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A Birthday Butt Plug Surprise

 — She's new to anal, and she gets a surprise on her brithday. by sunset_lover101in  Anal07/26/144.16

AnnaSophia Goes Anal

 — AnnaSophia Robb asks friend to take her anal virginity. by Robertdocin  Celebrities01/24/144.51HOT

An Ordinary Man's Life Ch. 09

 — Donna offers Todd her anal cherry. by FrankjrBauerin  Romance11/20/134.59HOT

First Time For Everything

 — Anal virgin has the perfect next door neighbor! by OwenBurkein  Gay Male09/06/134.16

Garden Pleasure Ch. 02

 — Victorian widow Grace runs away and ventures in a New World. by battleaxe_babein  Anal09/04/134.30

Anniversary Present

 — A loving wife gives her husband her anal virginity. by phantasy19in  Anal06/14/134.39

Amanda Does Anal

 — First time anal [MF, college girl, daddy's friend]. by eb_jonesin  Anal05/23/134.14

Fuck My Ass!!

 — A mature woman knows what she wants and what she needs. by Olive Hizklosoffin  Anal05/21/133.74

Dreaming of You

 — Katie dreams of losing her anal virginity. by love4455in  Anal05/17/133.95

Ethan's Grace - Anal Edition

 — Ethan introduces Grace to anal play. by D_Lynnin  Anal05/12/134.60HOT

Braining Ch. 05

 — Blair and Jenn. by TexRiffraffin  Mind Control04/02/134.69HOT

First Time Swinging

 — Blonde Dayna and her BF Georgia share Georgia's hubby. by BrettJin  Group Sex03/18/134.25

90% True Ch. 09

 — How Jen lost her anal virginity. by rhevin  Anal03/06/134.63HOT

Filling All Cavities Ch. 01

 — Dentist takes wife's and mother-in-law's anal virginity. by walterioin  Anal03/02/134.49

Chains of Fire

 — A slave learns to love anal. by AnnaWhiteshadowin  BDSM02/23/133.53

An Ass for Valentine's

 — Katrina gives her virgin rear to her lover. by JagFarlanein  Anal01/22/134.25

Experimental Anal

 — First-time anal among young lovers. by princessmaryannin  Anal01/20/134.50HOT

A Bear Cub Takes My Virginity

 — My first time; a 25 year old bear cub fucks me. by Bundy5in  Gay Male12/27/124.19

Friend's Hot Mom

 — He loses his virginity to his friend's hot mother. by nobigwilliein  First Time12/06/124.15

Caroline's First Ass Fuck

 — Make sure you pick the right man for your first time. by matthewair56in  Anal11/15/123.93

Andrea the Customer Service Rep

 — Matt finds out Andrea wanted him from the minute she saw him. by Matt450in  Anal10/29/124.01

Her Choice Ch. 03

 — Three's not a crowd. by Diolarin  BDSM10/18/124.31

Ali Teaches Anal

 — Our delectible neighbor has a request. by onlyinmydreamsin  Anal09/04/124.46

Consequences Ch. 10

 — Uncle Max takes his niece's anal cherry. by Goldeniangelin  Incest/Taboo08/25/124.64HOT

Jill Ch. 05

 — First anal experience leads to an unexpected event. by 5425TVRin  Anal08/03/124.16

Ally Ch. 01

 — A senior has her boundaries pushed. by BadJin  Anal07/25/123.16

Birthday Anal

 — His birthday wishes come true as my ass stretches around him. by Goeyin  Anal06/22/124.40

Her First Time

 — this is a story about how I fucked my girlfriend's daughter. by lovebobbyin  First Time06/18/124.31

'Extra' Coaching

 — Curvy cougar loses ass virginity to young muscled swim coach. by bbw4youngercocks1in  Anal06/14/124.16

He Sure Got His Foreplay

 — Virgin ass no more, I wanted to play and turn him on. by sweetnessukin  Erotic Couplings04/25/124.32

Italian Teases/Pleases Black Ch. 08

 — Carmina's sexuality unleashed. by BlkRainbowin  Interracial Love03/17/124.46

Another Detention with Mr. Green

 — She serves her second detention by getting fucked in the ass. by sexypussy17in  Mature03/02/123.91

A Friend in Need

 — Desperate for sex, she gets unexpected help. by Sluverin  Anal01/05/120.00

Bottoms Up

 — My first time fucking her beautiful ass. by tadgh64in  Anal12/13/114.16

How Far Can Angel Fall

 — A rough first encounter with anal sex. by TheDevilsWeaknessin  Anal10/29/114.37

Jenna my Mother in Law in Africa

 — Account of a trip with my mother in law. by jhbguyin  Anal10/16/114.30

Alexandria's New Life

 — Young woman gets a glimpse of her new life. by LadyAurora39in  NonConsent/Reluctance09/28/114.33

A Friend in Need Ch. 02

 — I learn to help myself. by Leezyin  Anal09/23/114.37

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  Anal08/03/114.36

Jess Ch. 01

 — Jess learns anal pleasure. by StoryTeller07in  Anal07/16/114.33

A Guide to Great Anal Sex Pt. 02

 — Training for anal intercourse. by celesteandjimin  How To07/08/114.45

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  Anal04/04/114.35

Hotel Anal Firsts

 — She accepts a finger for the first time! by juggalojay89in  Anal01/26/113.73

Fucking My MIL-Anally Ours

 — Mom had a special request I was happy to fulfill. by cyberlookurin  Incest/Taboo01/01/114.32

A New Awakening

 — Ben takes a young man under his wing. by PhantomOfMoonlightin  Gay Male12/23/104.56HOT

