‘anal first time’ stories

Active tags
anal (40)anal virgin (33)oral (17)gay anal (15)gay first time (14)first time anal (14)female virgin (13)blowjob (13)threesome (13)anal wife (13)blonde (10)18-year-old (9)rimming (9)anal sex (9)her first time (9)first time (8)love (8)fingering (7)female submissive (7)older woman (7)older man (7)bdsm anal (6)younger man (6)oral sex (6)college (6)male dominant (6)married anal (6)butt plug (6)brother (5)sister (5)anal masturbation (5)rough anal (5)male virgin (5)toys (5)first anal (5)second person pov (5)ass to mouth (5)big cock (5)brother sister sex (4)submission (4)cunnilingus (4)revenge (4)lingerie (4)bisexual (4)bbw (4)shower (4)wife (4)spanking (4)stranger (4)ffm (4)gay (4)dildo (4)masturbation (4)anal virginity (4)gay romance (4)milf (4)bisexual male (4)younger woman (4)brother sister incest (4)couple (4)coed (3)anal toys (3)teacher (3)pussy eating (3)panties (3)her first anal (3)anal incest (3)gangbang (3)mmf (3)female masturbation (3)18 year old (3)twink (3)his first time (3)student (3)double penetration (3)virgin ass (3)submissive (3)virgin (3)bondage (3)romance (3)outdoors (3)group sex (3)ass (3)virginity (3)incest anal (3)anal fingering (3)mother in law (3)neighbor (3)forced anal (3)ravishment (3)femdom (3)female audio (2)mutual masturbation (2)redhead (2)19-year-old (2)trust (2)master (2)older-younger (2)incest oral (2)prostitute (2)hairy (2)birthday (2)asshole (2)son in law (2)ass fuck (2)doctor (2)anal cherry (2)anal coed (2)plug (2)adultery (2)lesbian anal (2)large cock (2)stockings (2)gay virgin (2)orgy (2)outdoor sex (2)rimjob (2)massage (2)chubby (2)reluctance (2)dominance (2)finger fucking (2)blackmail (2)buttplug (2)romantic (2)foreplay (2)lesbian first time (2)whore (2)lesbian sex (2)slut (2)female voice (2)force (2)brunette (2)mmf threesome (2)cougar (2)camping (2)drama (2)princess (2)anal audio (2)gay love story (2)cousin (2)anal milf (2)cum in ass (2)cream pie (2)deep throat (2)coming out (2)gentle (2)bbw anal (2)car sex (2)daughter's husband (2)creampie (2)feminization (2)anal bdsm (2)wife's mother (2)pegging (2)two men one woman (2)straight (2)straight anal (2)gay anal first time (2)two women one man (2)bareback (2)male dominance (2)married (2)control (1)mature (1)sybian (1)new england writer (1)fantasy fulfilled (1)marriage (1)nude pics (1)first group sex (1)cocksucker (1)anal submission (1)payback (1)interracial first time (1)gay bear (1)dark hair (1)cuckold (1)anal play (1)america (1)anal strapon (1)interracial (1)transsexual (1)gay rural (1)hairy asshole (1)hot spring (1)peeing (1)married anal sex (1)tight anal (1)pain (1)swinging (1)anal stimulation (1)fucking mouth (1)office (1)female orgasm (1)stewy (1)hair unshaven (1)husband and wife anal (1)assplay (1)swan queen (1)incest romance (1)femdom anal (1)submissive anal (1)actress (1)good girl (1)black anal (1)cum eating (1)arab lover (1)young woman anal (1)bi guy (1)armpit licking (1)bound (1)porn star (1)fellatio (1)secret gay sex (1)bisexual female (1)assfucking (1)threeway (1)medical (1)friends with benefits (1)fingers (1)male on male (1)lesbian fisting (1)11 inch dick (1)fist fucking (1)yacht (1)hard anal (1)girlfriend (1)blonde woman (1)grandma (1)submissiveness (1)anal pleasure (1)theft (1)
anal first time

A Friend in Need

Desperate for sex, she gets unexpected help.

Anal 01/05/2012

Bottoms Up

My first time fucking her beautiful ass.

Anal 12/13/2011

How Far Can Angel Fall

A rough first encounter with anal sex.

Anal 10/29/2011

Jenna my Mother in Law in Africa

Account of a trip with my mother in law.

Anal 10/16/2011

Alexandria's New Life

Young woman gets a glimpse of her new life.

NonConsent/Reluctance 09/28/2011

A Friend in Need Ch. 02

I learn to help myself.

Anal 09/24/2011

Ellen Journals 04. Bliss Revisited

We revisit a younger couple to fulfill a specific request.

