Milf Boy Stories

107,839 results
Orientation
Length
Source
Infinite Scroll

She's Still Got It

by oxford_stud on May 4, 2020
Erotic Couplings

She and her husband were my parents' friends and now I was standing, mostly naked, in her bedroom and her hands were exploring my body. She'd been to our house loads of times and always wore clothes to show off her body. Short skirts and vest tops, or tight trousers and sheer blouse. And always high heels. She had great legs and a slim body, shoulder length...

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...

You're Not My Mom!

by Kuhaku on Apr 25, 2019
Fantasy

"Your Not My Mom!" is an interactive story mainly focused on the possession theme. There isn't a main protagonist, you could use whoever you want and even add new characters but, if you do so, please add a small description of them at least. Even though, as you can tell from the title, the story is mainly focused on possessing moms, you can even po...

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Best Friend's MILF Ch. 05

by MarshalMarmont1815 on Sep 9, 2019
Mature

Editor's note: this story contains scenes of incest or incest content. Written with help from Dean. * As Robby was driving home from the latest sexual tryst, he thought about the very full day. Ellie informed that she was pregnant with his child and she was looking forward to birth of the new blessing. Robby had sex with Rachel's and Ellie's daughters (Al...

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...

Soccer-Mom: Orgy at Frat House

by KissedMany on Sep 25, 2017
Group Sex

This is the fourth installment concerning the sexually inexperienced soccer-mom, Dorothy who goes to a swingers club for the first time and it changes her life. The first three installments were from the viewpoints of Frank, her husband, Dorothy and Mark who seduces and fucks her at the club. The next instalment was about Dorothy's meeting with her son's soc...

Lexi Ch. 01: My MILF Landlord

by RONIN1869 on Sep 25, 2017
Erotic Couplings

Mrs. Harrington, my landlord, had flown in to SF from Newport Beach. She said she was dropping by as a courtesy since she was already in town. She wanted to collect this month's rent and last month's past due rent. The fact that I was on my knees with my face buried between her thighs leads me to believe that she had preplanned the trip, this was no casual...

Tales of Seth and Travis Pt. 01

by pantywriter on Sep 16, 2017
Transsexuals & Crossdressers

The early June morning dawned misty but cloudless; it was forecasted to be one of those absolutely perfect late spring days with dry air, sunny skies and temperatures in the seventies. Nothing could be better. Whether it was the weather, or just his state of mind, but Seth woke in a wonderful mood. He sang quietly to himself as he made his bed, tidied up h...

Doc, Like What You See? Ch. 01

by pkumar282 on Sep 16, 2017
Interracial Love

Pavithra is probably the sexiest, instant erection-inducing MILF that I have ever come across; she is also my aunt. She is married to uncle Madhan and, since when I was a young boy, I have always referred to her as Pavi aunty. She must have had a perfect hour glass figure when younger but age had inevitably taken its toll. Nevertheless, she was still a verit...

Lubed 02: Attack of the Lubies Pt. 02

by PrevertOne on Sep 19, 2017
Erotic Horror

Part Two: Cody Cock (Thanks to Jen Lit Girl for the edit.) Young Cody Hall, unaware of the events across the street, was taking a shower. He'd gotten home from his summer job at Fat Jack's Pork Palace, sweaty and grease-stained after a particularly grueling day. The manager behaved shittier than usual and the daily quota of obnoxious, entitled customers e...