‘first time anal’ stories

Active tags
anal (71)anal sex (46)first time (40)threesome (29)anal virgin (26)blowjob (21)oral sex (20)oral (19)anal first time (14)rimming (13)spanking (13)double penetration (13)older man (13)blow job (13)shower (12)gay anal (12)mmf (11)ffm (11)bondage (11)female submissive (10)masturbation (10)bisexual (9)interracial (9)humiliation (9)romance (9)male dominant (9)younger woman (9)two women one man (9)mature (8)older woman (8)cum (8)voyeur (8)cum swallowing (8)bdsm (8)virgin (8)seduction (8)rough sex (8)big cock (8)cunnilingus (7)facial (7)huge cock (7)group sex (7)ass to mouth (7)first time gay (7)redhead (6)18-year-old (6)cuckold (6)female virgin (6)outdoor sex (6)gay first time (6)gangbang (6)stranger (6)exhibitionism (6)gay (6)dildo (6)rough (6)dirty talk (6)cheating (6)butt plug (6)master (5)big tits (5)submission (5)younger man (5)hotel (5)shemale (5)first time threesome (5)punishment (5)reluctance (5)fantasy (5)work (5)blindfold (5)college (5)submissive (5)office (5)anal virginity (5)exhibitionist (5)group (5)public sex (5)milf (5)fellatio (5)daughter (5)creampie (5)big dick (4)bisexual husband (4)first time lesbian (4)ass play (4)male domination (4)forced (4)pussy eating (4)nonconsent (4)stockings (4)boss (4)lesbian (4)transsexual (4)vibrator (4)gay sex (4)toys (4)love (4)domination (4)voyeurism (4)blow jobs (4)mother (4)female submission (4)deep throat (4)anal fingering (4)incest (4)anal wife (4)cheating wife (4)noncon (4)roommates (4)analingus (4)light bondage (4)femdom (4)first time oral (4)non-con (3)coed (3)sister (3)blindfolded (3)swallowing (3)strap on (3)dual penetration (3)mdom (3)revenge (3)bbw (3)orgasm (3)bareback anal (3)large cock (3)loving wife (3)erotic (3)slave training (3)slave (3)rimjob (3)wife (3)female masturbation (3)crossdressing (3)sex slave (3)strap-on (3)daddy (3)public (3)female voice (3)cum in the ass (3)sissy (3)camping (3)public nudity (3)love story (3)first anal (3)anal audio (3)vaginal sex (3)son (3)gay romance (3)ass (3)rim job (3)surprise (3)cock sucking (3)best friend (3)big butt (3)bisexual female (3)strapon (3)ass fucking (3)infidelity (3)doggy style (3)sex toys (3)forced anal (3)ravishment (3)pegging (3)two men one woman (3)bareback (3)married (3)happily married (3)shower sex (2)female audio (2)brother (2)control (2)painful anal (2)tit fuck (2)bdsm anal (2)caught (2)naive (2)scat (2)flogging (2)stroking (2)lingerie (2)doctor (2)interspecies (2)lesbian anal (2)dp (2)her first anal (2)role playing (2)anal incest (2)male virgin (2)anal punishment (2)interracial anal (2)fuck (2)face fucking (2)pain (2)blackmail (2)swinging (2)pussy licking (2)teen (2)romantic (2)mff (2)lesbian first time (2)tied (2)butt fucking (2)passion (2)married sex (2)video (2)mmf threesome (2)submissive female (2)triple penetration (2)cowboy (2)transgender (2)anal creampie (2)gay blowjob (2)first time bisexual (2)mother/son (2)public masturbation (2)secretary (2)corset (2)happy couple (2)married couple (2)honeymoon (2)religious (2)busty nurse (2)hot wife (2)medical (2)multiple orgasms (2)co-workers (2)couple (2)futanari (2)gay blow job (2)hot tub (2)twins (2)
first time anal

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

Persuasive Approval

An older man lets a younger man fuck his wife.

Mature 09/17/2014

Tech Support

A poorly timed phone call leads a couple to amazing sex.

Anal 08/15/2014

Show Me Yours

Can a bi-guy seduce his gay roommate?

Gay Male 08/14/2014

Hot & Bothered

Wife wants sex after her run; he has a surprise for her too.