Loving Wives 09/06/2011

Becky Ch. 05

Becky seduces two friends into taking her ass cherry.

Anal 08/06/2011

Hot & Sticky

An intrepid first journey through the back door.

Anal 08/03/2011

Pirate Sex Ch. 01

Sex-slave trapped on a yacht.

Anal 08/03/2011

Jess Ch. 01

Jess learns anal pleasure.

Anal 07/16/2011

My Prostate & Me

My anal awakening.

Anal 07/15/2011

Sam's Awakening

A wife's first time.

Interracial Love 07/13/2011

A Guide to Great Anal Sex Pt. 02

Training for anal intercourse.

How To 07/08/2011

Cousin Debbie Tries Anal

First time sex with a cousin leads to anal exploration.

Incest/Taboo 04/06/2011

Flexible Booty

18 year old gives up her virgin ass.

Anal 04/04/2011

The Great Leap Forward

My desires are altered forever by a manipulative older TV.

Transsexuals & Crossdressers 01/27/2011

Hotel Anal Firsts

She accepts a finger for the first time!

Anal 01/26/2011

Tracy Looses Her Anal Cherry

Tracy gets her ass fucked but not the way she anticipated

Anal 01/20/2011

Fucking My MIL-Anally Ours

Mom had a special request I was happy to fulfill.

Incest/Taboo 01/02/2011

A New Awakening

Ben takes a young man under his wing.

Gay Male 12/23/2010

Amber Valentines Day 1984

Amber turns into my private slut.

Anal 12/02/2010

Becky's First Anal

I finally take her anal virginity.

Anal 11/04/2010

Pretty Please

A young lady asks an older man for a favour.

Anal 10/02/2010

Silky Adventures #13

Silky loses her anal cherry.

Anal 09/14/2010

Aunt Annie's Anal Antics

Youthful aunt introduces nephew to anal pleasures.

Incest/Taboo 07/17/2010

CvsN 16: Beth's Last Virgin Hole

Sisters, Amie, and Beth's last hole - what a night.

Anal 07/01/2010

Just the Beginning

First time anal sex story from female POV.

Anal 06/10/2010

Zelena's Story Ch. 02

Zelena has her first anal sex.

Incest/Taboo 06/09/2010

Strap-on Fucked

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

Anal 04/14/2010


Party conversation leads to something new.

Anal 04/08/2010

Ella's Men Ch. 01

Ella seeks two men for pleasure.

NonConsent/Reluctance 01/03/2010

Afternoon Delight

First time anal love.

Anal 12/25/2009


Liz gives up her ass.

Anal 11/20/2009

Joy's First Anal

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

Anal 10/31/2009

A Second Chance

Better this time?

Anal 10/23/2009

Adventures of Wiley Coyote Ch. 01

I wondered what it would feel like to be fucked in the ass.

Gay Male 10/22/2009

Maggie May Ch. 04

Maggie eagerly accepts her maiden anal voyage.

Mature 10/05/2009

Never Had I Ever...

My husband gives me my first anal experience.

Anal 09/19/2009

Butt - a Princess!!!

Taking her through to submitting her ass.

Anal 09/18/2009

Our First Time Ch. 02

An internet date leads to first time anal fuck buddies.

Anal 08/15/2009

First Anal: Not Really

Slut takes it for money.

Anal 08/07/2009

Taking My Ass

I want you to take me, there...

Anal 07/04/2009

At the Villa Ch. 05

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

First Time 05/28/2009

The Vicar's Wife Ch. 18

Sam loses her anal virginity.

Anal 05/19/2009

Enslaved to the Mob Ch. 03

Angelique's first anal experience.

BDSM 04/30/2009

Don't Tell Mum

When parents are out, what can 18 year olds do?

Anal 04/19/2009

A Moonlit First

He takes her ass for the very first time.

Anal 04/17/2009

Barcelona Beauties Ch. 08

A group encounter leads to Lisa's first time with a man.

First Time 04/13/2009

A Mutual Ascent To Ecstasy

Multiple fantasies are fulfilled for the first time.

Anal 03/27/2009

Treating Myself

Sexually bored wife discovers her bottom.

Anal 03/08/2009

Hannah's First Anal

One couple's first anal experience.

Anal 03/05/2009

The Girl Next Door

Alicia loses her innocence to a much older man.

First Time 01/27/2009

Anal Training - Lesson #03

Woman completes her preparation for anal sex.

Anal 01/26/2009

Anal Training - Lesson #02

Woman continues her preparation for anal sex.

