

TO RENT:- Large room available to single working man. Bath and laundry facilities available. Also meals if required. Enquire within. This was what I had been looking for, for weeks now. I just wanted to get settled into a space of my own where I could have peace and quiet. I had recently been divorced and left the house with the wife. Thank goodness we didn...

The Widow's Club Ch. 01

by Jackobin on Nov 16, 2020
BDSM

[This story has many aspects and could have also been listed under the Mature and Fetish categories, among others. It has some references to bodily functions, so if that bothers you, I suggest you read no further. All characters in this story are well over 18 years old.] Millie reveals her perverse longings to Dotty who finds the ideal solution When Mrs. M...

Freedom and the Widow Ch. 17

by Sputnik57 on Sep 14, 2017
BDSM

Victoria was aroused as never before having witnessed the harsh and permanent treatment of the male; she knew the newly castrated wretch would be looked after, put to good use by one mistress or another and displayed as a novelty, his permanent humiliation assured he would now know and enjoy new life at the hands of women. The crowd applauded as Sylvia Renne...

Houseboat Log Ch. 01

by professionalpaul on Sep 14, 2017
Mature

Part 1, The Christening My name is Paul Johnson. I retired from my desk job at 64, took off the extra pounds put on by 10 years of inactivity, and took off for Sarasota in search of a new life. My divorce was final, I still had a sizeable 401(k) after the separation of assets and my kids are educated and out. I wanted a life on the water and close to S...

My Cup Runneth Over Ch. 01

by Jollyjumper212 on Apr 22, 2020
Romance

This is the first in a series of episodes that involve mature women who share one thing in common. Let's just say they are Rubanesque in stature. One can ask with validity why a man would write such a saga. I don't know quite frankly. The thought just came to me once and I followed it taking several months off and on to complete it to my satisfaction. I trus...

Pleased to Meet You Ch. 03

by Jackobin on Oct 6, 2020
Mature

[This chapter will make much more sense if you read chapters 1 & 2 first. This is only my second story here at Literotica. I have posted it in Mature, but it could also have been posted in Fetish, BDSM, or Romance. Obviously, it has a range of themes. Everyone in this story is well over 18.] The shy little widow from next door craves punishment and it is pr...

Mature Widows Ch. 02

by andy_r_14456 on Sep 25, 2017
Mature

In Ch. 1, I met a mature lady, Emma, who became my lover; she left for Florida in October 1963; before she left, she introduced me to Bev. November 1963: I had not heard from Emma since she moved to Florida; I assumed she was busy with her new life. Two weeks after Emma left for Florida, on a Wednesday evening, I went to Charly’s. After I sat at the bar, I...

Mrs. Hansen Ch. 02

by buzltyr on Sep 19, 2017
Mature

Mrs. Hansen Part 2: My First Time Thanks to all for your comments and criticisms. When I heard the car door slam I grabbed my towel and raced up the stairs. Just as I was closing my bedroom door I heard my mom shout, “Lois, how good to see you. Did Jason let you in?” “Yes, Connie he had just got out of the shower and as soon as he let me in he dashed of...