‘anal first time’ stories

A "what if..." fantasy story about me losing my anal virginity.

I learn to help myself.

18 year old gives up her virgin ass.

He finally asks his wife for what he really wants.

Sam loses her anal virginity.

She had to enjoy her first anal fuck before loosing her cherry.

Youthful aunt introduces nephew to anal pleasures.

Becky seduces two friends into taking her ass cherry.

He overcomes her reluctance and takes her virgin ass.

Julie's first experience of Anal Sex.

A tale of love and lust in the Caribbean.

His sex life takes a further change of direction.

Jess learns anal pleasure.

Beautiful dancer plays out a fantasy & gets gangbanged.

Nina gets examined and violated.

Sensual Sunday stroll down memory lane.

Finally take the plunge loosing my anal cherry.

Mom had a special request I was happy to fulfill.

She delves into the joys of anal sex.

Janet seeks an Arab lover and suffers the consequences.

An accountant and his wife enjoy hot anal sex.

First time anal sex story from female POV.

Coach gives her a pleasure she won't forget.

Thom introduce Mollie to the pleasure of anal sex.

Bi neighbour introduces her lesbian neighbour to anal sex.

Woman completes her preparation for anal sex.

First time sex with a cousin leads to anal exploration.

Training for anal intercourse.

Mistress claims reluctant male slave's anal virginity.

An intrepid first journey through the back door.

She recalls a pleasant morning in the kitchen with her lover.

In payment for services rendered.

She gives her grandfather her virginity - all 3 of them.

I learned how anally erotic I am.

From an anal virgin to an anal slut.

A rough first encounter with anal sex.

A first time pegging story

Pleasure, punishment and first-time anal

Teenager discovers good sex and loses her anal virginity.

Victorian widow Grace runs away and ventures in a New World.

Charlotte didn't know her virgin ass would pay her master.

this is a story about how I fucked my girlfriend's daughter.

She eagerly gives him her anal cherry in the shower.

Tara comes to terms with Daniel's cuddling with his mom.

He teaches her the formula that gets him everything he wants.

A husband's back rub turns into something unexpected.

A viral Valentine's Day love spell backfires.

Young woman gets a glimpse of her new life.

His first time being, well, fucked with a strap-on.

We revisit a younger couple to fulfill a specific request.

A loving wife gives her husband her anal virginity.

My first time; a 25 year old bear cub fucks me.

Virgin ass no more, I wanted to play and turn him on.

Couple breaks in wife’s new shoes, and her ass.

Women are often unpredictable, & Elena is no exception.

Their first foursome.

My anal awakening.

A wife's first time.

Katrina gives her virgin rear to her lover.

Woman continues her preparation for anal sex.

Account of a trip with my mother in law.

Her affair leads her into depravities she never imagined.

Tracy gets her ass fucked but not the way she anticipated

Blonde Dayna and her BF Georgia share Georgia's hubby.

I finally take her anal virginity.

This may be Audrey's first time, but it won't be her last.

Silky loses her anal cherry.

A sexy evening leads to Joy's first anal fuck.

Shy stablehand recounts first time and how it changed him.

Tabbi experiences her first anal sex.

Anal virgin has the perfect next door neighbor!

Jay was like family at the annual camping vacation.

Megan could be Matt's perfect girl.

A housewife cheats to get anal.

Bastard. aaauuchch. aaaaahhh.You bastard. Not in my arse.

Alicia loses her innocence to a much older man.

Curvy cougar loses ass virginity to young muscled swim coach.

Three's not a crowd.

Her desire to remain a virgin leads to alternative love.

Beth enjoys her first anal experience.

Asian girl wants to be taken by a white stud or does she?

First anal experience leads to an unexpected event.

She's new to anal, and she gets a surprise on her brithday.

A couple discover the joys of anal sex.

A young lady asks an older man for a favour.

The Tale of Agnetha and Draxas.

My first time fucking her beautiful ass.

Kassandra learns there is a third way a man may take her.

Officer Karl makes sure she's punished properly.

No one told her she was required to gape for the camera!

First time anal love.

Nicole begs for reconciliation by offering her Anal cherry.

He loses his virginity to his friend's hot mother.

Sex-slave trapped on a yacht.

Four men have fun with Erin over a long weekend.

Mistress takes a virgin ass.

He takes her ass for the very first time.

How she learned to accept a cock in her ass.

Carl gets my anal cherry and Mary watches.

A couple tries anal for the first time.