‘first time anal’ stories

An unusual adventure when I was a young man.

Consoling my bf after a tough loss.

My first story, please tell me what you thought of it.

Amy gets mad at me but sets me up with my first man, Mike.

The Vibrating Tranny Hooker.

The convention begins...Who is Albert?

The best three day fuck fest of my life.

Ariel wants to try something new.

Becoming more comfortable with Herman.

You're prey. The sooner you accept it, the less it will hurt.

At our next meeting Lisa and Scott surprise me.

Discovering that my fuck buddy is the love of my life.

She is forced to violate her own untried hole in retribution.

Wyatt experiences two new things, and loves both!

Johnny gets caught on nanny cam in a french maid dress again.

Molly and Sara get some new toys.

Another meeting with my hookup, now in school locker room.

Eric and Jay satisfy Rob, but Jay wants.

Jeff and Shelia are joined by her best friend.

Online posts about first fuck, first oral and first anal.

Caitlin is keen to have a threesome.

My fantasy fulfilled as his possession.

Rachel goes undercover to catch a traitor.

The excitement continues, and new things are tried.

Friends with benefits, D/s, roleplay and public play.

Debauchery & deceit abound at the prince's going-away party.

A beautiful customer service attendant spurs my sexuality.

Woman discovers her sexual self.

Continuation from Chapter 2, buttsex (finally) ensues.

A massage turns into something more.

A macho hetero boy on holiday get used.

Harry and Sam have a night out on the town.

Joe's bed has a surprise guest.

Continuing my sexual education with HS teacher's roommate.

A whole new experience with the nameless stranger.

A chance encounter in a store lead to new experiences.

Mandy turns me into my sister.

Happy birthday, Dominic.

My Ex visits and sexual sparks fly.

Cathy and Ron enjoy another 'first'.

What had he done?

Alice is caught trying to escape her imposed chastity.

I finally have gay sex with my college friend.

Realtor& friend, take CD’s virginity.

Can Brookes protect Sean?

RESCUING SWEET OLIVIA 02.

The fun continues.

A widowers love of crossdressing leads him to find comfort.

He gets unexpected help in pushing Roger to explore.

The fun begins for Sarah, Henry and John.

Rebecca has her second round of group sex.

A man takes a dragon in trust and love...

Aoi gets a job and her dynamic with her friends evolves.

Becki and Rex make a wager that leads to the unexpected.

Role playing comes with a cost. We need to talk.

Morning after revelations and getting busted.

Our narrator goes to Ali's for dinner and goes further.

Joanie gets relief and goes out to celebrate.

A 90's transexual, sci-fi, mystery romcom.

MsV and Anna take Harry, as Harriet, shopping.

Amelie's summer rendevouz comes to a close.

Ivy has fun with cousins.

Gay Teammate offers Anal to First Timer.

Anna faces her own sexuality and her risks.

Will Micha's comeback sign an end to the feud?

Gary gets a big surprise morning after pool party with Al.

Sensual Sunday stroll down memory lane.

A 90's, transsexual, sci-fi, mystery romcom.

Troy and Colin ae inseparable. What about Toby?

Korinne copes, Zan devises a plan, Corellion and Lili adjust.