Related tags

tagStory Tagsanal first time

Active Tags

Click tags to the right to narrow your search. Unclick tags to remove.


Becky Ch. 05

 — Becky seduces two friends into taking her ass cherry. by Many Feathersin  Anal08/06/114.41

Hot & Sticky

 — An intrepid first journey through the back door. by ChatNoir36in  Anal08/03/114.35

Pirate Sex Ch. 01

 — Sex-slave trapped on a yacht. by glascockin  Anal08/03/114.14

Jess Ch. 01

 — Jess learns anal pleasure. by StoryTeller07in  Anal07/16/114.36

My Prostate & Me

 — My anal awakening. by lord_jefein  Anal07/15/114.28

Sam's Awakening

 — A wife's first time. by jayman44in  Interracial Love07/13/114.24

A Guide to Great Anal Sex Pt. 02

 — Training for anal intercourse. by celesteandjimin  How To07/08/114.35

Cousin Debbie Tries Anal

 — First time sex with a cousin leads to anal exploration. by Coptionalin  Incest/Taboo04/06/114.38

Flexible Booty

 — 18 year old gives up her virgin ass. by Goldeniangelin  Anal04/04/114.39

The Great Leap Forward

 — My desires are altered forever by a manipulative older TV. by lilblkboyin  Transsexuals & Crossdressers01/27/114.49

Hotel Anal Firsts

 — She accepts a finger for the first time! by juggalojay89in  Anal01/26/113.70

Tracy Looses Her Anal Cherry

 — Tracy gets her ass fucked but not the way she anticipated by Xchefin  Anal01/20/114.23

Fucking My MIL-Anally Ours

 — Mom had a special request I was happy to fulfill. by cyberlookurin  Incest/Taboo01/02/114.35

A New Awakening

 — Ben takes a young man under his wing. by PhantomOfMoonlightin  Gay Male12/23/104.49

Amber Valentines Day 1984

 — Amber turns into my private slut. by mysreaderin  Anal12/02/104.50HOT

Becky's First Anal

 — I finally take her anal virginity. by formywifein  Anal11/04/104.18

Pretty Please

 — A young lady asks an older man for a favour. by brainfadein  Anal10/02/104.15

Silky Adventures #13

 — Silky loses her anal cherry. by OneSilkyin  Anal09/14/104.26

Aunt Annie's Anal Antics

 — Youthful aunt introduces nephew to anal pleasures. by tjrabbitin  Incest/Taboo07/17/104.43

CvsN 16: Beth's Last Virgin Hole

 — Sisters, Amie, and Beth's last hole - what a night. by Tx Tall Talesin  Anal07/01/104.72HOT

Just the Beginning

 — First time anal sex story from female POV. by FaithWhitein  Anal06/10/104.31

Zelena's Story Ch. 02

 — Zelena has her first anal sex. by Beejaynein  Incest/Taboo06/09/104.00

Strap-on Fucked

 — His first time being, well, fucked with a strap-on. by LateAtNight4545in  Anal04/14/104.28


 — Party conversation leads to something new. by gallowspolein  Anal04/08/104.14

Ella's Men Ch. 01

 — Ella seeks two men for pleasure. by bdcatalystin  NonConsent/Reluctance01/03/104.02

Afternoon Delight

 — First time anal love. by Caribbeanwomanin  Anal12/25/094.14


 — Liz gives up her ass. by Lionheart72in  Anal11/20/093.89

Joy's First Anal

 — A sexy evening leads to Joy's first anal fuck. by Buckiowain  Anal10/31/094.24

A Second Chance

 — Better this time? by crazy_babyin  Anal10/23/093.89

Adventures of Wiley Coyote Ch. 01

 — I wondered what it would feel like to be fucked in the ass. by wiley4377in  Gay Male10/22/094.57HOT

Maggie May Ch. 04

 — Maggie eagerly accepts her maiden anal voyage. by johnnieblue44in  Mature10/05/094.60HOT

Never Had I Ever...

 — My husband gives me my first anal experience. by dreamyerin  Anal09/19/093.92

Butt - a Princess!!!

