Classic Outlook Email Stories

36,428 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Valentine's Day English Lady's Way

by English Lady on Sep 14, 2017
How To

Are you completely sick of forking out a small fortune every Valentines Day buying over priced flowers, cards and chocolates? I know it drives me crazy how a day which has been designed for lovers has become so expensive and commercialised! Do you want to give your lover something special and personal this year or something sweet and sexy? Yes we all want...

W32.GIBE.B@MM: Sexist Male Chauvinist Ch. 01

by HungryGuy on Aug 30, 2017
Erotic Couplings

Foreword: I wrote some of my past stories by request of my fans. In a way, I could also say that this story was written by request. However, it would probably be more accurate to say that this story was provoked than requested. Part 1 of this story is true. Some militant feminist recently started sending me flame mail accusing me of hating women because I...

Thrill of the Chase

by marriedpervs on Sep 15, 2017
Exhibitionist & Voyeur

I'm 38, reasonably fit, with blonde hair and what I consider to be a decent set of abdominals. I'm no Brad Pitt, but I have a decent sense of humour and enjoy the company of women and men socially. I'm strictly hetero in my sex life though, and admit to a total addiction for sexy women. Call em chicks, honeys, babes, yummy mummies, don't care – if it's a hot...

My First Public Orgasm

by andoverblonde on Sep 18, 2017
Interracial Love

Life has been very good to me and I am generally a happy person. It's my belief that a happy positive outlook influences the direction of one's life, and I believe this holds for both emotional and physical wellbeing. I have a job that I enjoy, coworkers that I love, and a family that I cherish. I also have a wild streak that instead of ignoring, I respect....

Alison's Magic Cruise

by c1992w on Dec 24, 2019
Loving Wives

Author's Notes: There is no sex here, but it is about an almost cheating wife who found her way because she was unable to step off into that quagmire. So having said that, its vintage c1992w for those who know my work. For others, I hope you will try it. Feedback is appreciated and thanks to those who mark my submissions as a Favorite. ***** Alison's Magic...

The Devil You Know Ch. 01

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Brian Davies sat on the hard toilet seat in a cubicle of the men's room on the twelfth floor of the building housing the large publishing company he worked for; he was reading the Daily Mail and trying to kill the last half hour before quitting time. As a middle-management employee he didn't really work mandated hours; he was expected to work whatever hours...

An Office Quickie

by JennaWoodman86 on Sep 13, 2017
Erotic Couplings

Jenna's computer pinged, announcing the arrival of a new email. It probably wasn't him. She resisted responding, for even looking, for a moment, for two. But then temptation was too great and she switched to Outlook to check. It was him. The actual content of the email was quite banal. But there was that underlying sexual tension that could be discerned even...

Frank and Cheryl Ch. 02: Revelations

by XplrgMDCpl94 on Feb 26, 2019
Erotic Couplings

(Author's note: If you haven't read "Frank & Cheryl 01" you might want to just to know the background on this new couple. Physical descriptions: Frank is a divorced 35 year old, 5'-11" tall, 185 pounds and fit; brown crew cut hair, clean shaven, brown eyes. Cheryl is a never married 32 year old, 5'-01" tall, 110 pounds and very small framed. A-cup close-to-b...

Charli and Bobby

by JonB1969 on Sep 16, 2017
Interracial Love

As I left the bus and walked across the parking lot, my little cell phone trilled. I fished it from my little back-pack purse and thumbed the answer button with my thumbnail. "May I speak with Charli Vargas?" said a polite, stiff voice. "This is she," I responded. "I would like to inform you," the voice replied, "that we have received your gallery submiss...

Sheep Ranching Ch. 02

by Nigel Debonnaire on Sep 14, 2017
Erotic Couplings

White-out conditions are never fun. We get late March blizzards in Wyoming, but this was into its third day. The forecast said it would break around midnight, but the animals didn't know that, so I had to make my way to the barn and look in on them. Fortunately, I'd strung a wire from the house to the barn so I could get there without getting lost. I know tw...