Kyle Jenner Stories

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Kyle - My First Date

by Leigh_216 on Sep 12, 2017
Transsexuals & Crossdressers

My name is Leigh. Well my girl name, I am a cross-dresser. I just feels right to me and I guess that is how I am. I have been putting pictures online of my female-self to share with other people. It is through a photo-sharing chat website that I made many new online friends. My best friend Lisa invited me to a party she was hosting one Friday night. I alway...

What Might Have Been

by darkoverlord6 on Dec 18, 2018
Romance

The slamming of a car door alerted Meyer Slotkin that his business partner had returned, and he scrambled to make himself look busy closing his Internet browser that at that moment was filled with pictures of gorgeous and very scantily clad women. His hands flew across the keyboard with the swift clattering of keys being pressed followed in rapid succession...

Losing My Virginity

by extremebitch_13 on Aug 31, 2017
First Time

My name is Liz Martin and this is the story on how I lost my virginity to a boy I've had a crush on since elementary school. I know I'm not the best looking girl on the planet. I wasn't back then neither. I was flat chested with boyish looks. I was friends with my crush Kyle and he treated me like one of the boys and not one his girls. Kyle wasn't a pimp bu...

Shady Ship Ch. 06

by ChinkyNobody on Sep 9, 2019
Erotic Horror

Author’s note-Incest in this chapter. Why? Because the twins in this story are in a sexual relationship with each other. And their cowardice led them to being alone. Everyone in the ship seems to get sex when they’re alone with another person. Just as usual when people don’t like putting on a sex show where others could see them with their own eyes. Last ch...

The New Neighbor

by RainyDayFun01 on Sep 21, 2020
Erotic Horror

Kyle and his girlfriend, Heather, were pulling into Kyle's driveway. Their relationship was one of extremes. On one hand, they got along very well in their day to day lives and interactions. They cared for each other. They were friends. They laughed. They even spent most nights together. All things you would expect in a serious, healthy relationship. However...

Houseboat Weekend Ch. 01

by Sweetcheekss on Sep 12, 2017
Group Sex

HOUSEBOAT WEEKEND - Day One My husband, Walt and I love to drive down to the lake every chance we get. Both of us are crazy about being out on the water. Walt’s into fishing alot more than I am. I go just to lie out in the sun and work on my tan more than anything. We usually drive down to Lakeland and rent a pontoon boat for the day. We’d always thought ab...

The Christmas Party

by MisfitToy on Sep 14, 2017
Group Sex

Kyle looked at the reflection of his light blue eyes in the mirror as his fingers deftly worked the electric blue silk tie around his neck. He adjusted the knot and collar and took a deep breath. Exhaling, he ran his fingers through thick brown hair. Reaching for his black Armani suit jacket, he put it on over his broad shoulders and stared at himself for a...

Traveler Ch. 06

by johnbaldwin1 on Sep 14, 2017
Erotic Couplings

Chapter 6: Taking Ashley It always felt a bit strange to come back to the home office after being in San Diego for a week. Kyle couldn't help but feel like he was a bit disconnected from his office and that he was that guy who goes there, not one of the day-to-day-ers. Kyle's boss, Linda, organized a bit of an office outing each month to make sure everyone...

Pool Boy

by zeke81 on Sep 17, 2017
Loving Wives

My husband Eric and I have a fairly open marriage. We've both had a few regular lovers since we've been married, but we've always been open with each other about them and if one of us has a problem with someone the other person is sleeping with we end it. We are married after all and our love for each other means more than the pleasure that anyone else can p...

More than Photography Ch. 01

by flashgordon562006 on Apr 14, 2020
Loving Wives

My name is Daniel but everyone calls me Dan. I live with my gorgeous wife, Samantha (Sam) and my 22 year old son, Kyle. Sam is 41 and looks 31. She is petite at 5'2" and weighs about 110. She has blonde hair and blue eyes and keeps in shape by exercising. Her tits are more than a mouthful with big nipples. Her ass is firm. Kyle is 5'9", about 170 with an a...