‘older woman’ stories

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older woman 

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The Gray Mouse Pt. 04

Zhenya gets dirty tattoos to get even better.

NEW
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From Boy Toy to Baby Girl

A woman transforms me from her boy toy to her baby girl.

NEWH
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51
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The Sinflower Chronicles: Holly Ch. 01

Holly seeks employment at the Sinflower.

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Teacher's Temptation 01

Teacher quietly satisfies a student next to sleeping girls.

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Rediscovering Passion By Design

A heartbroken architect finds passion with a young engineer

NEWH
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4.5k
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Cumming in the Cafe

She doesn’t care who sees her cum in the cafe.

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3.6k
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Different Planet Ch. 29

Gene watches a disturbing video to get himself some relief.

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469
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Spring, Autumn, and Summer

Virgin Alfie meets older, vivacious Eve. And her daughter.

NEWH
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Mom's Fertility Clinic Ch. 11-12

A son helps his mother out at her fertility clinic.

NEWH
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108

The Maid from the Raid

Going on a police raid changes his life.

NEWH
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Harem Master - RPG story Ch. 019

First exploring aftermath.

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Words On My Lips

She taught him how to speak, he taught her how to love.

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Ms. Laura Pt. 03 Ch. 06

My vacation with a retired dominatrix.

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My Best Friend’s Nineteen-Year-Old Son

I start my best friend’s 19-year old son.

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An Exhilarating Train Journey Ch. 03

Wife learns more about being a flat chested slut.

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Unexpected Places Ch. 05

Peter and Kiera continue working on their debt.

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Jimmy’s First Modelling Job

Experienced women coach Jimmy to be an effective model.

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The Gray Mouse (Pt. 01)

A modest 50-year-old librarian opens the world of exhibition.

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Surprise! Boobs Uncovered!

She showed him her boobs. She never expect to see him again.

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Ben And Kathryn Start A Sex Club Ch. 03

A new teacher discovers what's going on.

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Ned’s First Time

Ned goes on vacation; meets a woman and becomes a man.

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Hot Boss Wants You in her Office

Yeah, I said I wanted to see you in my office...

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MILF Gets Possessive on your Date

Does my MILF pussy feels good?

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42(F) Me and My 18 Yo FwB Matt

Cheating milf sucks off her 18 yo lover.

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When Things Go Wrong

Older woman meets young woman.

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A Good Day Pt. 02

Things go farther between Mrs. H. and Justin.

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Who is Charlie Green? Ch. 05

What are M.I.L.F.'s Capable of?

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Different Planet Ch. 27

The docents take Gene away, to supervise him more closely.

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Rediscovering Passion

She was seduced by her girl-friend Teri.

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Better Luck Next Time, Carter

A cocky lawyer tests a new hire; he folds in record time.

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A Touch of Scandal

One thing leads to another and ...

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A Friend's Mom: The Prom

A young man goes to the prom with his best friend's mom.

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Hot Target Guy (750 words)

A shopper gets herself a heck of a deal at Target.

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3
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Professor Becomes Your Subby Slut

This might be the easiest A+ you've ever gotten.

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School Counselor Reprimands Carter

The guidance counselor disciplines a naughty student.

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Losing His Virginity

A young man deflowered by an older woman in a summer of lust.

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Different Planet Ch. 26

Gene discovers Vesse has been deceiving him.

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Hanson sequel: Lisbeth and the Son

Well trained sub teaches the deviant virgin.

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925
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8
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The Playthings of a Dominatrix

A Dominatrix fucks a husband, uses and humiliates his wife.

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Dude, You Slept With My Mom?! Ch.30

Brian survives church. Margarita mama. Unexpected reunion.

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A Taste For Young Women

A woman with a taste for coeds gets more than she expected.

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I Met Greta

I relish the joys of a beautifully seasoned woman.

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Amy & I Were Like Cousins Pt. 03

Amy and I have a bondage weekend.

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Dude, You Slept With My Mom?! Ch.29

Hotwife. Relationship advice. Naughty auntie. Coming clean.

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Wine, Tea, and Me

Zipora seizes the day with a much younger man.

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42(F) Me and My Hot Neighbor James

Milf got fucked hard by her younger neighbor.

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33
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Different Planet Ch. 25

The docents take Gene's DNA by force.

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Owned By My Futa Step-Mom

Post-grad Lyle begs his step-mother for a place to stay...

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Dude, You Slept With My Mom?! Ch.28

Little white bribe. Pizza delivery + tip. Hospital visit.

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Dude, You Slept With My Mom?! Ch.27

Fatherhood concerns. Mother/daughter fun. Teacher’s pet.

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42(f) Me and Hubby's Friend Jack

Milf got fucked by her hubby's young friend.

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Dude, You Slept With My Mom?! Ch.26

Incident at the Judge’s. Glazed donut-mobile. Blind date.

