Risky Self-Bondage Session

There is a place I have been checking out for some play-time that is rather exposed but I haven’t been able to get it out of my mind. Not far from where I live there is a bridge over a multi-lane freeway. In the intersection there is a small grove of trees. It is surrounded by a hill on the two sides that are not facing the roads. On the other side of that hill are apartment buildings but the hill blocks their line of sight. The grove is lower than the bridge but higher than the freeway. The freeway goes north-south and the bridge east-west. The northbound traffic will be closest to the grove but since it is directly after the bridge I will only be in sight for a very short time and then only if they know where to look. The southbound traffic will be able to see me for a little longer but they should be focused on the road ahead. The vehicles across the bridge probably won’t see me since the grove is lower than the bridge so their lights should not illuminate me too much. The riskiest is the walkway next to the grove, but there should not be that much bike or foot traffic at the time I planned to be there on a work night. ...

Self-bondage in Abandoned Factory Building

I had been watching the abandoned factory site for over an hour by now and there was no sign of movement or anything that led me to believe that there was anyone there so I returned back through the trees to my parked car. A short drive later, I pulled into an open garage not far from the main factory building and got out of my car with a backpack over my shoulder. Carefully I looked around the corner towards the factory building and then scanned around to see if indeed I was alone and safe to move out into the open. ...

A Close Call in the Woods

I got home on a Friday, in time for once, after a long week of working feeling very excited. My excitement was a bit uncomfortable since I had been wearing my tiny stainless steel chastity cage for three weeks now. After a quick shower and another close shave, I lubed and slipped a large stainless steel butt-plug with a pink crystal at the base, before pulling a pink lacy thong up holding the plug in. I wrapped my white lacy corset around my waist and pulled the laces tight enough that the corset would not slip down, attached my white stockings, pulling the straps under the thong. The feeling of pulling the thin stockings up my smoothly shaven legs was as exquisite as always. ...

The Gamble

If You haven’t read the first part of The Gamble I would recommend it. The following might make more sense that way. Part Two I had to try to insert it three times into the padlock due to my trembling hands but it slid in easily enough and when I twisted the key I received a click and the padlock opened releasing the chain from my collar. The relief was enough for me to fall to my knees and to start crying again, but this time out of happiness. ...

The Gamble

I was walking along the dirt track in my thin cheap flip flops, wearing a short skirt that covered my chastity belt, that locked a butt-plug into my ass and rigid dildo in my pussy. Under the thin t-shirt top I wore my metal chastity bra completely covering my pert breasts. The only thing that was seen and that was a bit out of the ordinary was my stainless steel collar that fit tightly around my neck and that had a d-ring at its front. The keys to my chastity devices were at home in an envelope on my dinner table with a letter explaining were I had gone, including the GPS coordinates, and what I would do when I got there. ...

Late Night Drive

Hi! My name is Jennie and I am a closet transvestite. I want to tell you about a little adventure I had a Wednesday night little over a week ago. It is 100 percent true. I had driven along a country road earlier that afternoon and left seven envelopes, at different places, containing keys to various locks. When I got home I had a shower, a close shave and started to get ready. I stepped into a black lacy g-string and started with my makeup. I quickly put foundation on and then dark red lipstick, blush, blue eye shadow, eye-liner and mascara. Even though I liked the result there was no way I would be mistaken for a woman. ...

Late Night Drive

Hi! My name is Jennie and I am a closet transvestite. I want to tell you about a little adventure I had a Wednesday night little over a week ago. It is 100 percent true. I had driven along a country road earlier that afternoon and left seven envelopes, at different places, containing keys to various locks. When I got home I had a shower, a close shave and started to get ready. I stepped into a black lacy g-string and started with my makeup. I quickly put foundation on and then dark red lipstick, blush, blue eye shadow, eye-liner and mascara. Even though I liked the result there was no way I would be mistaken for a woman. ...

Late Night Adventure

I had some work to do late at night so I planned it so I had the entire office to myself. When I felt the time was right and I had finished most of the work I went to the restroom and stripped off my clothes. Before I put my chosen clothes on I took a 3 foot long thin rope with a steel ring tied to it’s centre and tied it around my scrotum so that the ring was placed behind the scrotum. ...

Late Night Adventure

I had some work to do late at night so I planned it so I had the entire office to myself. When I felt the time was right and I had finished most of the work I went to the restroom and stripped off my clothes. Before I put my chosen clothes on I took a 3 foot long thin rope with a steel ring tied to it’s centre and tied it around my scrotum so that the ring was placed behind the scrotum. ...

A Day In The Woods

This is a fictious story. I woke up early in the morning. This time I won’t chicken out, was my first intelligent thought. I ate breakfast, shaved and took a shower. I had already packed the equipment I would need into my car last night but had to wait until 2 p.m. before I would drive out into the forest. I started reading a book but had trouble concentrating so I decided to clean my apartment instead, and especially the bathroom needed a cleaning. ...

A Day In The Woods

This is a fictious story. I woke up early in the morning. This time I won’t chicken out, was my first intelligent thought. I ate breakfast, shaved and took a shower. I had already packed the equipment I would need into my car last night but had to wait until 2 p.m. before I would drive out into the forest. I started reading a book but had trouble concentrating so I decided to clean my apartment instead, and especially the bathroom needed a cleaning. ...

An Afternoon in the Woods

Hi! My name is Jennie and this is a true story. First of all I live in a little town in the southern part of Sweden and I am a crossdresser. I don’t go out in public except for my little self-bondage trips. I was going away on a business trip and packed my “play things”. I usually bring them with me because I want be ready in case the need and moment feels right. I started at home with my “clitharness”, a 1-foot thin rope that I have tied a 2 inch steel ring to. I made sure it was tied off tight and secure around my scrotum so it wouldn’t come loose later. I dressed in my blue satin crotchless panties, black pantyhose and my black corset. My favourite bright red blouse together with my jeans concealed everything from my neighbours. I already packed the other things I would need so I went out to my car and drove off. ...

An Afternoon in the Woods

Hi! My name is Jennie and this is a true story. First of all I live in a little town in the southern part of Sweden and I am a crossdresser. I don’t go out in public except for my little self-bondage trips. I was going away on a business trip and packed my “play things”. I usually bring them with me because I want be ready in case the need and moment feels right. I started at home with my “clitharness”, a 1-foot thin rope that I have tied a 2 inch steel ring to. I made sure it was tied off tight and secure around my scrotum so it wouldn’t come loose later. I dressed in my blue satin crotchless panties, black pantyhose and my black corset. My favourite bright red blouse together with my jeans concealed everything from my neighbours. I already packed the other things I would need so I went out to my car and drove off. ...