Anal 08/03/2014

Cousins Reunited Pt. 02

She was once taken by her cousin, now their reunited.

NonConsent/Reluctance 07/23/2014

Suck My Big Tits Pt. 09

Daddy finally takes my ass, but he doesn't have permission.

Anal 07/08/2014

Rainbow Party

Across the land, our little girls are falling.

Erotic Couplings 06/20/2014

The Guy from the Internet

Rachel has first time anal with random guy from the internet.

Anal 06/06/2014

The Start of Being Slutty

My first steps into gay anal sex and enjoying being a slut.

Gay Male 04/25/2014

Jen's Revenge

Jen's boyfriend helps her get revenge on an old classmate

NonConsent/Reluctance 04/20/2014

The Imperfect Storm Ch. 02

Asserting his dominance, she loves it

Incest/Taboo 04/07/2014

Giant-Size New Half Ch. 01

Two teens join a super team with a big secret.

Transsexuals & Crossdressers 03/25/2014

Hard On the Trail Ch. 05

I get to be a daddy.

Gay Male 03/04/2014

His Cum Is Mine

Ali is Mistress for a day

BDSM 02/20/2014

Anal Along the Bosphorus

A harem recruiter gets to test run the Sultans concubines.

Anal 02/19/2014

Captured Ch. 03

Katherine's first anal experience.

NonConsent/Reluctance 02/15/2014

Plumber's Toy: The Quickie

Plumber stops by to play with his new toy's ass.

Erotic Couplings 02/04/2014

First Time (Going All The Way)

A sucking turns into losing my Anal Virginity.

Gay Male 02/03/2014

My First Anal

Nicole begs for reconciliation by offering her Anal cherry.

Anal 01/21/2014

Pleasure on the River

A sexy Asian babe has hot sex with a stranger on the river.

Erotic Couplings 01/06/2014

Pizza Boy at the Door Ch. 02

Josh discovers what all 'being a delivery boy' can include.

Gay Male 12/08/2013

An Ordinary Man's Life Ch. 09

Donna offers Todd her anal cherry.

Romance 11/20/2013

More Twisted

A young lady's further debaucheries!

Group Sex 11/01/2013

Guess What I Saw? Ch. 05

Monica, Kelly, and Tony finish what they started.

Exhibitionist & Voyeur 10/23/2013

An Itch to be Scratched

A gypsy's curse is a Doctor's dream come true.

Group Sex 10/04/2013

Ass Chronicles 01

Sheila catches me with her dirty panties.

Anal 10/03/2013

Literally

A figurative complaint becomes literal.

NonConsent/Reluctance 09/10/2013

First Time for Old Friends

A girl asks her best friend to take her anal virginity.

Anal 09/02/2013

Movie Night Gone Right Ch. 02

Teens Toni and Rachel party with a male friend.

Group Sex 08/30/2013

Untamed Longing for Forbidden Fruit

Boundaries broken & fantasies fulfilled with fiance's cousin.

Erotic Couplings 08/14/2013

Trust Ch. 02

A gay man falls in love with a straight one.

Gay Male 08/13/2013

Our Little Secret Ch. 02

Maria and I get to know each other further...

Group Sex 08/01/2013

Coconut Delight

Anal loving for him & her on the 4th.

Anal 07/12/2013

Compromising Positions

Two co-workers are bound naked together by robbers.

NonConsent/Reluctance 06/16/2013

The Anniversary Continues

Jenny makes it up to Dave

Anal 06/13/2013

Devin Learns About Trannys 01

After a date Devin discovers that Paula is a Transexual.

Transsexuals & Crossdressers 06/10/2013

Amanda Does Anal

First time anal [MF, college girl, daddy's friend].

Anal 05/23/2013

Her Perfect Butt Ch. 02

Playing with my straight-laced GF's ass soon escalates.

Anal 05/20/2013

A First, My Friend's Sister Ch. 06

They enjoy their roller coster ride of a summer together.

Anal 05/03/2013

How I Became a Slutwife

A story of wife sharing, first time anal, and interracial.

Loving Wives 04/15/2013

Bar Banged

Husband takes wife out for a night out.

Group Sex 03/21/2013

Finding Himself in Her Ch. 05

Jaime and Kara share a loving morning, yoga, then The Dinner.

