Literotica Video
On Demand

Related tags

tagStory Tagsfirst time anal

Active Tags

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


A New Twist

 — A bottom tries the top, and the middle. by schuwingggin  Gay Male11/20/114.23

The Pleasuring of Granny

 — Guy finds sex, love and happiness with a wealthy widow. by djinnrummyin  Mature11/18/110.00

Surprise Interruptions Ch. 01

 — Spilling beer has never been so fortunate. by PanamaJaxxxin  Anal11/02/113.75

My First Time Vol. 01 Ch. 01

 — My first time with a ts gurl. by stevemike08066in  Transsexuals & Crossdressers11/01/113.85

Her Victorian Bottom Plundered

 — Victorian Master takes charge of his prim and proper wife. by Ian56in  Erotic Couplings10/22/114.45

Still the Favorite Camper

 — Brian continues to win a senior counselor's attention. by emittsrifin  Gay Male10/11/113.86

New Life: The Awakening

 — Young woman kidnapped and given a taste of BDSM. by bondagekitten775in  BDSM08/14/114.46

First Experience with Master

 — First anal experience from her master. by rathnain  NonConsent/Reluctance07/29/113.59

The Babes on Brentwood

 — The follow-up to the story 'The Bitches in the Basement'. by Dancing_Dollin  Group Sex07/27/114.54HOT

Taking Nic's Ass

 — His first time anal at the hands of a sexy woman! by Demirain  Anal06/30/114.42

We Need To Talk Ch. 03 (Conclusion)

 — The week before the wedding; a sister joins them in bed. by julybear7in  Romance05/27/114.76HOT

The Call of the Wife Ch. 02

 — Amy has more new experiences on Saturday night. by meddlesomein  Group Sex05/14/114.63HOT

Welcome to Rolennia Ch. 02

 — A willing secretary needs some new training. by DrSqueakyin  Erotic Couplings05/09/114.57HOT

From Sweetie to Slutty Ch. 03

 — Katie is true to her word and then some. by meddlesomein  Group Sex04/06/114.61HOT

Ailis is Sold to His Lordship Ch. 03

 — Ali is punished and loses her anal virginity to MacLeod. by Copious_Copulationin  Anal03/15/114.20

The Case of the Torn Asshole

 — Three guys and a girl get busy in the forest. by Funsmanin  Anal03/13/113.99

Hutch's Property Ch. 02

 — Lorna’s decent, Ken’s crash landing. Hutchinson’s repair. by bucksilverin  Loving Wives03/13/114.15

A Fantasy World Ch. 05 Pt. 2

 — Out of Town. by MissKay77in  BDSM02/24/114.08

An Incest Birthday Ch. 06

 — The first real test of the twins' relationship. by kevin_88in  Incest/Taboo01/22/114.69HOT

Limousine: Around Atlanta

 — Hot couple introduce new acquaintance to anal sex. by dlawsonin  Group Sex01/04/114.07

Lucy Ch. 03

 — Seb returns to Lucy's den for round two. by NaivelyWanderingin  Novels and Novellas12/11/104.50

Better with Age Ch. 03

 — Mike & Jean go crazy on a weekend trip. by goes4greyin  Mature11/25/104.71HOT

Anal Virgin

 — Her first anal experience. by Cindygrl72in  Anal11/14/104.09

Leading Him Astray Ch. 01

 — She gives married older man some new experiences. by CyberFrogin  Anal10/11/104.55HOT

The Girl Who Wouldn't Ch. 02

 — ...learn the rules. by XianLai_XianChiin  NonConsent/Reluctance08/02/104.22

Jen & Mitch's Video

 — A young couple make a sex video of themselves. by Nicole99in  Erotic Couplings07/05/104.66HOT

When Love Comes to Town: Audio Interpretation

 — A sweet and sexy anal first. by theravenfoxin  Text With Audio06/29/104.33

When Love Comes To Town

 — A young couple in their first of many firsts. by theravenfoxin  Anal06/13/104.54HOT

First Anal Encounter

 — Lovers engage in anal sex for the first time. by theeyesavitin  Anal05/23/103.31

Our First Time Ch. 04

 — An internet date leads to first time anal fuck buddies. by allitnilin  Anal05/14/103.26

Seduced by a Stepdaughter Ch. 05

 — Stepdaddy introduces her to anal sex. by blondesubmissionin  Incest/Taboo05/03/104.32

