‘anal first time’ stories

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anal first time

In-Depth Anal Research

My BFF and me get our anus stretched.

Anal 07/21/2018

Horsemaster's Captive Pt. 03

A need met, a reward given, as told by the Horsemaster.

Anal 07/12/2018

An Offer He Can't Refuse Ch. 07

Lyla and Mike have a talk, and more.

Incest/Taboo 06/30/2018

Homework Assignment Ch. 01

The "full report" Master requested- at least, the first part.

BDSM 04/18/2018

Loopholes Ch. 02

Tessa has an amazing surprise for Nick...

Anal 02/15/2018

He was My Boss Ch. 02

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

Gay Male 02/14/2018

Lifestyle of a Housewife

A housewife cheats to get anal.

Anal 01/17/2018

How I Fill My Ass

My journey of filling my asshole.

Anal 01/03/2018

Back Rub

A husband's back rub turns into something unexpected.

Anal 11/30/2017

Chloe's List

A first time anal story featuring a man and woman.

Anal 11/19/2017

In The Playroom

Pleasure, punishment and first-time anal

BDSM 10/31/2017

Anal Peep Show

Young man discovers anal sex for the first time.

Gay Male 09/20/2017

I Want Your Anal Virginity

I promise to be gentle.

Text With Audio 08/17/2017

Borrowed Dreams

A chance encounter in a store lead to new experiences.

Exhibitionist & Voyeur 08/07/2017

Our Story Ch. 02

He takes my ass.

Anal 08/06/2017

My Anal Questions Answered

I learned how anally erotic I am.

Anal 06/03/2017

Back End Love

A couple tries anal for the first time.

Anal 04/03/2017


Phil and Ben help Linda keep her chastity vow, technically.

Anal 03/28/2017

Drunk Samantha

Drunk Samantha is way naughtier than sober Samantha.

Anal 03/01/2017

Grandpa Wants My Ass

Grandpa fucks grandson.

Anal 10/25/2016

Jeff and Paige

Love between and older man and a young woman.

Anal 10/12/2016

Shemale Bar

Straight guy goes into a shemale bar and is forever changed.

Transsexuals & Crossdressers 03/08/2016

My Loss to Arabia

Janet seeks an Arab lover and suffers the consequences.

Fetish 02/05/2016

Ashley’s Anal Curiosity

Threesome with husband and her sexy best friend.

Anal 01/26/2016

Sugar Heart Ch. 05

Richard and Buddy go deeper, at last.

Gay Male 11/24/2015

The Groom's Tale

Shy stablehand recounts first time and how it changed him.

First Time 08/08/2015

Good, Clean Fun

Young couple discovers anal pleasure.

Anal 06/30/2015

Revenge of the Nerd: Ex-Bully's Mom

Nerd dominates bitchy MILF and takes her virgin asshole.

Mind Control 05/27/2015

Buttfuck Buddies Ch. 01

Nick and Mia's passion for anal sex inspires Ashley...

Anal 05/08/2015

Taken for the First Time Ch. 01

An older man takes a willing first timer all the way.

Gay Male 04/17/2015

Her Brother Ch. 01

I thought I was in love... then I met her little brother.

Gay Male 03/02/2015

Backdoor Sweetheart Ch. 01

She's his neighbor, his best friend and so much more...

Anal 02/21/2015

Unexpected Awakening

Married guy finds his bi side when wife's back is turned.

Gay Male 02/04/2015

Sweet Baby James

Argument leads to a first.

Anal 01/06/2015

It Started With a Kiss

A tale of longing, insecurities and sibling love.

Incest/Taboo 11/19/2014

I Bet You'll Like It

His roommate is sweet, cute and she's into butt stuff...

Anal 11/18/2014

Anal Summer Ch. 01

An erotic coming of age tale of sexual awakening.

Anal 10/27/2014

Picture Perfect Ch. 03

After some unfinished business, Jason finally bottoms.

Gay Male 10/14/2014

Because I'm Your Sister Ch. 02

Loving siblings wake up to a dream come true.

Incest/Taboo 10/04/2014

Straight Teacher Turned

Straight teacher is turned by two ex-students.

Gay Male 09/24/2014

Whatever Didi Wants Ch. 04

Plans for the summer and a new experience for the siblings.

Incest/Taboo 09/18/2014

Weird Sisters Ch. 02

His girlfriend's twin sister has a weird request.

Incest/Taboo 08/15/2014

Weird Sisters Ch. 01

Weird consequences of his girlfriend's fight with her twin.

Anal 08/14/2014

A Birthday Butt Plug Surprise

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

Anal 07/26/2014

Norse Myth Models

Nude modelling isn't about sex. Honestly...

Anal 06/26/2014

Sensual Anal

A young woman's first experience with back door love.

Anal 06/05/2014

Taken by the Wolf Ch. 14

Bella loses her anal virginity

NonConsent/Reluctance 02/15/2014

AnnaSophia Goes Anal

AnnaSophia Robb asks friend to take her anal virginity.