Fetish 03/05/2013

Reverting to Type

Making a deal with the girlfriends Mother is rewarding.

Mature 02/21/2013

Sandra Goes Slut

Middle-aged good wife goes bad - with husband's blessing.

Loving Wives 12/14/2012

Deepest, Darkest.

A sordid tale of a lovers' wet and dirty reunion.

Fetish 11/01/2012

The Semen-ator Pt. 01

The stranger knew all his fantasies? How?

Fetish 10/15/2012

My Neighbors, My Angels Ch. 02

The rewards for the trainer get better and better.

Loving Wives 09/26/2012

Helen Hotdog

Guys take advantage of shy insecure girl.

NonConsent/Reluctance 09/05/2012

Street Party Ch. 03

Mum and daughters find lots of sex on holiday.

Incest/Taboo 08/31/2012

How I Spent My Eighteenth Summer

My older lover seduced me and then discarded me.

NonConsent/Reluctance 08/15/2012

How It Began

How a man became a cock lover.

Gay Male 08/11/2012

Crystal Clear

Young man discovers a way to seduce his mother, or is she seducing him?

Incest/Taboo 07/13/2012

The Good Samaritan

I accepted her offer of a pity fuck and took more.

NonConsent/Reluctance 07/11/2012

The Hotel Room

He teaches his haughty co-worker a lesson.

BDSM 06/28/2012

Her Mom's Hot Friend Ch. 02

Robert gives Cara a lesson in anal pleasure.

Anal 06/28/2012

Cumming Home

Dom finally comes home to his Sub after being away.

BDSM 06/11/2012

Rekindled Ch. 06

Isabeau's story; hints of what is to come.

BDSM 06/02/2012

My Boss Didn't Know How to Ask

Bossy boss knows how to get what she wants.

Anal 05/28/2012

There Is Nothing Like a True Friend

Girl's friend gives her a sexy gift to cheer her up.

Group Sex 05/23/2012

Butterflies

Childhood crush culminates in naughty adult encounter.

NonConsent/Reluctance 05/19/2012

Wife and I Get a Roommate Ch. 02

Man takes on his first real cock.

Group Sex 05/17/2012

That Questioning Look

My fantasy fulfilled as his possession.

Novels and Novellas 04/17/2012

Amanda and Me Ch. 01

A shy IT guy meets someone.

Transsexuals & Crossdressers 04/17/2012

Just You and I

The man of my dreams invades my bedroom and my body.

NonConsent/Reluctance 04/16/2012

Short-Term in Chicago Ch. 02

Straight guy learns more from gay neighbor.

Gay Male 01/13/2012

Astarte Ch. 04

Deon has some fun with his power.

Mind Control 01/07/2012

The Teen Orgy Ch. 01

Left by boyfriend Jodie seeks solace.

Group Sex 12/28/2011

A New Twist

A bottom tries the top, and the middle.

Gay Male 11/20/2011

The Pleasuring of Granny

Guy finds sex, love and happiness with a wealthy widow.

Mature 11/18/2011

Surprise Interruptions Ch. 01

Spilling beer has never been so fortunate.

Anal 11/02/2011

Her Victorian Bottom Plundered

Victorian Master takes charge of his prim and proper wife.

Erotic Couplings 10/22/2011

Still the Favorite Camper

Brian continues to win a senior counselor's attention.

Gay Male 10/11/2011

New Life: The Awakening

Young woman kidnapped and given a taste of BDSM.

BDSM 08/14/2011

First Experience with Master

First anal experience from her master.

NonConsent/Reluctance 07/29/2011

The Babes on Brentwood

The follow-up to the story 'The Bitches in the Basement'.

Group Sex 07/27/2011

Taking Nic's Ass

His first time anal at the hands of a sexy woman!

Anal 06/30/2011

We Need To Talk Ch. 03 (Conclusion)

The week before the wedding; a sister joins them in bed.

Romance 05/27/2011

The Call of the Wife Ch. 02

Amy has more new experiences on Saturday night.

Group Sex 05/14/2011

Welcome to Rolennia Ch. 02

A willing secretary needs some new training.

Erotic Couplings 05/09/2011

From Sweetie to Slutty Ch. 03

Katie is true to her word and then some.

Group Sex 04/06/2011
Active tags
first time anal
Separate tags with commas. More info in the FAQ
Related Tags