 — Taking her through to submitting her ass. by lordthorusin  Anal09/18/093.90

Our First Time Ch. 02

 — An internet date leads to first time anal fuck buddies. by allitnilin  Anal08/15/093.89

First Anal: Not Really

 — Slut takes it for money. by jaslizin  Anal08/07/093.32

Taking My Ass

 — I want you to take me, there... by towheadin  Anal07/04/094.38

At the Villa Ch. 05

 — Bastard. aaauuchch. aaaaahhh.You bastard. Not in my arse. by uvlas45in  First Time05/28/094.07

The Vicar's Wife Ch. 18

 — Sam loses her anal virginity. by sarahloveittin  Anal05/19/094.32

Enslaved to the Mob Ch. 03

 — Angelique's first anal experience. by darkknight0307in  BDSM04/30/094.51HOT

Don't Tell Mum

 — When parents are out, what can 18 year olds do? by starbelliedboyin  Anal04/19/093.56

A Moonlit First

 — He takes her ass for the very first time. by merelymein  Anal04/17/094.03

Barcelona Beauties Ch. 08

 — A group encounter leads to Lisa's first time with a man. by Artist1in  First Time04/13/094.70HOT

A Mutual Ascent To Ecstasy

 — Multiple fantasies are fulfilled for the first time. by masochin  Anal03/27/093.69

Treating Myself

 — Sexually bored wife discovers her bottom. by Kevstain  Anal03/08/093.77

Hannah's First Anal

 — One couple's first anal experience. by Stringer321in  Anal03/05/093.86

The Girl Next Door

 — Alicia loses her innocence to a much older man. by rockbohunkin  First Time01/27/094.25

Anal Training - Lesson #03

 — Woman completes her preparation for anal sex. by Jack597in  Anal01/26/094.37

Anal Training - Lesson #02

 — Woman continues her preparation for anal sex. by Jack597in  Anal01/25/094.20

Anal Training - Lesson #01

 — Eager woman is prepared for anal sex. by Jack597in  Anal01/24/094.02

The Doctor Diaries Ch. 03

 — Patient introduces doctor to the delights of anal sex. by The Big Bopperin  Anal01/23/094.54HOT

Try Everything Twice

 — Her second experince taught me a valuable lesson. by wife2hotblkin  Anal01/16/093.92

Anal at Last

 — An accountant and his wife enjoy hot anal sex. by Aussie_Tonin  Anal01/10/094.38

Anal Virgin

 — She pops her anal cherry. by Zachs_dreamsin  Anal12/25/083.81

Nina's Story Ch. 05

 — Nina gets examined and violated. by nz_mariein  BDSM12/14/084.41

Anal Explorations

 — New pleasures at the back door. by jacktar48in  Anal12/06/083.96

The Audit Ch. 03

 — Accountant gets everything from Amy, including anal virginity. by SandmanNCin  NonConsent/Reluctance12/01/084.43

Charles and Diana Ch. 10

 — She performs emotionally and gives him her virgin ass. by surober1in  Loving Wives11/28/083.94

A Night with Tricia

 — Teenager discovers good sex and loses her anal virginity. by AnalApprenticein  Anal11/22/084.33

After The Boat Trip: Victoria

 — She had to enjoy her first anal fuck before loosing her cherry. by uvlas45in  Anal11/16/084.36

My Anal Training Ch. 01

 — How she learned to accept a cock in her ass. by RedHawkein  Anal10/21/084.11

Unwanted Visitors

 — Four men have fun with Erin over a long weekend. by luvithardin  NonConsent/Reluctance10/17/084.14

Over The Table

 — She recalls a pleasant morning in the kitchen with her lover. by Wyvernchickin  Anal09/27/084.33

First in the Ass

 — From an anal virgin to an anal slut. by Krazy35in  Anal09/19/084.28

The Jock and the Cheerleader

 — Chet gets to deflower Bailey's virgin ass. by PrincessErinin  Anal08/27/083.91

My Friend's First Anal

 — He helps Caribbean beauty with her first anal sex. by jaipurdudein  Anal08/23/083.07

A Courtesan and an Assassin

 — An erotic space adventure romance. by lordofthewordsin  Sci-Fi & Fantasy08/03/084.64HOT

Sex and a Single Girl Ch. 14

 — A bum ride! by sue_in_surreyin  Anal07/29/084.59HOT

The Ass Virgins of the Delta

 — When he daydreams, his mind always takes him to the old bridge. by SunrockSinin  Anal06/27/083.48

Revenge is Sweet

 — Young woman sleeps with best friend's father. by lily_annin  Mature06/20/084.58HOT

