Lesbian Milf Slut Strap-on Anal Sex Stories

17,706 results
Orientation
Length
Source
Infinite Scroll

Turning Contest: A Kinky Cuckquean

by silkstockingslover on Jul 17, 2019
Lesbian Sex

Summary: Black bitch is caught fucking in store and cuckqueaned. Thanks to: Thanks to hfernandez1983 for the story idea suggestion. Thanks to 2: Thanks to Tex Beethoven, Robert, THE TURNING CONTEST is a week-long competition between five MILF best friends over who can turn more straight teens, college girls and women. The prize: The winner gets a weeke...

Lesbian Seduction: A Stockings Tale

by silkstockingslover on Sep 18, 2017
Lesbian Sex

Summary: A lonely bi-curious MILF falls for an on-line teen Mistress. Note 1: This is a long story...so patience is a virtue. Note 2: This story is also an ode to one of my favourite fetishes, well okay definitely my favourite fetish, silk stockings. Note 3: This story is dedicated to Maureen who suggested the idea, is also a stocking lover, and is the...

Fall of a MILF: A Submissive Tale

by silkstockingslover on Sep 25, 2017
Lesbian Sex

Summary: A lonely MILF discovers her surprising lesbian side online. Note 1: Thanks to Tex Beethoven, Robert, David, and Wayne for editing. FALL OF A MILF: A Submissive Tale I was home getting dinner started when I heard the front door open, then slam shut. That was all the warning I needed; Hailey hadn't had a good day at school. She barged headlong into...

Lesbian MILF Seductress: Pre-MILF

by silkstockingslover on Sep 25, 2017
Lesbian Sex

Summary: 18-year-old Bree tells the story of her first 8 submissive pets. Note: Thanks to Jedd for the story idea and even some dialogue. Note 2: Thanks to MAB7991, Robert and goamz86 for editing the original story in 2014, and to Tex Beethoven, for helping me add a fresh coat of polish in early 2019. Note 3: This is a prequel to all of Bree's MILF seduct...

Submissive Soccer Moms: Rich Bitch

by silkstockingslover on Sep 25, 2017
Lesbian Sex

Summary: A young lesbian soccer coach seduces a rich upper class mother. NOTE: A special thank you goes to Steve B for his editing suggestions and Estragon for his exhaustive copy editing work. * Layla loved summer: the hot sun, the sandy beaches and the soccer season. Layla was 21 years old and had just finished her second year of college on a soccer sc...

Lesbian MILF Seductress: Spa

by silkstockingslover on Sep 18, 2017
Lesbian Sex

Summary: A spa owner is seduced and turned by seductress Bree. Note 1: Thanks to Jedd for inspiring the story. Note 2: All characters are at least 18, yada yada, yada. Note 3: Thanks to: Tex Beethoven, Robert, Scott and Wayne for editing this story in 2017, and to Tex Beethoven for helping me add a fresh coat of polish in the spring of 2019. Note 4: This...

Lesbian MILF Seductress: Halloween

by silkstockingslover on Oct 21, 2019
Lesbian Sex

Summary: Teacher's lez side is awakened by chance encounter. Note 1: This story is a 2019 Halloween Contest story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: This story stands on its own, but if you want to read more BREE stories, check out the following (listed in chronological, not date published, order): Lesbian MILF Seductress: P...

Lesbian MILF Seductress: Church Mom

by silkstockingslover on Sep 25, 2017
Lesbian Sex

Summary: Bree seduces friend's conservative, sexy mom. (Originally written in 2016, revised in early 2019) Note 1: Thanks to Jedd for inspiring the story. Note 2: All characters are at least 18, yada yada, yada. Note 3: Thanks to: Robert, Wayne, goamz86 and Tex Beethoven for editing this story in 2016, and to Tex Beethoven for helping me add a fresh coat...

Lez Discovery: A Church MILF Pet

by silkstockingslover on Dec 23, 2019
Lesbian Sex

SUMMARY: A MILF is seduced by her daughter's popular friend. Note 1: This is a Christmas 2019 Contest Story so please vote. Also all characters are 18 years of age or older. Note 2: Thanks to Tex Beethoven, and Robert for editing. * "Eat my cunt," Raygon ordered rather loudly as her orgasm was building at the eager tongue of her newest pet... her lab par...

Lesbian MILF Seductress: Librarian

by silkstockingslover on May 15, 2019
Lesbian Sex

Summary: MILF is slowly drawn into a submissive lesbian world. Note 1: This story was originally going to be a submission for a one-day special event ON THE JOB, but as it got way too long, I ran out of time and sent in a different story for that event. Plus, I wanted to make sure the first BREE story in quite some time got the loving attention it deserved....