‘anal first time’ stories

After some unfinished business, Jason finally bottoms.

Richard and Buddy go deeper, at last.

She needs a date, but he wants something in return.

I thought I was in love... then I met her little brother.

Seamus takes his best-friend's virginity.

Lyla and Mike have a talk, and more.

Tessa has an amazing surprise for Nick...

Blair and Jenn.

His girlfriend's twin sister has a weird request.

A spring break camping trip.

Nick and Mia's passion for anal sex inspires Ashley...

Master takes her anal virginity.

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

Priscilla awakens Tommy; Tommy loves Sarah.

His roommate is sweet, cute and she's into butt stuff...

Unexpected visitor gives a cd her first time with a man.

Bella loses her anal virginity

Weird consequences of his girlfriend's fight with her twin.

She's his neighbor, his best friend and so much more...

Mark & his cousin share many firsts.

Michelle and Tyler get much, much closer...

A need met, a reward given, as told by the Horsemaster.

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

Donna offers Todd her anal cherry.

Love between and older man and a young woman.

Loving siblings wake up to a dream come true.

Jill seduces dad with a little help from Jim.

Young nurse is helped over her fear of anal sex.

Plans for the summer and a new experience for the siblings.

A tale of longing, insecurities and sibling love.

Hot friends enjoy a Halloween dinner theater orgy.

An older man takes a willing first timer all the way.

An erotic space adventure romance.

Drunk Samantha is way naughtier than sober Samantha.

Couple experiments with first time anal sex.

Jaded 22-year-old has his fantasy fulfilled.

How Jen lost her anal virginity.

Hot blonde tricked into foursome by possessed garden gnome.

Ethan introduces Grace to anal play.

Threesome with husband and her sexy best friend.

Straight guy goes into a shemale bar and is forever changed.

She teaches a few friends how to take it.

Patient introduces doctor to the delights of anal sex.

A bum ride!

There's a first time for everything.

A sequel to the original story, I did go back to work.

A gay roommate uses his straight roommate.

A gay man falls in love with a straight one.

Married guy finds his bi side when wife's back is turned.

19-year-old's stranger takes her final prize.

Young woman sleeps with best friend's father.

Phil and Ben help Linda keep her chastity vow, technically.

How his lady discovered the joys of anal erotica.

Katie's anal experience.

The night continues.

An erotic coming of age tale of sexual awakening.

My desires are altered forever by a manipulative older TV.

She plays with toys and Richie. Experiments are fun.

Straight teacher is turned by two ex-students.

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

Maggie eagerly accepts her maiden anal voyage.

Ben is left alone with Bella. And with her ass.

...hopefully it won't be virgin long.

First-time anal among young lovers.

Nerd dominates bitchy MILF and takes her virgin asshole.

My sis finds out she likes butt stuff, and I lend a hand.

An older man teaches Yuuka what she likes.

Joy meets a group of much older men who show her a good time.

She wants to try anal, but why should her pussy miss out?

The "full report" Master requested- at least, the first part.

A Principal disciplines a stuck-up hot bitch cheerleader.

New book leads to exploration.

A hitman is surprised by his attraction to his target.

Domme assembles the cast.

Amber turns into my private slut.

He takes my ass.

Sasha Gibson is back with a new pleasure to explore....

Angelique's first anal experience.

Tommy fucks Gina's ass for the first time.

Carmina's sexuality unleashed.

Young couple discovers anal pleasure.

Nude modelling isn't about sex. Honestly...

Young man discovers anal sex for the first time.

She has all day to think about his anal intentions.

He takes her anal virginity.

Accountant gets everything from Amy, including anal virginity.

Anya's desire to care for her man leads to something new.

Babysitter gets caught with her hand in her pants.

Ben takes a young man under his wing.

I want you to take me, there...

Identical twins surprise Harley for her birthday.

Shelby gets more than she bargained for at the chiropractor.

A first time anal story featuring a man and woman.

His birthday wishes come true as my ass stretches around him.

Our delectible neighbor has a request.

chelsea's Master takes her into "virgin" territory.

My BFF and me get our anus stretched.

A short foray into anal.

I learn to help myself.

In Which I Take Sarah's Last Virginity.