Relationship Evolution

 — Her desire to remain a virgin leads to alternative love. by Airagonein  Anal06/19/084.19

The Making of an Anal Erotic Ch. 01

 — How his lady discovered the joys of anal erotica. by Matty_Walterin  Anal06/13/084.59HOT

Summer with Grandpa

 — She gives her grandfather her virginity - all 3 of them. by sexygirl76in  Incest/Taboo05/31/084.33

The Flower Girl Ch. 01

 — An older man teaches Yuuka what she likes. by Rob_mDearin  Anal05/19/084.56HOT

Soldier Boy

 — Angel takes it up the ass for her soldier. by keelydurantin  Anal04/01/084.09

Teaching My Wife's Ass

 — Husband takes wife's ass in preparation for three-way. by Tavlorin  Anal03/22/083.93

Anal Pleasure

 — First time anal in a changing room. by joshm10000in  Anal03/11/083.39

My First Bi Experience

 — His sex life takes a further change of direction. by biisgreatin  Fetish02/14/084.40

Finding a Jewel

 — Jaded 22-year-old has his fantasy fulfilled. by MerryPranksterin  Anal01/24/084.64HOT

Mollie and Thom

 — Thom introduce Mollie to the pleasure of anal sex. by greatchoicein  Anal01/19/084.38

Our First Anal

 — A night on the town that lead to ultimate taboo. by AnneandAlexin  Anal01/09/083.81

Sandra Turns Over

 — BBW wife Sandra lets him explore a new frontier. by JorisKHuysmansin  Anal12/15/074.02

Anal Sex: The New Girl Power!

 — Sexy BBW loses anal virginity to black man. by Samuelxin  Anal11/20/072.81

BBW Anal Virginity Auction

 — Female athlete auctions her anal virginity online. by Samuelxin  Anal11/02/073.07

Anal Sex Improves Your Life

 — Woman discovers the joys of anal sex. by Samuelxin  Anal10/24/073.88

Tommy Awakens Ch. 01-04

 — Priscilla awakens Tommy; Tommy loves Sarah. by HotTommy777in  Erotic Couplings10/24/074.67HOT

Price of a Collar

 — Charlotte didn't know her virgin ass would pay her master. by MaxsDandelionin  BDSM10/23/074.43

Tonight Ch. 01

 — She has all day to think about his anal intentions. by live2writein  Anal10/18/074.51HOT

My Hot Wife Katie Ch. 02

 — Katie's anal experience. by Freddyj881in  Loving Wives10/01/074.55HOT

Portia's School of Anal

 — She teaches a few friends how to take it. by neargraduatein  Anal09/28/074.59HOT

Courting My Sister Ch. 03

 — Jill seduces dad with a little help from Jim. by Erlikkhanin  Incest/Taboo09/17/074.69HOT

La Mal Fille Bien Foutré

 — Beautiful dancer plays out a fantasy & gets gangbanged. by gynphiloin  Erotic Couplings08/30/074.39

My Sex Life Ch. 05

 — Julie's first experience of Anal Sex. by Slutty_Juliein  Anal08/29/074.49

Take Me

 — Bi neighbour introduces her lesbian neighbour to anal sex. by Shady_Ladyin  Lesbian Sex08/18/074.32


 — This may be Audrey's first time, but it won't be her last. by naughtybabygirlin  Anal08/18/074.24

Ask and Ye Shall Receive

 — He finally asks his wife for what he really wants. by MagicaPracticain  Anal08/17/074.38

All in a Day Off

 — Women are often unpredictable, & Elena is no exception. by Foxnobodyin  Anal08/09/074.31

Way Too Easy

 — Young nurse is helped over her fear of anal sex. by Ton8tyin  Anal08/08/074.65HOT

Sadie Waits

 — As the pink robe is lifted, Sadie waits in anticipation. by WantonTeasein  Anal07/14/073.41

Just a Little Chemistry

 — He teaches her the formula that gets him everything he wants. by silken_desirezin  First Time06/16/074.38

An Awakening

 — New book leads to exploration. by Wish4mein  Anal05/09/074.50HOT

Active Tags

Click tags to the right to narrow your search. Unclick tags to remove.

Please, separate your tags with comma: anal orgasm, oral sex.

Read the Literotica Story Tag FAQ for more information on these tags.