1950 Stories

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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...

The Best Present: Pegging my Man

by silkstockingslover on Sep 25, 2017
Fetish

Summary: A wife discovers her husband is curious about pegging and.... Note 1: This is a Holiday 2016 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, Dave and goamz86 for editing this story. The Best Present Ever: Pegging my Man I was working from home, stuck with a sick child, when my whole world changed. My work laptop died and...

Ashley's Special Gift

by lovecraft68 on Sep 25, 2017
Group Sex

Author's Note: Welcome to my winter contest entry, unlike some of my past work and my last particularly nasty entry, this one is in the spirit of the season and on the fun side. For those unfamiliar with me, a disclaimer; I enjoy telling a story and building up to the heat, if you're a fan of quicker stories, this may not be for you. Anyway, enough from me,...

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...

A Day at the Office

by Penny_Tralia on Sep 13, 2017
Anal

I came home from work, exhausted. My roommate greeted me as usual and asked me how my day went, “Fine, but definitely unusual.” “Well dinner won’t be done for about an hour, just got home myself, so tell me about it.” We both sat down on the couch facing each other as she handed me a glass of white wine. “I need this.” “So tell me.” “Well Jim my boss ca...

Planned Affair Ch. 02

by M3PUNCH on Sep 17, 2017
Loving Wives

I was sitting alone at the bar of my Boston hotel having a drink and mulling over the events of the past few days. I could not believe that Sue and I had actually planned and executed her affair with Paul, a mutual friend. With my encouragement, Sue had seduced, fucked, and spent the night with Paul (See Ch. 01). I was trying to get my head straight on how I...

Jessica Loses Her Virginity

by DCJessicaCD on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story. My name is Jessica and I've been a cross-dresser pretty much all my life. I still remember my first time with a guy. During college I'd often get dressed up and call these phone dating lines that are free for girls. The guys had to pay but the girls didn't. I've always had a knack for speaking like a girl so I'd call and pretend to be...

Deep Throated in Lingerie

by marca_t on Sep 16, 2017
Transsexuals & Crossdressers

Today I enjoyed exciting sex with a gentleman I found through an online dating service. I expected very little, but we had a nice telephone conversation, so I visited him in his house. He turned out to be a handsome 40+, with a nice body and had a smooth way of talking. Therefore, I stayed and went straight to the bathroom to get dressed and to start the ero...

A Bit of Skirt

by KissingMarriedWomen on Sep 13, 2017
Erotic Couplings

I'm in town, looking for a birthday present for my girlfriend. I want to get her a leather skirt, partly because she once expressed a wish for one, but mostly because I like the thought of her wearing leather. I find a little shop specialising in leather and suede clothes. The smell of leather strikes me as I go in and close the door. The assistant is a yo...