A Chance Meeting at the Gym Ch. 02

 — Charlie gets her arse fucked and she loves it. by trevorb968in  Anal04/08/104.59HOT

The Client

 — Business meeting where she gets more than she bargained for. by DragonSubin  NonConsent/Reluctance03/25/104.18

Secret Lover

 — Sexy college crush turns out to be more than a lady. by samsfantasyin  Transsexuals & Crossdressers03/25/104.65HOT


 — Husband and wife enjoy a passionate evening. by SydNancyin  Erotic Couplings03/09/104.15

Christian Housekeeper's First Anal

 — First time. by trevorb968in  Anal03/08/104.58HOT


 — She has a fantasy to be used. He MAKES it come true. by Tinoltin  NonConsent/Reluctance01/29/104.30

Imprinted Ch. 09

 — Mr & Mrs D take Jacob between them. by darcysweetin  Group Sex12/12/094.65HOT

Imprinted Ch. 07

 — Jacob & Mr D go it alone - a first time for them both. by darcysweetin  Gay Male12/10/094.75HOT

Jayne's Introduction to Anal

 — They meet after joking around on the net. by duke0467in  Anal11/28/093.97

Tony and Alicia Celebrate Halloween

 — Tony is dressed as a hooker, but the real surprise is later by Ice_Teasein  Fetish10/31/094.70HOT

After Dinner

 — A night of firsts. by humminbeanin  Erotic Couplings10/10/094.64HOT

Close to the Phone Ch. 02

 — His wife refuses her lover's friend, so he must fill in. by LesGermanein  Gay Male09/21/094.02

Eat the Cum Cracker Game

 — College game reluctantly leads to extravagant humiliation. by billyrobeyin  NonConsent/Reluctance08/30/093.88

Bonus for the Nanny Ch. 04

 — Katie and Will's relationship takes a new and final turn. by will_4_rpin  Mature08/27/094.53HOT

Shari's Last Cherry

 — Shari gives up her ass. by biscribein  Anal08/21/094.46

Sam Comes to Visit Ch. 01

 — Submissive bisexual coed spends the weekend. by formywifein  BDSM07/17/094.35

It's Your Decision

 — Husband drifts away and tried to come back. by Adrianaloves2doitin  Loving Wives07/11/093.45

Dee's First Porn Shoot

 — Mature woman agrees to shoot scene. by Vitorioin  Mature04/27/094.31

It's a Start

 — The joy and pain of anal, getting hubby to do it. by bb_peaksin  Humor & Satire03/08/094.37

After Dinner

 — Dinner and romance lead to a special reward for you. by hafnium10in  Anal03/04/094.13

Ann: A Love Story Ch. 06

 — Neils turn to star in anal 'scene' with Dawn. by mimasterin  BDSM02/01/094.71HOT

Janet's Birthday Surprise

 — Janet gives her husband a 40th birthday gift. by jomomma141in  Group Sex01/15/094.33

Marcia's Birthday Surprise

 — Marcia's boyfriend gives her a surprise threesome. by xxxcutiepiexxxin  Group Sex11/25/084.32

The Lake Ch. 03

 — Kali and Nik entertain hotel guest and try something new. by JamaicanMeCrazyin  Interracial Love11/15/084.79HOT

Wilder West Ch. 04

 — Molly passes on the Irish slut baton. by Sams_Islandin  NonHuman10/24/084.71HOT

My Anal Training Ch. 01

 — How she learned to accept a cock in her ass. by RedHawkein  Anal10/21/084.10

Nudity at English Garden in Munich

 — Their clothes are stolen while trying nudity first time. by Racqelin  Exhibitionist & Voyeur07/31/084.32

Backdoor Delivery

 — A torrid affair leads to first time anal. by Intercontinentalin  Anal07/09/083.96

Sapphic Healing Ch. 07

 — Danni's first anal. by fantac64in  Lesbian Sex06/20/084.53HOT

Private Tutor

 — 2 ageless guys, 1 ageless girl and "teacher" (college). by xXxfaytalexXxin  Group Sex06/16/083.97

Without a Word

 — Alegra gives into fantasy with her mystery lover. by sassycoedin  Erotic Couplings03/22/084.46

Three-Input Lady

 — He took the sun-kissed approach to changing her mind. by powelldonovanin  Anal03/22/084.32

Birthday Bootie

 — Greg tops every other birthday with this bootie bash for Kat. by knobgobblerin  Group Sex03/20/084.36

