‘first time anal’ stories

Kate experiences a first with Castle.

New into town - The guilt trip.

Surprises start in the morning, but go throughout the day!

Laura talks Tommy into trying it with a man.

Taking her in every way.

Katie and Will's relationship takes a new and final turn.

Teens Toni and Rachel party with a male friend.

Inexperienced girl seeks gay guy for anal initiation.

I give all of myself to him for the first time.

Darin takes Rob's cherry in a weekend of threesome sex.

A young lady's further debaucheries!

A night of firsts.

Good things cum in those who wait...

She was once taken by her cousin, now their reunited.

Spilling beer has never been so fortunate.

Feline incited misadventure turns amourous.

Newlyweds discover anal sex together.

Dinner and romance lead to a special reward for you.

Doctor and nurse find love on a move across country.

One slave's thoughts about first time anal sex.

An 18yo gets wrecked by 29yo and 45yo.

Nana is fully 'broken in' to her new job.

Husband and wife enjoy a passionate evening.

Round two with Rachelle means I take her ass.

She and her lover, alone in the woods.

Ros meets her husband's friends and makes them feel at home.

Maria and I get to know each other further...

An exciting homecoming for a lover.

Tony takes my anal virginity.

The neighborhood is friendly, so the Devil settles in.

When Luka starts over he learns more about himself.

Part one of a three-part sequel to Predators.

The story of Kasey Legs.

The stranger knew all his fantasies? How?

Kate's first anal sex, the end of the vacation.

Romantic get away turns into a loving wife opening up.

Looking after her customer’s needs.

A sequel to the original story, I did go back to work.

After years of waiting, Klaus finally gets his red lips.

Plumber stops by to play with his new toy's ass.

An abusive client subjects Dani and Bianca to an ordeal.

Kali and Nik entertain hotel guest and try something new.

Jennifer Continues Kate's Sexual Education.

Dom finally comes home to his Sub after being away.

Christmas Day has arrived for the Martins and their guests.

Naive girl leaves the farm for the first time.

Straight guy ends up liking having his ass eaten.

Jake gets a mysterious call from a stranger.

...learn the rules.

Chance meeting brings young woman's fantasies to life.

Kasey must make a decision to run or stay.

First time anal, boyfriend offers comfort & care.

Boundaries broken & fantasies fulfilled with fiance's cousin.

First time anal, boyfriend offers comfort & care.

Donna offers Todd her anal cherry.

A young woman finds her true self.

Cat, Colt, & Jem- the final resolution.

Sub loses her anal virginity to her Dom.

Monty finally gets Chase’s ass… and his heart.

He fulfills her deepest fantasy of being tied down and taken.

Two hard up students have an idea for extra income.

Aiko and Gerald try something new.

Voice training really pays off.

A sick man finds he has really good insurance

A gay man falls in love with a straight one.

The joy and pain of anal, getting hubby to do it.

With Maggie's turn complete, Taisha puts Sam in his place.

Brandi plays with toys and decides she wants the real thing.

My adventures continue with my first anal experience.

A gentlewoman and her maid whore themselves to sailors...

Ex-lovers re-unite, and re-ignite the flame.

Tending to an Expanding Flock.

Alegra gives into fantasy with her mystery lover.

Gina gives Joey a makeover, turning him into Julia.

I wanted it, and I got it.

Long distance relationship between two lovers.

Molly passes on the Irish slut baton.

My first time as a Dom to a couple.

All's fair in love, war, failing marriages and business.

A Hollywood producer's greatest Christmas memory.

From the Kohala coffee fields to Waikiki hotel rooms.

Widowed wife's friend has a secret life and a craving.

Nicole Evans loses her anal virginity to Jamie King.

She surrenders her ass, her last unused hole.

A figurative complaint becomes literal.

Removalist gets more than he bargained for from a client.

Brad introduces Michael to some of his jock buddies.

Used Online Personals to Hookup, 3rd times the charm!

A shocking revelation has heady consequences (mf).

Out of Town.

Logan takes Sebastian's 18 yo cherry ass, Jeremy joins in.

Jake and Ethan's movie scene rehearsal goes off-script.

Isabeau's story; hints of what is to come.

10 Yrs Later - My Ultimate Threesome Comes True.

In love with Andy AND my latest role-playing game.

A girl accepts a strange offer online and finds her calling.

Please...

Hot housewife gets ass drilled by demonic snowman

Matt & Odessa go dark on Halloween with first time anal...

I begin seducing a virgin teen over the phone.