‘first time anal’ stories

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first time anal

Belated Birthday Present

Good things cum in those who wait...

Anal 01/18/2018

My Roommate Mark Pt. 02

Mark wants to try something new.

Gay Male 01/09/2018

Ms. Morgan's Dilemma

Christa tries to seduce her teacher, tries something new.

Anal 01/02/2018

A Blessing in Disguise

Rough anal sex can, sometimes, save a relationship.

NonConsent/Reluctance 12/22/2017

His Wishes Ch. 01

Meeting with her much younger LDR, her fantasies come true.

NonConsent/Reluctance 12/19/2017

Room Service Anal Girl

Her virgin ass mistakenly becomes the gift.

Anal 12/06/2017

The Downfall of Emily Ann Pt. 02

Anal penetration with Officer Thompson.

NonConsent/Reluctance 12/02/2017

The Blue Life Ch. 39: On the Phone

I begin seducing a virgin teen over the phone.

Incest/Taboo 11/24/2017

Turning Point

How I invaded a couple's home, and changed their lives.

NonConsent/Reluctance 11/11/2017

Archived Memories

An older woman learns from a young teacher.

Mature 10/15/2017

Learning to Surrender Pt. 01

Rick loses his virginity to his new older lover.

Gay Male 10/06/2017


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

Erotic Couplings 09/20/2017

How to Have Anal Sex

Roommates explore anal sex with a Doctor’s cock.

Anal 09/03/2017

The Club: Stephanie's View

The club series told from Stephanie's perspective.

BDSM 08/21/2017

Time for a Change

A man moves to a new town and becomes the neighbor's sissy slave.

Gay Male 08/18/2017

Good Guy all the Bad Girls Want Pt. 04

Sharon teaches Ben best Anal practice.

Mature 08/12/2017

Borrowed Dreams

A chance encounter in a store lead to new experiences.

Exhibitionist & Voyeur 08/07/2017

Cock Sucking Club Ch. 03

Tony calls again and is looking for more from Mike.

Gay Male 08/05/2017

Damsel in Distress

My first story, please tell me what you thought of it.

Romance 07/09/2017

The Snowman Experience

Hot housewife gets ass drilled by demonic snowman

NonHuman 07/06/2017

Losing Our Anal Virginity Together

We've never tried it--until now.

Text With Audio 06/01/2017

The Palace

A virgin is initiated as a slave at the mysterious Palace.

NonConsent/Reluctance 05/08/2017

Man Caving

Three high school graduates give each other proper send-off.

Gay Male 05/02/2017

Insatiable Rob & Eric Ch. 10

Eric and Jay satisfy Rob, but Jay wants.

Gay Male 04/28/2017

Sharon Takes It in the Ass

This time, no is not an option!

NonConsent/Reluctance 04/26/2017

Are You Sure About This?

He joins his lesbian Mother and her gf in a threesome.

Incest/Taboo 04/23/2017

High School Beautiful Ch. 03

Maddy does more for an A on an exam.

Anal 04/15/2017

Back End Love

A couple tries anal for the first time.

Anal 04/03/2017

Alicia's Descent Ch. 02

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

Sci-Fi & Fantasy 03/03/2017

The Removalist

Removalist gets more than he bargained for from a client.

Anal 02/15/2017

Pleasure Spots: Anal Education

Sex therapist helps a wife explore unique pleasures.

Anal 02/05/2017

The Making of a Real Bathhouse Slut

A mature married man finds his true calling.

Gay Male 01/14/2017

Texas Trio Ch. 24-End

Cat, Colt, & Jem- the final resolution.

Group Sex 01/06/2017

Hostile Takeover

Disgruntled employees turn the tables on their boss.

NonConsent/Reluctance 12/17/2016

Five Beautiful Words

A willing girl offers me her ass.

Anal 12/10/2016

Late Night First Time Anal

Forbidden friends reunite for her first anal experience.

Anal 11/24/2016

My Wife Now Loves Big Dicks Pt. 02

Getting my wife a big one and I get something special too.

Loving Wives 10/31/2016

Tit for Tat Pt. 01-02

Yes, she'll do anal ... for a price.

Anal 10/25/2016

The Real Kasey Ch. 01

The story of Kasey Legs.

Transsexuals & Crossdressers 10/07/2016

A Young Man's Sexual Odyssey Pt. 02

The Vibrating Tranny Hooker.

Transsexuals & Crossdressers 10/04/2016

College Fund Ch. 05

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

Gay Male 09/26/2016

The Ultimate Porn Movie

Virgin student's summer job search lands her in a porn film.

Group Sex 08/22/2016

Chastity is Seductive

She helps her boss seduce his secretary into chastity.

Fetish 07/27/2016

Mother of the Bride Ch. 02

And mother of the groom.

Group Sex 07/21/2016


"Straight" boys test their limits.

Gay Male 07/20/2016

Araceli's Deal

How much is her body worth?

NonConsent/Reluctance 07/01/2016

Lily’s Anal Curiosity

She loses her anal virginity (on film).

Anal 06/30/2016

Wait... What?

A rebuttal.

Anal 06/29/2016

The Island: Emily

Sir meets his newest slave.

NonConsent/Reluctance 06/08/2016

Daddy Does Me in the Bathroom

Daddy isn't too happy after work and gets really rough.

Incest/Taboo 06/08/2016

The Doldrums: the Sailor and the Virgin Ch. 08

A shocking revelation has heady consequences (mf).

