Kathie Lee Gifford Stories

4,460 results
Orientation
Length
Source
Infinite Scroll

More Than Friends Ch. 01

by CWatson on Sep 19, 2017
Romance

A note to the observant: Almost all city names are false; they were taken from a variety of fantasy sources. All characters are based on real people, so it is no coincidence that they are the strongest part of the story. Names, and sometimes personality and personal history, have been modified to protect the innocent. The events of this story, however, are c...

Made to Obey Ch. 01

by madetoobey on Jun 18, 2019
Transgender & Crossdressers

Let's get this straight. I'm not gay, not a sissy or faggot, I'm a normal 30ish heterosexual guy okay! So why you might ask am I writing this dressed in a dark blue dress, black stockings with suspender belt, light blue panties with a white polka-dot pattern and bow, matching bra, 3-inch-high-heels, with my cock in a chastity-cage and with my hair, make-up,...

A Drive Out to East Lothian

by AngryWhiteSemen on Sep 16, 2017
Exhibitionist & Voyeur

During our first months together, it became a running joke with Louisa and me that we would take the convertible out on a sunny day and drive around the pleasant, manicured countryside that is East Lothian. Of course, the erotic is never far from our thoughts and so we envisaged making out on a secluded beach or a wood by the sea. But the weather was never r...

Made to Obey Ch. 12

by madetoobey on Aug 26, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to wear panties all the time. Furthermore, a curious email I'd sent to "Bowser" before I was married led to my past fraudulent activity being uncovered. I'...

One Duty Night Many Years Ago

by SSBN624 on May 29, 2018
Erotic Couplings

While stationed at a submarine training center many years ago, we had a very good softball team: 23-3 two years in a row. During the 3rd season, and my last year at the center, we picked up several very good female players. One in particular won the right to play second base. Kathie K. Boy did she have nice very shapely ass that I couldn't help but notice. A...

Made to Obey Ch. 09

by madetoobey on Jul 30, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to wear panties all the time. Humiliation was now a daily event. Esther, who had investigated my internet usage on my laptop to see if I'd visited shemale...

Cough Please

by jamesinspain on Sep 19, 2017
BDSM

Jay sat in the waiting room, pretending to read a magazine but actually peeking over the top of it at a pretty girl sitting across from him. How interested can anybody really be in how many miles to the gallon you get out of the latest Toyota anyway? Apart from the girl no-one else was here. He would be the last patient of the day for his doctor. He watched...

A Matter Of Attitude

by luvpsy on Sep 17, 2017
Loving Wives

My wife, Pat, is a wonderful and sexy woman. I love her dearly and if I wasn't sure before, I am sure now that she truly loves me and I will never need to feel insecure about our relationship again. Loving my wife as much as I do, I wanted her to have the best of sex. Unfortunately, I was born with only an average penis. I wasn't an athlete or a body build...

Made to Obey Ch. 10

by madetoobey on Aug 6, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to wear panties all the time. Humiliation was now a frequent event. Esther, who had investigated my internet usage on my laptop to see if I'd visited shema...

New Friends

by Webheadga on Dec 23, 2019
Group Sex

My wife Mary and I were meeting some new friends at a coffee shop downtown last Friday night when things took an interesting turn. First to describe Mary, she is 5'6 long toned legs, large 40D breasts that have just begun to give in to gravity, a round firm ass and just a hint of a belly. She has long dark brown hair and beautiful deep brown eyes that betra...