Milf Chastity Stories

11,971 results
Orientation
Length
Source
Infinite Scroll

Carl & Chastity: 2nd Date

by Ninjafish on Sep 14, 2017
Erotic Couplings

Chastity didn't ring until the evening. She had had quite some debate with her friends over a coffee in the morning about how soon is too soon, the usual argument erupted. The married friend telling her to not play games and ring straight away, the single friend telling her to wait a week and even then tell him you are busy. Sadly she never managed to put tw...

Candace's New Years Eve

by Dominic_Lee on Sep 17, 2017
BDSM

Chastity had worn her locking heels out quite often and no one ever mentioned them. Normally she would hide the locking portion under a pair of jeans. All anyone ever saw was another pair of black heels, which she owns a lot of. This is until New Years Eve. Aiden asked her to wear them out to the club that night. He liked them and wanted her in them tonig...

Inga Swenson Ch. 03

by JoMaddox on Sep 24, 2019
Interracial Love

Inga suddenly had second thoughts about what she had just done. But a part of her wanted the street thug and drug dealer to at least come over to her house. Since that day at the party, the Swedish milf had thought about what it would have been like if she had somehow ended up with Tone and his friends instead of with Marcus Jefferson. She could still rememb...

Another Football Season...

by R_U_Romantic on Sep 14, 2017
Erotic Couplings

It's the middle of August and already my son of a bitch husband has started his annual pilgrimage to his "man cave" to watch football. It doesn't matter if it's college or the pros Barry just can't get enough. From now until the middle of January I'll be a football widow and he'll forget that I even exist. Pre season means Thursday night games of the loc...

My Very Own MILF

by Bakeboss on Sep 14, 2017
Mature

After being married to Irene for over forty years, I couldn't imagine her having any secrets from me but I sure found out I was wrong. Our boss wanted to get an early start on the long Labor Day weekend so he closed our office before noon. I came home to surprise my wife and to enjoy our long weekend together. I walked into our bedroom and immediately heard...

Practical Milf Keeping

by PrevertOne on May 21, 2019
Sci-Fi & Fantasy

Thanks to Todger 65 for the edit. Gragonog The Ravisher stared at the tangle of flesh before him. His tusked face wore a confused expression, uncharacteristic for him. The pile of flesh was located within, what he had thought was, a carefully constructed pentagram. The tangle of limbs and flesh wriggled and wraggled, scrambling like an epileptic spider....

Lesbian MILF Seductress: Pop Star

by silkstockingslover on Sep 26, 2017
Celebrities & Fan Fiction

Summary: Bree earns backstage tickets to a Selena Gomez concert and... Note 1: Thanks to Jedd for inspiring the story. Note 2: All characters are at least 18, yada, yada, yada. Note 3: In this story I bandy about the names of a number of real-life celebrities, and Bree gets intimate with Selena Gomez herself. In case it needs saying, this is all done fict...

The Abdominal Snowman

by Cashmere_Snow on Jun 1, 2020
Sci-Fi & Fantasy

This is the second story in The Erotic Adventures of Chastity Summers. It follows Romancing the Raptor. ** Chauncey Adams started the day with a light breakfast of coffee and toast, explicitly avoiding any added sugar or cream or condiment that might irritate his bowels on such an important day, but, with each exhausted, stumbling step through the darkness...

Betty and The Uninvited Guests Ch. 01

by PrevertOne on Sep 13, 2017
NonHuman

Thanks to Todger 65 for the edit. As Betty Gregg finished washing her dishes after a solitary but rather pleasant dinner, she heard a gurgle and turned to find herself confronting a giant, slimy slug. Her first thought was, "Oh no! A giant slimy slug!" Her second thought was, "Oh God! Another alien!" And her final thought was "Oh damn! It's making a mess on...

Paul's Birthday Gift: My Wife's IUD

by donaldelliott11 on Jun 1, 2020
Group Sex

[The idea for Paul came from a Reddit post. The author, who has since deleted his account, gave his approval for me to expand, elaborate, develop, and publish this story as my own.] ***Our First Bull*** I'd wanted this for so long: a hard young teenage dick for my wife. She laughed about it, didn't take me seriously. Called it my "frat-cock fantasy," or my...