‘surprise’ stories

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Archives: Randy Ruby

Woman surprises male roommate in the shower.

Erotic Couplings 05/18/2019

Five of Spades Ch. 04

"Oh My Gosh, Where's George?"

Loving Wives 05/17/2019

Five of Spades Ch. 03

Somethin's Happenin' Here. Things start to heat up.

Loving Wives 05/16/2019

A Strange Family Ch. 01

Teased by his mom and sis, he can't resist an open pussy.

Incest/Taboo 05/07/2019

A Swinging Carnival

An unexpected encounter.

Incest/Taboo 05/07/2019

Five of Spades Ch. 01

Friends and Family - Carol talks George into a costume party.

Loving Wives 05/02/2019

Tgirl Blind Date Surprise

Robert has an accidental Blind Date with a Tgirl.

Transgender & Crossdressers 05/02/2019

The Horny Str8 Bodybuilder's First

Buff man wakes up to his cock being deepthroated!

First Time 04/25/2019

The Adventure

Husband surprises his wife with multiple men.

Group Sex 04/17/2019


A quick seduction of the girl next door.

First Time 04/17/2019

The Mirror

A short encounter from an unexpected source.

First Time 03/29/2019

Pushing Boundaries

Embarrasses herself in front of her friend.

Loving Wives 03/29/2019

The Price of Love

A rich man must stoop low to end his divorce.

Humor & Satire 03/21/2019

Birthday Surprise Pt. 02

A man who hates surprises gets one he's only ever dreamed of.

Erotic Couplings 03/19/2019

Hanky Pranky

April and Hank play sex pranks on each other.

Loving Wives 03/11/2019

The Birthday Celebration

Husband's surprise restrained threesome celebration.

Erotic Couplings 03/06/2019

The Suspect Wife

She's cheating on me and laughing "catch me if you can."

Loving Wives 02/28/2019

BBW Blind Date Surprise

Jake finds love with the older BBW he never knew he needed.

Romance 02/21/2019

A Glorious Surprise

Straight guy doesn't know who blows him.

Gay Male 02/15/2019

Vixen Wife's Mysterious Stranger

Husband gives wife a new man... or does he?

Loving Wives 02/07/2019

The Surprise Threesome

Brad brings in a friend to join him and his girlfriend Sally.

Group Sex 02/04/2019

The Real Valentine's Day Gift

A sudden pre-Valentine’s Day shag becomes something deeper..

Loving Wives 01/29/2019

Wife Special Valentine's Present

Special Valentine's Day Surprise for my wife.

Erotic Couplings 01/28/2019

Surprising Justin

Lucy planned to surprise Justin after a long week of work.

Romance 01/26/2019


Surprise visit for my lover.

Erotic Couplings 01/26/2019

Husband has a BIG Surprise for You

Husband surprises wife.

Loving Wives 01/23/2019

Mother's Intuition

Ray finds out a secret from his step-daughter.

Incest/Taboo 01/23/2019

Quinn's Quickies 02: Analizing Mommy

Mom-son incest, Anal, breastfeeding. Sequel to Milking Mommy.

Incest/Taboo 01/17/2019

Secret Surprise

My wife and her friend surprise me.

Loving Wives 01/09/2019

New Year's Evolution

A story written during the holidays while drinking.

Loving Wives 01/06/2019

The Moment When You Realize...Ch. 03

Several short stories where you have a sudden realization.

Gay Male 01/05/2019

New Year's Morning

A sweet wife starting the year off on her terms.

Loving Wives 01/03/2019


Matt gets a surprise present...

Anal 12/03/2018

Christmas Market Sweets

Aiden buys at a German Christmas Market.

Gay Male 11/28/2018

Halloween Entrapment

Wife thinks husband is cheating. Guess the trick was on her.

Mature 11/28/2018

Two Hundred Dollars Ch. 10

Sometimes, a man just feels like giving a gift.

Fetish 11/25/2018

The Twelve Zenati Pt. 09

I do.

First Time 11/21/2018


Have you ever thought you were alone pleasuring yourself.

Exhibitionist & Voyeur 11/18/2018

Teardrop Trailer Threesome - MFF

A husband and wife warm up a stranger while camping.

First Time 11/16/2018

Fun at the Fund Raiser

Ann surprises Brad at the Fund Raiser!

Loving Wives 11/15/2018

The Pleasure is Ours

Matthew and Natalie's marriage takes unexpected turns.

Exhibitionist & Voyeur 10/30/2018

Hotel Fantasy

Surprise visitor to my hotel room.

Erotic Couplings 10/16/2018

Birthday Surprise

A man who hates surprises gets one he's only ever dreamed of.

Erotic Couplings 10/16/2018

A Night She won't Forget

A scene that I recently enacted, with a few changes made.

Group Sex 09/26/2018

Arthur Meets Tanya

Older guy seduced by younger pussy power.

Mature 09/09/2018

Summer '96: Sense of Henry

Taking a break during a summer study session at the library.

Anal 09/07/2018

Neighbourly Surprise Ch. 03

Two more neighbours meet with a big surprise for him.

Erotic Couplings 09/06/2018

"Yes, Sir."

You can never judge a man on his occupation...

BDSM 09/05/2018

BabySitter Education

Husband and Wife decide she needs to learn something.

NonConsent/Reluctance 08/29/2018

Holiday in Paris Ch. 02

Simon and Megan get to know Eva a little better.

