New Sex Stories / sissy-stories

BECOMING THE JOCK’S SEX TOY

Asslicker22 922 days ago on Sissy Stories

A woman, what a beautiful effect that had on me, being called a woman even when i had the sexual organ of a man. My name is Julie, i know right girly i had always being more feminine. I believed i was simply trapped in a mans body and not everyone agreed but the men that stared at me definitely did when i put on a skirt or anything remotely feminine.Even now that i was in high school i was known as THE URGE.A name i mistakenly got after tripping and falling on my strict teachers lap which resulted in him have an orgasm on the spot after which he was fired of course. That gave me quite a few perks for one i was never picked on by any girl since boys lusted after me secretly even if they shot me occasional glares and i was allowed girl stuffs by the students of course and well it was really

Caught in the rain

Sydneyspikes 1050 days ago on Sissy Stories

It was a rainy day after my summer school class, I was 18 going to prep before college. I got a lift to my tutor, an amazingly cheerful woman, late 40's; she always made my day with her smile and always surprised me with how deliciously intriguing she was to me, even though we had decades between us.

The woman that gave me a lift was an unconfident driver, and would not pull down the driveway of the tutors house. She was convinced the rain would make it impossible for her to get back out of the driveway...so I got out in the down-pour. I wasn't going to argue with her...she was my nanny, and now, sole caretaker, after the accident. The rain soaked my clothes, which consisted of a pair of khakis and a black t-shirt, both of which were sticking to me. As I made my way to the front door o