Milf Boy Stories

107,839 results
Orientation
Length
Source
Infinite Scroll

Awakening on Titwhistle Lane Ch. 02

by d10sizemore on Jan 21, 2020
Mature

Stephanie Sizemore stood just outside her son's room, her hands trembling and held tightly against her chest. My heavens, that boy is packing half his weight between his legs. Damian's mom had obviously seen him naked on more than one occasion but not recently. He'd apparently had a growth spurt, of which she was unaware. Her breathing was raspy and she was...

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...

Gang Bang Penny

by AnnGoode on Nov 19, 2018
BDSM

Editor's note: this story contains scenes of incest or incest content. *** It was the middle of the night. Penny lay in bed next to her sleeping husband, John. She was naked and had one hand between her legs and the other fondling one of her tits. She looked across at John thinking what a kind loving man he was. It was so sad that his sexual drive did not...

I Wanted to Meet a MILF For Sex

by Eroticalust on Jul 27, 2020
Mature

The first week at my new job had come to a close on Friday at six pm. I was grateful to Mr Brown for employing me at his factory after I was fired from my previous job four months ago for taking a day off on my ex-girlfriend's birthday without permission. I was apprehensive about taking the day off, but she said that I didn't love her if I didn't do it. The...

HotWife Iris Does Young Bros Again

by Aynsley on Sep 13, 2017
Loving Wives

As I gazed across the hotel room that we had just checked into, I caught an air of flirtation from my voluptuous MILF wife, Iris. If you caught our first story, you know that I had surprised Iris, by having her new young lover, Jack (28yo), bring his younger, virgin brother Jason (22yo), to our last 'date'. That night went really well, and Iris had asked me...

What a Holiday!

by Pussyrider on Sep 16, 2017
Group Sex

I'm a 38-year old mother of two children, aged 11 and 6. In 16 years of marriage I had never had an extramarital relationship. But that all changed when I went on holiday to Tenerife a couple of months ago. It's not that I haven't had opportunities over the years. I'm medium height with short curly black hair and a pleasant enough face, nicely shaped larger...

A Special Mother's Day Ch. 01

by RadBoi on Jun 1, 2020
Transgender & Crossdressers

Morning sunlight flowed through the window of a quiet bedroom. Only the sounds of birds chirping could be heard, but soon the sound of subconscious moaning and deep labored breaths gradually grew louder and more pronounced. A woman laid on the bed in the center of the room, her body loose and limp, clearly enjoying a well deserved rest. But soon something be...

Shared Again

by LuvShowinHerOff on Sep 15, 2017
Loving Wives

Shared Again, a Continuation of Sharing My Wife for the First Time This story continues from where the previous story left off ..... where my wife and I had just lived out the fantasy of watching her with another man for the first time. I thoroughly enjoyed watching my sexy wife being ravaged by another man. Seeing her in the heat of passion from a third pe...

M.I.L.F. Takes Charge

by mrsmillwood on Sep 12, 2017
BDSM

Preface: I had a story idea that I wanted to pass on since I know I won't have time to write it. It's based upon something that happened to me last summer. I would love to have people complete it. I think it would be interesting to see how many different directions it would go. Here goes: I'm a 47 year old divorced mother of 2, a 17 yo boy, Kyle and a 19...

Basement Parties Ch. 04

by LorenzoAbajos on Sep 25, 2017
Mature

It was shopping day. The circulars had arrived in the driveway, and I had made my list of things on sale. Plus the necessities, of course. Bread and milk, etcetera. I was dressed in a sun dress. And I was being a lady today. I was wearing panties and a bra. I finished strolling through the aisles, and I was at the checkout counter. Rodney was bagging my item...