Celebrities & Fan Fiction 01/24/2014

My First Anal

Nicole begs for reconciliation by offering her Anal cherry.

Anal 01/21/2014

The Hard Hit

A hitman is surprised by his attraction to his target.

Transsexuals & Crossdressers 11/24/2013

An Ordinary Man's Life Ch. 09

Donna offers Todd her anal cherry.

Romance 11/20/2013

Revenge is a Dish...

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

Anal 10/05/2013

First Time For Everything

Anal virgin has the perfect next door neighbor!

Gay Male 09/06/2013

Garden Pleasure Ch. 02

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

Anal 09/05/2013

Shower One-on-One

She eagerly gives him her anal cherry in the shower.

Anal 08/30/2013

Trust Ch. 03

A gay man falls in love with a straight one.

Gay Male 08/14/2013

Take Two

She wants to try anal, but why should her pussy miss out?

Anal 07/12/2013

Three Cheers for Aldo

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

Anal 06/17/2013

Anniversary Present

A loving wife gives her husband her anal virginity.

Anal 06/14/2013

Sis's Anal Awakening

My sis finds out she likes butt stuff, and I lend a hand.

Incest/Taboo 06/05/2013

Amanda Does Anal

First time anal [MF, college girl, daddy's friend].

Anal 05/23/2013

Fuck My Ass!!

A mature woman knows what she wants and what she needs.

Anal 05/21/2013

Dreaming of You

Katie dreams of losing her anal virginity.

Anal 05/17/2013

Ethan's Grace - Anal Edition

Ethan introduces Grace to anal play.

Anal 05/12/2013

Old Man Discovers... Ch. 12

...hopefully it won't be virgin long.

Gay Male 04/24/2013

Shelby's Troubles

Shelby gets more than she bargained for at the chiropractor.

Anal 04/09/2013

Braining Ch. 05

Blair and Jenn.

Mind Control 04/02/2013

School Girl Blackmail Ch. 02

The night continues.

NonConsent/Reluctance 03/20/2013

First Time Swinging

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

Group Sex 03/18/2013

Whore Elle: Gives up Anal Cherry

Before I became a whore, I had to lose my anal virginity.

Anal 03/07/2013

90% True Ch. 09

How Jen lost her anal virginity.

Anal 03/06/2013

Filling All Cavities Ch. 01

Dentist takes wife's and mother-in-law's anal virginity.

Anal 03/02/2013

Chains of Fire

A slave learns to love anal.

BDSM 02/23/2013


Unexpected visitor gives a cd her first time with a man.

Transsexuals & Crossdressers 02/07/2013

Lariats and Lacrosse Sticks Ch. 04

A spring break camping trip.

Gay Male 01/28/2013

An Ass for Valentine's

Katrina gives her virgin rear to her lover.

Anal 01/22/2013

Experimental Anal

First-time anal among young lovers.

Anal 01/20/2013

The Night I Lost My Virginity

Tale of a big woodsman being taken by a small woman.

Anal 12/29/2012

A Bear Cub Takes My Virginity

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

Gay Male 12/27/2012

Sensually Assaulted Ch. 02

Officer Karl makes sure she's punished properly.

NonConsent/Reluctance 12/23/2012

Friend's Hot Mom

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

First Time 12/06/2012

Labor Day Weekend 1974

Jay was like family at the annual camping vacation.

Gay Male 12/06/2012

Caroline's First Ass Fuck

Make sure you pick the right man for your first time.

Anal 11/15/2012

Andrea the Customer Service Rep

Matt finds out Andrea wanted him from the minute she saw him.

Anal 10/29/2012

Her Choice Ch. 03

Three's not a crowd.

BDSM 10/18/2012

The Weekend Ch. 08

Mistress takes a virgin ass.

Fetish 09/27/2012

Ali Teaches Anal

Our delectible neighbor has a request.

Anal 09/04/2012

Liz and Dan's Honeymoon

Liz was a 18 year old virgin bride with a bright future.

First Time 08/15/2012

Jill Ch. 05

First anal experience leads to an unexpected event.

Anal 08/03/2012

Ally Ch. 01

A senior has her boundaries pushed.

Anal 07/25/2012

The Affair

Her affair leads her into depravities she never imagined.

Erotic Couplings 07/13/2012


A short foray into anal.

Anal 06/24/2012

Birthday Anal

His birthday wishes come true as my ass stretches around him.

Anal 06/22/2012

Her First Time

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

First Time 06/18/2012

'Extra' Coaching

Curvy cougar loses ass virginity to young muscled swim coach.

Anal 06/14/2012

Submission Ch. 12

Master takes her anal virginity.

BDSM 06/10/2012

Taking the Good Girl

He overcomes her reluctance and takes her virgin ass.

NonConsent/Reluctance 06/06/2012

Virgin Princess

Kidnapped right from her bed, Princess Mera learns about sex.

NonConsent/Reluctance 05/13/2012

He Sure Got His Foreplay

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

Erotic Couplings 04/25/2012

Italian Teases/Pleases Black Ch. 08

Carmina's sexuality unleashed.

Interracial Love 03/17/2012
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