Milf Boys Stories

63,415 results
Orientation
Length
Source
Infinite Scroll

Hotwife Iris Goes to Party w/Jack

by Aynsley on Sep 26, 2017
Loving Wives

"Are you sure you're okay with this?," queried my beautiful 45yo wife. "Heck, yes," I said. "I am a little nervous…but in a good way. I think this is kind of exciting. I'm surprised YOU are not more nervous." "Oh, I am. But Jack is such a darling. And I think it's so cute that he wants to show me off to his friends," said Iris, as she continued to...

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...

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...

Fuck the MILF Slut

by RiaBella69 on Sep 13, 2017
Group Sex

Maria is a slut, she knows this, and she never hid that fact. For thirteen years she has been shackled in a loveless relationship. Perhaps loveless is not the word. Perhaps the correct description is lust-less. Her ex-husband at first did care for her, at first, he would buy her chocolates on holidays, and talk to her sweetly, call her things like “baby” or...

The MILF

by wutmytvben on Dec 23, 2019
Loving Wives

The MILF A young man gets more than he had hoped for. As with all this author's stories, this is a work of fantasy/fiction. Just as the story, "Jack and the Beanstalk," is not meant to encourage anyone to invest his life's savings in magic beans, so the author's stories are not to be understood as encouraging extra-marital sex. Note to the reader: This st...

Lily Aldridge, MILF Gone Naughty

by dirk_gently69 on Nov 16, 2020
Celebrities & Fan Fiction

Disclaimer: All the character are 18 years old. All events, characterizations depicted are completely fictitious. Prologue: A sliver of sunlight made its way through the closed curtains and fell on the master bed which was a tangle of disheveled white sheets and naked bodies. There were three people lying on the bed, as naked as the day they were born. The...

Inga Swenson Ch. 01

by JoMaddox on Sep 23, 2019
Interracial Love

(Thanks to everyone for the great feedback to my stories. This latest one is quite different. To everyone expecting another story of another thirty something milf and her horny teenage son you may be disappointed. This thirty something blonde finds her true happy place underneath and on top of young black teenagers. She eventually gets involved in a web of c...

MILF Gives Out a Halloween Treat

by RottenPines on Mar 17, 2020
Mature

A Naughty MILF Gives Out A Special Halloween Treat [Script Offer] [F4M] [Cock Sucking] [Ball Sucking] [Oral] [Anal] [Gangbang] [Creampie] maybe [Dirty Talk] [Puns] [Halloween] [Over 18] Description: Well, hello there, boys. Aren't the three of you a little old to be trick-or-treating? Normally, I only give out candy to cute little kids, but you three look...

Survivor: Celebrity MILF Island

by Charles Petersunn on Sep 15, 2017
Celebrities & Fan Fiction

This story was inspired by a suggestion of a Literotica member, as well as an episode of "30 Rock," in which the characters produced an episode of MILF Island. This story has a substantial element of mature (young men with older women) as well as CFNM, but with the MILF celebrities and the references to the television series, it belongs in the celebrity sect...

Naughty MILF Caroline Pt. 04

by scooter111 on Nov 18, 2019
Humor & Satire

Caroline has a day off work and is on her way to see her friend, an equally nasty stuck up bitch called Deborah. Deborah is a bit younger, 38 years old, a fucking tasty MILF. She hates her boring, fuckless marriage; loves hard cock and dresses to a high MILF standard which Caroline knows only too well, she really attracts rock hard cock. Deborah, is a weal...