1950s Stories

1,000 results
Orientation
Length
Category
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Infinite Scroll

1950s: Munching the Cheerleaders

by silkstockingslover on Sep 14, 2017
Illustrated

1950s: Munching the Cheerleaders Summary: Teen submissive becomes a pet for the popular girls. Note 1: Thanks to Rebecca, the famous artist whose artwork inspired and was used for this series. Especially her series 'Housewives at Play', 'Teens at Play' and 'Hot Moms'. Thank you for access to your entire book catalogue as well as your website for this massi...

1950s: Lick and Fuck Best Friends

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Innocent virgin is seduced into a lesbian lifestyle. Note 1: Thanks to Rebecca, the famous artist whose artwork inspired and was used for this new series. Especially her series 'Housewives at Play', 'Teens at Play' and 'Hot Moms'. Thank you for access to your entire book catalogue as well as your website for this massive series. Note 2: This is th...

1950s: Moms & Daughters

by silkstockingslover on Dec 9, 2019
Illustrated

Summary: Two moms become Mistresses to their daughters. Note 1: Thanks to Rebecca, the famous artist whose artwork inspired and was used for this new series. Especially her series 'Housewives at Play', 'Teens at Play' and 'Hot Moms'. Thank you for access to your entire book catalogue as well as your website for this massive series. Note 2: This is the fift...

1950s: Naughty Bride-to-Be

by silkstockingslover on Dec 10, 2019
Illustrated

Summary: Nerd teen continues her training as submissive. Note 1: Thanks to Rebecca, the famous artist whose artwork inspired and was used for this series. Especially her series 'Housewives at Play', 'Teens at Play' and 'Hot Moms'. Thank you for access to your entire book catalogue as well as your website for this massive series. Note 2: This is the seventh...

Husband's Boss, Wife's Mate Ch. 01

by 1950scuckold on Apr 22, 2020
Loving Wives

Ohio, 2002 When I look at our family now, more than forty years later, at our two daughters, now married with families, I see both myself and my wife in them. My wife's dark straight hair, pale skin, blue eyes, petite frame, shy smile; my own turned up nose on one and lighter hair and dimples on the other. But our son is different. He doesn't look much li...

Husband's Boss, Wife's Mate Ch. 02

by 1950scuckold on May 4, 2020
Loving Wives

Ohio, 1959 As Cathy and I left the motel, we both felt a strong feeling of submission and blissfulness after what had just happened. When we got home to the babysitter, our girls were still up and we had dinner and put them to bed. Cathy and I then went to our bedroom and shut the door, then got undressed and lay down naked together on the bed. As we cudd...

Husband's Boss, Wife's Mate Ch. 03

by 1950scuckold on Aug 31, 2020
Loving Wives

Ohio, 1959 The next nine months were a time of many new experiences for us as a couple. Our devotion to each other and our newfound complete devotion and submission to Robert was tested but ultimately strengthened and deepened to a profound degree. Immediately after Cathy and I had learned she was pregnant, Cathy was delayed in seeing Robert again for abo...

Taming Feminists to 1950s Housewife

by sexwar on Sep 12, 2017
BDSM

How am I supposed to feel about Senator Jenna Kennington? I was a successful lawyer when I met her. One of the few women to have gotten through law school. I could have just kept my head down and went on with my life. But here was this glamorous Hollywood actress with a social conscience. She knew how to tug my heart strings. Made me feel I had a duty to hel...

Innocent Flirting in the 1950s

by Jewel_Bell on Mar 6, 2018
Loving Wives

Suzy was vacuuming again. She didn't like to vacuum, and she didn't need to vacuum, but there she was pushing this loud heavy bag along her already spotless carpet as the cord tangled around furniture and her ankles. Almost tripping broke her out of her glassy-eyed reverie. She swore the way you'd expect from a tattooed sailor, not a well brought up woman in...

Rodney's Nude Humiliation Ch. 01

by aaronburr on Sep 14, 2017
Exhibitionist & Voyeur

(Welcome to 1950s mid-West America.) One night over dinner the subject came up, the awful embarrassing subject. It was raised by Rodney's twin sister and their female cousin who lived with them in their house on Elm Street, Brewer. They raised it to embarrass Rodney, the shy 18 year old who struggled with his grades at Grover Cleveland High. Rodney was a...