Chastity Friend Stories

145,732 results
Orientation
Length
Source
Infinite Scroll

SCTT Nancy Pt. 04: Her Day Shopping

by KittyZateez on Dec 16, 2019
Fetish

After witnessing Nancy's delightfully unexpected display of femininity in their home, Sam was quite nicely aroused, and of course, this really ensured he was going to be a perfect gentleman that night! As they left for dinner, he was so turned on; he immediately found himself wanting to please her, take care of her and tend to her needs in a way he had neve...

Sissy to Military School Pt. 04

by Tranylvr on Dec 2, 2019
Transgender & Crossdressers

The continuing story of Sissy Steffi at military school. If you haven't read the previous chapters, please do for context and back story. All characters in this story are of legal age. This story depicts the explicit erotica of a transgender nature. If this material is offensive to you; or forbidden in your area, or you are a minor, please stop reading! All...

The Natural Scent of Pussy Ch. 04

by storyfella on Jan 28, 2020
Fetish

All good things have to come to an end sooner or later and unfortunately Honey had to go home. Although Adam and Eve were sorry to see her go they were hopeful that they would see the young girl again. They were left with no doubt that Honey had enjoyed her stay with them and seemed very keen to visit again. Adam made it clear that he would pay her train fa...

Sluts Ch. 03

by wesker256 on May 11, 2020
Transgender & Crossdressers

"Babe," he says as I nestle my face into his manhood and breathe deeply. The smell of him is intoxicating, the heat and taste of him resonating inside me and filling me up so that I smile and murmur a response. "Hmm," I say, not committed to talking, to discussion. I know everything I want to know, it is all right here before my eyes: His length, his shape....

A More-Men Wife Ch. 01 Pt. 04

by PolySwingerWife on Dec 14, 2020
First Time

I'd gotten married on Friday afternoon, and by Monday afternoon I'd had sex with eight other men. On Friday morning I was a virgin. By Monday afternoon I'd lost my virginity to a man that wasn't my husband, been gangbanged by five black men, then I went out looking for more men to fuck me. I was eighteen years old, and the man that took my virginity was th...

A Gift in Disguise Ch. 16

by Talespin on Sep 12, 2018
Novels and Novellas

Wednesday morning my phone rang at my bedside. It was Kim, Dr. Kim Geiler-Callaghan, my research partner and mentor. The clock read 8:38 a.m. "Good morning, Sunshine," she said far too cheerily. "Mnng Km," I mumbled. Hey, at least I recognized her voice. "Ah, I've obviously awakened you," she said observantly while stifling a chuckle. "It's time I got u...

A Painful Situation: Mark and Carol

by Cinical on Aug 27, 2018
Loving Wives

Some have commented/criticized that my stories are too long. Oh well *************** Carol and I have been married for sixteen mostly wonderful years. We have a lovely fourteen year old daughter named Jenny. We initially wanted another child but Carol went on the pill right away and we both got involved with our jobs. We were both so happy with Jenny, eve...

A Graduation Drink

by elementc32 on Feb 23, 2013
Transsexual

You have just spent the past four years of your life studying you ass off, working hard, and paying way too much money for a degree. Graduation is finally over, the last speaker seemed to drone on forever, who cares about how we will always be apart of this school, blah blah... You meet up with your best friend Tara, and head to her place to change, grab a c...

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Becoming a Sissy Slave

by pantysissyslave on Sep 11, 2017
Fetish

since I started dating my wife she has always known that I love to wear panties and other items of lingerie, she did not really like it but let me do it as long as she did not have to see me in it. When she was at work or out with friends I would rush to get dressed in the sexiest things I owned and would prance around the house and eventually masturbate i...

Cute Young Wife gives in to Friend

by Tabbisfull on Sep 25, 2017
Loving Wives

A few months ago, a friend and I were on the subject of sex and hot girls. The conversation led me to confide in him about the sex talk I had been having with my wife. I told him how it turned her on but that she wouldn't actually do it. He began to talk about how cute and sexy he thought my wife was. This talk turned me on, so I encouraged it. Soon he was t...