‘older woman’ stories

Peter and Kiera meet in a different environment.

Theresa comes into the picture.

Her lifelong quest for knowledge about carnal knowledge.

A struggling artist finds an admirer.

Most people have a bucket list; I have a Fuck It list.

Continue Ms Elma.

A high school senior tried to deflower a nun.

MILF Gloria stumbles into the life of two young campers.

Most people have a bucket list; I have a Fuck It list.

How to date a (barely!) older woman.

A mother falls asleep, leaving him alone.

A disappointing moment in Charlene's life.

A young man finds excitement with a much older woman.

Two people in their 50s with very different backgrounds.

It's a secondary education center, not far from the college.

Shinny contemplates another year.

Losing my virginity to my friend's mom.

Lilian turns out to be wilder than I thought.

Hot young teacher & former schoolboy are finally equals.

Visit to my lonely mother takes a surprising twist.

The landlord needs my cock.

A man reunites with his best friend’s mother.

After a decade long wait, Sophie and her mum seal the deal.

Cougar Pam stalks and beds Tyresse and his date.

A girl with magnificent breasts is seduced by an old lady.

Gina gets more than she bargained for at a college bonfire!

All the monsters gather for battle...and pre-battle orgy!

Hot mom suffers brutal consequences for dick-teasing.

A small bull-boy gets a new start on a monstergirl farm.

Meeting Lilian, the high society lady.

While the cat's away. Their liaison continues.

A mother takes revenge on a young man who hurts her daughter.

A quick story about cunnilingus.

Young Roger satisfies an older woman.

Tyresse tries to get out from under their arrangement.

An older sister finds her lover.

A mother is now grateful for her son's bully staying over.

Grandmother turns working girl?

Mentor Pam dominants young black student teacher.

What could possibly happen if mom came back?

A teacher encounters a former student and sparks fly.

Falling in love with my best friend's mother.

A Tale from Pine Valley. Inspired by song of the same name.

Continuation of my elementary school teacher.

A (very kinky) lesbian retelling of Cinderella.

My mother in law gives in.

I ran into my elementary school teacher many years later.

At the beach house.

18 year old virgins first experience.

We do the dirty deed.

Edith visits me at work.

Just a nice Femdom tale that happens inside a shoe store.

An older woman fulfills a fantasy with a younger friend.

A girl’s first day at a Full Female Nude college.

A teacher falls for her VERY experienced student.

What happens when she calls her boss Mommy?

A young man's dream.

Middle-aged mom blackmails her daughter's boyfriend into sex.

A wife offers erotic summer sex to a young worker.

Pam Robinson's Cougar tendencies are born in Nashville.

She was my teacher in college.

A Tale from Pine Valley. Inspired by song of the same name.

With Helen away from work.

A cougar goes shopping, and not just for food.

Peter and Kiera get to know each other better.

A birthday to remember.

Prince Marius is reunited with the nurse who raised him.

will my plan work?

Callum helps Eve enjoy her disappointing holiday.

Finally hooking up with my older boss and crush.

An ignorant online fling ends in hot, incestuous breeding.

With Grace.

I start a new job.

Hypnotising my girlfriend's mother... Or perhaps not.

F/m theme park with a dark secret.

Pleasure for Myriam, pain for James.

I lost my virginity to my girlfriend's mother.

It took six months to build him up, one day to lay him down.

A mother's advice reveals an unhappy sex life.

An affair blossoms between a widow and a young man.

Fat redhead milf gets invited by frat bros to be gangbanged.

The CEO slut wishes a HS senior happy bday.

Never thought threesomes were so much fun.

A short story on a fictional affair with a woman I work with.

New jealousy fuels her lust for him. Also: cute baking!

Hitchhiker gets quite a ride.

A holiday job becomes so much more for one young man.

Paul's life takes a new direction with a hot woman his age.

Richard discovers that Mom's older friends are very friendly.

A caring cousin lends a helping hand.

Janet and Oliver prepare for Christmas.

Lewis and Alison tell her Parents - Last Chapter.

A strange but fateful day.

Seduced by the mother-in-law.

A career-focused male teacher gets distracted.

Her mother's best friend teaches her about orgasm denial.

Tom gets into some trouble with his daughter.

An invite to meet Pop doesn't go the way I thought it would.

A young man begins his college education.

A serpentine bandit queen seeks love in a human settlement.