Anal 01/25/2009

Anal Training - Lesson #01

Eager woman is prepared for anal sex.

Anal 01/24/2009

The Doctor Diaries Ch. 03

Patient introduces doctor to the delights of anal sex.

Anal 01/23/2009

Try Everything Twice

Her second experince taught me a valuable lesson.

Anal 01/16/2009

Anal at Last

An accountant and his wife enjoy hot anal sex.

Anal 01/10/2009

Anal Virgin

She pops her anal cherry.

Anal 12/25/2008

Nina's Story Ch. 05

Nina gets examined and violated.

BDSM 12/14/2008

Anal Explorations

New pleasures at the back door.

Anal 12/06/2008

The Audit Ch. 03

Accountant gets everything from Amy, including anal virginity.

NonConsent/Reluctance 12/01/2008

Charles and Diana Ch. 10

She performs emotionally and gives him her virgin ass.

Loving Wives 11/28/2008

A Night with Tricia

Teenager discovers good sex and loses her anal virginity.

Anal 11/22/2008

After The Boat Trip: Victoria

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

Anal 11/16/2008

My Anal Training Ch. 01

How she learned to accept a cock in her ass.

Anal 10/21/2008

Unwanted Visitors

Four men have fun with Erin over a long weekend.

NonConsent/Reluctance 10/17/2008

Over The Table

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

Anal 09/27/2008

First in the Ass

From an anal virgin to an anal slut.

Anal 09/19/2008

The Jock and the Cheerleader

Chet gets to deflower Bailey's virgin ass.

Anal 08/27/2008

My Friend's First Anal

He helps Caribbean beauty with her first anal sex.

Anal 08/23/2008

A Courtesan and an Assassin

An erotic space adventure romance.

Sci-Fi & Fantasy 08/03/2008

Sex and a Single Girl Ch. 14

A bum ride!

Anal 07/29/2008

The Ass Virgins of the Delta

When he daydreams, his mind always takes him to the old bridge.

Anal 06/27/2008

Revenge is Sweet

Young woman sleeps with best friend's father.

Mature 06/20/2008

Relationship Evolution

Her desire to remain a virgin leads to alternative love.

Anal 06/19/2008

The Making of an Anal Erotic Ch. 01

How his lady discovered the joys of anal erotica.

Anal 06/13/2008

Summer with Grandpa

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

Incest/Taboo 05/31/2008

The Flower Girl Ch. 01

An older man teaches Yuuka what she likes.

Anal 05/19/2008

Soldier Boy

Angel takes it up the ass for her soldier.

Anal 04/01/2008

Teaching My Wife's Ass

Husband takes wife's ass in preparation for three-way.

Anal 03/22/2008

Anal Pleasure

First time anal in a changing room.

Anal 03/11/2008

My First Bi Experience

His sex life takes a further change of direction.

Fetish 02/14/2008

Finding a Jewel

Jaded 22-year-old has his fantasy fulfilled.

Anal 01/24/2008

Mollie and Thom

Thom introduce Mollie to the pleasure of anal sex.

Anal 01/19/2008

Our First Anal

A night on the town that lead to ultimate taboo.

Anal 01/09/2008

Sandra Turns Over

BBW wife Sandra lets him explore a new frontier.

Anal 12/15/2007

Anal Sex: The New Girl Power!

Sexy BBW loses anal virginity to black man.

Anal 11/20/2007

BBW Anal Virginity Auction

Female athlete auctions her anal virginity online.

Anal 11/02/2007

Anal Sex Improves Your Life

Woman discovers the joys of anal sex.

Anal 10/24/2007

Tommy Awakens Ch. 01-04

Priscilla awakens Tommy; Tommy loves Sarah.

Erotic Couplings 10/24/2007

Price of a Collar

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

BDSM 10/23/2007

Tonight Ch. 01

She has all day to think about his anal intentions.

Anal 10/18/2007

My Hot Wife Katie Ch. 02

Katie's anal experience.

Loving Wives 10/01/2007

Portia's School of Anal

She teaches a few friends how to take it.

Anal 09/28/2007

Courting My Sister Ch. 03

Jill seduces dad with a little help from Jim.

Incest/Taboo 09/17/2007

La Mal Fille Bien Foutré

Beautiful dancer plays out a fantasy & gets gangbanged.

Erotic Couplings 08/30/2007

My Sex Life Ch. 05

Julie's first experience of Anal Sex.

Anal 08/29/2007

Take Me

Bi neighbour introduces her lesbian neighbour to anal sex.

Lesbian Sex 08/18/2007
Active tags
anal first time
Separate tags with commas. More info in the FAQ
Related Tags