Amber Valentines Day 1984

 — Amber turns into my private slut. by mysreaderin  Anal12/02/104.43

Becky's First Anal

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

Aunt Annie's Anal Antics

 — Youthful aunt introduces nephew to anal pleasures. by tjrabbitin  Incest/Taboo07/17/104.44

CvsN 16: Beth's Last Virgin Hole

 — Sisters, Amie, and Beth's last hole - what a night. by Tx Tall Talesin  Anal07/01/104.70HOT

Ella's Men Ch. 01

 — Ella seeks two men for pleasure. by bdcatalystin  NonConsent/Reluctance01/03/104.00

Afternoon Delight

 — First time anal love. by Caribbeanwomanin  Anal12/25/094.12

Intense

 — Liz gives up her ass. by Lionheart72in  Anal11/20/093.90

A Second Chance

 — Better this time? by crazy_babyin  Anal10/23/093.92

Adventures of Wiley Coyote Ch. 01

 — I wondered what it would feel like to be fucked in the ass. by wiley4377in  Gay Male10/22/094.53HOT

Butt - a Princess!!!

 — Taking her through to submitting her ass. by lordthorusin  Anal09/18/094.03

First Anal: Not Really

 — Slut takes it for money. by jaslizin  Anal08/07/093.25

At the Villa Ch. 05

 — Bastard. aaauuchch. aaaaahhh.You bastard. Not in my arse. by uvlas45in  First Time05/28/094.19

Enslaved to the Mob Ch. 03

 — Angelique's first anal experience. by darkknight0307in  BDSM04/30/094.45

Don't Tell Mum

 — When parents are out, what can 18 year olds do? by starbelliedboyin  Anal04/19/093.55

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 Time04/13/094.78HOT

A Mutual Ascent To Ecstasy

 — Multiple fantasies are fulfilled for the first time. by masochin  Anal03/27/093.70

Hannah's First Anal

 — One couple's first anal experience. by Stringer321in  Anal03/05/093.92

Anal Training - Lesson #03

 — Woman completes her preparation for anal sex. by Jack597in  Anal01/26/094.34

Anal Training - Lesson #02

 — Woman continues her preparation for anal sex. by Jack597in  Anal01/25/094.18

Anal Training - Lesson #01

 — Eager woman is prepared for anal sex. by Jack597in  Anal01/24/094.04

Anal at Last

 — An accountant and his wife enjoy hot anal sex. by Aussie_Tonin  Anal01/10/094.35

Anal Virgin

 — She pops her anal cherry. by Zachs_dreamsin  Anal12/25/083.84

Anal Explorations

 — New pleasures at the back door. by jacktar48in  Anal12/06/083.93

Charles and Diana Ch. 10

 — She performs emotionally and gives him her virgin ass. by surober1in  Loving Wives11/28/083.71

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  Anal11/16/084.31

First in the Ass

 — From an anal virgin to an anal slut. by Krazy35in  Anal09/19/084.23

A Courtesan and an Assassin

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

Anal Pleasure

 — First time anal in a changing room. by joshm10000in  Anal03/11/083.30

Finding a Jewel

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

Anal Sex: The New Girl Power!

 — Sexy BBW loses anal virginity to black man. by Samuelxin  Anal11/20/072.59

BBW Anal Virginity Auction

 — Female athlete auctions her anal virginity online. by Samuelxin  Anal11/02/072.93

Anal Sex Improves Your Life

 — Woman discovers the joys of anal sex. by Samuelxin  Anal10/24/073.92

Courting My Sister Ch. 03

 — Jill seduces dad with a little help from Jim. by Erlikkhanin  Incest/Taboo09/16/074.71HOT

Ask and Ye Shall Receive

 — He finally asks his wife for what he really wants. by MagicaPracticain  Anal08/17/074.42

All in a Day Off

 — Women are often unpredictable, & Elena is no exception. by Foxnobodyin  Anal08/09/074.30

An Awakening

 — New book leads to exploration. by Wish4mein  Anal05/09/074.51HOT

He Fucks My Virgin Ass

 — He takes her anal virginity. by Slut2theHeartin  Anal04/14/074.49

Anal Convert

 — She delves into the joys of anal sex. by Selbrythin  Anal03/19/074.39

24 Hours Ch. 01

 — A tale of love and lust in the Caribbean. by Girls_cum_firstin  Incest/Taboo02/08/074.43

Exploring New Depths: Together

 — A couple discover the joys of anal sex. by Amorain  Anal01/15/074.10

Gill

 — In payment for services rendered. by Robin Pin  First Time01/05/074.42

Cousin Lacey

 — Mark & his cousin share many firsts. by slyc_williein  Incest/Taboo09/26/064.70HOT

Gina Ch. 06

 — Tommy fucks Gina's ass for the first time. by Tommy1982in  Anal08/17/064.47

A Little Side Trip

 — Their first foursome. by Troubador1in  Group Sex07/25/064.26

Exploring Tabbi Ch. 02

 — Tabbi experiences her first anal sex. by Teacher4Tin  Anal07/06/064.14

Girlfriend's First Anal

 — He gives her a new experience. by standingstonesin  Anal04/04/063.68

First Time Anal

 — She felt like a dirty, dirty girl – and loved it. by burmohiniin  Anal03/03/063.19

It All Started With A Bet.... Ch. 04

 — Coach gives her a pleasure she won't forget. by SXY_Hot_Mammain  Anal11/30/054.38

Education of Chelsea: New Lesson

 — chelsea's Master takes her into "virgin" territory. by simply_cynin  Anal11/05/054.52HOT

A Rear Fantasy

 — He takes you from behind. by midniteblueflierin  Anal04/08/043.49

Beth Becomes an Anal Babe

 — Beth enjoys her first anal experience. by GentleGeorgein  Anal03/02/044.23
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