Fetish 08/16/2018

Sunning By the Pool

She decided to do some nude sunbathing.

Erotic Couplings 08/16/2018

Accidental TKO

She climbs into his lap and gets accidentally impaled!

NonConsent/Reluctance 07/27/2018

Helping My Wife Find Love

Husband finds ability to love wife again.

Loving Wives 06/30/2018

The Best Day at Work

What will happen when she surprises him at work?

Romance 06/29/2018

Perfect Enemy Pt. 03

Not all learning is fun.

Loving Wives 06/29/2018

Perfect Enemy Pt. 02

Husband and wife continue exploring.

Loving Wives 06/28/2018

Perfect Enemy Pt. 01

There's always room for improvement, isn't there?

Loving Wives 06/26/2018

First Time Shared

Wife's first experience being shared by husband.

Erotic Couplings 06/17/2018

Seattle Sunday

You and I on a rainy Seattle Sunday.

Erotic Couplings 06/15/2018

After Work Playtime

CNC story with a surprise!

NonConsent/Reluctance 06/10/2018

BabySitter's Emotions

Taken by surprise by the man she was sitting for.

Erotic Couplings 05/31/2018

Trinity: Discovery

A daughter's love for family changes all.

Incest/Taboo 05/30/2018

Accidental Penetrations Ch. 01

Things take a turn for the accidental at nudist colony...

Incest/Taboo 05/29/2018

Shirley Becomes a Maid

A bondage story of a girl being used by her friend's brother.

NonConsent/Reluctance 05/24/2018

Growing Up Hung

Young straight college jock needs his cock sucked...bad!

Gay Male 05/18/2018

Drunken Surprise

Came home drunk, got fucked hard in the dark!

Gay Male 05/17/2018

D) All of the Above

He brought his best friend, she enjoyed it.

Group Sex 05/15/2018

Women's Studies Ch. 11

Valentines Day: Boys vs Girls...and a side of trouble.

Transgender & Crossdressers 05/09/2018

Little Cock Sucker Surprise!

Oral sex story.

Erotic Couplings 04/21/2018

Afternoon Surprise

Coming home after meeting a friend, a surprise is waiting.

BDSM 04/20/2018

Infatuation with a Co-Workers Tits

Katherine has a cure for my infatuation with her tits

First Time 04/18/2018

Women's Studies Ch. 10

Fun-bags, setbacks, and misunderstandings.

Transgender & Crossdressers 04/12/2018

Surprise Visitor

She was getting changed when he walked into the room.

NonConsent/Reluctance 04/10/2018

My Old Mother - Asleep?

Mature son has sex with his mother while she is asleep?

Incest/Taboo 03/31/2018

We Made a Baby

Sequel to "Teasing Me for A Baby".

Text With Audio 03/29/2018

My Friend's Father

She was home alone when her friend's father came visiting.

NonConsent/Reluctance 03/28/2018

SU: 7 Minutes They'll Never Get Back

But do they really want to?

Erotic Couplings 03/25/2018

The Touch of a Stranger

She would never know who he shared her with...

Group Sex 03/16/2018

The Ambush

A loving wife ambushes her husband for "welcome home" sex.

Erotic Couplings 03/10/2018

A Fine Spring Day

Her boyfriend wasn't at home when she called.

NonConsent/Reluctance 03/05/2018



Gay Male 03/01/2018

Neighborly Surprise

Your hot girlfriend surprises you with a sexy video.

Text With Audio 02/22/2018

The Plumber

A cliche tale of a lady and a plumber.

Erotic Couplings 02/18/2018

Helping a Friend

It's good to lend a helping hand.

Erotic Couplings 02/13/2018

Lottery Surprise

Brittni4u writes about our hotel tryst.

Fetish 02/09/2018

He Hesitated

Her ex's friend satisfied her deepest desire.

NonConsent/Reluctance 02/07/2018

Happy Birthday to Me!

Sam buys his first panties and the shop owner surprises him.

Transgender & Crossdressers 02/01/2018

New Year's Party

Work party with a dirty secret.

Erotic Couplings 01/28/2018

A Visit to the Beach

Don't get changed in a public place.

NonConsent/Reluctance 01/26/2018

House of Feathers Ch. 08: A Modest Proposal

Until you've been there, you cannot understand.

Romance 01/26/2018

Intertwined Ch. 02

Me, My Wife and Anne. Entangled.

Loving Wives 01/17/2018

Tales of Reluctance: Tale 05

A co-worker comes to make peace.

Erotic Couplings 01/16/2018

The Literotica Contributor Visits

You've heard me, we talked, now I'm coming for lunch...

Text With Audio 01/11/2018

You're Naked

Baby Sitter surprises him naked.

First Time 01/05/2018

New Year's Gift

Mistress sneaks into house for New Year's surprise.

Erotic Couplings 01/01/2018

The Pimp, The Whore And Her Mother Pt. 04

A widow shows her erotic side.

Erotic Couplings 12/23/2017

BabySitter Nude

She needed a towel so she fetched one.

NonConsent/Reluctance 12/20/2017

A Welcome Surprise

Early return from work trip leads to a surprise threesome.

Group Sex 12/19/2017


Tanya gives me a hell of a present.

Erotic Couplings 12/15/2017


Knowing the boss was out, she got changed.

Erotic Couplings 12/11/2017
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