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Dude, You Slept With My Mom?! Ch.25

Washing machine repairman. Things get serious with April.

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Show Me the Ropes

Older woman takes in a younger woman who is a friend of her.

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5
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14
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I Prefer Mature Ladies Ch. 02

Confessing to Mom about my love for her.

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Different Planet Ch. 24

The docents are determined to collect Gene's DNA sample.

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Ms. Laura Pt. 03 Ch. 04

My Vacation with a Retired Dominatrix.

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Clothing Optional Yoga

Charlie's teacher might be flirting with him.

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A Summer Memory

She was a divorcee who was my neighbor.

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Helping Hands

New younger helper and older cook find mutual interests.

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Dude, You Slept With My Mom?! Ch.24

Nurses – collect the whole set. Bike rides with Elena.

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Dude, You Slept With My Mom?! Ch.23

Lovebug wants to join. Ron and Maggie weigh in. Daisy chain.

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Dude, You Slept With My Mom?! Ch.22

Hot tub time. Church. Ice cream w/Lena. Emily’s friend.

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I Prefer Mature Ladies Ch. 01

I began an affair with my mother's best friend.

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Caught Up in the Moment

Frat guy hears something fishy.

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16
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Smoke Like a Whore ch. 03

Marie learns a lot, and trades sex for cigarettes.

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42(F) Fucked My Daughter's Friend

Mature milf seduced by a younger guy.

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Jungle Juice Ch. 02

Liz succumbs to the powerful drink.

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MILF's Long Buried Secret Exposed

A young man unearths a secret about the MILF next door.

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Different Planet Ch. 23

Gene tells his troubles to his co-worker, who comforts him.

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534
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Your Best Friend's Mom is Free...

MILF seduces the best man at her son's wedding...

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Ms. Laura Pt. 03 Ch. 03

My vacation with a Retired Dominatrix.

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5k
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Different Planet Ch. 22

The colony is now harvesting semen for population planning.

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An Exhilarating Train Journey Chap

Wife learns more about being a flat chested slut.

4.31
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9.6k
8
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My Son’s Bestfriend Jerking off

Mature milf fucked son's best friend.

4.22
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50.8k
31
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75
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My Sub, Jolene Ch. 02

My sexcapades with Jolene intensify.

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The Red Room Chronicles Ch. 01

Desire is a thick door. The Red Room is what waits beyond.

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7.4k
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My Sub, Jolene Ch. 01

I met the mother of my classmate on my 18th birthday.

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25.2k
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The Hotel Bar - One Night Stand

Older Woman gets Propositioned by a Younger Man (you). [F4M]

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10.9k
13
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38
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The Nurse's Secret Pt. 04

Nurse's control slips as she gives in to forbidden desire.

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Harry's First Rhumba

Young Harry's heartbreak leads to passion on the dance floor.

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Different Planet Ch. 21

Tony's party finishes and he goes home with a friend after.

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The Nurse's Secret Pt. 03

Nurse cracks under pressure as our dangerous game deepens.

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Her Beautiful Boy

Mother welcomes back Her Beautiful Boy after a long hiatus.

4.11
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18.7k
14
2
56
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Keep Calm and Finger On

During a bombing raid, two virgins grow unexpectedly close.

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My Friend’s Virgin Son

Mature milf fucked a young guy.

4.3
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37.2k
30
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66
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The Nurse's Secret Pt. 02

Power shifts as the nurse returns, and the game continues.

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6k
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Ode to Robert Frost

My submission: 2025 Literotica 750 Word Challenge.

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3k
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10
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The Prince's Tutor

A young prince is educated by his older, experienced tutor.

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19
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The Nurse's Secret Pt. 01

A ruthless inmate uncovers a nurse's secret--and owns her.

3.93
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14.8k
6
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Rita Morceau Comes Full Circle

Unexpected romance, 8000 words, slow build, mildly erotic.

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1.8k
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Backseat Adultery

Max meets married Erin for a quickie in the backseat.

4.22
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11.7k
12
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26
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Forcefull Boss

Joey has a new boss who is very pushy. (750 word challenge)

4.46
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2.5k
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3
3
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Stacy's Mom

A Daughter's Gambling Debt Leads to a Compromised MILF.

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4.6
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34.4k
39
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Ms. Laura Pt. 03 Ch. 02

My Vacation with a Retired Dominatrix.

4.29
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3.2k
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1
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Love and Lust: Calendar Girl

Dick tries Kory’s “sex therapy” next with Calendar Girl.

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1.2k
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6

Different Planet Ch. 19

Tony tries to satisfy as many women as he can at his party.

4.29
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1.2k
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Blue Flowers of Trouble and Desire Ch. 05

Young man's relationship with much older woman.

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My Mother's Nylons Ch. 15

My life changes forever. Hailey comes over.

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4.9k
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Second Act

Widow breaks free from the chains of mourning.

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4.5
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5.2k
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16
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