The Movie Lovers Ch. 06

 — Doing Rosie's rosebud. by marcy1238in  Anal03/18/084.61HOT

First Anal

 — An initial experience with anal play. by WFEATHERin  Anal01/28/083.24

Moonbeam's Training - Anal Sex

 — One slave's thoughts about first time anal sex. by moonbeam11001in  BDSM12/30/073.64

Ashley Ch. 05

 — Ashley treats Brian to an unexpected night with her friends. by ShiggyMotoin  Incest/Taboo09/12/074.78HOTContest Winner

Church of Swallowing: Domination of Roxy

 — Roxy gets dominated into the Church. by Silentbobin  BDSM09/09/074.33

The Promotion

 — An anal awakening. by rioesmarexin  Anal09/06/074.60HOT

Twenty-One & Fresh Out of School

 — She's seduced by older couple. by jwc10010in  Group Sex08/25/074.30

Yes, Master

 — He brings in another man for her first anal. by chelle1979in  BDSM08/19/073.82

Subhash Takes His Maid Anal

 — Indian Maid gets a lesson and anal. by man_indiain  Anal08/15/073.56

Let's Be Twins

 — Denise convinces him dress as her twin for Halloween. by manditvin  Transsexuals & Crossdressers08/03/074.33

A Best Friend's Revealation

 — Shannon reveals his true feelings for Paul. by bbw4youngercocks1in  Gay Male08/01/074.29

In the Cool Night Breeze

 — Married couple rekindle the spark by exploring new territory. by ElizaBin  Anal07/09/074.28

Learning Give and Take Ch. 03

 — Daddy introduces Mary to anal sex. by Linyariin  Incest/Taboo07/05/074.52HOT

Restaurant Passion

 — Two employees enjoy a forbidden anal encounter. by Noonenkowsin  Anal04/30/074.34

Keeping on the Team Ch. 01

 — Coed submits to track coach to stay on team. by LOAnnie2in  NonConsent/Reluctance02/24/074.40

Wife's Little Secret

 — Bikers take advantage of another man's woman at concert. by coops181in  NonConsent/Reluctance02/22/074.15

Fucking & Punishing A Slut Ch. 01

 — Ass fucking Shelly. by Abejain  Anal02/07/074.13

Gifts & Surprises

 — Tycoon gets 2 Valentines & 2 concubines (sequel to 'SB'). by P4Uin  Mature01/31/074.56HOT

My First Threesome

 — Late arrival makes for a no holes barred fuckfest. by knownoboundsin  Group Sex01/09/074.43

Friends with Benefits Ch. 02

 — The adventure continues the next day. by jt123in  Gay Male12/18/064.59HOT

My Anal Wife

 — How couple got started in anal sex. by luvmywifesassin  Anal11/23/064.38

Lose Yourself

 — An itch that needed to be scratched. by lonniin  Anal11/17/063.71


 — Naptime ends with a welcome intrusion. by GentlemanWriterin  Anal11/04/064.04

School Days Ch. 08

 — Hottub hijinx. by Navig8torin  Anal11/03/064.20

Plump Beach Girl

 — First time anal with fat girl on beach. by plumperloverin  Anal10/21/064.55HOT

Getting in the Backdoor

 — David finally gets in his girlfriend's ass. by Goldeniangelin  Anal10/18/064.10

Julie's New Beginning

 — A new start. by rkm10in  Anal10/17/064.15

She Gets More Than She Wanted

 — April asks for more than she can handle. by Aprilfirezin  BDSM09/26/064.28

She Gets More Than She Asked For

 — April wanted to be tied, but she never expected what he did. by Aprilfirezin  BDSM09/20/064.20

The Amanda Story Ch. 05

 — Amanda brings a friend. by Craig88in  Group Sex09/16/064.16

Your Ass Is Mine

 — She wouldn't give it up, but he wanted it. by seceretwriterin  Anal09/07/064.03

The Jamie Foxx Show

 — Nicole Evans loses her anal virginity to Jamie King. by PredatorSmilein  Celebrities09/06/063.83

On the Road

 — Nathan and Gabriella finally meet. by derek33in  Anal09/05/064.23

Backdoor Man

 — Neighbor teaches banker about backdoor deposits. by alparkerin  Loving Wives08/29/064.76HOT

More Than She Expected

 — Her first time was harder than she thought. by seceretwriterin  Anal08/28/063.91

Maximum Security

 — Police officer loses her anal virginity. by Samuelxin  Anal08/24/063.19

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.