‘anal virgin’ stories

On the road I enjoy time with MILFs that are older and wiser.

Mother Superior trained her well.

Tiffany takes jocks virginity in bathroom.

Doctor stretches the new novice's anus for advanced anal.

A long term Admirer meets a real TGirl.

Chunky teen is stunned to have a senior admirer.

Japanese schoolgirl memories as told in a love hotel.

Couple wanting to revive their sex life get abused.

A drunken evening results in a kinky encounter.

Boss takes young secretary's ass publicly.

Daddy trains and pleases his inexperienced girl.

A wild experience I plan on repeating often.

Both of them lose their anal cherries.

A player lures a young girl into anal sex.

MWM, Bill, goes back to gay Carey for more submission.

Buisness woman is taken and forced by hotel staff.

There's more than one damsel in distress and I rescue a few.

His afternoon with Audrey - and her ass.

At last I give my bum away.

Hannah is the entertainment at a lesbian sex slave party.

Eic and Charlie deal with the aftermath of their first time.

Jacob and Natalie involve a young blonde in their adventures.

A sexy coworker introduces Meredith to anal play.

Indian Maid gets a lesson and anal.

How Jen lost her anal virginity.

A sweet and sexy anal first.

Naked and tied to the whipping post.

First-time anal among young lovers.

College virgin finds BBW coed anally submissive.

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

A sissy and his girlfriend take panty-time to a new level.

As Annie makes up her mind, I remember becoming Master.

Ryan playfully punishes Abbie for her careless brushwork.

By taking only her ass, she gets to remain a "virgin".

Gay virgin submissive takes a chance.

Married man finds new ways to enjoy a day at sea on a cruise.

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

The sweetest taboo will always be between family.

Gabby pays off a drink with something more than money.

My wife goes out and I babysit two young ladies.

My neighbor gets a little drunk.

Jadrik, Shayla and Laeny's anal cherry...

Ray takes Dana's Anal Cherry.

A not so quiet Saturday fucking.

Ali is Mistress for a day

When Jodie arrives, Annie's journey reaches its climax.

Jane finds the road to lust can be bumpy.

Kassandra learns there is a third way a man may take her.

Romantic weekend after a busy time.

Cindy gets her first taste of anal.

I loose my anal virginity.

Not for vitamins or minerals. I do it for ass.

I get my anal cherry busted.

Taking her virgin ass.

D.O. Wilson punishes a cheating wife.

A query from an online newbie who wanted me to use him.

Two couples go troppo.

Dressed in nylons to be fucked by wife.

Ali is punished and loses her anal virginity to MacLeod.

Valentine's Day snowstorm brings us all together.

Lisa and I spend a very hot weekend in Las Vegas.

The evening of day three. In Kevin's room.

An older man takes my anal virginity.

Will Derek continue to watch, or will he join in the fun?

On her third day, I take her ass for the first time.

An unexpected special treat after a night out.

Stranded with a Korean "Mary Ann" or is it "Ginger"?

The 5 permanent changes to Jacquie & Monica from the weekend

A misdial leads to the best sex of his young life.

Discarded by her husband, Sasha becomes mine.

Allys proves enthusiastic and a new day dawns.

Jennifer finally feels the power of anal penetration.

Katrina gives her virgin rear to her lover.

He had always wanted her ass. Was she up for it?

A young girl is sold unknowingly into sex slavery.

He has his first experience performing anal sex.

She must ask her master for what she needs.

The virtues in having the spare key to my ex's apartment.

The very painful truth about her first anal. And a song.

Ogg rescues a long-lost muse.

A senior has her boundaries pushed.

Female athlete auctions her anal virginity online.

Shannin lets me take her anal cherry.

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

Post photo shoot, I relax with hot bathing suit models.

Monica, Kelly, and Tony finish what they started.

His straight buddy introduces him to his dark side.

I give myself to Andy.

His first backdoor penetration.

Anal virgin has the perfect next door neighbor!

Kim and Summer meet the Principle.

Bi-curious girls' first anal.

Details on my affair with Lisa and other ladies in Vegas.

He helps ex-lover lose her anal virginity.

With vaginal sex out of the question Beth tries other holes.

Amy explores anal penetration for the first time.

Husband shares his deepest desires after finding me tied up.

I have more ass (almost) than I can handle. I'm kidding!

Family trip to India for me, my wife and sister takes a turn.

Out of order film starlet gets her comeuppance big time.