This is the first of hopefully many stories to come. This one may be a bit boring and lacking the hardcore fucking and sucking so many of you are used to. I feel the need to tell it because it will give some background to the rest of my stories. For the most part I will send them in chronologically from my younger days to present day as a undercover crossdre...
There were no secrets between Jack and Marcy, hell when you have been married to the same person for almost 24 years and together for even longer there was no need. Marcy had professed to Jack well before they were even a couple that she was bi and soon after they were dating Jack confessed he was a Crossdresser, a few years later he also said he thought h...
Present day: We arrived at the 'Sissy Salon' which was a covert sex club for downlow gay wealthy men and lesbians. As his agent and pimp I collected all his performance fees. I walked into the 'Sissy Salon' to make sure that everything was in place so my sissy husband could perform. Then I went to his dressing room to make sure everything I requested for me...
To recap: I came out to my wife Emma yesterday that I was a crossdresser and was considering transitioning into a woman. After some initial grief she became supportive and helped me fully dress as a woman for the first time. We even went on an impromptu 'girls night out' at a piano bar in a local hotel/resort in suburban Chicago where I met a man named Drake...
Let me start by saying that I have been a closet crossdresser since I was quite young. I have kept it a close secret for over 20 years now. I consider myself to be a semi-normal straight heterosexual married male with a liking for the softer side. I let my wife discover my secret about 3 years ago, after over 7 years of marriage. She was very supportive of m...
I stepped on to bus 55, paid my fair, and walked to the first empty seat on the bus. Smoothing my white and pink floral blouse, then my matching knee length skirt. I looked around the bus, nobody interesting. The bus was mostly the same as any other bus someone might ride to work or to school. It had a set of yellow rails with blue hand straps that you mig...
The bell jingles as the door opens, the toys outside were enticing, but the store inside opens your eyes. Though it is a small shop, it manages to cater for as many different fetishes as you could imagine. One wall is dedicated for the ass, dildos, inflateable, lockable, ejaculating, big ones, small ones, tentacle which move on their own. Two walls are dedic...
Part two of a crossdresser who loves Disney who has come out to his wife while on a Disney Cruise. New experiences and adventures are ahead. Finally a Princess (Part Two) I woke the next morning around six thirty which was a little late for me. I laid in bed and thought about what had happened yesterday. I had actually spent time in front of my wife Sarah...
Hi, This is my first ever attempt at writing a story so I would appreciate constructive feed back. Also, this is just mainly set up and background info with only a masturbation scene. Some of the following events are true and did happen to me. ********************************** It has been five months since I turned 18 and thankfully, high school was in...
My first experience with drones, outside of the military that is, was one weekday when I was standing behind a small copse (water-starved trees, shrubs) in the netherlands of a public park near my home. Off to my right a dried-up lake bed; behind me, at some distance, the foresty park proper with its interlaced hiking trails. I was naked except for women's p...