Novels and Novellas 06/03/2016

The Island: Caroline

An island of sex slaves.

NonConsent/Reluctance 06/03/2016

Welcome Home

An exciting homecoming for a lover.

Anal 05/26/2016

Gwennalyn's Sexual Awakening Ch. 01

A princess is ravaged by orcs & enjoys it.

Sci-Fi & Fantasy 05/15/2016

Tom Boy Tom Girl

Sissy takes anal cum first time.

Gay Male 05/14/2016

Bexley Perplexity Ch. 03

Wyatt experiences two new things, and loves both!

Transsexuals & Crossdressers 05/14/2016

The Hottest Sex of My Life (So Far)

The story of my first (and only) experience with another man.

Gay Male 05/07/2016

Big Dick Gay Sex

Hitch Hiker and gay sex.

Gay Male 05/04/2016

I Loved Her Butt...

Lucky guy fucks hottest chick on campus.

Romance 05/03/2016

Hostage of my Heart Ch. 04

Who survives the rescue?

NonConsent/Reluctance 04/29/2016

Preserve Whore Pt. 01

Part one of a three-part sequel to Predators.

Celebrities & Fan Fiction 04/28/2016

Pam's Shemale Experience

A woman becomes a submissive slut.

Transsexuals & Crossdressers 04/16/2016

Hostage of my Heart Ch. 03

The situation worsens & Opal is in the middle.

NonConsent/Reluctance 04/14/2016

Ties Me Down and Takes Me

He ties me down and takes me in all three holes.

BDSM 02/12/2016

Angel in Heat

A woman in a sauna is seduced by three strange men.

Group Sex 01/28/2016

A Black Afternoon

An eager submissive's first time with anal.

Anal 01/23/2016

Because You Deserve It

Sub loses her anal virginity to her Dom.

BDSM 01/19/2016

Delightful Day

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

Fetish 01/07/2016

Lori and Rick and Liz and Me Ch. 03

Liz finally takes it in the butt!

Anal 12/29/2015

The Girl Who Gets What She Wants

Visiting an old friend, she makes a new one.

Group Sex 11/22/2015

Adult Video Store Pt. 02

I join my well-endowed lady in the next room.

Transsexuals & Crossdressers 11/12/2015

The Boys Next Door Ch. 05

Diana gets the first part of her graduation present.

Group Sex 11/12/2015

My First Threesome

Jenny's fantasy is fulfilled.

Group Sex 11/06/2015

Bringing You Home Ch. 01

A couple brings home a Dom.

Group Sex 11/06/2015

A Nude Model gets a Patron

Young life drawing model gets a patron to draw and fuck him.

Gay Male 10/22/2015

Daddy's Naughty Girl

Daddy catches his daughter masturbating!

Incest/Taboo 10/08/2015

Family Matters

Mick and his no-biological Niece have anal sex.

Incest/Taboo 10/03/2015

Notes of a Fastidious Woman

A staid English woman has a brush with lust.

Humor & Satire 09/16/2015

Distance and Dominance

Long distance relationship between two lovers.

First Time 09/13/2015

Travis and Adam Ch. 03

The convention begins...Who is Albert?

Gay Male 08/22/2015

Straight Cocksucker: 1st Time Anal

Married cocksucker has crazy submissive night including anal.

Gay Male 08/13/2015

Voyeuristic Mother Joins In Ch. 01

Spying on her daughter and gay son leads to her seduction.

Novels and Novellas 07/29/2015

Kasey's Confession Ch. 07

Kasey must make a decision to run or stay.

Transsexuals & Crossdressers 06/22/2015

Bending the Straight and Narrow Ch. 02

Two men continue to play after college and marriage.

Gay Male 06/21/2015

Her Dirty Doctor Dreams Come True Pt. 05

The Tail End - doc introduces her to anal for the very first time.

Erotic Couplings 06/19/2015

My First Time

The first time I had sex with another man.

Gay Male 06/12/2015

Blame It on the Cat

Feline incited misadventure turns amourous.

Anal 05/26/2015

Marilyn's Adventures in School Ch. 03

Fundraiser turns into an orgy and other actions abound.

Group Sex 05/15/2015

The Need for Seed Ch. 07

The final chapter. A new door opened and love made complete.

Incest/Taboo 03/29/2015

Granting Castle a Wish

Kate experiences a first with Castle.

Celebrities & Fan Fiction 03/25/2015

Vacation Pt. 03: Home

Taking her in every way.

Anal 03/23/2015

Life's Surprises

When Luka starts over he learns more about himself.

Gay Male 02/21/2015

The Mediterranean Guesthouse Ch. 06

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

Group Sex 01/23/2015

The Blue Life Ch. 05: After Jillian

Revelations about Jillian, plus spanking & butt-fucking Mom.

Incest/Taboo 01/18/2015

The Entertainment Ch. 02

Sissy gets used by the inexperienced guests.

Fetish 01/12/2015

The Blue Life Ch. 02: Blowing Blue's Mind

Son and Father make a D/s Sandwich with Mom.

Incest/Taboo 12/27/2014

Saving the Sexy Parts: Anal

Nina experiences anal sex for the first time.

Text With Audio 12/24/2014

Rescued by the Bartender

Hannah wants Joel to watch another man fuck her, and more!

Group Sex 12/19/2014

A Swinging Odyssey Ch. 07

Aiko and Gerald try something new.

Interracial Love 12/03/2014

The Friendly Neighbour Dominates

New into town - The guilt trip.

Fetish 09/19/2014
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